During college summers (by the wedding I'll only have been out of college 3 years so not too ancient history) I used to work at a restaurant/sports bar. The owner and my boss was awesome. He always allowed me to come and go as my college schedule required and work whenever I was on break. Since getting a full-time job FI and I would still go to the restaurant and visit until it closed down. His friends and business partners in another venture are good friends of ours and are always hosting things at their place so I see my ex-boss every few months when we go. My ex-boss is a blast to be around and I just adore him. Our good friends who are mutual are for sure invited.
Where it gets complicated...ex-boss's son ironically graduated from my high school with me my same year. We didn't really know each other in HS but hung out some when I worked at his dad's restaurant. A few times, months before I met FI, the son and I fooled around. Wasn't serious, no emotion in it, he was just hot and it was a summer thing for fun. FI knows about it and I know doesn't LOVE that it happened (we'd all be untouched but know how to do everything like porn stars if it was up to them right?). He's nice to him when he sees him but I still know he is a little uncomfortable with my interactions with him (which are now totally platonic obviously). It's a man thing....back when I had told a girlfriend that the son was well-endowed spilled this to FI when she was drunk! No good! The son is actually a d-bag 90% of the time which is why I never had feelings for him but all guys care about is how they stack up (which I never went "all the way" with the son and FI is better at everything else anyways but none of that matters to guys...sorry if TMI). The son now has a gf who is a sweetheart but in general the four of us aren't close.
Why paragraph one and two are related....ex-boss and his long-term girlfriend broke up and she got their townhouse. So now ex-boss rents a room from his son's gf so I'd have to send the invitation to the gf's house but we don't want to invite son and his gf. Not to be rude but there is a weird past there and we are trying to keep numbers down and I could almost guarantee they make the trip because ex-boss would foot the bill if they really wanted to go.
Do I find another way to get the invitation to him and deal with son and gf potentially being upset? Just let go of inviting my ex-boss?
I know it's still early but we are trying to budget and get a good estimate of head count. TIA. Sorry that was so long!