9 comments/ 34525 views/ 21 favorites Caught in Her Panties By: Knightofround In the past few months I have been curious about myself. I am a straight guy, always have been, but thats not to say I haven't had fantasies about trying something new. A girl I dated a few years back was a big freak. She was very dominate and loved forcing herself on me, both in private and public. She would tie me down and penetrate my ass with her vibrators. I grew to really enjoy the humiliation she would put me through. I would sometimes beg for her to buy a strapon and take things a bit farther, but it never happened. I never even had a thought about substituting the vibrator with a real dick until recently. Just out of no where these fantasies are been popping up in my mind. I haven't shared these fantasies with my wife because I never planned on acting on any of these ideas. But to satisfy my curiosity I started to watch some bisexual porn, both one on one and in threesomes. It worked for me but increased my desire for it dramatically. I loved the humiliation that was forced onto one of the guys. One day while my wife was at work I had gotten really horny and decided to watch some porn. I came across something different than my usual videos. This one was about a guy being forced to dress in women's clothing and being taken by group of men and women. Crossdressing had never really been something that sparks my interest, until now. I watched a few more videos that had crossdressing themes just to get a feel for what it was about. I am a tall and thin guy. Six foot and a hundred forty pounds. I have the build of a tall slender female, minus the tits. My wife, though short, is still slim in the waist so fitting into her underwear shouldn't be an issue. I decided to give it a shot. If I didn't like it then that was that, no harm done. I went into her drawer and pulled out a few pairs of panties. The first I tried on was a sexy pair of bright blue panties. It fit perfectly around my waist and felt great on my cock. Everything fit in these perfectly. Looking in the mirror and seeing myself really set me off. I had to take care of this hard on. I grabbed my cock and rubbed one off right there on the spot. I kept my dick inside the panties the whole time. The feeling of the lace rubbing up and down my shaft was nothing like I have felt before. It didn't take me long to cum and when I did I just let it soak into the lace. It was an amazing thing seeing myself in the mirror with cum soaked panties. I couldn't let my wife know what I did so I put them in the wash to get cleaned. This became a normal thing for me for the next couple of weeks. I would try on a new pair, cum in them and put them into the washer. One day I got the craving of wanting to feel something in my ass. It has been a long tie since anything penetrated by hole, but thinking back just brought back the memory of how great it felt. I went through my wife's toys and grabbed one of her vibrators. It was only three inches long and maybe an inch wide. I would sit on the floor on my hands and knees and use on hand to pleasure my ass with the toy for a few minutes. I would keep the panties on and just work around them. When I was ready to cum, I would just flip over and spray all over myself. I would even watch some porn while doing this to get better pictures in my mind. One day after a long stressful day at work, I was looking forward to going home and having a good session with a new red thong that my wife bought yesterday. She wouldn't be home for about two hours after me so I knew I had time to really enjoy myself. The whole ride home I was thinking about how it would feel. I planned on using my wife's larger seven inch dildo this time. As I pulled up to my apartment I noticed that my wife's car was in the parking lot. She must have been done work early. This disappointed me a little bit but it is what it is. When I entered the apartment I saw my wife sitting on the couch with the laptop in her lap. I heard the moaning of sex from the speakers. She looked up at me with a little anger in expression. She held up a pair of panties that was crusted with my cum. "I found this two weeks ago," she started to say. "I was wondering why there was cum in them. I knew it wasn't from from we would fuck because I always take them off. So I decided to set the webcam to record while I went to work. I came home to see this last week," she turns the laptop to face me. It was a video of me masterbating in her panties, fucking my ass with her vibrator and watching a porn of a guy dressed as a school girl being fucked by another guy. I just stood there not sure what to say. I was bad enough that she found a pair I forgot to wash, but seeing a video was just really bad. "How long have you been doing this Jack?" "Almost two months..." I respond embarrassed, "For two months you have been crossdressing, watching gay porn and fucking your ass with my toys?" she asks while she closes the laptop. I don't respond. I just stand there with my head hanging down. She stands and walks towards me, cum covered panties in hand. She holds them up and pushes them into my face. I lean back to try and get away but she just closes the distance until they are against my nose. "I have been thinking of what to do for the past week about this. I am going to hold on to these as they are and the video is saved and backed up in different locations. If you do not do as I say, I will upload the video and email it to everyone we know. Do you understand" she lowers the panties from my nose and looks at me with anger in her eyes. "Yes," I say. "Just don't show that to anyone, please! It would ruin me. What do you want?" "First you need to shower," she turns and walks back over to the laptop. I stand there confused as to what she had planned. She returns to the laptop and starts the video of me again. She watches closely. At the same time I see her typing something. I can't make out what it is or if its to someone. She looks up at me and says, "Shower, NOW!" I head to the bathroom and get into the shower. A minute or so later, while I am rinsing out my hair, Mary walks into the bathroom. She opens the shower door and says, "I want you fully cleaned, shaved also." She hands me the razor and shaving cream. "I don't want a single strand of hair on your body except for your head." She closes the door and leaves the bathroom. It takes me another twenty minutes to shave my face, chest, legs, balls and ass. I step out of the shower, dry off and walk into the bedroom. I get out a pair of boxers and start to put them on. When I get one foot in, the door to the bedroom opens and Mary walks in. "I don't think mens underwear is good enough for you anymore. Put these on." She throws a pair of neon green silk and lace panties at me. "I bought these as a special gift to wear for you, but seeing as you like to wear my shit, you can try them on first." I am hesitant to put them on but slowly get them up around my waist. They fit better than any I worn before. The back was silk and formed to my ass perfectly ending about mid-cheek. The front was see through lace and fit around my package nicely. The material felt great and I started to get hard instantly. Seeing my cock grow, my wife shakes her head a bit aggravated. "I can't believe this gets you turned on faster than seeing me naked. You are a little sissy aren't you?" I just stood there with a fully erect cock bulging out against the panties. I was taken back by her words. I didn't know how to respond. "I asked you a question sissy! You love dressing up like a girl don't you?" I nod and say yes in a low voice. "Get on the bed on your stomach .," Mary demands. I do as she says. "For the past few days, I have gone through your internet history and watched what you watched. I have come to the conclusion that you really love the idea of something in your ass." I hear her walk over to the closet and open the door. I couldn't see what she was doing but I heard a bag. She walks back over to the bed and drops the bag on the floor. "So I went out and bought a nice toy for you. Its a little wider than my inch wide vibrator but from the looks of the cocks in the porn, you'll want something bigger than even this." Mary pulls the back of my panties aside, spreads my cheeks apart and spits directly onto my hole. "You want to dress like a bitch, you will be treated as such." She shoves the toy into my ass with a great amount of force and very little lubrication. I cried out in pain as my hole was split open. "You will keep this plug in your ass until I say otherwise, got it?" She says to me as she pushes the plug in as far as it will go. "Y...Yes," I respond with pain in my voice. This was twice as wide of what I was used to and maybe just under four inches long. I always used a ton of lube and worked my hole open slowly with my pinky finger. She fixes the panties and steps away from me. "Now get off the bed and kneel in front of me sissy!" I do as she says. Kneeling down in front of her she undoes the button of her pants and takes them off. She grabs my hair and pulls me towards her crotch. "Eat my pussy until I cum sissy boy." With my back to bed she grinds into my face with such force I am pushed back and down onto the heels of my feet which push the plug in deeper. She holds my face against her pussy as I lick. I try and pull back to catch a breath but she just pulls me back in before I could get a full breath. Her moans grow louder and faster. She pushes as hard as she can into my face as she shakes with the oncoming orgasm. Applying more pressure to my face, she pushes my head back against the bed. As she cums, she grabs my hair pulling me closer. Once finished she pushes me away and pulls her pants back up. "You can stand and finish getting dressed. We are going out." Mary walks over to where my clothes were kept. She opens a drawer and grabs a pair of tight skinny jeans. Then she reaches into the closet and pulls out on of my old t-shirts. The shirt was a bit small, ending at my waist. If I moved my arms in any direction, the shirt lifted up exposing my lower back and stomach, which is why I haven't worn it in a long time. She throws the clothes at me and leaves the bedroom. I get dressed quickly and exit the bedroom. I have never shaved my whole body before so the feeling of smooth skin against m clothes was very stimulating. My wife is standing by the door ready to go. She looks at me and shakes her head. "Well that won't do." She walks towards me and slowly takes off my belt. She leans in close and whisper into my ear is a very seductive tone, "You can't show off your panties if the pants never slip down." "I don't want anyone to see that I am wearing theses," I respond t her. "If they can't be seen, I won't be happy. If I am not happy then bad things happen to you." She sucks on my ear for a moment. Looking down she sees the bulge in my pants. "Thats what I thought." "What do you have planned?" I ask curious about her intentions. "If I told you, that would ruin all the fun!" She grabs my ass cheeks and pulls them apart putting tension on the toy buried in me. "Lets get going." We leave the apartment and get into the car. Mary's vehicle is an old Jeep wrangler. With the top and doors off, everyone would be able to see panties peaking out from my pants. I moan at the feeling of the plug being pushed deeper as I sit down. My wife looks at me with an evil smirk. "Seeing as you love the feeling, I am going to hit every speed bump and pothole along the way." She speeds away heading towards downtown. I can feel the back of my pants are low exposing the neon green panties to the public. Of course we are stopped at every red light the time we were driving. At every light, another car pulls along side and the driver looks over. I can't tell if they see anything because I never look back. I couldn't bring myself to know. After driving, in what seems like circles, for a bit she pulls into a parking lot of a bar. She parks the jeep in the back far corner. "Can we please go somewhere less public? I agreed to do this so no one would see what I am wearing..."I try to plea my way out. Mary turns the car off and looks at me. "You agreed to do this so I wouldn't upload you fucking your sissy ass while watching gay porn!" She opens the door and gets out. I follow shortly after. We enter the building and Mary decides that we need a seat at the bar so I can be seen. She picks a seat that can be viewed by anyone entering the bar. As I sit I try and pull my pants up and shirt down to hide the obvious. "I don't think so sissy," Mary says. She reaches over and pulls the back of my pants down enough to show almost two inches of the bright green panties. She grabs my shoulder and pushes me down onto the wooden stool with enough force to push the plug in deep. I squirm slightly trying to get used to the feeling of having something in my ass for this long. Mary smiles as she notices my discomfort. The bartender walks over and speaks to me, "What would like?" I as start to answer, Mary cuts in, "I'll have a beer and my sissy husband here will take an appletini." She smacks my ass lightly in a teasing matter. The bartender looks at me and laughs before walking away to get our drinks. "Did you have to say that?" I ask Mary. She just giggles and looks around the bar. "Oh sissy, a lot of people are noticing your sexy underwear!" I lower my head trying to hide my face. Out of the corner of my eye I can see a few people looking at me. Some are laughing and pointing it out to the people they are with. Others are just staring waiting to see what else was going to happen. A few minutes go by and the bartender brings us our drinks. "You are drawing attention to yourself sissy," he says setting the drinks down in front of us. He looks at Mary and says, "A friendly warning, you may want to take it easy showing him off. There are a few people here, both men and women, that Will jump at a chance to get a piece." He looks back at me. "And its obvious this is your first time. That makes it more appealing." He collects the money for our drinks and walks away. "Did you hear that?" Mary says to me. "If you don't behave yourself, I'll find someone that will abuse your little sissy ass!" The last part was said loud enough for the surrounding people to hear. I noticed a few walk a little closer hoping to get a chance. "Drink your appletini sissy," Mary pushes the drink closer to me. I bring the glass to my mouth and take a sip. "Theres something I didn't tell you sissy," Mary reaches into her purse and pulls out a small black remote. "The object I inserted into you is also a vibrator!" As I start to take another sip of my drink, Mary presses a button on the remote. The butt plug in my ass starts to vibrate violently. I dropped my glass from being startled by the sudden movement of the toy that is buried in me. The green fluid spills all over my shirt and jeans. I stand quickly and reach for some napkins to wipe myself off. "Sit down sissy!" my wife yells loudly at me. As I sit i notice that the back of my pants have fallen down a bit more. If it wasn't noticeable enough before, it is now. The entire top half of my ass was hanging out showing more of the green panties. "How dare you spill a drink that was bought for you! Its extremely rude!" She had everyone's attention at that point. "I'm...I'm sorry, I was just startled..." I try to apologize but she wants nothing of it. She finishes the rest of her beer and stands. "Lets go sissy, you need to be punished!" Grabbing my hair, she starts to pull me with her towards the exit of the building. Because I am close to six inches taller than her, the force has me bent down allowing anyone behind me a good view of my exposed ass. As we get close to the exit, a man steps in front of both of us. "I enjoyed the show you put on for everyone to see," the man spoke to Mary pretending I wasn't even there. He was taller than me by at least four inches, close to two hundred and fifty pounds of, what looked like, solid muscle and a large bulge in his pants. "If you want to take things further, here is my number. My name is Bill. Give me a call and I will do anything you need." He looks at me, smiles and turns back to my wife and continues speaking. "And I do mean anything." I try to protest but Mary just giggles with excitement and takes his number. "Maybe I will take you up on that." Bill steps aside and we leave. "You aren't going to call him are you?" I ask her with a little anger in my voice. "This was supposed to be just for tonight. There is no need to keep this going and bring someone else in." Mary turns off the vibrations of the plug and puts the remote back in her purse. "I didn't plan on doing anything else past tonight but you seem to really enjoy being a sissy!" She exclaim grabbing my hard cock through my jeans. We walk to the car that is parked in the back corner of the parking lot. She leans against the car and pulls me in for a deep kiss. I can tell by her kisses that she was really horny. "I want you to eat me out!" I pull away from her and go to open the door for the car. She pushes me away from the door and slams it shut. "No, right out here." I start to protest because of how public it was. She stops me before I can say anything. "It's late at night on a Thursday, be thankful I am not having you do it during the peak of business." She was right, the side of the car was out of view unless someone walked right by this way which wasn't needed because there was nothing but a wall there. "Just warn me if people are coming." I start to go to my knees but she pulls me back up. Mary walks to the front of the car, lowers her pants and sits on the hood. "But the hood is visible by anyone looking this way!" I protest. "Then you better make it quick and hope no one looks this way! Now get to work sissy before I make things worse for you!" She spreads her legs apart exposing her beautiful wet lips waiting to be worshipped. "Mary can we please do this in the car? I...I don't want to risk the cops being called on us." I try to talk her out of it but he just shook her head and pointed to her pussy. I try to speak again but she cuts me off. "Damnit sissy," she yells at me. "I told you I would make it worse if you argued. Pull your pants down. I want your ass exposed for the world to see how much you love wearing women's panties. You also can't kneel and hide yourself either. You must bend at the waist and stick your ass in the air! Get over here now before I have you strip completely and I call Bill to come fuck your ass! I bet his cock is much larger than the plug." I may have watched gay porn and had fantasies of being fucked by a guy, but it wasn't something I wanted to happen. Especially not like this. I walked to the front of the car and bent at the waist. I placed my elbows on the hood of the car and started to lick Mary's pussy. She was so wet. The light above the car was bright enough to illuminate the area and make it obvious for anyone looking this direction to see. She lays back against the hood of the car allowing me a better angle to get myself deeper. I rub my tongue all over my wife's pussy, occasionally burying it as deep as I can inside her. Mary starts to breath faster and moan louder as her orgasm starts to build. After a minute or so, my wife arches her back and uses her feet to push her hips higher into the air. With one hand she reaches down and grabs my hair. "Lick my ass sissy!" She screams and pulls my head down. I have to turn my head slightly and lift my ass higher into the air to get a good angle. She lets go of my hair and starts to rub her clit. As my tongue explores her hole, Mary starts to rub herself faster. After another minute or so, Mary moans loudly as her orgasm takes over. She sits up slowly trying to catch her breath. She then puts both hands on my shoulders. "Nicely done sissy. Now get off me!" Caught in Her Panties Mary pushed me away with enough force to make me stumble back, trip over my pants around my knees and fall back onto the ground. I hit the ground with enough force and at the right angle that the butt plug was forced out. It happened so quickly that the force of it leaving made me cry out in pain. As Mary was standing and pulling her pants up she noticed that the plug had fallen out. She grabbed me by the hair and pulled me to my feet. She pushes me down onto the hood of the car slamming my face down onto the car. It was hard enough that I was sure it was going to bruise my cheek. "I told you to keep that in your ass sissy! Don't fucking move!" She lets go of me and walks away. "You must now be punished for not listening!" Mary yells walking back towards me. "You are just lucky I don't have anything really big on me!" Mary leans in close to my ear and whispers softly."This may hurt a little because I refuse to lube it up any for you.! Plus there are small pebbles stuck to it. I will not remove them." I feel her hand pull one of my cheeks apart from the other and I knew what was coming. I felt the plug being inserted quickly into my ass. She stopped just at the widest point and kept me stretched out. She pulled it out slowly then shoved it deep back in. The pebbles felt like sandpaper against my hole. It hurt like a bitch. Mary started to fuck my ass quickly and very hard. I was screaming in both pain and pleasure. My cock was rock hard and in need of release. Just out of instinct, I reach for my throbbing cock. Mary shoves the plug deep into my ass and lets go. She grabs my hand and hair, turns me around and pushes me back down onto the car. She releases my hand and slaps my face. "A sissy is NOT allowed to cum! Try that again and the pain from the debris on the plug will be nothing compared to what I will do to you. Now take off all your clothes except for your panties and get in the car." After the abuse my ass just got, I didn't want to make things worse. I took everything off and handed them to her. She puts them into the back seat and gets in the car. Just as I start to walk around the vehicle I hear a sound behind me. I turn around to see Bill standing less that ten feet away. I quickly get into the Jeep before I found out how much he saw. Mary starts the car and begins to pull away. As we pass by Bill I can hear him speak loudly to Mary. "That show was better than the one inside. I look forward to your call." We pass by and he yells loud enough for us to just make out his final words. "I also look forward to fucking your ass Sissy boy!" Not a word was spoken as we drove home. Mary had turned on the inside lights for the drive so anyone that was next to us could look in and see me, and there was a few that did. She pulled into the parking lot of our apartment and parked as far as she could from our door. There was a spot right in front of the door, so why would she park so far away? She gets out of the car, grabs my clothes from the back seat and starts to walk towards the apartment. My wife pauses and looks back at me still sitting in the car. She yells loud enough for all to hear. "Lets go sissy! You need to show off your sissy body to everyone!" She had my clothes and it was cold outside so I couldn't just stay in the car forever. I looked around and didn't see anyone nearby. Maybe I could get to the apartment before anyone showed up. I walked as fast as I could to our door. My cock has shriveled up due to the cold and it was barely noticeable in the panties. I finally reached the door before Mary and was thankful that no one was outside. Mary, after taking her time, reached our door, unlocked it and started to open the door. She enters the apartment and closes the door behind her before I could get inside. "You were in such a hurry that no one was able to see you. Don't you want to be seen sissy?" Mary asks from inside the apartment. I put my hands around my cock and shiver. "No, people here know me! Its cold and humiliating to stand out here like this! Let me in!" I reach for the door to open it. Mary quickly locks the door and smiles. "Sissy's like to be humiliated. So you will stand out there until I come back for you. I have to get a shower so it may be a little while. Turn and face the parking lot, I want everyone to see you." She turns and walks away leaving me standing outside in nothing but the bright panties. It was late enough that hopefully everyone was already home and in bed. I place my hands over my cock and lean against the door. As I stand there, helpless, I start to think back on the events of this evening. My face turns red as I remember all the people staring at me at the bar. My cock started to grow with the idea of how many wanted to abuse me. The thought of being used by any number of them was very exciting. I closed my eyes and pictured what it would be like. On my hands and knees eating out one of the women while being fucked from behind by a guy. Bending over the counter of the bar as one of the large men pulled my hair while pounding my ass. Even just sitting on my knees with all the men around me forcing their cocks deep down my throat. All of these ideas were amazing. I was so lost in my thoughts that I didn't realize the car that pulled into the spot directly in front of me. The headlights of the vehicle pointed directly at me gave the driver and perfect look at my cock standing straight out against the neon green panties. Panic sets in. I can't see who is in the car. The person sits there with the lights on for what seems like forever. The door of the vehicle finally opens and the person steps out. I immediately recognize the person and my heart sinks. My neighbor, Alex, is a very attractive tall and thin woman in her mid thirties. We have had a few encounters in the parking lot but never talked for longer than a few minutes. We never hung out or even spoke about our personal lives. Now my personal life was there, naked and out in the open for her to see. She slowly walks towards me, eyes locked onto the green panties that stand out in the light. Just as she walks to her door, which is about five feet from me, Mary opens the door behind me. I turn to notice that she wore nothing but a pair of my boxers. I quickly make for the door when Mary pushes me back outside. She leans out the door and speaks to Alex. "So Alex, what do you make of my sissy? Its her first night out!" Alex smiles brightly at me. I look away in shame. "I have those exact panties in red. If you would like, I can let you borrow them Jack. I love the sissy look Mary, I have somethings that would hope convert him fully" She winks at me and enters her apartment. Mary finally lets me inside. My face was red with embarrassment. I can't believe that just happened. How could I show my face around here now? I am sure the word would spread fast. Mary didn't seems to care. She just giggled as she walked towards the couch. "Come here sissy and kneel in your place," my wife orders as she sits down on the couch. I walk over and kneel between her legs. Just as I get settled down Mary turns on the plug in my ass. I close my eyes and moan in pleasure as it sends pulses through me. I reach up to pull the boxers down around her to give myself full access of her pussy. My wife grabs my hands and moves them away from the boxers. "You need to work for your gift sissy. Don't stop until I say," Mary demands of me. I pull the boxers to the side as much as I could. As I started to lick her pussy she grabs me by the hair forcing me closer in. It was difficult to get a good angle with the boxers around her waist. The inside seam was pressed tightly against my jaw and it hurt. Every time I tried to adjust, Mary would just pull me in tighter. I brought one hand up and slipped two fingers into her. I begin to massage the inside of her pussy with my fingers while using my tongue to play with her clit. In one swift movement, Mary pushes me away, stands and takes off the boxers. "Turn around, sit on your ass with your back to the couch," Mary says as she grabs the remote to the toy in my ass. She turns it on to full blast. I lean my head back against the couch and close my eyes as I let the pleasure of the vibrations take over. "Get back to work sissy!" Is all I hear before Mary grabs the hair on the top of head, holds my head back against the couch and places her pussy on my mouth. With one knee up on the couch, Mary was able to grind her clit against my nose as I licked deep inside her. Occasionally she would bend her hips out farther brings my tongue to pleasure her ass. My wife would alternate between the two allowing for her clit to rub against my face bringing her closer to another orgasm. As her body began to shake, Mary grabbed my head with both hands, held me down with all her weight and pressed her pussy against my face. "Don't stop sissy! I am going to cum!" She yelled between moans. The grinding of my face became faster and harder. There was no room for me to catch my breath as all her weight was against my face. My vision was starting to go black and my breathing slowed as I started to pass out. Mary screamed with an intense orgasm and flung herself off me and onto the couch. Using her feet, she pushed me away from the couch. My body twisted and landed face first onto the floor. I just lay there trying to breathe. Finally I was able to get my breath back. I turned my head to see my wife leaning back against the couch trying to catch her breath as well. The vibrations of the butt plug still sending shivers through my body. My balls hurt from being filled with so much cum from being hard most of the evening. I needed to cum. I just lay there with my eyes closed still trying to recover from the near suffocation from my wife's pussy. When I finally open my eyes, my wife was no where to be seen. I look around and notice that the bedroom door is open. I figured she must have gone to the bathroom. This was the perfect time me to try and cum quickly before she returned. I quickly rolled onto my back, grabbed my cock through the panties and started to rub as fast as I could. After only thirty seconds I could feel the orgasm building. I closed my eyes and tilted my head back preparing for release. Just as I was about to shoot my load into the panties, my hand is pulled away from my cock and my wife slaps me with all her strength across the face. "Sissy's are not allowed to touch themselves!" She screams in my face. My cheek burned from the hit. I could feel a trickle of blood down my cheek. Her ring must have cut me. She grabs me by the hair, lifts me to my feet and leads me into the kitchen. My eyes were watering from the slap and I couldn't see anything. She pushes my head down onto the table and pulls my hands behind my back. "Now you have to be punished even worse than at the bar." She then opens a drawer in the kitchen and pulls out duct tape. She tapes my feet to the legs of the table keeping them spread wide apart. She then takes my hands and spreads them across the length of the table. She tapes my arms down fully making it so my ass is in the air and I have no leverage to get myself loose. I had just remembered that there was a set of windows in the kitchen. These windows can be looked through from the patio of my neighbor Alex. I couldn't turn my head to see if she was there, but I had hoped she wasn't. She walks away from me leaving me taped to the table with my ass in the air and bright green panties to show the world. My wife returns to the kitchen. She doesn't speak a word to me before she pulls the butt plug out of ass. I grunt in pain. I feel a small drip of, what I assume to lube, fall onto my hole, but it didn't feel like much. Then I feel the pressure of something else against my ass. The pressure builds as my ass it spread farther than it has before. I moan louder as the pain increases. I can feel the object is already at least three inches inside me but it keeps growing in width. Mary just continues to push the object deeper without any more lube or ease of pressure. The presence just kept going deeper and spreading me wider. I finally feel her hand against my cheeks as the final inch gets inserted into me. "I bought this yesterday just for this occasion," Mary whispers to me. "I wasn't going to use it because I thought It was going to be too big for you to take. Because you were so bad today and didn't behave yourself, I didn't have a choice. I was clearly wrong though. I should have known a sissy like you could take every inch of this dildo. It starts off only a little bigger than the plug. Its ten inches long and slowly grows to three inches in diameter." She works the dildo in and out of my ass and slowly picks up the pace. It still hurt to much for me to get pleasure from, but that was the point. This was all about her. Finally she pushes the dildo in as far as it can go and leaves it there. She cuts me loose and pulls me up from the table. I can feel the dildo starting to slide out. She turns me around and says, "Sit on the table. We need that to stay in you." I do as she says and pull myself up onto the table. The dildo slides back into me and fills my ass to its breaking point. Mary then climbs up onto the table with me and straddles my aching cock. She pulls me close to her as she rides me on the table. The back and forth movement makes the dildo stretch me out even farther. My moans grow faster and I knew I wasn't going to last long. Sensing this my wife yells into my ear ,"Don't you dare cum before me sissy!" Her pace increases. It gets harder to control myself. All my focus is put on trying to keep myself from cuming. After another few minutes I moan loudly and shoot load inside her. It was the best orgasm I have ever had. I could feel my cum dripping out of her pussy and running down my cock and between my legs. There was so much of it. She just kept riding me trying to get herself to another orgasm. It wasn't long until my cock went soft. "Damnit sissy," Mary says as she climbs off me. "You just won't listen." She pushes me back onto the table. Mary climbs up onto the table and straddles my face with her ass to my nose. My cum pouring out of her and into my mouth. The warm salty fluid filled my mouth and I gagged trying to swallow what I could. She pushes her pussy into my face making sure I don't miss any. The position she is in gives her easy access to the large dildo in my ass. "Now you have to clean me," Mary says grinding into my face again. She grabs the dildo thats buried into my ass and starts to move it in and out very quickly. Every time she starts pushing it back in, she tilts the dildo to the side stretching me farther apart. She doesn't let up on how hard she moves it around. I try to scream out in pain but her pussy pressing against my mouth prevents any sounds from being heard. I was certain that my ass would never recover from being stretched so much. The smaller toy she had felt wonderful, but this was the most painful thing I have ever felt. Mary just picks up the pace of fucking my ass. She goes faster and harder the closer she gets to her orgasm. She finally lets go of the dildo after shoving it deep into my ass. She sits up straight putting all of her weight down onto my face. She rocks back and forth grinding her pussy against the bridge of my nose. She puts one hand on my chest and the other she she uses to play with herself. "Come on sissy, lick every last bit of your cum out of me!" My wife uses her fingers to dig deep into her pussy and force more and more of the cum out and into my mouth and all over my face. Her pace picks up and she puts all of her weight down onto my face. My head is stuck where its at and I can't move. Once again she doesn't care if I can breathe or not. As her pussy grinds back and forth over my nose, I push my tongue as deep into her as I can Mary repositions herself, giving me a chance to catch a breath, then pushes her ass hole into my mouth. "Don't forget my ass sissy," Mary screams between her moans. "Get your tongue in there!" She pushes her hole against my mouth and I work her open with my tongue. Her fingers go deeper into her pussy as she brings herself to her biggest orgasm yet. Her weight on my face is starting to hurt as I feel like the back of my skull is going to crack open against the table. Once again I can't get any air into my lungs and I start to black out. "I am going to cum sissy! don't stop now!" Mary screams louder than ever. Her moans quicken and the pressure on my face increases. My vision is gone and I can barely make out her words. My wife screams as she starts her orgasm. She lifts her pussy up off my face. I still can't get my lungs to breathe as I slip unconscious. The last thing I remember is the scream of my wife and the feeling of something spraying all over my face. When I finally regain consciousness, I start to sit up but fall back down from the pain in my head. I just lay there with my eyes closed trying to gather myself. After a minute I open my eyes and look around. I am still on the table, completely naked, my vision is blurred by the combination of my own cum that was smeared all over my face, and the juices from my wife. I can still feel the large dildo still in my ass. I use my hands to wipe my eyes clear. I lift my head and I see Mary sitting in a chair at the end of the table with a glass of water in her hand. "You were out for five minutes sissy," she says after drinking her water. "I was worried because you didn't start breathing for almost a full minute." She stands and walks over to me. She runs a finger along my cheek gathering up the fluids on my face. "I have never squirted before, it was the most intense thing I have ever experienced!" She pushes her finger into my mouth. I suck off her juices as well as my cum. She runs her hand slowly down my chest, over my cock and to my ass. She grabs the dildo and pulls it out of my ass in one swift movement. She holds it up so I can see just how large this thing really was. "I am so happy you were able to take this whole thing in your ass Jack," she says sitting it on the table next to me. "Now get up and clean yourself up. I have to make a call before bed." She walks out of the kitchen and I can hear her talk into her phone as she walks into the bedroom. "Hello Bill? Are you still up for playing with my sissy?" My eyes grow wide in shock. I thought this was it. I did everything she wanted. Was she just messing around? She wouldn't do this. I sat up for the first time. My ass felt so empty without the dildo inside. For a moment I wished it was back inside me. As I stand I happen to turn towards the window. I suddenly remember that it was wide open and exposed to my neighbor's patio. Alex was there, sitting in a chair, naked. Her legs spread wide apart and her hand deep inside her pussy. I was so mesmerized by the sight of her playing with herself, it took me moment to see what he was holding. In the her hand was a small camcorder. She had recorded the whole thing that my wife did to me. This just added more humiliation to the moment. I could never risk running into her again. I had to leave before she said anything to me. I grab the dildo off the table and turn to leave the kitchen. I can hear Alex moan as she cums from her patio. My face is bright red from embarrassment . I go into the bathroom and take a shower to get cleaned up. When I finish my shower, I walk into my bedroom and see my wife already sleeping. I slide into the bed next to her and fall asleep instantly. Things proceeded as normal the next morning. She never mentions what happened last night. Two weeks go by and still no mention to that night. I never saw Alex, which was a relief. Mary never brought up Bill or called me her sissy again. Things were just back to normal. I couldn't even bring myself to watch porn because I was afraid this was going to happen again. It was both the greatest, most humiliating and painful thing I have ever experienced in my life. Caught in Her Panties Ch. 02 This is a fictional story as was part one. The content of this story may not appeal to everyone. It includes female domination, crossdressing, strapon, lesbian, gay, and such. Just keep in mind that it is fictional and should not be taken seriously. Otherwise just enjoy the read. ***** It has been almost a month since my wife Mary discovered my secret. She caught me in a pair of her panties with a small vibrator in ass. She punished me by taking me out in public while wearing a pair of bright neon green panties. I was told to pull my pants down enough for everyone to see my secret. Mary took me to a bar and humiliated me in public by announcing to everyone there that I was a sissy. A large man named Bill was very interested and gave my wife his phone number. In the parking lot of said bar, she had me go down on her while she sat on the hood of the car. Bill happened to be watching from a short distance away. Back home, she abused my ass with a very large dildo while I was taped down to our kitchen table. My neighbor Alex happened to see the whole thing from her patio and recorded the event while pleasuring herself. All this happened in one night, a night that changed my life. It has been a month since this happened. During that month, everything was normal. Today that changed. "Jack, it's time to wake up," Mary whispers into my ear while straddling me in bed. "It's almost nine in the morning. I have a really good plan for the day, but we have to start early." She kisses my neck lightly. I moan and stir in pleasure. "Is that so?" I ask as I bring my hands to her waist. "Can I get a hint as to what your plan is?" Mary sits up in my lap and smiles at me. Without saying a word, she shifts her body and kneels between my legs. Bending at the waist, Mary starts to kiss my chest while her hands pull my boxers off. Once the boxers are out of the way, she takes my semi-erect cock in her hands and starts to massage it. Sliding even farther down the bed, Mary starts to kiss around my waist. My wife slowly moves her hand up and down my hard shaft. Her lips tease the inside of my thigh. I moan softly as I enjoy the early morning pleasure. Her kisses move slowly closer to my member. She runs her tongue up from my balls to the head of my cock. Very slowly, she takes my cock into her mouth and licks the head sending shivers through my body. I close my eyes and arch my back trying to get her to take my entire cock into her warm mouth. I place one hand on the back of her head and push her down into me. I can feel the head of my cock touch the back of her throat. I ease up the pressure so she can withdraw a little, but she just continues taking the rest of my cock deep into her throat. This was the first time Mary has ever deep throated me. It wasn't because I had a big penis, I am just over six inches long and an inch and a half thick, it was because Mary has a really bad gag reflex. I was shocked when I felt Mary's lips take the final inch of my cock into her mouth. I was expected her to gag and withdraw quickly, but she just sat there not moving. Her hand went to my balls and started to massage them. Just as slowly as she swallowed my cock, she withdrew it. Her hand wrapped around my cock and she rubbed her saliva up and down the shaft. Her hand started to move faster bringing closer to cumming. "I bet you would love to face fuck me. Plunging your hard cock deep down my throat as you shoot your delicious cum into my mouth." Mary whispers as her hand moves even faster on my cock. I just moan and place a hand on the back of her head. "Say it Jack. Tell me what you want." "I want my cock deep in your throat. I want to shoot my load while you deepthroat me!" I say as I guide her to my cock needing to feel her mouth around it again. I was getting close to cumming and desperately wanted to do it while deep in her throat. I applied even more forcer trying to get her to swallow my cock again. Instead her hand just kept pumping and she fought against me. My moans grow more and my body starts to rock back and forth with the movements of her hand. Just as I felt my orgasm building, Mary let go of my cock and got off me. "Well that is too bad. A sissy isn't allowed to get what she wants. You get what I say you can get," Mary states as she gets dressed. She puts on a loose t-shirt and a pair of tight boy shorts. I stare at her confused. It has been a month since she called me a sissy. I was sure that night was a one time thing. What was going on? "What did I do this time?" I ask her confused. "I haven't watched porn or wear any women's clothing." "You haven't done anything sissy." Mary explains. "I just think I need to remind you what would happen if you decided it was time to pick up those habits again." My wife stands at the foot of the bed looking down at me. "Now get up, shower and shave your body. I will lay out what you are to wear. Put nothing else on but what I have out. If you are lucky and behave yourself, maybe I won't humiliate you as much as last time. Even though we both know you enjoyed it!" Mary walks to the door leading out of the bedroom. Before leaving she turns back to me and says, "You have twenty minutes. We are going to be having a guest over, and you are going to serve us breakfast." My wife just winks at me and leaves the bedroom. I get out of bed and jump right into the shower. Even though last month was very humiliating for me, I wanted it to happen again. It was an amazing thing having my ass abused. After I finish cleaning and shaving my body, I leave the shower and dry off. Walking into the bedroom, I see what Mary has left for me on the bed. What was she thinking? I only have a minute to get dressed. I quickly put the outfit on the best to my knowledge. I have never seen this in person. Just before I leave the bedroom, I glance at the mirror and soak in what I see. Here I am, dressed in another piece of women's clothing. Clothing, right, if that what you call this. I was wearing black lingerie. The straps around my shoulder were very thin. The front was completely see through except for where the top should have held a set of beautiful breasts. The sides of the top ended just as they wrapped around the back. It was held together by thin silk ribbons that crossed each other like a corset. Around the waist, the lace exploded out in three inch long ruffles. The ruffles hide the sexy panties that were built into the whole outfit. The panties just barely concealing my hard cock. Below the panties I had on thigh high black fishnet stockings that were being held up by ribbons that connected to my panties. I leave the bedroom and make my way towards the kitchen. As I get closer I can hear the laughter of two different women. Who did Mary bring over? "A...Alex," I studder as I see my neighbor. Alex lived next door to us. She is a gorgeous tall woman. Her long red hair tied back in a ponytail. She was dressed in a short skirt, high heels and a tight top that barely held her breasts inside. This woman saw me standing outside my apartment, in the dead of night, in nothing but a pair of neon green panties. Then a little while later, she was three fingers deep inside herself, on her patio, recording the abuse my wife was giving me on the kitchen table. "Oh Mary!" Alex squealed seeing me for the first time since that one night a month ago. "He looks better than I had hoped!" She claps her hands together in excitement. I stand there trying to hide behind my hands. "Oh come now sissy," Mary says from the table. "No need to hide yourself. Alex has already seen all of you. Put your hands down." I lower my hands as I realise she was right. No point in hiding something that has already been seen. I just stand there, in women's lingerie, in front of two gorgeous women. I start to speak but I am quickly cut off by Alex. "Can you spin for me Jack? I want to see the back!" Alex says with a lot of excitement in her voice. I just stand there, face red with embarrassment. Was I really going to let this happen? It was enough to let my wife humiliate me, but now my neighbor too? "Alex sweetheart," Mary speaks. "Please don't call him by his name. Jack responds a lot better to sissy. Just use that for now on." Mary turns to me and says in a stern voice. "Also sissy, I give Alex full permission to do anything she pleases with you. You will do them without question. Do you understand sissy?" "Yes, I understand." I answer Mary. I am really confused by this because Mary has always been a jealous person. She gets angry if I even look at another woman by accident. Now she was giving me full permission to do anything Alex wants from me. Something was wrong, this couldn't end well for me. Alex speaks up again. "Come on Ja...I mean sissy. Spin for me!" Slowly I start to turn. I can hear both women giggle as I turn my back to them. After I finish my turn, the girls look towards each other and laugh even harder. "Ok sissy. Time to cook us ladies breakfast. Does bacon and eggs sound good to you Alex?" My wife asks. Alex nods in agreement. "Get cooking!" I walk to the fridge to get the food I am to cook. Once I open the door, I notice that both the carton of eggs and the bacon are on the bottom shelf all the way into the back. I go to kneel down to reach for them when I hear Alex yell to me. "I don't think so sissy! No kneeling. You are only allowed to bend at the waist. Get that ass into the air!" Both women burst into laughter. I finally retrieve the items from the back of the fridge. Closing the door I make my way to the stove. I spend the next few minutes cooking the food. I can hear whispers but can't make out what is being said. Finally when the food is finished cooking, I serve both women their breakfast. I put a plate down on the table for myself. As I pull out the chair to sit, Mary grabs the chair from me and pulls it back into the table. "No sissy, you must kneel on the floor and eat!" Mary says to me as she takes a bite of her eggs. "Under the table too!" Alex adds. I grab my plate and assume my position under the table. Once under there I start to eat my breakfast. "Don't be getting ideas while you are under there sissy!" Mary says to me between her laughter. I lower my head to only look at my food. I suddenly feel the foot of my wife come in contact with my shoulder. In one swift movement, she pushes her foot hard into me with enough force to throw me towards Alex. I drop my plate onto the ground and bring my hands up to brace myself from going headfirst into Alex's knees. My hands grabs Alex by the knees, but the force of my weight pushed my hands out. This brought Alex's knees apart and spread her legs wide open. I had a perfect sight of the wonderful slit between this woman's legs. She wasn't wearing anything under that skirt. I didn't notice that almost a minute went by and I still haven't moved. Alex quickly screamed and stood up. "How dare you stare at my lady parts! You pervert!" Alex screams at me as she takes a few steps back. I can hear Mary laughing hard. "You can punish him Alex. Perverts deserve to be punished!" "Get out from under the table sissy!" Alex yells to me. As I start to crawl out from the table, Alex grabs me by the hair and pulls me up onto my feet. Turning me around, Alex slams my face down onto the table. "Get your hands behind your back!" I do as she orders. With one hand, Alex grabs both my wrists tightly. With her free hand, Alex slaps my ass with enough force to make me groan in pain. "Start counting sissy!" Alex demands. "One!" Smack. "Two!" Smack. "Three!" She spanks my ass seven more times. Each time she puts more force behind them. "Ten!" I scream out in pain. She lets go of my wrists. I lift my head up and see Mary staring right at me with a huge smile on her face. "Was that worth the sight of Alex's pussy?" Mary asks me. I shake my head slowly. "No more...please..." I beg. "That will be punishment enough, "Alex states. "Now clean up sissy!" I gather up all the dishes and place them in the sink. I wash each dish before turning back to face the women. Mary and Alex look at each other and giggle. "Something seems to be missing from the outfit," Alex says to Mary. "I think we need to take the sissy shopping! Don't you agree Mary?" "That sounds like a wonderful idea!" Mary agrees. Mary quickly stands and goes to the bedroom to get dressed. In under five minutes she returns ready to go. Mary is dressed in a long flowing blue and white summer dress. "First lets go back to my place. I may have something for our sissy to wear!" Alex says to Mary. Mary grabs my wrist and pulls me towards the front door. We follow Alex outside into the daylight. Here I am, outside in the height of the early morning, in full womens lingerie. Thankfully Alex lives only a few feet away from here. We get into Alex's apartment without being seen. Alex leads Mary and myself into her bedroom. "Lay on the bed sissy," Alex demands me. Mary pushes me down onto the bed. I pull myself up fully onto the bed and lean back against the headboard. "Now lets see what I have." Alex rifles through her closet. After a minute or two, she comes back and stands in front of me at the foot of the bed. "I don't think I have anything that would fit you nicely, " Alex explains with disappointment in her voice. "And we certainly can't have you go out in public looking in lingerie like a cheap whore. And I definitely don't want to allow you to wear mens clothing. What to do?" Mary stands next to Alex staring down at me. An evil smirk crosses her face. "Alex, do you really have all those toys you mentioned before?" Alex nods in agreement. "We can leave him here while we go shop. Since I don't trust him not to touch himself while we are gone, we can just bind him to your bed!" Both women giggle in excitement. "I have the perfect idea!" Alex exclaims. She goes back to her closet and pulls out a large duffle bag. She reaches inside and pulls out four sets of rope. Handing two sets to Mary, Alex speaks to me. "To make sure you don't touch yourself, we are going to tie you to the bed post." Both women tie me down spread eagle across the bed. Alex reaches into her bag again. "To make sure you don't scream for help..." she pulls out a gag. This gag is shaped like a small three inch penis. She forces the rubber cock into my mouth and ties it behind my head. The fake cock falls just short of the back of my mouth. If I lift my head at all, it would hit my throat and make me gag. "And the final touch of torture," Mary says walking towards the flat screen TV at the end of the bed. Mary turns on the TV and presses play on the DVD player. "We can't have you get bored and lose interest while we are away!" Both women leave the room. I hear them leave the apartment. Here I am, lying bound to my neighbors bed, spread eagle. I have a small cock gag in my mouth. Another minute goes by before a scene starts to appear on the TV. It was the recording the webcam caught. The one my wife had set that caught me in her panties. The scene was me, on my hands and knees fucking my ass with her vibrator while wearing panties. On the bottom left corner of the TV, was a small box showing the porn I was watching at the time. It was a skinny guy, dressed up like a schoolgirl, being fucked by a large man. That video played for ten minutes. When it was over, it switched to my wife fucking my ass with a very large dildo. This was the scene that Alex recorded from her patio. Mary had me taped down to the kitchen table as she abused my ass. Then turned to her straddling my cock and fucking me hard. And ending with her sitting on my face and having me eat my cum out of her pussy. It even showed me passing out from be suffocated from my wife's pussy. This was the first time I saw what my face looked like. I was covered in thick white cum. It was in my eyes, nose and dripping down my chin. My wife had squirted her own juices on my face that led to me not being able to see when I finally woke up. These scenes repeated themselves over and over. For an hour this went on. My cock stayed hard the entire time. I wanted so badly to stroke my aching cock. I wanted to spray my cum all over my stomach. I had to feel it on me again. But my bindings prevented me from moving. The girls finally came home. I can hear them giggling to each other in the living room. They entered the bedroom together, shopping bags in hand. They both stopped and stared at me. "Look Alex," Mary says. "I told you the sissy would get aroused by watching that. He is so hard! Do you think we should take care of that for him?" Alex laughs and turns to Mary. "That would be the polite thing to do. We did leave him here, tied to the bed, gagged and made to watch a porn of himself." They both drop their bags on the floor and walk towards me. Both women slowly climb up onto the bed, one on either side of me. Each slowly run a finger up the inside of my thigh and straight to my cock. Together, Alex and Mary slowly stroke my cock. They then lean down closer to my cock and press their lips to each side. Their tongues licking around my shaft to touch the tongue of the other woman. I tried to lift my head to get a better view, but the cock gag in my mouth pressed against my throat and made me gag. I just lay there moaning through the gag. The mouths of the women slide up my cock and meet along my head. They start to kiss each other around my cock. Their kisses start to get deeper and more passionate. Both women pull away from my cock, sit up and make out with each other. The two beautiful women sit up on their knees and embrace each other in passion. I can see their tongues flick back and forth between each others lips. Their hands exploring each other over their clothes. This was an amazing sight to see. I shift my body hoping to bring their attention back to my cock. The women pull away from each other and look at me with their heads pressed together. They both speak together as if rehearsed. "I think the sissy likes the show. Maybe he deserves more!" The ladies remove themselves from the bed. They come together to the right of me. They quickly embrace each other again and go back to kissing. After another few minutes of deep kissing, the women separate. Alex grabs Mary by the hand and leads her through a door to the right of the bed. After both women enter the new room, it becomes clear what this room is. The sound of running water fills the apartment. From where I lay on the bed, I can turn my head enough to get a perfect view of the bathroom and the shower. It is difficult because if I turn too much, the rubber cock in my mouth starts to gag me. Slowly each woman starts to strip the other. Between each removal of clothes, they embrace in another deep kiss. After both women were stripped of all clothing, they enter the shower. They must have known that I could see them, because neither of them pulls the shower curtain closed. Here I lay, bound spread eagle on a bed with the perfect view of my wife and my neighbor, naked and wet in the shower together. The position that required me to see this wonderful view, pushes the rubber cock to the back of my throat and gags me. I can only look for short periods of time, but it is enough. The women, holding each other close, continue to make out under the fall of water from the shower. Their hands exploring the body of the other. The women part from each other slowly. They each take turns cleaning the others hair. While one stands under the water to rinse off, the other starts to finger herself, moaning loudly. Alex then takes a bar of soap and slowly starts to clean Mary. Alex slowly rubs the bar of soap over every inch of my wife. Mary turns around giving Alex access to her back and buttocks. Caught in Her Panties Ch. 02 Alex rubs Mary's ass forcefully. Grabbing Mary by the hair, Alex pushes her into the wall of the shower and presses her body against my wife. I can see Alex kiss my wife's neck as she pulls her hair to the side. Mary turns herself slowly to face Alex. They shove their tongues into each others mouths forcefully. Finally the shower gets turned off and the women step out. I turn my head to see them standing to the side of the bed, soaking wet, making out. Alex takes control and pushes Mary away from her and onto the bed. Mary lands just beside my chest. Alex climbs onto the bed and sits on her knees. She grabs my wife by the hips and lifts her up onto my chest. Mary spreads her legs for Alex who dives right into my wife's pussy. With Mary sitting directly onto my chest and Alex eating her out, my wife has one leg bent up in front of my face. I can't get a view of the glorious event happening right on top of me. I can feel Alex sliding her fingers in and out of my wife. Mary comes to a quick orgasm. Mary grabs Alex by the her hair and brings her up to a deep kiss. They break the kiss and turn towards me. Mary whispers into the ear of her female lover. "I don't think he got a good enough show. Sit on his chest with your pussy facing him. I have a wonderful idea!" Alex and Mary switch places. Alex sits on my chest, legs bent up on both sides of me. I have a perfect view of the wet pussy of the women that just ate out my wife. I moaned through the gag in my mouth. Mary laugh as she lays on her side next to me. She leans over Alex's waist and pulls her leg up over her shoulder. With one hand, she reaches under the raised leg inserts two fingers into Alex. With the other Mary pulls on Alex's hair forcing her head back. I moan louder and try to move closer. "Oh lover," Mary speaks to Alex. "I think the sissy wants to taste your sweet nectar!" Mary starts to slide her fingers in and out of Alex with great speed. Mary leans over the waist of the woman sitting on my chest and starts to lick her clit. My wife inserts a third finger and starts to lick harder. Alex moans grow louder and she starts to rock against my wife's fingers. Mary then inserts a fourth finger into Alex. This sends Alex over the edge. The tall women on my chest grabs my wife by the hair and pulls her up to her breast. Mary instinctively starts to suck. Alex then places her hand over her clit and starts to rub herself violently as my wife continues to bury her fingers in deeper. Alex starts to scream and increase the movement of her hand on herself. I lift my head slightly as I start to see fluid squirt out of Alex. She arches her body up and then explodes in a flood of orgasm. She sprays her wonderful juices all over my waiting face. It was far more than what my wife had produced a month ago. Alex falls back after her orgasm completes and lands right on my hard cock pushing it down. I groan in pain as my cock is pressed into an angle it shouldn't be going. Mary takes her fingers out of Alex and undoes the gag in my mouth. I try and stretch my jaw since it hurt after being forced open for over an hour. Before I could close my mouth, Mary inserts all four fingers that were inside the exhausted woman. "Do you like her taste sissy?" Mary asks. I moan in agreement over the fingers in my mouth. "I thought so. Maybe later you can taste it right from the source! Is there anything you would like to say sissy?" Mary removes her fingers from my mouth allowing me to talk. "I would really like to cum now. I have been hard for hours! Please let me cum!" "How cute, you are begging!" Mary laughs. "It is up to Alex. I don't think you have done anything to deserve it yet." Mary stands and starts to get dressed. Alex rolls off of me and onto her side. Sliding my panties to the side, she takes my cock in her hand and slowly licks her way up to the head. In one swift movement, Alex takes the entire length of my cock deep into her throat. She withdraws halfway and tongues around my cock. I feel her hand shift and slide down my balls and towards my ass. In another swift movement, she swallows all of my cock again and shoves a finger deep into my ass. Instantly I start to shoot my load deep down Alex's throat as her finger moves around inside my ass. Alex takes her finger from my ass and comes off my cock. She sits up and turns to me. I look deeply into her eyes as she leans towards me and presses her lips to mine. As her tongue parts my lips, my cum starts to spill from her mouth and into mine. We connect in a deep kiss for a few seconds before she pulls away. Alex then stands and dresses. Both women finally untie me. Slowly I sit up and move to the edge of the bed. Alex stands in front of me and runs a finger down my cheek and speaks softly. "Seeing as I let you have release before you earned it," Alex inserts her finger into my mouth. I cringe as I realize from the taste that this finger was the one in my ass. Mary giggles from the sideline and Alex continues to speak. "You are going to pay me back ten fold." Alex removes her finger from my mouth and walks towards the shopping bags they brought it. "But for now, lets get this sissy dressed like the slut she deserves to be!" Mary reaches into one of the bags and pulls out a really small tight dress. "From here on out sissy, you are no longer a man. You will be called..."Mary trails off and looks at Alex. "Krystal!" Alex chimes in excitingly. "Yes, Krystal sounds like a great name for you!" Mary walks over to me, grabs my hand and pulls me up to my feet. "Now lets get you ready to go out on the town!" " I don't know about this Mary," I say. "Don't you think you are taking this a little too far?" Hearing some honest dishonest in my voice, Mary turns and looks me straight in the eyes. Her voice soft and sincere. "Jack, I love you. I wouldn't do any of this to you if I didn't' think you would enjoy it. Now behave yourself and do as we say!" Mary slaps me across the face to show her dominance. "If you listen, " Alex states. "I promise to give you something very special tonight!' "Ok," I respond. "What do you want me to do?" "Strip!" both women say simultaneously. I slowly take off the lingerie. It was a lot easier taking off that it was getting on. Mary speaks up first. "We went out and bought several outfits for todays events. You will wear what we tell you to. You will do anything we ask you to do. If you do not, you will never get to see Alex and myself make love ever again. I will also email that porn to everyone we know!" Mary says pointing at the TV. "But we aren't going to leave you without some kind of safe word!" Alex steps in. "We are going to push you to your limits. But since we don't know what you think your limits are, all you have to do is say one word and we will stop." Alex walks up me, wraps her arms around me and pulls me close. Her lips brush my ear as she whispers my safe word. She then kisses my neck and steps away. "Now lets get you dressed!" Mary squeals in excitement. The women take an outfit out of one of the bags and hands it to me. I am ordered to go into the bathroom, freshen up, get dressed and come out in full outfit. It only takes me a few minutes to get ready, I step out of the bathroom dressed completely like a woman. I watch as the two women scan me from top to bottom. The shirt I had on was white, the sleeves ended high on my shoulders. The back dipped down slightly showing my shoulder blades. The shirt ended directly at the waist where a short black skirt took over. The skirt flowed out loosely and consisted of a few layers. Under the skirt I had on a pair of black lace panties that the skirt barely concealed. The women just sit on the bed smiling at me. They both tilt their heads slightly. "There is just a few things missing to complete your look Krystal!" Alex exclaims. "We will fix that soon. For now, we need to hide that cock of yours. We want everyone to think you're truly a woman! Lay down on the bed." Mary and Alex stand to allow me to lay down. Once on the bed, the women pull my panties down and spread my legs. Mary grabs my cock and lifts it away from my balls. Alex takes one of my balls into her hand, massages it against my body until it slips back into the cavity they were once in before puberty. She does the same with the other side. Mary lets my cock drop and Alex takes it into her hand. I feel cold plastic wrap around my cock and hear the clicking of a lock. There is the sound of tape as I feel my cock being pushed back towards my ass , then taped to my body. "Don't worry Krystal," Alex says as she stands. "I have done this to many of my boyfriends over the years. The cage is to prevent your little cock from getting hard and sticking out. I tape it down incase someone decides to rub against you, they won't be able to feel it. Don't worry about your sissy balls either, I will get them to drop when we are done with you!" I stand and pull my panties back up. "What if I have to use the bathroom?" I ask Alex. "There is a hole at the tip," Alex explains. "But you will have to sit like a proper lady." The girls laugh together. "Now, we need to pretty you up!" Mary says grabbing her bag of makeup. The next several minutes consists of the women taking turns applying makeup to me. They also paint both my finger and toenails a bright blue color. Once the final touch was added, some bright red lipstick, the women back away and take in their work. They both smile happily. "Almost complete Mary," Alex says turning towards my wife. "The short hair isn't going to work though. Also we need to get this sissy some tits!" Mary looks at my chest and tilts her head. She nods in agreement with Alex. "I know just the place to take her! Let's get going." The women grab my hands and pull me towards the from door. Alex hands me a pair of red converses to wear. I let out of a breath of relief. I was glad I didn't have to wear heels or anything along those lines. We leave the apartment and get into Mary's jeep. I wasn't too worried about being seen right now, I did look like a woman, just with short hair. Mary drives following Alex's instructions. A few minutes go by and we end up pulling into the parking lot of a small run down building. The outside is nothing but a plain white building, no signs or windows. We get out of the car and Alex leads us into the small building. Once inside I notice what kind of place this is. Its a store for crossdressers. Outfits of all colors and variations line the walls. Wigs and shoes are displayed in the center of the store. Makeup counter in the corner. There are bras fitted with very realistic looking breasts. "Oh Alex," the lady at the counter speaks as we enter. "It has been some time since I last saw you." The lady looks at my wife and me and smiles. "I see you have some new friends." "Hello Tiff!" Alex answers back. She turns to my me and Mary. "This is Mary and her husband Jack. Mary caught him in a pair of her panties and watching some gay porn." Tiff smiles deeply at me. "She punished him last month but decided that he needed a reminder, so here we are." Mary speaks to Tiff, "I figured that he loved wearing panties so much, it was time to make him a woman! Introduce yourself sissy!" Mary smacks my ass making me step forward. "He...hello Tiff," I say embarrassed. "My name is Krystal." Tiff smiles and nods to me. "What brings you in today Krystal?" "I need to complete my look," I start to say without making eye contact. Mary coughs as intrustruction to continue. "I need a wig and some tits please." Mary and Alex laugh in accomplishment. Tiff walks out from the counter and stands directly in front of me. "I have just the thing a sissy like you needs. Follow me" Tiff leads the three of us to the far back corner of the store. She grabs a wig from a rack and puts it on my head. She turns me towards my wife. "This is just a standard blonde wig. It is made from real hair so it can be washed, cut and styled. The length is a good choice. Ending just at the shoulder ensures that it doesn't get in the way of anything and can be pulled back into a ponytail if needed. This can be attached to the hair that is already there, or glued down with a bald cap." Mary nods in agreement. "OK she will take it. What else? We have a very kinky night planned for Krystal. The blonde one is good for a normal day, lets have something more...playful." "I have just the thing!" Tiff responds grabbing another wig from the rack. "I recommend having this one glued down. Its best that way because when you pull on her hair, it won't come off. And I love the color!" Tiff turns me to a mirror to see myself. The wig is bright blue in color and styled into two long pigtails. Clearly designed to be held by someone who wants to take control of a situation. "That is perfect Tiff!" Mary says with excitement. "As for the tits," Tiff leads us to the other side of the store. "What size do you want to be Krystal?" "I...don't know." I stutter. Alex smacks my ass hard and speaks in a stern voice. "Yes you do sissy!" "I don't want anything too large," I start to say. "Maybe little C's, something playful I guess." Tiff grabs several bras and hands them to me. "These all have built in breasts. They are the best quality we have, very realistic. With that shirt, I suggest wearing the white one. You don't want a bright color underneath and make you look too easy. Just remember Krystal, no low cut shirts. This my look real in the shirt, but seen outside the shirt its clear they are not" Tiff walks us over to a changing room. "You three can use this to get Krystal ready. Take all the time you need. Just yell if you need anything." Alex and Mary push me into the dressing room. They forcefully take my shirt off as they are eager to see me with breasts. Alex fastens the bra around me as Mary places the blonde wig on my head. After a minute of adjusting everything, the women step back and look at me with huge smiles. "If I didn't know better Krystal," Alex starts to say. "I would say you were a very sexy girl!" "I am actually a bit jealous that you are a better looking woman than I am!" Mary exclaims. "If we weren't on a time schedule, I would have Alex hold you down as I sit on your face." Alex wraps her arms around my wife and plants a deep kiss on her lips. "There will be plenty of time for that later love." The three of us leave the dressing room and walk towards the counter to pay. Alex grabs two set of shoes along the way. She places them on the counter alongside everything else. I give Tiff my credit card. Once paid, Tiff places everything into bags and hands them off the me. We leave the store and get back into Mary's open jeep. "Krystal you can sit up front!" Alex says as she climbs into the back seat. "I want you to been seen better!" I nod and climb in. Mary drives away. After ten minutes of driving, and a lot of looks from men in passing cars, we arrive in downtown. Mary parks at the top of a parking garage. We all get out of the vehicle. Mary walks over to me and wraps her arms around my waist and pulls me in close for a kiss. I return the kiss deeply as my hands lightly rub her lower back. She breaks the kiss and looks me in the eyes. "Now Krystal remember that you are a lady. You need to behave like one. Be sure to cross your legs when you sit. Speak in a soft higher pitched voice. Be polite to anyone that compliments you. If someone flirts with you, be sure to flirt back!" Mary winks at me and grabs my ass tightly. "Mary!" Alex yells quickly walking to us. "No one is going to flirt with either of you while you are wearing wedding rings! Give them to me, I'll put them in my purse." I look down at my hand unsure if this was a good idea. I see Mary take hers off without hesitation. I shrug and finally pull mine off. How bad could things get? This was just part of the show and nothing was going to come from it. We hand Alex our rings and she safely places them into a pocket in her purse. The three of us walk out of the parking garage side by side. Instantly people turn heads to look at us. We must have been a wonderful sight. Three gorgeous women walking hand in hand, big smiles on our faces and confidence in our step. I decided that if I was going to do this, I was going to overdo this and have some fun. As we walk down the street I wink at some of the men walking past us. Alex and Mary giggle as they see the men checking me out. I even smile at the women too. "You are such a tease Krystal!" Alex says noticing some of the women blush as I check them out. We find a nice sidewalk coffee shop and take out seats. As I sit, I feel someone smack my ass. I jump and turn around. Standing behind me is a tall man in his late twenties. He is maybe two inches taller than me. He steps closer into me and our bodies just barely touch. Alex and Mary stare at me waiting to see what I was going to do. "You are gorgeous. How about a kiss sweetheart?" The man says to me. He puts a hand under my chin and lifts my face towards him. I blush slightly and turn my head away from him. I may dress like a girl, but I wasn't going to kiss a guy. "Oh come on Krystal," Alex edges me on. "He gave you a compliment. You can repay him with a peck on the lips!" Out of the corner of my eye I can see my wife edge closer to get a better look. A huge smile on her face as she hopes to see my first gay kiss. The man pulls my chin back towards him very lightly. My heart was racing with anticipation. Was I ready to take this step? Just as I pull away, I feel a hand on my back pushing me forward. I stumble and fall into the arms of this man. Our lips meet in a deep kiss. Slowly I pull back and look into his eyes. I bite my lip gently before I wrap my arms around him and pull myself closer. His tongue pressing its way into my mouth. I part my lips enough for the stranger to invade my mouth. I flick my tongue back against his. I can feel a bulge in his pants as he pulls me in closer. We make out for another few minutes until I finally break away. I look up into his eyes, my face bright red, my breathing heavy. The man winks at me, grabs my ass tightly and walks away. I stand there stunned as I watch him walk away. I finally turn and notice the two women just staring at me, mouths open with astonishment. "I was expecting small peck, just a tease," Mary says. "But that..." "Was hot!" Alex says loudly. I sit down at the table. I try to speak but no words come out. I can't believe I just made out with a strange man on the street. I have never kissed a guy before. My heart was still racing and my cock was fighting against the cage as it tried to get hard. "You really do enjoy being a woman don't you?" Mary asks me. "I don't know what happened, I was pulling away when," I start to say. "I felt someone push me forward. I just lost my balance and well, you saw the rest." "Yeah sorry about that Krystal." Alex says to me. "I just really wanted to see that!" I turn and look at my wife. She just smiles at me. I couldn't tell if she enjoyed it or not. I know I did. I wanted more. I bring my fingers to my lips as I recall my first gay kiss. A smile stretches across my face. Mary and Alex look at each other. Alex speaks to Mary, "I can't wait until later tonight. I plan on seeing more of that!" We order our coffee and spend the next few minutes talking. Once we finish our coffee, we stand and walk down the street. For the next hour or so we just explore the city a little bit. I continue to flirt with all the men and women passing by. Some try to get our numbers. We just laugh and continue on. At one point we stop and sit on a bench at a small park. "Did you enjoy making out with that guy?" Alex asks me. I shrug. "I don't know. It was kinda hot, but I think it was just because I got caught up in the moment." Caught in Her Panties Ch. 02 "If the moment happens again," Mary cuts in, "Would you do it again?" A smile crosses my face as I remember the feeling of his tongue in my mouth. "Maybe. It depends on how I feel when it happens. Did you enjoy watching that?" "Hell yeah I did!" exclaims Mary. "It was fucking sexy!" She leans over to me, grabs my cheek and plants a big kiss on me. We exchange a few kisses before breaking away. As I pull away from my wife, I notice a few young guys standing there, mouths wide open. I smile at them before saying, "Move along boys. You can't handle us!" The three of us burst into laughter. We finally stand and make our way back to our car. As we enter the parking garage we walk past three men standing outside their car. They instantly notice us and one whistles. Alex waves to them playfully and blows them a kiss. Mary giggles as we make our way to the next level of the parking garage. As we walk closer to the jeep, the men from the lower level walk up behind us. "Hey baby," one calls out. All three us of turn to face them. "Which one of you would like to have some fun with my friend here?" He pushes one of the men forward. This guy was about six foot, maybe a hundred and sixty pounds, very athletic looking. "It is his birthday and I promised him something he wouldn't forget!" Mary looks at me and pushes me forward. "Oh I don't know..." I respond to being volunteered. "Go on Krystal," Mary says to me. "Give the nice man something to remember you by. Maybe a nice handjob?" The man walks towards me. I step back into the hood of the jeep as he gets closer. Alex and Mary step aside to get a good view of what was to happen. The athletic man presses into me and I can smell alcohol on his breath. "My name is Mark," He says bringing his lips just an inch from mine. "I promise you will enjoy it!" My heart starts to race as Mark presses his body against mine pinning me against the car. His hand runs gently down my arm and around to my back. He firmly grabs my ass and pulls me even closer to him. I can hear Mark's friends in the distance cheering him on. My body shakes slightly from being nervous. I close my eyes, tilt my head and press my lips to his very lightly. Marks breath increases as he takes my lips on his. We exchange a few kisses before he inserts his tongue into my mouth. Losing control of myself, I lean back into the hood of the jeep pulling him towards me. One of Mark's hands is around my lower back pulling my hips into his. I can feel the firmness of his cock against my leg. His other hand creeps up the back of my skirt and rests on my ass. He grabs my cheek firmly. Both my hands rest on the front of his waist just above the belt. I don't know what got into me, but I started to slip one hand down under the belt and into his pants. I wasn't in control of my body as my hand grabbed his hard cock. Feeling my hand on his cock, Mark pushes his tongue farther into my mouth. I can hear the breath of shock from my wife as she watches me make out with this guy. I can't tell if she can see my hand down his pants, but it didn't matter. As I stand here, my first time dressed as a women, being pressed against the hood of my wife's car by a strange man and rubbing his cock, my own cock fights to try and break free of the cage it is in. Mark's knees start to buckle as he starts to shoot cum all over my hand and in his pants. Finally he breaks away from the kiss and I pull my hand from his pants. My breathing very deep and fast. I lean forward trying to meet his lips again, but he just walks away without saying a word. The group of men head back down to their car. "Oh my god Krystal!" Alex yells as her and my wife walk back towards me. "You are such a slut! Your makeup is all messed up now. And look at your hand! It is dripping with cum!" "That was so sexy!" Mary chimes in. She grabs my cum soaked hand and brings it up to my face. "You need to clean yourself up. No way I am letting you into my car like this!" She presses my palm to my lips and I instantly start to lick the cum from my hand. Slowly I suck my fingers clean and swallow cum. Alex and Mary touched up my make up before we got into the jeep. Mary drives out of the parking garage and heads back towards the apartment. When we arrive at the apartment, we all exit the vehicle and walk back inside. "We have fifteen minutes to change," Alex says walking back into her bedroom. "What happens in fifteen minutes?" I ask as I follow. "That is when my friends come to pick us up! We are going to the mall for a few hours." Mary then hands me my next outfit to put on. My new shirt is a bright red, really tight and a spaghetti strap. It isn't cut low enough to show anyone my fake tits, but it does show a good amount skin. Once again it ends just at my waist. My pants are super skinny jeans. They form to every curve of my body. If my cock wasn't taped back between my legs, it would be obvious I was gay. Alex hands me a pair of open toe flats for my feet. Once dressed, Mary hands me a brush for my hair. Thankfully the wig was secured enough that it didn't move as I get the knots from the wind out of it. Alex has on a long flowing blue dress with some high heels. My wife has on a white skirt that ends just below her knees, a light blue top that shows a ton of cleavage and sandals. Just as we all finish dressing, the doorbell rings. As we leave the bedroom I caught a glimpse of myself in the mirror. I was shocked by what I saw. I couldn't believe how good I looked as a woman. If I saw a picture of the reflection, I would assume she was definitely female. Mary and I follow Alex out of the apartment. Once outside, Alex introduces everyone. "Ok," Alex starts. "This is James, Zach and Amber." Alex points as she introduces them to us. James is an average height guy with a little heavier weight build, partially muscle, and black hair. Zack is my height, maybe a hundred ninety pounds of solid muscle, chin length brown hair. Amber is a tiny pretty girl about Mary's height and build, she has long blonde hair and large breasts. They were all close to the same age as us. Alex turns to face Mary and myself. "This is my new bestie Mary. And that is Krystal, Mary's uh...roommate!" We all smile and nod to each other. "Are we ready to go?" Asks James. "Lets do this!" Alex exclaims. We all follow James to his truck. Upon seeing the vehicle, I get some questions. His truck only seats four. Two in the front and two in the small seat in the back. I didn't like this at all. Not only was it not safe, I had an idea what Alex was up to. "James and I are sitting up front," Alex says as she walks to the passenger side. "Amber you and Mary sit together, how is up to you. Krystal, you should sit on Zack's lap. I told him a lot about you and he would love to get to know you better!" I look at her sharply hoping that she didn't tell him too much. Alex just winks at me and climbs into the truck. We all take our seats in the small truck. In order for us to sit comfortably, I had to sit with my back against the door, hunched over with my face very close to Zacks. Amber was sitting on my wife in the same manner. As James starts to drive away, Zack leans closer to me bringing his lips to the edge of my ear. "I am new to the area," Zacks says. His lips brush my ear. I try to lean away but he just moves closer. "Just moved in with James." I just simply nod. I look over to my wife, who has this woman in her lap. I was hoping she would help get his attention off me. Amber and Mary are sitting very close together. They whisper and giggle to each other. Mary has her hand high on Amber's thigh. Amber has both arms wrapped around the neck of my wife. "Are you seeing anyone?" Zack continues to speak trying to charm me. "No," I respond firmly. I was not interested in this man, I couldn't flat out say that. Alex would tell everyone here I am actually just a sissy. That couldn't happen. I had to make Zack think I wasn't interested. Zack pulls me in close to him and continues to whisper into my ear. "Maybe you could show me around. We can have a lot of fun together." He nibbles gently on my ear. My body responds before I can stop it. My eyes close and I moan softly as pleasure shoots through my neck. Zack notices and moves his lips down to my neck. I tilt my head to the side giving him more access to my neck. He occasionally will nibble my neck teasing me. Why did I enjoy this so much? James' truck hits a bump and it startles me. I come back to my senses and pull away from Zack. I look up to see Amber and Mary making out very softly. I couldn't believe what was happening here. My wife and Amber, making out in the back of a stranger's truck while the third man today was trying to come onto me! Just as I was about to speak up to get my wife's attention, James tells us all that we arrived at the mall. He pulls into a parking spot and we all exit the vehicle. As we enter the mall, Alex falls back to my side. "That was something to see wasn't it?" She says to me. "Seeing your wife make out with another woman, again." I nod in agreement. "I assure you though, that was not the plan. That kiss was their own doing. Amber is a very charming women and has been known to seduce men very easily. I had no idea she played for both teams though." "What else do you have planned Alex" I ask her a bit annoyed. I look over to my wife who holds Ambers hand in hers as she struts through the mall. "James asked me out a few days ago. But his friend just moved in and wanted to bring him along. He asked me if I knew anyone I could introduce him to. I was going to use your wife and make you very jealous. When Amber was a last minute addition, I decided to change things up a bit." Alex nudges me a bit. "Relax sissy. You don't have to actually do anything with Zack. I promised to introduce you, not set you up. How things progress from here is up to you!" I take a deep breath of relief. I am very glad I am not being set up with Zack. I was still ashamed of my actions back in the parking garage earlier in the morning. I didn't want anything else to happen that I would regret. The next few hours, the six of us wander around the mall. In and out of different stores, purchasing new outfits and make-up. The whole time, Zack continues to make moves at me and each time I turn him down. His eagerness was flattering, but still useless. Mary and Amber would sometimes sneak off to the corner of a store and make out for a good amount of time. James and Alex are hitting it off well, holding hands as they walk the mall. The group of us finally exit the mall and get back into James truck. We all take the same seats as before. Almost instantly, Mary and Amber dive right back into sucking on each others tongue. Zack continues to make advances at me. "Krystal," Zack says my name as he grabs my chin and pulls my face towards his. "I am not stupid, I can see that you love playing hard to get." I try and turn away but he just holds my chin tighter. "I am going to make a bold move, it may be best for you to just go with it." He then pulls my face to his and forces his tongue through my lips. I pull away quickly and lean back against the door to get away from him. Zack just shifts his body and pulls my legs across him making me fall back into the door a bit more. He leans into me and goes back to kissing me. I have no where to go. Fighting against this was useless. Zack has me pinned against the door as his tongue flicks inside my mouth. Once again, my mind shuts off and my mouth responds to Zack's tongue. I return his kisses deeply. When his tongue enters my mouth, I suck on it gently teasing him. We both moan in pleasure as our tongues rub against each other. I was getting very turned on. I wanted more of this man. I pull him closer, wrapping my arms around his neck. My hand slowly wedges its way into his pants. Very slowly, I push my hand down towards his cock. Zack adjusts to allow me better access. Just as my hand touches the hard shaft, the door I am leaning against opens. I fall back, my head hanging out of the truck, pulling Zack down with me. "Krystal!" Alex yells. "Get a room you slut!" I shake my head as my mind slowly comes back to reality. My face fills with blood as a realize that I have been making out with this man the whole ride home. I can feel my own precum drip out from the cage that holds my cock. Zack lets me out from under him. I get out of the truck and walk towards the apartment without looking back. I walk right by Mary and Amber. Those two are still going at it. Tongues deep down the throat of the other. Alex gives James a light kiss and they part ways. As Alex walks past the two kissing women, she taps Mary on the shoulder. "Lets go Mary, you will see her later tonight!" Mary and Amber fight against their desire and separate. Both women breathing heavy. Mary turns and walks into Alex's apartment. Alex and I follow behind her. "We are seeing them again?" I ask as we walk into the kitchen. "Can't wait to get Zack's tongue back in your mouth sissy?" Mary asks in a playful tone. "We are going to a club later tonight. I invited them to come." Alex explains as she reaches for the phone. "But don't worry Krystal, If you don't want Zack, there will be plenty of others waiting to get a piece of you!" Alex laughs and dials a few numbers on the phone. She orders some pizza and soda. Thirty minutes go by and the doorbell rings. The face on the pizza guy was priceless when I open the door. I stand there dressed in a sheer pink night gown. My black bra and panties can be seen through the fabric. I hand the young teen money and close the door behind me. Mary and Alex burst into laughter. The three of us eat the pizza over the next several minutes. "Ok ladies," Alex says as she stands from the table. "We need to shower and get ready for an amazing evening." She walks away from the kitchen and towards the bathroom. Mary stands eager to see Alex naked again. I follow behind them quickly. All three of us strip out of our clothes in the bedroom. Mary helps me take the wig off. I am the first to walk to the bathroom. As soon as I open the door, I feel two set of hands wrap around each arm. I am quickly pulled back and thrown onto a chair in the corner. The women stand in front of me. "You have done far more than I could have hoped for today sissy," Mary speaks to me. "Making out with three different men," Alex interrupts. "Even giving one of them a hand job!" Mary cuts in. "And being a proper lady, you licked the cum from your hand." Alex says again. "You earned what comes next." Both women say together. Mary drops to her knees in front of me. She looks up at me and says, "We are going to need you to become a man again." She spreads my legs apart and gently removes the tape that holds my caged penis back. I cringe as there is a little pain. Next, Mary presses gently on the area where my balls are tucked into my abdomen and they drop out swiftly with no discomfort. She then leans in close and kisses the inside of my thigh just to the right of my cock. "For now, you will remain caged until you are needed." Mary says as she licks around the caged area. "I can't have you get too excited and finish yourself off before I have my fun!" "Enough teasing Mary," Alex says. "He will have his turn. For now your attention belongs to me." Alex grabs Mary by hair and pulls her to her feet. I can see pain shoot across Mary's face. Alex, still holding onto my wife's hair, walks to the bed. She forcefully throws Mary onto the bed by her hair. Mary looks up at the tall woman shocked. "Take it easy Alex!" Mary yells rubbing her head. "Shut the fuck up!" Alex yells back. "You are my bitch and you will do as I say." "Alex, we didn't agree to this," MAry protests as she tries to stand back up. "We were going to take it slow and put on a show!" Alex slaps Mary across the face. "I don't give a shit. You wanted my help with converting your husband into a full fledged sissy. I told you I would help for a price and now I am collecting!" She pushes my wife back down onto the bed. "You will address me as mistress while in this room! Understand?" Alex slaps Mary hard on the inner thigh. Mary groans in pain. "Ye...yes." "Yes what?" Alex slap Mary on the other thigh. "Yes mistress!" I just sit in a chair in the corner of the room watching Alex taking control of my wife. "Good," Alex says as she walks around to the other side of the bed. She reaches across and grabs my wife by the hair again. She pulls Mary across the bed getting her whole body up onto it. From where I am sitting, I can see the red hand marks appearing on my wife's thighs. I watch as Alex climbs onto the bed and mounts Mary's face. I have to adjust myself to get a view of my wife licking her mistress' pussy. Alex rubs her hands along the breasts of the woman under her. She pulls on the nipples gently and smacks them hard. My wife groans in pain from under Alex. Alex then bends down and starts to lick my wife's clit. While Alex lays ontop of Mary, each of them licking the others pussy, Alex runs her nails along the legs of the woman under her. I can deep red lines appear from blood riding to the surface. I don't think she broke skin, but Mary groans in pain either way. Alex suddenly sits back up and climbs off my wife. She grabs Mary by the hair and pulls her off the bed. I watch as Mary falls to the floor with a loud thud. Alex walks around the bed and towards me, pulling Mary behind her. Mary crawls on her and hands and feet quickly to try and ease the force of her hair being pulled. It is a great sight to see! Alex throws Mary at my feet. "Unlock your husbands cock!" Alex throws a key on the floor. Mary grabs the key and reaches up to unlock the cage around my dick. Alex smacks Mary on the ass really hard. Mary yelps in pain and continues to try and get the key into the lock. "Hurry up bitch!" Alex yells and smacks the girls ass again. Mary drops the key between my legs. "What is taking so long? I want that cock!" Another smack across Mary's ass. Mary jumps as she tried to retrieve the key that slid under my balls. "I am sorry," Mary starts to speak with pain in her voice. "You are sorry what?" Another hard smack. "I am sorry mistress!" Mary cries. "I dropped the key, I am going as quick as I can!" Another smack. Mary looks up at me hoping I would help her. I just smile back at her. It was great seeing her get abused finally. Maybe she will understand how I felt. Another smack. I can see tears of pain form at the corner of my wife's eyes. "You are useless Mary!" Alex grabs Mary by the hips and pulls her back onto the floor. Alex drops her knees. Her hand reaches between my legs and grabs the key. She unlocks the cage and my cock springs free. Not a moment goes by before Alex takes my growing cock into her mouth. I look up to see Mary, tears streaming down her cheeks, watching as Alex sucks on my dick. Alex looks up at me, cock deep in her throat, and notices I am looking at my wife. "What the fuck is wrong with you?" Alex asks as she takes my cock from her mouth. "I am on my knees, giving you a blow job and all you can focus on is your wife behind me? I guess I have to punish both of you!" Alex stands and once again grabs Mary by the hair. "Get your ass on the bed bitch!" Alex pushes Mary to bed. "On your stomach." I stay sitting in the chair as I watch Alex binds my wife to the bed posts, Arms and legs spread wide. Mary is closer the foot of the bed, her feet hanging slightly off the bed. Alex walks back over to me, grabs my hard cock in her hand and pulls hard indicating to follow her. She leads me by the shaft to the foot of the bed. "Get your face into your wife's ass, I want it nice and wet!" Caught in Her Panties Ch. 02 Mary's backside is too far from the edge of bed for me to sit on my knees. I have to bend at the waist, keeping my ass high in the air, to be able to reach her. With my hands, I spread her cheeks and dive right in. My tongue traces the edge of her tight hole. I can hear soft moans from her lips. Alex straddles my wife's lower back and watches me as I lick this beautiful ass. Alex brings a hand between her legs and starts to insert two fingers. Once her finger get nice and wet, she removes them from herself and brings them to Mary's tight hole. The combination of my saliva and Alex's juices, Alex's finger slides into my wife's hole with ease. Mary shifts slightly feeling the invasion. "Keep licking sissy," Alex says as she thrusts her finger in and out of MAry's ass. Once her hole is loosened up a bit, Alex inserts another finger. I continue to lick around the fingers that penetrate my wife. Alex removes her fingers after a moment, stands and walks out of view. "Don't you stop sissy!" She yells over to me. I continue with what I am doing, occasionally pushing my tongue into Mary's hole. Suddenly I feel Alex grab my hair and pull me away from my wife. She forces me onto my knees. When Alex walks around from behind me, the first thing I see is a black rubber cock, maybe seven inches long and just over an inch thick. In one swift movement, Alex grabs me by the hair and pulls my face into her strapon. She forces it to the back of my throat without letting me get used to it first. I gag and hard and pull away quickly. Alex pulls me back in but this time allows me to go at my own pace. I take the fake cock in one hand and slowly lower my head down onto it. Once I feel it hit my throat, I back off, lick the shaft and go back down on it. "You better learn to take all of it sissy. It is going to happen quite a bit tonight." Not sure what she meant exactly but I slowly pushed into Alex's cock allowing it to slide down my throat. I fight back the urge to gag and hold it there for a few seconds. I pull away bringing the cock out of my throat, take a deep breath and do it again. I repeat this a few more times, each time getting easier and I can hold it longer. "Oh Mary," Alex says to my wife who remains tied down to the bed. "This sissy is such a good cock sucker! He can deepthroat like a pro! If only you could see this! Maybe you can hear it instead." Alex pulls her cock from my mouth. I look up at her from my knees. "Beg for my cock sissy. Let your wife hear how much you love sucking dick!" "Please Alex," I start to say but I am cut off by a slap across the face. "You are to call me mistress also sissy." "Please mistress," I obey. "Give me your cock. I love your cock. I need it in my mouth!" "Tell me sissy," Alex says to me. "Do you wish to be face fucked by my cock?" "Yes mistress. Take my face, do with it what you please. I just want to feel the cock in my mouth." "Do you hear that Mary?" "Yes mistress," She answers. "would you like to see your husband in his rightful place, on his knees taking cock down his throat?" "Yes mistress," she answers again. "Thats to bad," Alex exclaims. She grabs my head with both hands and pulls me back down her cock. "Maybe you will get to see it later, but for now he is mine." Holding my head in place, Alex thrusts her cock in and out of my throat. The black dildo never leaves my mouth. Saliva builds in my mouth and everytime i try to swallow, Alex just shoves her cock down my throat preventing me from doing it. Instead is just starts to spill out from the corners of my mouth and around the cock. Tears stream down my face from being gagged so often. The eyeliner the women put on me this morning must be running down my cheeks. Alex shoves her cock deep in my throat and holds it there with a lot of pressure, I fight the urge to gag. Thirty seconds go by and she doesn't let up. I can't breathe. Another thirty seconds go by with this cock in my throat. My eyes are watering like crazy and I can't breathe. My eyes must have started to roll back because Alex pushes me off her cock. I fall back onto my ass and breath deep trying to catch my breath. "You are a natural cock sucker sissy." Alex says looking down on me. My saliva dripping from the tip of the rubber dick. "You should see your husband Mary. He looks just like a cheap whore after sucking cocks all night. Eyeliner smeared down his cheeks, drool dripping from his chin and the look of shame all over his face." Mary shifts as she tries to get a look at me. She groans in disappointment. Alex notices the gesture and laughs. Alex grabs me by my hair again and guides me to the front of the bed. "Get on the bed cocksucker! Sit in front of your wife, put your legs under her arms and wrap them around." I do exactly what Alex told me to do. I sit on the bed in front of Mary, slide my legs under her bound arms and fold them around her upper back. The force pulls her close to my cock. Mary lifts her head and looks up at me. Her eyes wide as she sees me for the first time after having my mouth abused by Alex's cock. "You were right mistress," Mary says as she strains her neck to look up at me. "He does look like cheap whore. Can I please see it happen? I want to see a cock in my husband's mou..." Mary is cut off by a gag that Alex inserts into her mouth. This gag has a ring to hold her mouth open instead of a ball. It is wide enough to allow my cock to enter with no resistance. "No more talking bitch!" Alex laughs as walks around and climbs onto the bed behind Mary. "I told you that you will get to see that later. But for now..." Alex positions herself behind my wife's ass. With one hand she spreads the bound woman's cheek and with the other, she positions her cock to enter. "...I am going to take this ass for yours. If you don't want me to be too rough, you better suck that cock in front of you! But don't you dare cum sissy! We are not done here yet." Alex slowly inches her cock into Mary's ass. I see the look of pain come across her face as something invades her ass for the first time. "Get sucking bitch! I only have the head in. You have six more inches to go!" Mary drops her head onto my cock. With the force of my legs on her back and having her arms ties out to either side, Mary has no control over the movements of my cock. I place my hands on the back of her head and pull her all the way down my cock until my balls rest against her chin. I can feel her throat contract as she fights the gag. I pull her away to allow a quick breath then pull her straight back down. Alex applies more pressure as another three inches slide inside Mary's ass. Mary pulls away from my cock quickly and turns her head to the side. She breathes hard and deep. Groaning in pain from having her hole stretched open. "Did I tell you to stop sucking that cock?" Alex asks. She slaps Mary on the ass. "Not I am going to stop being so gentle!" With that, Alex shoves the last three inches of her cock deep into Mary' ass. My wife screams in pain. Alex doesn't sit there allowing MAry to get used to the feeling. Instead she withdraws to the head of the cock and shoves it right back it. Mary continues to scream in pain. To shut her up, I grab her head and force my cock into her mouth again. Alex thrusts fast and hard against Mar's ass. Mary groans in pain around my cock in her throat. I can feel my orgasm approaching. I pull Mary off my cock and allow her to breathe. "You didn't cum did you sissy?" Alex asks me as she fucks the ass before her. "No mistress," I answer. "But I am close." "Good. Get up here and take my place." I unravel my legs from Mary, climb off the bed and walk around to Alex. Alex pulls her cock out of my wife and gets off the bed. I take her place and position my cock to enter my wife's ass. "Hold on just a moment sissy." Alex says. She grabs my soaking wet cock in her hand. "Have you ever entered this hole before?" "No mistress." "I bet you dreamt about it quite often." "Yes mistress." "I bet you would do anything to bury your cock in that hole and squirt your cum deep into her ass." "Fuck yeah mistress." I say excited. "Good, wait just a moment. Do not enter before I tell you too." Alex releases my cock and walks around behind me. She climbs back up onto the bed and kneels behind me. I feel her finger run along the crack of my ass. She rubs a liquid across my hole with her finger. I had a good idea what was going to happen next. I spread my legs to give her more room. Alex laughs and pushes my shoulder down. I try hard not to let my cock slip inside my wife as Alex positions me to take her cock in my ass. "Beg!" Alex yells to me. I feel the tip of the strapon against my hole. "Please mistress, shove your cock into me. I wish to feel you deep in my ass." "I don't believe you!" Alex says and slaps my ass hard. I feel the tip of her cock press against me harder. My hole stretches slightly as her head slowly pushes its way in. "Take my ass mistress! It is yours to do as you wish! I want to feel your wonderful cock inside me!" "Prove it!" I wasn't sure how else to prove it. I meant every word. I really wanted her inside me. The only thing else I can think of was to show her how much I wanted it. I felt the head of Alex's got press harder against my hole. In one quick forceful movement, I thrust my hips back into the cock. I force all seven inches into me in one movement. I groan in pain from how quick I was stretched open. "Very good sissy," Alex says pleased. "I really believe it now. You may enter your wife." Slowly i insert my entire dick into my wife's ass for the very first time. It felt amazing. I felt like I was going to blow already. With my cock deep into Mary, Alex's cock had slipped completely out of me. I found myself missing the feeling. Just as I was about to retreat from Mary to search of Alex, I felt the cock press back into me. Not all the way though, just a bit more than the head. I pulled out of Mary, making my ass swallow more of Alex. Once I had all of the cock inside me, I thrust back into Mary. I go back and forth so I can both fuck Mary's ass and get fucked in the ass by Alex. I never felt anything this great. from the moans I hear from Mary, around the gag, she was enjoying it also. I was about to cum as I slide halfway back out of Mary. "Am I allowed to cum mistress? I am very close!" I beg my mistress. "You would love that wouldn't' you sissy?" Alex asks. I moan in agreement. "Tell me, do you wish that my cock was real?" I moan in agreement again. "Use your words!" Alex yells and smacks me across the ass. "Yes mistress!" "would that make you happy sissy? Being fucked by a real cock?" "It would make me very happy mistress!" I answer. "The feeling of a large cock buried deep into your ass, fucking you hard and filling you with hot cum excites you don't it? Do you know what that makes you?" "A cheap whore mistress! The need to get fucked hard in the ass. The desire to have cum pumped into me. I want it badly." Alex laughs. "Do you hear that Mary? You husband is begging to get fucked by a real cock. I bet he desires that much more than you right now. What do you think MAry? Should I make him beg for more? Or allow him to shoot his cum into you?" Mary moans loudly and wiggles her ass slightly. "I don't understand what you are saying bitch!" Alex exclaims behind her laughter. "So beggin it is! Tell me sissy, Would you do anything if I allow you to cum?" "Anything mistress! I am your servant!" Alex bounces with excitement. Her cock that is buried into my ass moves quickly. I moan in pleasure. "Will you suck a real cock for me tonight if the chance comes along?" "In a heartbeat mistress!" I answer. Instantly my eyes open wide as I realise the answer I gave. Did I really want that? My thoughts left me as Alex pulls her cock out of me. I try and follow it, wanting it back in my ass. "How about two cocks?" I moan and try to back into her cock again. I slip out of MAry and I can hear her moan as my head leaves her. "I...I don't know mistress..." Alex plunges her cock deep into me with a lot of force. I moan in pleasure as I feel what I have been longing for. "How about now?" "I will suck as many cocks as you wish me to mistress! I just want you cock in me!" "Good." Alex says happily. "I plan on making you into a slut this evening." Alex thrusts inside me quickly. She keeps me pulled back against her so I can't enter my wife as she fucks my ass. "Who knows sissy, Maybe you will even feel a real cock in this hole too. How does that sound?" "It...sounds...great...mistress..." I say between thrusts. Once again shock overcomes my thoughts as I just agreed to not only sucking an unknown number of cocks, but also to taking a dick in my ass. But the shock quickly disappears as pleasure from Alex fucking me taken over. Alex pushes deep into me. She pushes my back down towards Mary and guides my cock into the bound woman's hole. Mary moans loudly as my cock fills her again. With all of her weight, Alex holds me down onto Mary. Alex lifts herself up and positions like she is doing push ups. Her hands on my back keeping me pressed deep into my wife's ass. Slowly, Alex withdraws her cock from my ass. Just as it leaves, Alex drops all of her weight onto me pushing her cock deep into my ass. She does this over and over very quickly. Each time she re-enters me, she does it with more force. Mary and I moan together. Every Time Alex enters me, my cock moves inside of Mary. "Cum for me sissy!" Alex yells as she fucks me harder and harder. "Fill your wife's ass with your creamy seed! She is a slut and sluts deserve to be full of cum!" I moan louder as Alex somehow increases her speed and force even more. I start to rock my hips back and forth as I feel my orgasm building again. Alex pulls halfway out of me slightly allowing me room to thrust inside my wife but still have a cock in my ass. I groan loudly and fuck harder as I get even closer. In one last hard thrust, I shove my cock as deep inside my wife's ass as I can. Alex does the same to me. Holding it there I release my cum. It shoots out with such great force that my cock jumps inside of the hole. I can feel my cum slide around my cock as it fills Mary completely. I then collapse onto Mary as my orgasm finishes. I lay there exhausted. Alex puts all her weight onto me as she lays onto my back. The three of us lay there for a few moments trying to collect ourselves. Finally Alex lifts herself from me and pulls her cock out from my ass. I then do the same. As my still hard cock leaves the inside of my wife, my cum drips from her ass. It was an amazing sight to see. Alex and I untie my wife from the bed and take the gag out of her mouth. Without saying a word, Alex takes off her strapon and walks into the bathroom. Mary and I follow. The three of us shower together in exhausted silence. After all of us are squeaky clean, we exit and walk back into the bedroom wearing nothing but towels. The first thing to be heard in the past thirty minutes is from Alex. "Lay down on the bed Krystal. We need to make you a woman again." Without a word I lay down and spread my legs. Alex takes my balls and tucks them away. She doesn't put the cage back on me though. Instead she pulls me to my feet and hands me a pair of skin toned panties. "You are going to pull your dick back under your balls as far as you can. These panties are tight and will keep it hidden away. I bought them to match your skin tone so you can wear visible panties on top of them. " She then hands me a small rubber ring. "Put this around the base of your dick first. It will help restrict blood flow and keep you from getting hard as people grind on you. If anyone happens to feel it, just say it's a piercing." I do everything she says still not saying a word. I notice Mary getting dressed in the corner. She hasn't looked at either of us. I hope she isn't upset or angry. She doesn't have a right to be after all she did to me. Alex leads me over to the closet. "Mary and I picked out the perfect outfit for your first night out. It is very sexy, very short and very tight. It will draw a lot of attention to you." She reaches into the closet and pulls out my outfit. I was stunned by what I saw. I am not sure I can pull that off. I may have the slender body of a woman, but this was super revealing. It is a one piece purple dress. One side sits high on the shoulder and crosses over high on my chest the other side which hangs under the arm leaving the shoulder exposed. The dress fits very tight to my body showing every curve I have. It ends maybe six inches from my waist. If I were to bend over at all, the back would ride up and my entire ass would be visible. going up the left side of the dress are thin slits that grow in width as they get closer to my chest. One of the slits gives a perfect view of the bright blue panties that I am wearing. I am given my first pair of high heels. They are black to match the dress. The laces keeping them to my feet are very thin and tie high up on my ankle. "Obviously we can't put a bra on you because the straps would show." Alex explains to me. "Thankfully the dress as a small one built in. It also has small pockets to insert some silicone padding to give you tits. They won't be as big as before, but a big B-cup is still very sexy." Alex slides the padding into place. I bring my hands up to feel them and was surprised at how real they felt. Alex leaves me to get herself dressed. That is when I notice what Mary had put on. Her dress was more revealing than mine. It was light red in color and hung from the neck. It flowed loosely down her shoulders and came together over her chest. The front was patterned just right in lace that her nipples wouldn't show, but most of her breasts would. Just under her breasts, the dress wrapped around her back meeting just above her waist. Her entire stomach and upper back was exposed. A white short loose skirt covers her from her waist to about mid-thigh. Her white heels laced up high on her ankle. She kept her hair down flowing over her shoulders. Alex came back into view wearing a long solid blue dress. A slit run from her ankle up to her waist. It was clear she wasn't wearing any underwear. The top came to a deep V showing off cleavage. Her heels were simple and matched the color of her dress. Her red hair stood out against the blue as it hung loosely. Both women applied their makeup before turning to me. Together they set and glued my bright blue wig down. The pig tails ending just above my neck. The applied dark blue eyeshadow to match the hair and panties. Light skin tone lipstick to just add a shine. Everything else was neutral in color. As we get ready to leave, I notice a slight problem. "Where am I going to keep my ID and money?" Mary shakes her head still not speaking. Alex gives a little chuckle. "Oh Krystal. You are a young, sexy, desirable lady. You won't have to pay for anything, the guys do that. ID isn't needed because they know me at this club. I used to bring my ex sissy here all the time!" That's just great. If she is known to bring crossdressers with her, it's going to be obvious that it's me because Mary has her tits clearly visible. This was going to be a rough night. As we leave the apartment I stumble trying to get used to walking in heels for the first time. "Get used to them quick Krystal," Alex says as she locks the door. "You won't be taking them off at all tonight." Alex leads us to a waiting cab. "Do you plan on getting us so wasted that you need a cab?" I remember to speak in my female voice again. "Of course I do!" Alex shouts. "How else are we going to make bad choices and sleep with random men?" Before I can respond, Alex opens the door to the cab and climbs in. Mary and I follow. The cab drives us to the edge of the city and lets us out in front of a crowded club. We exit the cab and he quickly pulls away to find a new faire. Caught in Her Panties Ch. 02 "Did we forget to pay him?" I ask. "I payed him over the phone before he picked us up." Alex explains as she leads us to the front of the line. "We will just have to find our own way home!" She walks right up to the bouncer, who just nods and lets us in. The club is filled from wall to wall with all kinds of people. There are more women than men, which is common in popular places like this. Three bars surround a large dance floor that is crowded with people rubbing against each other. In the far back corner is a lounge area. That area has no lights shining at it making it very dark and private. The lounge is also elevated for extra privacy. Alex leads us straight to the bar. She orders six shots of vodka. The bartender quickly fills the order. "On my tab please Greg." He nods and walks away. Alex hands both MAry and I two shots. "To a night that won't be forgotten." The three of us take the first shot quickly. Alex raises the second shot and speaks again. "To a night that we hope we will forget!" We each drink again. What did she have planned?