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My cock would be so hard and I would come multiple times with such force. With my athletic build, naturally hairless body, and year-round tan I must say I looked sexy as hell. I had always had a fetish for lingerie but it wasn't until that summer lifeguard job during high school that I discovered my inner girl. That's how it all started. I have been dressing up for many years since then, especially on business trips when I would have a nice hotel room to play in. After I bought my first pair of heels I decided to go out as Michelle (later I became Lisa). At first I would walk along the sidewalks near bars, clubs, & strip joints. It THRILLED me to be strolling outside and looking hotter than most women look, knowing that every guy that drove past me wanted to explore my panties. Many guys stopped their cars and asked me if I wanted a ride. Sometimes I would accept and that's when I really learned how to be a popular girl! Some guys just wanted to be stroked but most wanted to be. No doubt he hoped to spy on some filly of his age, I thought morosely.During the summer months, my son exclusively wore board shorts; they doubled for normal wear in any case, and allowed him to go to the beach at will. I, on the other hand, had bought no swimwear with me; it had, after all, been the last thing on my mind.I allowed him to cajole me into visiting the small boutique in the hotel lobby, where they sold exorbitantly priced strips of gaudily coloured cloth they claimed were acceptable swimsuits. I made a game of it, watching Brandon turn red and shift about uncomfortably each time I came out of a change room in a new outfit. In reality, I had already made my choice when I entered the store; a red bikini, with underwire support for my ample bust and a high-cut brief that would make it evident I had waxed. Hardly the sort of thing a mother should be wearing, let alone parade around in front of her son, I thought. I found the idea more than a little of a turn-on, and I was.
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