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Should I risk our friendship to tell him I like him as more than just a friend?

Tagged as: Dating, Friends<< Previous question   Next question >>
Question - (12 December 2008) 2 Answers - (Newest, 13 December 2008)
A female United States age 30-35, anonymous writes:

I have known this really great guy for about 1 1/2 yrs. I met him at work, and I guess you could say we hit it off, we talked constantly at work, even if we weren't working in the same area we still would at least stop by and talk a little. I pretty much fell for him... and he didn't tell me he had a girlfriend (not that he should have), or I probably would have tried harder not to like him, but I found out a couple months after meeting him that he was with someone. I kind of tried to push my feelings for him to the back of my mind and move on just being good friends. Months and months later, he told me he was going to be out of town for a week because he was going to visit some people he knew in a different state. He told me this probably 2 months before he actually went. So a month or so passed and I brought up the trip, who he was going to see, etc. He told me a few things, the city he was going to, and mentioned that he really didn't want to go. He wouldn't really go into too much detail.

A week before he went on the trip I got my friend to find out who he's going with and stuff and she asked him while I wasn't around. He told her he was going with his girlfriend but he really didn't know if he still wanted to date her anymore but it was already planned and everything so he felt like he couldn't just cancel on her last minute. Apparently my friend did more than I asked her to because she came back saying that he said if he didn't have a girlfriend he would want to be with me, and this trip was kind of his last effort to make their relationship work. So the day before the trip he text me and we were just talking about random things and he mentioned again that he didn't want to go, but he felt like he had to. Again, he really didn't go into detail, and when I asked who he was going with, he was very elusive.

He didn't tell me until AFTER he got back that he went with his gf and he was blushing the whole time. But he had a gf, so I didn't mess with him. We stopped working together in July, and we've still been talking, through texting. We talked for over an hour about a month ago and he told me he was very upset about me getting laid off and he almost quit when he found out, etc. So he has made it pretty obvious he likes me, w/o actually coming out and saying it. I.E. he flirts a lot with me, he used to frequently drive a total of 20 min out of his way to pick me up for work, and he's especially sweet to me. But he's a good guy so he never attempted to cheat on his gf. But now, he hasn't mentioned his gf's name in 3+ months and I'm wondering if they're even together anymore.. I really want to let him know how I feel, he probably has an idea, but he doesn't know for sure.

Sooo.... should I tell him how I feel? Or should I wait for him to say something? I really have no clue here, I'm usually the one giving advice when it comes to guy problems.. but since this one is involving me.. i need some help.

thanks in advance to anyone that read all of this, I didn't mean for it to be this long :)

View related questions: at work, flirt, move on, text

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A female reader, c.s.i. United States +, writes (13 December 2008):

You should say something. Call him to see how he is doing. This is the perfect time seeing the holidays are here. You can ask him his plans for New Years Eve. You will probably find out if he has a girlfriend that way. If he doesn't then you can ask him if he wants to hang out with you.

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A female reader, blawndie United States +, writes (12 December 2008):

blawndie agony auntIt does sound like he's interested! I think you should give it a chance, maybe if you're too shy to tell him straight up that you like him, maybe give him some hints like he's been giving you! He did mention that he would want to be with you if he wasn't with his girlfriend.. I think you should ask him about if he has a girlfriend, just out of curiosity. Go for it, or at least ask him out to coffee or something.. And then maybe when you guys are alone you can ask him if he's still with his girlfriend.

Hope it works out!

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