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Here are a few of my favorite adventures in the past have all been tied to crossdressing and Im sure you will enjoy reading them as much as I did having the fun. I found excitement in setting myself up to be caught after being caught by my Aunt and then her neighbor during my early teens and after that time was over I would sometimes plan out my night or day of pleasure around the good chance of getting caught by a certain person or person's who would most likly enjoy catching me all dressed up. I have done this more times than I can count but the memories of these encounters are what im… Read more

Just a couple days ago from right now Dec. 30, 2011, I was dressed up in sexy black lingerie with a pair of black pantyhose with a hole for my cock, a black teddy type thing that was tight and stretchy that I put a hole in for my cock aswell. I then had the bra filled with waded up pantyhose. Over that was a mid length black slip and black dress that is slit up the side a pair of 5" inch black spiked high heels and was just sitting at my computor in my room checking out some videos on this site xhampster and using a small 6" black vibe dildo in my ass while rubbing my cock thru the nylon clo… Read more

My Aunt asked me after high school if I wanted to go with her on a vacation renting a motor home which I would need to drive for her and we would go in search of guys for me to service while she watched and whatever. The plan was to pack up a bunch of our clothes and toys then drive from town to town not to far away and hang out in the red light district and we would find men for me to show off what I had learned. She did not know about my regular hook up with Mark her neighbor, she just thought that since I like getting all dressed up and being fucked with toys that it would be fun to reall… Read more

It was the summer before my junior year in high school and one of my best friends at that time Vince would go visit his dad for a month each summer. Vinces mom Barbara was cool, a past hippie who let us play records and smoke weed in thier house. I had my own key and spent a lot of time at Vinces so even when he would leave to visit his dad it was ok for me to hang out at his house and get high. Barbara worked in management at one of the large las vegas strip hotels and worked the day shift like most bosses so I was allowed to hang out at thier place during the day and sometimes I would even… Read more

This story is about a guy I had met from leaving some notes at a adult store conected to a tity bar. I had been there earlier in the evening leaving some notes around with my number to call. The notes said something like Im a white male crossdresser all dressed up quicky blowjob with my number So this one night a few hours after I had been home I get a call from this black guy who tells me he likes that im a guy dressed like a bitch and if I wanted to suck his cock I just had to drive to him. We set it up for me to head his direction and to call again when I was close to him and… Read more

When the mood hit me and I was going to spend a couple days straight dressing up in different outfits and filming myself using my toys and maybe giving myself away I would sometimes get the house ready to play in with all my bags of clothes and toys and even start dressing up in some sexy things then as usuall with a baggy black warm up outfit over the top of my lingerie to hide my outfit I would take a pad of post-it notes and a pen and head out and around to adult stores, tity bars, and who knows where else, even truck stops and leave little notes around in the bathroom or to car windows if… Read more

So after being caught by my Aunt, it was no big deal for me to go to her house after school or whenever if I made a good story like yard work. I spent all my time at her house dressed up in her things and other womens clothes I had collected. I now had a place, well a closet my Aunt gave me to use to keep my things and I filled it. From then on I looked at my Aunt or should I say step Aunt since she was my step moms sister. I always looked at her as if she was wearing a sexy fuckme outfit that I was now seeing her in on a regular basis, well ever saturday was one of her nights off and we made… Read more

I was driving to my next job when I saw this nice pair of legs conected to a perfect ass walking down the street with a small duffle bag. I quickly pulled out my cock and grabbed a xxx mag from under my seat before I stopped to offer her a ride. She was young and sexy with great tits to go with the rest of her. I pulled over and when she got to my truck I opened the door and she jumped right in. " Are you sure you want a ride while im doing this" letting her know I was in the middle of jacking off to a magazine and she said it was no big deal lets drive. Then she said with a laugh " I dont… Read more

IN MY TEENS IT WAS SOMETIMES HARD TO GET THE CLOTHES THAT I NEEDED TO PLAY IN SO I WOULD GO TO EXTREMES TO GET THE THINGS I NEEDED. I KNEW THAT THE LADY IN THE DOWN STAIRS CORNER APARTMENT WORKED NIGHTS AND FROM THE CLOTHES AND HEELS THAT I HAD SEEN HER WEARING I KNEW I COULD HAVE FUN IN HER BEDROOM. I GOT THE NERVE AND WAITED ONE NIGHT FOR HER TO LEAVE. I WATCHED HER WALK TO HER CAR WEARING A BLACK SKIRT WITH STOCKINGS AND BLACK HEELS WITH A NICE BLOUSE. SHE WAS OLDER MAYBE IN HER 40's WITH BIG TITS AND NICE SHAPE. I HAD BEEN FANASIZING ABOUT WEARING HER CLOTHES AND FUCKING HER AND GIVI… Read more