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age
30-35,
anonymous
writes: Dear Cupid,I really like my best friends brother and he's really cute and funny and he's like my dream guy but I'm kind of scared to ask him out because he's two years older than me and if we get together and then break up I don't want it to be acward when I go hang out with her and I don't want it to rouign our friendship between me or him. Please relpy asap!!!
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male
reader, Universe Man  +, writes (2 July 2010):
As for being older than you, it doesn't seem to me like two years is a big difference at your age.
As for the potential awkwardness: Relationships are complicated. Mature people handle complications in mature ways. Probably it will all work out. If it doesn't, well, maybe they weren't such awesome people to begin with.
You might consider saying something to your friend first, like "I don't want to cause any awkwardness between us."
A
reader, anonymous, writes (2 July 2010): i used to have a best friend...and she had two brothers. both cute and funny. one was 3 years older than me and the other was 4 years older. first i had a crush on the younger of the two...you could say he was my first love. but eventually i fell in love with the older brother. thru it all i remained friends with the girl and the younger brother. and on october the 15, 1982 i married the older brother. she isnt my best friend anymore, we have gone our seperate ways, but the family connection is still there. we are friends, as well as sister in laws. :) im not trying to marry you off to your best friends brother, but i am saying i know that it can work to date him and keep your friendship intact. good luck sweetie, mal
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reader, anonymous, writes (2 July 2010): I had the exact same problem with my ex. Yes, my ex. With brothers, there's a very delicate manner of approach. First, confront the friend. Tell her first off, and then ask if its okay. If she says no, respect her decision. If she says yes, by all means, go for it. But don't just straight up tell him you like him... Get to know him better, create a relationship with him personally, learn about him, the boy you like, not him, your friend's cute/nice/funny etc. brother.
To avoid a messy break up, assess the relationship at all times. Ask yourself, am I happy? Does he seems happy? Do we argue? Does it get in the way of my friendship with ...? And if you ever question yourself, get out of it as cleanly as possible, and stay friends to avoid the awkwardness of post-break up.
Hope this helps... I promise, if it works out or if it doesn't, as long as you do it right, you'll make it out unharmed. I made it, so I'm sure you can (:
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male
reader, anonymous, writes (2 July 2010): Well you can always try, right? Some people can still be around each other even after a failed relationship and it not be awkward. Its not the same for everyone, so I suppose it really depends. Just make sure he isnt involved with someone else or trying to be involved. It would become really awkward if you asked him out or something and he was seeing someone else. Like I said before though, it all really depends on his character. Some people take breakups fine and some dont. You just have to trust your instincts.
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