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As soon as the name popped into his head (as did her lovely face and beautiful, tanned body), Jake felt his balls tighten up just a little more, his cock swell even harder in his hand. He hadn’t planned on rooming with Tiffany on this post-college trip with their friends, but somehow the other four had paired off over the course of a week in the Virgin Islands, as happens in paradise. That left Jake and Tiffany – each with a significant other back home – to share a room. This wasn’t a problem in theory – he liked his girlfriend…though things had been rough over the last year. He had wanted her to come along. But she insisted on taking an internship straight away after graduation, and opted to save the cash instead, leaving him with the mixed message. “Don’t worry about me…go wild!” She had said while giving him a hot, wet farewell blowjob, but then adding the confusing admonition to “Be good” as well. The real problem was that he had had a crush on the gorgeous sex-goddess Tiffany. She was taller than her peers, I always sensed that she was sensitive about her height and slumped her shoulders so as not to appear taller than her classmates. She had problems with her eyes, a carryover from juvenile glaucoma. She wore very thick glasses. Today, the condition is reversible with laser day surgery, intraocular implants and has been for at well over twenty years. She was shy and soft spoken, I don’t remember that she had a date for the senior prom. Boys didn’t pursue or flirt with her. She was not on the list of the top, hot, ‘cute’ high school date prospects. She had soft, straw colored hair cut short, a very light complexion, skin that would freckle in the sun and Pacific ocean blue eyes. The dresses she wore were plain and loose fitting, giving no hint of her possible curves. She never wore a hint of makeup. While she did not fit the profile of what guys saw as, ‘sexy’ back then, no one viewed her as ugly or unattractive. If one of us had asked her to the senior.
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