Ok, I know I can't top any of the previous stories, but this one irks me to no end...
It's my sister and her live-in BF. Now, my sister on her own isn't the wisest when it comes to money, but she was doing ok. Then she met her BF, and they started getting serious, and decided to move in together. Since then they have furnished their 3 bedroom apartment with mostly new furnishings & accessories, two laptops, bought a plasma TV, direct TV w/ESPN zone something or other, buy whatever DVD, CD, etc. they want, yadda yadda yadda. The bottom line is that my sister is at least 40K in the hole. So she starts to try to dig out of that hole (not very well, mind you), but he still is on a spending kick.
He has two guns (for when he goes to the shooting range), had purchased one of those X boxes when they first came out, but then sold it for a quarter of it's value 'cause none of his friends had one so he couldn't play with them. Then his friends started getting one, so he got a second one (plus the games, of course). He has a car, a truck, and his work vehicle, and he recently went motorcycling with a friend, and now wants one of those. For work once, he traveled out of state, and according to him (and I quote) "they didn't have the business center in the hotel I was staying at" (or he didn't check), he purchased a THIRD laptop, with the intention of returning it at the end of his stay. Except that the maid threw out the box and receipt, so he kept the laptop.
I could go on, but what kills me is that my sister is assuming some of his debt - they have a joint account, and a joint credit card (in addition to their separate cards). Oh, and did I tell you that the weekend that the BF was raving about the plasma tv they had, he also told my family that he WANTED to marry my sister, but he couldn't afford to get her an engagement ring yet. Oh, and did I also tell you that when he and I (and my sister) had a talk about finances once (I'm kinda blunt that way), he said the reason that he was in debt was because he had to pay alimony for his two kids.
ARGH. In some ways I'm glad she hasn't married him yet. I just wish she could be financially stable and happy at the same time.