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Do I risk the friendship by asking my friend out?

Tagged as: Dating<< Previous question   Next question >>
Question - (29 August 2011) 3 Answers - (Newest, 30 August 2011)
A male United States age 36-40, anonymous writes:

I've liked my friend for a long time now and I was going to tell her/ask her out yesterday.

The problem is I haven't seen her for a while before last night and I met this other girl during that time. She's pretty and fun and just a prospect. She's not even into me yet but I got a bit attracted to her and it would take me some time to get to know her and see if anything happens from that. I don't even know if she's single yet. I know nothing about her...

So after meeting her I got all confused and decided not to risk asking my friend while I'm unsure. Now I'm even more confused. When we went out for dinner last night(not a date), it was really chill. She let me pay for her, something that she's always insisted we split, and let me touch her a lot, and she touched me, way more than ever before. We were both really playful.

So now, I'm sitting here, I saw her again this morning, same thing, same playfulness, I can still smell her perfume on me and I'm more confused than ever. My friend is great, I trust her, but do I really like her?? I mean when I see that other girl I met will I again stop liking my friend, and so on??

What should I do? Right now I'm thinking that I will give it two weeks. I'm going to be seeing the other girl everyday because of school so I'll see how that develops and what I feel. Then, in two weeks I will either pursue her or ask my friend out...

Any advice that you may have will be welcome, so confused here....

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A female reader, Cookiemonster. United Kingdom +, writes (30 August 2011):

I think you should take both girls out,at seperate times,not as a date,just as a friendly situation.Don't tell either girls about the other one!Then,whoever you have most feelings for+most fun with is your answer!Hope this helps!:-)

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A male reader, anonymous, writes (29 August 2011):

try it out with the other girl. that will tell you how strongly you really feel for your friend. or maybe you're just lonely.

If you realize you do feel something for your friend. First get out of the friend zone. Stop being her "friend", and be a man. I'm not saying be mean to her, or rude; but don't friend her anymore. Start dropping in comments whenever you get a chance like if she says, man that girl has a nice outfit. You can say, "yeah, but she is hideous. I'd rather be with a pretty girl like you, over an ugly girl who dresses nice."

And her responses will dictate whether she thinks of you like that or not...

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A male reader, Daniel the love doctor United States +, writes (29 August 2011):

Daniel the love doctor agony auntWell the good thing about dating a friend is that you know a lot about that individual- and becuase you're used to hanging around that person, things wouldn't be so awkward when you go on dates (well...maybe the first one :^)).

BUT....

Be VERY careful. You're treading on thin ice. If you ask out your friend and she says no...she (or you) may not look at your friendship the same way. Things may become undeniably awkward. And it may take some time before she gets close to you again. If she says yes, and it doesn't work out (depending on the severity of the breakup)...you may lose your friendship with her. I don't want to sound like it's all doom and gloom. But you really have to make the right judgment call in this situation.

If you value your friendship with her, I believe that it would be best for you two to just remain friends.

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