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From Virgin to Fuckslut
I had finally decided to take the plunge. I posted an online ad, saying that I had long had gay fantasies, and had finally decided to explore them. I wrote that I wasn't exactly sure what I was looking for, that I was open to suggestions and I'd never done anything with a man before. Most of the men... Read full Story
shemale lover 2012-12-03 4,066 first time oral swallowing
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My Little Queen
I worked at a school in the northeast years ago and there was a longhaired emo boy, chubby and shy with a sweet ass. who was always giving me the eye in the halls. I made no mistakes or untoward moves but would catch him with his shirt up a little to show me he was wearing panties, or see him eyeing... Read full Story
Giantsquid 2016-10-05 12,531 Teen (18+) Blowjob cd
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The trip
I was at work and they decided that some of us had to go to Florida to work on some problems so I was picked. I went home and packed and made sure to pack some of my sissy outfits also because I would be in a hotel for 7 days and have the room to myself it was perfect. The next morning me and the ot... Read full Story
crossdresser55 2019-09-18 12,139 Stockings Crossdresser Shemale Fucks Guy Fetish Sex Toys
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Forced Feminisation
It all started as just a game. i logged into a forced feminization chat room and portrayed myself as a slave being punished by my Mistress. Saying She had instructed me to enter this room for 5 minutes and obey any command given to me. It seemed harmless and exciting. How stupid could i have been. I... Read full Story
shemale lover 2011-09-20 37,232 shemales Fetish bdsm
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The Greatest Lie Part 4
Don’t get me wrong, I don’t hate being around people. Actually, I hate being alone: it brings out the weird self-critic inside me. But god, do I hate crowds. Fall registration brought mobs to the campus. The half-empty dormitory that I had shared with a few Asian engineering students was... Read full Story
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Fifi's Long Wait
Around about 3 weeks ago, Sid had managed to acquire his very own maid; however, 'she' was not your normal run of the mill domestic worker. Oh no, Fifi liked to dress as a maid to fulfill her submissive cravings and the most notable difference was the fact that she had a penis. When working as a mai... Read full Story
shemale lover 2012-08-03 4,680 Cumshot oral sex Sex Toys
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Demoted Chapter 1
Monday I had been working in this office for a couple years, I was a floor supervisor had my own office and a few people under me. It was very easy and never had any trouble at all. I am also a cross dresser and I didn't know it but my story starts with a page I had on the Internet. I checked my ... Read full Story
shemale lover 2012-08-13 5,403 Crossdresser Fetish Lingerie
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Whoring for freedom
It is four o'clock on a Friday afternoon and I have been driving for almost two hours on my way to a cabin in the middle of nowhere. According to the instructions my Mistress gave me, I still have about an hour to go. I have the air conditioner on because it is a very hot day and I have to make sure... Read full Story
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