Uptown182 Posted August 19, 2014 Posted August 19, 2014 So there's this guy I've known for about 10 years, he's my best friend's husband's best friend (I know its confusing). Anyway when we first met, he liked me right away and we went out a couple of times but he was a bit of a party animal back then so it put me off, and I ended up getting into a relationship with someone else (which didn't last very long). So throught the years we've seen each other numerous times, even been away together along with our friends twice (only as friends). About a year ago he told my best friend's husband that he wanted to start things up again with me, I was willing, he ended up texting me a couple of time but nothing ever came out of it. However in the past year he'll occasionally text me things like "thiking of you", on my birthdays he texts me "I owe you a drink" and every holiday he texts me wishing me a happy one, and I respond with the same. Also this past year I noticed he started coming around our friends more often when he knows for that I'll be there. But he's pretty socially awkward, so its kinda hard for him to start up a conversation with me. Anyway a week and half ago, I got sick of this song and dance and texted him saying "when am I gonna get that drink you owe me"? he responded with "how's next week" i said ok sounds good, and he said ok cool. Then last Sunday he texted me about the Super Moon we were having and then followed up with "this week we will go for that drink" i said "ok good" with a smiley face, and haven't heard from him since. Then yesterday he went on Facebook and clicked the "like" button on two pics I put up this past weekend. My best friend's husband told me he has only had two relationships, one when he was very young and in both cases the women ended up leaving him and he was very heart broken. So he thinks he's scared to date for that reason, since he hasn't dated anyone after the second relationship which was quite sometime ago (I think right before we met, so thats like 10 years ago!). I'm pretty intuitive when it comes to men, and I know when a guys is playing me, and I really don't think he is, I think he's just so socially awkward that he's not quite sure what to do??? I mean I'm not sure what else I can do, I have tried to make myself as approachable as possible for him because I know at the end of the day he's a really good person, and I'd really like to give him a chance, but I think at this point I just need to give up. Just needed to vent I guess.
Assasda Posted August 19, 2014 Posted August 19, 2014 You might want to set up a time with him. Bring up the times when he could figure out a time for himself. - see what he says After that you may just have to leave him be and move on for a while, he has your number, so , it'll happen if it should
Author Uptown182 Posted August 19, 2014 Author Posted August 19, 2014 You might want to set up a time with him. Bring up the times when he could figure out a time for himself. - see what he says After that you may just have to leave him be and move on for a while, he has your number, so , it'll happen if it should I guess I can do that, I'm just afraid of looking desperate, since I already brought it up and he never followed through
Assasda Posted August 19, 2014 Posted August 19, 2014 A reason why he may not feel like asking you out is because he's insecure with himself, he may think that he's lacking in some area and doesnt feel like he has what it takes example, his finances may be poor. You wont seem desperate, you'll be assertive, maybe when you go out he'll tell you what was wrong with him
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