Much of this stinks and you have every right to feel down but let's look at some bright sides. Yes surgery AGAIN IS A BUMMER but it sounds like it's going to fix your problem. That's great! Imagine if you had been told that this may be as good as it's going to get and you better get used to it? Some people get that news. Instead you'll have to struggle through a couple weeks but then be closer to normal!
You absolutely need to go on your trip! no two ways around it. Go, go, go - no matter what!
Now what is up with you and this guy? I've been with you so far. It takes time to get to know someone and them to show you who they are. I think this guy has done that - yet you don't want to hurt his feelings? What's that about? You guys are still casual with less than a dozen dates - much less. He's showing you who he is. He's not what you want and deserve, that's clear. The signs are now there. You know your feelings are not there. What is holding you back from just ending this? You tried, you gave him opportunity. You're just not a match. You deserve more than he can provide at the very least the timing on his end is not there. He has work to do on himself - a lot of work - before he's ready for an R. And lose your job = play video games and eat junk food? Oh, C'mon. And I sounds like an abrupt and sudden firing?
Enjoy Florida! Enjoy being with your friend. I think you'll come back rejuvenated and ready to let this latest frog hop onto the next one so you can continue searching for someone more on your level and worthy of your affection. You might even meet someone fun while in the sunshine state!
I think you see your path moving forward rather clearly. It's just now a matter of following your gut.
DonH Midwest Me 56 WAW-EXW 55 Met 11/95 / Married 5/00 Bomb 6/20/05 / She Filed on 6/2/06 / Divorced on 10/9/06 4 who'd qualify as GF since D & dated about 25 women since D