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My girlfriend was very pretty and undeniably not a virgin like me. I hadn't been with a girl before and all I knew was I very much had a naughty fetish...
Sissy Caught Outside By Delivery Boy (Public Crossdressing)
The results were startling to say the least. The amount of attention in brought to me was overwhelming as were the offers I began to receive from men who desired me. He slowly walked over to the bed and sat down gently beside me. "It's okay." He said softly. "Don't worry, I won't tell anyone." It was 1970s I was 18 and a bit of a loner. I had tried without success to find a girlfriend but always felt inhibited and awkward around girls... Continue reading My sister and her husband were killed in an aircraft accident returning from a vacation. She was 38 and I her brother am 40 years old. My name is Henry... Continue reading
Mother has a nice selection of luscious lingerie, her little plan is to buy me sexy expensive girdles, nylons and associated silky smooth articles that... Continue reading It started off as a normal weekend, my roomie left to visit his girlfriend's house leaving me alone in the apartment. I wasted no time stripping off before showering and shaving myself smooth all over. I had no idea my wife was so upset about my crossdressing. My wife is 12 years older than me but has very good looks. She had seen me dressed many times... Continue reading I met my wife at college, as time went on and holidays were approaching she took me to her family's home. I met her family and grandparents, my wife's... Continue reading I tried to call bullshit but found myself unable to type. I was sure it must be a bluff, yet I found my eyes scanning the company floor for anyone holding a phone in their hand. I counted at least six at that moment, but none of them seemed to be looking in my direction. I decided it must be a very bad joke and I was about to say so when they beat me to it by naming the company I work for, erasing all doubt that this was real. I won't use the name here, instead I'll call it Lakeport Industries.
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My wife Sandy had a friend named Sue, they got together many times over the years. Sue would hit on me but I just ignored her. Then one day when Sue was... Mother supplied us with lots of hot incest novels to better entice us into a "let's get mommy" scenario. Her wet panties conveniently strewn about... Continue reading Trans step-mother caught for a first-ever time (point of view roleplay) 3 days ago 08:54 TrannyGem caught, crossdresser, shemale, masturbation, first time I was alone working at home as my wife was at work and sometimes I like to dress in her lingerie as she is same size as me while I work, I was dressed... Part 1, Part 2 Sexy Cute Ladyboy Caught on Camera in Her Stepsiss Costume During The Time That Recording A Nice Clip 10 months ago 05:53 ShemaleSin caught crossdressing videosIt all started when my best friend Bruce caught me crossdressing. He was married to Tina and we all knew each other. I knew Bruce had a touch of bisexuality... Continue reading I started being interested in women's clothes at a very young age, like most cross dressers, I started out slowly with just pantyhose, over time this progressed... Continue reading This weekend was no different. Dressed in my new lacy lingerie. I wandered around the apartment in my six inch heels, confidently strutting and wiggling my hips oblivious to the world outside. Yes, Bob," I replied patiently as I collected my phone and headed towards my bathroom. "That's the couch. Meet you there, kay?"
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