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I had to meet up with my friend later at his new GF's appartment so I didn't have time to change. Coincidentally, it was also poker night so I was carrying this big metal suit-case looking thing(it doesn't look like a regular suitcase though, its more long) full of custom chips. She answers the door, I say I'm looking for Brian. She looks at me for a second, new suit, sunglasses and says "Whatever Brian did, I don't know anything about it" lol.
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Similar thing happend to me in Hawaii. I was there for a friends wedding, I was one of the best men. The plan was for us all to stay in my hotel room the previous night and head to the wedding place (outdoor area) while the women stayed in the Groom/Bride's room and left seperatly.
Well we also had some other clothes to bring so we could change after the ceremony. So 5 of us all wearing our suits and over half of us wearing sunglasses start walking through the hotel carrying duffel bags with 'odd lumps' in them. (our sneakers) Because the groom has a thing for mob movies it was commented that we looked like a bunch of made men coming back from a hit carrying bodies in our bags.
As we were walking out a around 5 year old boy yelled out to his mother. "Look mom! Its mobsters!" The mothers face as we all looked at the pair of them was priceless. She relaxed abit when we all started grinning and chuckling. But she definatlly had that "Oh ****, what did he just say!" look.
Edit: spaced it out so it didnt look like one huge paragraph