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A Mistress to Obey

By: gbr2004



This story involves bdsm action, forced bi, pain and humiliation. Not your thing? Please pass on by. 

*

I met her online. She was older like myself and was looking for a submissive man. We exchanged a few emails but she really wouldn't say much about what she was looking for and expecting from her sub. In her profile she said she was into such things as bondage, cbt, flogging, confinement, sensory deprivation, fisting among others. Didn't think I was ready for the fisting but the rest sounded interesting. Really was curious if she was expecting domestic service from her sub also or if she was really just into bdsm scenes including the stuff she mentioned in her profile. Kind of was hoping it was the latter.

A little about me. I have been divorced a long time. I lived with a woman for several years until about 3 years ago. Hadn't really had a lot of experience with the bdsm scene until about the last 5 years. There's a lot of kinky porn online and I started getting into watching the videos and stories on there. Realized that the thought of submitting to a woman was on my mind more and more and I started reading a lot of stories about it. The videos of the dominatrix in their leather outfits and thigh high boots were such a turn on. Didn't do anything but online play but it was on my mind more and more.

Once I was living alone again, I decided that I was going to try and meet a woman like I had been watching and reading about. I found that it was much harder to find such a lady than I ever thought it would be. I discovered that most women who said they were dommes were also expecting to get paid and paid a lot. I really didn't want to get into that and kept trying to meet a woman that did it because she liked being in control and putting a man in his place.

I did meet with a couple ladies that I met online. They didn't really turn out like I was hoping and started to realize that most aren't into the role play like I was hoping for. It seems to me that mentally dominating someone could be even more impressionable than the physical discipline. I did get spanked by these ladies and did my best trying to please them sexually like they wanted. What was missing was the domination. You know what I mean, knowing if you didn't do as they wanted or didn't do it good enough that it would mean punishment. Having them talking down to you. Letting you know you were only there to do as told and what I wanted wasn't really important. The women I did meet with didn't understand or want to make that point and I usually felt that I was still the one in charge.

I was into management and was used to having things done the way I want them done. What I needed was a woman that would not allow me to behave in that manner when with her. There was only one boss when we were together and it wouldn't be me. I guess I wanted her to be a bitch and for her to get off on verbally abusing and humiliating me. I wanted her to test my pain limits, safe and sane, knowing when to stop. Maybe it wouldn't be when I wanted her to stop but would be when she was satisfied that I had had enough. I wanted a woman who would teach me to beg and mean it. A woman who knew when a hard slap would work much better than anything she could say.

At least, this is what I thought I wanted. Sometimes fantasies can be better than the real thing and maybe I wouldn't be able to handle it at all and would wimp out the first time things started hurting too much. I needed to find out answers to these questions. Could I do things I would find humiliating and embarrassing just because she told me to? Could I really submit?

Anyway, these are the thoughts that have been running through my head for months. Meanwhile, back to the lady I have been connecting with online. I wondered whether this lady might be different. The curiosity about what she might have in mind was driving me crazy and events had not allowed us to meet. She had said we would discuss such things when we did meet.

Finally, we did meet. She wasn't in black leather or boots, which I was glad of since we met in a public place. She was a nice looking lady and just looking you wouldn't think she would be interested in the things in her profile. We set at the bar and had a drink and made small talk as we both appraised the situation. I was hoping she found me acceptable because I saw something in the way she looked at me that made me think maybe this lady might be the one I have been hoping to meet.

When we finished a couple drinks she asked me if I wanted to come over to her house and I assured her I did. We went out to the parking lot and she led me over to her car. She took her keys from her purse and dropped them at her feet. I bent over to pick them up and she told me to stay down there. I couldn't tell if anyone could see us but I did as she said.

'You understand the situation if you follow me home don't you?' she asked. I nodded my head yes but she told me to tell her what I understand.

'I understand that I'm going to be submissive to you and do as you say,' was my reply.

'Kiss my shoe,' she ordered.

I couldn't believe she wanted me to do this in public but I really didn't think there was anyone in the parking garage close to us so I bent down and kissed her black high heeled shoe.

'Now the other one,' she commanded.

I did as she said still hoping no one was around to witness this.

'Get up.'

I got up and she just stared at me for a moment then slapped me.

'That's for hesitating when I told you what to do. Understand?'

'Yes I understand.'

I was surprised when she slapped me again.

'And that is for not seeming enthused and just wanting to get it done with. You really are rather disrespectful.'

'I'm sorry. I just haven't ever did anything like this in a public place before. I didn't mean to be disrespect, I will try harder,' I answered, wanting to rub my cheek. It stung quite a bit. I looked around and was glad no one was around to see us.

'Open my door, follow me to my house.'

I help her into her car and hand her the keys. She motions me to her window. 'I want you to do something for me. When you walk to your car I want you to walk there trying to walk like those flaming fags you see in the videos of those faggy boys you like to watch. You know, small steps, swish your ass. Do not disappoint me.' Then she rolls up her window and turns away from me.

Damn. Really don't want to be doing this stuff out in public but if I can't do the first thing she tells me to do, I doubt she would still be interested in me. As least no one is in sight and it's only about 100 feet to my car. I start walking to my car taking small steps. Kind of force myself to place one foot more in front of the other foot than I usually do. Know it makes me swish my ass. I get about halfway to my car when a guy suddenly gets out of a car right in my line and turns and just stands there watching me.

I want to walk normally so badly but I figure she is probably watching so I just keep walking like I was. When I get about to his car he moves to the back of the car just as I'm going to pass.

'Want some cock faggot?' 

I can't believe he said that. I guess I shouldn't be surprised since I'm sure that was the impression I was giving. I just kept walking but could feel his eyes on my back. 

'Come on faggot, you know you want it.'

I just keep walking and soon I'm at my car and I got in quickly. Fuck, I can't believe I did that. Try to compose myself as I see your car pull by me. I back out and follow you to your house. There are so many thoughts running through my head. Was I ready for this? I have already done things I didn't think I would ever do. Where will so take this and can I handle it? We stop at her nice house and we get out.

She looks back at me. 'I liked your walk boy. You make a very believable faggot. Have you been practicing?'

I know it's what I should expect but to actually have a woman talking to me like this was quite embarrassing. I know I might not be the most masculine man around but all the talk about faggots made me a little uncomfortable. We go into her house. 'To tell you the truth, it was very embarrassing. I really didn't think I could do something like that.'

'You might be surprised what you might be capable of doing,' she says shutting the door and pushing me back against the door. 'I saw that man say something to you. What did he say boy?'

She has her fingers under my chin making me look at her. 'He wanted to know if I wanted to suck his cock.'

'Did you?' she asks.

'No, not at all. The only reason I looked so faggy was you told me to walk like that,' I replied.

'What else did he say?'

I tried to think what else he said. 'I guess the only other thing was he called me a faggot a couple times.' I can feel my face getting red as she stares at me.

'How did I feel, having another man call you a faggot? Obviously he thought you were a cocksucker too.' 

'It was embarrassing. Do you think I'm gay?' I question.

'Do you?' she says and she slaps me cheek lightly and turns around and I follow her into the living room.

Is she talking to me and treating me like this to embarrass and humiliate me or does she really think I'm gay? She offers to fix us a drink and we have another scotch. She has me sit down on the couch by her.

'Talk to me about your limits boy.'

'Well, I won't want any marks that would be visible to the public like on wrists or neck. No needles, sounds or blood. I know you mentioned fisting in your profile. Don't really think I'm ready for that or anything too large up my ass. Don't seem it would be good for long time health. No shaving without my agreement. Really would like to be discrete and try to keep things as private as possible. If you do desire to include others, I would hope it would be keep private as well. I'm sorry if this seems like a lot but hope it is acceptable by you.'

'Those are acceptable. Do you desire a safe word boy?' she asks.

'I would really like to have one but if I have one I will use it before I get to where I need to be taken. I hope I can trust you to know when enough is enough.'

'I will take you where you want to go. You can trust me. We will explore and find where that place is,' she tells me. 'Now I want you to get down on your knees in front of me.'

I get off the couch and go kneel in front of her. She leans forward on the couch moving closer to me.

'Tell me what you want boy,' she says, the look on her face rather cold.

'I want to submit to you and hope you will be my Mistress. I want to please you.' 

She reaches over, her finger under my chin lifting my face making me look at her. Then suddenly she slaps my face hard.

'I don't believe you.'

'Please. I know I have a lot to learn but please let me serve you. I will try so hard to do what you want me to do.' I know it sounds like I'm pleading but I do want to spend time with this lady. I bend over and kiss both of her heels. She lifts my face up.

'You will try to do what I want you to do? I was so hoping you would just do it.'

'There has to be limits but I hope I don't disappoint you. I want to be a good boy for you.'

She squeezes my chin. 'You will learn not to disappoint me. Now I want you to get up and go to the middle of the room.'

I do as she says. Feel rather self conscious then she tells me to undress. Know that it's starting now. I take my shoes and socks off and set them under a chair. Then unbutton my shirt and hang it on the chair. Then takes slacks off and fold them over the chair. I'm standing there in just my white bikini shorts. Look at her but she doesn't say anything. She just sits there looking at me. Know what I must do so I slide my shorts off and put them aside. Turn towards her and just stand there. It's extra embarrassing because my cock isn't hard at all and looks so small.

'My my, that is a little cock there boy. Was it that small when that man was calling you a faggot? I doubt it.' She just sits there looking like she is enjoying my discomfort.

It's so strange to be talked to like this. I don't say anything, just keeping my head down not really wanting to make eye contact.

'I asked you a question boy,' her voice sounding more threatening.

'Mistress, I don't think it was any bigger then,' I answer.

'Does it ever get any bigger? I was so hoping you weren't one of those dickless wonders,' she says and laughs softly.

'Yes Mistress, it gets bigger,' I tell her knowing my cock isn't huge but is average or better in my opinion when I get hard. 

'It better. Ok, down on your knees. Spread your knees apart.'

I go down to my knees and spread my legs, keeping face down.

'I said spread your knees boy.'

I force myself to spread them wider. It's a little uncomfortable but not unbearable. Then she tells me to set up straight, hands behind my back. It is a very exposed feeling.

'Look at me boy.'

I look up at her. I have to admit it's rather intimidating to be totally naked while there with a fully clothed woman. The look on her face was rather stoic as her eyes moved checking me out.

'You want this boy?' she asks.

'Yes please.'

'You will call me Mistress or Mistress Sherrie whenever we are in this house no matter who is here. Understand?'

'Yes Mistress.'

'I will call you boy, slave, slut, bitch, cunt, faggot or any other fucking name I want to call you. Understand??'

'Yes Mistress, I understand.' Wanting to look down but know she wants to see my face. I can see by her face that she is getting serious about all this.

'In this house, you will do what I tell you to do and you will do it with whoever I tell you. Understand? And don't you ever think you can do it good enough to please me. You are not man enough to ever please me no matter how hard you try to obey.'

It feels like she's trying to make me feel like a failure already. I watch as she gets up and walks over to me.

'Head down, you don't deserve to look at me.'

I lower my head relieved also. The look on her face was rather intimidating. She walks slowly around me.

'I want you to tell me what should happen when you fail me.'

Quietly I answer, 'I should be punished Mistress.'

'Whose fault would it be that you are being punished?' she says her hand grabbing my hair and pulling lightly.

'It would be my fault for failing Mistress.'

'You know that I'm going to hurt you, don't you? Take you to that place that it hurts so much that you are begging me to stop. You know I can't stop there don't you. You need to show me what a total wimp you are. That's what you need, ISN'T IT??? LOOK AT ME BITCH.'

I look up at her. Her voice is so domineering. Suddenly, she slaps me pretty hard.

'DO YOU WANT THIS BOY?' she asks as she slaps my other cheek hard.

Feeling a little overwhelmed. Realize this lady is serious about dominating a man. Know this is what I fantasize about all the time but now it's time to put up or shut up. I look down. 'Yes Mistress, I want this.'

'Let's make sure boy,' she says as she brings her foot up and kicks me in the nuts with her high heeled shoe.

'Ohhhhhhhhh.' I wasn't expecting that and I double over from her kick. It takes me a moment to realize she didn't kick me that hard but it did hurt and the surprise of it probably made to double over as much as the kick did. She stands there over me.

'Two choices bitch. One, you crawl your wimpy ass out the door and I will throw your clothes out after you. Two, you get back on your fucking knees, spread them wide, present yourself to me again and thank me for kicking you in the balls.'

Am I really ready for this? Do I crawl away and pass on the chance to do what I think about so much. I know there is only one thing I can do. I get up and present myself. 'Thank you Mistress for kicking me in the balls.' Seems so strange to say something like that and I guess it is pretty strange.

'Look at me.' 

I look up at her.

'Would you like me do it again boy. Only it would have to be quite a bit harder this time. Is that what you want boy, another hard kick in your balls?'

It's really the last thing I want but if I say no will things get even worse. I kind of committed to this when I didn't crawl away so I realize this is going to happen. I know what she expects from me and I give it to her. 'Please kick me in the balls again Mistress but will you do it harder this time.' There I said it and brace myself.

'No, I don't think so. You have to earn that. Now boy this is your present position. Anytime I tell you to present you will get into this position. Understand? Do you present with clothes on boy?'

'No Mistress. I should be naked.'

'So let's say, I invite you over and when you get here I have a couple of my women friends over and I tell you to present. What are you going to do?'

Thinking about how humiliating this would be but knew going in that I might be expected to do things like this. 'I would undress, come over in front of you and get into this position Mistress.'

'Good boy, so now if something like that happens and I see any resistance I will know it not because you don't know what you are expected to do but this is you deciding that you don't have to do as you are told. I'm glad we are clear on that.'

'There is one exception to you have to get naked when you are told to present. Let me show you. Stay,' she says like she's saying it to her pet.

She comes back into the room carrying some pink and white. She stops in front of me and holds up a pair of pink panties. They have rolls of white ruffles on the back.

'Aren't these sissy panties so nice?' moving them close to my face as I kneel there.

'Yes Mistress.'

'I'm really quite tired of looking at your little cock. What do you think we should do about that boy?'

I know where she is leading this and know things will probably go best if I go along with her. I try to keep those thoughts out of my mind that the panties are very pretty. Why do I think like that? Looking down I answer her, 'I could wear the panties Mistress.'

She reaches down, her fingers under my chin, lifting my face making me look at her.

'You want to wear these sissy panties? You really aren't much of a man at all, are you? I mean what kind of guys like to wear sissy panties anyway. I could see if you liked to just like wearing woman's panties but to want to wear sissy panties like these really says something about you.'

I don't know what to say, just lower my head when she moves her hand. 

'I bet most of the time you just wear regular women's panties don't you?'

I do have some panties at home but don't think I want to go there. 'I don't wear women's panties Mistress.'

'It's not right to lie sweet boy,' she says as she slaps my cheek lightly. 'I want you in panties all the time boy. I will be making stops at your house occasionally. If I find any men's underwear there you will regret it, trust me. I expect to find a nice panty drawer with a nice selection of panties. Do you understand boy?' She laughs lightly, 'hard to call you boy when you are kneeling there begging to wear these sissy panties. Beg me.'

The thought of doing as she says would be so hard. How can I wear panties all the time? Maybe I can hide some men's underwear away somewhere. 'Please let me put on the panties Mistress? I really want to wear them for you.'

'Get up and put them on bitch,' she says dropping the panties on my head. She goes sits back down in a leather soft chair.

I get up and put them on. They fit pretty tight.

'Tuck that baby cock away bitch, I told you I was tired of looking at it.'

I reach down and tuck my cock back between my legs. Just stand there, very self conscious having you sit there looking at me like you are.

'Why is it so hard to find a real man? All I ever see are these fucking wimps, dickless wonders and losers. Look at what we got here. I just met you and now look at you standing there in your sissy panties. What kind of guy does things like that? Present.'


A Mistress to Obey Ch. 02



This story involves bdsm and gay play. Not your thing, move on. 

*

I can't stop thinking about what happened last Saturday. It was so much more than I expected, and frankly, I did things I never thought I would do. I had fantasized about forced fem but still was surprised how different I felt when in panties. It's just hard to feel very masculine when in a pair of panties. The public stuff was so scary, really didn't think I would do that, but can't stop thinking about how that guy looked at me in the parking lot. It was so embarrassing but that doesn't help me stop thinking about it and fantasizing about what might have happened. And the discipline. It was very painful at times and I so wanted them to stop but when I remember how I felt when they stopped, I understood it was their right to do as they did. It's not like I didn't come looking to be treated like that but it was so intense.

Will she call me again? What will I do if she does? I know that this might be more than I really want but can I say no? It sends chills up my spine every time I visualize her standing over me, legs spread, lecturing me on what was going to happen. That isn't the only place I get chills and I can't stop getting hard every time I remember her making me look at her as she glares at me expressing her feeling of me. I really think she thinks I'm gay. She emphasized it often enough, talking about me lacking masculinity and how easy it was so see. I wondered if she was right. Do strangers think I'm a faggot when they look at me? I have to admit, sometimes I see a look on a guy's face that makes me think they do. I can't keep eye contact when I see them look at me like that. 

Her friend, Mistress Anne, was a very intimidating lady. Really wouldn't make to make that woman mad. I'm glad Mistress Sherrie is not like her, I don't think I could handle that. Mistress Sherrie is intense, and knows what she wants, but I don't think she is nearly as sadistic as Mistress Anne. I wonder if women like them become more sadistic as time goes by. Do they want to push more and more?

I ordered some panties online. I hope they get here before she calls me again. There were so many styles of panties it was hard to decide what to get. I finally settled on a variety with a couple thongs, a pair of sissy panties, baby blue with white ruffles, and several pair of bikini panties in various colors and styles. I have to admit, I did get hard while looking at all the pretty panties.

A few more days went by and sometimes I was relieved she didn't call so that I wasn't made to decide what to do. Then there was the rest of the time when I wanted her to call so badly. At those times, I knew what I would do if she called. I would do as told. It scares me where this could lead but I know that I can't say no to her. I need this.

Finally, the call came. It was Saturday, later in the evening when the phone rang. I answered and recognized her voice right away.

'How's my little boy?'

'I'm fine Mistress, thank you for calling.'

'I wanted to give you time to think about our night together. How are you feeling about what happened?'

'It was very intense Mistress. The spankings and paddling really hurt but, I have to admit, at the time it seemed like what needed to be done. I hope I wasn't too much of a wimp, I had just never been punished that harshly before.'

'It's suppose to hurt boy, how else will you learn to behave and do as told. I have to tell you I was somewhat disappointed in your behavior. I can't stand people that say they want something and when they get a chance for it to happen they just hesitate instead of just doing as told. Sometimes that can get so irritating.' Listening to her and already feel like I'm being lectured again. 'You realize that often the reason for the discipline is your fault and you make it necessary for me to make sure you understand.'

'I guess but I was trying hard to do as told and sometimes it didn't seem like anything I did was good enough to please you,' hoping it didn't sound like whining.

'Yes, exactly, you couldn't do anything right and whose fault it that?' the edge in her voice very evident.

Know I'm fighting a losing battle here, 'I guess it was my fault Mistress Sherrie.'

'You guess?' she questions.

'It was my fault Mistress.'

'Better,' she says.

I can imagine the look of satisfaction on your face. She is so different from other ladies I have met. It's all about her and she doesn't leave that in doubt and has no problem putting me in my place.

'Now enough whining about a little spanking. You know you loved it. You loved having a woman take control of you and treat you like you need to be treated. You want more don't you boy?'

I knew what I would say all the time. 'Yes Mistress.'

'Yes Mistress, what?' her voice cold.

'I want more. I want to submit to you and I want you to be my Mistress, please.'

'Will you do as told, no excuses. Public play will not happen without your approval. Other than that, you do what I say, when I say, with who I say. Understand.'

'Yes Mistress, I understand.'

'I will test you boy, you sure you are up for this?'

'I think so Mistress, I will try hard to please you and do as you say,' I tell her trying to sound submissive.

'I don't want to hear any of your bullshit, you up for this or not bitchboy?' her voice domineering and loud.

'Yes Mistress, I am.'

'Good, then we will not have a need for anyone to see the videos from last week.'

'Videos? You have videos of the other night?' I ask, a little panic in my voice.

'Of course, bad boys must be kept in line. Don't worry, you behave and no one will ever see them. I will send you a copy, I'm sure you will enjoy watching it with your little friend. Now, I need you to go over to Mistress Anne's place at 10 tonight, she needs us to help her out.'

'Please Mistress, can't I come see you. I have to tell you I'm kind of scared of Mistress Anne.'

'Jesus fuck, you just told me you will do as told and the first thing I tell you to do, I have to hear this shit. Do you think I care if you are such a wimp you are afraid of her. Fuck, try to act a little like a man will you. Damn, I don't think you are worth the trouble.'

'I'm sorry Mistress, I'm sorry. You are right, I just wasn't thinking right. I will be at her place at 10 tonight. I will not disappoint you Mistress.'

'When she releases you, you come straight to my place. I want you to stop and pick up a dozen condoms at the 7-11 just before you get to my place. Now, I have more important things to do then talk to you, you do what Mistress Anne tells you to do or else. We already have a little work to do to make sure you start thinking right. You don't want to make that worse.'

'I will come to your place Mistress. Can you tell me what Mistress Anne wants with me?'

'I don't know what she needs you for, she just said she did. That is all you need to know boy.' Then she hangs up.

I'm panicking thinking about going to see that woman. I look at the clock and realize it's after 9 so I take a quick shower and put on some dockers, golf shirt and some slip-ons. It's already time to leave so I grab a joint and head out the door. Smoke half the joint on the way to her place. It helps me relax and always makes me feel more submissive. I get to her place and knock on the door. It opens and Mistress Anne is standing there.

'It's about time, get in here.'

I come into her fancy house and realize this lady must have some serious cash. I follow her into the living room. She turns and looks me over.

'That won't do, follow me,' she says heading up some steps.

I follow behind her, admiring the black leather dress she has on. Her black hair is pulled tightly into a bun on the back of her head. I can see the garters attached to her seamed nylons and the black leather shoes have such tall spiked heels. Her legs and ass look so hot. She leads me into an extra bedroom and opens a closet full of clothes.

'Undress and hurry it up,' she says, her attitude mindful of the way she was the other night, bitchy.

She throws a pink nylon thong on the bed as I finish undressing telling me to put it on. I do as she says. It's tight and holds my cock snugly. The string up my ass feels so strange.

'Try these on,' she says handing me what I guess were a pair of pants. They were a real stretchy material and looked way too small.

'These are way too small. I will never get these on,' I say to her.

She snaps her head around. 'I said to put those on, now get your faggot ass in those and stop bothering me.'

I start trying to get them on and realize they do stretch enough that I can get them on but when I get done adjusting everything, I realize how low they ride on my hips and they come to just below my knees. They fit skin tight and you can see the little bump my cock makes in them clearly. They pull into my ass crack highlighting my small ass cheeks. She just turns and checks them out and I can see her smile as her turns back to the closet.

She holds a burgundy colored blouse up in front of me. 'Perfect, put this on.'

I put it on, it is a really silky feeling material, has long puffy sleeves but when I go to button it, I find no buttons.

'Like this boy,' she says as she grabs the long ends of the shirt and ties them together. It is short enough that my bare midriff shows and it falls open in the front down below my pecs, hiding my nipples but not by much.

She places a pair of black pumps with two inch heels on the floor. 'These should fit you, get them on.'

I put them on and she leads me over to a full length mirror. I can't believe how I look. She walks around me looking them comes back with some hair spray and sprays my hair and combs it all back behind my ears. I'm sure you have seen pictures of really feminine looking gay guys. That is what I was seeing in the mirror. Mistress Anne came up behind me and put several gold chains around my neck. They are long enough to hand down between my pecs emphasizing my bare chest. Then some pink lipstick, nothing too obvious, but anyone looking carefully could see the shine on my lips. i can't stop looking in the mirror. I can't believe I look like this.

She leads me into the living room. 'I overbooked tonight Billie. Chrissy is busy and I need you to help me out. His name is Mike and here is his address. It's a house so no one will notice you. He will be expecting you and I will discuss what he wants before you arrive and he will pay you as soon as you get there.' She hands me a small black leather hand purse. 'Your lipstick, along with some condoms, are in the purse. Keep the money he gives you in there.'

'Mistress Anne, I'm not gay. I have never been with a man before, I don't know what to do or if I could do it.'

'I know, that is why he is paying so much. He is older and will not expect too much of you. He might spank you and I'm sure you will suck his cock. I don't know if he will want to fuck you or not. I expect you to act like a flaming fagboy for him. Your walk, your voice, your mannerisms are expected to reflect a total sissy fag, understand?'

'Mistress, I don't know if I can do this. Please don't make me go out looking like this.'

'Looking like what? A flaming fag? You bitch, I hope you fuck this up and Mistress Sherrie lets me loose on you. Mistress Sherrie may not know it yet but I know what a fucking sissy wimp you are. Give me a couple nights alone with you and I'm sure you would have no doubt either. So bitchboy, you decide, become a flaming fag for this man or not, but it will get back to me, and I will get together with Mistress Sherrie and we will see where your ass is then. I know where I want it to be bitchboy.'

I know what I must do. If this man isn't pleased with me, things could get much worse. 'I will do it Mistress Anne. I will do what he wishes.'

'Good girl, now here is his address. When he finishes with you, you are released and I think you are supposed to report to Mistress Sherrie.'

'Yes, those were her instructions.'

'OK, go there when you leave Mike's. I will get your other clothes back to you later. Now go.'

I start to walk to my car and am so glad no one is around seeing how I'm dressed. Feeling relieved that I didn't get disciplined by Mistress Anne but still panicking thinking about meeting a man like this.

Suddenly, I hear her cry out loudly to me, 'Get your sissy ass right back here, NOW!!'

Look around, hoping no one heard her but see one house light come on so I hurry back towards her house, fighting the heels but trying to get back unseen. She grabs my arm and pulls me into the house slamming the door.

'You fucking think you can just ignore what I tell you bitch?'

Confused, not knowing what I did wrong. 'I'm sorry Mistress Anne, what did I do wrong?'

'Didn't I tell you to act like a flaming fag?'

'Yes, I told you I would Mistress.'

'It sure didn't sound like it when you told me good bye and it certainly didn't look like it walking to your car.'

'I didn't know you wanted me to start doing it now Mistress, I'm sorry.'

SLAP, her hand striking my cheek hard. 'Don't give me fucking excuses. You do what I tell you when I tell you. UNDERSTAND???

Wanting to rub my cheek, her slap really stung. 'I understand Mistress,' I tell her trying to sound as gay as I can when I answer her.

She points to a soft chair in the room. 'Lean over the back of the chair, hands flat in the seat and don't you dare move them.'

The fear settling in but don't know what I can do except obey and I do as she says. She comes up behind me and starts pulling the stretch pants down until she has them down to the bottom of my ass cheeks.

'I don't think you understand but you will boy,' she opens up a drawer and takes out a wooden paddle similar to what you see in fraternities. 'You will count boy.'

The first blow strikes my ass and I can't believe how much it hurt. It stings so bad as I try to handle the pain the next blow strikes my ass. I cry out loudly wanting to reach back and protect my ass but know that will only make it worse.

'Stick your ass out and take it, you fucking fagboy. You will learn to obey. Now fucking count bitch.'

I count out the blows as she punishes my ass. By the time I get to five, tears are already flowing and I'm crying hard as she stops at ten. I know my ass has to be so red. That paddle really hurt.

'Maybe know you will start paying attention. I am not like Mistress Sherrie, I won't put up with any of your bullshit. Now, your walk. Obviously, you need help as you showed walking to your car. I think I can help you with that.'

She gets something out of the drawer and then comes around in front of me showing me the black buttplug she is holding. She takes some lotion of a table and starts lubing the buttplug.

'You ignore instructions, there are consequences. Now, let's fill up that little pussy of yours.'

She moves behind me and presses the buttplug against my ass. 'Push back boy, I'm going to hold this and you are going to move your pussy onto the plug. You have one minute or we stop and I get the paddle and we start over. Your time starts now.'

Scared, I push back and feel the buttplug slide in a little and I can feel it start stretching me open. It hurts some but nothing like the paddle as I force myself back further and feel it slide deeper. Oh god, it feels so big.

'Take your time sweetie, I don't mind another session with the paddle, do you?'

I press my ass back hard and cry out as I feel it open me wide and then I feel it slide in far enough that I can feel my ass clamping down on the narrower end of the plug. It feels so big up my ass and hurts a lot. She grabs my forearms and pulls me upright and it makes the plug seem even bigger and makes me cry out.

'Maybe next time, you do as you are told faggot.' She opens her front door and pushes me out. 'Go, you are late.' She slams the door.

I try walking and the plug moves in me and makes it hard for me to walk without it hurting. I go out her front door, still so uncomfortable, taking small steps and can feel my ass swishing as I try to ease the pressure of the plug. I'm almost to the car when I see a neighbor a couple doors down watching. It's an older man. He doesn't say another just staring at me. It's so humiliating, I know what he has to be thinking.

I get in and drive off lighting up the rest of the joint. Damn I need it. What if I would get stopped looking like this? I can't keep doing these things with these ladies. It really is too much. I finally get to his house. Feel so embarrassed walking up to his house holding my little purse in my hand. He answers the door after I ring. He's older, maybe 50, in a suit. He looks like a executive or some professional and he invites me in, introducing himself and letting me know he is a doctor.

'You are a very pretty sissy,' he says taking my hand and leading me into his office. 'First, we take care of business. Here is your money,' and he hands me $400. He then hands me a bottle of pills. 'Take two of these every morning, two more at night. I will be able to tell if you are taking them.' Unknown to me, they are a female hormone pills with an addictive additive that makes stopping very hard. He handed me some water and I took two of the pills. He then handed me a prescription. 'This is for some crème that will help keep your hair from growing back. Use it before taking a shower. Leave it on for 10 minutes before rinsing it off.'

'Yes Sir,' I answer trying to sound fem. I force myself to try and act as faggy as I can with the way I stand and smile at him. He surprises me by pulling me close and kissing me. At first, I try to resist but remember what Mistress Anne said about the doctor reporting back on my behavior so when I feel his tongue on my lips, I part my lips and let him slide his tongue into my mouth. It's so strange but I start sucking lightly on his tongue. I feel him respond and before I realize it I'm kissing him like I'm loving it. He breaks the kiss and I feel like I'm short of breathe.

'You really haven't ever been with a man before?' he asks.

'No, really, I haven't. When I met Mistress Sherrie I explained to her that I wasn't gay but she didn't seem to care and somehow I ended up over here. I'm very nervous.'

'You kiss like a girl, do you know that?'

'No Sir,' not sure how to take that.

'You might not have realized it or accepted it but it's not hard to see that you are bisexual if not totally gay. Turn around. I want to see your ass.'

I turn around and feel his hands moving lightly over my ass cheeks. I have to admit it felt good but was so crazy being felt up by this man.

'Such a cute little ass. I hope Mistress Sherrie realizes what she has here and doesn't waste your cherry. I want you to tell her not to give you to anyone else to fuck without calling me first.' 

I can't believe how this conversation is going. It sounds like he thinks Mistress Sherrie owns me. I know I told her I wanted her to be my Mistress but there has to be limits. I really wish she hadn't videotaped our time together. What if she were to show that video to others? How could I face someone knowing they had seen me like that?

'Let's go sit down sweetie,' he says taking me hand and leading him behind him. He approaches a black leather chair, takes his suit coat off, and sits down. 'Please stand, I want to look at you.'

'OK,' I answer standing in front of him feeling very uncomfortable.

'Are you alright sweetie?' he inquires.

'I guess, it's just...I'm dressed like this...and I'm here with a man I don't know. I'm sorry but it's all a bit overwhelming.'

'You haven't dressed fem before sweetie?'

'Please don't call me that, I feel ridiculous enough already but no never.'

'Do you think you should be telling me what to say and not say?' he asks his demeanor changing. 'Is that what you think?'




A Mistress to Obey Ch. 02



'No, I'm sorry.'

'No Sir, I'm sorry.'

'No Sir, I'm sorry,' I answer this not making me feel any more comfortable.

'Are you having trouble accepting the fact that you are a sissy and are gay?'

'That's just it Sir, I'm not gay and I'm only dressing like this because I have to,' I answer no longer trying to act like a flamer.

'You aren't man enough to tell these woman no?'

Still standing there in front of him as he interrogates me. 'I just wanted to see what being with a dominant woman was like and it has led to much more than I wanted.

'I asked you if you were man enough to tell these women no. Now answer me,' his mannerism becoming more dominant.

'I guess not Sir.' I feel him staring at me but I keep my eyes down.

'I'm a little disappointed. I really was expecting a pretty boy, a sissy, tonight. A sissy that wanted to show a man just how much they liked acting fem in front of another man. A sissy who wanted to give herself to another man and have him use her like his bitch, his whore. I will probably have to have a long talk with Mistress Anne.' 

'Please give me another chance,' I ask knowing what might happen if he were to do this.

'Billie, you have already told me you aren't gay and don't want to have to act like a sissy faggot.'

'I know, I was just trying to explain things. Please can we start over? I want to please you and I do want to be a sissy for you. Please.'

'Then fucking start acting like it right now. Go over to the bar and fix me a scotch and water.'

'Yes Sir, anything you want.' I start moving towards the bar, one foot in front of the other, swishing my ass. I look back over my shoulder and smile. 'Anything Sir.' I know my ass is on the line and I better make sure I make this man happy. I fix his drink and put it on a silver tray and bring it over to you. 'Anything else Sir?'

'Yes, I want you to walk for me. I'm sure you have seen enough videos of whores and how they walk. After all, I did pay you quite well for this evening. Now I want you to show me what a sissy bitch you really are. Do not disappoint me.'

I walk around the room, exaggerating my walk, trying to please him. He watches for a short time then tells me to sit down in the soft chair across from him. I sit down and then he instructs me to cross my legs and I cross them in the manner I have seen women cross their legs.

'Now sweetie, I want you to tell me how much you love dressing like a girl and can't wait for your first dress. Tell me all you think about is dressing up for men and want to be treated like a whore.' 

This is so humiliating but I know what I must do. I try to sound as fem as I can as I answer him. 'Sir, I just love dressing like a girl. It helps me accept the fact that I'm not very manly and that I prefer being feminine. I can't wait to get more clothes and have men see me in them. I want to wear sexy dresses for men and to be so sexy for them. I want them to treat me however they like and make me do anything for them just like they would a whore.'

'That wasn't so hard was it, surely you already knew you don't measure up as a man and it's time that you start accepting it. You are lucky you met Mistress Sherrie and she thinks you are worth her time. I'm sure most women wouldn't. Most sissies like you end up under some man's thumb. Stand up.'

I stand up and he tells me to pull my pants down. It's so embarrassing but I don't hesitate and pull them down exposing the pink thong. He makes me pull it down and my little cock flops out when I do. He tells me to put my hands down to my sides and I do as he says. He doesn't say anything just looks at me and down at my cock.

'Turn around.' 

I turn around, my small ass exposed to him now.

'It is a little red sweetie, were you a bad girl before you came over?'

'Yes Sir, Mistress Anne used a wooden paddle on my ass. It really hurt.'

'Why did she do this?'

'I wasn't acting feminine enough Sir.'

'I see and yet you came over here bitching about how you hate being dressed like you are and how you aren't gay. I guess her spanking didn't do much good. Turn around look at me. Pull your panties up.'

I turn around and pull the panties up and start pulling the pants up when he stops me and makes me take the pants all the way off. Once I have them off, he tells me to take the blouse off and I do. It leaves me standing there in just the panties and heels. He stares at me and I feel so intimidated.

'It's obvious you could never satisfy a woman with your little cock sweetie. You are so lucky you found Mistress Sherrie. She will help you find your place in life and, if you are smart, you will do as she says. She is new at this but is learning quickly and I was pleased with her when she was forced to out a couple of her previous sissies that didn't do as she said. It was hard for her but she knew she couldn't let their behavior go unpunished and both have now found a man to care for them. Come sit by me.'

I go sit down by him. Thinking about what he said about Mistress Sherrie and it doesn't make me feel comfortable at all. It feels so weird to be in just panties while he is sitting there in dress shirt and pants. He puts his arm around me and pulls me close. I tense up as I feel his touch but allow him to pull me against him.

'Are you feeling better now sissyboy?'

Feel totally out of control but know how this has to play out if I'm not to get into further trouble. 'Yes Sir, thank you for helping me understand.'

'Do you like me calling you sweetie now?'

'Oh yes, it makes me feel so special.' He pulls me closer and kisses me again. His tongue explores my mouth and I love sucking on it. He kisses my neck, his breathe hot in my ear.

'Are you a girl?'

'Yesssssss,' I moan as he sucks on my neck, not realizing he is marking me. His hand moves down spreading my legs apart and he moves his hand to my panties rubbing up and down. I can feel my small cock getting hard and he starts rubbing faster. I can't stop moaning and soon I'm pressing my panties against his hand not wanting him to stop.

'Are you gay? Are you a faggot?'

He continues rubbing my panties till I feel like I'm about to cum. 'Yesssss, I'm a faggot.'

'You want my cock sweetie.'

'Yessss, I want it.' Pressing my hips up humping his hand knowing I'm going to cum soon. Then suddenly he stops. Oh god, oh god, that felt so good. He maneuvers me till I'm sliding down between his legs.

'Unfasten my slacks and take it out sissy.'

I unfasten his slack and pull them and his underwear down. His cock is big and already hard. It has to be at least 9" and as thick as a Red Bull can. Just stare at it, it's so big. I had seen cocks this big before watching porn but to actually have one right in front of my face was totally different.

'Take your hand and stroke it sissyboy,' he tells me.

I do as he says and when I stroke his cock a big drop of precum collects at his piss slit. I can't stop thinking about how big his cock is and then how small mine would look compared to him.

'Lick sissyboy, it's for you.'

I lean over and lick the drop of precum off his cockhead. His cock felt so smooth and velvety when my tongue slide over it. I can taste the precum in my mouth and realize it doesn't taste bad at all.

'Kiss it sissyboy, show me what a faggot you really are.'

I kiss it and can't keep from running my tongue over his cockhead. It feels so strange. I feel his hand on the back of my head and feel him press down and feel the cock slide into my mouth. I can't help myself, I start sucking him.

'There's no going back sissyboy. Once a cocksucker, always a cocksucker. No real man would ever suck cock. Real men might use a faggot, someone like you, to get off but that's their right and it's what you faggots need anyway. Come on faggot, show me how much you love a cock in your mouth.'

I know I should feel humiliated and regretting what's happening but I'm not. All I can think about is the cock in my mouth and how it feels. I find myself wanting to get more and more of it into my mouth and making it feel good for you. I start moving up and down, sucking you, submitting to you. I feel his hands on my head as he slowly pulls me almost off his cock and then pushes me back on.

'Worship it sissy, you know how bad you want it.

I hated to admit it to myself but I did want it. I wanted him to slide it in and out. I wanted to be his cocksucker, his cocksucking whore. I tried getting more in my mouth.

'Not too much sissyboy, you will learn to take it all but just suck now. Get your mouth wet and hot for man cock.'

I did as he said and he slowly fucked my mouth. I was surprised when he pulled me off his cock. 

'Look up at me and open your mouth wide sissyboy.'

I look up and watch as he reaches down and start stroking his cock. It's not long till he leans over, his cock just at my mouth and then I feel his cum hit my tongue and then spurt and spurt into my mouth. It is hot and there is so much, I feel a little run from the corners of my mouth down my chin.

'Do not swallow, keep your mouth open, look up and show me your first mouthful of cum sissyboy. Taste the cum, use your tongue, show me what a cumslut you are.'

I look up and do as he says and it makes me feel so nasty but I wanted to do it for him. I wanted to please him. Then I see him take pictures of me with his phone. Was he taking pictures the whole time? 

'I'm sure you will want these for your scrapbook sissyboy and I know Mistress Anne will appreciate them. I will also send them to Mistress Sherrie. You may swallow now.'

I swallow all his cum and now it really hits me what I did. Fuck, now I really am a cocksucker. Thinking about how much I enjoyed doing it but now it all feels so wrong and now he has pictures of me sucking his cock and pictures of me with a mouthful of cum.

'Don't feel bad sissyboy. It's what you are. Now slide up here and sit on my lap. You earned a reward. He pulls me up till I'm sitting on his lap one arm around my shoulders, his other hand pulling me to him and he kisses me again. I kiss him back wanting his kisses so much. I feel his hand rubbing my panties again. 'You love being with a man don't you?' 

Oh god, his hand feels so good and I put my arm around his neck and bury my face into his shoulder as I moan loudly. His hand rubbing my panties fast now and I can't stop. I cry out, my voice soft and fem, as I cum hard in the panties. Feel myself shaking as he holds me. Can feel the wetness soaking my panties.

'Good girl. You are going to be such a good sissyboy. But now it's time for you to go. I have to go out and meet some friends. Get dressed.'

I get my clothes back on and can feel my sticky panties. The realization of what I did is hitting me fully. I have never thought of myself as anything but straight but now how can I feel that way. Fuck, I just sucked a stranger and swallowed his cum. He comes over and pulls me to him and kisses me passionately.

'Are you gay?' he asks making me look at him.

'Yes Sir,' I answer and I see him smile at me.

'I will tell Mistress Anne you were a good sissyboy, now scoot,' he says slapping my ass hard as I go out the door.

Fuck, fuck. I can't believe what I did. I drive off and know that I must go over to Mistress Sherrie house now. I already feel overwhelmed about what just happened and it makes me wonder what she might have in mind for me. I'm almost to her place when I remember that she told me to pick up condoms at the 7-11. I can't go in there dressed like this. But, what if I don't. If I show up without them, it could go badly for me. I pull into the 7-11 and unfortunately several cars are there. I panic looking down quickly but relieved that the pants don't look wet from my wet panties.

I finally get out and walk in and see everyone turn and look at me. I can hear some whispering but can't hear what is being said. I go over looking for condoms but don't see any then I spot them behind the counter and realize that I have to ask the clerk for them. I force myself to go over and ask. 'I need a dozen condoms please.'

The Mexican clerk looks at me then down at my crotch and I know what he is looking at. 'Do you want the small size?' he asks and I hear a man that came up behind me snicker.

'No, just regular ones, they aren't for me,' I answer then realize how that how to sound.

'That doesn't surprise me,' he says looking me over again. 

I feel the man behind me rub his hand lightly on my ass. I turn, 'Please don't do that.'

'Sorry, I thought you would like it. Why else would you go out dressed like a fag slut,' the man says and I hear the clerk laugh.

The clerk finishes giving me my change. 'Don't give it all away tonight,' he says and they both laugh as I hurry out of the store.

Fuck, this is getting out of control. I drive off and get to Mistress Sherrie's house and go up and knock. She opens the door standing there in a skin tight pair of black pants, a pair of knee high black boots, a shiny white blouse that buttons up the front. Her breasts press against the material and her large nipples stand out prominently.

'Well, look at you. Don't you look like a horny little slut. Come on in before the neighbors start thinking I'm running gay whores from my house.'

I go into her house. 'Mistress Anne made me wear this and that's not all she made me do. This is getting to be too much.'

She sets down in a chair. 'Come here sweetie, kneel down in front of me and tell me all about it.'

I kneel down in front of her and start to tell her what happens when she shushes me and point down to the floor and I see her boot on the floor in front of me. I know what she wants and I just do it. I bend over and kiss her boot and when it remain there I start licking it till the top is all shiny then she switches feet and I find myself licking her other boot. Finally, I feel her hand in my hair and she lifts me head up.

'You should always show me proper respect before you start whining Billie. You have to realize this isn't all about you.'

Hearing what she says but it seems to me to be very little of this seem concerned about what I want but know better than to say anything. 'I'm sorry Mistress, tonight was just so...so different.'

'Tell me what happened sweetie.'

'Mistress Anne pimped me out to some guy for money. I told you I wasn't gay but you let her put me into this situation.'

'Do you have the money sweetie?' she asks ignoring my discomfort with what happened.

'Yes, it's in my purse,' then feel embarrassed when I say that. She picks up the purse.

'Such a pretty purse sweetie,' she says as she takes the money from the purse.

'Here, a hundred for you, a hundred for me and the rest for Mistress Anne. I'm so proud of you sweetie. I hope you were a good girl for Mike. He is such a nice man and has such a big cock. Did he say anything about me?'

Not really wanting to say it but figure I better so I tell her what he said. 'He told me to tell you to call him before you let anyone fuck me.' I can feel my face getting so red. It makes it even seem crazier when she gave me the money like I really was a whore.

Laughing, 'That doesn't surprise me and I will definitely call him. I know he will pay big money for virgin boypussy.'

I catch myself thinking about his big cock and how it would feel before I realize it. She is talking like I'm a gay whore for her and doesn't seem concerned about what I think about it all.

'Come over, I want to show you something,' she says and she lead me over to her computer. On the screen is a picture of me, mouth open with just a cock head in my mouth. My face is clearly visible. 'Look at you and you try to tell me you aren't gay.'

I want to explain how I did it to please her and Mistress Anne but know I will be wasting my breath so I just stand there and the screen changes. This picture shows my with his cock filling my mouth. My lips stretched over his cock and there is a contended look on my face. She takes my hand as the picture changes again. This picture shows my mouth open wide and shows cum squirting into my mouth. The next picture shows my mouth full of cum looking up at the man but doesn't show the other man's face. 

'You are going to be a good little boy for me, aren't you Billie? You are going to please your Mistress, aren't you? Just look at you, your first mouthful of cum. But it isn't going to be the last, is it Billie?'

'No Mistress.'

'Tell me why Billie? 

'Because I want to please you Mistress.'

'Good boy.' She shuts the computer off and leads me back to her chair, sitting down, leaving me standing there in front of her chair.

'Cocksucker.'

I just look down not saying anything.

'Faggot. Cumslut. Sissybitch. Whore.'

She pauses after each word, making me stand there and take it.

'Look at you. You couldn't look any more like a sissy fag if you tried. Did you get the condoms?'

'Yes Mistress, they are in that bag.'

'You went into the store looking like that?'

'Yes, I didn't have a choice. You said you wouldn't make me do any public things and then I had to do this.'

'It's my fault you go around town dressed like a fag slut? Are you fucking trying to blame me for this,' she says standing up in front of me, her face in mine. 'Is that what you are saying?'

Intimidated and not wanting to get her upset worse I know I must back down. 'No Mistress, I'm sorry, I'm not blaming you.'

'It sure fucking sounds like it. I told you that there would be no sexual service in public. I can't do anything if you want to dress up like a sissy fag and go out in public. NOW CAN I???' her voice firm and loud.

'No Mistress.'

'I don't know why you feel you have to behave like you do. I try to be nice to you and help you and all I get in return in backtalk and bullshit. Pull your pants down. NOW!'

I pull them down and she immediately see the white stains all over the pink panties.

'Damn, you really are a sissy fag. Fuck did you cum when you went into the store. Did it make you cum showing all the men what a faggot you are? Maybe you wanted to suck them all off too now that you have shown what a cocksucker you are.'

'No Mistress,' feel like I'm about to cry but know that will make things worse.

'Then when did you cum sissy?'

'Mike rubbed my panties till I came in them Mistress.'

'And where were you when you came?'

Embarrassed I answer, 'I was sitting on his lap.'

She starts laughing, walking away. 'What a wimp, undress now. Take everything off.'

I undress and when she looks she see the buttplug. 

'Present.'

I drop down to my knees, spreading them wide, back straight, hands behind my back, head down. She walks slowly around me.

'I really didn't think you would be this much of a wimp. I really hoped there was a little masculinity in there somewhere. But no, look at you. You told me you were straight but submissive and wanted to serve a Mistress. Now, one week later, I find out you are a total fairy, sitting in a man's lap as he makes you cum in your panties. Fuck, what a pussy you are.'

I don't move as she circles me.

'Am I right, are you a flaming little queer? ARE YOU????

Sobbing, 'I just wanted to serve you Mistress. I never asked to be with another man. I just want you Mistress.'

WHACKKKKKKKKK!!!

I cry out as the leather strap strikes my ass cheeks. It really hurt.

'Bend over, forehead on the floor, ass high boy.'

I do as she says dreading what I know is coming.

WHACKKKKKKKKKK!!!

I cry out but force myself to stay in position.

'Is this what you wanted boy?' she asks as she brings the strap down hard again.

She strikes me three more time, I'm already crying.

'IS IT BOY? Is this what you want?'

Crying hard I blubber out, 'yesssssss'

Mistress Sherrie whips me ass so hard. It starts hurting so badly and shortly I can't take it anymore and roll over on my side curling up begging her to stop. Crying so hard. 




A Mistress to Obey Ch. 02



'Then you will suck any cock I tell you to suck and if a man wants your boypussy I will probably give it to him. Of course, they will pay.'

Leaning down getting right in my face. 'Now tell me boy, are you a flaming little queer.'

I shake my head yes.

'Tell me boy.'

Sobbing loudly, 'I'm a flaming little queer.'

'I thought so. Go into the bathroom, take that out of your ass and cleanup, then come into the bedroom.'

I do as she says and when I go to the bedroom, all she has on is a white camisole. She is lying back in the bed, her legs spread wide. 

'Come please your Mistress sissyboy.'

I crawl onto the bed and move between her legs and start kissing her thighs. I have never seen her pussy before and her smooth pussy looks so inviting. I have always enjoyed pleasing a lady in this way and soon my tongue was licking up her wet slit. She tasted so good. I feel her hands on my head and she pulls me into her pussy and my tongue slides deep up her pussy. I tongue fuck her and can hear her moans as she moves my head around to please her. I find her clit and start sucking on it, biting lightly, then kissing and sucking it more. I feel her legs lifting and she starts squeezing my head between her thighs. She cries out, lifting her ass off the bed as she comes hard. My face is bathed in her cum and I realize that she is my first squirter. She rubs my face all around in her juices coating it with her cum. We lay there relaxing for a few minutes till she gets up and helps me off the bed. She moves over taking the cover off the cage.

'Please Mistress, please don't put me in there. Please.'

She ignores me lifting up the cage door. She turns looking at me, not saying anything. I look at her and realize what I must do and I go to my knees and crawl into the cage. I hear the click of the padlock and then the darkness hits as she covers the cage. I know she is going to leave me here all night and despites my effort I hear a sob escape my lips. What did I get myself into?



A Mistress to Obey Ch. 03



I woke up when she whipped the cover off the cage. I had been able to curl up enough to sleep on my side but when I tried to move I was very stiff. She opened the cage door and I backed out. She told me to go take a nice long shower and that my clothes would be on the bed when I finish. She was wearing a pair of tan slacks and a yellow blouse and looked like she had been up for a while and had already cleaned up.

I went and got into the shower. The hot water was intoxicating and I took a long shower. Still wasn't used to the smoothness of my body. It did feel good but it just was so different. This reminded me about the bottle of hair remover Mark had given me and knew I would be using it. I soaped up my cock and it too felt weird without pubes and the hair on my balls. I had hoped it would make my cock look bigger but whenever I look it just makes me feel more like a little boy. I finally force myself out of the shower and find a note with an arrow pointing at a toothbrush and tooth paste. It read, "For you sissyboy."

While brushing my teeth I can't stop thinking about what I have got myself into. If I want to put a stop to it, can I or will they use the pictures and videos against me. Remembering what Mark said about Mistress Sherrie outing a couple boys. Did she just do it because they wanted out? I'm scared what the answer might be. Maybe it's all a mind fuck where they want to scare you to enhance the experience but would never expose you for real. Maybe, but what if it isn't like that at all. What if I really have to do anything she says or she will make things public. Damn, damn. I wanted this experience but wanted some control of things and feel like everything is out of my control.

I finally get it together enough to come back to the bedroom. On the bed is a pair of white silky bikini panties, a baby blue sundress and a pair of white sandals with two inch block heels and ankle straps. I just look at it and realize she isn't taking a break from this and wants to continue making me do as she wishes. I walk over and get dressed and move over to the full length mirror. I look at myself and realize how ridiculous I look. I look like a man in a dress and heels and I can't do anything about it. I really just wanted to get together for a few hours and play nasty, not all this. I can't help thinking if I go in there and bitch about it, it will probably make it worse. I really don't want to be punished anymore. 

I'm surprised by the door opening and you walking in and coming up behind me.

'Morning sissyboy.'

'Good morning Mistress.'

'Do you feel better now?

'Yes the shower felt so good. May I ask you something without making you mad?'

'Yes, go ahead Billie.'

'Could I just wear my regular clothes Mistress? I feel so silly and I look ridiculous in a dress like this.'

'My, my, you are a little whiner, aren't you? I didn't realize you had any regular clothes over here. I didn't think you would probably want to wear your sissy fag outfit this early in the morning.'

This reminds me that my regular clothes are over at Mistress Anne's. Fuck, fuck, how does this keep getting worse and worse? 'I forgot Mistress, I'm sorry. I forgot that there isn't any over here. Do you have anything more masculine that I could wear long enough to go get some things?'

'No, not really. You might keep women's clothes at your place but I don't feel the need to keep men's clothes here. I'm not like you at all.'

'I don't have women's clothes at my place Mistress. Dressing up like this and the other things were all your idea Mistress.'

'Other things, what other things?'

'You know what I mean Mistress. You know the stuff Mistress Anne made me do last night.'

'Oh you mean, you dressing up fem and sucking cock. I just love those pictures of you, why don't we go look at them again.'

'Please Mistress. I don't know if I can do this. It's so much more than I was expecting and I'm really not gay.'

'Look at yourself in the mirror. Just look. I talked to Mark this morning. He was very impressed with you. He told me that you told him you liked dressing up for men and couldn't wait till you had some dresses to wear for men. He said you told him you wished you were a girl and that you were a faggot. Did he lie to me Billie?'

I know that I did say all those things but I said them because he told me too. I know, at times I did enjoy what was happening but I can't be like that. The thought of people knowing I'm gay, and not just gay, but like to dress up like a girl too would be too much to handle. Head down, I answer, 'No Mistress, he didn't lie.'

'You liked it with him didn't you?' she asks as her hand moves under the back of my sundress and caresses my pant covered ass lightly. It feels so good. I can feel her fingernails scratching lightly over my panties and I can't help but press back a little. 'You liked being his sissy, didn't you Billie?'

'At the time, it wasn't so bad. But Mistress, I'm not gay, really. Please don't take me there. I don't know if I could handle it, being gay, you know. I really like women. I will try hard to please you. I will do whatever I can to make sure I'm a good boy for you. Please.'

'You can bullshit yourself all you want boy. I will ask you one more time and I want a straight answer. You lie to me and I will know. Now did you enjoy being Mark's sissyboy?'

Head down, tears in my eyes. 'Yes Mistress, I did.'

She moves over and sits down on the bed. 'Come here Billie.'

I go over to her and she points to the floor and I kneel in front of her submissively, head down, feeling so out of control. She pulls my head to her lap and lets me rest my head there as she talks to me.

'I am going to turn you into a sissy fagboy Billie. I enjoy taking boys like you and turning them into good little sissies. You would not believe the feeling I get when I watch a boy like you kneel in front of a man and take his cock into your mouth and suck it like it's the most important thing in the world. It makes me all warm and wet inside sweetie. The best is when the sissy begs to be fucked. Her first cock has to be big and she must beg for it. She must want it so bad she will do most anything for it. She will beg me to punish her and help her become the sissy slut she knows she is. I can't wait to see you like that. Dressed up nice and pretty and giving your pussy to a man.'

Tears running from my eyes as I listen to her. 'Please Mistress, please just let me go. I'm sorry, I can't do this.' I can't keep from sobbing, not realizing that the pills (double dose of feminine hormones) I took last night and this morning might be having any effect on me.

'You can do it Billie. You will do it for me. I will help you with this and I'm sure you will make a good little sissy. I will help you understand that it's better to do as told, even if it something you might not want to do, then to know that you must be failing with your training and that I will just have to make you understand better. Do you understand?'

Sob, sob, 'I think so. I do what you say or you punish me or expose me,' I say quietly not looking up at her.

'Exactly, sweetie. I'm so glad you understand. Now enough of this, I have breakfast waiting for you. I want you to go out and get the paper. It's on the sidewalk out front.'

Realizing she wants me to go outside like this and know I better do it after the little speech she just gave me. I go to the front door, look around and don't see anyone. I get to the street and pick up the paper and start back when I see a man in the house next door standing at his door watching me. He just stares till I look down and hurry back into the house.

'Doesn't the wind feel nice on your legs sweetie?'

'Yes I guess so but one of your neighbors saw me.'

'Next house to the left? Older guy?'

'Yes.'

'That's Mr. Lyons. He likes sissyboys. I have fixed him up a couple times. I know he keeps a close watch on my house, the pervert. He has quite a setup in his basement. He invited me and one of my sissy boys over to see it. I left the sissy boy there but left with $200. He's rather strange. He is all lovey dovey with young sissy boys but with older boys, I think he thinks they should have grown out of it and now they are just perverted boys that need a man like him to set them straight,' you say laughing softly. 'He sets them anything but straight. They do learn obedience but his methods differ from mine.'

Damn, what is with this neighborhood? Thinking about the way he looked at me. It made me feel like I'm prey. Thinking this is a man I probably want to stay away from.

'I watched you too and I have to say I was disappointed. You don't seem to understand that when you are with me, I expect you to act like a sissyboy.'

'I'm sorry Mistress, I didn't know you wanted me to behave like that.'

'It's ok sweetie, I told you I would help you. A trip to the playroom will be necessary after breakfast, now sit down.'

Oh god, I know what that means. I look down and all that there is a grapefruit. She starts telling me she is going to help me with my diet and that corset training will start soon. I eat as I listen to her as she talks about my diet. The phone rings and when she answers it doesn't take long till I realize she is talking to Mistress Anne.

'Hello Anne, I can't wait to talk to you,' she says then pauses and listens. 'Oh Anne, I couldn't believe the outfit you had him in, it was perfect.' Pauses. 'Yes, I couldn't believe how it made me feel,' laughs lightly. 'I got so wet I couldn't believe it. Listen, he even stopped on the way to my place at a convenience store and went in like that. I think he wanted guys to see him like that. Can you believe it?' 

I just sit there head down as they talk about me like I'm not even there. She made it sound like it went into the store because I wanted to. She listens to Anne for quite a while.

'I guess you were right about him Anne. Mark said he loved the way the boy protested but couldn't get enough once he got a taste. You won't believe how he came. He was sitting on Mark's lap with Mark rubbing his cock through the panties and he came in them. He was such a sticky mess when he got home.' Listening. 'I know, that is just so queer,' she says laughing softly.

'Oh, he's right here beside me. Anne wants me to tell you that you were a good little whore last night.' Listening. 'He sitting here in a sundress and panties,' laughing, 'just can't keep the bitch out of a dress. Ok, keep in touch,' and she hangs up. 'She really wants to spend some serious time with you. If you behave I won't let her have you.'

Hearing them talk about me like that is demeaning but I can't keep the thoughts away that this is what I have fantasized about. It's just the fact that I have no control that makes the situation uncomfortable. How far might they push things? And that doesn't even start to deal with the fact that I don't think I could handle what Mistress Anne might do to me. The thought of that happening is something I can't allow to happen. I better keep Mistress pleased with me. She looks over at me.

'Do you like your dress Billie?'

Head down, 'Yes Mistress, it's very nice.'

'It's pretty Billie. Tell me you love your pretty dress.'

I can feel my face getting red. 'I love my pretty dress.'

'I know you can do better than that sweetie. You do want to please me don't you? It's ok to sound fem. Don't you just love the ways really gay boys talk, I know I do. Think about last night, sitting on a man's lap. I want to hear that girl tell me how she loves her dress.'

I know I must do this so I tilt my head to the side slightly bringing a finger to my lip as I say 'Oh Mistress, I just love this dress. The way the wind felt on my legs and under my dress was so fabulous.' I tried to sound really feminine but think it probably just sounded gay.

'You are going to be a good girl, aren't you Billie?'

She lifts my chin up making me look at her. 'Yes Mistress.'

'We still need to deal with your earlier bad behavior though Billie. I think I mentioned visiting the playroom, didn't I?'

'Yes Mistress but I hoped I have pleased you since then Mistress.'

'You have sweetie but things must be dealt with. Misbehavior can not be tolerated. Now tell me why we must go to the playroom.'

Head down, so embarrassing, 'Because I didn't act like a sissy Mistress.'

'I had told you what I expected of you, didn't i?'

'Yes Mistress, I just didn't understand everything. I didn't know you wanted me to act that way all the time.'

'Is that my fault that you didn't understand Billie?'

Quietly, 'No Mistress.'

'Whose fault was it?

'It was my fault Mistress, I'm sorry.'

'What do you think I should do since you obviously didn't do what I wanted even though you knew what was expected of you. Do you like disobeying me just to piss me off? DO YOU??'

Her demeanor did an abrupt one-eighty. I knew I was in trouble. 'No Mistress, I'm trying to please you.'

'Well, you are fucking failing!! What do you think I should do?'

'You should punish me Mistress to help me learn how to behave properly.'

'I agree, playroom now.'

Thankfully, I think to walk like a flamer, swishing my little hips. Can feel her right behind me. I have to admit it was rather intimidating and I was kind of scared. The way she was instantly mad and the look on her face left no doubt that she had plans for me.

'Stand there, face the mirror.'

I do as she says and when I look at myself in a dress and heels, it hits me again what I have got myself into and I don't have a clue on how I can make this stop.

'Tell me what you see Billie.'

'I see a man in a dress and heels. I think he looks ridiculous.'

'I didn't ask you what you thought. I asked you what you saw. Did you really see a man? I didn't. I mean, would a man wear a dress around all the time?'

'No Mistress.'

'Look again. Take a good long look and tell me what you see Billie.'

I look in the mirror. I can see her behind me. She is slipping on a pair of black leather gloves. Trying to sound really fem, 'I see a sissy in a dress and heels. She looks like she loves being in a dress and wants to look pretty for her Mistress.'

'Much better, maybe you aren't such a stupid girl after all. Are you a stupid little girl?'

'No Mistress, I don't think I'm stupid.'

'Then why do I have to tell you things twice. Do you just not pay attention when I talk to you? IS THAT IT???'

'No Mistress, I really am trying.'

'Lift up your dress.'

I lift it up exposing my panties.

'Look at yourself sissyboy. Are you trying hard enough?'

I feel like I'm on the verge of tears. 'No Mistress.'

'I agree, don't you fucking move.'

She starts spanking me with her leather gloved hand. It really stings and it was all I could do to stand there. She just kept spanking me till I was in tears. My ass felt like it was on fire.

'Look at yourself sissyboy. Look at the little fucking crybaby. Now I want you to ask me to pull your panties down and spank you harder.'

Oh god, my ass was on fire already. What would she do if I didn't ask her? I knew what I had to do. The tears ran down my cheeks and I was scared to brush them away. 'Mistress, will you pull my panties down and spank me harder, please?' I really, really didn't want that to happen but it did. Her blows echoed around the room till finally couldn't take any more and fell to my knees.

'ARE YOU A SISSY?'

'Yes Mistress, I'm a sissy,' I get out between sobs. I can't believe how much that hurt.

'Are you going to do as told sissyboy?'

'Yes Mistress,' still sobbing loudly.

'Taking my chin in her hand making me look at her, 'You better, now thank me for your spanking.'

'Thank you for spanking me Mistress, I will try harder, I promise.' She wipes the tears from my face.

'Good girl, now go wash your face and come back to the living room.'

I go into the bathroom, throw cold water in my face trying to calm down. I can't believe it hurt that much with her just using her hand. Maybe the glove made it hurt more. I turn so I can see my ass in the mirror and it is bright red. It looked so strange, my ass so red. I reach back and rubbed it and could feel the heat on my cheeks. Damn. I finally feel composed enough to go back into the living room and force myself to try to act as feminine as I can. Mistress is in her chair having coffee.

'Come Billie, sit at my feet.'

I go sit down her chair and feel her hand rubbing the back of my neck lightly. 

'I don't like to have to punish you like that Billie but I have learned it is the only way to make sissies like you pay attention. I have to admit, you do look so pretty when you are crying. I feel like at those times you understand. You did good Billie.'

I just sit there feeling weak and out of control. Her hand feels so nice but my fears make it tough for me to relax.

'I want you to go home now. Here is a list of my sizes. I want you to go home, get dressed like a boy and go to Victoria Secrets and buy some lingerie you would like me to wear tonight. I want to look sexy tonight, I need to feel like a woman tonight and want a romantic evening. Does that sound good Billie?

'Yes Mistress, that sounds very good, thank you Mistress.' Finally maybe we will get into some more sexual scenes with the Mistress. I wonder if she will let me fuck her. Even if she doesn't, maybe I will get to cum again sometime during the night.

'Good, now run along. Be back tonight at eight.'

'Mistress, I'm sorry but don't you have something else I could wear, maybe sweat pants of something.'

'Don't be silly, you look nice in that dress. You won't be outside your car much anyway, unless of course, you want to stop at the 7-11 for the boys again,' she says a smirk on her face. 'Now go.'

I grab my purse, my license and my $100 in there, and she lets me out. The neighbor opens his door and stares at me the whole way to my car. It's even worse this time since I'm trying to walk as feminine as I can in case Mistress is watching. He watches me till I drive off, kind of a scary dude.

I drove home trying to keep away from traffic taking some backstreets. Finally, I get home and go inside and get undressed and put on a tshirt and some shorts. I sit down and try to relax for a while. I was still having trouble handling what was happening. How did it all get out of control so quickly? I relaxed for a while then got ready and went out and found an outfit I thought Mistress would like. I bought a matching blood red bra and panty set. I found a black garter belt in a shiny material. Then I found some black silk nylons with seams up the back. I finished off the outfit with a long shear black nightgown. I hoped she liked what I got for her and couldn't wait to see her in it. It wasn't as bad buying the bra and panties because the difference in our sizes indicated that I wasn't buying the stuff for myself.

I am so excited about tonight and maybe getting into some wild sex with Mistress even though I realize she will be in control of things but at least we will be spending time together. I laid down to take a nap to get some decent sleep. I did get some sleep when I was in the cage but not sound sleep. I really don't like being put in there. I think it's the sound of the padlock clicking shut and knowing no matter what I want, I can't get out until she decides to let me out. It's such a feel of helplessness.

I get up and take a shower and get ready to go to her place. I take a couple of the pills and smoke a joint trying to relax but it's not easy to do. Finally, it was time and I drove to her place. She met me in a sexy royal blue robe and invited me in. She fixed me a scotch and told me to come into the bedroom with her. She made me sit down by her at her makeup table and talked to me about how she did her makeup and what needed to be done to make it look perfect. She puts on quite a lot of makeup and looks so sultry. She takes the robe off and hangs it on a hook on the door and turned to me. It was my first time seeing her completely naked and I couldn't stop staring.




A Mistress to Obey Ch. 03



'I want you to dress me Billie.'

'Yes Mistress,' I answer going to the bags I brought and taking out the red panties. I knelt down in front of her holding the panties so she could step into them and then I pulled them up. It was almost intoxicating touching her ass cheeks as I adjusted the panties. I don't know why it was affecting me like it was, I had been with lots of women before, but it felt like the first time. Then, I put the bra on her and it accented her nice breasts so nicely and her cleavage looked perfect.

'Very nice Billie, these are very nice.'

'I'm glad you like them Mistress. You look so nice in them.'

I then got the black garter belt and put it on her. Then she sat on the bed as I knelt in front of her and rolled the nylons up her legs making sure I got her seams straight. The garter belt had three garters for each leg and I attached them to the nylons. She directed me to her closet and had me bring a pair of black patent leather pumps to her and I knelt down and put them on her feet. They were so sexy with the spike heels having to be at least 5" high. She stood up as I still knelt at her feet.

'You look so nice like that Billie,' she says as she spreads her legs a little towering over me. 'You did good Billie, I think you must have feminine tastes. Is that all?'

'No Mistress,' I tell her as I go get the long shear black robe. I come back and put it on her and it is perfect and accents the other clothes. I see her walk to her full length mirror and watch as she looks herself over. 

'You did very good Billie, I am impressed. Please come over here.'

I walk over to her and she tells me to kneel in front of her and I do as she orders.

'Kiss my high heels sweetie. I want to watch you do it in the mirror.'

I lean over and kiss each heel giving each a long wet kiss to please her. I can feel her looking at us but I keep my head down submissively.

'You may rise now sweetie, I did a little shopping myself today. It's your turn to get dressed now. Take all your clothes off and put them over there.'

I do as she says and soon I'm standing in front of her naked. She hands me a pair of silky black bikini panties and I put them on. They feel so soft and it's all I can do not to reach down and rub myself through them.

'I want you to tuck your cock back between your legs and pull your panties up tight to hold it back there.'

I tuck myself and pull the panties up. It feels so weird and I have to press my legs together a little to make sure I stay tucked. She comes up behind me and puts a black corset around my waist and starts lacing it up. It comes up to right below my pecs and stops at the top of my panties. She starts pulling the laces tighter and tighter, telling me to breathe in and by the time she finishes, it hard for me to take a deep breath.

'It's too tight Mistress, I can hardly breathe.'

'No, it's supposed to be like that. Just take small breaths until you get used to it. Don't even start whining. I want this night to be perfect. Now sit down on the bed.'

I sit down and she comes over with a pair of black seamed nylons and puts them on me, the corset being too restricting for me to be able to do it. Then she has me stand as she fastens the garters on the corset onto the black nylons. She goes over to a closet and comes back with a pair of black patent leather high heeled pumps with 3" heels and helps me put them on.

'Walk for me. You need to get comfortable in the heels.'

I walk around the room focusing on keeping my balance. She instructs me telling me to take small steps and try and place my foot right in front of the other foot when I walk. She tells me to relax my hips and let them rotate as I walk. 

'Not bad sissyboy. You sure you haven't been practicing at home sweetie.'

'No Mistress, I have never worn heels like this.'

'Go stand in front of the mirror and look at you self sissyboy.'

I do as she says and she comes over and makes me lift my arms and she puts a black bra over my arms and pulls it down and fastens it. It feels so heavy on my shoulders and when I look down I see large silicone breast forms inserted in slits in the bra. They look like they at D cups or bigger maybe.

'Bet you always wondered what it would be like to have breasts haven't you Billie. Nice big tits like the whores you see walking the street. She tells me to walk again and when I do the breast forms move like real tits. It feels so weird. 

'Don't you just love them? They look so real when they move.'

'Yes Mistress,' I answer, not sure what I am really thinking. Do I really like them?

She then led me off to the makeup table and has me sit down and she starts putting a little makeup on me, just enough to make my skin look softer and smoother. She added a little rouge to my cheeks smoothing it in. Then she put some eye makeup on me finishing with brushing my eyelashes with mascara making my eyelashes look longer and thicker. Then she finished by putting some red lipstick on me and some gloss that made my lips look wet. She sprays my hair with some hairspray and combs it back behind my ears.

'No more haircuts Billie. I will take you to my hairdresser and I'm sure as your hair grows out, he will find a perfect style for you. Now stand up.'

She comes over with a red sweater and helps me get it over my head without making a mess of my hair or makeup. It fits pretty tightly and when I adjust it I can't help but see how the sweater makes me tits look even bigger and the fake nipples are clearly visible as they poke through the sweater. Then she hands me a short black skirt and helps me step into it and she pulls it up and fastens it in the back. It tight around my legs and just comes down low enough to cover lacy tops of the nylons. She then places a wide black patent leather belt around my waist and fastens it tightly.

I look into the mirror and I can't believe what I look like. I remember driving downtown when I want to look at the whores and on one street there is mainly transvestites and crossdressers and I realize I look a lot like they do. It's obvious that I'm a guy but that I'm dressed like a sissy whore. She comes up behind me and fastens a pair of clip on earrings on my ears. There look like the fake diamond chandelier earrings that you see in all the stores.

'These will have to do until we get your ears pierced. I got this necklace for you,' she says fastening a gold chain around my neck. On it is a gold piece about an inch long in the shape of a cock and balls. I just look at myself in the mirror not believing what is happening and hope the evening to follow makes this humiliation worth it. I guess she is interested in us being lesbian lovers.

'Aren't you going to thank me for your new clothes Billie?'

'Thanks you Mistress. Thank you for buying me such a nice outfit.'

'It's ok, I'm sure you will find a way to help me pay for everything, won't you sissyboy?' she says with a strange smile on her face.

'Now it's time to finish up. Terrell should be here soon.'

'Terrell, who is Terrell?'

'He's my date for tonight sweetie. He is one of my favorite bulls.'

'Your date? I thought you and I were going to be together tonight. I thought that is why you were dressing me all up. I thought maybe...you know...that maybe I could make love to you tonight.'

'Oh that's so precious. You really thought that? I need a man sweetie not a little sissy faggot. I don't want to be heartless, but really, do you think you could satisfy a woman like me with your cute little cock?'

'I could try Mistress.'

'No sweetie, I need a man, a man with a big hard cock. You know how you liked Mark's big cock. I need a big cock too sweetie.'

Feeling so let down and my emotions get the best of me and I just go and sit down on her bed.

'Don't you dare try to ruin this evening Billie. Terrell knows all about you and he can't wait to meet you. I want you to be a good girl for us tonight and make me proud of you. If this is too much for you to handle, I can call Mistress Anne and see if she can babysit you. Is that what you want or are you going to be a good girl?'

No way do I want to spend the evening with Mistress Anne especially dressed like this. I know she would put me through hell. 'Mistress, I will be a good girl,' I answer trying to sound fem. 'I'm sorry Mistress.'

'That's better, now go fix us another drink, Terrell should be here soon.'

I go into the kitchen and start fixing the drinks. I realize that I bought the nice lingerie for her and she is going to be wearing it for another man. And look at me, dressed up like a whore and waiting for someone named Terrell. That name makes me even more nervous. Mistress did say her bull. I bet this guy is black. Oh god, thinking about how intimidated I always feel around black guys and now, I have to face one dressed like I am.

'Hurry up Billie.' 

I take the drinks back into the living room and take hers over to her in her soft chair. She takes the drink from me telling me, 'I expect you to behave and not embarrass me tonight Billie. You will do as told and you will be nice to Terrell. He is looking forward to meeting you.'

'Yes Mistress,' wishing there was a way out of this but scared to not go along with things. What if she gets pissed and calls Mistress Anne. I know that will be worse than having to watch Mistress with another man.

'I want Terrell to like you and I'm sure you want that too. Don't forget Billie, you are a girl and you are expected to sound like one and act like one. You don't want to disappoint me. If a trip to the playroom becomes necessary, I will not hesitate no matter who is here. Understand girl?'

Things are so out of control. 'I will be a good girl Mistress.' I can't believe this. It just gets worse and worse. How humiliating is this going to be?? Fuck, fuck. I hear the doorbell.

'That must be Terrell. Go sit down in the living room on the couch,' and she goes and opens the door. I hear her ask a man in. I can't see them and after a hello, I don't hear anything and it comes to me that they are probably kissing. Then I hear them coming to the living room. I knew it, he is black. He's also big, at least 6'3 and 230 or so, muscular with a shaved head. Looks like a professional man but one that would be in charge. I see him look and me and I lower my head in shame for being seen like this.

'Billie, this is Terrell. Say hello sweetie.'

Totally humiliated, I don't make eye contact as I tell him hello in my girly voice.

'Sit down Terrell while I fix a drink for you. You two go ahead and get acquainted.'

When she leaves, he sits down at end of couch not far from me. 'Sherrie told me that you couldn't wait to meet me. That's good. I was looking forward to meeting you too. You look nice in your outfit.' 

I'm too embarrassed to do anything but sit there, my head down.

Mistress comes back into the room. 'How are you two getting along?'

'I think your new girl is a little shy Sherrie.'

'Is that right sweetie? All you could talk about all day was getting to meet you and now you are acting like a shy little girl. We know that you aren't an innocent sissy, don't we. Now stand up so I can sit by my date. Get up and show Terrell your new outfit.'

I stand up and she makes me walk back and forth letting him get a good luck. I have to concentrate not to lose my balance and try not looking down as I walk. Mistress told me that I shouldn't do that.

'Not bad Sherrie. You met him on the internet didn't you?'

'Yes, can you believe it? Just look at her Terrell, it's hard to believe it's the same guy I met on the internet less than two weeks ago. He told me he was straight and just wanted to play around with a Mistress. You know the type, play his little games and run away once he comes. Bad boys like him need to learn.'

Laughing Terrell replies, 'Well, it looks like he is a fast learner. Lot of white boys like that. They think they are men but it doesn't take much to show them what they really are. He looks like he belongs on one of my corners.'

So humiliating, just sitting there listening to them talk about me. 

'He was such a liar telling me he was straight but it didn't take me long to realize what a wimp he is. Come over to my computer. I want to show you some pictures.'

Oh no, I know what she is going to show him. I hear them laughing and talking about the pictures but they are out of my vision. They come back in and I see the look he is giving me. She sits back down on the couch and surprisingly, he goes and sits in the soft chair and not by her.

'Come here sweetie,' Terrell says.

I go over and stand in front of him. I feel so intimidated and don't know how I'm going to get through this.

'Do you think I should have to look up to talk to you Billie?'

'No Sir,' I answer and slowly go to my knees at his feet.

'That's better now tell me about the pictures Billie.' 

Oh god. 'Mistress told me to go see Mistress Anne, that she needed our help. It turned out that she needed someone to go see a client of hers. He was a regular customer of Mistress Anne's and Mistress Sherrie knows him too. He likes sissy boys.'

'So you agreed to dress up like a sissy and go see this man for money?'

'I didn't want to displease either of these ladies and I agreed to do whatever they told me,' I answer my head down not wanting to make eye contact.

'You know what they call people that make others pay to spend time with them, don't you?'

'Yes Sir, I know.'

'Well?? Tell me.'

'They call them whores Sir.'

'So you are admitting that you are a whore?'

I nod my head yes.

'Answer me sissy.'

'Yes Sir, I'm a whore.'

'I'm glad we have that settled. Don't forget your place bitch. The first picture made it look like you couldn't wait to get his big cock in your mouth. You like big cocks, don't you?'

Realize the situation and know what I must do. 'Yes Sir,' I say quietly.

'Look at me and tell me sissyboy.'

I look up at him and his look says it all. There is only one man in the room and it isn't me. 'I like big cocks Sir.'

'So does your Mistress. It's obvious that you could never satisfy her and you do want her to be satisfied don't you?'

'Yes Sir.'

'Would you like to watch me fuck your Mistress? She deserves a real man and a nice, big cock, don't you agree.'

'Yes Sir.'

'I want you to call me Master. Now stand up, I want you to undress me,' he says standing in front of me, his crotch right in my face as he stands. I can see the bulge in his slacks. I stand and start unbuttoning his shirt and take it off him. His chest is muscular with some hair on his chest. I can't help but stare. 'On your knees, take my shoes and socks off sissyboy.'

I do as told and after removing them I reach up and unfasten his slacks and pull them down. He has thin, white bikini shorts on and the outline of his cock is obvious. There is no doubt that this man has a big cock. I reach up to take his shorts off when he pushes my head away.

'Don't you think you should ask permission from your Mistress, or do you just do as you want sissy?'

'I should ask her for permission Sir. I'm sorry.' I turn around and see Mistress sitting there watching us. Her legs are crossed and she looks so sexy. The look on her face leaves no doubt she is enjoying my humiliation. 'Mistress, is it ok for me to do this?'

'Do what Billie?'

I look down not wanting to have to look at her. 'Can I suck his cock?'

'Terrell honey, did you want this sissy faggot to suck your cock?'

'Damn, you were right, she is a little slut. All I asked her to do was undress me so you and I could get nasty and this little faggot assumes I will let him suck my cock.'

'I told you, didn't I? He acts like he is being forced but in truth, he can't wait to get a cock in his mouth. You saw the pictures. The sissy's mouth full of a stranger's cum. It looked like he loved it.'

'Is your Mistress correct sissyboy? Do you like a big cock in your faggot mouth?'

My head down, 'Yes Sir, my Mistress is always right.' His hand goes to the back of my head pulling my face against his shorts. He moves my head back and forth rubbing it against his cock.

'I didn't hear you sissyboy. Do you like a big cock in your mouth?' he asks as he works my face against his crotch.

'Yes Sir,' I answer as best I can with my mouth against his crotch.

'Did you like having him fill your mouth with his hot cum?'

'Yes Master,' I answer so humiliated.

'Ask your Mistress if you can suck my cock.'

I turn and look at her and see the look of satisfaction on her face. 'Mistress, may I suck his cock?'

'I don't know. Are you a faggot, a sissy faggot?'

Looking down, 'Yes Mistress, I'm a sissy faggot.'

'Look at me. Are you a cocksucker?'

I look up at her, her glare penetrates me and I can see she is turned on by my predicament. 'Yes Mistress, I'm a cocksucker.'

'Terrell, do you know our little sissyboy is intimidated by black men. He thinks they are superior to white guys and he told me more than once he has thought about being dominated by a black man.'

I didn't ever talk to her about anything like this but know if I say anything it would be a mistake.

'Is that true sissyboy? Are you scared of the big black man? Are you afraid he might do something like this?' SLAP!!

He just slapped my face and it really stings. He reaches down lifting my chin up making me look at him.

'Or maybe you might do something like this and he backhands my other cheek.'

Feel tears in my eyes and he makes me look at him.

'Or maybe you need treated like that. Is that it sissyboy?'

'No Master. I just want to do as you say,' I answer hoping that will keep him from slapping me again.

'Beg for his cock,' I hear Mistress command from behind me.

'Please Master, please let me suck your cock.'

SLAPP!! 'You need black cock faggot?'

I feel a tear run down my cheeks. 'Yes Master, I want to suck your big black cock please.'

'Oh fuck, is he a fucking crybaby too Sherrie? What a fucking wimp.'

'Definitely, you will love it. He cries like a fucking little girl.'

'Is that true sissyboy? I guess we will have to find out later but I want you on my cock now. Take my shorts down sissyboy.'

I reach up and pull them down and his cock flops out in front of my face. It looks to be about 8" and thick. 

'Ok sissyboy, time to worship my black cock. Do not disappoint me white boy.'

I take his cock in my hand and can't believe how heavy it is as I lift it up and bring my lips to his cockhead. I lick his cockhead getting it all wet and then stroke up his long cock and a big drop of precum comes to his slit. I lick it off tasting him for the first time. I slide his cock into my mouth and start sucking. As I suck I can feel his cock getting harder and larger. I have to stretch my lips to keep them around his cock.

'That's a good little cocksucker. Let me feel that tongue.'

I run my tongue on the underside of his cock as I slide it in and out of my mouth. I gag a little as I go too deep on it. I pull my head back as I choke but feel his hand on the back of my head and he lightly presses down till I feel it at my throat again and try not to gag and he doesn't push himself deeper so I can handle it. I move slowly up and down trying to take it as deep as I can.

'That feels good girl. You do love a cock in your mouth don't you?' He pulls me off his cock letting me relax my jaws for a minute. His cock now looks over 9" and as thick as a Red Bull can. 'Tell your Mistress what you think about your first black cock sissyboy.'

I turn back to her and can see she has been masturbating as she watched. 'His cock is so big and I love it Mistress. Thank you for letting me suck his big black cock.'

'You want him to help you learn to take it deeper don't you, my sissy cocksucker? Tell him you want more of his cock into your mouth. You do want to be a good fag cocksucker for me, don't you Billie?'




A Mistress to Obey Ch. 03



'Yes Mistress.'

'Then beg him to make you take more cock bitch.'

I turn back towards Terrell. 'Master, will you please help me take more of your cock. I want to learn to be a good cocksucker for my Mistress.'

'Get back on my cock bitch. NOW!!'

I lean forward and slide his cock back into my mouth and start sucking him again. I feel his hand on my head again and feel him pressing down and I take his cock deep like I was before. This time, he presses harder and I feel his cock pressing against my throat and I start gagging. He doesn't stop and presses harder and I feel his cock slide into my throat a little. I feel like I'm about to throw up and I struggle to pull off his cock but he holds me tightly as I try to handle it. Finally, he pulls me off his cock and I take a deep breath then he presses my head back on his cock again and slide deeper and deeper till I feel it trying to enter my throat again and I can't keep from choking again but when he slides deeper this time, I realize that I can breathe through my nose and this helps me from struggling as hard as previously. He repeats this several times till I learn to let it slide a little into my throat without choking. He finally lets me up and I try to catch my breath as he rubs his wet cock all over my face.

'That's a good little sissyboy. With practice, I think he will become a good cocksucker Sherrie. I don't think it will take too long till he will be taking my whole cock in his faggot mouth.' Laughing, 'Think he probably will be a real good ass licker too.'

Feel so humiliated as he continues rubbing my wet face in his crotch. Finally, he pushes me away.

'Enough of this faggot. I need some real pussy. I do enjoy working these faggy white boys but right now I need a real woman.'

'Billie, go up to my bedroom, turn down the bed and light some candles. Then go open up some wine and bring us both a glass of wine.'

I do as she says and when I'm coming from the bedroom I see Terrell hand in Mistress's panties and see the look of pleasure on her face. She has one hand wrapped around his cock. When I bring the wine to them, they are both naked. He is lying on the bed and she is leaning over him kissing him. 

They both lay back on the bed and she tells me to take my sweater and skirt off. Soon I'm standing there in only the bra, corset, panties, nylons and heels. 

'Take off the bra and panties sissy,' Mistress orders.

I do as she says but keep my legs together enough to keep my cock tucked back.

'Open your legs, show Terrell your sissy cock.'

I do it and my cock appears. It looks so small from being tucked back where it couldn't get hard without hurting. I hear him chuckle as he sees it.

'Look at the sissy Terrell, is it any wonder that he is a faggot with a cock like that?'

"Damn, another white cockless wonder. Little fucker would make a nice addition to my stable if you tire of him Sherrie. Black men seem to have a thing for submissive white sissy fagboys like him.'

'I will keep that in mind in case he doesn't turn out like I want. Now I need a good fucking. Go get your face in the corner sissyboy.'

I go to the corner and place my nose into the corner and she tells me to keep it there. I do as told and listen as I hear them with each other. I want to turn around and watch but if Mistress sees me, it probably would go bad for me so I just have to listen.

I can hear her sucking him and it's so hot listening to him talk to her. There is no doubt that she is submissive to him and I hear him taunting her about what a black cock loving bitch she is. He is face fucking her, can hear her gagging on his cock too but can tell it isn't slowing him down. Listen to him tell her how next time, he's going to bring some friends and gang bang her ass and show her what a slut she is.

'Come here faggot,' I hear Mistress call me.

I go over there and she pulls my head down to hers and she kisses me and shoves all the slobber and juices into my mouth. It feels so nasty. SLAPPP!! She slaps my face and sends me back to the corner. I stand there, the taste of both of them in my mouth, my cheeks stinging. She has a way to always make me feel humiliated.

Then I hear them start fucking. I think she must be on top. I didn't hear them move around much. He is fucking her hard and I can hear her moaning, begging for it. It seems so strange to hear her being treated like a slut. Then I hear movement and I think he has mounted her and starts fucking her again.

'Get over here faggot,' Terrell orders.

I turn and see Mistress on her back, her legs high in the air and he is pounding her hard. I walk over to them.

'Lick my ass faggot. Get your white face buried in my black ass bitch.'

I move behind him and knee on the bed and lean my head forward and lick up his ass crack. He stops fucking Mistress for a minute and reaches back and pulls my face hard into his crack.

'Lick bitch.'

I start licking and I can feel my tongue slide over his asshole.

'Get that fag tongue up my ass bitch.'

I put my tongue against his hole and try pushing it inside him. It's hard to get it in much then I feel his hand on my head holding me tightly as he pushes his ass back against my face. My tongue goes into his hole and I try to tongue fuck his ass. I realize how nasty it is but I can't help getting into it and soon I'm trying to really please him.

'That's better bitch, now keep it up while I fuck this bitch you call your Mistress. You know she only fucks black men don't you bitch?'

He starts fucking her again and it's hard for me to keep my face in his ass as he slams back and forth. It makes me feel like such a fag. He fucks her hard and fast and I can hear her come. He doesn't stop and soon she is coming again. Fuck, I can't believe the fuck she is getting. Finally, he cries out, pulls back, grabs his cock and strokes it shooting a big load of cum all over her shaved pussy.

He pushes me out of the way and gets up and when I look at Mistress she looks so disheveled. Her knees up, her legs spread wide and a mess of cum on her pussy.

'Come here my little cumslut. Lick all his cum up like the faggot you are. Show your Mistress what a fag you are.'

I get on my knees and lean forward, moving my face to her pussy, reluctant to do what I must. Then I feel a hand on the back of my head as Terrell grabs my hair and presses my face into his cum. He moves my head around smearing his cum all over my face. I hear him laugh as he releases me and I start licking her crotch trying to lick up the cum that is now smeared all around. She pulls my head up looking at my cum smeared face and smiles.

'Just look at you. What a nasty cum eating cocksucking sissy faggot. Go clean up your Master faggot.'

I go over to Master and lick all around his crotch making sure that he is satisfied and he finally pushes me away.

'Can I fuck him?' Terrell asks.

'It's virgin boypussy honey. I can't just give that away. I'm thinking about a silent auction. If you are interested, let me know.'

Realize what she is saying and can't believe what that would be like. How can she just pimp my ass out like that.

'You fucking right I'm interested. I haven't broken a white cherry for a while. Love to hear them squeal like a little piggy begging you to stop and then begging you not to stop. It doesn't take long till they are real fuck sluts. I better get going. Let me know the next time you need a black cock again. Like I said, next time I bring some friends.'

'Ok, thanks Terrell. I know you know what I need and you always give it to me. Hope you enjoyed my sissy fag. He needs to be around men like you.'

They say their goodbyes and he leaves. She looks at me.

'Now wasn't that fun. He is such a stud. The way he makes me feel is hard to match. Now to finish the night off right. Playroom sissyboy, NOW!!!'

Oh god, what is going to happen to me now? We will have to wait and see.



A Mistress to Obey Ch. 04



This story includes female domination, forced fem, forced bi and discipline. Not your thing, please find a different story.





I follow Mistress into the playroom wearing just the thigh high nylons and heels. I'm so hoping she is in a good mood after watching her have several orgasms with Terrell. Maybe she will be in a more playful mood, hopefully, thinking about my last spanking.

'Go stand in front of the mirror Billie,' she tells me as I move to stand in front of the full length mirror. 'Take a good look Billie.'

I look at myself, in nylons and heels, my hair ruffled up, lipstick smeared around my lips and, oh no, I big string of cum on one cheek. I can't believe what we just did. I just sucked off a black guy and licked up all his cum. She really is turning me into a slutty sissyboy. 

'Like what you see sissyboy?'

I look at myself again. Was this what I wanted? I look at my soft cock and remember how hard I was when I had his cock in my mouth. How badly I wanted his cock, his big, black cock.

'I asked you a question sissy. Now tell me what you see in the mirror.'

I just look at myself and then say it. 'I see a sissy fag Mistress.'

'Very good Billie, that is what I see too. You liked it didn't you Billie? You liked sucking his black cock. You liked having me see what a faggot you are.  Didn't you?'

Everything seems so out of control and I don't know what to do about it or even if I want to do anything about it. But where might she take this? 'I don't know what to think Mistress. I really didn't think I would react like I have. It has been so much more than I was ever expected. It scares me where this could be heading Mistress.'

'You talk a lot silly boy. I may have to put you on speech restrictions. Now answer my fucking question. Did you like it?'

Looking down as I answer, 'Yes Mistress, I liked it.'

'What did you like Billie? What made that little cock of yours hard?'

'Mistress, I liked it all. The feeling I get when under your control and being pushed places I never thought I could ever go. As its happening it's so exciting but when I think later about what I did it makes me feel disgusted with myself.'

'Again boy, you talk too much. Tell me what made that cock of yours hard. I was watching you boy, now tell me.'

I know what she wants from me and maybe she is right. 'His black cock made me hard Mistress.'

'What does that make you boy?'

Looking at her intense glare in the mirror, I answer. 'A faggot Mistress.'

'You know you are, not just a faggot, but a submissive little sissy faggot. You really can't be much more than a fag than that and that is what you are, right?'

'Yes Mistress, you are right,' I admit knowing the way I have behaved since meeting her that she would have to think that about me.

'You need me, don't you Billie. You need a woman like me that know what boys like you need.'

Head down, feeling a little broken, like what I want really isn't important to her at all but I know I have to do this. 'Yes Mistress, I need you.'

'You will do what I want, with who I want, when I want, won't you?

'Yes Mistress, I will.'

'Why?'

I look up at her, 'Because I'm a slutty sissy faggot Mistress and I want to please you.'

'Good boy, now kneel down on this facing the mirror,' she tells me placing a large padded pillow down for me to kneel on. 'Stay there and take a good luck at yourself and that cum better still be on your cheek when I get back sissyboy.' 

She leaves me kneeling there and I have so many thoughts running through my head. I know I should be trying to get out of this situation but I can't seem to stop from doing as she wishes. I kneel there for what must be at least a half an hour till she comes back into the room. She has redone her makeup, rather dark and heavy, has put on a black leather corset that present her breasts perfectly. Thigh high nylons and black, spiked boots that come up to her thighs make her even taller. A tight black leather collar fit tightly on her neck. Several silver metal spiked adorns the collar. I am reminded of all the pictures and videos I have fantasized about displaying women in leather, dominant women. She looked so erotic.

'Did you miss me sissyboy?'

'Yes Mistress, I love the way you look Mistress.'

'I bet you do silly boy. But are you sure you can do as told?'

'Yes Mistress, I'm sure.'

She moves over and pick up a small wooden box and sits it in front of me. Then she goes to the kitchen and comes back with a saucer. 'You know what I want Billie, do it.'

I look down and I do know what she wants. She wants me to cum in the saucer and to lick it all up. She knows that I really don't like that, that I find it very demeaning. I see her move to where when I look down at the saucer, I see her high heeled boots in the mirror. I know I have to do this and reach down and start stroking my cock. It doesn't take long to get hard as I hear her talking to me.

'That's right, my little fagboy, cum for your Mistress. You know you don't deserve to cum any way except this way till you earn it. You have to impress me if you think you ever have a chance for more with me. I know you want to fuck me but faggots got to earn that right with me. That's right, stroke that little cock. I want to see a big load in that saucer and you know what you will do then don't you, you little faggot?'

'Yes Mistress, I will lick it up.'

'Why?'

'Because I'm a nasty faggot Mistress.'

'Good boy, I'm going to give you a countdown. Don't disappoint me.'

She starts counting down from ten. I stroke myself faster, looking at her boots in the mirror knowing I don't want to disappoint her. She continues to verbally abuse me especially about what I looked like sucking Terrell's cock. How I looked like I wanted it so much. Stroking fast so into listening to her and the countdown and realize I am about to cum and she is only down to five. I stop stroking and squeeze my cock tightly trying to stop the feeling. It doesn't work and when she said three, my cock started coating the saucer. I moan loudly, it feels so good. Then I think about what I did, that I didn't wait.

'Bad boy, such a bad boy.  Don't you fucking even think about looking up at me. Now beg me to let you lick up your mess.'

I know I am in trouble so want to try and make up for it. 'Mistress, can I lick up my cum for you?'

'Do you really want to do it boy? Do you want to lick up all your cum? You realize how fucking pathetic that is? Wanting to lick it all up like the fag you are.'

'Yes please Mistress, I want to do it so badly. I want to show you what a fag I am.'

'Do it faggot, get that tongue out and let me watch my little cumslut.  Do it faggot.'

I lean down, stick my tongue out and lick up a long strand of cum. It is cold and feels so slimy in my mouth. I don't know if I can do this. I force myself to swallow.

'Tell me how much you loved that faggot.'

Hating it but only one answer. 'I loved it Mistress.'

'Do it again faggot, lick up a nice big load of cum, lean up, open your mouth and show me your cum.'

It's so humiliating but I imagine that is what she wants it to be and I know I have already disappointed her once already so I do it. Lift my head, open wide and show her the cum coating the top of me tongue. The flash makes me jump and then I realize what she had done. How nasty must that have looked.

'Good boy, swallow now and clean up the rest of your mess.'

I just give in and go back and start licking up the rest of the cum. It's so disgusting and I try to understand things, accept things, but it is so hard. I see a couple more flashes but don't stop. Finally I finish and just stay there on my knees head down. She moves in front of me, her smooth pussy right in front of me.

'I was going to let you kiss this tonight boy. But you can't control yourself or just want to piss me off, I'm not sure which.'

'I'm sorry Mistress, you just excite me so much. The way you talk to me, the way you treat me, I just lost control. I'm really sorry and will try and make it up to you, please.' She hand me my phone. On it is the picture of me, the cum so obvious on my tongue.

'Call someone in your address book and tell them what you just did faggot.'

Oh god, no, I can't do that. 'Mistress, I can't do that. There has to be some limits and I really can't do that.' 

'I understand, please get up Billie.'

I get up and she leads me over to what I recognize from videos is a stock. She makes me place my feet between two boards and then squeezed them together, trapping my legs in the round holes, holding my legs spread wide. Then she bends me over and closed the board trapping my head and arms. I knew she was going to punished me. She holds a wooden paddle and lowers it showing it to me. It looks like the fraternity paddles you used to see. It looks a little smaller and has three rows of holes in it.

'Faggot, this is oak.  Oak is a beautiful wood, so hard, so heavy of a wood. It really hurts faggot.'

'Please don't Mistress, I promise I will try harder.  I promise, please Mistress.'

'Are you begging me faggot? I don't think so. I have heard begging and it doesn't sound like that at all. Real begging makes me so wet and I'm not wet at all now boy. You want to make me wet don't you, you little faggot?'

'Yes Mistress,' I answer tensing up as I hear her moving behind me. Realize that I'm really scared what she might do. I hear it before I feel my ass explode with pain. WHACKKKKKKKK  Oh god, it really hurt. 

'Tell me again there has to be limits faggot.'

'I'm sorry but...' WHACKKKKKK

'Faggot, I said tell me, tell me there are limits.'

My ass still really stinging from the other blows as I say it, 'Mistress there has to be limits.

WHACKKKKKKKKKKKK  'Say it again.'

Already sobbing, I force myself to say it again.

WHACKKKKKKKKKKKK  'Louder faggot, I want to make sure I hear you correctly.'

'THERE HAS TO BE LIMITS MISTRESS,' I get out between loud sobs. My ass feels on fire.

'Does there faggot or might you be mistaken? Could it be that you that what I want you to do might be more important than your fucking limits?'

Having trouble handling the paddling but stop sobbing long enough to tell you that what she wants is more important.

'Now what the fuck do you think we should do about your limits boy?'

Sob, sob.  'I don't have any limits Mistress.'

'Good boy, I'm so glad we cleared that up. Now I know you want to feel the oak one more time. Ask me to paddle you one more time.'

Oh god, my ass hurts so badly already but I know there is no choice. 'Please spank me one more time Mistress.'

'If I do, it will have to be harder than the others. Are you sure you want another?'

'Yes Mistress, please.'

WHACKKKKKKKKKKKKKKKKK

I cry out loudly, the paddle catching the bottom of my ass cheeks and the pain is intense. I'm crying loudly.

'Another one faggot, you want one more?'

'I will be good a promise, I'll be a good boy, a good girl, whatever, please no more, please, please.' I break down, pleading her, crying loudly. She moves in front of me, lifting my head, her pussy only inches from my face.

'Now sissy, that sounds kind of like begging. Can you smell it bitch? See how a lot of tears and a little begging affect your Mistress. You know it's your fault that I have to be like this. I don't know why you feel like you need to behave like you do.  It's just not acceptable,' she tells me as I feel her releasing me. She leads me back to the pillow and makes me kneel on it again. I can't stop crying and start to reach back to rub my ass.

'Don't you dare touch that ass. Now maybe you will think about this next time you want to tell me no faggot. When I come back, there better be cum in that saucer,' she says turning and leaving.

I reach up and wipe the tears off my cheeks and try to stop the sobbing. My ass feels on fire and I wish I could reach back and rub it but I don't dare take that chance. Instead, I grab my cock and start stroking knowing it will take longer to cum this time. I look up in the mirror and see my red eyes and think about the pain of the paddling and how I must not disappoint her again.

I start stroking faster, scared she might return soon, and it doesn't take me long until I cum again. I look at the saucer and see more cum than I thought I would have this time. I know what she will make me do. My sobbing has pretty well stopped by the time I hear her high heels clicking on the wooden floor. I keep my eyes down as I hear her move behind me.

'You know you are a real crybaby, don't you? I really expected more out of you but don't know why I did. Everything you have shown me has left little doubt what a wimp you are. I don't know how you made it this long without a man or woman to take control of you. You really aren't much of a man, are you?'

She doesn't let up and as I listen, I understand how she would think that and yet I know that I'm not really like that. I have been in charge of men most of my business life and have only fantasized about stuff like this but I find myself in this situation and can't believe how things are going. I really didn't want all this but yet...here I am, on my knees, agreeing with her assessment of me.

'No Mistress, I'm not much of a man.'

'Now tell me what you can't wait to do faggot.'

'Please Mistress, please let me lick up all my cum. I want to please you Mistress.'

'Do it faggot, get that tongue out and show me how you love it.'

I start licking it up and it's as disgusting as the other times. I have to control the urge to gag as I lick it up and swallow. It doesn't take long till I have the saucer clean.

'Good boy,' she says. 'Now lean up here, I have something for you.'

I lean up and she hands me my phone, the same nasty picture on it. I take it from her.

'I think you want to call a friend and tell him all about this don't you faggot?'

Oh god, I can't say no. I'm sure what she would do and I'm scared of that. 'Yes Mistress,' I force out.

'Look through your address book and find who you can't wait to tell him that you are a total fag. Find the name and make sure it is a man.'

I can't believe this is happening. Who could I tell? How can I do this? Looking through the names, I come across Dave's name and realize he doesn't live here anymore and I haven't seen him in over a year and don't know if I will ever see him again. 'I will call my friend Dave Mistress.'

'Tell me about him.'

'He lives in Tahoe Mistress and is married with a couple kids. We used to work together but he got transferred a year ago. We used to go out sometimes after work for a drink.'

'Did you want his cock faggot? Did you want to get down on your knees and suck his cock and show him what a fag you really are?'

'No Mistress, it wasn't like that at all. We were just friends and I didn't think about him in a sexual way at all.'

'That will never do Billie. I really think that you need to express to Dave how badly you wanted to be with him back then. How you used to fantasize about him all the time and tell him about all the times you came thinking about him. Isn't that true sissyboy? I bet you are thinking about his cock right now,' laughing softly. 'Look your cock is getting hard just thinking about it.'

'Please Mistress, please don't make me do that. He knows several people I still work with. Please Mistress.' I hadn't thought about work contacts or I would never have picked Dave.

'As you know, there are options. Hand me the phone and stand up.'

I know the option she is referring too and I can't take that again. 'I will do it Mistress.'

'I knew you wanted someone to know your nasty little secret. You will tell him about licking up your own cum, twice, while fantasizing about him.'

It just gets worse and worse. 

'Dial the number and hand the phone to me faggot.'

I do as she says. This is going to be so bad. Watch her as she answers.

'Hello, is this Dave?'

'Yes, who is this?'

'I'm a friend of a friend of yours. Do you remember Bill from work?'

'Yes, of course.'

'He didn't really want to call you, but I know what's best for Billie and thought you might want to know that he talks to me about you a lot. I guess he really had the hots for you back when you worked together. He has told me a couple fantasies he had about you when you two were out drinking.  Good thing you never went to the men's room at the same time,' she says laughing. 'I know this is probably very surprising to you but I'm getting tired of him talking about you all the time and he needs to do this. Here's Billie.'

She hands the phone to me. I don't know what to say. Finally, 'hello Dave.'

'What the fuck Bill? Who is that woman and that's crazy what she was saying. What the fuck is with that?'

It's so hard but I force myself to talk to him. 'She is my Mistress Dave and she thinks I need to talk to you and let you know how I feel.'

'What's with all the gay fucking shit she was saying? That is so fucked up.'

I know Mistress can hear both of us since she put it on speaker. 'I'm gay Dave and I do think about you a lot. I think about you at lot at night when I'm in bed alone. I hope you understand and if you ever come to Vegas maybe we can get together.'

'Get together, are you fucking kidding me after what you are saying.'

'I will do whatever you want Dave, anything. I really want to please you.'

'You are fucked up Bill.'

'Tell him what you just did faggot. Tell him you were thinking about him while you did it,' she commands.

'Dave, I just jacked off twice thinking about you and each time I came in a saucer and licked it all up.'

'You did what?'

'Send him the picture faggot.'

Tears run down my cheek as I do as she orders.

'That's fucking pathetic asshole. Don't call me again,' and he hangs up.

'Good boy,' she tells me, 'don't you feel better now that you have told someone what a fag you are.'

'No Mistress, I just hope he doesn't tell anyone I still work with.'

'Yes that would be a shame, wouldn't it? Being the office faggot can be kind of rough.'

Thinks are spiraling out of control. She tells me to stand and face her, that she has a present for me for being a good boy. I see her holding a clear plastic device and I recognize it as a chastity device.

'You don't seem to like cumming and licking it up so I got you this present fagboy.'

I just stand there, feeling broken and out of control as she puts the chastity cage on me. I don't even think of asking her not to do this to me. I just stand there like her wimp as she does what she wants. She turns me to face the mirror and I can see my cock locked up in the cage.

'It's a cb6000 fagboy. It helps little boys like you learn control. If I send you home without this you would probably play with your little cock all day instead of thinking on how you need to serve your Mistress better. You must understand who is important here.'

'Yes Mistress,' feeling at a loss and not knowing what to do about this all.

'Now you run along home and I will call you when I need you. And sweetie, don't even think about sucking any cocks without my permission, understand?'

'Yes Mistress.'

'Now did you bring the sundress back with you when you came tonight?'

'Yes Mistress, it's in the living room.'

'You put it and the heels on. Take your nasty men's clothes home in a bag. No panties today sweetie. Now thank me for helping you.'

'Thank you Mistress,' I tell her and then leave to go put my dress on. Feel so out of control. I hear her soft laugh as I leave her playroom. I get dressed and start walking to my car when I hear a hello. I turn and see her neighbor walking towards me.

'Aren't you looking sexy today.'

'Please, I got to go.'

'You sure you don't want to come in for a cold drink before you go. Maybe wash your cheek.'




A Mistress to Obey Ch. 04



Realize the cum is still on my cheek. The way he looks at me is so predatory. 'No, I have to go.' He shoves a piece of paper in my hand.

'Call me. She doesn't have to know. I know what you need sissyboy, and I can give it to you.'

'I got to go,' and I get into my car and drive off. Get home and go sit down, staying in the dress and heels. What am I going to do? What if Dave talks to others? I smoke a joint trying to relax. Get up and wander around trying to think about the situation I'm in. I end up in the bedroom in front of a full length mirror looking at myself in the dress and heels. Find myself trying to pose to look more feminine. Notice how the heels make my legs look longer and they look so different being smooth. 

What am I doing admiring myself in a mirror?  What is wrong with me? Even thinking these thoughts, I don't take off the dress and heels and I go back into the living room. Find I'm not having as much trouble walking in the heels as before. Sit down and think about the whole situation when I feel my cock start to get hard then can't and I remember the chastity cage. Oh god, what if I need to get out of it. She has the key. I sit down thinking about how I have lost all control of my situation. 

I don't hear from her for the next four days and I'm beginning to worry about not seeing her again and what I could do about my caged cock if I can't get ahold of her. Then remember, I do know where she lives and that helps me relax some. Then Friday evening, I get a call from her.

'Hello sissyboy, have you missed me?'

'Yes Mistress, I'm so glad to hear from you.'

'I bet I'm not all you missed you little wanker. Is my little fagboy all frustrated?'

'Yes Mistress, it has been very frustrating. Not even being able to get hard is hard to handle.'

'You poor boy.  Would you like a chance to play with your little cock again and cum for your Mistress?'

'Yes, please, I need to cum so badly.'

'Will you be a good girl and not whine?'

'Yes Mistress, I will be a good girl,' can't believe I'm saying this but want to get uncaged so badly and really want to cum. I am used to masturbating at least a couple times a day.

'Then be at Mistress Anne's home at ten tonight.'

Panicking, 'but Mistress, can't I meet with you instead?'

'Don't worry silly boy, I will be there and I won't let her hurt you, at least not too much.'

The feeling of helplessness overwhelms me. If I want to get the cage off, I have to see Mistress but thinking about the pain I experience with Mistress really makes me worry about Mistress Anne. There is just something about her that makes me fear her. 'I want to please you and serve you Mistress and will be at Mistress Anne's home at ten. Mistress, please don't leave me alone with Mistress Anne, please.'

'I know you are scared of her Billie. I love the look on your face when I mention her name.  You look like such a wimp. You don't mind me calling you a wimp, do you Billie?'

I hate it when she calls me that but the way she looks at me when she does make me believe she is right. I feel the need to submit to her. 'No Mistress.'

'You are a wimp. You know I'm right. No real man would let others treat him like you let other people treat you. This should help convince you that I'm right. You will wear your dress and heels over tonight, no panties. I want you to stop on the way over tonight at the Sally Cosmetics a block before her house and buy a nice shade of red lipstick you want to wear for me. I want to see the receipt sissyboy.'

'Please Mistress, please don't make me do that. How can I walk in there in a dress and heels? Please Mistress.'

'Ten tonight sissyboy. Don't be late,' and she hangs up.

Oh god, why does she keep pushing me so hard. She has to know how hard that will be for me to do. But, if I don't do it?  What if she refuses to take the cock cage off me? I don't know what might happen if I go there and don't stop and buy the lipstick. Would she turn Mistress Anne lose on me.  What will follow if I don't obey? 

I go into the bedroom and undress needing to start getting ready. At least, I didn't have to think about this all day and realize how little consolation that should be. I get wet and then spread the lotion all over my body. I know Mistress will expect me to be smooth for her. I wait till it has had time to work and rinse it off. Rubbing my body, it feels so nice all smooth. Run my hands lightly on my nipples and moan softly. Damn, that feels so good. Pinching one nipple lightly and can't suppress another moan. Feel my cock start to response then feel the cage restricting any growth. It's so frustrating.  I want to masturbate so badly.

After finishing my shower, I go get ready to get dressed. I take the dress out of the closet and lay it on the bed and look at myself in the mirror. I look so different being smooth and hairless everywhere. I look at my cock encased tightly in the clear plastic. What kind of guy does this? I look at the dress and go put it on and look at myself in the mirror. It's such a strange feeling looking at myself in a dress and realizing I like the way I look in it. I want to put the heels on and go get them and put them on. They make my legs look so different. I find myself posing in various ways trying to look more feminine.

Come back to my senses and realize what I had been thinking. Fuck, I have to put a stop to this somehow. I think it's a fear that I'm starting to like it. Realize some of it I do like but the public stuff is so scary and humiliating. And the punishment. It is punishment and not like you fantasize about. It hurts but I know often it's my own fault. I know I should try harder to please her all the time. I go take the pills she gave me to take morning and night and get ready to go.

I pick up the pink leather hand purse. She told me to always carry my ID, money, keys and makeup in the purse whenever I was coming to see her. I look at myself in the mirror. I have my hair combed like she likes with bangs. I almost wish I had some makeup to put on. How can I walk into the store looking totally like a man with a dress and heels on? Oh, god, why does she do this to me?

I work up my nerve, leave and drive to Mistress Anne's. I see the cosmetic store and pull up in front of it. How can I do this? I know I have to. If I don't I know it will be worse. I finally get out and walk into the store. A couple other ladies are in there and an older, stern looking lady is behind the counter. I make my way to the lipstick, my high heels clicking on the hard floor. My face feels so hot, know I must be blushing badly. 

'May I help you?'

I turn and see the clerk behind me. 'No thank you.'

'I see, you are familiar with lipstick and cosmetics then?' she asks looking at me.

'No not really. I was just going to pick one.'

'I bet you want something that doesn't come off very easy, don't you?' the look on her face saying it all. 'Probably something in a bright red. Bet you want those lips nice and shiny.'

I look down, knowing what she thinks of me. I feel totally humiliated and see the other two women staring at us. She picks up a tube of lipstick.

'Let's try this one. Pucker up your lips.'

'No please, I just want to buy it and go.'

'You really should try it before you buy it. Now do as you are told and pucker up.'

She takes my chin in her hand and holds my head up making me look at her and when I do I know if I don't want things to get worse I better do as she says so I pucker up my lips and feel her putting the lipstick on me. She turns my face towards a makeup mirror and I see my lips. Cherry red and they look so wet.

'Now that looks better, I'm sure he will like you much better now. Now pay for this and get out of my store sissyboy.'

I pay and leave and hear the ladies all laughing as I go out the door. I get in and just sit there. I see them looking at me through the window laughing at me. I finally settle down enough to drive to Mistress Anne's. I can't really do anything about the lipstick and know if I will try it will just look worse. I get out and go knock on the door and Mistress Anne opens the door.

'Well hello sweetie. If it isn't my favorite little sissyboy. Come into my lair sweetie.'

She is in a short, tight leather dress, black seamed nylons and high spiked heels, looks like they must be at least 5" heels. A black studded leather collar adorns her neck. I follow behind her, her ass swaying.  She scares me ,but at the same time, is so sexy. Mistress is sitting there in a big black leather chair.  She has a tight silver dress with black seamed nylons and 5" black patent leather pumps. Her makeup looks so sexy. She has a riding crop laying across her lap.

'Would you look at my little sissy,' Mistress tells Mistress Anne. 'The little bitch couldn't wait to put her lipstick on. I know you couldn't put it on this well. Who put lipstick on you Billie?'

'The lady at the store Mistress did it Mistress. I told her I didn't want to do it but she insisted I did. She made a nasty comment about a guy liking me better now.'

Mistress Anne picks up the phone and calls a number. 'May I speak to the lady in cosmetics?' 

'I am the only one working here at the moment, may I help you?'

'A friend of mine just stopped there and told me how nice you were putting lipstick on him. I'm having a few friends over, I live about a block away. I thought maybe you might want to join us for an interesting evening.' She listens, then, 'OK, we will see you in a little while.'

I stand there listening to all this. A few friends? I wonder what Mistress and her friend have planned and what it will mean to me. I get a feeling that buying the lipstick might not be the worst thing that may happen to me tonight.

'I have been looking forward to meeting you again Billie. Your Mistress tells me you are scared of me. Is that true?'

No use lying, I answer, 'yes Mistress Anne, I am rather scared of you.'

'You should be sissyboy,' Mistress Anne says moving in front of me. 'Not all women are as kind as your Mistress. You better appreciate her and serve her well so you don't end up with a woman like me.' She slaps my face lightly and moves away.

Mistress stands up, 'Follow me sissyboy. We need to get your ready before the rest of the guests arrive.'

I start to follow her when Mistress Anne commands me to stop. I stop but Mistress continues to the room. Mistress Anne hands me two pills and a glass of water. 'Take these sissyboy and think about what is going to happen to you tonight. Your mistress tells me you haven't totally accepted the situation yet. She wants me to explain it clearly to you. Think about that sissyboy. I have been waiting for this,' she tells me just loud enough for me to hear.

Fuck, I just take the pills and take them as she watches. I am definitely scared of this woman. Just the way she looks at me makes me shiver. Her smile due to me swallowing the Viagra and Exstacy and knowing what it will do to me.

'Ok faggot, go get ready and think about the next time you see me,' she says as I turn to walk away, 'Stop, on your hands and knees, crawl back to your Mistress. I will not tolerate your behavior in my house and it better fucking change. You are a fucking sissy faggot and don't you fucking forget it.'

I go down onto my hands and knees and crawl away. Really worried about what is happening.

'Fucking faggot.'

I crawl back into a bedroom where Mistress is waiting for me. It's a very feminine room, all done in pinks and whites. Big canopied bed sits against one wall, a makeup counter on opposite wall. She leads me over to the makeup counter, sits me down and turns me where I can't see and starts working on my face. She takes a long time with it and when she finishes she takes an auburn wig out of the closet and puts it on me and combs it out. 

She turns me around and I can't believe how I look. Full makeup, fake eyelashes, a totally feminine look. I can't believe how feminine I look. She comes over and starts putting white nylons on me. Then she has me stand and fastens a white leather corset around me and starts tightening it. She doesn't stop till my waist has really been taken in and I have trouble taking a deep breath. She hooks the garters on the corset onto the nylons.  Then she brings in 4" white spiked pumps and puts them on me. 

She stands me in front of the mirror and I can't believe what I see. The corset not only restricts my waist but it pushes up making it look like I have really small breasts. Also makes my ass stick out more and between that and the heels, my legs and ass look so much different.  She hands me a pair of silky white panties with lace all around them.

'You put these panties on sissyboy. 'I'm not sure I'm comfortable letting the ladies know my sissyboy has such a small cock.'

I put the panties on and when you look, you can still see the bulge the cage makes but at least it's covered up. She makes me stand in front of the mirror and look at myself. 

'Tell me what you are Billie.'

Trying to sound as feminine as I can as I answer, 'I'm a sissy faggot.'

'I do not want you to disappoint me tonight sissyboy. Mistress Anne gives lessons to aspiring dominant women and it works best if she has a sissyboy to demonstrate with and she begged to use you. What could I say?'

I know there is nothing I can do about what is going to happen and resign myself to it. 'I want to please you Mistress, if you want me to do this I will do it for you.' I look at myself in the mirror and I look like such a sissy slut.

'I want you to concentrate on your voice and your mannerisms. It's important to please Mistress Anne. You must not forget this. I know she can be verbally abusive but I want you to pay attention to what she says or it will be more than verbal. You do have a lot to learn Billie.'

'Please don't let her hurt me Mistress, please.'

'Now you just settle down Billie. Just do as you are told. Now her lesson tonight is 'Helping your sissy accept what she is.'

'Mistress, I'm scared.'

'Now I have a gift for you that I feel will help you understand how things are Billie,' she says as she moves a pink leather collar around your neck and feel the padlock click locking it on.

I look at the collar and reading backward in the mirror.  I see the large silver letters spelling out WIMP.

'When you meet a lady or a group of ladies you will introduce yourself in this manner. "My name is Billie and I'm a wimp.'

There is no doubt that she is totally into her dominant personality and her manner of dealing with me leaves no doubt in my mind that things are really starting. I feel a rush through my body and I feel so warm suddenly as the drugs start affecting me. I just stare at myself in the mirror. Having trouble focusing unless I concentrate.

'Tell me you want to be a sissy slut and show the ladies what a sissy faggot you are.' 

I try to say it as feminine as I can but as soon as I finished her crop lands across my ass cheeks very hard.

'You don't fucking understand. I expect a slutty little bitch that can't wait to show women what a fucking sissy I have turned you into.' WHACKKKKK.  'You better make a convincing sissy slut or else.'  WHACKKKKKKK. 'Do not disappoint me.'

My ass is really stinging. There are three red lines across my ass. 'I will be a good sissy Mistress. I want you to be proud of me Mistress.'

'If you ever want out of that cage, you make sure you do. Now it's time for the ladies to meet you.'

Mistress hooks a silver chain onto my collar and leads me into the living room. There are eight ladies sitting around the room including the lady from the cosmetic store. Mistress Anne is nowhere in sight. I feel so humiliated as the ladies look me over commenting to each other. She leads me through them all and then turns and leads me back through them again. I concentrate on trying to walk as sexy as a can crossing one foot back in front of the other exaggerating my swish. Know I better try to behave as they expect.

'This is my sissy, she just started training just a couple weeks ago so as you ladies can see it doesn't have to take a long time to change a boy's behavior. It does help if they don't think about themselves as being very masculine to begin with. My sissy was like that. Of course, he thought he was a straight man interested in serving a dominant woman. I soon discovered how wrong he was. There was very little manly about him at all and I have discovered that he is really gay and prefers cock. He really isn't man enough to even accept what he is. He does need women like us to help him though. Women like Mistress Anne understand how to properly take a man and train him to become your sissy and get him to accept himself as such. Introduce yourself sissyboy.'

It's so humiliating standing there on display as she tells all the women about me. I can see the looks on their faces and it's easy to see what they think of me. I know what I must do. "My name is Billie and I'm a wimp.' I hear the laughing and comments.

'I have prepared a small slideshow for your viewing pleasure while Mistress Anne is getting ready.  Now Billie, stand to the side there where all the ladies can see you and you can see the television.'

She turns on the tv and hits the dvd button and a picture appears on the television. It's me at Mike's. I'm on my knees, his cock in my hand, giving his cock a kiss. It looks like I'm loving it.

"This was Billie's first cock. As you can see, he couldn't wait to get it into his mouth.' She hits a button and the picture changes to where his cock was deep in my mouth. You could see some slobber at the edge of my lips. 'It seems like Billie is a natural cocksucker, look at her. You loved it didn't you Billie?'

So embarrassed and humiliated as I hear the ladies talking about the pictures. It's so degrading but I know what I must do. 'Yes Mistress, I loved sucking his cock.' I hear several of the ladies laughing.

'Why don't you tell the ladies what happened then Billie.'

'I sucked his cock till he came and he came in my mouth and on my face,' I tell them as she switches to the picture of me with a mouthful of cum and cum on my cheeks and chin. I just look at the picture. Starting to feel the drugs, mainly my body feels so warm and I feel my cock responding against my will, trying to get hard but the cage is too small. I shake my head as I feel a chill run through my body. What a rush. I try to focus on Mistress's voice.

'You like the taste of cum don't you sissyboy?'

'Yes Mistress, I like it.'

'Why don't you tell the ladies about your saucer sissyboy.'

Oh, god, why does she do this to me but I answer. 'Mistress places a saucer out for me to masturbate into and then I lick it all up.' As I do the picture of me and the saucer, mouth open showing the cum I just licked up. Can I feel more degraded? I hear them all laughing and making nasty comments. Wishing I didn't have to look at them but she told me to make eye contact with the ladies. Let them see what a fag I am.

'She loves it girls, I don't think she can get enough,' and they all laugh.

'Do you want to tell the ladies about Terrell sissyboy?'

Oh no, I know what she is going to show them. 'Yes Mistress, Terrell is one of Mistress's lovers, he is black.'

'What else sissyboy?'

'He has a big, black cock.' As I say it a picture of Terrell comes on. Standing there, his big cock hanging between his legs. I hear the ladies nasty comments about his cock and how big it is. She changes the picture and I'm on my knees, my mouth open, his cock all wet, my cheeks wet from where he rubbed his cock on my face.

'Think my little sissy wanted that cock girls?'

Hear all the nasty comments and the picture changes to where he had my head in his hands and his cock deep in my mouth, my cheeks bulging.




A Mistress to Obey Ch. 04



'My little faggot sissyboy couldn't get enough of that black cock. It was the first time I realized what a wimp and faggot he really was and how badly he needed a woman like me. Isn't that true sissyboy? Don't you need me?'

'Yes Mistress, I want to serve you, I want to worship you.' The picture changes to where my face is covered with cum, my tongue out trying to reach to lick it off my face.

'My lesson here lady is you really might have no idea about the man you are interested in domming. You might find out things you really don't want to know. I was disappointed in my sissy at first wishing he was at least a little manly but look at him. He needs me and I'm going to help him become the sissy he knows he is and train him to serve women. Isn't that really what we want from men?  Submission and obedience. You can make it happen and Mistress Anne will show you how now.'

Mistress Anne walks into the room in a black leather cat suit. A black leather corset fit snugly over the cat suit. Black leather lacing boots extend up over her knees, halfway up her thighs. Black leather gloves stretched tightly up over her arms overlapping the cat suit. A skin tight leather collar extends up her long neck. Her makeup is heavy and very erotic, her hair pulled tightly into a bun on the back of her head giving her such a domineering look. 

'Hello ladies,' she says. 'I'm so glad you decided to spend the evening with me and I hope I can enlighten you on the pleasures and rewards of feminine dominance. I understand several of you lady are married and looking to change your relationship and that some of you only had occasional dominant experiences and want to learn more about the lifestyle.'

The ladies reply to her and looking at them, you can tell how impressed they are with her outfit and demeanor. I keep my eyes down not making eye contact with her.

'Excuse me for one minute ladies,' she says as she starts walking over to me. 'Who do we have here? Look at me.'

I look up at her. 'I'm Billie and I'm a wimp.'

'Well Billie, if I ever enter a room again and you don't fucking drop to your knees immediately we are going to have a problem. DO YOU UNDERSTAND BILLIE???' her face right in mine.

I drop to my knees immediately, head down.

She turns around and starts addressing the ladies again. 'Excuse me about that. As you have around discovered, Billie is Mistress Sherri's sissyboy. He has just started training recently and seems to have potential but it's very important that sissies are trained properly. Mistress Sherri feels like I might be helpful in his training. You will all be expected to take your turn bringing your sissy here to show how his training is progressing.'

She turns looking at me.

'Look at me sissyboy,' she tells me and I look up at her. 'There are different kinds of sissies ladies. There are those that just like to dress up feminine and be treated like a girl or woman. Sexually they are straight and still interested in satisfying the woman they serve. Then there are boys like Billie here,' she says looking right at me. 'Little sissy faggot boys that crave cock. They want it in their mouth. They want it up their ass. There really isn't much they won't do to be able to have a cock. Isn't that right Billie?'

It's so hard keeping eye contact with her but I answer, 'Yes Mistress, I love cock.'

'Tell them about the first night you came over here Billie. Tell the ladies what you did. I want you to crawl to the first lady to the right and start your story and then move to the next lady to continue. You will look up at them as you speak. Now go.'

I crawl over to the first lady and look up at her and see the look of superiority on her face as she looked down at me. 'My Mistress sent me over here to help Mistress Anne out with something, she wouldn't tell me what. I had met Mistress Anne before once but was very nervous about meeting her again.'

'Why were you nervous? Was it because you are a wimp?' the lady questions me further showing what she thinks of me.

'Yes ma'am, that is probably why.'

'I have to tell you that you didn't have to tell us you are a wimp. All of us knew it when we saw you,' the lady tells me. 'Crawl away, faggot.'

I crawl over to the next lady. 'Mistress Anne took me to a bedroom and made me undress for her. I saw the way she looked at me and found out later that she was disgusted that I wasn't smooth and she did let me Mistress know about it so I keep myself smooth all the time now.'

'I hope you got punished for that sissyboy, you should have known better. Are you stupid or just don't care enough?'

'My Mistress punished me for that Ma'am. It helped me learn that it's important to try harder to please women.'

'Go on, what happened.'

'She dressed me in an outfit that made me look like a sissy man. I couldn't decide whether the clothes made me feel feminine or, I think more likely, they made me feel like a fag.  She told me that she wanted me to go meet a man. He was going to pay me to come see him. I was so nervous about going out dressed like I was especially since I was going to a strange man's house.' She just looked down at me and softly said 'fag whore' and turned away from me.

I crawl to the next lady and it's the lady from the cosmetics store. She looks down at me.

'Hello again sissyboy. In case you ladies haven't heard Billie came into my store to buy some makeup. He had a dress and heels on. Tell the ladies why you were wearing them.'

Knowing the more pleased Mistress Anne is, maybe she will take it easier on me. 'I'm a sissy and I love wearing pretty dresses and heels and love dressing up.'

'Ladies, it wasn't hard to see what a sissy wimp I was dealing with so I put lipstick on him right in the store while other ladies watched and he just let me do. What kind of man does that? I'm so glad Mistress Anne invited me tonight.'

'I'm glad you decided to come, June, wasn't it?' Mistress Anne says. 'I can see June understand how boys like Billie here need to be treated.'

'Yes and I hope his mistress will let him attend a makeover clinic at my store next Wednesday. We usually have a good turnout and think Billie would make an ideal subject, don't you ladies?'

Affirmative comments flow and I see my mistress just staring at me. I feel she is putting me out there tonight to see how I will react. I don't want to disappoint her.

'She would be glad to have your help in learning about makeup, wouldn't you sweetie?' Mistress Anne says her eyes boring into me.

'Yes Mistress.'

'Good, then that's settle. Now go to the next lady and tell her what happened next.'

I crawl to the next lady. 'I started to leave but Mistress Anne didn't think I was acting feminine enough and made me come back into the house and she punished me.'

'What did she do sissyboy?' the lady asks.

'She pulled my tight pants down and gave me a hard spanking.'

'Did you cry sissyboy?'

'Yes, she made...'

'Cry? You should have seen the little faggot. He was crying like a little girl and I wasn't even spanking him that hard. I thought he was a wimp before but this confirmed it. I have been thinking about him a lot since that night.'

She comes over beside me leaning over, staring at me. 'Tell the ladies how you feel about me.'

'I'm scared of Mistress Anne and what she might do,' I answer knowing better than to not admit it.

'What did I tell you when you told me you were scared of me faggot.'

'You said I should be scared Mistress Anne.'

'Are you still scared of me faggot?'

'Yes Mistress.'

'Good,' she says moving away leaving me feeling more intimidated than ever.

The lady looks down at me. 'I can't wait to watch her hurt you sissyboy,' she says turning away and I crawl to the next lady.

'What happened when you got to the man's house sissyboy?' she asks.

'He had me come in and he kissed me right away. It was my first time kissing a man.'

'Did you like it sissy?'

'Yes, his kiss was aggressive and helped me deal with being there and what was expected of me. I was so embarrassing when he gave me the money, having him think that I really was a gay whore.'

'But you were, weren't you? You were a gay whore and I bet you loved it. Bet you begged for his cock before you were done.'

'Yes Ma'am, I did beg for it.'

'Are you a cum slut sissyboy?  Did you want him to come in your mouth?' she asks.

Looking down embarrassed, 'Yes Ma'am, I wanted him to cum in my mouth.'

'Look up at me and tell me you are a cum slut.'

I look up at her and see the same look I see in Mistress Anne's eyes. 'I'm a cum slut.'

She leans down in my face, 'WIMP. Look away, I'm tired of looking at you.'

I crawl over to the last lady. Mistress Anne walks over near me. 'Tell Helen how you came sissyboy. Look up and tell her and the other ladies.'

'I was sitting sideways on Mike's lap, my arms around his neck and he was playing with my cock through my panties. It felt so good and I came in my panties and he made me wear them back to my Mistress's house.'

'Have you ever heard anything more gay than that ladies?' Mistress Anne asks. 'I couldn't believe it when I hear it. What a fucking fairy.'

I hear all the ladies laughing and Mistress Anne tells to crawl into the center of the circle the ladies have made with their chairs. 

'Up on your knees, back straight hands behind your back sissyboy. Spread your knees apart. Present properly.'

I do as told and Mistress Anne walks around me then takes a toe and tapes the cock cage.  She picks up handcuffs off a table making sure I saw them then moves behind me and handcuffs me.



'I'm sure you have all seen this bulge. You are right, his cock is caged up nice and tight. His Mistress has to do that to make sure he isn't playing with himself all day and has more time to think about pleasing her. His mistress is pleased that he hasn't complained about it very much and feels he deserves a reward. Do you want a reward sissyboy?'

'Yes please Mistress Anne, I can't wait to get it off for a while.'

'I'm sorry sissyboy, but I don't remember saying anything about taking it off. I just said you deserved a reward. What do you think ladies? Do you think Billie deserves a reward?'

I hear mostly agreement between the ladies with at least one saying no and I know what one that is.

'I guess you get your reward sissyboy, Alex will you come in here.'

A muscular white guy, looks to be about 6'2", 200 and probably in mid 30's. All he has on it a dirty white jock with yellow stains so obvious. Under the jock, clearly outlined is a big cock. Hard to say how big but can tell it's very thick.

'Alex, this is Billie, he's a wimp. He loves sucking cock and the nastier the better. He has been being a good little sissy so his Mistress decided to let him have some cock.'

He looks down at me then at the ladies, 'sissy bitches like this make the best cocksuckers. There is nothing better that you can do to show your sissy his place then let a real man use him. It reinforces in their mind how little they are like real men. Look at this faggot at my feet.'

My mind racing, my cock trying to get hard in the cage. My body so sensitive, everything seems so intense. Having trouble concentrating but remember how all the ladies looked at me. My body feels so hot. I lift my head and look at his jock and see how nasty it looks.

'Did you see that ladies. The sissy can't help but check out my cock. He's starting to think how badly he wants it. He can't help himself, sissy faggots need cock.'

The verbal abuse stings but I have trouble thinking about it. His cock is right there and it looks like it has even gotten bigger. I wonder what it tastes like. My mind is racing, realize how high I am. I can't help but lick my dry lips.

'Look at him. What a sissy fag. But look at this jock ladies, I have been cumming in it nightly getting it ready for tonight. I made sure I pulled it up too soon when I took a piss too. You know why? Mistress Anne challenged me. She said I couldn't get a jock strap so nasty that the faggot she had lined up wouldn't suck it clean just to get to my cock. I thought there is no way any faggot would be able to handle this but look at him.'

I see my Mistress in the background. Mistress Anne walks over to me, lifting my head making me look at her. 'I know what a nasty boy you are, it's time you show the ladies. Tell them what you want to do for me faggot.'

'I want to lick his cock through his dirty jock Mistress Anne. I want to get it wet and suck it till it's nice and clean to show you how badly I want to please you Mistress Anne.'

SLAP HARD

'Don't lie to me you fucking wimp. Tell me why you really want to suck his dirty jock. Lie to me again and you will regret it.'

My cheeks stinging, 'I want to suck it clean so you will let me suck his cock Mistress Anne. I really want to suck his cock and I want him to cum in my mouth.'

'That's better, don't try pretending you don't want that cock faggot, now get busy and impress the ladies. Show them what a nasty little sissy faggot you are.'

I lean in and start licking on the jock. It's so nasty but as I get it wet I get those tastes of cum and soon I'm totally into it not thinking about anything but sucking on the jockstrap. I feel Mistress Anne pull my head back and show all the ladies my wet nasty face.

'Beg for cock bitch.'

My mind racing. I just look at it in the wet jock. I want to suck it. I want his cock in my mouth. I lean forward but Mistress Anne pulls me back. 'Beg for cock faggot.'

So hard to think about anything but his cock as he slowly takes it from his jock and holds it out in front of my face. My mouth so dry, I look up at him. 'Please let me suck your cock Sir?  Please I really want to,' I ask knowing I really do want to suck him. I want it in my mouth.

'Open your mouth faggot, make a nice little fuckhole for my cock.'

'Look at him ladies, your sissies must be trained to be good cocksuckers. Once your sissy has had you stand there watching as a real man using him, he will never be the same. He knows you know what he really is. Just imagine,' he says as he puts his cock between my lips and slowly starts sliding his cock into my mouth. 'Just imagine what power that gives you over him and how you can use that power.'

His cock stretches my lips as he slides his cock into mouth slowly. I feel his hands on the sides of my head as he slides deeper and deeper. I feel his cock at my throat and start to choke. I feel him hold my head tighter as he presses forward until I'm gagging but he doesn't let up and tilts my head back and I feel his cock slide into my throat. I'm trying to struggle but no leverage and he holds my head tightly and pulls me the rest of the way onto his cock, my nose in his pubes as I struggle.  Finally, he pulls me off his cock. I'm choking and gagging, slobber running down my cheeks, my face all wet.

'I am a dominant man, and this ladies,' making me turn so they could see my red face, tears running down my cheeks, 'this is a submissive faggot that you can never look at again without remembering what a fag he really is and he knows it. Imagine the power this will give you over him. Don't you want that power over your sissy? That is why they must be cocksuckers and eventually more.'

Head down as I listen to him and feel how we really are so different. I can't believe I had that big cock all the way into my mouth.

'Now ladies, I'm sure you have heard about face fucks. I am going to face fuck this faggot right now. Feel free to move around and get a good view as I face fuck him. You do want to impress the ladies don't you sissy. You know ladies, faggot like this,' slapping my face lightly, 'faggots like this boy often like to dress up as sissies so they don't feel as much like a faggot. Can you imagine that, thinking wearing around a dress around makes you appear less of a faggot.  It is how their weak minds think and why they need ladies like you.'

He walks over in front of me and puts his fingers under my chin lifting my face till I'm looking at him and then suddenly he slaps me hard.

'Isn't that right faggot? Or maybe, you really want to be a girl. Is that it, you want to be some man's wife.'

Sobbing softly, 'I just want to please my Mistress Sir.'

He leans down looking at me. 'Do you know how badly your Mistress wants to watch me fuck your mouth?  She seems to like seeing what a sissy wimp you are to real men. It's time for your cocksucking lesson faggot. Open wide.'

I see the ladies gathering closer and feel him take my head in his hands again. It's a repeat of what he did to me earlier making me take his cock deep in my throat and holding me on it till my face was getting red and he let me up. He turned my head slowly letting all the ladies get a good look at me.

I was choking again trying to get my breath. I see the smiles on the ladies faces. I see the way they look at me.

'Ok faggot, this time you do it on your own. Do not disappoint me boy.  I know you like to think about yourself as a girl but when you suck a cock you suck it like a faggot.' 

I take his cock into my mouth and start sucking it deeper and deeper. I feel it at my throat and try to push myself deeper but start to gag every time I try. Suddenly I feel a hand on the back of my head and it shoves me down hard forcing the cock deep in my throat. My nose is buried in his pubes.'

'He said take it all faggot. You will not embarrass your Mistress and me,' I hear loudly recognizing the voice of Mistress Anne.

She lifts my head up off his cock, trying to catch my breath as she pulls my wet face up and slaps me hard.

'Now fucking do as told cocksucker. You embarrass me one more time and you will regret it.' 

She releases my head, her glare burning through me. I immediately take his cock into my mouth and start sucking him. Start moving up and down forcing myself to take a little more each time till finally I have him in my throat and I push forward and take it all. I realize I can really do this as I slowly pull back a little then take it deep again. Breathing through nose and start moving up and down taking more of a long stroke as I go, feeling it slide in and out of my throat. Not even aware where I am, cock is all I have on my mind. Sucking cock. Sucking his big cock. His hands move to my head and holds it still as he slides his cock in and out of my mouth, faster and faster, his balls slapping my chin. Suddenly, he pulls me off his cock.

'Open wide cum slut.'

I open my mouth wide, his cock in his hand as he strokes and then cum shoots into my mouth. I feel it on my tongue but keep my mouth open. He cums and cums all over my face. Feel it on my cheeks, chin, lips and even on my nose.

'Keep your mouth open faggot. I hope you ladies enjoyed that and Mistress Anne has my number in case you need my assistance in your training. I will leave this faggot to you ladies now. It's important you realize that this wimp you see in front of you thought he was a straight man only a few weeks ago. Now look at him.' He leaves the room.

'I hope you ladies enjoyed that, I know I did,' Mistress Anne says. 'Do any of you ladies want to help clean the cum off the faggots face?'

The lady who reminded me of Mistress Anne stands up. 'May I assist Anne.'

'Yes Katie, please.'

She walks over to me, looking down at me like I'm worthless. She takes one finger and scoops a big gob of cum off my cheek and holds it in front of my mouth.

'Suck sissyboy.'

I lean forward and take her finger into my mouth and suck on it tasting all the cum. It feels so slimy when it gets cold. I suck on her finger as she pulls it from my mouth. She doesn't say anything but can hear the other ladies making fun of me. She continues feeding me cum till I have swallowed all the cum off my face.




A Mistress to Obey Ch. 05



Continuation of this story that involves forced fem, forced bi, discipline, humiliation and submission. Not your thing, move on to another story. 

*

We got back to her house and she opened the car door and let me out. I followed her into the house and she went and set down in her chair and I just stood there in front of her.

'Present sissy boy.'

I dropped to my knees in front of her and assumed the position, knees spread wide, hands behind my back, sitting up straight with my head down. I had no idea where her head was, was I in trouble or was she pleased with my performance tonight. I was still wearing the white nylons and high heels, the white leather corset and the pink collar with the word "WIMP" in silver on the front of the collar. 

'Tell me your thoughts about tonight sissy boy.'

'Mistress, it was very intense. Stopping at the beauty store was so scary. It was very hard to force myself to go in there in a dress and heels. The lady in there did not make it easy for me either. I couldn't believe the outfit you put me in and the makeup. I felt like such a sissy but it didn't make it any easier to face all those women and let them see what a fag and sissy I am. It was so hard to talk to them and admit what a sissy I am and telling them about sucking cock. And then, that man came in. It was so humiliating to suck his cock as all the ladies watched but I have to admit that once his cock was in my mouth, I wanted it so badly. He really came a lot, didn't he? Then there is Mistress Anne. My balls are still sore and I hope you enjoyed watching her whip me Mistress. I wanted to be brave for you and took it as long as I could before I broke down Mistress. I'm so sorry if I disappointed you.'

'You didn't do bad for your first time Billie even though I will be expecting more from you in the future if you really want to continue seeing me. You see Billie, there are boys like you all over out there looking for a woman like me. There are so many submissive little fagboys like you that promise to do as told. Unfortunately, most of them are more talk than action.'

'I do want to continue seeing you Mistress, serving you.' Her legs are crossed and one foot is raised till her high heel is right in front of me. I don't hesitate but bend over and kiss her high heel. She moves her foot sliding the pointed toe of the high heel into my mouth. I start sucking on it as she continues talking to me.

'That is the foot that I used to kick you in the balls sissyboy. It really surprised me how it made me feel when I saw the look on your face when I did it. Do you know what it made me feel?'

She pulls her shoe from my mouth and bends over looking at me. 'No Mistress.'

'It made me want to do it again fagboy. The look on your face, the look of pure pain, made me so wet. It really surprised me. Of course, your balls must still be sore so I wouldn't do it again unless you wanted me to and asked me nicely.'

She just stares at me as I think about what I just heard. The look of superiority on her face is all I see. Her eyes tell me what she wants to hear, but remembering how it hurt, how can I take more. Finally I look down and ask, 'Mistress I would really like you to kick me in the balls again if it would please you.'

'Really Billie? You want to spread your legs wide and have me kick you in the balls? You probably don't want it very hard though do you? I know what a wimp you are.'

Looking down, thinking about she doesn't let up on me testing me over and over. I force the words out. 'No Mistress, you may do it as hard as you want. I want it to be as exciting for you as it can be.' She gets up and starts walking slowly around me. Feel like all control is gone. I just hear her heels clicking on the hard floor as she circles me. She stops in front of me.

'High on your knees, look at me fagboy.'

I do as she says and as soon as I look up, she slaps my face hard. My cheek really stings. I look down not wanting her to see me as I feel a tear in my eye.

'I thought I told you to look at me fagboy.'

I look up again and when I do she slaps my other cheek just as hard. I force myself to keep looking at her.

'Mistress Anne wants me to give you to her fagboy. For some reason, she seems to want to break you boy. I have seen her do it before to others, she can be quite intense but when she does finish with the boy, he is whatever she wanted him to be. Do you understand sissyboy?'

'Yes Mistress, I understand and hope you will not do it. I will try so hard to please you. I really want you to be my Mistress.'

'If I could only believe you Billie.'

I look up at her. 'Please Mistress, please kick me in the balls hard. Please,' I feel the tears forming in my eyes. Then suddenly, she does exactly that. I double over in pain. I can't believe how badly that hurts. I feel like I might be sick but I force myself erect on my knees and look up at her. 'Thank you Mistress. Will you do it again please.' Her glare is so intense and I realize frightening.

'Lift up your cock, I want you to show me your balls.'

I lift up my cock, my balls hanging there so exposed and in so much pain already. I can feel the tears running down my cheeks. I look down at the floor. 'Please Mistress, please kick me hard.'

'No sissyboy. Not tonight. You have had a full night and it's time for you to go home and think about what you did and what you are. I know it's hard for you to accept what you are but if you could see your face when you are sucking cock you would have no doubt whether you are gay or not.'

She sounds so convinced that I'm gay. I really didn't think I was but now I'm not so sure. Nevertheless I feel so relieved that it's over for tonight. I don't know if I could have taken another kick like the last one and the way I was exposed it could have even been worse. I need to try hard to keep her happy so maybe she won't want to do it some other times. 'Yes Mistress, I will try to accept it.'

'There's a white sundress in the closet in the extra bedroom. Go put it on unless you want to drive home like you are dressed now.'

'No Mistress, thank you for letting me put a dress on,' and I go back to the bedroom and put it on. It's short and just has spaghetti straps over the shoulders, the skirt full and pleated. I look at myself in the mirror. The dress just barely covers the top of my white nylons. It's impossible to look without seeing the pink collar with "WIMP" staring right at me. What kind of guy does what I have been doing? I know that I didn't have a lot of options, but still, look at me. A crybaby in a dress. I wipe my eyes and walk back into the living room. Mistress is sitting in a soft chair, legs crossed, the look of superiority on her face as she just looks at me without saying anything.

Finally she speaks. 'It's time for you to decide if you want to continue Billie. If you don't, you may leave. I will not show anyone the pictures or the videos. Your secrets are safe with me. If you decide to stay, you will commit to me. If I call you and tell you to do something, unless it's totally not possible with an acceptable excuse, you will do exactly as told. There will be no excuses, if you fail, I will start exposing you. Do you understand?'

'Mistress, you wouldn't use any of the pictures or videos if I decide that this is too much for me?'

'No Billie, they would be destroyed and we will not be meeting anymore.'

As much as this was exciting at times, I know that this could go way too far and I have a chance to stop it before it does. Mistress does excite me a lot and dressing up isn't that bad but the pain, the humiliation, the public stuff, I know I must stop. 'I want to thank you for the wild experiences Mistress but I think it's best if you let me go Mistress.'

'You may go Billie, I will keep my word. You may keep this outfit along with the other sundress for being a good girl for me. I hope you find what you are looking for. Now go.'

I leave, walking to my car and see the neighbor checking me out again. When I look at him, he reaches down and rubs his cock through his pants. I can see it outlined in his pants the way he is holding it and there is no doubt that it's very big. I turn away and get into my car and drive off, feeling relief as I have escaped a situation that got so out of control.

Stopping at a stop sign, see an older man, maybe 50, staring at me. He mouths a word at me and it takes me a minute to realize he is mouthing the word "Wimp" at me and I remember the collar and take it off quickly. I see him laughing at me making a circle with his mouth bobbing his head up and down, pointing at his crotch. I drive off quickly when the light changes and try to get home before anyone else sees what I am wearing.

I get in and go collapse on the bed. I can't believe what a night this was. Damn, I can't believe I did all that stuff and let others see me like this and let them do whatever they wanted with me. It was all so scary but also exciting, but the pain, god it really hurt most of the time but I kind of understand why they did it. I should have tried harder to please them. Oh well, thankfully it's all over. I was so scared I was going to lose all control of my life. I didn't think she was going to let me out of it.

I try to relax but my balls still hurt and I reach down and rub them trying to help the pain go away. It wasn't long till I was slowly stroking my cock. I can't help it, it feels so good. I look over at the closet mirror and see me lying on the bed, still in my white outfit. The corset makes my waist look small and presses my chest up to where I can see little bumps under the dress. My nipples seem so sensitive lately. Look at the white nylons and heels and can't keep myself from posing in the mirror and trying to look feminine.

I finally snap out of it telling myself that this has got to stop. I escaped, I need to put all this behind me and move on. She was asking too much of me and I think she realized that at the end. Some of it was so exciting and so scary. I can't believe I went into a store in a dress and heels. What was I thinking? I get up and undress and go take a shower and get all the makeup off. The hot shower feels so good. I gather up all the feminine clothes and hide them away.

The next couple weeks went by like my life was before, rather boring but safe and comfortable. I thought about Mistress Sherrie at least a few times most days and sometimes even thought about Mistress Anne. Damn, she is one mean lady. I hate to admit it, but every time I thought about all that, I always got hard. It's Friday night, I wonder what Mistress would have had me doing this weekend. I'm sure it would have been something that she felt would push me further into submission and being feminine. Thinking how glad I am that I don't have to be scared of her calling me and ordering me to do something I really don't want to do. I do masturbate in the evening and then again when I go to bed, I bet you won't have any trouble figuring out what I was fantasizing about.

I can't help thinking about her a lot all day Saturday. I know I shouldn't be I can't help myself. I did keep taking the pills she gave me, figured no reason to waste the vitamins. Nighttime rolls around and nothing on television, try to read but can't get into it. I decide to go watch some porn on my computer and go look at my favorite femdom sites. I find a couple that are pretty hot and they get me thinking about the things that I was made to do. I wonder if Mistress is home. Maybe I should call her.

I really would like to call her but I don't dare. I know she will think that I want to get together with her again and I know what that will lead to. I know she could have taken so much control of my life and unless I wanted to be totally exposed, that I would have had to do as she said. It had gotten so intense so quickly that I really had trouble handling it. Also the way I reacted to some of it was so humiliating. I mean the stuff with other men and how I just did as told made me question my manhood. I mean, fuck, I was sucking cock like I loved it.

Why can't I get her out of my mind? Maybe if we just talk on the phone it will help me get past all this. I change my mind a half dozen times till I finally pick up the phone and call her.

'Hello.'

'Hello Mistress, how are you?'

'Who is this?'

'It's Billie Mistress.'

'Doesn't sound like any Billies I know.'

Realize what she wants and try answering in a really fem voice. 'It's Billie Mistress.'

'Hello Billie. What do you want?'

'I just wanted to talk to you Mistress. I don't seem to be able to get you out of my mind and thought maybe we could talk about what happened and it might help me get past all we did.'

'We could talk all night Billie but at the end of the night, you will still know how much you liked it. I know what you said but you liked dressing up like a sissy, you loved having women see what a cocksucking faggot you are, you even like the pain you little fag bitch. You were where you needed to be and you were so much of a wimp you couldn't admit it and beg to serve me. Is there anything else you would like to add sissy faggot?'

I can't believe she just threw all that at me. It reminded me of our time together, how she talked to me when she wanted to make her point. I think about how I would have been on my knees in front of her, my face red from her slaps and how I would be hard despite it all. It reminded me of her control and my inability to say no to her. It brought back so many memories and desires. 'I'm sorry I disappointed you Mistress, I was just scared what might happen in the future.'

'You did disappoint me Billie. You had been doing so well and I could tell you liked most of it and you understood the punishment was something you needed. You did need it, didn't you Billie?'

'Yes Mistress, I guess I did or else I wouldn't have understood the importance of obedience and doing as told. It wouldn't have been the same.'

'Do you have panties on Billie?'

'No Mistress, I haven't let myself wear any of those clothes since I left.'

'Go put on my favorite pair Billie, nothing else.'

'Yes Mistress.' I go into the bedroom and take them out of my hiding spot and find the pink panties with the white ruffles and put them on. I had forgotten how soft and silky they feel. I go back to my computer. 'I have them on Mistress.'

'Good girl, is it alright if I call you girl Billie? I just have trouble picturing you as a man.'

I can't believe my cock is hard already just from putting the panties on and talking to her. 'It's alright Mistress,' I tell her realizing that I'm already doing what she is telling me to do but it's so nice talking to her again.

'Is your little cock hard Billie?'

'Yes Mistress,' I admit to her trying to keep talking as feminine as I can.

'Why Billie, did you miss your panties?'

'I missed you Mistress, I can't stop thinking about you.'

'You had your chance but you wanted to leave.'

'I was scared Mistress.'

'You're just a scared little sissyboy aren't you Billie.'

'Yes Mistress, I am.'

'Go put the white sundress and your white heels on Billie.'

I do as she say and find myself walking like a sissy when I go back to the computer. I feel so different. 'I'm back Mistress, I have them on.'

'Have you been thinking about cock Billie?'

'A little Mistress.'

'Don't lie to me sissyboy, I punish liars. Tell me the truth.'

'I have been thinking about cock a lot Mistress. I can't stop thinking about how it felt when I had their cocks in my mouth. And the way I felt when they came in my mouth and on my face, I can't stop thinking about it. And to have you and the other ladies watching me made it all so intense.' Feeling so emotional, have been having that trouble a lot, feel like I'm about to start crying just talking to you and having you talk to me like you do.

'I know sweetie, it's because you are a sissy faggot and you need cock to be happy. Look at you. We just started talking and already you are in a dress, heels and panties, talking about sucking cock and sound like you are about to cry. You are really such a wimp Billie. A real little crybaby. You need guidance in your life sissyboy.'

Sobbing lightly, realizing what she is saying might be true. 'Can I see you Mistress, please.'

'No. Why should I?'

'Please Mistress, I'm so sorry about last time. I was wrong. I need to submit to you and I need you to help me. I promise to do whatever I need to do to see you.'

'If I give you a task and you don't do it, we are finished. Do you understand?'

'Yes Mistress, I understand.'

'I will call you sometime next Friday evening. You will be dressed and waiting in the white outfit you wore home last time. Make sure you are smooth everywhere. You will go to my neighbor's house. I know you know which one. You will tell him that you are a sissy faggot slut and that you need to suck cock. I will come over three hours later and bring you to my place. Do not call me again till then.' She hangs up.

Oh god, that man looked so scary. I know he wants to get his hands on me. I can't do it, I won't. I just won't go over there and it won't all start again. The thought of her gets me so turned on but her tasks are just too intense, too scary. I go back to my computer and there is an email from Mistress. I open it and see a video attached. I watch it and it shows me at Mistress Anne's house dressed all in white sucking that guy's big cock and at the end it shows him shooting his cum all over my face. At the end of the video is another short segment showing Mistress all in black, as she reads off email addresses that I realize are my parents, my brothers, my boss's and several friends. The video will go to all of them sweetie if you don't show up at my neighbor's house like you promised. Then the video ends and I know I'm screwed again. Why did I call her?

The week drags by as I wait for Friday. I don't know how many times I have chastised myself for calling her and getting into it all again. She gave me an out and what do I do but get myself right back in it. Damn, damn. Finally Friday arrives and I start getting ready. I use the hair remover and make sure that I'm totally smooth then start dressing. Soon I'm standing in front of the mirror in the corset, sundress, panties, nylons and the 4" spiked heels all in white like a sacrificial virgin. I force myself to put the pink collar on again and the seeing the word "WIMP" makes me wonder if I really am a wimp and a faggot like she says I am.

Thankfully, it's dark by the time she calls and I have to leave so that makes the drive a little easier. I pull up in front of Mistress's house hoping maybe she will come out and save me from having to do this. Maybe it was just a threat to make me sweat all week. I sit there for a few minutes and there is no sign of her so I force myself to get out and walk over to his house and knock on the door.

'Well hello there, what a pleasant surprise," he says despite the fact Mistress had talked to him about this evening and what was going to happen. 'What can I do for you sweetie?'

'Sir, I'm a sissy faggot slut and I need to suck cock.' Can feel my face turn red and the look on my face leaves no doubt how I feel.

'Really, you couldn't wait to get away from me before and now you want to be my little cocksucker, is that right?'

'Yes Sir, may I come in please,' trying to go inside before others see me out here dressed like I am.

'What is your name sweetie.'

'It's Billie Sir.'

'Call me Daddy Billie.'

'Yes Daddy, may I come inside, please.'

'Are you wearing panties Billie?'

'Yes Daddy.'

'Take them off out here and hand them to me sissyboy.'

It's so humiliating, standing out on his front steps like this and now he wants me to take my panties off. 'Out here Daddy? Please let me do it inside.'




A Mistress to Obey Ch. 05



'Do it now. Take them off and hand them to me Billie.'

I do as he says trying to be discrete but how can you be discrete in a short sundress. I slide them off as quickly as I can and hold them out to him. He takes them and holds them out where others could see them. Mistress told me how he doesn't care what the neighbors think and likes to expose his sissies.

'They have a wet spot Billie. Do you have a wet little pussy?'

God, why won't he let us go inside? This is so humiliating. 'No Daddy.'

'Lift up the front of your dress and let me see your clit.'

Hoping to get this over I reach down and lift up the front of my dress.

'Oh, isn't that cute. You have such a cute little clitty. I bet the boys just love it. Come on inside Billie.'

I follow him into his house and he tells me to sit down on the couch and he goes to the kitchen and comes back with a scotch for himself and a white wine for me. He smiles as he hands it me thinking about the hit of exstacy he put into it. He sits down on the couch next to me. He is over 6'2" and looks in good shape and with him sitting so close, it is rather intimidating and I can't help but think about what Mistress said about him being rather rough.

'How long have you been a sissy Billie?'

'Daddy, I'm not really a sissy. I met Mistress Sherrie a few weeks and she is kind of forcing me to dress like this and wants me to act like a sissy. I really just wanted to serve a dominant woman but she wants more from me.'

'I suppose the next thing you are going to tell me is that you aren't a faggot either.'

'I'm not really. I had never done anything, or wanted to do anything, with another man till I met her. She has put me in situations where I have been with other men a few times since meeting her.' I feel so embarrassed.

'And now you show up at my door begging to suck my cock?'

Figure I better not say I was forced to do this or if she finds out, things might not go too well. 'Yes Daddy.'

'I try to sympathize with young boys who haven't matured fully but you are old enough to know better. When I see boys your age in a dress, you know what I think Billie? Think about it, you go to a strangers door, dressed like a slut and beg to suck cock. What kind of guy does that? Tell me, what kind.'

'Sissy fag boys Daddy.'

'I think that boys like you, needs direction and discipline in his life or else he will turn into the biggest sissy faggot you could imagine. Is that what you need Billie?'

'I don't know Daddy,' I tell him as I feel the emotions overwhelming me. I know that he has plans for me, plans I probably won't like. Why do I feel so emotional lately? Feel like I'm about to cry. Still haven't realized that the pills are feminine hormones.

'Don't cry sweetie, Daddy knows what you need. Now come with me.'

I finish the drink and follow him to a room in the back of his house. As we enter, I see the room is very feminine, all done up in pinks and whites. He sits me down on a stool by a makeup table and starts putting makeup on me. I am turned away from the mirror facing him and I can't see what he is doing. Finally he turns me around and I look in the mirror. He did a full makeup job on me and I look so different. My face looks so smooth, my eyes are done in shades of blue, he put long false eyelashes on me and my cheeks are accented in pink and my lips look so pink and so wet. I realize he put the makeup on pretty heavy and it makes me think of pictures of working girls I have seen.

'Much better Billie, you will make a fine looking sissy whore.'

'But Sir, I don't want to be a whore.'

SLAP!!! 'What did I tell you to call me?'

'Daddy, I'm sorry Daddy,' my cheek really stinging.

'Pay attention sissyboy, you don't want to make me mad do you?'

'No Daddy.'

'Now sit down like the sissy you are and wait,' he says as he leaves the room and comes back with a video camera and a laptop computer. He sits the laptop down on a desk facing me and then sits down and starts typing but I can't see what. When he moves I see a website with a scroll of names down the right side and a blank screen everywhere else. He then goes to the camera and when he turns it on and towards me I see myself on the screen. I realize what is happening.

'Please Daddy please don't let others see me like this. Please.' Panicking when I realize what he has in mind. 

'Some men are waiting for you sweetie, you don't want to keep them waiting do you? Let me tell them you are ready to go online and how badly you want to show them what a sissy boy you are Billie. I really hope you don't disappoint them. You be a good little sissy and maybe you won't have to spend too much time in my special room. Now I want you to introduce yourself. Can you read the space on the bottom? Men will be messaging you and you do as they request. There is a mic on the camera and they will be able to hear your voice.'

'So far only about 25 guys online Billie but I'm sure we will have more join us. I really hope you don't speak in the manner you have been speaking to me. A sissy must sound and act like a sissy or else maybe they need some special lessons,' he says in a threatening manner. 

He reaches down and opens the webpage and moves around showing me sitting on the stool, legs crosses and my makeup looks so heavy on the screen.

'Say hello to the men sweetie.'

So intimidated and nervous as I see my picture move on the monitor and know that they can all see me. 'Hello,' I say softly trying to sound feminine.

I read along the bottom. 'What is your name sissy?'

I look down so embarrassed, 'My name is Billie and I'm a sissy faggot slut.'

'Look up at them sweetie, lick your lips, bring your hand up to your chin, limp wristed, show them how much of a sissy you are,' you say softly so they can't hear you.

I do as he says and realize that no one can hear his voice, just mine, and I see the directional mic on the video camera. I do my best to look like a shy girl. I smile into the camera and lick my lips.

'Stand up. I want to see all of you.'

I stand up, trying to stand as a girl would, one knees flexed out a little, a hand on my waist. He is keeping the camera on me giving them all a good look at me.

'Turn around, show us your ass.'

I turn my back to the camera and reach back slowly with both hands and lift the back of my dress showing them my naked ass. I arch my back and stick it out. Wow, I feel so weird, not realizing I'm starting to come onto the exstacy. I look over at the laptop and see my smooth ass on display. I have trouble taking my eyes off it as I feel a body rush, making me tingle.

'Nice little ass sissyboy, stand up and turn to us again.'

I do as they say trying to concentrate, everything seems different, looking around at the sissy room I'm in.

'Show us your room sissyboy. It looks like a girl's room. Damn you must be such a wimp. After all, you do have that collar on.'

Thinking about what he said then remember the collar I am wearing and how all the men can see it. 'Let me show you my room.' I start moving around the room and they see my closet full of dresses, skirts and blouses and lots of high heels. I am so surprised to see all the clothes too. It's really the first chance I have had to check out the room. Then I show you my pink and white bed with the fluffy canopy held up by the four wooden bed posts. There are fluffy white teddy bears on the bed. I have trouble focusing and concentrating, looking at the cute little bears. 

'Damn, you really are such a sissy. Who gave you the teddy bears?'

Thinking what I should say. See you looking at me, the intensity in your eyes impossible to miss. 'My Daddy gave them to me for being a good girl,' I say as I pick one bear up and hug it, trying to act so feminine to hopefully please you and see you nod your head positively.

'You have a Daddy?'

'Yes, I got the best Daddy ever, I love my Daddy.' When I see you smile why do I feel so glad? Why do I feel like this? As I look at him, he reaches down and takes his cock out. It's almost hard but hangs just enough that I can't stop looking at it and feel a smile on my face.

'What are you smiling about sissyboy?'

'My Daddy is showing me his cock. He is stroking it slowly,' I answer still looking at your cock.

'I bet you want to suck it don't you?'

'Yes I want to suck his cock,' I say not hesitating realizing that I do really want to suck it. I want his cock in my mouth so badly, licking my lips. 

'Don't you think you should ask for our permission? That would be the proper thing to do. Don't you agree sissyboy?' 

'Yes Sir, you are right. May I suck his cock while you all watch? Please.' My body feels so hot, everything seems so intense. Daddy is watching me. What if they won't let me suck him? Surely they will, I sure hope so. 

'Why aren't you wearing panties bitch?'

'Daddy made me take them off outside and give them to him.'

'I don't know why sluts like you insist on acting like you do in public. Some people don't want to see that crap.'

Wanting to tell him that I was forced to do it but know that will only make things worse. 'I'm sorry Sir.'

'Go lean over the bed, pull your dress up and show us your little ass bad girl.'

I do as he says and I hear Daddy behind me putting the video camera on a tripod.

'Now ask your Daddy to come give you a hard spanking for being such a slut.'

I look back and look at Daddy. All he is wearing now is a black leather jockstrap, black boots with a little white sock showing, leather armbands on his pecs. I watch as he walks into the camera range and notice it only show him from neck down.

'Daddy, I'm a bad girl and I need a hard spanking. Please daddy.'

'Put your arms behind your back Billie,' and when I do he binds them tightly together with some kind of Velcro restraints. He moves in front of me and looks at the camera. 'This faggot belongs to a Mistress who happens to live next door to me. He tried to leave her but she knew he would be back so she waited and while she waited she had a silent auction for the right to take her new sissy's virgin cunt. That's right guys, I'm going to punish this little faggot and then I'm going to fuck this virgin sissyboy and all you have to do is subscribe, $100, and you will be able to watch it all happen. Updates to the sissy's new life will be available to watch as they happen in the future. Believe me, the sissy will remember this night, and other nights and you will be happy you paid to see it. We will be back online in 30 minutes, subscribe now online. Before I go, a small preview.'

He comes over behind me, holding a leather paddle he picked up. His other hand goes to the back of my neck pushing my face into the bedspread and then he starts paddling me hard. I squirm trying to move but he holds me tightly and uses the paddle on me. Finally, he stops, pulls my face up making me look at the camera as I cry hard, tears running down my cheeks sobbing loudly.

'Only a preview boys.' Then he exits the website.

I can't even wipe the tears away as my wrists are still bound tightly behind my back. 'Daddy, please don't do this please,' really begging tears running down my face. My mind racing, my body feels on fire, confused, scared, feeling so out of control. Suddenly, he rolls me over onto my back and pulls me up to where my head is on the pillows. Then he leans over and kisses me. I feel his tongue between my lips and I open my mouth and his tongue slide into my mouth. I get a big body rush, making me shiver, as I can't help but suck on his tongue. I wanted it. Oh god, I did, I did.

He leans up laughing then slaps my hard. 'What a fucking little slut you are. I figured Sherrie was just boosting about her new sissyboy but you really are such a faggot,' he says taking my head in his hands and kissing me roughly. He forces his tongue deep in my mouth my lips pressed to his. My eyes close as another body rush makes my moan out loudly. He pushes my away, laughing at me again, as I fall back onto the bed.

'You ready to be a movie star sweetie?'

'Please don't do this Daddy, I promise I will do anything else if you don't let them see me. What if someone who knows me sees it?'

'I guess they would know what a sissy faggot you are. But you said you would do anything. Would you stick your tongue deep up my ass?'

The thought of it disgusts me but I answer, 'Yes Daddy, I will do that for you.'

'Will you drink my piss?'

Oh god, I can't imagine having to do that but maybe it's just a test and I really don't want him to fuck me with all those guys watching. My mind flashes the thought of wondering if any girls are going to be watching. 'Yes Daddy.'

'Say it bitch.'

'Daddy, I will drink your piss.'

Laughing, 'Well, that's all good to know but I promised the boys a show tonight and we don't want to disappoint them do we? 

'Please don't do this Daddy.'

'It's going to happen faggot. We are going to the playroom now and get things set up. Once we are online, I am going to show you what I think of older boys who run around in dresses begging for cock. You can fight it if you want but I'm going to punish you then fuck you till you accept what a sissy slut you really are. Faggot, you have no right to think about yourself as a man.'

He grabs my upper arm and pulls me to my feet and pushes me ahead of him and down the hall. I continue begging but he just ignores me. He opens a door and shoves me inside. I hear the door shut and a lock click. I turn to look at the room as he grabs my hair forcing me to my knees. It's time sissy boy.

You will have to wait to see what is going to happen to Billie.



A Mistress to Obey



I get into position.

'Head down, I don't want to look at you. If you are wearing panties and are told to present, you will leave your panties on. After all, I might not want my friends to know my slut has such a small cock.'

I lower my head. She just sits there, I assume looking at me.

'I asked you a question bitch. What kind of guy does this shit?'

'I'm not sure Mistress. I guess a guy who needs to give up control for a little while in his life.'

'No I will tell you what kind of guys do this. Wimps, sissies, faggots that's what kind of men do this. Which are you bitch or are you all three? We will find out boy, trust me. We will find out a lot about you boy. It's amazing what a boy might reveal if he finds himself in certain situations. It's time for us to go to the back room. It's the last room on the right, crawl back there bitch.'

I start crawling back there wondering what I have got myself into. I can feel her stare as she follows me. 

I turn into this dark room. The only lighting was red and very subdued. The window was covered shutting out all natural light. The walls of the room had been painted black. It looks like this was once two bedrooms where the wall has been knocked out to make one big room. The only material covering the various items in the room was black leather. There was a table about waist high with leather padding on top and large eyebolts down the length of the black wooden table. There was also a padded bench against another wall. . One wall was covered with whips, floggers, paddles, cuffs, padlocks and all kinds of other smbd toys. There was a stock and also a wooden X against one wall, everything painted black. It was much more than I expected and made me wonder just how far this lady was into this scene. It was rather scary but I knew I needed to be here.

The most dominating item in the room was the large straight chair, padded with fine leather, raised up onto a two-tier platform. There was no doubt that this was her throne chair. She shut the door and I heard the loud click of the lock. My mind was racing, the anticipation and yes, the fear, of what might be ahead. She lead me over to the middle of the room, facing the throne chair and I watched as she mounted her throne, turning sitting, crossing her legs and not even looking at me. 'Present.'

I sunk to my knees and assumed the position at the base of the platform, head down, very nervous.

'Why are you here?' she asks.

'I'm here to serve you Mistress. I want to show you that I can be a good sub for you and I will do my best to please you.'

'It's easy to say that but I have found that the commitment can disappear quickly when subs are tested. Are you one of those boys that can't back up what they promise?'

'Mistress, to tell you the truth I don't know. I think about this a lot, but like you said, thinking and doing are two different things. I would like to find out if these hidden desires of mine are something I can actually do or will I do as you mentioned, just wimp out.'

'Tell me about those hidden desires boy. I really don't care if it's embarrassing for you to talk about or not, in fact, I hope it is embarrassing. If you bore me boy, I will send you packing. I don't have time to waste on boys that can't keep me entertained and pleased. Tell me two things that excite you but you wonder how you would handle if they were actually going to happen. Impress me boy.'

My mind is racing thinking about what I want to tell her. What if what I mention disgusts her? What if I'm not manly enough for her?

'Well?'

I guess one would be to be with a Mistress and another couple in a private sitting. I don't know them, they are friends of hers. We would be relaxing, having a drink when Mistress starts talking to her friends about me. I can feel my face getting hotter as she tells them that she met me online and that I'm a submissive and was looking for a woman to use and abuseme. I hear them laughing. I wouldn't be able to look at them. She would question me and make me humiliate myself in front of her friends.'

'She would tell them she will show them what she means and makes me get up in the middle of the room and she would make me undress in front of them down to where all I'm wearing are the pink panties with white lace on the ass. It would be so hard for me to do that. It would get worse to the point where I would end up on my knees in front of the other guy begging to suck his cock. Then the women would watch me do that till the man shot his cum all over my face. Some of the comments made about me by the ladies were very demeaning and kind of hard to hear.'

'You are a bad boy aren't you,' she says laughing softly. 'I wondered whether you were a faggot or not. I guess a lot of people must wonder about that when they look at you.'

It's so humiliating to be talked to like this. 'I'm not gay but I do have some bisexual urges but only in situations where I feel forced.'

Laughing, 'I bet it doesn't look forced once you get a big cock in your mouth boy.' 

Looking down, thinking about what she probably thinks about me. I can feel my face getting red. 

'Ok, that's one. Tell me another.'

'I guess the second one would be to be emasculated and turned into a sissy sometimes when with you. It would be very hard for me to have to dress, walk, talk and behave like a sissy wimp. How much discipline and training would I have to endure till you were satisfied with my behavior and you knew I would do as told. Of course, I would want this kept in a private setting but could involve others if you felt it was necessary.'

'You might be worth keeping around for a while boy and see just what we have here. Is that what you want boy?' she asks staring down at me.

Looking down, 'Yes Mistress.'

'Look up at me. I will test you boy,' she states coldly. 'When we are together, I will be in control of you and I do not like to be disappointed. We will find out a lot about you boy. I can't guarantee you that you will like what we find. Do you understand?' 

'Yes Mistress,' I answer wondering what I'm getting myself into but know I must do this.

'Then beg me to be your Mistress.'

'Will you please be my Mistress? I will try to please you and do as told. I want to give up control to you. I need you to train me to be a good sub for you.'

'Just as I figured, you don't know much about begging but I'm sure we can do something about that. This is your last chance. You may get up and get dressed and leave, no hard feelings, or you can crawl to my feet and show me what a submissive wimp you are.' 

I find myself crawling up her throne till I'm at her feet and I lean forward and kiss each foot and when she doesn't react I start licking her high heels, making them shine.

'Head up boy.'

I lift my head from her heels and she crosses her legs and moves till the bottom on one of her heels is right in front of my face. She just looks at me, saying nothing and finally I lean forward and start licking the bottom of her heel. After a few minutes, she maneuvers it around till I'm sucking on the spike heel. She makes me clean both her shoes in this manner.' 

'Eyes down,' she says. 'I like hurting men like you boy. Taking them down a path to see what I can find. You know what I find don't you?'

I lower my head as she stands spreading her legs. I can feel her looking down at me. She towers over me. 'I'm not sure what you mean Mistress.'

'We already discussed it. Haven't you been paying attention? Now think about it and tell me what I find.'

Trying to remember what she might be talking about but can't think of anything.

'Well?'

Finally, remember one thing she said. 'You find wimps, sissies and faggots Mistress.'

'Very good boy. My. My. What does that say about you?'

'That I probably am a wimp, sissy or faggot Mistress.'

'Probably?'

'No Mistress, I would be one of those.'

'I think you already know what you are but you aren't even man enough to accept it. That is why boys like you come see women like me. Isn't that right boy?'

'Yes Mistress.'

'You get to feel like you are being forced into one of those roles against your will so it's ok, you really aren't a sissy or a fag. You are just doing it because you are forced. That will change, trust me. Imagine not being able to wait till you get home so you can get into your dress. Or maybe there's a woman waiting there for you, waiting to punish you just because she loves watching you cry and beg. No wait, maybe it's a guy. I wonder why he's there. Get up, stand here in front of me,' she orders. She reaches out and pulls my panties down off the bottom of my ass cheeks. 'Now get over my lap boy. It is time to start finding out more about you.'

She starts spanking me, pretty hard. It really stings but I force myself to take it and remain quiet. She doesn't stop and I'm not sure if she is spanking me harder or it's just sore already but the spanks start hurting more and more. I hear moans coming from me from her blows. She starts working the bottom of my ass cheeks hard and it really hurts. I reach a hand back to protect my stinging ass.

'Move your fucking hand now or you will regret it more than you can imagine. NOW BOY!!! If you try that again...let's just see that you don't. Understand?'

'Yes Mistress, it was just hurting a lot.'

'It's supposed to hurt a lot. It's the only way you learn. Now I must make sure it hurts even more since you don't know how to behave.'

She starts spanking me really hard now. I want to resist so bad but know I better not. Oh god, it hurts. I start crying out and I can feel tears coming to my eyes.

'Misbehaving only makes things worse boy. You will learn it best to do as you are told.'

I can't believe a hand spanking can hurt this bad but it's not long till I start crying and that seems to make her want to spank me harder. Soon it's a full blown cry job. I can't help it, it hurt so much. Finally, she stops and my sobbing is the only sound. My ass feels like it's on fire.

'See that corner boy she says, lifting my red face.'

'Yes Mistress.'

'Get your nose in that corner and keep it there till I tell you to move.'

I get up and get down off platform. I wipe the tears from my face.

'Did I tell you to wipe your tears away?'

'No Mistress, I'm sorry.'

'Maybe you need to get right back up here. Is that what you need to force you to do as you are told and only that?'

Sob, sob, 'No Mistress.'

'Get your sorry ass in the corner boy. Do you know what I feel when you say you are sorry boy?'

I move over sticking my nose in the corner. My panties are almost down to my knees. 'No Mistress.'

'It makes me feel like I must not be strict enough with your training because you are still obviously failing so I must not be training you hard enough.'

'Boys like you can piss me off so easily. I think it's best if I just get away from you for a little while.'

She walks over and pulls a black blanket off something and I see it's a small cage with iron bars. 'Here, now boy. Take your panties off.' 

I take my panties off and move over to the cage. When I get there she opens up one end of the cage and holds it open and looks at me not saying anything.

God, it's small. Only about 30" high, maybe wide enough you could lay down on your side but only long enough that I would have to keep my knees pulled up to fit in. I know what I must do. I get down on my hands and knees and crawl into the cage. I can hear the door come down and the click of the padlock. It's my first time ever confined like this and it seems so strange. Realize at the moment, I really am under her control. Feel a hand on my balls then feel them being gripped and pulled back making me back my ass back against the bars.

'We don't want you running all around in there do we?' 

I hear a soft laugh then feel a soft rope being wound around my balls pushing them down in the sacs. Then I feel her tug on the rope pulling my balls back between my legs. It doesn't hurt too bad but wouldn't want them pulled any further. Then I realize she is trying the rope to one of the bars and that I won't be able to move without pulling harder on my balls.

'There. That should hold you till I get back.' She reaches through the bars holding something. 'Make sure these are still on when I get back,' she says as she puts head phones on me. She pulls the black cover over the cage leaving me in total darkness.

Fuck. I can't see anything. I can't move without hurting my balls and know I can't hear anything except what's on the headphones. I start listening then realize it sounds like a guy crying. Then softly, the words start. "I'm a bad boy. I'm not a man at all. Then you hear spanking, and the crying becomes more intense. At first, it sounds rather masculine but as it continues his cries are softer, higher, more feminine. When it stops, his sobs fills my head.

Then more voices, very faint, just words, wimp, faggot, slut, sissy, cunt among others, over and over. Then voices telling saying how you are aren't a man at all and should stop acting like it. Then you hear two boys talking and their voices leave no doubt they are flaming fags talking about their daddies and how they love their cocks. I hear two women talking about their husbands and how much they have changed and how obedient they have become. The voices just go on and on, different things all the time and so soft that I really have to listen to hear them but I feel so isolated I listen. Lose track of time.

Really wanting to move, my knees getting sore but every time I try to move, the pressure on my balls increases and brings enough pain to keep me in place. My feet pressed back against the bars. I'm sure glad there is some padding on bottom of cage. How long is she going to leave me here? What if she leaves me alone like this all night? I think about how my knees would be hurting. How it would be so hard to be left like that. Realize I really hope she comes back soon. I need to try harder to please her so she doesn't leave me alone like this. It's so dark here and I can't hear anything but the recording. 

The recording starts changing. It starts talking about how much you want to be let out. I try to handle it better but the voice is almost hypnotizing. I'm all alone, left like this, so isolated and soon everything starts getting to me. It's so dark, if I could see anything it would help. Then the recording tells me maybe if I start begging to be let out, she might hear me and let me go. My mind digests this and makes me wonder if she might be out there just waiting for me to ask to be let out. The cage is starting to get to me and I know what I must do.

'Mistress, I will try harder to please you Mistress. I promise. I know it's my fault for being caged like this. I realize I have displeased you and that it's all my fault. If you let me out, I promise to do better. Are you there Mistress?' I wish I knew if she was there. God, I hope she is. I want out. I have to try harder to please her, realize that now. Try to move but my balls keep me in place. I feel so helpless and I try to stop it but soon I'm sobbing with tears running down my cheeks.

Stay in place as I try to hear if anyone is there but all I can hear are the earphones. As I listen, I hear a voice in the background. I couldn't tell if it came from the headphone or maybe she was there and her voice louder than the recording? Why can't I tell that? Then my mind switches to the words I heard. 'Call that begging, you want out you better fucking beg like the bitch you are.'

Maybe she is here and can hear me. I start begging her to let me out, offering to do whatever she wanted me to do. I apologized over and over telling her that I'm new to this but now I understand that my behavior is not acceptable and I have to stop thinking that I have any say in things. I tell her I will act much more submissive. Finally, I'm just begging her to let me out. I can't stop the sobbing.

I become quiet hoping so badly to hear anything but nothing happens. Sob, sob, I thought she was there and feel so disappointed. Then I get another idea. 'Mistress, please take me from the cage and punish me for my behavior. I know I need to learn and want you to punish me. Please Mistress, please let me out so you can punish me and teach me to obey. Please, please,' realize my voice sounding so weak and wimpy. I can't help it, I want out. 'Please beat me,' sob, sob.

Suddenly, the black cover is pulled off. The lighting still very subdued but I see her black high heels in front of my face.

'I'm going to leave you in here all night boy,' her voice cold.

'No please Mistress, please let me out. I will do anything you want. Please don't leave me here, please,' begging her.

'Really, you seemed rather hesitant at times earlier this evening. It makes it hard for me to believe you. I guess I need some convincing,' she says as she places one of her heels between the bars of the cage.

I look at the shiny black high heel and know what she expects of me but her hoe is several inches in front of me. I lean down more trying to stretch out far enough to kiss her shoe. I stretch out as far as I can without hurting my balls too bad but still come up an inch or so from her shoe.

'Convince me boy.'

I force myself to stretch more and I feel the rope pulling my balls tight into bottom of my nut sack and it's starting to really hurt. Look down and I'm almost to the toe of her shoe. I know what I must do. I press forward and the pain in my balls become intense but I force myself through it and press forward and place my lips on the shoe and kiss it. Oh god, my balls really hurt and I move back as soon as I finish kissing her shoe. She doesn't say anything but removes her foot and places her other shoe through the bars just a little further from me than the other one was.

'Don't take all fucking day this time bitch or maybe you want left alone again.'

I force myself forward and the pain in my balls almost overwhelms me but I press forward till I can kiss her high heeled shoe. Oh god, lean back and try to handle the pain and as I look I see her remove her foot and then replacing it with the other again. Oh no, it hurts so badly.

'You did say anything, didn't you boy?'

I cry out as I force myself forward and kiss her foot again. Crying hard as she switches feet again. I do what I must. Hear her laugh and move away. See her picking up the cover. 'No please, don't leave me here. I will be good, I promise. Please Mistress, please.'

'You really are a whiny little boy aren't you?'

'Yes Mistress, I'm sorry I'm not more manly Mistress.'

'Do you miss your panties boy?' her voice teasing.

'Yes Mistress, I want to wear panties for you. I really do,' I plead. The thought of being kept in panties is embarrassing but right now I will tell her anything I think she wants to hear so she doesn't leave me here. My balls hurting so badly now and to be left like this is frightening.

'You want to be my little sissyboy?' she asks. 'When I saw you, I didn't really see much masculine about you. It doesn't surprise me what a wuss you are.'

It's very humiliating to be talked to like this but look at the situation. I'm caged, naked, been crying a lot and have been begging to do as she wants. How could she look at me and see anything manly? 'Yes Mistress, I want to be your sissyboy.'

'Then fucking start acting like it and stop pretending that you are any kind of a man at all. You're nothing but a fucking sissy wimp.'

Sobbing as I listen to her.

'I'm going to let you out now and see if you have learned anything. There is a bathroom just outside the door. I want you to take a shower and clean up. I will leave you something to wear out here when you come back. You get dressed and come back to the living room.'

'Yes Mistress.' So relieved when I feel her untying my balls but the pain hits again as they are released from the tight binding. Moan out from the pain.




A Mistress to Obey



'You really are a wimp.'

Feel like I'm being overwhelmed. Didn't really think it would get this intense this quickly. Before, in this kind of play, I always still felt that I had control of things but realize this is different. The way she talks to me leaves little doubt of what she thinks of me. My mind rushes as I think what she might have planned. What if it's too much for me? Do I dare not do it or what might she do to me. What if she would cage me again? I don't want that and better try harder to please her. She lifts the cage door and I back out. My balls still hurting so badly. 

'Don't take all day bitch. You don't want to keep me waiting.'

She leaves and I get up and try to work out all the kinks from being in the cage. Rubbing my balls trying to ease the pain. I go into the bathroom and take a nice hot shower. It feels so good. Then go back into the other room and see the clothes laid out on the table. All that is there is the pair of pink panties with the white ruffles on the ass and a pink camisole. I put them on and I feel so stupid in them. The camisole has pink fluffy trim all along the bottom and has puffy sleeves. On the floor is a pair of pink slippers with 3" heels and pink fluffy ball on the toes. Look at myself in the mirror and realize how ridicules I look, but the thought of not wearing these things like she told me to, is not an option.

I force myself to walk back into the living room. The heels make me take small steps and I try to walk in a rather feminine manner. I feel this is probably what she expects of me and don't want to make her angry so I try to act as fem as I can when I enter. I walk into the living room and she is sitting in her soft chair and I move towards her when I see another lady sitting on the couch. The humiliation is instant as I realize what I must look like. I just stop there not knowing what to do. When I think about how I was walking and trying to act more fem when I came into the room only adds to the humiliation. Mistress gets up out of her chair and walks over to me. She rubs the back of her hand lightly over my cheek. It feels so nice.

'Ann, this is my new sissyboy billie. We have been getting to know each other haven't we sweetie?'

So humiliated standing there dressed like I am. Looking down, not making eye contact with anyone. Can't stop thinking about the look on the other lady's face. The look was what I would call a smirk. She looks like she was enjoying my discomfort.

She moves in front of me. 'I have just started her training. You will have to excuse her lack of manners. She forces me to make her remember her place.'

Suddenly, she knees me right on my sore balls. I drop to my knees grabbing my crotch as I bend over trying to minimize the pain.

'Where is your place when ladies are present sissyboy?'

'On my knees Mistress,' I say realizing my voice is a little higher than normal. I can't believe there is another lady here.

Mistress laughs, 'now you even sound like a sissy, maybe you need a knee more often to make sure you remember how to talk. Say hello to Mistress Ann.'

I look up, trying to look at her but so embarrassed that it's hard to make eye contact. Thinking about what she said, it try to keep my voice a little higher, 'Hello Mistress Ann.' She gives me a cold look then turn to Mistress.

'Where did you find this wimp?' she asks.

'The internet of course Ann. Place is full of weak men that need women like us. How is Chrissy's training going?'

'The little bitch was rather resistant at first but a couple evening all alone with her thoughts, made her realize how things were going to be. She's up to two weeks with her little cock locked away now. Think she is going to work out well.'

Listening, I realize that they are talking about another guy but they keep using feminine pronouns when talking about him. It makes me wonder if the nights alone were in a cage. There is something scary about Mistress Ann. She doesn't look like a woman you would want to displease. Think about how difficult it would be to be locked up, not being able to masturbate.

'What do you think of him Ann?'

'I don't know. I kind of like starting out with a man and turning them. Of course, sometimes it's fun to see how far wimps like him will go to please you. Guess I just like guys to be at least a little manly and I don't see that in him. Just look at him and the way he pranced in here like a little fairy.'

So embarrassing to be kneeling there as they demean me. Both of the ladies fully dressed and there I am in pink. Head down, rather worried where this might be heading. I see Mistress motion me over to her and I crawl over and she presses my head down to her heels. 

'Clean them sissyboy.'

I start licking her heels as I listen to them.

'Ann, I still owe you for the night you let me borrow Chrissy. I thought maybe I could pay you back tonight if you liked him. I know what you like and think it might be just what he needs.'

Well, at least they are referring to me as him and not her now. The thought of spending time with Mistress Ann frightens me. She looked like she could be...you know...a real bitch. Hoping maybe what she said about me not being very manly might make her pass.

'I think I would like that Sherrie. I do want to get him out of his panties though. I think you still have that leather jockstrap don't you?'

'Of course Ann, not all my little boys are wimps like him. Back room sissyboy. NOW!!'

I start crawling back to the back room and can hear you both behind me.

'He does have a nice ass Sherrie, you tapped it yet,' Ann asks.

'Not yet, my bitches have to earn that and he's got a long way to go.'

We get back into the room and I hear it lock behind us again. I'm told to get up and take everything off and I'm standing there naked. My Mistress hands me a black leather jockstrap and I pull it on. It has a hole in the crotch and I pull my cock through the hole. Damn, I wish it would get hard so it didn't look so small.

'I can see why he acts like he does now, kind of hard to be manly with a tiny fucking cock like he has,' Ann states. 'I want to hook him up Sherrie, will you lower the cuffs.'

Mistress goes over to the wall and hits a switch, and a wooden beam with a pair of leather cuffs attached to it, descends from the ceiling and it's not long till my wrists are firmly cuffed. Then leather cuffs are hooked around my ankles and they are spread wide and hooked to chains coming from opposite walls. Then Mistress goes back to the wall and hits the switch again and the chains start lifting. She doesn't stop till I'm stretched out, my feet just barely on the floor.

Mistress Ann walks over in front of me and holds up a red leather ball gag. 'You are going to need this boy,' she says as she shoves it into my mouth and fastens it behind my head.

I'm feeling very worried about this. I watch Mistress go sit down on her throne just looking at us. Mistress Ann goes over to the wall and takes down a black leather flogger. She walks back in forth in front of me cradling the flogger.

'Look at me boy.'

I look up at her and I feel fear. I can feel this woman wants to hurt me and Mistress is going to let her.

'You probably thought that you were man enough to handle this and already I see the doubt on your face. Mistress Sherrie has started you on your path of discovery and I just want to take you on a little side trip to show you something. You don't mind do you boy?'

Really scared now of this lady. I shake my head no even though I don't want this at all and wish Mistress would come to my rescue. She moves behind me and I turn to try and look at her.

'Turn around bitch.'

Then it starts, first high on my back and then working down my back. It hurts but not that bad and think that I'm going to be able to handle it alright.

'Do you like warming them up Sherrie? I do, you know, letting them think this isn't so bad. They were all worried for nothing. You know what I mean?'

'Yes, it does make it better doesn't it?' Mistress replies.

'Yes but now, let whip this boy,' she says bringing the flogger down hard across my back.

I try to cry out but little comes out from behind the gag. Then over and over on my back till I'm cry hard, trying to avoid the blows but can't and just take it. Finally she stops and Mistress Ann comes around in front of me.

'That wasn't so bad now was it?' she asks, a cruel smile on her face. 'You deserve a reward.'

She kneels down in front of me and I can't believe it when she sucks my cock into her mouth and starts sucking me. It feels so good almost helping me forget the pain as I feel myself starting to react and get hard. Her mouth is so wet and so warm. Then I jerk as I feel pain in my cock. It takes me a moment to realize that she bite my cock. Then she does it again, her teeth feel so sharp as I try to pull away. She grabs my balls and pulls me back to her.

'Look at me boy,' she orders.

When I look down I see my cock in her hand, her mouth open and she places the head of my cock between her teeth and bites down on it as she makes me watch. It hurts badly and it's all I can do to take it. Then it feels like she started chewing on the head of my cock. I scream into the gag. Finally, she releases my cock but squeezes my balls hard. 

'You are going to be a good boy for Mistress Sherrie and become whatever she decides she wants you to be, aren't you boy.'

'Yes Mistress Ann, I will be a good boy and obey her.'

'Good boy, now let's take care of that ass of yours. I just love flogging a nice back like yours but for that ass I really think a paddle will be best don't you boy?'

Sobbing loudly, trying to handle what is happening. I feel her hand grab my balls and squeeze, digging her nails in.

'I asked you a question boy.'

Not wanting too but too scared not too. 'Yes Mistress, I think a paddle will help me learn.' I watched her go over to the wall and take down a paddle. She brings it over looking at it as she stops in front of me. I can see the paddle now. It's all black leather, shaped rather like a ping pong paddle but the paddle being elongated a little making it less round and more into an almond shape. The paddle section about 12" long and 5" wide at its widest. She brings the paddle up to my lips and holds it against the ball in my mouth making it seems like I'm kissing the paddle. The look on her face says it all as far as what she thinks of me.

She moves behind me and it starts. The sting of the first blow surprises me and I cry out. The sound of the paddle hitting my ass is so loud. Then the blows come one right after the other till I'm jerking around in the chains trying to avoid the blows. Crying hard, my ass feels on fire. Then it stops and I try to compose myself and I'm sobbing loudly. Suddenly, another hard blow and I realize she isn't done.

My ass so sore. Can hear her walking up close behind me and feel her nails on the bottom of both ass cheeks and then she start scratching her nails up slowly. It's hurts but also feels so erotic that I find myself pushing my ass back. She rakes my ass several times and I'm surprised to find myself moaning more than sobbing. Then she takes the paddle again and gives me ten more hard whacks. Crying again,it hurts so bad.

'Thank me boy,' her breathe hot in my ear.

I can feel the tears running down my cheeks as I thank her trying to sound as sincere as I can. The last thing I want to do is displease her in any way.

'Thank you Sherrie, I needed that,' Mistress Ann says as she tries to quiet her breathing.

'You're welcome Ann, I do so like watching you work a boy. It's nice knowing that if I encounter any problems, I can always ask you to come over and help me make my boy understand his place.'

'I hope you do that, maybe Chrissy and him could spend some time amusing us. I better get going. Chrissy had an appointment tonight but she should be getting home soon and I need to be there and make sure the client was satisfied. I need to stay on top of things with Chrissy. She just started meeting clients for me.'

'I didn't realize he had reached that point already Ann. You really are an impressive trainer.'

Laughing Ann replies, 'You just have to understand that you know what they need better than they do and have to convince them to think that way and as you know, I have my ways of convincing them.'

'Yes you definitely have a way about you Ann, sometimes I wish I were more like you.'

'You will get there. You just need to concentrate on your needs and mold them accordingly. You really have to stop being so concerned about them, they don't deserve it. It's not what they want or need, they need firm control and discipline.'

'Thanks Ann, I know sometimes I'm too soft. I really appreciate you help.'

'Any time Sherrie. I got to go,' and she leaves.

Mistress walks over to me and just looks at me for a few minutes. Figure my eyes are probably red from the crying and know the tears that have run down my face are obvious. I have trouble making eye contact looking down embarrassed by my behavior. Finally she walks over and hits the switch and lowers the chains and she releases my wrists and ankles. I stay on the floor and when I'm released I crawl over on my stomach till my lips are on her shoe kissing and licking it.

'She thinks I'm too soft on you boy. Maybe I am, maybe you need someone more like Mistress Ann.'

'No Mistress, you are perfect. I want to serve you so badly. I promise I will do better.' My pleading genuine, the last thing I want is for her to ask Mistress Ann back over.

'I want obedient, I want total commitment to my wishes. Present.'

She walks away as I get up on my knees spreading them as wide as I can, hands behind my back, back straight, eyes down. When she comes back she places a saucer in front of me.

'You will jack off your cock and I want all your cum in the saucer boy. Tell me why I want you to cum in the saucer. Look at me.'

I look up at her and know what she expects to hear. 'You want me to cum in the saucer so I can lick it up Mistress.'

'I would never expect you to do that unless you wanted to do it for your Mistress.'

Thinking about all the times I have thought about eating my own cum but once I come the last thing I want is to lick it up but knowing the situation here, there is only one acceptable response. 'I want to lick it up Mistress if it would please you.'

'It would please me, now begin, masturbate for your Mistress, show her what a good boy you want to be for her.'

I start stroking and my cock is hard. Mistress talks to me, telling me she enjoyed watching Mistress Ann punish me. She tells me how she enjoys watching me cry and how my sobs make her pussy so wet. She tells me how turned on her got watching Mistress Ann chew on my cock and tells me how much Mistress Ann enjoys doing that and tells her how she really needs to see if she would like it.

'Come on boy, jack off that cock for your Mistress, show her how much cum you can shoot for her. Be my good little stroke boy, jack it fast for your Mistress. I'm going to count you down from ten boy. You will come when I say "cum." You will cum or I will be so disappointed.'

Stroking myself, know I'm close. She starts counting me down and I'm not sure I will last that long. Finally she get to one and then she tells me to cum and I cum hard shooting a big load into the saucer. Can't believe how good that felt.

'Good boy, now show Mistress just how big of a wimp you are, lick up your cum for me.'

I really don't want to do that, but know that if I don't, she will be disappointed in me so I lean down and start licking it up. It's so nasty and hard for me to do but I force myself to lick it all up.

'Very good boy, it's time for you to go home and think about what happened tonight. I will be getting in touch with you. I will give you a week to do as told as far as the panties but that is not negotiable. Now get up and get dressed.'

I get dressed and she shows me out. My mind races as I drive home. Looking forward to getting home and just relax and think about this encounter. It was intense but finally was an experience that was unforgettable. What might this lady expect from me and is going forward something I want now that I have had this experience. Know it will be on my mind as I what I will do and will have to see what happens. What will I do? What do you think?