Crossdressing Cuckold Fantasy
I really feel the strong desire to witness my beautiful wife of 27 years getting fucked by a better hung, more skilled lover as I watch as a cross-dressed sissy wimp of a husband.
A little background information. Yes, I am a reasonably accomplished cross-dresser already, and my wife is aware of my hobby, even has seen me dressed once. For this fantasy, I will be completely shaved smooth and feminine all over just like a true sissy.
My wife is satisfied with my manly endowment she says, but I feel I'm small, especially girth wise. Mind you, I am a tall man, over six feet, so a smaller penis looks even smaller on a bigger man. When flaccid my shaved cock and balls vary between 1 and 2 inches and not thick, its pretty embarrassing to look like a young boy in the men's locker room. When fully aroused, I top out at 5 inches long, but only 3-3/4 inches in girth. My penis is very slender, trust me, I've checked the stats! I basically fall statistically on the lower end of average, I'm borderline small and definitely below average girth.
I'm basically an adequate lover for her, I can last long enough for her to have an orgasm most times, but she does diddle her clitoris to cum most times. I have had issues with premature ejaculation at times, and have had issues maintaining an erection for her as well. So I basically like to view myself as a premature ejaculating small dicked loser when it comes to sex.
So there's where I'm at. I'm a cross-dresser with a small penis and I cum to fast to satisfy my wife. She needs a real man.
So we arrange a date with another man, maybe even a black man. His penis is not humongous, lets say a very satisfying 7 inches, and about 5 inches around. Not too large, but measurably bigger than me. I'm ordered by my wife to get ready for our date, so I begin with a nice long bubble bath to relax me. While the bath is drawing I take the clippers to remove most of my body hair. While in the bath, I meticulously shave my long legs, chest and under arms, along with my bikini area! I;m smooth like a real woman now.
I dress in my finest lingerie, a teal and black corset my wife got me. matching sheer panties (that will show the pathetic size of my flaccid penis to them both for their amusement!), black stockings and black maribou slippers. I apply my make-up, trying to look my absolute best, after all there is going to be another man present. I want to look pretty for him.
He arrives at our house as my wife is finishing getting ready. I've been instructed to let him in, make him feel comfortable while her waits for her. I get him a glass of wine and he looks me over as we wait. He is curious about the faux woman her see before him, he thinks I'm reasonably attractive, but he sort of feels sorry for me. Before him sits the husband of the woman he will soon be fucking, dressed as a woman, helpless, weak and pathetic. I stand up to show him my little penis encased in sheer nylon. I'm dripping pre-cum and my panties are wet. He tells me he is sorry that I got stuck with a small penis, he understands my inadequacies, and why he is here tonight.
I offer my services as his fluffer and he graciously accepts. I drop to my knees before him, lower his pants an begin performing fellatio on him. His cock begins to swell in my mouth, gradually becoming completely erect. His penis is beautiful, throbbing and manly. He is larger than me, more confident than I will ever be. I pull off him to admire his cock and how hard I've made him.
My wife appears, dressed in a matching black garterbelt, bra and panty set, black nylons and heels. She looks beautiful. She snickers as she sees that I have begun getting her lover ready for her. Her "big man" of a husband is a cock-sucking sissy. It amuses her. She sees my panties soaked with my pre-cum, yet my little penis is still flaccid.
She gently pushes me aside and begins sucking her bull. This is the same wife that refuses to suck my little pecker, but there she is bobbing up and down on a real man. Cross-dressing husbands don't get treatment like this, its reserved for alpha males, and I'm beta through and through. I watch in astonishment as my beautiful bride sucks another man's cock with expert skill and enthusiasm. I'm so proud of her, serving her lover this way, yet so jealous, disappointed and humiliated that she denies me this pleasure!
After what seemed like half an hour of polishing his gorgeous 7 inch knob, my wife looks me in the eye and declares she is ready to fuck. This is my cue. I have been instructed beforehand to beg our bull to fuck my wife for me. I whimper "Please sir, please will you fuck my wife for me. She needs a real man, and as you can see I am not much of a man, I'm a premature ejaculating little dick sissy. Please fuck my wife"
She lays on her back and spreads her legs wide and her scent fills the air. She is completely aroused and soaking wet. So are my panties. Our bull places the tip of his cock to her glistening pussy lips, pauses a moment, then gently begins penetrating my lovely wife. As his cock spreads her wider than I ever have she gasps and moans, making sounds I have NEVER heard from her when we made love.
She sighs as they begin to fuck and she tells him how much bigger he is and how much she enjoys a bigger penis. He fucks her with long hard strokes, his balls slapping her ass with each manly thrust. She compliments his skill as a lover telling him he fucks so much better than I can. Its true too, I make gentle love to my wife, I can't pound her. Every time I try to thrust hard and fast I cum like a jack-rabbit.
I watch in awe as my wife with is banged hard by our bull. his nice sized cock pistoning deep in her pussy, touching places I've never reached with my cock. giving her feelings she has never felt before. Finally she cums hard, contracting around his big cock, squeezing him tighter than I could fell since my penis is so slender. she can't believe how good he made her feel. After getting hammered for a half hour she wants her lover's load deep inside her. Finally he grunts and moans as his balls pull tight to his body. He's going to cum. He's going to cum inside MY wife.
I'm dressed as a woman. I've sucked his cock. My wife had sucked his cock. He's fucked my wife and made her cum. Now he's about to unload his balls inside the woman I married. Can things get any more humiliating? With one final grunt and a deep thrust he begins to ejaculate inside my wife. Contraction after contraction his semen pumps into her pussy, filling her with his seed. I just allowed another man to cum inside my wife, what could be more humiliating?
"Honey, its time to clean me up!" she giggles.
With that she straddles my face, slowly lowering herself down on my feminine face, my nosed pressed gently between her ass checks, sniffing her wonderful asshole. Her wet and used pussy is against my lips and I gently lap at her vagina tasting their combined mix, more pussy taste at first, then a stronger taste of semen builds as his load slides out of her. I suck gently, coaxing his semen into my eager mouth. I swallow his load. now thats humiliation.!
Well that's my fantasy, just gotta get the wife on boaed now! LoL!
A little background information. Yes, I am a reasonably accomplished cross-dresser already, and my wife is aware of my hobby, even has seen me dressed once. For this fantasy, I will be completely shaved smooth and feminine all over just like a true sissy.
My wife is satisfied with my manly endowment she says, but I feel I'm small, especially girth wise. Mind you, I am a tall man, over six feet, so a smaller penis looks even smaller on a bigger man. When flaccid my shaved cock and balls vary between 1 and 2 inches and not thick, its pretty embarrassing to look like a young boy in the men's locker room. When fully aroused, I top out at 5 inches long, but only 3-3/4 inches in girth. My penis is very slender, trust me, I've checked the stats! I basically fall statistically on the lower end of average, I'm borderline small and definitely below average girth.
I'm basically an adequate lover for her, I can last long enough for her to have an orgasm most times, but she does diddle her clitoris to cum most times. I have had issues with premature ejaculation at times, and have had issues maintaining an erection for her as well. So I basically like to view myself as a premature ejaculating small dicked loser when it comes to sex.
So there's where I'm at. I'm a cross-dresser with a small penis and I cum to fast to satisfy my wife. She needs a real man.
So we arrange a date with another man, maybe even a black man. His penis is not humongous, lets say a very satisfying 7 inches, and about 5 inches around. Not too large, but measurably bigger than me. I'm ordered by my wife to get ready for our date, so I begin with a nice long bubble bath to relax me. While the bath is drawing I take the clippers to remove most of my body hair. While in the bath, I meticulously shave my long legs, chest and under arms, along with my bikini area! I;m smooth like a real woman now.
I dress in my finest lingerie, a teal and black corset my wife got me. matching sheer panties (that will show the pathetic size of my flaccid penis to them both for their amusement!), black stockings and black maribou slippers. I apply my make-up, trying to look my absolute best, after all there is going to be another man present. I want to look pretty for him.
He arrives at our house as my wife is finishing getting ready. I've been instructed to let him in, make him feel comfortable while her waits for her. I get him a glass of wine and he looks me over as we wait. He is curious about the faux woman her see before him, he thinks I'm reasonably attractive, but he sort of feels sorry for me. Before him sits the husband of the woman he will soon be fucking, dressed as a woman, helpless, weak and pathetic. I stand up to show him my little penis encased in sheer nylon. I'm dripping pre-cum and my panties are wet. He tells me he is sorry that I got stuck with a small penis, he understands my inadequacies, and why he is here tonight.
I offer my services as his fluffer and he graciously accepts. I drop to my knees before him, lower his pants an begin performing fellatio on him. His cock begins to swell in my mouth, gradually becoming completely erect. His penis is beautiful, throbbing and manly. He is larger than me, more confident than I will ever be. I pull off him to admire his cock and how hard I've made him.
My wife appears, dressed in a matching black garterbelt, bra and panty set, black nylons and heels. She looks beautiful. She snickers as she sees that I have begun getting her lover ready for her. Her "big man" of a husband is a cock-sucking sissy. It amuses her. She sees my panties soaked with my pre-cum, yet my little penis is still flaccid.
She gently pushes me aside and begins sucking her bull. This is the same wife that refuses to suck my little pecker, but there she is bobbing up and down on a real man. Cross-dressing husbands don't get treatment like this, its reserved for alpha males, and I'm beta through and through. I watch in astonishment as my beautiful bride sucks another man's cock with expert skill and enthusiasm. I'm so proud of her, serving her lover this way, yet so jealous, disappointed and humiliated that she denies me this pleasure!
After what seemed like half an hour of polishing his gorgeous 7 inch knob, my wife looks me in the eye and declares she is ready to fuck. This is my cue. I have been instructed beforehand to beg our bull to fuck my wife for me. I whimper "Please sir, please will you fuck my wife for me. She needs a real man, and as you can see I am not much of a man, I'm a premature ejaculating little dick sissy. Please fuck my wife"
She lays on her back and spreads her legs wide and her scent fills the air. She is completely aroused and soaking wet. So are my panties. Our bull places the tip of his cock to her glistening pussy lips, pauses a moment, then gently begins penetrating my lovely wife. As his cock spreads her wider than I ever have she gasps and moans, making sounds I have NEVER heard from her when we made love.
She sighs as they begin to fuck and she tells him how much bigger he is and how much she enjoys a bigger penis. He fucks her with long hard strokes, his balls slapping her ass with each manly thrust. She compliments his skill as a lover telling him he fucks so much better than I can. Its true too, I make gentle love to my wife, I can't pound her. Every time I try to thrust hard and fast I cum like a jack-rabbit.
I watch in awe as my wife with is banged hard by our bull. his nice sized cock pistoning deep in her pussy, touching places I've never reached with my cock. giving her feelings she has never felt before. Finally she cums hard, contracting around his big cock, squeezing him tighter than I could fell since my penis is so slender. she can't believe how good he made her feel. After getting hammered for a half hour she wants her lover's load deep inside her. Finally he grunts and moans as his balls pull tight to his body. He's going to cum. He's going to cum inside MY wife.
I'm dressed as a woman. I've sucked his cock. My wife had sucked his cock. He's fucked my wife and made her cum. Now he's about to unload his balls inside the woman I married. Can things get any more humiliating? With one final grunt and a deep thrust he begins to ejaculate inside my wife. Contraction after contraction his semen pumps into her pussy, filling her with his seed. I just allowed another man to cum inside my wife, what could be more humiliating?
"Honey, its time to clean me up!" she giggles.
With that she straddles my face, slowly lowering herself down on my feminine face, my nosed pressed gently between her ass checks, sniffing her wonderful asshole. Her wet and used pussy is against my lips and I gently lap at her vagina tasting their combined mix, more pussy taste at first, then a stronger taste of semen builds as his load slides out of her. I suck gently, coaxing his semen into my eager mouth. I swallow his load. now thats humiliation.!
Well that's my fantasy, just gotta get the wife on boaed now! LoL!
6 years ago
