Why would a guy ask about my "love life" if he's taken?

Anonymous
There's this guy who seems to have taken an interest in me since last year. He never fails to talk to me, bother me, or stare at me anytime I pass his way (mind you, all this happened while I had a boyfriend and he had a girlfriend). He is still with the same girlfriend now and we haven't spoken at all for a solid two months.

Now, I just broke up with my boyfriend about a week ago. Only a select few know about this, not including him. Then, yesterday, he randomly called my friend and asked for my number. She (dumbly) gave it to him and he proceeded to "bother me" through text message. Long text message conversation in a nutshell: he tired pulling information from me about my "love life" and even straight up asked me if I was still with my boyfriend. He was unbelievably persistent in his questioning and when I tried asking him why he needed to know so badly all he said was "idk" or "just wondering." Once I finally admitted I had just ended my relationship, he became all sympathetic and tried to make me feel better. When I told him I didn't want to talk about it, he tried changing the subject to continue the conversation.

Now, my question: Why would a taken guy who, quote, has "an awesome gf," be so curious about my relationship status? It seems like he some how found out I ended my relationship and wanted a confirming answer from me... But why?
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You know what's weird? My friends going through a very similar sitaution with another guy. Like me she just recently became single and the guy has a girlfriend. The guy I'm talking about is basically best friends with the guy my friend is dealing w/. We heard from another source that the guy my friend is dealing with said (when he was really stoned) that he wanted to see if he still had game. Hence the possible reason why he's speaking to her. Therefore possibly the reason why this guy is talking to me?
Why would a guy ask about my "love life" if he's taken?
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