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So I'm in my mid twenties and I'm a really sweet gal, no supermodel but not to brag at all but I've been told many times that I'm pretty. So my mother recently was talking to one of her old friends, who happens to have a son a few years older than me whom I always have had a bit of a crush on. In conversation, my mom's friend told her that her son is single, and actively looking for a nice gal, but having no luck at all and really getting depressed over the fact that his younger brother is getting married while he can't even find a date. So I really want to go out with this guy, but I think that he's pretty shy and I can't imagine that he'd ever ask me out since we don't really even know each other. In fact, my mom told her friend to tell her son to call me, but she thinks the friend might not have thought she was serious. So should I just call this guy out of the blue and ask him out? B/c every advice book I've ever read said the guy should pursue the gal or it never will work out.

2007-12-26 11:52:23 · 18 answers · asked by Anonymous in Family & Relationships Singles & Dating

18 answers

i think YOU should do it!! take the chance...ya never know...he could be ur future hubby! :)

2007-12-26 11:56:27 · answer #1 · answered by maria 4 · 1 0

Find a bar, or event, where you know you will be able to "run into him", then challenge him to darts, pool, or pinball. Think sneaky, go with a couple friends who mysteriously disappear and leave you without a ride. It may be a lot easier than the phone call and a "hi, heard you can't find a date, so I thought I would give you a call". If things don't click in the social setting you can walk away with no hurt feelings or embarrassment.

2007-12-26 12:09:15 · answer #2 · answered by grouch 4 · 0 0

This is maybe weird, but can be extremely effective: Talk to his mom, brother, and his gf, to set-up you "becoming" the gf's friend. So, that's the perfect excuse for you to constantly hang out with the guy. No pressure, at his house you can show interest and talk on things he like, and, as a bonus, you can get feedback from the brother.

Blind dates are hell for shy guys. My blind dates are usually fun, because I think of what can go wrong, and it's always unpredictably worse. lol...

2007-12-26 12:12:30 · answer #3 · answered by mmarrero 6 · 0 0

Shy guys sometimes just need you to make the first move. You don't have to call him and just ask him out for a cup of coffee, and tell him yo want to catch up. Once you start talking you might realize that you have more to talk about than you thought.

2007-12-26 12:00:05 · answer #4 · answered by Caity 2 · 1 0

ask your mom to invite his mom over and tell her mom to bring along her son *wink*
and as infantile as that sounds, people of all ages can have small "arrangements" to speed things along if the fates are taking their time...
oh i'm also in my 20's btw and i would tot. never call, but hey, if you're up to it, go ahead. i've never seen it work out when a girl pursues a guy. he either:
1. rejects her because he thinks she's desperate
or
2. uses her because he thinks she's desperate.

sorry to be harsh, but try the mom plan lol
hope it works out!! :)

2007-12-26 12:03:11 · answer #5 · answered by abby j 5 · 0 0

Try meeting him maybe there will be a Christmas party, your mom's friend is throwing and he'll be there, just meet him and check out his personality and wait for him to give him his number or ask you out on a date, or tell him what you like to do, find out what you have in common, maybe he;;l invite to one of his favorite places, which will be your date

2007-12-26 12:01:59 · answer #6 · answered by KJ 2 · 0 0

you should just call him up and catch up on old times (if you have any!). once you get talking you can ask him if he wants to go out sometime. shy guys can be tough, and they're nearly impossible to get unless you make a move first.

2007-12-26 11:56:48 · answer #7 · answered by Katelyn 3 · 0 0

Give him a call and ask him if he wants to grab a cup of coffee or something. SOmething innocent to see where it goes. Good luck!

2007-12-26 11:59:51 · answer #8 · answered by Anonymous · 0 0

dont let ur parents set u up cuz they will end up prying into ur personal life. i advice u to call him, & not ask him out (that'd b weird) & just ask to hang out for a while with him. say hi i m..... & my parents can't stop talking about how we are alike, so maybe we should at least meet each other, to stop them about us, hahaha! " so meet up with him & get close to him. & maybe eventually he'll ask u out. its not that it wont work out, its just how guys are (they like to be in control! lol) :D good luck!!

2007-12-26 12:02:07 · answer #9 · answered by advice giver & needer! 3 · 0 0

u can goahead and call him, but i would say wait till u see him in person and start a conversation, that will help with him being shy, it might make him more comfortable to talk to you seeing that u approached him to speak

2007-12-26 12:02:53 · answer #10 · answered by Anonymous · 0 0

I say go for it! You won't get anything if you don't get out there and try to make it happen. Good luck and I hope things work out. :)

2007-12-26 11:58:07 · answer #11 · answered by The boy from London 6 · 0 0

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