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I was 18 and was in between my freshman and sophomore year of college. I had a cool job as a bank messenger on Wall Street and plenty of time on my ha...ds. I used that time to hang out in Times Square which, at that time, was porn heaven. Many hours were spent looking at all kinds of loops in the peep booths. Everything from guy/girl, lesbians licking and sucking sweet pussies to shemales and crossdressers. I had seen my first shemale photo spread a couple years before in an issue of Hustler. I took no notice and settled on my lounTge chair. I looked up sometime later and there was my smoothie friend waving his erect penis at me. His back was towards the other people at the resort so no one saw him waving his penis at me. I was still groggy and finished my nap. I awoke to find my friend still waving his erect penis at me. My penis also sprang to attention, but the weight of the PA kept it from sticking straight out. I decided to take the long way to the pool and investigate. More

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