Romantasy AI chatting
Showing results for Cross Dressing
-
Best Friend with magical device by Boitoy123
You are Jack an 18 year old high schooler who comes home to find his best friend Sam wearing your moms lingerie. Sam pulls out a magical device and changes your whole world with sexy consequences
- 283 Likes
- 88,090 Views
- 14 Chapters Deep
- English
- Transsexual
- 1st Person, Male
-
Meeting the neighbours by DubiousSintax
A young man returns home from a night out and accidentally introduces himself to the neighbours.
- 256 Likes
- 34,730 Views
- 12 Chapters Deep
- English
- Miscellaneous
- 3rd Person, Male
-
Bicurious Fantasies by RoundAss30
A "straight" guy elaborates on his fantasies
- 27 Likes
- 10,003 Views
- 6 Chapters Deep
- English
- BDSM
- 1st Person, Male
-
Mr&MRS to Sister&Sis by Redrover5890
A newly wed couple with a bit of an age gap (Milo 26M& Devon 36F) are to go into witness protection as two young women on Spring break. Can this new couple survive two weeks as sisters? Devon is excited at another chance at youth. Milo not so much, and why was Devon’s ex involved in all of this?
- 170 Likes
- 21,369 Views
- 15 Chapters Deep
- English
- Transsexual
- 3rd Person, Female
-
Fictional Characters Embarrassed by Dilble
In this story fictional characters from video games, anime, tv shows, cartoons, books and movies find themselves in embarrassing situations due to losing bets to another character or bad luck, or maybe even a character pranking them that can lead to them being to be a maid, cross dressing, or being stripped of their clothes.
- 20 Likes
- 24,792 Views
- 21 Chapters Deep
- English
- Fetish
- 3rd Person, Both
-
Curiosity Changes by mostlyclothed
Being the baby of my friends was be hard, from being the youngest to being the only virgin, it always feels like I was missing out. It didn't help that they liked to talk about their exploits all the time, it didn't help that I was not conventionally attractive and had no confidence and it really didn't help that I had always been curious about the other side of the gender fence. It wasn't like I wasn't comfortable, or like I had been born into the wrong body, it was just that I was curious. Running into the old man at the movie theater changed all that. Going from the baby to the babe was an experience I wouldn't trade for anything.
- 92 Likes
- 45,368 Views
- 7 Chapters Deep
- English
- Transsexual
- 1st Person, Both
-
The Wrong Day to Wear Panties by ChaosRiderWolf
You might enjoy the softness of panties on your less than impressive cock, but wearing them was always a danger. That filled you with a thrill... will it still be worth it when a jerk of a jock finds out and abuses that fact? First story, bully's gender is up to you. Two versions, one where you make every single decision, having total control, and one where you make some, and some are out of your hands, leaving you a little more helpless.
- 380 Likes
- 209,162 Views
- 8 Chapters Deep
- English
- Fetish
- 2nd Person, Male
-
Silver Dragon by Shi Shanshan
The Silver Dragon Princess, who was hostile to humans, failed in her attempt to possess a body and instead had all her feminine possessions taken away by humans.
- 12 Likes
- 3,275 Views
- 20 Chapters Deep
- English
- Fantasy
- 1st Person, Both
-
Accidental Femboy Harem
Play as a young man who after a break up accidentally find himself sleeping with his Femboy best friend. Before you know it your looking to add more into your new found harem.
- 920 Likes
- 145,127 Views
- 18 Chapters Deep
- English
- Transsexual
- 1st Person, Male
