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Erotic Stories Transgender & Crossdressers
New Transgender & Crossdresser Stories
A nurse helps her patient with his urges. by slave_boy69
A futa mommydom smut drama. by grimbous
I followed a complete stranger said only two words to me. by Kontankok
Far too many distractions. by Itsalljustforfun
Noah has a hot summer with his summer guest. by Ironkitten73
A journey of self discovery, magic, and kink. by BrittanyTheHusky
Kat and Jade have some risky sex. by gambl
Charli tells the story about taking Kyle's dare. by PinkPurple
Femboy sucks dildo in parking garage. by CupcakeFour20
A widowers love of crossdressing leads him to find comfort. by contactsteph77
A recent divorcee, takes in a homeless young TV. by brendachaplin2000
Jake's day off becomes interesting. by the_Otter_guy
Divorced mechanic finds true love with a young trans woman. by NewOldGuy77
Miranda cheats on her husband with a young trans lady. by Yesok1
A girls quest for her girlfriends dick continues. by chlomo
Dystopian Sci-fi for the modern submissive femboy. by JerkGently
Billie gets to know her friend's stepmom, a secret futa. by RyleyRavenshield
Kira's exercise outfits and routines are getting sexier. by ZennaSwallows
The sexual adventures of a submissive sissy. by alladinstarduke
Part 3 of 4 Our relationship develops. by bisibi1
Janet and her mom have a talk and then swim lesson. by TxRad
Sissy tan lines after visiting daddy. by Tayrunner94
Straight guy lost a bet, has to dress as a girl to a party. by eraj
I was caught in my sister's clothes and now I'm being used. by Delia365
Spin! Random Transgender & Crossdressers Stories
We've exchanged email regularly... by dawn43
He blackmails the wrong person. by griffin57
Wife discovers secret of husband. by robin35
Andie and Tammy have a lesbian 3sum. by SissyAndi
You descend deeper into your position as a slave to a giant. by FiveDots
A neighbor helps a wife help her husband transform. by BrokenPenis
Spring break of 2006 proves to be an interesting fresh start. by chandler831
There's a good reason why I feminised my husband... by jessikab
A sissy has to choose between obedience or unwanted exposure. by sammantha69
Samantha encounters a hot and naughty futa-MILF! by mypenname3000
Transgender & Crossdressers Hall of Fame
A decision needs to be made for our cam gurl. by Dani_does_Dallas
It’s getting very messy, but it's all building to a finale. by Dani_does_Dallas
Ryan's college crush is not like what he had imagined. by VermillionVenusian
A gift arrives, that takes me to new height but at what cost. by Dani_does_Dallas
Dickgirl author and her muse try to navigate something new. by Severall
Teachers challenged to X-Dress. What could possibly happen? by ShelbyDawn57
Billy has cancer. Becoming Emily fixes everything. by icedragonmo3
Things are coming to a head, in more ways than one. by Dani_does_Dallas
Girlfriends can talk about anything. by SilkeeSmooth
Date night with Alex. by loveinbriefs
The corruption continues...and ensnares some spider women! by dreadknots
The Master and Margarita. by allthatisfuta
The final chapter. by Son_of_Battles
Sean and Billy find X-Change pills while house-sitting. by FantasyPron
Second Part, more sex. by Deeplust
The last few days at the cabin come to an end. by loveinbriefs
Mark and Cindy have some fun with an unexpected third. by UltimateSin
Dickgirl author needs inspiration for her new book. by Severall
Victor inherits a house with a closet, and a pair of shoes. by ShelbyDawn57
Erotic Stories Transgender & Crossdressers
What an amazing story. The characters, the details (Alan the bulldog) the imagery (he tied a little...
So hot. I want to be in the middle, Jessica behind and Chrissy in front.
Even better than ch 1! This made me even harder. Just love this.
Please find the time to add some more of your magic to this story . You’ve almost left us dangling...
All contents © Copyright 1998-2012. Literotica is a trademark. No part may be reproduced in any form without explicit written permission.
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Erotic Stories Transgender & Crossdressers
New Transgender & Crossdresser Stories
A nurse helps her patient with his urges. by slave_boy69
A futa mommydom smut drama. by grimbous
I followed a complete stranger said only two words to me. by Kontankok
Far too many distractions. by Itsalljustforfun
Noah has a hot summer with his summer guest. by Ironkitten73
A journey of self discovery, magic, and kink. by BrittanyTheHusky
Kat and Jade have some risky sex. by gambl
Charli tells the story about taking Kyle's dare. by PinkPurple
Femboy sucks dildo in parking garage. by CupcakeFour20
A widowers love of crossdressing leads him to find comfort. by contactsteph77
A recent divorcee, takes in a homeless young TV. by brendachaplin2000
Jake's day off becomes interesting. by the_Otter_guy
Divorced mechanic finds true love with a young trans woman. by NewOldGuy77
Miranda cheats on her husband with a young trans lady. by Yesok1
A girls quest for her girlfriends dick continues. by chlomo
Dystopian Sci-fi for the modern submissive femboy. by JerkGently
Billie gets to know her friend's stepmom, a secret futa. by RyleyRavenshield
Kira's exercise outfits and routines are getting sexier. by ZennaSwallows
The sexual adventures of a submissive sissy. by alladinstarduke
Part 3 of 4 Our relationship develops. by bisibi1
Janet and her mom have a talk and then swim lesson. by TxRad
Sissy tan lines after visiting daddy. by Tayrunner94
Straight guy lost a bet, has to dress as a girl to a party. by eraj
I was caught in my sister's clothes and now I'm being used. by Delia365
Spin! Random Transgender & Crossdressers Stories
We've exchanged email regularly... by dawn43
He blackmails the wrong person. by griffin57
Wife discovers secret of husband. by robin35
Andie and Tammy have a lesbian 3sum. by SissyAndi
You descend deeper into your position as a slave to a giant. by FiveDots
A neighbor helps a wife help her husband transform. by BrokenPenis
Spring break of 2006 proves to be an interesting fresh start. by chandler831
There's a good reason why I feminised my husband... by jessikab
A sissy has to choose between obedience or unwanted exposure. by sammantha69
Samantha encounters a hot and naughty futa-MILF! by mypenname3000
Transgender & Crossdressers Hall of Fame
A decision needs to be made for our cam gurl. by Dani_does_Dallas
It’s getting very messy, but it's all building to a finale. by Dani_does_Dallas
Ryan's college crush is not like what he had imagined. by VermillionVenusian
A gift arrives, that takes me to new height but at what cost. by Dani_does_Dallas
Dickgirl author and her muse try to navigate something new. by Severall
Teachers challenged to X-Dress. What could possibly happen? by ShelbyDawn57
Billy has cancer. Becoming Emily fixes everything. by icedragonmo3
Things are coming to a head, in more ways than one. by Dani_does_Dallas
Girlfriends can talk about anything. by SilkeeSmooth
Date night with Alex. by loveinbriefs
The corruption continues...and ensnares some spider women! by dreadknots
The Master and Margarita. by allthatisfuta
The final chapter. by Son_of_Battles
Sean and Billy find X-Change pills while house-sitting. by FantasyPron
Second Part, more sex. by Deeplust
The last few days at the cabin come to an end. by loveinbriefs
Mark and Cindy have some fun with an unexpected third. by UltimateSin
Dickgirl author needs inspiration for her new book. by Severall
Victor inherits a house with a closet, and a pair of shoes. by ShelbyDawn57
Erotic Stories Transgender & Crossdressers
What an amazing story. The characters, the details (Alan the bulldog) the imagery (he tied a little...
So hot. I want to be in the middle, Jessica behind and Chrissy in front.
Even better than ch 1! This made me even harder. Just love this.
Please find the time to add some more of your magic to this story . You’ve almost left us dangling...
All contents © Copyright 1998-2012. Literotica is a trademark. No part may be reproduced in any form without explicit written permission.
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His wife introduces him to the man/woman of his dreams.
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Kate came home from work one day to tell me about this new guy she had met. She sounded really enthused, but also a little perplexed by him. When I asked why, she said something about him just didn't add up. He was too good to be true. She felt that when she talked to him it was like talking to a girl. Anyway, she said I would get to meet him in due course.
One night we arranged to go out to eat with this new friend of Kate's. Billy arrived on time and was charm personified. He greeted me warmly, as if he had known me a long time instead of us only having just met. I tried to size him up, to see if there was anything 'wrong' as Kate put it, but there was not too much out of the ordinary. He had broad shoulders, dark hair and smouldering chocolate brown eyes. Dark stubble framed his shapely, red lips. Actually, the more I looked at them, the more they seemed a little unusual. They were almost too full and feminine. But somehow that just made him look even more hot.
I felt my lust thermometer rise. No wonder Kate couldn't stop talking about the guy. He was sex on legs. The meal was delicious and the wine exceptional. We had a really interesting chat and all got to know each other a little better. Things were going so wel that we decided to order another bottle of wine. We were just a little tipsy when Billy suddenly said, apropos of nothing, 'So, tell me something interesting.'
'Well,' I replied, rising to the challenge 'Kate and I are swingers, and we're both bisexual.'
'Really?' he said, with a sexy smile.'
My jaw just about hit the table. I felt my cheeks flush bright red.
'I haven't shocked or embarrassed you, have I.' Billy said.
'No, not at all.' Kate explained. 'It just happens to be John's favourite fantasy.'
'It is?' suddenly Billy looked interested.
'Oh yes, man, it sure is.' I replied.
'Hell no. I've never had the good fortune to before.'
'I have to explain, I'm not fully a guy yet.'
'You...you're not.' I was going apeshit at what I was hearing. It just got better and better.
'No. I don't have the guy bits down below.' he said.
'So what are we waiting for?' he asked.
Half an hour later we were all in our bedroom, lying on the bed and taking turns kissing each other. We spent half an hour in this pleasant way until my cock demanded some attention. I started unbuttoning Billy's shirt. Dark hair grew all over his chest. His large red nipples jutted out of this swirling mass and I could vaguely make out the scars of his breast removal surgery. He either worked out at the gym or his testosterone shots were giving him one hell of a body. I ran my hands over his muscled shoulders and upper arms and he felt as hard as granite.
And then at last the time had come. I slowly unbuckled his belt and opened his fly button. Kate looked on as I unzipped his jeans and started to pull them off. Only a flimsy layer of cotton stood between me and my quest now. I hooked my thumbs into the waist band of his underpants and started to lower them. My excitement went into overdrive as his puffy, hairy cunt with its enlarged clit came into view. It looked like a mini cock and I could not resist kissing it for a moment or two before whipping his undies completely off.
His muscular legs were covered in dense, dark fur. I ran my hands up and down his warm, hairy thighs as I gazed at his perfect pussy. He was so masculine in every way except for this one thing; this juicy slit between his legs. I had leaked so much precum by this time I could have filled an egg cup. I rubbed my slick cock head with one hand as I got down between Billy's legs. He and Kate shared a long, passionate kiss as I started sucking on his mini cock. I reluctantly let go of my cock and parted his puffy cheeks and started licking into his gorgeous pink cunt. I was so horned up I could hardly think straight.
'Sorry, I said. 'I've got to do this.'
I got on top of him and stuck my cock in his cunt and started thrusting away madly. I was like an animal in the mating season and three minutes later I had shot my wad deep into his quim. I got off him and moved up close. 'Now I can make love to you properly.' I said. I took his strong handsome face in my hand and started kissing him. Kate, meanwhile got down between his legs and started licking my cum out of his cunt.
I lay there watching them. After about ten minutes I had recovered and felt my cock start to stir. Billy saw it too and reached out for it. I climbed on top of him and slid my cock into his cunt. It felt almost as good as the first time but I was able to be a little more controlled this time. I loooked down into his eyes; there was hunger written all over his face. He panted and sighed softly as I stroked into him. Kate was caressing my butt and balls, adding to the pleasure I felt. Balancing myself on one arm I ran my hands over Billy's strong, masculine chest. I still could not get over how he could look and feel so masculine yet have this sexy, wet, warm cunt.
I felt Kate's tongue dip into my butt crack and then circle my hole. The nerves connecting my asshole to my brain sang out in pleasure. Her tongue poked into my relaxing hole, followed shortly by her finger. As her finger pressed in to me it brushed my g spot and that was me done. My cock exploded, firing off a rapid volley of cum spurts into Billy's cunt.
'The pleasure was all mine.' I told him. And indeed it was.
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