It was in this period that I discovered cross-dressing and, I soon had a nice stash of panties, bras, and hose. My roommate Jack loved it. We spent many nights in our room fucking like hamsters. I knew I had finally found my calling and I was so sure that Jack was the one until I walked in on him and a well-known sorority slut going at it doggie style…on my bed. I stood there, unable to move, my hand covering my gaping mouth. They both looked at me and she, without blinking said.“Look, Jack, your bitch is here.”After which they both collapsed laughing. I was devastated and ran from the room crying. Friends found me coiled up on a couch in a common area sobbing. One of my female friends retrieved the RA and I allowed to be her roommate for the remaining month of classes.Mom and Dad, seeing that I was absolutely burned insisted that I take the summer off. I knew they were right; I needed a break badly and Dad said I could work for Todd over the summer.Dad said, “He pays well and there. Made me cum so that’s good”. He laughed a little and motioned for me to sit next to him on the bed. He told me about the first time he was with a guy and a few of the other guys he’s been with over the years. He said he still likes girls but, every once in awhile, he “likes something a little harder to play with.” I couldn’t get over how casually he talked about sex with other guys. These days, if a young kids “comes out” as gay the whole town throws him a freakin’ parade, his mom gets an award and Ellen DeGeneres comes over and makes him lunch. Back then it was a different world. “Listen,” he said, “We can totally do stuff and, as long as you don’t tell anyone, we can have a lot of fun.” “I wanna do stuff, I won’t tell anyone and I want to do everything.” He laughed again and stood up to undress to his underwear. He stopped and I realized he was waiting for me to do the same so I fuckin’ did the same. We laid down next to each other on his bed and he took my hand and started.
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