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Should I take a gamble...?

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Question - (17 October 2010) 5 Answers - (Newest, 20 October 2010)
A female United States age 36-40, anonymous writes:

For the past six months or so I have been getting to know this guy who started out as someone I was more or less just attracted to. I recently just got back into the dating world and don't feel things for people quickly or get attracted strongly to many people. However with this guy it was different from the start. He seemed very shy as he is younger than myself and less experienced in relationships. I have made every attempt to further our progress as intially he couldn't even hold eye contact with me...and now we talk on a regular basis... but he knows I like him as I told him 3 months ago... he said he is pretty shy and doesn't want a relationship and frankly doesn't know me that well to say if he likes me like that... not what I wanted to hear but after I told him he did me a great favor and picked me up from the airport and we hung out a while after that and I like him more than I can describe.

I know that he is very goal oriented and is strapped for time but common... I try to seperate myself from him because he likes me on some level just not enough and it's really starting to hurt... I don't know if I should just say what I've been holding in and take a gamble or if I should just let it lie and feel like I'm in limbo - can't tell if he is just really inexperienced or what...

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A female reader, anonymous, writes (20 October 2010):

well...I wrote him an e-mail explaining my feelings and how I couldn't just be his friend...and I didn't say goodbye but left it open ended somewhat inserting my humor...but he can't be that clueless as to not know what I meant- however our communication blurs at times- however he is a virgin and I don't know why because I never pressed to know but he hasn't replied and he always replies...so either I wasn't clear or he doesn't like me...but I tried so I cannot regret it..it just really hurts because I'm always the agressor and I would just like for once to be pursued by someone I like-and I really like him more than I can explain. So maybe something will happen but for now thanx everyone for their responses.

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A female reader, anonymous, writes (19 October 2010):

Take a gamble. I did and it paid off substantially more than I could have ever surmised. It's going on 14 years and it just keeps getting better and better. Go for it!!!!!!

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A male reader, anonymous, writes (18 October 2010):

If you snooze you lose. You don't know what you have until it's gone. Time's ticking. Take care of your business. Go get him girl!

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A male reader, morris_say United Kingdom +, writes (17 October 2010):

Make a move and tell him how you feel, he sounds like a shy guy, so be gentle. If you found out down the road that he never made a move cos he was to scared you'd kick yourself. Whatver you do, don't regret a thing!

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A female reader, aunt honesty Ireland +, writes (17 October 2010):

aunt honesty agony auntIt sounds like he doesnt know how to deal with your feelings for him and if he has no experience he probably doesnt no the first thing about relationships and what to do.

I think you should just tell him everything you are holding in at the end of the day at least then you will know were you stand, there is no point going on hurting yourself even more by pretending to not care that he is only your friend.

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