LW#1: Just sleep with him. If you are both ready to boink, please do boink.

You may preface your boinking with, "This has been such a lovely day. I feel so lucky to be with you. Having my friends here, sharing this time with you, seeing how thoughtful you are, blah blah blah, makes me want to get closer to you." Then give him a "and by that I mean doin' it" look, pull out the birth control barrier method of choice, and be prepared for him to either accept or say, "Now, wait a minute! I'm not ready and your friends are in the house and I don't want to annoy them!"

You are overthinking this bracelet issue. He has been with you long enough that he's not just buying you jewelry to boink him. You are clearly not just with him for jewelry if you've waited a few months to get said jewelry. Your dignity, it is preserved.

What you are underthinking is whether he will want to do it in a house while your friends are there. Especially for your first time together.

LW#2: Okay, I have a couple of reactions to this.

A) You and your boyfriend are down. Alrighty then!

B) You are buying a home with your boyfriend. How long have you been with him? Are you headed for marriage/longterm forever unmarried commitment? Because this is one of those financial whoopsiedoodles that peeps like Suze Orman (herself in an unmarried type longterm commitment situation, as lesbians cannot marry in Fla.) and Michelle Singletary (married and one of those somewhat judgy Christian types) would say is a bad idea on its face. The financial responsibility of homeownership is a stress of its own.

B part 2) Money problems caused your family to lose their own home. How will they not become a financial burden to you guys? Will there be "rent," cooking or cleaning duties you will expect them to participate in? Will they maybe run up your bills and not have the cash to pay for it? What were those money problems, specifically, and why haven't they been able to get back on their own two feet? How will this affect/not affect you?

C) Living with family is a stress of its own. And potentially on your relationship with your boyfriend. Hey, he says it's cool now, but why is he saying that? Does he not want to tell you something you don't want to hear? Does he really know and like your family, or does he know and like them in the abstract? Does he like doing the "morally right" thing, have an outsized sense of duty?

D) So your schedules would all conflict and that is a good thing. Okay, but your mom might be there All. The. Time. How are you around your mom like this?

So, those are my thoughts. I know you'd probably like to give your grandparents some relief, but it seems to me your parents have to come up with a plan for their own autonomy, too. Otherwise, the burden you are relieving your grandparents of will be yours.

LW#3: Keep cringing. Ignore her. Maybe try to work some other department?

LW#4: This friend was an idiot for bringing his most precious glassware to your gf's party. He was a bigger idiot/schmuck for saying it was precious South American glassware and whining about its being broken — this is what happens to glasses, d-bag "friend"! What a lack of grace! If he knew it was irreplaceable, why would he even expect her to try and replace it?

Also: Why are you sucking up to him so bigtime? He was disgraceful about an accident that he could have avoided by leaving the superspecial glass at home. Appreciate his loss, but don't buy what he's selling. Stick up for your gf.

If the other five are okay, why do you want her to buy six? She owes him a nice glass. Hopefully it matches the others okay. But that's it. If Mr. Special Glasses wants six matching glasses, he can go get his own two sets so he has one for home and one cheapy one for lending out.