1. Crossdressing leads to first homosexual experience


    Date: 8/2/2017, Categories: BDSM Gay Male, Taboo Author: sissytodd63, Source: xHamster

    ... car and take a few photos but there are too many people around so I chicken out. Drive back for my final loop around town, I see an empty parking lot in front if a computer repair shop. No one is around so I get out to take my photos. About 10 to 15 cars pass me while I'm there. I know they all see me as I'm in full view. I can't see in the cars but I'm sure some of them had to be good looking girls. I do my final lap around town and head home. Normally, I would pass several of the local exits and get off at the exit closed to my house and the area I changed at, but for some reason, I got off at the first exit. This is in the business district with mostly shopping centers and hotels and since it's about 1 AM, I know I won't see many people. There are a few more places to get back on the highway before the downtown area so I plan to bypass the downtown area. I know at this hour, someone I know seeing me is nearly zero but with all the college student leaving the bars on a Friday night, driving through the brightly lit downtown while wearing a dress would just be too intense. Then for some reason I pass the last entrance back onto the highway. I come to the first of the two main drags downtown. With the thought that I can turn down a side street if things get too intense, I turn down the main drag. Things start to get pretty intense after the second block. College students are everywhere. Both guy and girls. I'm way too embarrassed to make eye contact with anyone, but the ...
    ... guys are yelling and howling. I don't know if any of it is directed at me or if they are just wound up after leaving the bars. I just stare straight ahead and turn off on the next side street. My heart is pounding and my tiny penis is poking up in my dress! I drive several blocks on a dark and mostly deserted side street parallel to the main drag. I'm so excited I decide to try again and pull back onto the main street. I realize I'm past all the bars by this time but I see I'm entering the section of town where a lot of the student apartment buildings are located. This area is very brightly lit since the police have had problems in the past with d***k college students. I'm so scared, I roll up my windows and look my doors. I have to sit at the stop sign for ever waiting for traffic to pass. With the windows rolled up I can hear the crowd but can't make out what is being said. Students are on both corners all around me. I avoid eye contact and focus on a young blonde on her phone with her back turned to me. My dress start poking up again as I stare at her perfect heart shaped ass in tight white shorts. She walks away and I see the traffic has cleared so I pull out onto the main drag. I realize a lot of people saw me at the stop sign and sort of regretted not having the guts to look up at them but I knew I was way too scared. The sidewalks on both sides of the street where packed with students any I had no more side streets so I drove the last two blocks to the end of town and ...
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