Is this just something I deal with?

I have a family friend in his 40s who has a new relationship every few months because he can't hold one longer than that, he also complains to me about how he can't find someone he likes.

I find it really creepy that they want to know that detail. There's a few other guys i know who've done this. I just get the sense that these people don't want the best for me. It seems like they just want to be the wing man, or simply want me to suffer with them. It seems outwardly malicious since I come off as reserved which can be easily taken advantage of.