Search Results: why you should ask out a shy guy

I’ve been talking to this girl since August, we never became anything because I didn’t make a move. We’re still talking 7 months later, and last night I found out she has a boyfriend. I confronted about it, so today she told me she was sorry, she liked me two years ago when we were in highschool, she still really liked me in August which is why she messaged me, but things didn’t really go anywhere. She thought we were done liking each other, but she still kept talking to me. Randomly a guy from her old highschool messaged her, and next thing she knew he asked her out again. She admitted she probably should of said no.

Then I told her I liked her back in highschool, was happy when she messaged me in August, but I tried to take things slow since. I apologized for being shy, but I thought she always liked me as more than a friend. I told her that I still do like her, but it really bothers me seeing her with someone else.

She said this guy screwed her over in highschool, so she was confused when he messaged her. Then she said (which confuses me): “I’m sorry. I really am. I liked you a lot, and then I don’t know. I’m just so sorry.” She said that it’s up to me if we stop talking. She would hate it if we did, but she doesn’t want me to hate her or be miserable.

So what do I do? A relationship seems impossible, so my only options are:

1. Continue to talk to her like I’ve been doing, but it can’t be for the goal of dating her, since that will never happen.

2. Stop talking to her completely

I honestly don’t know what to do at this point. I really do enjoy talking to her, but I only talked to her because I liked her, but I’m not allowed to like to her anymore. I also think if I did continue to talk to her, I would keep giving myself false hope that a relationship is still possible.

This comes from another post www.girlsaskguys.com/.../q1361543-what-to-do-when-a-creepy-guy-approaches

I hear all the time here, "I'm shy, no one ever talks to me, etc." It is extremely difficult for a man to approach a woman, in this situation we are talking about a 22 year old woman and we'll say a 45ish man. Both are within dating age, and yes he's probably a little old for her, and she handled it well.

But it would have been safer for him to not speak to her in the first place, he experienced rejection here. One of the comments was "that's why I don't speak to strange women" And there is nothing wrong with that either. But we can't have it both ways, you cannot expect only compatible people to approach you. If you are approachable people will talk to you, if you are not people, usually, won't.

I read another article in a running mag from the perspective of a young woman who had an older man ask her if she needed help with the controls of her treadmill. She rudely blew him off only to realize she actually knew him, but didn't recognize him (he was the father of her friend and was just trying to help)

I understand that age has a factor in both of these stories, but women blow off men all the time regardless of age.

So the question stands should guys speak to women they do not know?