I sent a STD to a good friend of mine addressed to him and his girlfriend. They've since broken up. He keeps making comments about finding a date. I bean dip him, but he brings it up almost every time. I don't know why he's so set on bringing a date - he will know a very large amount of the guests at my wedding. We've been friends for over 15 years.
But, he is a good friend of mine. If he really wants to bring a date, I can let him. Is is that big of a deal? No.
However, it's irritating as fuck that he's just assuming I'm inviting him with a guest. Shit, there are members of my family I'm not even inviting because we're trying to keep our number relatively small.