In my experience, having been married before doesn't make any difference whatsoever. I've met plenty of divorced people just like that, sorry to say. I did online dating several years ago and met several men that fit that category. Just because they succeeded once doesn't mean they know how to approach the opposite sex or sustain a long term relationship, and perhaps that's one reason why they're divorced. Usually it means the person marrying them did so for reasons that most other people wouldn't overlook all that for, like security or a strong drive for children, etc. I even know people still married that fit that category and their spouses are very unhappy but hang on because they themselves are too dysfunctional or just too hopeless to get out of the relationship. Which brings me to one of my irritations about this show - That Bob is supposedly some kind of "prize package" that Abishola (or anyone) should fall for. He is NOT, sorry, and I think it's almost insulting to both her and the audience that we're supposed to find him and his so far creepy behavior "endearing" and "sweet". Of course it's only a TV show and not realistic, so they're going to do their best to try to change my mind but right now it still bugs me.