TS/CD Stories

Holy orgasms, we are floored by your stories. One thing is for sure, you all are amazing! :) We have a blast reading all of them, and hope you can write and contribute yours! Add your story here.

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I'm 23, 5'11 about #150. Have mid length Black hair. Completely smooth all over. Totally passable when I dress. Perhaps to my advantage, I have a micro penis. When I'm completely

Posted by a TS / CD

I want to thank my ex girlfriend for turning me into a cock loving, cum swallowing slut. It all started about 15 years ago. I was a normal straight 27 year old man who loved women. She was 22,

Posted by a TS / CD

OK, so I graduated college in 2006 with a B.A. in Liberal Arts from a hideously overpriced east coast university and couldn’t find a good paying job for anything. I jumped from mediocre job to

Posted by a straight woman

I am a mature crossdresser. I dress head to toe and everything in between. I love the feel of lingerie on my ass, legs, thighs. Slipping my stockinged feet into 3 inch heels sends heat through my

Posted by a TS / CD

I recently moved to a new city to be closer to my daddy. He paid for my move, set me up in a nice place. Daddy pays fir eveything. I am a passable crossdresser, with wigs, makeup, fake breasts, and

Posted by a TS / CD

My fantasy. To be seduced by a CD. I’d be setting outside a hotel doing my reports. When a lady sets down next to me. Her legs are so sexy looking. I glance over and she is so hot. Nice

Posted by a straight man

Episode 1 Crossdresser's Night Out I am a mature, bi married male who loves to dress up in women's clothes. Not my wife's clothes though as I like to dress sexier than she ever does. I

Posted by a TS / CD

I am a semi passable crossdresser. Womans clothes: tight shorts, short mini skirts, short dresses, tight blouses, fake tits, 6 inch heels, stockings, wigs, makeup are my specialty. When im dressed i

Posted by a TS / CD

Well - now in my upper 40s I am getting back into crossdressing. I started 20 years ago but quit a couple years ago when my long-term boyfriend of 6 years moved out of state. I was crushed - I had

Posted by a TS / CD

I have been secretly crossdressing for about 5 years. I have been told i make a good looking gurl. I dont dress in public. But i do wear womans clothes under my pants and shirt. I work for A as a

Posted by a TS / CD

I am a mature petite passable feminine trans woman that lives 90% of the time as just that. I live the way I feel, a highly energized sexy milf. I get offers for dates from guys in their 20's.

Posted by a TS / CD

I was always small for my age, 12. It didn’t help that my stepbrother, who was only 5 months older, was freakishly large for his age..My stepfather would always call me a weak sissy and tell me

Posted by a TS / CD

I'm 26, a BBW TS. I'm 5'7 #220 and have a nice 8 inch thick uncut cock, fully functional. 36C Breasts pierced. Several tattoos. Mid length Black hair. A very cute face. To my knowledge

Posted by a TS / CD

There was a petite CD I was getting together with about once a month when my wife was working late. S/he like to suck me hard, then ride me for a while until S/he got hard. When I was about to cum

Posted by a straight man

So back in CL day I meant a str8 guy and we first started emailing and them decided to meet. First time I put on my maxi dress and heels he came over I pulled out his 10+ bbc deep throated the hell

Posted by a TS / CD

I'm a mature crossdresser was out looking for a masculine older man. Been moving around the bar looking. Was getting late, sat down and had last drink of the night. Then I was surprised to have

Posted by a TS / CD

I was house sitting for a relative and felt a little adventurous, so decided to create an ad for myself. I don’t normally have intimate experiences, so this was my chance since I’d be

Posted by a TS / CD

I am a passable crossdresser. I am 100% bottom. I LOVE pleasing top daddys. I prefer older, more sophisticated men. I have a tendency to hook up with top daddys that are 55 yrs and older. (I am 48).

Posted by a TS / CD

I'm a 30 year old sissy CD, behind closed doors. I'm 5'11 220 light brown hair and smooth all over. Masculine acting at work. I've been serving a Dominant man for about six months

Posted by a TS / CD

I have always been somewhat flamboyant. Always had a feminine side to me. In high school, i was the only boy that took home ec. I was called all sorts of names:flamer, fag, queer, gay, fruity, etc..

Posted by a TS / CD

I'm 25 5'6 about 150. Totally passable when I dress. I was visiting my sister for a few weeks last summer. She had known about my other life since college and supported me all along. She

Posted by a TS / CD

I'm a 27 year old CD, extremely passable when I go out. At my job I dress as a man. I have a runners build, stay smooth all over. I'm 5'9, brown eyes and short brown hair. My curse or

Posted by a TS / CD

So i am a total bottom sissy. I love pleasing top men. I am semi passable when dressed in my fem clothes. I am bisexual, although i prefer men 99% of the time. Havent been with a real woman in a few

Posted by a TS / CD

So I was always curious. When I was 9 I was always fascinated with female clothes and especially heels. So whenever my mom wasn’t home i would always try on her stuff. Silk night gowns,

Posted by a TS / CD

I guess you could say i live a double life. I have been crossdressing my entire adult life. When dressed, i am very passable. I wear wigs, makeup, fake breasts, and womens clothes. When im not

Posted by a TS / CD

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ps. here's the things we've learned from your stories:

You are all great, no seriously, it takes courage and initiative to write a story and that tells us how great you are.
You are all remarkably open, willing to try new things, and fun!
Most people on the site are extremely gracious, nice and respectful.
You mentioned that some people are flaky, or only want to exchange pictures (booo! teases!!).
You wish the system was improved (yes, big upgrades are rolling out very very shortly)!!
You mentioned you wish we weren't so adamant on the language (we know, we're working on finding the sweet zone for safety and your satisfaction!)

We've learned a lot more from you this time around, and we are back at work on improving the things you need us to do. Many big improvements and upgrades are coming shortly, and we hope you understand we're doing our best to provide you with the best experience we can.

Want to share you story? Tell us all about it here:Tell your story.