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I Like A Hipster Guy But He's Often Negative - Is He Not Worth It?

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Question - (23 November 2014) 2 Answers - (Newest, 24 November 2014)
A female United Kingdom age 30-35, anonymous writes:

I like a hipster guy I know right now, but, though he's cute, I'm not sure if I should ask him out or not.

We share many interests, which is good, and he's really keen about some of them too, but sometimes he sees so ironic and cynical I can't stand him even as a friend. He can also be a tad passive aggressive. He'll make remarks that sound like he thinks life is hopeless, and he doesn't seem like he could love someone very easily, because he often seems to look down on people for loving others and keeps making weird remarks about love.

For example, he'll often make comments about and "observe" random strangers he sees in public. It's like he can't just relax and be himself sometimes and stop being so judgy and analytical. And I feel like whenever I'm positive around him (I am a positive person) he's being judgy too, because of the cynical things I've heard him say about others. He is often smiley and stuff back, but I get the impression he's being a bit fake and acting like that just "for the sake of it," if you see what I mean.

I can't change the fact he's a hipster, or who he really is. I'm not sure if he is worth it, and at 21 I am also not sure if I want to commit myself to someone that negative. thoughts?

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A female reader, Honeypie United States + , writes (24 November 2014):

Honeypie agony auntGood grief, he sounds like he is NOT a good match for you. Some people like that, others don't.

You barely know him but you have already seen through him and found things you don't like. That doesn't sound like a girl who is interested in the guy.

My guess is he is trying to come off as worldly and interesting, but he really comes off a negative Nancy or fake Frank. Why would you want to date that? You say, you can't stand him as a friend at times, IMAGINE him as a BF? He isn't going to STOP being who he is.

I'd keep him as an acquaintance no more, I have no time or need for doom and gloom people.

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A female reader, anonymous, writes (23 November 2014):

Don't ask him out. You only liked your initial first impression of him. Now that you know him a little bit better you know he's not all that.

Don't waste your time and his asking him out.

There are tons of other guys who'll be a positive presence in your life.

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