Basically, a friend of mine asked me out of the blue whether I had a boyfriend. I said no, and for a few awkward minutes he quizzed me about my previous boyfriend and what he was like and whether I broke up with him, etc. 

A few minutes later, he then asked what I thought about him. It was really sudden, so I was totally caught off guard. I said “I think you’re really nice!” He covered his face with his hands and laughed a little and seemed disappointed by my answer

What kind of answer was he expecting from me? I’m not sure what he was looking for exactly with my response. Was he hinting at something? Or just genuinely curious? I wasn’t totally sure so I just responded honestly. I’m really inexperienced with flirting and dating so I am really confused about what exactly he wanted from me. 

I asked a few of my friends. Some of them were quick to tell me they don’t think he’s a good guy and that he probably just wants to hook up with me. I’m not sure why they think so just from what I told them (they don’t know him)… but again, I am really inexperienced. And maybe they picked up on something I didn’t notice from what I told them?

Actually every time a guy hits on me or shows he's interested, some of my friends are always really dismissive of him and tell me that he just wants to hook up and that he'll move on to someone else soon. It kind of makes me nervous when guys approach me now, wondering if they always have some kind of motive. But this guy isn't like that I'm pretty sure, if only because we started off as friends. 

Not sure what to do or think. Honestly, I have feelings for him. But I'm not even sure if he feels the same way I do, or if he meant anything by what he said.
user
I have feelings for my friend who I've known for a while, but I'm not sure if he feels the same. I'm not sure what to do, or
assistant
Basically, a friend of mine asked me out of the blue whether I had a boyfriend. I said no, and for a few awkward minutes he quizzed me about my previous boyfriend and what he was like and whether I broke up with him, etc. 

A few minutes later, he then asked what I thought about him. It was really sudden, so I was totally caught off guard. I said “I think you’re really nice!” He covered his face with his hands and laughed a little and seemed disappointed by my answer

What kind of answer was he expecting from me? I’m not sure what he was looking for exactly with my response. Was he hinting at something? Or just genuinely curious? I wasn’t totally sure so I just responded honestly. I’m really inexperienced with flirting and dating so I am really confused about what exactly he wanted from me. 

I asked a few of my friends. Some of them were quick to tell me they don’t think he’s a good guy and that he probably just wants to hook up with me. I’m not sure why they think so just from what I told them (they don’t know him)… but again, I am really inexperienced. And maybe they picked up on something I didn’t notice from what I told them?

Actually every time a guy hits on me or shows he's interested, some of my friends are always really dismissive of him and tell me that he just wants to hook up and that he'll move on to someone else soon. It kind of makes me nervous when guys approach me now, wondering if they always have some kind of motive. But this guy isn't like that I'm pretty sure, if only because we started off as friends. 

Not sure what to do or think. Honestly, I have feelings for him. But I'm not even sure if he feels the same way I do, or if he meant anything by what he said.
user
I have a friend who asked me out and then asked me to rate him. We've been friends for years, and I thought he was just being friendly
assistant