If I were you I wouldn't go anywhere near this one - even if their breakup was amicable and she doesn't care if you date him, it's still too close to home, if you know what I mean. Either way, you have to talk to her before doing anything with him.

i agree. tell your sister first before any date with this guy. i know i wouldn't care if my sister wanted to date one of my exes (unless he was one of the jerks), i'd just want her to be happy. i doubt she'd ever want to date one of them anyway. i think to her it would almost be like dating a brother...gross!

if you're sister says no, then move on. there are plenty of others out there. if you wait to tell her and you really start to like the guy as more than friends and she disapproves, it will be much harder to do the right thing.

I wouldn't ask her permission. I would tell her that we were going out on a date and see her reaction and think about how it would be if everyone had to co-mingle and stuff like that. I don't have a sister so I have never been in this situation but I am dating one of my brothers best friends and my brother was not happy about it in the beginning. Definitely talk to her first.

talk to her!

Definitely talk to her about it before going on a date with this guy. Even if you're not asking for permission, it's a sign of courtesy and respect.

uhmmm, i'm not sure about this..how and what was the break up between them..if it was a nasty fight and they broke things off sour, then i would not stir those feelings! i would ask her how things were in the end for them and if she would be comfortable with it.

I would never date my sister's ex, so wrong.

I don't think that you should go on a date with this guy. That's just one of the rules of sisterhood that should not be broken. If my sister did this, I would stop speaking to her. This is so wrong on so many levels. Don't you have any morals?

Luckily, my sis and I never did have the same taste in guys, so we NEVER had the same love interests, but if we ever did, I think we'd be very honest with each other about our feelings. We're both married now, but I would never date a guy that my sis had dated because it would be really weird and awkward.

I would stay away from him at all costs. It will hurt your sister, you should know that. Would you feel comfortable with your sister dating your ex? Feelings don't usually go away. Exes always complicate things.

I would absolutely, positively, never go anywhere near this situation. She's your sister. Even if it was long ago and they're ok...it would just be way too awkward for her (AND you other family members) should you either get into a relationship with him or have it not pan out. Besides, he's been with your sister (ew, ew, ew).

jeez are there no men where you live? would you date a friends ex, if no. then why do you think its ok if its your sisters ex

I don't get what the big fuss is with this. It's an ex. And it's the past. I could care less if my friends, and if I had one sister, were to date one of my exes. Why does it matter to girls so much?

You can't find anyone else to date except someone your sister slept with?

EWWWW.

Talk to her about it but I would touch it with a six foot pole.THE CODE EXIST AND IT EXIST FOR A REASON. Personally its too close for comfort and the thought of getting compared in a relationship is not a good feeling but to know he might compare you to someone you know/related to is even more hurtful and not to mention its so many fish in the sea. I like to close it out by saying gross!!!

That's waaaay too close for comfort. I'd not go near it with a 10 foot pole! I can't imagine dating someone my sister had sex with, even if it's like 5 years ago.
But if you're that into the guy, talk to your sister. Still thou, it feels totally awkward and weird. Just saying my opinion, but to each her own.

I feel like this is forbidden territory.

Even if that is her ex, that's just completely wrong on so many different levels. You don't need to mess with her "leftovers".

I'm just going to assume that your sister knows you two remained close friends, and is okay with that fact, so assuming that she probably sees him from time to time when he is with you, if that doesn't bother her then who knows -- it really depends on your situation. I know how it is when outsiders don't know the details and jump to "OMG YOURE SUCH A B***H THATS SOOOO WRONG!!" So I'll give you the benefit of the doubt here and say... only you know your situation right now, so just go on a few dates and if it looks like it might head in that direction, give her a heads up.

you definatly need to talk to her. I have 2 sisters and I would furious if one of them went on a date with an ex of mine without telling me. Even if I was completely over it. I dont see how it could hurt anything to talk to her about it. But you could loose alot more if you dont.

Yes he's off limits....I know that I couldn't ever go there. It would feel so unnatural and gross for me.

umm cut off contact. i cant believe youd even be considering this.

Maybe he has a sister fetish and once he's done having sex with you he won't call again?
Cos c'mon... dude screwed your sis.

It it's been five years, then surely she wouldn't mind. What's the big deal, everyone's had exes. Talk to her about it first (don't ask her permission, she doesn't own him or you) and if she's cool with it, then it's no-one else's business.

You should talk to your sister about this before you go any further. This is why I'm glad I don't have sisters.

It doesn't matter that it's been 5 years, he still dated your sibling. Let it go.

you shouldnt date this guy, if i was youre sister ill be definatly feel betrayed, because this is an unwritten rule and you should respect that.

The heart can't help wanting what it wants. It's up to us to figure out if we can live with the consequences.