Search Results: something flirty to say

So there's a guy that's been in my class for 3 years (I've known him that long too) and I moved into his area in February this year and as soon as he found out he texted me straight away and we've been on and off texted since then. He always tells me that I should go out to him sometime and he's very flirty. He's been asking for a bj since like march and I always say no but he asks again anyway it doesn't really bother me. He used to always ask me for nudes and I always used to say no until this summer I decided to give in to his pleading and I sent them but he sent them back. Then we didn't snapchat for 3 days and I ended up bumping into him at a disco (I tried my best to avoid him) he came up to me smiled said hi just like squeezed my cheeks and kept walking so then that fucked me up completely because it really confused me like what does that mean, I had watched him meet (make out/french kiss: if you're not from Ireland) with a girl like an hour previous. I'm still texting him on and off but it's not constant it's like we'll snapchat for a week get a streak and then we won't talk for another 7 days. He's not in my class anymore because he skipped 4th year but whenever I see him he just smiles at me and I smile back... I regally like him but I was just wondering am I wasting my time with him or do you think there's something there?

Needless to say, it's a fairly complicated situation that I'm in. And I use the word "relationship" loosely.

One of my brother's closest friends and I are involved in a way that borderlines between friends and something a little extra. But my brother doesn't know. This friend and I were involved a few months back (February-late March, 2 months after he broke up with his girlfriend). While I was on vacation, his ex-girlfriend stepped into the picture (some time in April). He wanted to try again with her one more time, so then he and I stopped talking.

My sister in law told me he recently (probably early August, not exactly sure when) broke up with his girlfriend (again, now his ex). And that's when he contacted me out of the blue (late August). It's like what happened back in Feb-March, and we get along swimmingly like nothing happened.

He tells me that he's not ready for a relationship right now and that he wants to improve himself first. Yet at the same time, he keeps being very flirty and gets fairly jealous when he sees me with another guy. Often times, I can see him from the corner of my eyes, watching me interact with male coworkers. And I don't want to be just a rebound.

I am the type to feel very insecure when I know that a guy remains friends with his ex-girlfriend (as would most girls). They had been in a relationship since 2014. I feel this way even more so, now that I know we all work in the same workplace (his ex is an nurse, and I will be too after I pass my exam). Also, they work on the same "home" floor but he gets floated a lot in the hospital. I guess part of the insecurity is because she's a little bit of higher standing and older (than him and me).

Can I get the thoughts/opinion/advice of my fellow people on this website? Avoid him, you'll only get hurt? Just stay friends? Try with him again?