Search results My Early Crossdressing
... of the road.
One day I was home alone, my parents were away for the week and my s****r ... smooth already so I faked tanned my body, added fake nails, painted them pink, did my makeup, put in my ... in the mirror as I strutted about the house with a glass of wine in. As it got later I decided to go for my... Continue»
... an earlier relationship she had with a black dude.
The main object of my affection, though, is a non ... -passable FT crossdresser that lives there. She has long brown hair and has lovely brown eyes ... to talk to her when my jealous wife isn't around.
A couple of days ago I saw her walking to her car... Continue»
... This is the true story of my first time with a man while fully crossdressed.
I answered an ad ... in the local paper for a guy looking to meet a crossdresser and exchanged some text messages before ... went to the door and rang the bell.
The door was answered by a man in his early fifties of middle... Continue»
... as accurate as my memory can supply, as this happened Thirty years ago)
When I was 17 I was dating ... which was a bar near campus, favored by college students and locals alike. I reminded her that my fake ... ID had been confis**ted a couple weeks earlier.
“That’s okay. My roommate left her purse here... Continue»
I had come home early from work and found my son, Jamie, sitting at my vanity, putting on make ... -up. He was wearing one of my cocktail dresses -- and my stockings, my high heeled sandals ... and, it appeared, my lingerie. He hadn't heard me come in, so I just stood silently in the doorway watching... Continue»
... sexualized person. I had a multitude of crushes in my early years, mostly older women ... As long as I can recall, even before my knowledge of sexuality even existed, I have been a deeply ... between my legs. When I discovered masturbation it suddenly opened a whole new world of imagination... Continue»
... it comes to sex after the first time.
my early years in sex go something like this: my first time ... .
that was my early sex life in a nutshell. i had many more encounters in my later teen years ... ok, so let me tell you about my penis.
bit of an attention grabber, eh? i thought that maybe i... Continue»
... My early birthday present,
My life had been like a fairy tale of the adult sort lately anyone who ... recently happened I just want to make clear that my wife Lisa truly is all any man could or would ... we were in Florida she offered to help pick up another woman for a threesome, which blew my mind... Continue»
... My Life
The early years
I was born in the early sixties on a farm about two miles ... early because I was not feeling very well, I came into the kitchen and as usual had a drink and took my ... from anywhere, I never knew my mother because two days after giving birth to my younger b*****r... Continue»
... as a girl.over the years I've had a lot of fun crossdressing,and lots of hot sex.and judging from my ... hi my name is ashley,I'm 48,and have been crossdrssing since I was 14.its about the time I discover ... masturbation.when ever I would take a bath or a shower I would take out of the hamper my s****r... Continue»
... A couple of months ago, I was contacted by a crossdresser here at Xhamster. She has asked me ... been feeling sexy, because she asked if I would like to fuck her as she was. I like my dates ... and get dressed, and I would occasionally run my hand over her shoulder or leg, or rub one of her... Continue»
... masturbating. and in the last story was my first time being with a woman wile crossdressed. now ... this story is about my first time with another crossdresser at the age of 18.
it was a friday night ... fell in love with pantyhose. One night after my parents came back from a wedding, i was home... Continue»
... to crossdressers, one of my fantasies. I've never played it out." She was sipping her drink, and without ... video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she's ... strutting toward a table.
Convincing she was not, a crossdresser without question. But pretty... Continue»
... I have another story on here, but this starts much early. While not 'high school sweethearts' my ... people in love, bonding over our situation. Her parents, my parents thought we were both crazy ... married, my wife found out she was pregnant. We thought we had been careful, but my wife had missed... Continue»
... early sucking led to me shooting my load into her mouth. As Sarah licked clean my cock, she leaned ... I was sl**ping, woken up with my cell going off. Not the alarm but a phone call. I thought it be my ... needed a lift, she was in the bad section of town without a ride. Got dressed and on my way I was. When I... Continue»
... It happend few years ago. My ex gave me a "hall pass" to explore my sexuality although she didn't ... on the IRC. He liked crossdressers, boys on the way to become fem sluts. He was mature, around 50. And he ... will be passing my town and stopping by in the hotel. I was supposed to meet him on friday night at the hotel... Continue»
... into. this time i finally got to see a live crossdresser fucked, my cuckold husband!
so we arranged to meet ... "here ya go my little slut, its your turn"
my husband has never crossdressed before, but he has been ... and to get fucked while its my turn to watch him!
ive always loved being a cuckold wife, meeting new... Continue»
... It all happened 3and a half years ago.I started secretly crossdressing about an half a year ... before.One day my parents went out and told me that they will be late,and my b*****r was staying at his ... friends house (he was 17 back there and i was 14).As soon as they left the house i ran down to my mom's... Continue»
... in the early 1990s I moved to London and lived in bedsit near Stratford, East London. I did find ... the city a bit daunting at first but enjoyed going down to soho. I saw some ‘live’ shows and bought my ... could go through them and if any caught my eye I could watch a sample. After watching the first sample... Continue»
... I was only about 16 years old at this time. My mom, me and 3 s****rs moved over to the east end ... clothing that fit me properly. I just couldn't consintrate in class, with my stomach rumbling all ... to eat mom wouldn't be as mad at me when I did get home.
This day, I started out early. Everybody... Continue»