So, i have a problem and i need some advice. Me and my bestfriends sister hangout all the time. She's seen me at my worse and ive seen her at hers. We hangout alone all the time. fun bonus factiod she used to date my brother like 4 years ago, for about 3 weeks. i dont get along with my bro at all and neither does she. so i dont feel weird about it on that account.

so i guess my problem is that we have been friends for years and that we talk all the time about alot of personal stuff. we've kinda talked about it and i think that she would date me. my problem is i dont want to really risk the friendship, but in the same light shes pretty amazing and id kick myself if i didnt. does anyone have any advice or have you gone through anything similar.

p.s. i know my friend would be cool about it because we've talked about it too awhile ago because me and her flirt alot when we are around each other reguardless of who's around and he brought it up. i kinda played it down at the time, but he basically said he'd be fine with it.

I have not been through similar but if you already "hang out" why not just "hang out" @ night @ a restaurant? Not a big deal, don't make it one. My wife and I were friends for years before we realized we were actually dating. It's worked out pretty well.

If you get along as well as you say, then there'd be nothing wrong with bringing up the subject over coffee or dinner. Early last year, I told a friend of mine that I'd considered dating her, but she said that she felt that we were better off just as friends. She was right. By the way, she and I are still friends.

Oh, that just made me think of something else. My second girlfriend started off as my best friend, and should have remained that way, because we were much better as friends than as lovers. It may be the same with you and your friend, so just make sure that this is what you really want and that you wouldn't be better off staying as "just friends", because it's often not possible to simply go back to that after dating someone.

Posted by Shawn W. It may be the same with you and your friend, so just make sure that this is what you really want and that you wouldn't be better off staying as "just friends", because it's often not possible to simply go back to that after dating someone.

thats what im worried about i dont know how well these things usually work out with dating friends. in one light it would make good sense since you allready know each other and are comfortable around one another, but if it goes south you probably wont be friends any more and shes one of my really good close friends. Ehh, i guess i'll figure it out.

Now you sort of understand the predicament I'm in with my coworker/friend.

We're pretty good friends, we've seen each other at our best and worst and have done things for the company that no one else could. We're better together than we are apart.

You have two choices, you can either take a chance on it or let it go. In our case, we let it go, for fear of ruining something pretty special.

But, you need to sit down with her and figure out what's best for the both of you.

shes coming over later tonight, i'll try to do my best to figure it out then. I'll bring it up and have that conversation with her.

Posted by compaq12986 shes coming over later tonight, i'll try to do my best to figure it out then. I'll bring it up and have that conversation with her.

I like this option. I've never seen "want to go out" ruin a friendship. I haven't even seen drunken hookups ruin a friendship (I drunkenly hooked-up with my best friend for almost two years now, and we were best friends before the hooking-up began). I have seen bad breakups lead to friendships ending though... but if you really like her, and you're deep friends before hand I'd go for it, its less likely to explode and more likely to fizzle out if/when it ends.

Honestly, communicate your feelings to her and agree to kiss one time. That in itself will tell you everything you need to know....

I was friends with my last two boyfriends for at least 5 and 7 years before we started dating. One relationship ended miserably because he became abusive. The other one ended ok (I didn't want it to end, but we were/are in different places in life so I have accepted it) We aren't really friends now, but I think that maybe some day when the feelings have died we could be.

Overall my advice is go for it. Oh, and let us know how tonight went, k?

it went 50/50 she broke up with a dude last week so shes pretty fresh off the break up. i told her how i feel and she feels the same way. She just wants to wait a little bit to make sure shes ready to be in a relationship. she did kiss me so its a good start to hopefully a good thing. im not in a rush to start anything so you know what i mean. its pretty hopefull.

Posted by compaq12986 she broke up with a dude last week so shes pretty fresh off the break up.

Uh, that's a pretty important piece of info to leave out. In that case, I would've suggested that you wait a month or two. You REALLY don't want to be part of a rebound relationship.

it was a internet long distance relationship that lasted all of 3 weeks.

Posted by compaq12986 it was a internet long distance relationship that lasted all of 3 weeks.

Aren't you a little old to be dating a 13y/o?

Posted by MindHacker Aren't you a little old to be dating a 13y/o?

shes not 13. but im starting to think its a bad idea since i know the extent of her crazy and ummmmm hormones took over. now that thats over. we are still best friends lol.