It's all about the circumstances...
The Toothbrush Incident
My buddies and his wife were on a cruise middle of last year and were enjoying their day on the boat and out on an excursion. Upon arriving back to their room that evening something seemed amiss. They said there were things slightly out of place like someone had been there but had tried not to disturb their things... However there were some noticeable changes to the position of items throughout the room. Thinking it could have been maid service they didnt think anything more of it. Three months after the cruise my buddies wife took their disposal camera to Walgreens to have the film developed. A few hours later she picked it up and brought them home to my friend who looked through them with her. After making it through several standard vacation pictures they see the first in a series of progressively more disturbing images. The first picture was of a strange guy they had never seen before, he had the largest smile on his face, the next picture was of the same guy now with an inquisitive look on his face staring at both my friends and his wife's toothbrushes. The next picture was the guy bending over with the toothbruses near his exposed ass and the most disturbing picture showed the ends of their toothbrushes protruding out of the guys anal cavity. Because it took them three months to develop the photos the prank was especially disgusting.
In high school, where I'm from, school dances always include a "day activity" and "night activity," in addition to dinner and the dance. So, for my senior prom, we decided to do it luxurious, and we took our dates for massages as a day activity. Our group was our closest group of 6 friends. One other guy and myself went into the place a couple weeks before to schedule the massages.... Read More » At one point, we were asked which gender of masseuse we wanted, so we scheduled a woman for everyone... except our loudest, proudest, "manliest" friend, who we specifically assigned the largest man they had to massage him. He arrived last, leading to a perfect moment of everyone else sitting in the waiting room and watching as he walked out of his massage: his facial expression and lingering awkwardness the rest of the night alone made it the best dance ever.
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