When I was 18 years old I was living with my aunt and she was gay and I got suspended from school and I was looking through my aunts VHS tapes and I saw... Continue reading You and I?!?" he said excitedly, "Hell no! But I've watched all of your videos, probably a hundred times!!" I told my wife about my dressing up as a woman while we were still dating. She had me dress up for her & model my outfits, which at that time out numbered... Part 1 Being a true little sissy who knows no limits, I know how perverted and taboo this unrestricted behavior truly is, I don't blame myself though. My... Continue reading

Sissy Caught Outside By Delivery Boy (Public Crossdressing)

I started in earnest going though mom's used panties among other delicious items at 18. I wasn't getting anything from the girls in school and was just... 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 Debbie and I had been dating for several months. We were both in our 20's and from upper middle-class families. Debbie's mother had passed away... Continue reading I just turned 26 and very happy to be able to finally go to work after completing eight year service in the US Army. I knew applying for this new job... Pt 1, Pt 2, Pt 3 I stopped instantly, dropping the vibrator and watching it rattle along the wooden floor, still vibrating. The sound intensifying the awkwardness of the situation. My roomie just stood there, mouth open, staring in disbelief.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. Up until about six months ago I would say I was pretty average really good looking sexy average height 5 960 lb closet crossdresser my most proudest and... Continue reading Mom seemed to protect me from any adversity or perceived harm or unhappiness. Always coddling me, even at age 4 I was seemingly cuddling and mom's kisses... Continue reading Crossdresser caught trying dress and cumming in public 5 years ago 03:13 AShemaleTube caught crossdressing videos I had been a life-long crossdresser and had finally given in to the desire to be with other men. I had never been attracted unless I was dressing as a... Continue reading

Free Sissy Caught Shemale Porn Videos | xHamster

I had never fantasized about sex with another guy before it happened, it just happened. We were both very young. Starting innocently as watching each other... Continue reading It all happened innocently enough in April of this year. My wife & I learn that her brother (20) has a foot fetish. We both have them as well... Continue reading My best friend lived across the street and we spent the night at each other’s houses. His mom was always wearing a tight one piece swimsuit, they had... Continue reading My Jr high buddies all had a club that turned into something extra special. We would get together for sleep overs at each other's homes. One friend Dennis... Continue readingThe 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. Tired of our boring marriage my wife had started becoming interested in other men. I was short at 5' 7" and only 155 pounds. I was actually a bit smaller... Continue reading

Caught and punished by his wife | xHamster Caught and punished by his wife | xHamster

Shortly after my phone buzzed again, and it was "M" letting me know that my date was outside. "Ready, slut?" they asked. Barry was very nervous. Just the thought of going out in public dressed as a girl was extraordinary. Dylan seemed much more confident about it... Continue reading I used to work in a post room in Crutched Friars in London. I was young and looked like a girl. I had longish auburn hair and petite features with a pouty... My brother in law and his wife had been trying to get their hands on my money for some time. This time their scheme worked. They all knew of my... Continue readingMOTHER was very domineering and insisted upon strict adherence to her specific instructions. All males at birth were began upon a regimen of feminization... Continue reading Ever since I was a youngster I had been a mama's boy. Clinging to her nylon clad legs and cuddling with her even when I get older. Mother didn't mind my... I woke up early, it was Saturday and I was going to be alone in the house when he called to keep secret arrangement. It had been going on for a few months... Continue reading Yes, Bob," I replied patiently as I collected my phone and headed towards my bathroom. "That's the couch. Meet you there, kay?" Now that "mommy" as she loves to be called, is used to me trying on her sexy things, we started shopping together as her "husband". We always make... Continue reading