Crossdresser stories

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Slut'S Day Out - Part 1

A sissy slut’s grand day out… The date had been in her sissy diary for some time – they had agreed the time and place a few weeks earlier. The arrangements had been made - slut to arrive as early as possible and leave as late as possible - her date wanting to get as much pleasure as possible from... Click to Read More

Panty Play Day Part 1

I heard my wife in the next room say “here, let me prove it”. She and her 4 girlfriends had been drinking all day and were really drunk. I walked into the room and my wife says “Honey, come here and show my friends here that you are wearing girly panties”. I looked at her and she gave me ‘the... Click to Read More

The Story / Fantasy

The Story Well before i start i am 18 years old & this fantasy is with an old bestfriend. When me and tom were younger around 13 14 tom n his brother were telling me about how they "hump" in the shower but then they got into detail n said that he sticks his dick in his ass n it feels good. So then i... Click to Read More

ALIANE'S First Sexual Experience

I remember my first experience dress as a crossdresser. i was chatting with this fine ass black guy for a while and it got pretty serious so we itschange numbers and we talked for hours on the phone. He was telling me one day he has a girlfriend but he was more interest being with a... Click to Read More

At The Glory Hole

During another visit to my black Dom, he required me to dress and took me to a private S&M club. After a couple of hours at the club, he told me that we were going into the managers office. Once in the office and after being introduced to the manager, he handcuffed my hands behind me and put ankle cuffs on... Click to Read More

Black Dom

I once visited a black Dom whom i had met online. After talking for a while, he sent me an airline ticket to come and see him. For the trip, i was told to only wear a business suit and tie - no luggage. i was picked up at the airport and driven to his office. His secretary was told that we would be 'meeting' all... Click to Read More

My First Sissy Experience

First & Hopefully Not Last Humiliating Experience As Bi Sissy. In a totally unplanned evening at home, my wife and I were having some pretty hot sex and as usual she started to talk dirty, which always gets me revved up! ) She knows I am Bi and also found some pics of me dressed in women's... Click to Read More

Shaving Party

Barbara and I became closer friends as I attended her parties. We would even meet and drive together discussing our dressing plans and what girly things we would buy and show off at the parties. We had arrived and I was getting undressed in a bed room when she walked in. I just took of my everyday panties... Click to Read More

My Brothers 18th Part 3

"Go and get me some oil!" Steve said to my brother as he withdrew from my mouth, his dick shiny with my saliva. My brother got up, obediently, and ran through to the bathroom. After a minute he returned with a bottle of baby oil. Steve looked down at me "Time to lose yir cherry hun" then he turned to... Click to Read More

My Brothers 18th Part 2

I lay on the bed and due to the fact i was still feeling the effects of the mdma, i started writhing and stroking my legs. I became lost in the feeling, closing my eyes, losing myself in the sensations of my hands on my body. "Haha! Look at your little SISTER go!" Steve laughed, awaking me from my... Click to Read More

My First Lingerie Party

I knocked on the door of the address I was given in the invite. A tall “girl” answered the door and said hello. She said her name was Barbara and asked for my “name”. I said my name was Molly and she opened the door wider to let me in. I saw ten other girls in different states of dress as Barbara... Click to Read More

My Brothers 18th Part 1

It was my brothers 18th birthday party, it was fancy dress, so I'd spent the previous months putting my costume together for the occasion. Although by now I'd been dressing in mums clothes for a few months in secret, this was going to be my 1st time in public. I'd put together a (very) sexy... Click to Read More