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I asked "how would we do that?" I asked, interested. "well, the loser has to wear girls cloths for the rest of the night!" Caleb stated. I pondered this for a bit, then thought why not it will be a good few laughs if I can win, "challenge accepted bro" I said ready to beat him in this game. 20 minutes later Caleb said "king me" as he defeated my last pice and took it for himself. "damnit" I said. "haha okay max go get dressed the outfit is in the guest room, and put ALL of it on." he said giggling. In the room I found a dark purple tight girly shirt, black tights and a matching, very shorty skirt, how odd I thought for 16 year old boy to own these, they obviously weren't his mothers. Uhg this is going to be embarrassing I thought as I started to take my shirt off i noticed another article of clothing, tight pink panties. I guess this is what he meant by ALL of them I thought, still very weird. Reluctenly I got naked revealing myskinny figure, plump little ass and my soft dick, i had. He sure was smiling a lot lately. Neither, Juanita nor Penny was hard on the eye for anyone. The fact Gary got to crawl into bed with both of them, had a few of the guys giving him envious looks.Gary, for his part, took the new status quo in his stride. Personally, he was bloody amazed either of the girls wanted him. He had been chasing Juanita for more than a year before they came on this trip. They would get together for a month or two, but then her other itch needed scratching, and they would split up for a while.He was now wondering why his dumb brain couldn’t accept that, while she loved him, she had other needs that he just couldn’t fulfil. It hadn’t meant she loved him less. After Lee’s interference, Juanita had carted him and Penny off to her room and sat them down for a frank talk.The session that followed would be embedded in Gary’s brain forever. He had never had sex with two women before, and he soon found he was randy as a boar in a pen with two sows in heat. When the.
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