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Shortly after my 16th birthday, my mom and sister went to look at a college, and left me home alone for the weekend. About 10 pm on the Friday night, there was a knock at my door. When I opened it, one of my sister's boyfriends, Paul, was standing at the door. He was a senior and very cute. Preppy guy about 5'10" and 185 lbs. I believe he played wide receiver for the football team. He asked if he could come in.He came inside and offered me a beer and we began chatting. Paul finally asked, "So is it really true you like dressing like a girl, or was that just a one-time deal?" I don't know why, but I admitted I liked it. He then asked, "Can I see?"We went back to my sister's room and I did my makeup and put on a blonde wig I stole from my mom's closet (not sure why she had it). With my hair and makeup done, he made a comment that I looked just like my sister. I asked him what he wanted me to wear, and without hesitation he said, "Her cheer leader uniform." I fit into it well, and have. For a long while, she just looked up at him -- and kept rubbing his cock. He felt it grow big and hard again. Finally, she spoke, in a whisper."I'm not angry at you, Trev. Not one bit." No?" His voice was thin and reedy.The corners of Aunt Teddy's mouth turned up slowly and dimples grew in her cheeks."No, Trev. I saw enough to know Cat wasn't being forced into anything. Hell, she seemed to be having a pretty good time." But she was a virgin!"Aunt Teddy raised an eyebrow. "I've got a feeling you were, too, right?" Trevor closed his eyes and nodded. "I thought so. I don't know about Reed, but I'll just bet she was the one that started it all." Trevor kept his eyes shut, trying not to implicate Reed.Aunt Teddy went on. "So it's all right, Trev. I'm not going to tell your mom, and I'm not going to tell your Aunt Alex. Hell, I'm not even going to tell Cat -- though I do think I'm going to have to have a talk with her about contraceptives soon. I don't want her making the same mistakes I.
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