Yes, he has two ex-FIs!
The first one - Samantha - he was with for 11 years. They started dating when they were teenagers. Her and I didn't get along, for a variety of reasons. But once they got engaged, I put on a happy face. She asked me to be a BM, and I visited venue sites with them. Anyway, they relationship ended because of her serious pill addiction. She refused to get help, and this was after she crashed her car, lost her job, stole money from my brother, told her crackhead friend she could move in to their 1 bedroom apartment. She was sneaking out in the middle of the night to go do drugs, and was also cheating on my brother. The cheating wasn't a new thing, though. I caught her cheating on my bro years before this, which is one of the reasons I disliked her.
So, the relationship ended. It was messy. My brother was heartbroken and didn't go on a date for over a year.
Then he met up with Nicole. They started dating and moved pretty quickly. If you'll remember, we had an intervention for them last January (one week after they got engaged). My brother's drinking had gotten out of control, as did Nicole's. At that point, she'd also lost her job because of her drinking and was being investigated by CPS (she had a 5 year old daughter). The intervention worked, and they both started attending meetings and straightened our their lives.
Well, it didn't last long for Nicole. She started drinking again, and drugs were involved this time too. She tried to hide it from my brother for a while, but he eventually found out. Nicole and her daughter lived with my brother, so he was hesitant about throwing them out. He tried to help her, but it was no use.
During this time, Samantha also started contacting my brother again. She wanted to get back together with him, and was trying to convince him to break up with Nicole. Sam had no idea about anything that was going on with my bro and Nicole. Oh, and Sam had/has a boyfriend that she lives with, that she met in rehab.
The proverbial last straw for Nicole was when my brother caught her smoking crack in his bathroom. He kicked her out the next day. This was early September.
Again, this was a messy breakup. My brother was heartbroken. Honestly, I was heartbroken too, because I really did care for her and her daughter. Nicole will not leave him alone. She's still calling him and even showed up at his house on NYE. She was also calling me and my mother on Thanksgiving.
Apparently Samantha and Nicole are now BFFAE ZOMG! They're posting literally dozens of pictures of themselves together on FB (I'm not friends with either of them, someone has been sending me screenshots). It's just so icky. It's icky, right? Is it just me? I feel like they're doing it to mess with my bro. There's no way this is an actual true friendship, you know? Maybe I'm just cynical.