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Random
This means that a man's penis is so small that if inserted into a shot glass it would not touch the bottom of it.
Steve's cock is so small he could not even bottom out a shot glass!
A softer way for women to say "get bitchy" but still get this point across; works particularly well as a warning to a significant other.
Ugh," she said. "OK, but if we're still there at midnight, don't be surprised when I grump out.