Adventures of a Crossdresser and His Lover
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
By Deleted User
Rediscovering Crossdressing and Old Connections
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
By Deleted User
An Unexpected Encounter at a Country Mansion
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
By Deleted User
An Unexpected Encounter on the Way Home
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
By Deleted User
An Unexpected Visit from the Neighbor
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
An Unexpected Late Night Visit with Friends
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
A Chance Encounter in the Park at Night
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
By Deleted User
A Surprising Connection at the Bar
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
An Adventurous Night While House Sitting
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
By Deleted User
An Unexpected Connection with a Younger Man
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
By Deleted User
An Evening with Friends and a Sissy Submissive
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
Reconnecting with a High School Bully After Years
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
By Deleted User
A Night of Surprises at My Sister's Party
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
An Unexpected Connection at the Bar
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
An Unexpected Visit from an Older Man
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
By Deleted User
Unexpected Connection at the Gym
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
By Deleted User
An Unexpected Night at the Country Party
I am a semi sissi gurl who loves men. I have several suga daddies that live out of town, who when in town, i take care of.
I had a daddy that was supposed to come in town a few weeks ago. He
Posted by a TS / CD
By Deleted User
A Day Off Turns Into an Unexpected Encounter
So my wife was away on a business trip and I had one PTO day to take for the year so I took it when she was away. I went on CL to look for some fun. At that point for W4M section was filled with
Posted by a TS / CD
By Deleted User
A Journey of Self-Discovery and Connection
When I was younger I used to crossdress on my moms clothes when she was away. I phased out of it as I got older. Now years later and married I for some reason just got the urge to dress. I took a
Posted by a TS / CD
By Deleted User
A Weekend Surprise with Friends and Secrets
I'm 28. A masculine husky guy at work. When I'm off at home with my girlfriend I CD as BBW. She's very supportive. She's attractive and totally into it. Our sex life great . She
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