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Pam's First Time

Date: 8/14/2015, Categories: Crossdressing, Author: tvk3983, Rating: 12, Source: LushStories

with him, you know, catch up on old times and stuff, maybe go out for a beer.” “He'll be back in a little while,” I answered. “Would you care to come back?” “Well, I'm not familiar at all with the town. Would it be okay if I waited?” That was it. If I said no, it would appear to be very rude and mean. If I said yes that would mean spending too much time with him and that would lead to revealing myself. “Um, I don't know ...” “Look, if you're worried I might be some kind of freak or something, call his folks. I've even got a picture of him and me when we were kids, if that helps.” Jerry held out an old photo which I recognized immediately. Jerry was in his football uniform and I was standing next to him in a pair of shorts. The uniform and pads made him look that much bigger than me Even then I looked a whole lot like a girl. “Well, okay,” I finally answered and stepped aside. “So you're Kevin's girlfriend?” Jerry asked as he sat on the sofa. “Yes, I guess you could say that. I mean, I'm a girl and I'm his friend,” I replied and sat in a chair across from his. “Excuse me, I'm not coming on to you or anything, but you look kind of familiar. Do we know each other from somewhere?” “No, I don't think we've ever met.” “Probably not. I mean, I'd sure remember a pretty girl like yourself,” Jerry said, looking me in the eyes. “Now you sound like you're coming on to me,” I laughed. “No ma'am, I'm not. Hell, you're Kevin's girlfriend and, even if I was so inclined, I'd never do ... anything like that. Besides, I'm sure he'll tell you anyway, I'm gay. That's one of the things I wanted to tell him.” “Really? You don't exactly fit the stereotype.” “Well, it's true. So you see, you're perfectly safe around me.” “And you wanted to tell Kevin this because?” “We were best friends for a long time and I think he deserves to know.” “You weren't hoping he was gay as well?” He smiled, “That thought has crossed my mind a few million times in the last few years. But I guess it's a moot issue now.” “A very enlightening issue,” I smiled. “Can I get you something to drink?” “Please. Anything is fine,” he answered and smiled broadly. When I got up to go to the kitchen I know he got a look at my panties, but that was okay since he'd been my best friend. After all, we'd even taken baths together when we were much younger. I knew what I was doing when I got him a cream soda, which used to be his favorite, and myself a diet soda. “Wow, my favorite soft drink,” he laughed when I handed it to him. “How in the world did you know?” “I know more about you than you think, Jerry.” “I guess Kevin has talked about the good old days?” “Not a word,” I answered, looking him in the eye before sitting next to him. “Then how …?” He began and then looked at me again. “Kevin?” “Please, just call me Pam,” I replied and smiled at him. “Kevin, uh, Pam, when did all this happen?” “Always. Even when I was living at home I was dressing, just keeping it a secret.” “Damn! If only,” he laughed. Inching a ...