How many people carry one of those with them everywhere they go? How many people have those just sitting around their house? If he is doing this to a girl by any chance the odds are she won't even think of one of those.
Plus its still a pain to get off every peice of tape. Plus the sticky residue left behind is annoying to get off.
1. I have one in the toolbox in my trunk.
2. I have one in the toolbox in my house. I'm a DIY kinda' guy.
3. Dunno what kind of chicks you hang out with, but most of the ones I know are very self-sufficient and would quickly find some efficient solution.
As to stickiness, most tapes, by design, do not leave behind a residue. Duct tape left on the window for a few months gets to be a real bitch, tho. Even with a scraper.
I personally would do something like crazy gluing pennies 'till the whole window is filled up. That would be an excellent prank. Would at least waste a few hours.
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