Saw the thread title and knew it was a SIL update. Used to be enamored about her exploits now I think she's just sad. She's bounced from robbing the cradle with a boy toy (the wild side) to banging some older farmer (safety and security). She's a train wreck that needs to get her own crap together. I don't care how hot she is, guys may get sucked in by the hotness but eventually figure out the train wreck. If she wants to have any sort of meaningful relationship, have a future with a guy, and, most importantly, quit crashing at Bean's house she needs to take some time off from men, get her own place, and figure herself out.
I'm going to guess that she somehow sabatoged the relationship with the older farmer guy. Sounds like she has very little self-worth and a big black hole inside her that just can't be filled and satisfied and this is what keeps wrecking her life. She needs to start there.
Obligatory pic of what I imagine SIL to look like per Bean's descriptions. I went classy instead of NSFW.