3 comments/ 67850 views/ 33 favorites Mother Dear Pt. 01 By: keptsissy "Let's say for instance that I had son that was a sissy boy. A son that not only was a sissy boy that did very dirty and naughty things while he still lived in my house, dirty things for our next door neighbor, but a naughty little boy that liked to dress up in his mother's underpants too. I think a boy like that would need guidance. Don't you? I remember what you used to be like while still living at home with me. Don't I, dear?" She smiles broadly. She is sitting across the table from me. She is a stunning woman. Her tight red blouse pulls her breasts together. It's unbuttoned low enough to show the black lace top of her bra in the lower center of her ample cleavage. She's gorgeous and knows it. She is the epitome of an erotic 'cougar lady' fantasy, the older woman, a super hot vixen. She leans forward. "And let's say that my naughty son from time to time would watch his mother, spy on her from the basement when she brought a man home to her bedroom. What if I had a son like that? What if I decided that a naughty little boy like that interested me in naughty little ways. What if he would please his mother very much in secret ways, even get touched in special ways by her from time to time if he followed her guidance and rules." She sips her wine, goes on. She has prepared for this. I can tell. "Would that be you, honey? Would it? Would that be you, my son, my baby boy?" She stares at me coldly, smiles wickedly. I am hypnotized by what I am hearing, enthralled. My mother has known about me, even helped me with makeup, helped me dress up in all the girl things just after high school. Just after high school she let me know that she knew about my attraction to men as well as women. She knew all that I did. She knew I was playing with the neighbor man next door when his wife was away. She told me she supported me and my desires, told me I should never be ashamed of what I am, who I am. But she never talked to me like she is talking to me now. She now sits across from me speaking to me like she never has before. And she sees the effect it is having on me. "I'm far too old now to give a damn about what others think, baby. I knew you were wearing my underthings when you were at home with me well before your eighteenth birthday, well before that pervert next door started petting you. I wanted to say something then but you were too young. I didn't want an abuse charge on me while you were still under my roof." She laughs, sips her drink. "I knew about your sissy ways, knew you were playing with that little thing thinking about me and my lingerie. Weren't you? Watching me fuck men in my room through the grate in the floor, I think we established that, didn't we? And it never made me stop, did it? I actually liked that." I stare back at her, silent, stunned, mesmerized. We are out to dinner. We do this often. But tonight she told me she had something special to say to me. She said to me, 'Sit and listen...don't speak.' Just before she started to talk she told me to 'Sit and listen, don't say a fucking word.', her exact words to me. She's been talking, asking questions she wants no answer to for almost half an hour. We are in a crowded restaurant. She is on her second glass of wine. "I know about you, little boy. And now you're old enough to know about me. We are going to know about each other, count on that. I mean really get to know each other" She sits back, looks at me. The waiter comes to the table. She asks for another glass of wine, tells him to bring me more water. I sit silently as he leaves to get her order. "Now you're going to say one thing and one thing only. You can choose to say something else but if you do we stop this talk, go back to being the dear old normal mother and boring normal son the world sees." She smiles at me, laughs, leans forward and puts her hand on top of mine. "Say 'Mama, I love you and want to follow your direction and guidance. Please make me your dirty little boy.' Say it." She sits and stares, caresses my hand. "Say it!" I hurry to repeat and say what she told me to say. I feel choked up slightly as the words spill from my dry mouth. I feel my face redden. I feel like the entire restaurant hears my words to her. She says nothing, just smiles at me. "This is going to be good, baby, real good. You're old mama has some interesting ideas about you and what you need. Not to mention what I need. And we're both adults. You know your ex-wife and I are very good friends, don't you, have been ever since your divorce. We've discussed you at length many times. She thinks you need a strong hand too. I can give you the strong hand you need. I intend to give you a very strong hand." She's not old at all, far from it. She's attractive to a fault. Men check her out constantly. She is a very sexy fifty-five year old woman, looks thirty-something. She laughs, catches the attention of the couple at the next table. The waiter brings her wine. "And mama can give you a very soft hand too. I can reward my little boy if he pays close attention to the rules. Would you like that, baby? Tell me you'd like mama to touch your little dick with her hand. Go ahead, honey. Tell mama." I start to stammer, talk softly so that only she can hear, feel my face flush bright red. "Mother, please...don't, not here..." "Say it! You know it's true. Say it!" "Yes, please. Please, I want that so bad. I want you to touch my penis, I do." My ex-wife has told her everything. I know that now. She knows about my fantasy life concerning my mother. She's told her all about me, it's obvious. And no my mother is going to exploit that. "I know, baby, I know. We'll get to that in time. You just concentrate on being mama's good boy. Don't you worry. I'll touch your penis." She giggles, very girly. She sips her wine. "I'm going to go to the ladies room. I'm going to pee. I'm also going to put my hand all over my pussy after I do that. When I come back to the table I'm going to present my hand to you. You're going to kiss it right here in front of all these people. It will be our little secret, baby. Will you do that for your mama?" "Yes, mother." I look around the room, my eyes darting everywhere, seeing all that I think KNOW. I hear her chair move as she stands. "Good boy." She says that loud enough for the couple at the table next to us to hear. They glance at her, at me. She is wearing a tight dark red skirt, pencil skirt just below her knees. It accentuates her perfectly round and beautiful rear end. I hear her black spike heel boots click on the floor as she walks away from the table. Her hair is up in the back, large hoop earrings bounce as she walks. Men turn to look at her. They always do. I sit and internalize what is happening. I've fantasized about my mother for years. I masturbated thinking of things she has done, heard through her bedroom door when she was with a boyfriend, seen through the heating grate in the floor from my basement vantage point when I still lived at home with her. Now at thirty-five years old I still think about her, shared all of that with my now ex-wife. She used to tease, have me call her 'mother' when I would fuck her sometimes. She has told my mother everything. I feel embarrassed, choked up, feels like everyone in the room KNOWS, is watching me. They KNOW. My mind races. She returns to the table. She smiles as she passes her right hand across the table to me. I can smell her feminine scent as I kiss her hand. She doesn't pull her hand back, keeps it front of me face. I kiss it again. I can taste her. "Is your little thing hard, baby?" She stares at me, laughs. Nobody hears but I think they do. I am so afraid, soft penis, not a chance it will get erect here. I feel terrified that all in the room know about me and my dirty thoughts for my mother. "Don't worry if it isn't. Mama likes that too. There are lots of things to do with a soft little sissy boy with a soft little penis, lots of things." She laughs, pulls her hand back. "Oh my, this IS going to be fun." She sits and sips her wine. "You're not going to get to fuck me, you know. Don't even think about that, sweetie, not going to happen. Mama has a boyfriend for that. And that wouldn't be right. You're not going to be my boyfriend." She watches as my face goes bright red. "Mother, please...", I talk softy, so very much don't want anyone else to hear this. She giggles. She finishes the wine in her glass. "Here's what we're going to do. You're going to pay that check. Then you're driving me back to my house. And we're going to start a whole new chapter of our lives, baby. You're going to present yourself naked to me. Naked as the day you were born." She laughs loudly. Sees my face flush, she leans in and talks softly to me. "Baby, I used to change your diapers. Don't you ever think about being shy with your dear old mother. You let me see what I want to see when I want to see it." She smiles. "Might even make you start wearing them again. Diapers that is. We'll see." She laughs so loud that the couple sitting next to us hear her, stare over at us. They can't hear what she is saying but it feels like they can. My face is beet red. They do see that. "Now let's go. Let's go get my little boy naked and start his first naughty inspection in front of his mother, shall we?" She stands. I hurry to help her on with her coat. She touches my hand. Quickly kisses my cheek. "This is going be very good, baby. You'll see. You trust me. You know I love you, dear. This is going to be very special." All the way home she was silent, thinking. She just stared out the window as we drove. When we got to her house and I escorted her in. She took my wrist in her hand and led me through the house, all she said was 'Upstairs, move.' We ended up in her bedroom. "Perfect!" She's sitting on the edge of her bed. She stares at me, reaches forward and runs one finger up my naked thigh. "Do I know my little boy or what? I think so." I'm standing before her in a pair of her panties. Nothing else, just her white panties, I stood before her being inspected. My soft penis sticks out in the front. I feel embarrassment and shame. But also feel I am unable to say 'no' to her. After taking her home from the restaurant she led me straight to her bedroom, ordered me to strip naked and tossed me a pair of her panties. She sat on the edge of her bed and watched it all as I undressed. "Put these on and stand still. You be quiet too. I'll tell you when to talk, little boy. And that's what you are to me, my little boy." She spoke to me in a commanding voice I'd never heard her use before. I felt her hands roughly grasp me just above my butt, leaning forward on the bed she turns me around by my hips. Taking her hands off of me she sits back on the bed. "I like it. I like it a lot. You are a very good boy. Attractive and in shape, and you'll make a very cute little sissy girl too. I can tell. You have a nice bubble butt. We're going to have to get you your own girly things, can't have you ruining mine. I'm betting you have much of that already at home in a secret drawer." I feel one hand come down hard across my rear end. I yelp as the sound of her hand 'cracks' off of the bedroom walls. "Turn around and look at me." I turn to see her smiling up at me. "From now on I want you keep several things in mind. Whenever you come to my house I think it would be appropriate for you to be in panties, to start. That allows me to get at this." She reaches forward and roughly pulls my panties down on front just far enough to expose my penis. She takes me into her hand. "And it allows for a severe spanking or whipping to be most effective across a bare or almost bare butt." I feel her hand start to manipulate me to erection. She stares up at me from edge of her bed. "See? You like that. Mama knows her little boy, she knows that he likes." She laughs, sexy and girl like. "We're making much progress here, honey." She bends forward, kisses the end of it, smiles up at me. "And you're going to have some chores to do around here. Even though you don't live with me, doesn't mean you can't help your dear mother around the house." She leans forward and takes me into her mouth. I wince, writhe as I feel her warm wet tongue bring to full erection. She looks up at me, her eyes wide. She starts to pump, masturbates me slowly full length with her tongue up over the head of it, she sucks my penis. I whimper, feel faint. I start to moan. She pulls her mouth off of me, sits back on the bed. "Oooo, please, mother, please..." I don't want her to stop. "That's what happens to a good boy. Now we're going see what may happen to a bad boy. You want to be a good boy don't you, not be bad?" My erection bobs in front of me. She runs one finger up the length of it. "My thirty year old baby boy, look at you." She laughs loudly. I feel her take me by my wrist and pull me down across her lap, face down. Quickly she starts to spank me hard. I reach back to protect myself, feel her grab my wrist and pull it up behind my back hard. I feel her right leg come down across the backs of my legs and pin me up tight to her. I am held in place. "Don't you even think about resisting me, young man!" She starts to spank fast and very hard. I writhe and squirm as my butt is paddled to bright red, me helpless across her lap. I cry out with each hard slap. When she finishes she pets my butt. Soft and gently petting, her hand moves down and across the curve of my exposed cheeks. Then she pushes me gentley off of her lap, hurrying to me feet I stand in front of her. I am crying softly. She pulls me toward her, looks up at me. "Now which do you like better?" "The first, mama, the first, please...please." She takes me into her mouth again. She holds me in place by the sides of my hips. I feel her fingers dig into me. She starts to pump. She masturbates me with her mouth, long full strokes. I feel the head of it hit the back of her throat, feel her tongue work as she runs her wet lips over me, she sucks to take me to the edge of cumming. I start to lose myself to her, fully erect in her mouth. And then she pulls back, looks up at me. "Don't you dare cum in my mouth, little boy. Don't you fucking dare." She starts to suck me again. It goes on for over half an hour. She feeds on me. I stare down at her. I see her eyes fixed on mine as she sucks me, drives me crazy with her mouth. And then it ends. She is satisfied. She pulls back off of me, sits back further on the bed. "I think that's enough for tonight, baby. Mama found out all she needs to know. I think you did too." She stands and walks to her mirror, her make up table. "I'm a mess." She wipes her mouth on a tissue, reapplies her lipstick. "Thank you, mother, thank you." "I was wondering how long it would take you to say that." She giggles. "This is our secret, honey, nobody but us, tell anyone and it's over. Do we understand each other?" "Mother, I won't tell anyone. I'm still in shock..." she cuts me off... "You'll get over that. And I expect a somewhat more submissive tone from you going forward. I'm your mother." She turns to me, moves up close and takes my still erect wet penis in her hand. "It's our secret, baby. Ours. And if anyone else knows it will be me that tells them. Not you. Do we have an understanding?" "Yes, mother, yes...oh yes." I feel dizzy, in a trance. She strokes my still standing straight up in front of me hard-on through her soft hand. She kisses my cheek softly. "Now I want you to get dressed, be a good boy and go home. I'll let you know where we go from here. You just trust me, this is going to be as wonderful as wonderful gets." She kisses me quickly on the lips, winks at me. She laughs as she starts to undress. I hesitate as she removes her blouse, see her pretty bra and her beautiful breasts. "Shoo, away, little one. Hurry along. I need my beauty sleep. You'll get to see all this in time. You can dress downstairs, let yourself out. And thank you for dinner tonight. You are a good son. I love it that you take time to visit your mother, take her out to dinner." She smiles, winks at me. I gather my clothing and hurry to leave. I dressed quickly downstairs in her living room, let myself out and went to my car. I looked up at her still lit bedroom window. All the way home I played with myself, almost came in the car as I was driving. When I got home I masturbated twice thinking about her, thinking about my mother dear. I was addicted. Whatever she wants I will give to her. I thought that as I came the second time, thought about telling her that naked and on my knees in front of her. That was the how it all started. Mother Dear Pt. 02 She has me on her lap. I'm completely naked, penis soft and bashful. She is in a tight black pencil skirt, dark stockings and stiletto heel pointy toed shoes, crisp white blouse, crisp cuffs, blouse just barely undone to show the barest hint of a the lace on her bra. Hair up in a tight bun, made up perfectly. I'm on her lap. Her left hand cradles my bare right rear cheek. I hang slightly off of her leg. Her other hand is on my soft penis stroking me slowly, running her index finger around the hole. She pushes the tip of it, pushes into the hole, teases. "Come on, baby. Don't be shy. Get hard for Mama. You know, I used to change your diapers. We don't have any secrets, baby. Come on." I feel myself start to stir, feel my penis start to stand in my lap. I hear her giggle softly, girl like, feel her breath close to my face. "Oooo, that's my boy. Come on." I feel myself get hard, feel it throb in her hand. She starts to run the precum down over the head, teases, teases, teases with her fingers. She kisses my cheek. I feel her other hand cup and squeeze my rear, feel her fingers drift just to the crack of my butt. I feel them curl up into me, hold me tightly. "That feels good, doesn't it, sweetie." She kisses my cheek again, just a peck. "Yes, Mother...yesss..." I shudder. She laughs. "I know it does. Now, don't you make a mess, baby. No cumming. You know the rules." I feel her hand start to work harder, run just the head rapidly through the tight circle of her index finger and thumb. She feels my rhythmic pulsations, eases her hand back, stops and squeezes so tight it hurts, just below the head on the shaft. "Uh, uh, uh, I know what you're about do to. Don't you dare, baby. You make a mess all over my skirt, my blouse and I'll spank you so hard you'll cry for the rest of the night, put you in my basement. You know I will. And you know what happens to bad boys down there." She looks hard at me. "Please, Mother, please...I love this, please don't stop..." I can only stammer. She just stares. "You gonna be bad boy or a good boy?" "Good, Mama, good, I promise not to cum, promise...please..." I feel her hand start to work again, feel her other hand pat and then stroke, pet my rear end. "I know you will, honey." She pumps me for almost an hour, teasing, watching me come close, slows her hand, works me back down, works me back up, watches it all ebb and flow. The only sound in the room is my breathing, whimpering and her hand on my penis moving with gentle slapping sound on my lap. I flex and writhe. I am crazy with desire for her, for her hand. And then it stops. She slaps my butt hard, wipes her other hand on my naked leg roughly. "Up, baby. That's enough for now." I hurry off of her lap. I know better than to not move when she says to move. "Please Mother, please. Let me cum for you. Please." I drop to my knees, look up at her and beg like she taught me to do at these times. She listens patiently, looks down at me. "Please, Mama...", I feel her radiant beauty, feel her spell. "When I came home yesterday after you left and I saw my things laundered, ironed, folded and put away I was very pleased, baby, very pleased." She folds her arms up under her breasts, glares down at me. "My delicates were hand washed and put away properly. But then I noticed the laundry room floor. Do you think I wouldn't notice that it wasn't washed and waxed?" "Mother I was going to do that. I was, had to leave..." "Shhhh. You'll get it done. I know. Kitchen floor too. I know." She puts her hand to the side of my face. "I had a mind to take you to the punishment room today. But I didn't. Did I? I touched your little thing didn't I. Am a good Mama to my little boy, am I?" She smiles, pets my face, doesn't wait for an answer. "Stand up, baby. Let's move to the kitchen." She hurries on ahead of me. She takes me by my hand, leads me to the center of the room. I feel her standing behind me, one hand holding my arm just above the elbow, other hand going to my rear, feel it come down across my butt sharply. Loud 'SMACK' rings through the room. I pull forward, feeling her hand on my arm holding me in place. "You can cum for me. Go ahead. Milk yourself, baby. Do it onto the floor. Show me you love me, baby." I feel her hand quickly move up between my cheeks, feel a finger quickly move to my hole. Feel her work her middle finger up into me roughly, feel her push it all the way in. I rise up on my toes, wince, cry out, whimper. I feel her other hand grip my arm so tight I know it will bruise. "Come on, darling, come for your Mama." She holds her finger in me deeply, keeps me up on my toes as I start to masturbate. As I feel the feeling come into lower stomach, waves move over and up my tight little balls, I feel the spurts start to happen. I feel my tight little hole clench, close around her finger so tight it hurts. "Ooooo, good boy, good, good, good boy. You are pleasing your Mother. Mama loves to see this. You have no idea, baby, no idea." I hear her anxious breath, deep, deep breath of her voice as she purrs softly, watches me drip onto her floor. I finish, feel slightly ashamed. She knows this about me. I lower my head, stare down at the puddle on the floor before me. I feel her finger slip out of my rear end as I put my hands to my sides. I open my mouth. I know what's expected next of me. I feel her push her middle finger into my mouth. I taste my rear end as I clean her finger with my mouth. I feel her finer mover around in my mouth, see her smile at me. "You really are a sweet baby boy. You are, honey. You know I love you. I truly love you, little boy." She pulls her finger out of my mouth. Walks to her kitchen sink and washes her hands. As she dries them she looks at me. "I'm meeting friends for dinner and drinks, baby. When I come back later tonight I expect this floor washed and waxed, basement and laundry room too. I know you'll do this such that they're clean enough to eat off of. In fact you can do that right now. Show Mother that you appreciate her attention." She watches as I hurry to my hands and knees, start to lick my cum up off of her floor. She says nothing. She dries her hands and tosses the paper towel to the floor at my face. She leaves the room as I finish. As I round up the cleaning supplies, start to work on her kitchen I hear her at the door. "You'll be gone when I come back, baby. My boyfriend is coming by at ten. We don't want him to be part of our special love for each other, do we, baby? And I certainly don't want you here when he does what he does best. Mother loves you. Bye, honey." I hear the door close before I can answer. I hurry to complete my chores. Mother Dear Pt. 03 "Don't look away from me. I'm your mother. And stop looking so nervous. You should be happy. You're pleasing me." She sits, legs crossed. Her hands folded on her lap. She's wearing a tight white skirt, peach blouse, lace top of her bra shows around her cleavage. I'm standing in front of her. Wearing pink lace ruffled panties, pink spike high heels with satin bows on the backs of the heels, made up in pink lip gloss and dark eye makeup, I have a big pink bow on the side of my head. I feel my face burn, bright red as I present myself to her, walk from her bedroom to her living room after preparing as she instructed. "Now that we know you're a little queer boy it's so much easier to relate to each other, right? I mean now that we both know what you are things should be a lot more open and honest. Come to your house and catch you dressed as a girl, indeed." She laughs, leans forward in her chair. "Come here." She snaps her fingers gently. I move closer to her, feel her hand on the front of my panties. She smooths the top ruffles. "A lady should always be aware of how she looks. That's important. You should have noticed the ruffles were bunched. Don't want you to be anything other than the perfect little girl, honey." She reaches around and pats my butt. "Are we all slippery back there? Are we?" She smiles up at me. Feel my throat tighten. "Yes, mother." I feel my face flush. Feels like my face will burst with redness. "Now calm yourself. This is nothing new to you. You like boys. And I don't want you to disappoint. You know that this first time is important, first impressions matter. If he finds you unappealing after my build up you'll embarrass me." I feel her slap my rear hard. "Don't want that to be the case, honey, I have high hopes for you. So does he. Remember, he's a dear friend of mine." The door bell rings. "There he is. You just stay here, stand still. Don't move. You look perfect. I feel like passing out, so afraid. She goes to the door. I hear her open it and then hear muffled talk, the voice of a man. Then I hear the foot steps coming toward the room I stand in. "Mary, you are a very naughty girl. It's why I love you." He is huge, towers over me as he moves to me. He's older, a well kept gentleman in a very expensive suit and overcoat, expensive shoes. He looks every bit the power broker. "Your son, really?" I feel his hand trail down my back. Feel goose bumps rise on my rear as his fingers trace the crack of my butt through my panties. "He is. I know it's unusual but I also know your tastes. He's perfect for you, no? We both know that you are unusual as well." She smiles at him. She stands arms folded across her breasts, stares at the two of us from the doorway. "He looks beautiful. I love the shoes. Remains to be seen as far as what I like, but I have to say that butt is just what you said it is. Cute. And he's small too. I think I'm going like this little piece of candy." I feel him stroke my rear. He pets me, feel my little penis stir in the front of my panties. "When you told me about him I got instantly hard. You know my tastes, Mary. And I like the kind that like a firm hand." "And don't you hurt him. He's my baby boy. You remember that." She walks back to her chair, sits. "You just take your time with him, he'll be a good boy for you. Won't you, baby?" She looks up at me. "Yes, mama. You know I will." My little erection standing up slightly in the front of my panties, I feel him petting my rear end, feel his fingers inside the crack of my rear fondling me, my panties pushed up against my tight little hole. I push back against his hand. He's older, the kind I like. I start to breathe heavier. He's turning me on. "I knew you'd like him. You can use the bedroom in my basement. He has a bed down there. I have shopping to do." She looks to him. "I want to take him to my place." I feel his hand take my hand. He holds me tightly. "I'm going to want him for more than an hour or two, can tell that already." "You want to walk him to your car, like that?!? You want to take him home?" She smiles at him. "You dirty old man." "I'll drape my overcoat over him, it'll be okay. Trust me, Mary. You know me. Your neighbors won't notice." He is staring at me. I can see the huge bulge in his pants. I am very much of interest to this man. I feel his eyes all over me. I like him. "I guess it'll be okay. You just make sure you have him back safely. I am holding you responsible. Want you to use him how you like but don't want him stranded or hurt. Are we clear?" She stands, walks to my side. "I love this little boy. He's my son." "Mary, I would never hurt a fly. Maybe spank the fly but not hurt it." I feel his hand come down with crack across my rear. It pulls me up and onto my toes. I yelp slightly. I feel my mother kiss the side of my cheek. "This should be a good adventure for you, honey. I'm sure you're going to like Alan. And don't you be shy with him. He loves little boys like you, knew it would be a great match the instant I saw you in your girl clothes at your house. Now show him what a big girl you can be." She pets the side of my face with her finger. "Have to say, I get wet thinking about it, baby. I feel him drape his overcoat over my shoulders, pull me by my hand toward the door. I look back at her, feel slight fear but say nothing. I see her smile as the two of us walk to her door. As I move toward his car I see the neighbor's houses, hear my heels click on her drive as we walk. I look back over my shoulder at her in the doorway. 'Mama...' I think to myself. I feel him push me into the passenger seat of his car and hear the door close. I see my mother close her front door as he walks to the driver's side of his car. "You're gonna be a very good little bitch, aren't you?" He slaps my face. I cry out. "Yes..yes, Sir, yes..." I feel his hand tightly on my wrist, so tight it hurts. "Good. We're going to get along fine. I meant what I said, you are cute. And I have a very firm hand. I know I'm gonna like your little ass and I know you're going to like me." He starts his car. I Iook to my mother's door. She is nowhere to be seen in the windows. We drive off. Mother Dear Pt. 04 "Look at me, baby girl. Let me see those pretty tear filled eyes." She looks down over the curve of her breast, over the ruffled top of her babydoll pajamas. Sees her leg up over the shoulder of her girlfriend Doris, feels her tongue lapping attentively across the lips of her soaked pussy. Mary reaches down with her left hand, pets Doris as her eyes open wide, sees then stare back up at her as she performs her 'disgusting task', the way Mary thinks of what Doris does for her. "Don't you stop. Keep that mouth working girl." She shifts her weight, moves one cheek slightly to the right and arches her back against the couch. She can see her naked little pussy licker perfectly, sees her butt pushed back and out, her raccoon-like eye makeup, sees it running down her cheeks, sees her stained eyes. Her left hand tightens in Doris's hair. "Now don't you say a word. You just keep doing that real good. Listen while Mama tells you what you may have forgotten." Mary closes her eyes, sighs. "Uhhh, yessss. Fuck, you are good at that, baby girl." She shifts her hips, thrusts slightly into Doris's face, holds her tight by her hair. She gathers herself, places both feet firmly on the floor, looks down at Doris. She pushes her face away from her pussy, pulls her slightly by her hair off of her, makes Doris cry out. She stands still holding Doris by her hair. She bends slightly and takes the belt from the floor, stands straight. "I think what I'm going to say to you would best be said with you on your knees and me standing." Mary pulls Doris's face back to her pussy roughly before she can say the obligatory 'Yes, Mistress.' "Lick, baby. Lick. That's a good girl. Lick. Do your dirty little act for me, get that tongue moving just like that. You are a good girl." Mary looks at the two of them in the mirror. Thinks to herself that she really likes the shoes she's wearing. They look good with her pajama top, she is pleased with herself. She thinks to herself she'll wear this sexy outfit for her boyfriend, thinks about him fucking her with this cute outfit on. He'll like that. She looks down at Doris. Mary sees Doris's eyes trained up and on her. "You just keep looking at me, baby girl. Don't you look away. Now listen carefully." She feels the slave like tongue run back and forth up the lips of her pussy, up and over her clit. She focuses. "I don't need you like this. You need me. You need my pussy, need my attention. We both know that's true." Doris slightly pulls away, starts to say softly, mumbles, "Yes, Mis..." The belt comes down across her butt up into the crack of her ass, curls and wraps, snaps against her exposed and wet pussy. She screams. Feels Mary's hand tighten in her hair, pulling her back into her crotch, pulled up tight, face buried deep into her wet pussy. "Shut up, bitch. I said you are to listen. Lick me and listen. Maybe I should send you away. Don't talk!" She sees the tears form fresh in Doris's eyes even before she finishes her admonishment. "Shouldn't your hands be cradling my butt?!?" She laughs to herself, feels Doris quickly take both Mary's cheeks into her hands, holds them so gently, licks Mary's pussy fighting back crying heavily. "Now shut up and listen. Learn something." Mary brings the belt down again across Doris's butt. She jumps slightly, pushes her face and mouth up into Mary. "Oooo, I liked that. Gave me the chills. I have to remember that, great technique, whip your butt and make you push up into me. I do like that." She lets the belt trail down, her hand over Doris's shoulder, tip of the belt cradled into the top of her naked butt crack. "Now, as I was saying." She looks down and stares deeply into Doris's eyes. "I let you do this for me. I don't need this. Is it pleasurable? Heavens yes, dear one. But I have to tell you, I like it way better when men do this for me, like it much better than when you do it. I don't have the need for girls like you do. But I do have the need for one special little girl, don't I? One dirty little girl. One dirty little bitch. One slutty little bitch girl. Could it be one other than you? Maybe. I have the need for one little bitch that will lick my ass, take a whipping, know her place. I guess you could say I have that need, baby girl. Lesbian needs? No. Mistress needs? Oh yeah, definitely. And if I ever felt like I could get that from another little girl other than you you'd be the sadder for that, wouldn't you? You'd be hurt, sad, it would break your little lesbian heart." Mary laughs, girlish giggle. "Am I being cruel, sweetie, am I? Or am I being truthful? What I get out this is you, Doris. YOU. Owning you like this, it's not about thinking about your pussy, not about thinking of making you cum. No. It's about knowing I can tell you to do the most disgusting things and you do them. What woman would bury her face in another woman's pussy, in her ass??!!? Not me, baby girl. Not me." Doris is openly crying, tears under her eyes running down her cheeks, eyes filled with tears. She stares up at Mary. Mary looks down at her, so stern. "Mmmm, oh yeah. Oooo." Pushes herself slightly up and down against Doris's willing mouth, up over her nose, she rubs herself on Doris's face. "Yeah, baby. That feels real good. Real good." Mary closes her eyes for a moment. She loses herself to her slave girl. She gathers herself. "I like the Mistress part of this a lot. No. I love the Mistress part of this. Remember years ago when we started all this? I do. College, the two of us, told me you wanted to 'experiment' with another woman, told me half drunk about that, tried to kiss me, remember? I remember. Long time you've been my willing little girl. And Doris you are a willing little girl. Started eating my pussy that night, you've been doing that for me ever since, haven't you? Our little secret. Wasn't too long after that that I found out that you liked a very strong and resolute bitchy Mary. Liked being treated mean, you like my mean streak. I found out that I like treating you mean, abusing you. Didn't I? Remember the first time I spanked you, locked you in the closet naked, left you for a day? That was a learning experience for both of us, wasn't it, baby girl." Mary laughs loud. Mary is talking through Doris, pets her hair, stares through her eyes, stares deeply through her. "I think things have worked out well. I think you have just what you need and I have...well, I have a slave girl. I want you to know I could get it someplace else if you ever disappoint me. I need you to know that. I need you to know that real bad. Cruel on my part? Oh, I hope so." She pulls Doris back off of her and looks down at her soaked face. She is covered with tears, covered with Mary. Doris is openly sobbing. She can't control herself. "Tell me you love me!" "Please, I love you. Please don't be through with me. Mary, you know I love you, will do anything you want me to do. I need you. Please...anything, anything. I love you. I love you." Mary stares down at her girl. Just stares and listens. Let's her go on. "I can do as I wish with you?" Mary raises her hand as if to slap Doris's face. "As I wish?" Doris grimaces, closes her eyes ready to be slapped. "Anything, anything. Please, anything. You know it's true." She burst into almost hysterical tears, sobbing. "Pease Mary, please. You ARE my Mistress, please believe that, please. I love you." Mary brings her hand down across Doris's face, loud slap rings through the room. She watches as her hand print turns red. "Anything, Mistress, anything, anything..." Doris is sobbing so loudly Mary can barely hear the words through the wet tears. Mary slaps her again. Mary releases her hair, turns and puts both knees onto the couch cushions. She reaches back and flips her baby doll pajamas up over her butt, up over her back. She puts her arms up on the back of the couch in front of her, pushes her rear out. "Lick my ass." She smiles softly to herself as she feels the wet face eagerly move up into the crack of her rear, feels the hot wet tongue concentrate on her tiny hole. She feels Doris's tongue narrow to a point and start to push up into her.. "Doris, I'm not leaving you. Not in the market for a new girl. But I want you to never forget what we do, what we are. What you are. You belong to me, baby. Don't think I don't appreciate that." She feels both of Doris's hands go to her cheeks, feels Doris hold her firmly in place as she starts to 'worship', feed, as Mary likes to think of it. She says nothing for a while, moans softly as she feels the pleasure her slave girl willing gives her. "Finger my clit." Mary starts to lose herself, feels Doris's hand quickly move up between her legs, finger starts to rub her clit the way she likes in tiny rapid circles. She loses herself to it but holds back on cumming. She wants to make Doris work. Half an hour goes by. Mary pulls away and stands, wriggles quickly around and sits, facing Doris. Wants to cum with Doris up between her legs, wants to watch. "Now, you're going to make me cum, baby. Make me cum real, real good. Then we're going to go shopping." Mary laughs. She sees Doris start to move toward her, sees her lower herself and move her face to Mary's crotch. "After Mama cums we're going shopping for dildos. We are going find the perfect one for you to wear under your clothing. And learn to suck too. No discussion necessary, you are going to learn to be a good little cocksucker. No back talk. Every woman should know how to please a man, even a lesbian like you Doris. Mmmmmmmm, oh yessss..." She closes her eyes, feels the first slight spasm of climax that Doris is so good at providing for her. "My son is joining our kinky little family, baby. You'll learn more about that soon. Just know that I may need that mouth of yours to reward him from time to time." She feels her slave girl's tongue do what it does so well, feels her clit being licked rapidly. She lets it all go. She concentrates on getting the feeling. Pulls her legs up on the couch, let's her knees fall to the side, spread as wide as her legs will go. Only sound in the room is Mary moaning. Then her screams as she cums all over Doris's face. After the second time she pushes Doris's head away gently, pulls her up on the couch next to her. She says nothing. Thinks to herself maybe she'll finger fuck Doris. Just a thought. Not today. Doris is silent, sitting next to the woman she loves. Wants so bad to have Mary touch her, says nothing. She feels the welts on her rear against the couch cushion from the belt Mary used on her. "Your son? Really?" "Yes, really. This is going to be a good thing. All you have to do is keep being my good girl. As if there's any doubt about that." Mary strokes Doris's hair, kisses her cheek. She French kisses Doris deeply, feels her swoon. Mary thinks about how badly she wants to get fucked. Very badly. That will have to happen later. They have to go shopping after the two of them clean up. Maybe there will be time for lunch and drinks with Doris, bring her up to speed on her son, after they get the dildo Mary has in mind for Doris. Mary has plans. She thinks to herself that her boyfriend is going to love the baby doll pajamas and the heels she is wearing. Her hand goes up between Doris's legs, to her wet pussy. She decides to reward her slave girl after all. She'll make time. She feels Doris start to melt as her tongue is pushed deep into her throat. Mary thinks to herself, 'There's no rush. We have time for this.' Mother Dear Pt. 05 I'm standing in front of her naked and sobbing. I'm crying uncontrollably, shaking, my eyes burn with tears that cover my face, drip to the floor. My hands at my sides, the backs of my cheeks and legs are covered with deep red welts. She stares at me. She's dressed as she was in the basement, dressed as she was when she came home and ordered me to my punishment room. She's wearing a just-below-the-knee dark gray tight pencil skirt, lighter grey soft turtle neck sweater and wide black leather belt. Her legs are crossed with her hands folded in her lap. Her spike heel knee-length boots make her look sexy and menacing. Her look is stern, says nothing to me just watches me cry. She sits like that for what seems like forever. "We both know this is what you need, don't we." She makes it a statement, not a question. "Yes, Mama, yes...", I stammer, choked words between the sobs and tears. "Good." She says that as she leans forward. I feel her take my penis in her hand tightly, feel her turn me roughly to position my rear for view. I bend slightly forward, leaning at the waist, shaking and sobbing. She releases my penis, feel her hand run over my right cheek. "Today was your first serious lesson. This is the least you can expect if you disappoint your mother. It's what you expect if you are a bad boy." She sits back in her chair. She looks at the raised welts on my cheeks and legs. "That will take a while to fade. Hopefully you will not need another whipping between now and the time Allan wants to see you again. I think my point has been made, don't you, baby?" "Yesssss, Mama, yesss, I won't disappoint you again, I won't..." She sits and listens to my apology. "I meant it when I said it. I want my house cleaned to my specifications. I want my house cleaned perfectly. That is not asking too much. I expect that from my son. I let you in here twice a week to clean, find any imperfections and this will be the minimum that happens to you. You do understand that, right?" "Yes, Mama, I do." I start to calm myself a bit, sobbing still. "You know I couldn't discipline you like that when you were a little boy, would have been abusive. But now that you are grown young man I can. You didn't know your dear mother had it in her did you." She laughs loudly, doesn't wait for an answer. She stands. I feel her turn me toward her, feel her take me in her arms. I feel her breasts against me, her hand on my back, her other hand on my face. "And I know you didn't know about your dear mother's special room in the basement, did you. I have had a few others down there but none that move me as much as my own son does. I liked that. You made me wet. You make me wetter than when I take my friend Doris down there." I feel her hand move to my naked penis, feel her start to masturbate me, pump my through her soft hand. "Does it please you that you made me wet? I can cum like that you know, beating you like that. My dear friend Doris needs the same thing you do, baby. But she gets to sleep with me after I take her down to the basement. You won't be able to do that. That wouldn't be right. I'm your mother." Her hand brings me to erection. I feel her finger on the wet spot on the end of my erection. "Ooooo, cute little hard on for your dirty minded old mother. Our secret, baby. Our secret." I cry out slightly, whimper as her hand grips my cheek tightly and holds me in place while her other hand runs over the head of my penis. "My friend that took you away for a couple of days, Allan, did you like him? He loved you." "He was very rough with me. I don't like being slapped." "That's not what I asked you. We had a nice talk about you. He told me that not only does he enjoy your rear end, said you were the best fuck he's had in a long time, said you truly are an addictive little cock sucker. He said that you do it like your life depends on it." She laughs. Her finger runs up and into the hole of my erection, feel her hold it in place and straight up just below the head with her thumb and middle finger, her index finger pushed into the hole rubbing back and forth over my pre-cum. "He told me that he had to slap you to get your attention, told me that until he did that you were not focused on what it was that you were there to do for him. Said you were a scared little rabbit from the moment he led you out of my house all the way in the car ride to his house. And he apologized to me, told me it was necessary. He's a gentleman and a dear friend of mine. I knew he wouldn't hurt you, you whining cry baby. That's beside the point. He likes you, wants to see you again. He went on and on about your pink outfit and the sexy noises he said you make when being fucked. He said he has a friend that would like to meet you too. You'll do that. I told him you would." She pulls away from me slightly. "Don't get any of your mess on my skirt! You want me to take you back to the basement???" I feel her hand stop, feel her just hold my penis in place. "No, Mama, please...no, I'm sorry." I feel her hand start to play with the head of my penis again. Her other hand moves to the base of my penis and holds it tightly, straight up in front of me bringing me to my toes. I think of her an hour ago, me on my hands and knees, wrists and ankles cuffed together, butt up high, neck collared to a ring in the floor, face pushed to the cold tile. Dragged by my ear from her kitchen to the basement, I think of her whipping me fast, full force and non-stop across my exposed cheeks and the backs for my legs with a thin cane. Every now and then bringing it up between the cheeks of my spread rear end as I screamed loud and uncontrollably, she ignored it all. When she finished I was hysterical. My begging and screaming fell on her deaf ears. As quickly as she restrained me she released me and led me upstairs by the ear. "I feel that little thing throb, boy. I know what you want me to let you do. Not yet. Don't you dare make your little mess yet." She took her hand off of me and moved away back toward the chair. She slipped her skirt up matter of factly over her hips. She was facing me, could see the huge wet spot on her white panties. Just as matter of factly she slipped them down over her boots and tossed them to the side of her chair. She sat. She looked up at me and smiled. She put her legs one at a time over the arms of the chair, her pussy wet and exposed positioned on the leather cushion. She was beautiful. "Go down on me. Make me cum. Come on, baby. Be a good boy for your mother." She stared up at me. I did as she told me to do. I knelt in front of her and started to lick her, full strokes up between the lips of her pussy, up over her clit. "Good boy, you just keep doing that. This is something very special just between you and your mother, just the two of us. You get whipped brutally for being the bad boy we both know you are, you get to make me wet and you get to do this to your mother as a reward. I want you to make that connection. I want you to dream about this, baby. I want you to call and beg for whippings, knowing you might get to do this after." She laughed little girl like, squirmed in her chair, started to breath heavily. I felt her hand go the back of my head, one leg moved up over my shoulder. I felt her take my hair, pull my head up and move my eyes up facing her. "You'll do that, right, oooooo, right?" "Yes, Mama, yes." My lips and chin covered with her wetness, she pushed my head back down and face onto her. "You just concentrate now on being a good boy and make your dear old mother happy, real happy." She leaned back into her chair, could feel her push her pussy up against my mouth as I started to fuck her with my tongue. I felt her start to concentrate on cumming, felt her concentrate on using me. The only sounds in the room were her moaning and loud screams every time she came. When she came for the third time she pushed my head away. "Gooooood boy, good, good, good boy!" She slipped her legs back off the arms of the chair, the seat of it soaked with her. "I'm a mess." She stood up. She held her skirt up over her so as not to get any of it on her. She bent forward and took her panties off the floor, wiping her pussy and back between her legs with them. She looked down at the chair. She giggled girlishly, smiled at me. "I want you to kiss that. Lick and kiss it while I go freshen up. You know you want to, you little pervert. And it would please and amuse me to think about that later. You want to please me, I know you do." I did as she said, her heels clicking as she left the living room. My face to the chair seat, her scent all over it, tasting her, both front and back as I ran my tongue over the leather cushion. I heard her as she came back down the hallway and into the room. "Now that's a picture. My loving son, rear end bright red and striped, licking the seat of my chair. That is the perfect image of a loving son. I have to have a picture of this, don't you stop." She hurried to get her cell phone and returned quickly. "Push your butt out and up, want to see that little penis of yours pointing down toward the floor. Yesss, that's it, stay like that." She took several pictures. "This is precious, baby, precious. My loving son. Reach back and spread your ass. Allan is going to love this." I felt my cheeks burn, throb as I cupped them with my hands and pulled my rear wide apart for her. "Good, very good. My girlfriend Doris will come to appreciate all of this too, may take her some time to get used to a sissy man around the house. But she will. I'll see to that." She took more pictures as she talked. She was talking to herself, not me. She looked at them, panned through them on her phone as she chatted on. "Delicious. You are the best son a mother could hope for. Naughty and nice." She laughed, walked to me. I felt her hand pet the back of my head. "It's time for you to finish your chores. I have to leave. And remember, it was the kitchen floor, it's what got you the trip to the basement. I expect it to shine. Every floor in my home should be clean enough for you to eat off of, honey. Think of it like that and it won't be problem going forward." She moved toward the hall. "And I know you didn't get to come for me, don't think I don't care about that. You will. You know I like to make you happy like that. But I have to leave, meeting Doris downtown for lunch. She doesn't know it yet but she's going to be one of your rewards, baby boy. That old lesbian is going to be a good little cocksucker just like you." She laughed as she said that, went to the door leading to the garage and her car in it. "I'll call you later this evening. You be home and waiting by the phone. Love you, baby, mother loves you very much." She left the house as I stood, looked down at the stained leather chair cushion. I hurried to gather the cleaning supplies to finish cleaning her house. I started with the chair. I thought to myself how very bad I wanted to it perfectly for her. I thought how very much I wanted to please her, how very badly I wanted to please my mother. Mother Dear Pt. 06 "I know you hated that. And I'm never going to hide from the things I get a chance to do, pretty boy. Mary won't stop me." She glares at me. "All I have to do is finger fuck her, go down on her until she shakes like a volcano, she won't stay mad at me even if she is. Your mother cums for me and I know how to make that happen. I'm very good at it. And her whip? You think I'm afraid of that? I get wet thinking about being whipped by her. I can do anything I want with you." I look out the window of the car, ignore her. Can't stop thinking about being taken shopping by her, being taken out by my mother's lover, the female one. She took me to a mall lingerie store. She embarrassed me in front several sales girls, picked out panties, stockings and a bustier for me, told them all the girly items were for me. She went into detail about me dressing like a girl. "So how long have you been a little sissy pervert for your mommy?" She slaps the back of my head, makes me turn to her. "None of your fucking business, Doris." I look back out the window. She drives on. "Come on. Don't be upset. We both like the same woman, care about her. And you know and I know you'll be back in that basement guest room soon enough. I think you should be nicer to me. We both like the sadistic side of your dear old mother, don't we?" She runs her hand up my leg, laughs. I close my knees together, feel her just graze my penis through my pants. "I have a son your age. He'd never do what you do." She laughs loud. "Doris, please. I just do things for my mom because...well, it just happens. I can't say 'no' to her. I don't like talking about it with you. You wouldn't understand. Leave me alone." Doris pulls the car over fast, almost slams on the breaks. She pulls to the side of the road up to a curb. "You sell me short. I understand alright. Do I ever fucking understand, little boy!" She leans over the front of me. I feel her slap my hands away as she roughly undoes my belt, my pants. "Pants down now! We'll see who understands. Now! You hesitate and I'll scream 'rape'." She smiles, lowers her window, "One, Two..." I hurry to take my pants down, so fast she laughs loudly. "Now here's what I 'understand'." She raises her window back up. "That little thing is useless to a real woman, you are a faggot. You've probably been fucked by men more than your mother and me put together. You get hot and bothered and touch that pathetic little thing thinking of Mary. Right so far, do I understand?" She leans over and takes my soft and scared little penis in her hand. "You know this really is cute. In a sissy like way, it is. I haven't seen one this small since my son was a baby. You think about this. I could have your mother put a cage on this, lock it up tight. Count on that. Now you just sit back and think about that." She leans down and takes it into her mouth, swallows my penis and balls entirely in her mouth. Feel myself start to twitch, feel her tongue start to move on me. She sucks me to complete erection with my balls still in her mouth. She slides her mouth slowly up and off of it, looks up at me sideways, holds her hair back to the side. "I can take the whole thing in my mouth, balls and all. Was I right, was I, sissy boy?" She smiles at me, strokes it slowly. "No girlfriend? Wait, I bet you're the 'girlfriend', am I right? Do I understand? Do I fucking understand?!?" "Yes." I whimper, feel trapped, feel ashamed by her accusatory tone. She toys with the edge of the panties I wear under my lowered pants. "Good, we have the beginning of an understanding, an understanding between you and me. Now, I'm going to do something for your mother, MY lover. This will please her. You just sit and be thankful, you little bitch." She smiles, winks at me. She turns her face back to my lap and buries me back into her mouth. I look frantically around, cars going by, broad daylight, feel her work feverishly. She pumps hard and fast, masturbates me with her mouth. After only three minutes I feel 'the feeling' I feel myself at the edge of cumming. She lets my balls fall out of her mouth, cups them in her hand as she feels me start to throb. Her mouth locked on me tight, she swallows as I start to spurt. I moan, push my back against the seat, feel her hold me tightly in place by my balls as she lets me cum her mouth. I start to go soft in her mouth. Then she slips her mouth off of me, slowly milks me with her tight lips as my semi soft penis stretches and pops out of her lips. She licks her lips, quickly checks herself in the rear view mirror. Says nothing, takes her lipstick from her purse. She does her lips, fixes her hair. "You're too easy. You're like a child." She talks as she fixes her lips, her hair. "Did you like that?" "Yes, yes, thank you." I stammer, feel the last drop of my cum hit the seat of the car, feel it on my butt as it runs out of my soft penis hanging down against my naked thigh. "I'm not such a bad person. I don't hate you. I just love Mary. She may be your mother but she's my girlfriend, MY mistress. I've been hers since way before you were born. I was your mother's little slave girl before she knew your daddy." She laughs. "And nobody knew that until you came along. You go down on her, lick her butt, that makes me jealous. I'll have to take that out on you, 'honey', as she calls your little ass. I'm going to take that out on you in that basement room that is soon going to be your punishment room as much as it is mine." She turns to me. "I'm going to see to that. I'm going to make a point of making that your special little room." She looks back into the mirror then back at me. "How do I look?" "Pretty Doris. You know you do." "Pull your pants up. Do we have an understanding? Do you know your place in the pecking order, faggot boy?" She takes my hair, makes like she's going to slap my face, her hand raised up. I wince, close my eyes tight. Hear her laugh. She releases my hair. "I guess we do." As I pull my pants up she drives off of the side of the road. We drive in silence all the way back to my mother's house. When we enter my mother's kitchen she's sitting at the table. Doris sits with her, watches as I carry in shopping bags, put things on the counter. I see my mother put her hand on Doris' back, see Doris look to her, purring almost. "You two have an understanding, I'm told?" My mother smiles at me. I look to Doris. She glares at me. See her hand go down to my mother's lap, up under her dress, up between her legs. "Yes, mother. We do." I look to my mother. "I will not share any of this, will be on my best behavior around the two of you. I know my place in your house, know how to keep a secret. I will answer to Doris the way I answer to you, mother." My mother looks to Doris, runs her hand up her back and pulls her hair back. "You, upstairs. I'm seeing my boyfriend later, want that mouth of yours before I shower. Move girl." She looks at me as Doris rushes, hurries up the stairs. "She told me you were a very good boy, the good son. My, what an interesting family we have, honey. Don't know if others would get any of this but we do, don't we? Now, I love you. And as strange as this may sound, I do like the idea of a special room for you in my basement, like you crying too. We are going to be doing more of that. I feel wet right now just saying that. I liked what I saw down there when I punished you for your lazy housework, liked your little ass responding nicely to your mother's stern hand. I think I'll let Doris handle that for a while, your punishment and your reward, maybe just sit and watch. And this is between the three of us only. My boyfriend is to know nothing about any of this. He'd never understand, can't be part of this. He has one good use only." She laughs, stands. She walks to me, kisses my cheek. She reaches down and cups my penis with her hand through my pants. "Do I know my little boy? Do I know what he really needs? A mean mother that will spank his naughty little butt, let him do the most disgusting things to his dear old mother? Do I know you, honey?" "Yes, mother, yes. You do." I start to breathe heavily as she massages me through my pants. I feel myself instantly erect in my panties. "My little man. So proud of how you handle all of this so well." She squeezes me hard through my pants, pinches the head of my penis. I cry out. She turns and walks to the stairs. She says nothing, walks to Doris already in her bed. I let myself out, locked the door behind me. I could see her in her window, pulling down her blinds as I got to my car. I pictured Doris licking her as she lay across her bed. I was hard in my pants as I drove to my house, thinking about it all. My mother, Doris her lover, the 'special room' that I would be used in, I played with myself as I drove. I came in my pants on the way home. Mother Dear Pt. 07 Mother slips her skirt up slow and deliberate and then with final gesture flips it up over the small of her back. She is kneeling on the couch with her knees planted in the cushions. Her arms used to steady her on the back of the couch, she pushes her rear out and arches her back, her well rounded beautiful butt on full display and pushed up high. Her sheer white panties and stockings in full view, her high heels hang out and off of the couch cushions. She looks back over her shoulder at me. I stand behind her transfixed as I always do when she requires my attention and adoration. I am naked except for the high heel shoes she demands I wear around her house for housework and service. My little penis semi erect at the sight of her, I focus totally on the wonderful view in front of me. I am baby smooth and soft, sissy boy like. "Baby, I want you to pay special attention to the area between my cheeks. I'm in a very dirty mood, been thinking about my little man doing this for me all day long at my office. I have time before my boyfriend comes later to take care me the way only he can do. Be a good boy and kiss, baby, between my cheeks over my panties. I thought about this all day long, honey." She walked to the couch as soon as she came in the door, set her briefcase down and immediately knelt on the cushions. I handed her a glass of wine, like I do every day she comes home. She sips it as she looks back away from me. I hurry to her rear. I start to kiss her through her panties, worship her rear end top to bottom up and into the crack of her butt. I can smell and see her huge wet spot at the crotch of her panties. She sighs gently as I do as she expects me to do. "That's it. That's what I've been thinking about. You are such a good little boy. You really are. Ooo, I love the feeling of my little boy's mouth like that." She sips her wine. One hand moves down and she rubs herself through her soaked panties. She leans over and puts her glass on the table next to the couch. She quickly lowers her panties with both hands to her knees, arches her back a bit further, spreading her cheeks. Her soaked and glistening pussy pushed out and back just below her butt at the tops of her legs, I see it all. "You know what Mama needs now, darling." She buries her head into the back of the couch as I start to run my tongue up the full length of her rear end, feel her wince and hear her whimper softly as my tongue methodically runs up and over her tight little hole, again and again. Half an hour later, after she has come hard several times, her fingers working herself as I licked her from behind, she pushed my head away and stood. She pulled her underpants back up and straightened her skirt. She kissed me on the cheek, patted my naked butt. "You truly are a good son! Mother loves you very much. I'm so glad that you belong to me now and not to that silly ex-wife of yours, the woman that divorced you for a real man. Now be a good boy and finish your housework. Mother is going to draw a long hot bath and prepare for her lover. I'll ring my bell when I'm ready for you to help me dress. You need to be done with all your house chores and in your basement room before he arrives. You know he can never see you as you are, baby. You know that." "Yes, Mother." My face is shiny and wet, covered with her. My erection still standing out in front of me. She turned and walked to the stair, her wine in hand. She said nothing more. When she got to the staircase she turned and looked at me coldly. "Should I get your collar and leash? Should we do the inspection? Should we? I stammer. Almost trip over myself. "No, Mother, no. I did a very good job, I did. Please believe me, please..." She turned and faced me, arms folded across her breasts, wine glass in her hand. "The last time I trusted you to do a good job, as you put it, my floors were not waxed, I found dust behind the desk and my toilet was not cleaned. Should I get the collar and leash? I'm only going to ask you one more time, darling. Should I?" I know what that means. It means I'll be led through her house on collar and leash, my hands cuffed behind my back, her with my leash in one hand, thin riding crop in her other. And it means being whipped twenty-five times for each infraction she finds, on the spot, then being led to her basement and restrained over her whipping horse for real punishment. My voice breaks, feel tears in my eyes. "No, Mother, no...I promise. I did a very good job, learned my lesson last time. Please, I did a good job today, Mother...please, I did..." "Shhhh. No more talk. You really are cute like this, when you're not sure what's going to happen next. I like that. Did your ex-wife keep you guessing like that too?" She laughs loudly. "I don't have time for a formal inspection anyway, honey. I want to get fucked. I have to make myself pretty and presentable for that man of mine. I'll trust you did a good job. Now tell your Mother that you love her." She stares, sips from her wine glass, looks at me over the top of the rim. She smiles, eyes flashing. "I love you, Mother. You know I do. I love no other, no other gives me what I truly need, I love you, Mother, love you...love being in your house, being you special boy..." As I stammer on, she turns silently and walks up the stairs to her room. I watch her beautiful rear end sway, hear the click of her heels. She didn't even comment on my erection standing straight up, bobbing, throbbing in front of me, then seeing it wilt quickly and completely as she suggested her inspection. I know better than to touch it without her permission, want to masturbate so bad. I returned to my domestic duties, hurried to recheck it all. I don't want to disappoint. I want so bad to help her dress. I want so bad to please her, please my mother. I feel my penis start to stir, feel it get wet on the end. I am right where I belong. Mother Dear Pt. 08 She pushes back hard against me, wiggles to get it all the way into her. I feel her weight as she sits back onto me. I feel her cheeks spread and engulf my face completely. She holds her butt in place and starts to grind. I feel her wetness all over my chin, feel the tight little hole of her rear end push against my nose as she sits back on my face. "Ooooooo, right there, honey! Don't you fucking move an inch, this is my favorite part. That cute little nose of yours is right where it was meant to be. You have no idea how good you make mama feel, baby doll." She laughs through her heavy breathing and moaning. "Uh, uh, uh...oooo, fuck! Uh, Uh..." She grinds around in little circles. She is rubbing herself up and over my face. My face soaked by her wetness, she is literally dripping. Her pussy is filled with the 9" rubber life-like cock dildo that is strapped to my face. She is fucking the facial dildo she has strapped over my head. Leather straps around my cheeks, chin, and up over my head hold it tightly in place at the back. It is locked to my face and head by a small metal padlock that I feel bumping against the back of my neck between my shoulders as she pumps and grinds. My wrists and arms are pulled back behind me. They are cuffed to my ankles, all of which is cuffed together and locked to a spreader bar behind me holding me in an upright kneeling position. This positions me perfectly such that she can mount the dildo and my face by lowering her rear onto it, she can sit on my face and use me as a stool, a chair. She bends slightly forward at the knee, her butt in my face covering it, she squats onto me. Her hands steady her as she grips the back of the bar in front of her. We are in my mother's basement, her play room. The facial dildo I'm wearing was a birthday present, a birthday gift from my loving mother. Standing before her as I am always dressed when I am in her house, dressed in lace panties, thigh high stockings, heels, short little-girl's dress, made up and hair done the way she trained me to do it three months ago, she presented the gift to me. She gave me a large gift wrapped box, big bow, the card read, 'Happy Birthday to my special little boy, to my loving son! Love, Mother Dear.' I remember the look on her face, the smile on her lips as I unwrapped it and looked at it, looked at the huge facial dildo. And I remember her fitting me with it, putting it on me and explaining that when in the house it would be a new and very regular part of my 'outfit'. There was a second present that came in a smaller box. It was a CB6000 penis restraint, a locking harness that prevents erection. It was a birthday I'll remember for some time. I now wear them both in her house, the cock harness both in and out of her house. She holds the key. I've been her 'loving son' as she calls me for over a year now. I remember the conversation we had shortly after she found out I was a 'submissive little fag boy' as she calls me sometimes, shortly after she sent me to please a male friend of hers. She told me that my father was submissive too and her kinky slave years before I was born, that he built the 'play room' cleverly hidden behind the furnace room in her basement, the room that is now mine, my special room. She told me he built it to her specifications, complete with 'X' cross on the wall, two whipping horses, one short and close to the floor, the other large and capable of suspending two people over. She told it all to me. She told me she loved my father dearly and that when he 'up and died' on her, as she told it, it broke her heart. He was the love of her life. He was also her submissive cuckold husband. She told me that theirs was a very special relationship. And now that she found out about my sexual fantasy and 'dirty little ways' she intended to exploit it all to the fullest, make ours as special a relationship as she'd ever had with my father. I have willingly become her submissive house boy. I am addicted to her, addicted to the way she rewards and punishes me, her 'loving son'. I love my mother dearly and will do anything to please her, anything to earn the touch of her hand. She is fucking hard, holding the bar in front of her tightly, looking at the mirror on the back-bar behind it. She grinds the dildo deeply up into her pussy, grinds little wet circles all over my face. Her panties delicately displayed down around her ankles, her skirt up over her back, her naked rear end is all over my face. "Uh, uh, uh...oooo, fuck, uhhhh...", she cums hard. She explodes as she always does, soaks my face with her juices. I smell her pussy, her scent as she rubs it up and down across my soaked chin. I feel her start to rock gently up and down, feel my nose run up and down across her tight little hole, up and down between her slippery butt cheeks. "Ahhhh, yes!" She rises and falls several times, the full length of the rubber life-like cock moving in and out of her pussy. She slows, pulls up gently, pulls away. She is finished with it. She is through with me, I know this. We've done this so many times before. I see her pussy lips glisten and close together at the end of it as she gently slips up and off of the rubber cock. She steps away from me slightly, panties holding her ankles together above her shoes, leaving the dildo bobbing on my face behind her. She wipes herself quickly with a small bar towel and tosses it to the floor. She bends slightly and raises her panties up over her knees, slips them back up over her beautiful rear end and then lowers her skirt. It was up and over her back, flipped up quickly as she moved her rear into position toward my face almost half an hour ago. "My, my little boy, you do amaze. Or maybe it's me that amazes me. All I know is that I never cum harder than when I fuck that face cock of yours." She sips the half full glass of wine on the bar in front of her, sits on the bar stool and spins slowly on it to face me. She looks down at me restrained and kneeling on the floor at her feet, my face glistening with her juices. The huge dildo stands straight up. A permanent erection for her to use at will. It still has the condom one that that she always has me apply before inserting into herself. "Even Doris doesn't come close to getting me off like that thing does, honey. That was a very good choice on my part. It was the perfect gift for you, honey." She sips her wine. "You made mama very happy, baby. You always do. Tell me you like that, baby. Tell me." She listens as I stammer, mumble through the huge ball gag that is in my mouth, the ball gag on the other side of the facial cock harness I have locked to my head and face. "Mm yeth, mmth, ethh I uh lv..." I am unintelligible with this huge ball in my mouth. I feel my mouth filled with saliva and her juices around it, can taste and smell her all over me. She laughs, giggle girl like. "Speak up little boy, I can't hear you. What did you say, honey?" She stares down at me as I struggle, yammer on and look up at her. It's just gibberish from a plugged and gagged mouth. "Shhhh, that's okay. Mother understands." She stands and walks to me. She takes the key from the bar, the key to the lock at my ankles and wrists. Bending forward, she unlocks me. I feel my wrists fall to the side, semi-numb. "Stand up, honey." I do as she tells me to do. Stand before her in leather wrist and ankle cuffs, in heels and stockings, white lace panties conceal my locked penis harness. My short dress barely covers my butt and panties. I am baby smooth, waxed and moisturized. She insists on it. If she feels any stubble on me at all it's a trip to the whipping horse. I have learned well. I don't disappoint her. "Want me to touch your little thing? Do you, baby?" She sips her wine, looks at me sternly over the rim of the glass. "Uhh, yeth, thhh, ythh.. pleth, pleth..." The 9" permanent rubber erection bobs up and down as I nod my head 'yes'. This makes her burst out in laughter, loud laugher. "You're precious, baby boy. You really are. If your ex wife could see you now." She laughs as she leans forward, her breasts pushed tight into her blouse as she bends and uses the small key on her necklace to unlock my cock harness. She quickly eases the plastic tube off of it, my cock falls out semi-erect. "Look at that little thing, baby boy. Not much like the one on your face, is it?" "Nnnoo, nooo, mthrrr." She smiles at me, always reminds me that I am small. I feel her hand cup and cradle it. She leans forward and kisses my forehead. She moves the rubber cock off to the side of my face with her other hand and looks into my eyes. I feel myself start to get hard in her hand. She says nothing, just looks deeply into my eyes and strokes me gently to erection. "Good, baby, very good. You know I love you, couldn't love you more, honey. You know that. Many would find the relationship we have difficult to understand. But I think it's more than appropriate, don't you? I love my little man. And if your father were still here he'd approve too. He'd have no choice." She laughes, kisses my cheek through the dildo straps. My little erection slides through her hand, pre cum lubricating her hand as she runs it over the head. "Ooooo, yettthhh, yeeeeths mtha...", I whimper as I stammer and try to speak. "Shhh, just enjoy this, honey. I love doing this for you. You really are a good boy. You know when you were very little I'd sometimes do this to you. Changing your diapers, I just thought your little thing was the cutest thing I'd ever seen. Sometimes I'd push it around with my index finger, listen to you coo, see you smile up at me. Your father never knew I did that. I liked that it was between you and me. I even kissed the end of it." She strokes to drive me crazy, slow, methodically, runs my penis through her hand. She addicts me to her hand every time she does this. "Want me to put it in my mouth, do that special thing I do for you sometimes?" I feel her take my penis in her hand tightly and pull me up and onto my toes. She moves to the front of the dildo mounted on my face and slowly puts it into her mouth. Staring into my eyes she starts to masturbate and suck the end of it. She moves the dildo in and out of her mouth teasingly. She pulls back slowly off of it. "I like the way I taste. I'm all over this thing." She smiles, pushes it back into her mouth. She sucks the rubber cock as if it were a real man, all the while holding me up on my toes by my penis, gripping so tight it hurts. I whimper and moan softly, muffled by my ball gag. Her sucking on the penis pulls and pushes my head back and forth. And then she pulls back off of it. A loud 'pop' as her mouth pulls back and away. This makes her laugh. "I do that for my boyfriend just like that honey. He's not quite as big but he's good sized, a real man. I like the taste of me on him too. Only difference is that he gets to cum in your dear old mother's mouth." She smiles at me, kisses my cheek. She drops to her knees. I feel her quickly put me into her mouth. I freeze as she takes me all the way in, feel her tongue start to work the end of my erection, feel her tongue push into the hole. She concentrates, knows what she's doing to me. She reaches around behind me and takes my cheeks into her hands, holds me firmly. "You cum and I'll whip this little thing off of you. Understand, little man? You cum in my mouth and it's over the whipping horse with you. It wouldn't be proper for a boy to cum in his mother's mouth." I feel her slap my rear with her right hand, hard. "Yeethhh..." She ignores me, puts me back into her mouth. For the next fifteen minutes the only sound in the room is her mouth on me and my muffled whimpering. I have tears in my eyes, feel her tongue all over my erect little thing. When she finishes she stands, just pulls off of me quickly and moves to the bar. She takes her glass of wine and tosses it back. "Now that had to feel good." She looks at herself in the mirror over the back of the bar. "I'm a total fucking mess. A fright." She matter of factly takes my cock harness back up off of the bar where she placed it and starts to stuff me back into it. "Don't make this hard for me, little man. Lose that erection! Now." She looks up at me as her hands fumble to force me back into the harness. She squeezes my balls hard, makes me scream out, scream loud. "Lose it, baby boy." She holds my balls tight as I jump from foot to foot, my erection going soft as I do. "That's better." She slips the penis sheath back up and over my little thing and I feel her lock it in place. "Now I think you've still got housework to do and I'm going up to freshen myself and do some reading. I'd like dinner tonight at 8pm. Doris is coming over so it'll be dinner for two, honey." She reaches down and pets my rear, strokes my cheek. "Tell your mother you love her." "I loff uu, mthhhaa..." She smiles up at me through my mumbling, kisses my cheek again. She walks to the stairs, her beautiful rear end swaying as she moves. "I know you do, honey. Believe me, I know you love me." I hear her heels click on the stair as she leaves the basement. I hurry to remove and dispose of the condom on my facial dildo, hurry to straighten and clean up the area. I move to the laundry room to continue what I was doing before she came down into the basement an hour and half ago. I feel my penis strain at its cage as I think of nothing but her. I think of the way she looked as she raised her skirt and lowered her panties after restraining me into position for face fucking, watching her 'unwrap' herself before lowering onto my facial dildo. She is gorgeous like that. I feel my penis strain at its restraint. I can still smell her scent all over me. I think of nothing but her, my mother dear. Mother Dear Pt. 09 "I love this place, baby boy. Every time we dine here I think back to that one fateful dinner, the dinner where this all began. The dinner after I came to your home unannounced innocently enough, wanting to take you out to eat only to find you dressed like a girl and on your knees doing what we bad girls do, delightful." She winks at me over her wine glass, sips lightly. She laughs softly to herself. Her eyes sparkle with delight as my face turns beet red. She is beautiful. "Would have been fun enough if I surprised you in girly clothes alone but with a man in the house no less, you with your lipstick all over your chin, him with his big dick in your mouth, walked right in on my son giving a man a blow job. Indeed. That was a surprise. You now know better, you now know to lock your doors, right?" She laughs loudly. "And that man pulling his pants up so fast he almost fell over, almost knocked me over as he hurried to your door and out of your house, his face bright red. He couldn't even look at me. I saw his wedding ring. I can only imagine what he was thinking on the way home, your lipstick all over his dick." She nods her head back and forth, cutely, grins at me. "Any regrets, honey? I would think a twisted little sissy faggot boy like you wouldn't have any regrets at all." She smiles, raises her eye brows, sexy, visibly amused. She sits back in her chair and folds her arms over her breasts. She stares at me. "No, Mother. You know I have no regrets. I love what we do. And I am so addicted to our secret world. I love you, Mother, adore you. You know that." "I know you do, sweetheart. I know you do. And me likewise, darling little boy, couldn't love you more. I sometimes wonder why I didn't move you in this direction much earlier, once you reached the age of consent that is. After all I knew you snooped around in my underwear drawer early on. My darling boy wanted to be a darling little girl, fondling his mommie's panties and things. Well, now you are, so to speak, you are my sissy girl. My friend Allan thinks so, very much so. And he really is the perfect man for you. I trust Allan, a dear friend. He and I go way back, dear. He's better for you than a bunch of strangers cheating on their wives, no? He's taken a firm hand with you, hasn't' he?" "Yes, Ma'am. He has." She leans forward, her arms on the edge of the table. Her breasts push up and out, the hint of lace on top of her black bra visible through the top of her crisp white blouse, buttoned only to the center of her breasts exposing sexy and erotic cleavage. I see the bra I helped her into as I dressed her prior to our trip to this place, her favorite restaurant. I think about her slapping my face as I dawdled while helping her step in the sexy black lace panties she is wearing under her tight skirt, scolding me as I knelt in front of her, her holding the short leash attached to the collar she puts on me when I help her dress, telling me 'Stop staring at my pussy and pay attention to dressing me!'. I think about her allowing me to kiss the crotch of them, kiss her lovely panties, allowing me to smell her scent, just before she snapped my collar and scolded me to help her into her skirt. I think fleetingly about my milking at her hand several hours ago, stretched out across her lap. I squirm slightly. She notices. "Those stripes I put on your butt yesterday must still be uncomfortable. If you'd do like I tell you to do you wouldn't have to be whipped like that." She takes up her glass and sips again. "Mother, we both know that even if I did everything the way you tell me to do it perfectly you'd still find a reason to whip me." I look around the room, slightly uncomfortable on my seat. Even though I know only she and I hear each other and know what we are talking about, it feels like everyone in the room can hear, feels like they all know I'm wearing my locking penis harness and a rubber 6" butt plug inserted in my rear end, all held firmly in place by a tight panty girdle. I feel the slight welts from her riding crop, delivered two days ago, as I wiggle slightly, seeking comfort on the hard wooden chair. "Yes, we do. Yes, we do. And we both know you'd beg for it if I didn't. You cry much easier than your father used to do. You really are a little baby." She smiles at me. "I haven't talked much about your father but he was the one that started all this, you know, this Dominatrix thing I love so much. A complete pervert, your father, God bless him. I loved and miss him dearly. We started our kinky journey before you were even born, honey. So much hot and dirty fun with that man, it all actually started for me with Doris. My first sexy little victim to fall prey to my selfish and dominant side, but I didn't think of it as such with her. She was just a college roommate that I could use for my guilty pleasures. Cute little lesbian girl waiting for just the right woman to come along and exploit her little ass, or should I say her mouth.", she giggles. "I was much amused by all of it. But it was your father, shall we say, that 'inspired' me." She looks at me, gages my slight discomfort. She giggles louder, teen-girl like. "You keep moving like that and I'll whip you as soon as we get home. You sit still like a good trained boy! That rubber penis up your butt serves to train you to be a good girl for my friend Allan. I'm warning you, little boy, sit still!" Her voice a slightly raised whisper across the table, firm, Dominatrix-like, she makes me glance around at other tables to see if anyone heard her. We are ignored, alone to the world at our table. "Yes, Mother. I'm sorry." I sit perfectly still. I feel the large rubber life-like cock push up fully and firmly into my butt all the way. "I don't want you to think that I lusted after you, baby. I didn't, not ever. In fact if this had come up any time other than when it did I'd say it was crazy, wouldn't think we'd be doing what we're doing now in million years. But given my wonderful sexual libertine kinky S&M past history, well it was too good an opportunity to let pass by and not to seize the moment with you, lover boy. My baby boy, my baby lover boy, in reality my sissy girl, this all turns me on very much, honey." She laughs so loud that the next table looks over. The couple sitting across from us smiles at us. It appears to the outside world that we are having fun, a Mother and son out for dinner. "Your father built that room in our basement. I know you know that, that room that's now yours. I guess you could say he left it to you, your kinky inheritance. He spent many hours down there being given the treatment he begged for, treatment I came to love delivering and thought that he deserved. I found out very quickly that he had no limits. Sort of like you. Like father, like son. But it was my delightful Doris way back in college that released my inner sadist. That little bitch still makes gush." The waiter comes to our table. "I'm going to have the Delmonico steak with almond green beans and a wedge salad to start." She is glancing down at her menu. She deliberately moves the corner of the large menu up from the table, just brushes across the front of the waiters pants, up and then down over his penis. An innocent mistake to the eyes of anyone that caught it, nobody did. The waiter looks into her eyes, smiles. She smiles back at him. She knows him. She has been here too many times to count. And he has been in her bed almost as many times He fucked her for the first time in his car at a Christmas party here at the restaurant a year ago and has been her part-time lover ever since. As the waiter turns to me she looks up at him, pushes the menu toward him. "He'll just have water. He's watching his weight." I look to the table, feel my face flush red. The waiter takes the menu from her hand, takes mine up off of the table. He turns to her and smiles warmly. "Yes, Ma'am. I'll put your order in right away." As he leaves she smiles at me. "My friend Allan loves that smooth baby butt of yours. So does his friend that came to see you last week. Allan tells me that his friend will be seeing you regularly. We don't want you losing your girlish shape, honey. Mother knows best. Now that you see the men I send you to you have to think seriously about these things. They expect you to be cute, girl like. You listen to your Mother about all of that. I know about these things. I know what girls need to do to be at their feminine best for their mail suitors." She sips her wine, glances about the room. "The entire time you were growing up your father and I were so fucking kinky, had a select group of playmates, kept it all away from you. You had no idea. And that was hard. I know you didn't know about us, went out of our way to shield you from it all. Your father was my complete and total slave, honey. I could cum by whipping him, seeing him cry and whimper. I have to tell you it was a revelation different from my girlfriend Doris. And he begged me to do it. I learned quickly that there's a market, so to speak, for dominant Mistress girls like me. I was a quick study. I told your father early on that if I played his 'stupid little games', and that is exactly what I called it when we started, when I first indulged him in his kinky fantasy, that it would be on my terms not his, that his fantasy would become mine totally. I had no idea at the time just how accurate a statement that would be. I became as addicted to it all as much he was, more so. I was never so turned on and empowered in my life. I went all in, became the perfect Mistress." She reaches across the table and puts her hand on top of mine. "Do you remember your 'Uncle Frank'?" I think about my Uncle Frank, always came to the house when I was very young, always friendly to me but didn't spend much time visiting with me or my father. My Mother and he would go out, sometimes stay home and spend time in her room upstairs away from us. "Frank was your father's boss, baby. I still think about how hot that man made me, how on wet he kept me pretty much all the time." The waiter came to the table, served my Mother her salad. He filled my water glass. As he did she reached up and touched his hand. She looked up at him and he bent forward toward her. She whispered something I couldn't hear. He smiled at her, said 'Yes, ma'am.' and left. "Your father was my cucklold and husband slave for almost ten years, Frank my lover. Frank is in Florida now, maybe I should drop him a line someday, see if he's still got that magic touch." She started delicately eating her salad. "I'm not trying to titillate you, honey, just giving you the background on our somewhat unique family history. Now you don't remember this, you were too little at the time. But one time I was with Frank in my bedroom, on my knees in front of him going down on him. I remember it vividly, was really working on him, lost to it all. Your father was supposed to keep you busy and downstairs watching cartoons. You came upstairs and if I hadn't heard you on the stair and closed the door you'd have seen your dear Mother with Frank in her mouth, you'd have seen me get cum shot all over my face. He came as soon as you were at the top of the stair, barely got the door swung shut when he exploded. That would have been most improper." She smiled at me. "I'm not making you uncomfortable, am I?" She seemed genuinely concerned. "No, Mother. I love everything about your, our sexuality. I do. I really do." "Good, because as I told your dear father, I'm all in. There is no turning back now, baby doll. Your father spent two days in his punishment room for that, for letting you upstairs. He couldn't sit for a week. And Frank told him if he ever disobeyed me again that he would deliver the whipping personally, slapped your father across the face several times. Frank never wanted anything to do with your father sexually. He only wanted me. I loved that, get wet thinking about that. We shielded you from it all. It wouldn't have been proper to expose you to an adult sexed up world, sweetheart. But now that we are all adults here, well that's another story." I feel the toe of her shoe run up my leg under the table. "I just got very horny thinking about Frank and the things we did. I may have to use that cute little mouth of yours when we get home. We'll see." She smiles at me, feel her shoe run up my leg, toy with me. "Tell me you love me." "I love you, Mother. I do. I am so addicted to you and what we do. Please touch me when we get home, please." Even though she milked me hours ago I still feel my penis strain at its cage. "I said we'll see." She starts to eat her salad. Two hours ago I was across her lap. She was sitting on her 'milking stool', as she calls it, a large leather padded ottoman. She had a rubber sheet, a baby diaper changing sheet, across her lap. I had my panties pulled down to my ankles, my sissy pleated skirt house dress up over my back. I presented myself to her as I do regularly now for my milking. She had on blue latex rubber gloves as she always does for this procedure. Lying face down across her lap, butt up high, I felt myself wince as her fingers matter-of-factly spread my butt cheeks, her other hand pushing her middle finger down and into me, searching for my prostate gland. She finds it instantly now. She makes me submit to this regularly and always before she sends off with her friend Allan. I get turned on thinking about her doing this to me but not while it is happening. I hunger for the dirty and submissive feeling I get thinking about being naked across her lap but it is a most uncomfortable feeling, like having to urinate badly, when the actually 'milking' takes place. And it ruins any chance at orgasm. There is no climax feeling at all as she milks the semen out of me, makes it run and drip onto the rubber sheet across her lap, catching it all between her legs. She always talks to me when she does this. She coos and baby-talks to me, 'Oooo, good boy, that's a good boy, I can feel it, honey. Such a good little boy, pretty little boy.', and on and on. And always after I am milked dry she watches as I kneel in front of her and clean up my mess, lick the sheet clean, the rubber sheet carefully layed out across her lap so as to not spill any of it onto the floor. This is ritual she gets wet doing. It pretty much always ends in me licking her to orgasm after she raises her dress or skirt and presents herself to me, usually from behind with my face up into her rear as she kneels on hands and knees on the large ottoman facing away from me, her favorite position for me to service her in. "You know my current boyfriend would have a heart attack if he knew about any of this. I like that. I love having secrets. He's a straight arrow to a fault. But he serves a purpose. The man is gifted to say the least. And he's not demanding, pretty much an on call lover. And although not huge, he's adequate. I sometimes wish I could give you to him like I give you to my friend Allan. He'd have a heart attack if I even suggested it, never see me again. The man is too damn straight. But he comes in handy once a week or so." She sees my face flush, laughs loudly at the way she is making me feel. "Oh, honey, we're far to far down the line for you to be uncomfortable with your dear old Mother's sexuality and dirty talk." She laughs again. "He doesn't have as big a dick as that that waiter over there does, and that young waiter boy goes several times, but he's stable and he gives me things. But I do love younger men. They can get it up more than once. I bet you like that about younger men too." She winks at me. She sips her wine, holds her glass up for the waiter so see. He hurries to fill her glass. "Where were we, baby?" "You were telling me about my father." "Your father was the perfect 'M' for my 'S'. Your father begged for abuse, a real submissive, your father. And Frank fit into that too. He was very domineering with your father, at work and out of work. I remember times in your father's office, I'd go to visit Frank sometimes, you were away at school, and Frank would have me go down on him while he made your father watch. He made your father stand and watch, sometimes make him put his nose to the wall as I did that. And your father never complained, ever. He knew better. Frank told him if he ever bothered me about any of what we did he'd forbid me to touch your father's penis, that and whip him. We loved dominating your father as much as he loved being our little slave boy. Your father was the perfect submissive. All of this kept your daddy hard and sexually excited constantly. And isn't that what it's about for us too, baby boy?" She smiles at me. "Like I said, 'like father, like son', both addicted to my hand, addicted to mama's loving touch." "I am, Mother. You know that. I think about you masturbating me constantly. I can't help it." "And doesn't that work well for both of us." Her steak arrives at the table, her salad plate cleared. The waiter smiles at her, another 'knowing' glance. He leaves. "Tell me your favorite part of all this." She stares across the table at me as she cuts into her steak. "You, Mother, everything about you. I used to masturbate as a boy thinking about you, thinking about you in your lingerie. I'd smell your panties in your lingerie drawer and get instantly hard. I came in my pants several times just fondling your things." "I'm surprised you never confessed to me. I'd probably have done something about that. Hind sight is twenty-twenty, you delightful little sissy boy." "I hate when you whip me but think about it all the time. I fantasize you doing it to me. But when it happens I hate it. I can't say 'no' to you, Mother." "No you fucking can't. And this works two ways. I love doing that to you. And the reason is because of just that, you can't say 'no'. I own you now more than I ever did. And we both know that's a very good thing, don't we?" She stares at me coldly, winks slowly. "Yes, Mother." I feel my penis strain at its locked restraint, feel the rubber 'erection' in my rear end. I am hopelessly addicted to her. "I may stroke that little tiny penis of yours when we get home, maybe put it in my mouth. You have no idea how cute you are to me right now. Oh my, I just made myself wet. We'll see. You just sit there and think about all of that." She giggles. She starts to eat her steak, looks perfectly content, perfectly beautiful as she enjoys her dinner. ****** An hour later we are back at her house. I am, like so many times before, over the whipping horse in my room in the basement. I am naked, my penis restraint removed and on the table next to the horse, the dildo pulled from my rear and tossed to the floor in front of me. I am fastened by wrists and ankles to the metal locking rings in the legs of the whipping horse, pulled tight and down over the leather bar under my stomach. My butt is stretched up and outward, my soft penis dangling boy-like between my spread legs, against the side of the leather covered bar underneath me. I am as always baby smooth to the touch top to bottom. She paces behind me, her high heels 'clicking' on the tile floor. She takes her time slipping into the blue rubber gloves she wears whenever we are down here in this room. I see it all in the mirror in front of me. The entire room is walled with mirrors. She is wearing the things I dressed her in prior to leaving for our dinner out, all except for her skirt and blouse. She is in 4" spike heel open toed pumps with thin ankle straps, lace top thigh high stockings, small black satin bows at the back of each stocking top, black lace see-through front panel panties with delicate ruffles in the back across her cheeks. The sheer panties faintly show the crack of her butt through them in the back. She is wearing a black lace push-up bra, pushing her breasts up and tightly out in front, hint of her nipples at the top of each bra cup. She is the perfect Dominatrix, the ultimate gorgeous sexual tease. Mother Dear Pt. 09 "You know I dress like this for you, darling. Do you know that? I don't have your father to dress like this for anymore." She runs her gloved finger up between my naked and slightly spread cheeks. "Yes, Mother, yes...you're beautiful, beautiful..." I feel goose bumps rise on my cheeks, her finger pausing at my little hole. "Thank you, darling. I do it for you, honey. I love you very much." I feel her take my balls into her hand, close her forefinger and thumb around the sack and pull them slightly down and away from my body. With her other hand she starts to stroke my penis, instantly bringing me to erection in her fingers. "I like to dress like this. It's the woman in me. But most of all I like to dress pretty for my little boy. I really do. I know you know that I'm wet right now. I get wet thinking about the effect I have on you, baby boy. I get wetter than wet. Naughty little boy, gets his Mother all wet and then can't do anything about that." She releases my erection quickly. I feel it slam to the leather bar under my stomach. She slaps my rear hard, makes me wince. She slaps my right cheek again twice, harder. A loud 'SLAP' resonates through the room. I whimper and see her smile in the mirror. "You ever think about putting this into me?" She takes my penis back into her hand, still holding my balls tightly. She rubs her index finger around the hole of my erection, over the wetness that drips from my penis as she does. "Yes, Mother....ooooooo, yessss...I do sometimes...oooo, ah..." She laughs, keeps rubbing the hole, the head of my penis. "You little pervert! Fuck your Mother, indeed young man. That's not going to happen. Not, not, not going to happen. Even I have my limits." She strokes me gently, increases her pace, her cute little girl-like voice driving me crazy. She stares at me in the mirror as she pumps, teases, purrs. "I thought we milked all of this mess out of you, young man." She feels the pre cum flowing from my boy like erection. She stops pumping and pushes her middle finger into my rear. She instantly finds my prostate, she knows its location well. I feel her start to kneed, massage it. "NOOOO, please...Mother, no...please let me cum like a big boy, please...please..." She hears the panic in my voice, sees me pull at my restraints. She smiles, massages and rubs, her finger digging in and around inside or me, making tiny circles over my prostate. "PLEASE, Mother, please...give me back your hand, please..." I have tears in my voice. I am stammering, truly begging. "I think I should milk you. You naughty boy, you think about fucking me. That's for a real man to do. And certainly not my son, you little pervert. What I should do is whip you and wash your mouth out with soap." She stops massaging my prostate gland, starts to slowly finger fuck me. "Beg me. Do it, beg me!" "Mother, please, I love you...please, please give me your hand, let me cum, mama, please..." I start to cry softly. I beg and choke on my tears as I do. She ignores me, keeps finger fucking me slow and methodical as she holds me in place by my balls and listens to my plea. "My boy has a tight little hole. It's what Allan likes best about you, darling." "Please, please, please..." She puts the tip of her finger to my prostate gland. "He likes your mouth but he loves this little hole." She presses down on my prostate gland. "Convince me. Beg!" As I stammer and start to shake slightly, cry harder, the doorbell rings upstairs. She releases my balls, slips her finger out of me quickly. She straightens and stands. "Oooo, right on time, that one. You be a good boy and don't you move. Not that you could even if you wanted to." She pats my right cheek gently. She laughs, giggles as she strips off her blue rubber gloves and lays them across my rear end. She moves to the open door of my basement room. Leaving it open, she turns off the light. She leaves me alone and restrained over the whipping horse in the dark. She hurries to the front door of her house. When she opens the front door she is dressed the same as she was with me. She doesn't bother to put a robe on or dress. She knows who's come to visit. He walks right in, pushes her up against the wall and French kisses her deeply as soon as he enters. He's the waiter from the restaurant, the twenty-something man that she mildly flirted with at dinner. She knows him well, and he knows her. He's been here before. Her hand finds his rock hard erection through his pants as he kisses her deeply and grinds up against her. She squeezes his hard on as he kisses her ears and neck, runs his hand over her rear, reaching down inside the back of her panties he pushes his middle finger up and into her pussy, his other hand all over her breasts. She melts in his arms, goes slightly limp, moans deeply as his finger enters her. "What took you so long to get here, baby." She puts her tongue into his ear as she whispers to him. She pulls away from his ear and pushes her tongue into his mouth as he finger fucks her from behind standing in the hallway. Ten minutes later he is in her bed and on top of her. Her panties on the floor next to the bed, next to the clothes he hurried to tear off, he is naked and thrusting into her. Her right hand cradling his rear, he fucks her so hard the bed shakes and I can hear it in the basement. I can hear her moan and cry out. I can hear the muffled sounds of the two or them. "Ahhhh, oooo, you, you, you! I was wet for you before you got here baby...ooo...I really was...yesssss...fuck me...oh, oh, ahhhh, fuck me!" She whispers in his ear, kisses his face, breathing deeply as he fucks her hard. Her right leg up over his calf, her left up over his butt, one hand grips his right cheek tightly, fingers toying with the crack of his ass, one finger pressed up against his tight hole, the other on the back of his head holding him to her closely. She writhes for him as he moves in and out of her. He fucks her for almost an hour. And then he cums in her hard, collapsing on top of her, pinning her to the bed. They both laugh as he finishes, kissing her ears and neck. They chat, play and talk in bed. And then she moves down across his stomach, eyes fixed on him, staring up at him as she takes him in her mouth. She tastes herself on him as she runs her tongue around the head of it. She pulls her mouth off of him, licks the end of it. "I bet that little college girlfriend of yours doesn't do this as good as I do it for you, baby." She slides him back into her mouth, her eyes still staring up at him, she pushes him to the back of her throat. She sucks him rock hard again, takes her time, his hard on pushed down and into her throat. She pumps and masturbates him with her mouth. She is sucking to make him cum. But he has other ideas. He reaches down, his strong hands up under her arms. He lifts her easily and tosses her face down next to him on the bed. He slaps her butt hard and mounts her from behind. "Ooooo, yes! That got my attention." She laughs. "Put that ass up for me. Up, girl! Give me that ass, bitch!" He slaps her butt hard again. She arches her back, pushes her pussy back toward him. She looks back over her shoulder at him as he mounts her from behind. He fucks her again, long and slow full length strokes. As he does, he undoes her bra, pulls it off of her and tosses it to the floor. Her rear up high, pushed against him as he pumps, she moans and purrs like a cat. She whimpers and moans for him. She grips the sheets, claws at the bed as he runs is cock in and out of her soaking wet pussy. After twenty minutes of fucking her like that he pulls his cock out of her pussy and guides the head of it to her butt, pushes the head of it up between her cheeks. She cries out, shakes, as he pushes it up into her rear end, up into her tight little hole, slowly works it in all the way. She does not resist him. He fucks her long and slow, fucks her ass methodically. He starts to spank her. She whimpers, shakes closes her eyes tightly. "My fucking whore. Mine. My dirty little bitch." He breathes deeply, talks to her like he owns her. He does at this moment. He holds her cheeks tightly with each hand, digs his fingers into them and holds her butt in tightly place as he watches her move underneath him, his cock running in and out of her tight little hole. When he's ready, he reaches up with one hand and takes her hair in his hand, pulling her head up off of the bed. He holds her tightly in place by the back of her head, her hair. He pulls out of her hole takes his cock in his hand and cums all over her back and rear end. He pumps himself with his hand all over her, milks the last of it out and onto the back of her neck, in her hair. He moves her back down toward him by her hair and pushes his cock into her mouth. He lets her suck him, still holding her by her hair. She sucks the last of his cum, feels it drip into her mouth. She feels him go soft in her mouth. He releases her hair, slaps her rear end sharply. She winces, looks up at him and smiles. "You like your little bitch girl?" She laughs, looking up at him, her lipstick all over her chin. "I don't like, I love. You know I do." They are finished, done with each other. At the door, him dressed, her in just stockings and heels, covered with his cum, in her pussy, all over her ass and back, she kisses him, her arms on his shoulders, his hands on her hips. She looks up at him. "Next Wednesday, baby. Okay?" She kisses his ear and pushes gently away from him. She turns away from him, steps back a foot and spins slowly showing herself to him as she turns. "Your little girl, your little whore, all yours. Wanna see me again next Wednesday, fuck me again and again, watch me suck your cock, baby?" He watches her, feels his cock stir slightly. He sees his cum all over her rear end, sees it in her hair. "Count on it, my favorite little bitch. You know I love being with you." He slaps her butt one last time, she yelps, cute girl noise, comes up on her toes. She kisses him again, reaches down and runs her hand up over his cock through his pants. "You better get out of here before I make you do me again right now." He leaves closing her front door behind him. She walks back to the basement, dreamy, still in the heat of it all. The light comes in the room, momentarily blinding me. I see her in the mirror. "Well, I must say I needed that, honey. I really did" She is in just heels and stockings, nothing else. She has his cum all over her, up over her pussy and some on the tops of her stockings, her back is shiny with him, his cum in the crack of her butt. She has huge bright red hand prints on her cheeks. "He is a marvelous boy, a truly gifted and a fun lover, knows how to show a lady a good time. You should be happy for your dear old Mother. I can still get the good ones. And I know I'm a treat for that young man. His little school girlfriend has no clue how to fuck a man like that. Give her twenty years, she may figure it out." She reaches down and takes my penis in her hand. "Now where were we, darling? Where did we leave off? " "Please, please, please, Mother, please..." I look at her, see her in the mirror smiling down at me as I start to beg for her hand, beg to be allowed to cum. "I feel generous, little one. I think I can make that happen for you. Mother loves you very much, honey. I didn't put my gloves back on. You like that, right?" She smiles, purrs, places her hand on my butt, pushes me down firmly against the bar underneath me, holding me in place as she strokes me from behind. "Oh, Mother...yesssssssssssss, please, please..." I hear her laughter, amused laughter. I feel her hand start to stroke me, pump me for cum. She masturbates me matter-of-factly. She wants me to cum, her hand a blur. I cum quickly, explode onto the floor. She says nothing, just watches in the mirror as she continues to pump. I feel her other hand hold my cheeks tightly as she allows me to spurt onto the floor. "Good boy, pretty boy, my little boy. So fucking pretty, darling. Give it to me, cum for mama, get it all out." She continues to rub my penis as it goes soft, pets and strokes me. "I'm tired, honey. But before I go to bed you have some cleaning to do. First me and then you can lick the floor. I'm full of him. I need to be cleaned up so that I can get into my bed and not have to sleep on a huge wet spot." She lets my penis fall from her hand, gently pats my rear end. She bends and unfastens the locking restraint buckles at my ankles and wrists. She moves to the center of the room and stands, hands on her hips. She watches as I pull myself up and off of the whipping horse. I go to her. I start to lick the cum off of her back first, up over the back of her neck and then down to the crack of her butt. "You really are a good boy, treat your Mother with such respect, such a soft darling little touch from that loving tongue of yours." She giggles, reaches back behind her and pets my face as I kneel behind her and lick his cum. I taste him, taste his cum, as I bury my face in her from behind. She arches her back, bends forward slightly and presents herself to me, she spreads her legs. I swallow as his cum gushes out of her. I lick her rear and pussy, cover her with my anxious mouth. I hear her moan slightly as I do. She purrs again, my favorite sound she makes, as I lick and suck her clean. When she is cleaned as best I can she gently pushes my head away. "That's enough for tonight, honey. You've been a very good boy, a wonderful dinner companion. You always are." "Thank you, Mother, thank you, thank you. Thank you for touching me, thank you." She looks down at me, sees me beam, face covered with his cum, naked and kneeling at her feet. She bends forward quickly, kisses my forehead. "I want all of that mess on the floor licked up and all the rest of it cleaned as well. Nobody likes a messy room or a dirty girl. And right now you are dirty girl." She takes my cock harness off of the table, looks at me. I hurry to present myself in front of her, hands at my sides. I feel her take my little penis and put it back into its cage. I see her, smell the scent of her hair as she bends forward and 'clicks' small lock back in place. "There. All done. Kiss me, tell your Mother goodnight." She presents her cheek, smiles as I kiss it. "Goodnight, Mother. I love you." I feel her pat my head. She doesn't wait to watch or see me hurry to lick my cum up off of the floor. "Don't forget you have a date with Allan's friend tomorrow night, little one. He'll expect you at your madeup dressed up sissy best. You get your beauty sleep, no playing with that little thing of yours through the cage. Do you hear me?" "Yes, Mother." I hear her heels on the stair as she walks upstairs to her bedroom. I feel my little penis stir as I lick the floor clean, put my room back in order, and climb into my bed in her basement. I think about her hand on me, I think about my Mother dear. Mother Dear Pt. 10 "Ooooo, I love doing this for my little boy, so pretty. You really are. And the way that little thing of yours shines when it's all slippery like this and the way it throbs is precious, sweetie." She watches my body heave and shudder as her hand moves over my erect penis. I'm seated on my 'reward' stool. It is a four-legged 3' tall wooden stool mounted so that it is immobile and anchored. It sits on top of a small 2'x2' stage-like block platform also mounted securely to the floor and wall. The block is raised such that when my mother stands in front of it she doesn't have to bend forward to reach my penis as I sit perched atop the stool. The sole purpose of this fixture in her basement is for exactly what she's doing to me now. She is masturbating me as I am restrained and almost motionless, sitting and locked in place on the stool on the raised platform. Her hand sloshes, drips k-y, makes squishy sounds as she moves up and down over my penis with it. She coos to me as she pumps me, as she masturbates me methodically. "Look at my little boy, so pretty. So very pretty, you are such a good boy. My good, good little boy, he's such a good boy." She purrs baby-talk to me as I whimper and moan, lost to her hand. I am seated on a life-like 8" firm rubber dildo. It's mounted to the wooden stool seat. It is pushed up and all the way into my rear end. It takes me awhile to mount it and push it all the way into me as I come down on top of it prior to having my wrists and ankles restrained by her. She always stands and watches patiently as I mount and struggle to get the dildo all the way up into me and then sit on the cold wooden seat. Sometimes she'll tap her foot, let me know I'm taking too long. My ankles are pulled back passed the sides of the stool and secured by locking ankle straps at bottom of the rear stool legs, spreading my legs wide in the front. My wrists are pulled back behind me and fastened tightly by locking cuffs to eye-hooks screwed into the bottom of the wooden stool seat at the back. I can feel my hands at the backs of my rear cheeks pulled tight to the stool seat. A locking collar secures my neck tight to the wall behind me. It keeps me sitting up perfectly straight and unable to bend forward. I can barely move as I throb, shudder, whimper and moan in front of her. Her hand is a blur. She is pumping fast and very aggressively. She has me all the way erect and my penis shines and glistens as her hand moves down to the base of it. Her thumb and index finger form a tight circle around it, running it up over the head of my erection and then back down all the way to my little balls. When she moves back up over it and across the head she squeezes hard to tease and milk me. She knows how to 'work' me. She also knows I am addicted to her hand and all that she does with it to me. I shiver, stammer. Uhhh, uh...ooooooo, ahhhh...ahhhh..." I am naked before her, restrained to my stool. "My darling little man, so pretty. So noisy today too. Mother loves you, baby, mother loves you." She giggles girl-like as she says that. She smiles as she talks to me. She stands in front of me in very sexy black open toe thin ankle strap 3" heels and a short black silk robe. She is naked underneath it. She is soaking wet. Doing this to me always gets her wet. She's also soaking wet because I went down on her for over half an hour before she 'mounted me', as she calls it, mounting me on my reward stool and realistic rubber penis. She laid on the couch, legs up and spread as I licked her and made her cum twice prior to sitting me on my reward stool. I feel the dildo grind deeply into my rear end as I squirm on the stool. I feel my butt clench around the rubber shaft of it as the first of my cum drips from my penis and down over her hand. "Oh my. Baby, ooooooo, yessssssssss, that's my little boy. Yes. That pleases Mama very much, oh baby...cum for Mama, come on, sweetie...cum." She purrs as I cum. I start to whimper rhythmically and loudly as she watches my face intently. My body shakes and quivers as I cum all over her hand. I feel it drip warm and sticky as it runs down between my naked thighs and onto the stool seat and over my baby smooth crotch and balls. She milks me to the point of my erection going soft in her hand. As soon as I finish cumming she immediately scoops my cum into her hand and feeds it to me. I am quick to suck and lick her hand clean. "Now that's my good boy. Yes." She watches as she feeds me, watches as I clean her hand. "Thank you, Mother...thank you...thank...you..." I stammer as she feeds me my cum. I feel her other hand pet the side of my face as she watches it all. She smiles deeply. "Do you know how much I love you? Do you?" "Yes, Mama, yes, I am so greatful for you, for this. I am." "I know, honey." She pets my face. As I lick the last of my cum off of her hand I feel her reach down and take my baby smooth balls and soft penis in her cupped hand. She stares at my face as she pets my hair. "You are the perfect little boy. I don't know why I didn't start doing all the things I do with you earlier in life. I really don't. I get what I want, you get what you need, it's simply perfect." I feel her squeeze my balls and penis gently. "Is that cock up your butt loose, do we need to increase it by an inch or two?" "No, please Mother, it's so far into me, please. It almost hurts...please...no..." She puts her finger to my lips and silences me. "Don't lie to me. We both know what that leads to." I see the whipping horse off to the side of my reward stool. She points to it as she says that. "No, Mother please, don't whip me, please. This is so deep into me. Please." I feel a tear come to my eye. "Okay. For now. But I want you to be able to take a bigger man should I offer you to one. The two men you see now have no complaints but I've been talking with a man online that has a full 10" penis and I think he'd be perfect for you. I don't want my little boy's tight little hole hurt or harmed. I think that we should start training you for a bigger man. Don't you? I mean given that I'm almost sure I'm going to have you meet him. He's very interesting. I like him. And he loved the pictures of you all femmed up and pretty. I'm pretty sure he'd be good new client for you, honey." She plays with my balls and penis as she seriously studies my face. I feel my eyes fill with tears. "Good. We're going to start like we always do with increased size. Remember when that tight little butt of yours could only sit on the 6" dildo, do you?" I look to the floor, eyes down and nod 'yes' for her. "Yes, Ma'am." "You'll put it in on your hands and knees just like we always do, I'll help like I always do too with you learning a new trick. We won't start out on the stool seat with it. That would too cruel. You'll learn. I know you will, just like with the 8" on you like so much now. And he's cute, baby. He showed me pictures of another little sissy he fucks and if she can take it all, you can too, baby. You'll do fine. I want to start this training today. So after we're done here I want you to go online and get a 10" cock. You know what to do, honey." "Yes, Mother." "Now, I'm going to do something for the very first time. I've been thinking about this for a while. A very special treat for my very special little man. I don't think it's right but then again what do you and me do that is right?" She laughed loudly. She patted the top of my head and took her hand off of me. She took paper towels from the table next to me and wiped my penis thoroughly, roughly. Tossing the towels to the floor she looked up at me. She said nothing, just smiled. She leaned forward and put her hands on the tops of my naked legs. Leaning forward all the way she moved her face into my crotch. And then she did it. She took my soft penis into her mouth. "Mother...oh...ahhhh...uhhh, mother..." She started to suck ignoring my whimpering and moaning. She started to run my soft penis around in her mouth with her tongue. She pulled her mouth off me, let it 'pop' out of her mouth semi erect. She licked and flicked her tongue over it as she giggled up at me, talked to me. "Oooo, you taste nice, baby, almost sweet. Is that you or the k-y? I should have done this long ago. You know I kissed this little thing sometimes when I'd diaper you when you were just a baby. You'd make the cutest baby noises when I'd move it around with my tongue. Sometimes when you sucked my nipple I'd run my finger over this little thing. I really did. You loved it." She put my penis back into her mouth. She got serious, started to concentrate on what she was doing to me. She suck me to full erection, steadying herself with her hands on my legs pushing them apart so far that it hurt. I felt her tongue run over the head of it as she pumped me, as she fucked me with her mouth. I felt her grip my thighs tightly to hold me in place. She started to masturbate me furiously with her mouth. I knew what she wanted. I knew she wanted me to cum. I could not control myself. I moved my hips as much as I could. I was driven. She was fucking me hard with her mouth. She moved her head up and down almost as rapidly as she did her hand when she made me cum the first time. "Mother, please...uhhhh..." I could feel myself on the edge of cumming. I was afraid she'd be mad if I did it in her mouth. But I could not stop it. She would not let me stop it. "Mother...oooooooooooo...oooooooooooooo..." It happened. I started to cum. She reached back and put her hands on my rear cheeks on the stool as she felt the first drip of it in her mouth. She held me in place her fingers digging into my cheeks as she milked me for a second time. She kept her mouth on me as she sucked me completely dry. She sucked me until I was soft in her mouth. I was frozen, thought she'd be mad that I could not control myself. She raised up off of me. Her lipstick was smeared all over her lips, mouth and chin. She ran her finger up the corner of her mouth, caught some of my cum and licked her finger clean. "Now, that wasn't all bad, was it, honey?" She laughed softly. "Your Mother's pretty good at that, isn't she?" She stroked my thigh with one hand, smiled at me. She put her other on top of my wet penis. She raised up, kissed me quickly on the lips. She moved away from me. As I stammered she checked herself in the large full wall mirror. "Thank you, thank you...". I was gushing, shaking. "Don't get used that that, little boy. That's for special occasions only. I must say I enjoyed doing that to you." She was fixing her hair in the mirror, talking to me as she checked herself out. "Another first in our dirty little secretly wonderful dirty little thing, baby boy. Don't you think you'll ever fuck me, though. At least not with anything other than your facial dildo, that's where your dear mother draws the line. But I have to admit, that was fun. I liked sucking that little thing. Like I said, I should have done that earlier. And baby, you taste good, better than my boyfriend. I bet your ex wife misses that taste. You know not all men taste the same. Every one of you tastes different. Even a sissy like you." She turned to me. "Tell me you love me." "I do, Mother, I love you, I do. I do." "Good." She cinched the silk belt of her robe up and walked to the door. She looked back at me. "You're going to sit her on that rubber cock for a while. We both know what a little slut you are and how much you like that little hole of yours used. Don't we? I'm going upstairs to shower and make myself presentable. I'll be back down to set you free in a bit, honey. You're going to find a 10" cock on line. Then you're going to order it, and then you're going to take your mother out to dinner. Maybe later tonight I'll have you lick me again, the way like to do for me. I'm so horny lately, don't know why. We'll see. You sit and think. That's what I want you to do for me now, baby. Sit and think. Tell me again that you love me. You can never tell me that enough. You're such a delight when you do." She looked at me as I stammered and tripped over myself going on and on telling her I loved and adored her, telling her I was addicted to her. She stared at me for a moment smiling. Then she turned off the light in the room and closed the door behind her as she left me in mid-sentence, left me in her punishment room. I sat in the dark and felt my penis stir again as I thought about it all. I started to rock on the rubber cock, started to think about the new man my mother would introduce me to. Mother Dear Pt. 11 "Mother, please...please...ahhh..." I'm in pain. It shows in my whimpering, pleading voice. She sips her wine, smiles as she watches me walk, mince, strut around the room. I am walking as she told me too, one foot in front of the other, super-model-on-a-catwalk-like prance. She has 'worked' with me almost every night for the past three weeks, 'training' me to 'walk like a proper girl', as she puts it. That, and perfect my 'dirty little show'. "Pay attention to that butt! I want to see it sway, more girly girl. I like what I'm seeing. Very well done so far, honey, you've come a long way." She puts her wine glass on the side table next to her chair. She glances at the clock next to it. Next to the clock is a pill vile of Viagra. She had me take one two hours ago. "Almost forty five minutes, baby, just a few more minutes to go. You can do it." I feel throbbing and feel slight numbness in my exposed penis and balls. A tight black ½" wide rubber band pinches hard up around them at the base, not enough constriction to cut off circulation but tight enough to squeeze and keep it all out in front. The band pushes my deeply red and swollen baby smooth balls out greatly. I feel them hit and bounce against my pinched together legs as I mince for her. My fully erect tiny penis, almost 3" long, bobs as I walk. I close my eyes slightly from the pulsating slight pain in my balls as they move in front of me crimped by the tight rubber band. I say nothing. It wouldn't matter anyway. I show off my erection for her. I am on display. I am naked and in high heels. I walk straight and sexy in my white 4" spike heel ankle strap pumps. The only other thing I wear are handcuffs, my wrists cuffed tightly behind my back. I'm made up as I always am. Full makeup is expected daily in her house. Deeply made up eyes, super shiny lip gloss, she demands it. "I haven't decided on an outfit for you yet. I'm leaning toward baby doll pajamas. I saw some of the cutest little pajamas online. So little-girl cute, I love those and you'd look marvelous in the ones I think I have picked out for you, honey. Pink chiffon, big puffy shoulder sleeves, super feminine. I'm thinking just the top, not the bottoms, no panties would be best. We want that little thing of yours to be the center of attention when I introduce you to my friend Dennis." She sips her wine. She looks delicious to me, no other way to describe it. I'm addicted her. Tight black just-below-the-knee hobble skirt, crisp white blouse, opened to show the lace of her pushup bra at the top, her breasts pushed forward straining against her blouse, her sharp pointed stiletto heel shoes, her huge earrings, her wonderful hair pulled back in a tight bun, her model like makeup, I'm owned by her. I will do anything for her. She knows the effect she has on me and she dresses to push it over the top and accentuate it. "A few more minutes to go, you can do this, baby." I hold my cheeks open with my cuffed hands. It's expected of me, hands on my cheeks spreading my butt wide as I walk for her. I feel the cool room air on the inside of my inner cheeks and on my tiny little hole. I feel the slight dab of k-y lubricant I wear at all times, per her instructions, as I walk too. I have learned that if she cannot instantly insert her finger into me effortlessly it's a trip to the whipping horse in her basement. I feel the edges of my little hole flex and slide, feel the slippery movement as I strut and hold my butt open for her. I do my best to please her. I can still feel the fading welts across my cheeks from a discipline session last weekend, a session she used to drive home the point that her lingerie drawer is not to be taken lightly when putting her things away after hand washing. Her things must be sorted and laid out in the proper place and order. "Come here, honey." She sips the last of her wine, puts the glass on the table and leans forward in her chair as I approach her. As I stand in front of her she reaches up and takes my balls in her left hand and cradles them. They throb at her touch. She closes her fingers around them, sees me wince as she holds them firmly. She slaps my erection gently, twice, watches it bounce, hears me whimper. "Oooo, mama...please, no...uhhhhh...please..." I bend slightly, she pulls me up straight by my balls. "Hold still. Stand up straight! We both know this rubber band is necessary, don't we? Remember? You couldn't keep this little hard on hard, remember? We'd get you all hard and erect, have you march around and this little thing faded, fell down unless you or I touched it, remember?" She giggles. She pinches the head of my penis with her right forefinger and thumb, gently. "Now that's a proper hard on, little man. Very firm, tiny but firm. I like it. See, I was right. The rubber band, the Viagra, I knew what my little man needed. Didn't I, baby?" She looks up at me, runs her hand over the head of my penis. "You're like your father was, small. Not that it mattered. His boss, your Uncle Bill, took good care of me, gave me what I needed. Your father passed his little dick on to you. I know why your ex wife had to take a lover or two. We've shared much. You know sometimes I think about showing you off to her. You'll do anything for me, won't you, baby? Anything?" "Yes, mama, yes...oh...uhhhh, oooo, please..." She giggles like a school girl, places the thumb in the underside on the head of my penis. Holding my erection in her hand, she runs her thumb in a small circle over the wet hole. "My perfect little man. We both know that no woman would ever be able to be sexually satisfied with this little thing but it serves us well, doesn't it, baby? Doesn't it?" She leans forward, kisses the end of it, as I mumble 'yes'. I start to whimper, moan as her tongue finds the hole and pushes slightly into it. She stares up at me, her tongue held deeply into the hole of my penis. She smiles. "I am so glad you chose to move back home, honey, so glad. This really is a marvelous arraignment, you being my live-at-home son." She licks the end of my erection, hears me whimper, moan. She sits back up and rubs me with her thumb. "Dennis is a very dear friend of mine. I have been planning this night for some time. I like the decadence of it and he's just he man to savor it with. The two of us to be served by my loving son, serving the both of us, he's one of only men I know kinky enough to understand the mother-son s&m thing we have going on, baby. And he's not like the man I gave you to from my office. He likes to fuck me, sometimes, Dennis is my part-time lover. As far as I know Dennis is straight. He's not like the old faggot from my office I give you to. But you never know, honey. This is going to be fun, very much fun. I asked Dennis if he was bothered by what some call incest. He laughed and asked 'Whose brother and sister team to do you want me to fuck?' I told him about you, about us. Not all of it. But enough to see that he was more than interested in learning more. I know he'll appreciate all of this as much as we do." She takes her hands off of me, grasps my hips and turns me around quickly. I feel my erection snap back and forth as I turn. "Your marks are fading. Good. We want that bubble butt perfect when Dennis meets my little boy. When I first broke this to him we were in bed, him somewhat drunk. I just told him...'my son is a very dirty little sissy boy, does some very kinky things', he was all ears. His cock got hard as I talked. He had me whisper things about it all in his ear as he fucked me. I knew he wouldn't freak out, I told him all about us. It all got him super hot. This is going to be great, simply wonderful." She lifts her glass, holds it up, snaps her fingers. I turn immediately. She laughs loudly, sees the frustration, the look of slight fear on my face. "Can't wait on your mother with your hands behind you back, can you, honey? Can't get me more wine, can you. Don't worry. I'm not going to spank you. I know your hearts in the right place even though your hands are tied, so to speak. Dennis is going to fucking love this." She stands, laughing. "I love the look on my little boy's face when he knows his loving mother needs something from him. Precious, it really is. You just start walking again. Practice makes perfect, honey. I'll get my own wine, not to worry." She pats my butt as she drifts by slowly. She kisses my cheek on her way to the kitchen. She came back with her wine glass, sat in the chair and watched as I showed myself off to her, just sat silently smiling at me, the look of a proud mother on her beautiful face. And then the alarm went off on the clock next to her. "Oh my, a full hour, a full fucking hour, marvelous, sweetie. You've never been past forty-five minutes before. You may be able to serve an entire evening dinner party with that cute little hard on. I bet we could go another hour." I whimper, cry out slightly. She smiles, laughs. "Don't worry, little man, not today. Come to your mother. Come here, baby." I walk to her. She takes the keys to my handcuffs from the table. She turns me and unlocks them, takes them gently and lets them slip to the floor next to her chair. She turns me back toward her, facing her, my penis sticking straight up inches from her face. "Now, that wasn't so hard to do, was it?" She kisses the end of my bobbing penis. She takes the rubber band, stretches it out and peels it up and over my swollen balls. She lets it snap onto the base of my penis on top of my balls, sees me jump, hears me cry out. She laughs. She is playing, amusing herself. She snaps the band again. "Owww...oooo, no, please, mama...please..." She takes the band back into her fingers and peels it down over my little erection, takes it off of me. My hard on bounces, stands straight up. "Cry baby. Whining little cry baby, that couldn't have hurt that much. I can give you something to cry about if you want to cry. We both know that." She drops the rubber band onto the table. She turns and making a small circle with her index finger and thumb of her right hand starts to run it over the head of my penis. She starts to masturbate me. Oh, oh...oooo, oh, mother...ahhhhhh..." "My precious little boy, you know I love you. You know that, baby. So cute, this little thing, so cute. I couldn't love you more, little man." She strokes me faster. I feel myself start to build, feel that I may cum soon. I slightly pull away from her. "It's okay, baby. Let it go. Let mama see. It's okay, baby." She strokes faster, cups my balls with her other hand. She concentrates on the head. "Come on, baby. Come on. Let it go." She leans closer toward me. And then it happens. The first spurt hits her chin. She laughs, quickly pulls her head back. The second spurt hits her blouse, drips down onto her skirt. The third and fourth spurt hit her blouse on her right breast. She giggles, pulls me in closer to her. She milks me onto her blouse. "Oh my. Oh my, oh my. My little man. Such a big load of cum. Almost like a real man, not quite but almost." She laughs loud as she milks me completely. She take her hand off of me, looks up at me, a ribbon of my cum dripping from her chin. "Are we good together or what?" She laughs, reaches up with her hand and scoops my cum off of her chin with it. She wipes it on her blouse. "You made a mess of me, little boy." "Thank you, mother, thank you...ahhh...thank you." She stands up, takes me in her arms, hugs me, crushes me into her breasts. I can feel my cum on my naked chest, all over the two of us. I feel her run her hand down my naked back, feel her cradle my butt in her hand. She pats me. She kisses my forehead. She strokes and feels my butt as she pulls her face back and away from me. "Tell me you love me." She stares at me, takes some of my cum from her blouse onto her index finger. "I love you, mama, I do, I love you..." I am stammering. I feel her finger paint my lips, over my lipstick, with the cum on her finger. "I love, adore you, I love you..." I feel myself choke up slightly, feel a slight tear in my eye. "I know you do, baby. Believe me, I know you do." She moves slightly away from me. She turns from me toward the table. She takes her wine glass from the table, sips from it. She turns back to the front of me. She takes my semi erect penis in her hand. I feel it start to move to erection again as she gently squeezes it, strokes it. "All this cute little dirty girl walking has made me incredibly horny, I'm very wet, sweetie. I'm soaking my panties. That should please my little man. I think I need to be fucked with that facial dildo you work so wonderfully. I'm going upstairs. You put your magic blue pills back into the cabinet in your punishment room and come back upstairs with that big rubber dick on your pretty face." She kisses my forehead. I feel her slide my penis through her hand slowly. I'm lost to her hand, breathy words fall from my mouth as I tell her I love her. I can taste my cum on my lips, the cum she painted them with. She takes her hand from me slowly. She lets my penis bounce as she releases it. She walks to the stairs and moves up to her bedroom. "I think we'll leave that little thing out of its cage for a few days, maybe a week or two. I want it to be ready to jump to erection instantly. It's really quite amusing, baby. Do you know that? Do you how amusing that is?" She smiles at me. "Ahhh...yes, mother, yes..." She laughs. I feel my face turn a bright red. "Good boy. Tell me again you love me." "I love you, mama, I love you..." "I'm going to get out of these messy clothes. You're going to fuck me from behind with that big rubber dick on your face. You know what I like. Then the two of us are going out to dinner. Later we are going shopping online for baby doll pajamas. You are going to love the ones I've got picked out and am leaning toward. Maybe several pair, you would look cute around the house in them in general, maybe for your domestic duties too. Maybe the next time my friend comes from my office to take you away for the weekend you can wear them for him then too. I think he'd like that." I watch her walk up the stairs, her beautiful rear end sways as she moves. It's all I can do not to fall, wobbling in my high heels. Still dizzy from it all my erection bounces as I hurry to put everything back in order, as I hurry to my basement room, Viagra pills in hand. I feel my penis throb as I put the locking facial dildo around my head and fasten it in back, the huge 9" rubber hard on standing out in front. I feel the smaller bulb-like dildo in my mouth as I hurry to the stair, hurry up to my mother's room. I love my mother dearly and don't want to keep her waiting.