I’m a 19F who has been hanging out with a 28M since we work in the same field. It’s always been pretty on and off and sometimes we go several days without talking (in person and via social media). This doesn’t really bother me since we aren’t officially dating or going serious. I do find him interesting to talk to but he is a very sociable person and is always around other women so I’m not particularly attached.

However, my previous encounter with him left me a little concerned. Now, he’s always complemented me on my looks since we started hanging out. I found it flattering when he would sometimes compliment me several times in just one day. One time he called me pretty, I said “I know” and he immediately said “I can’t give you a compliment without you starting to boast?”He laughed but I did not find it funny and kept giving him short answers when he was talking to me.He once explained to me out of the blues that I was exactly his type and I kind of just laughed it off. Also, he kept making comments on how I was spoiled and high maintenance which rubbed me the wrong way.He also started touching me somewhat romantically; draping his arms around my shoulders as we would walk or asking me to sit on his lap in a crowded space; which I would politely decline or move hands off my shoulders . Despite all this, he still asked me out a while back, I said I’d think about it and never got back to him. He keeps bringing the idea of the date up until now.

The last time we were together he was helping me with a task and kept going on and on about how I was lucky I was pretty or he wouldn’t be helping me. I was a little shocked by the statement and said “So you aren’t helping me because you’re nice?”. He looked me right in the eye and said he wasn’t a friendly person and that he was only helping because he liked me. I clocked out after that statement and hurriedly finished what I needed to do before leaving.

Am I overthinking? Or is that way off and should I consider just not interacting with him anymore? I’m not sure.