Best Mate's Sister

LegacyUser

I'm 27yr old male and madly in love with my mate's 33yr old sister.

The Facts:
1. We have been mates since primary school.

2. She's a very close friend too.

3. Their brother and sister and thier parents are good friends of mine too (I'm one of the family kinda thing)

4. My mate gets very p****d off if me and his sis "playfully" flirt.

5. (Tied in with no. 4 above) I know my mate is big on the not dating your mates sister rule.

6. She kissed me when we were both very drunk, i pushed her away coz i didnt want it to be a drunken mistake. I asked afterwards (using those words) if thats all it was, she said it was. It took alot to build up the courage to even ask that, thinkin maybe my choice of words were wrong.

7. Bear in mind worse case I stand to lose 6 very good friends, or cause a very akward suituation.

Do I tell her or not?
Your thoughts please!!

McSween

A tough un. However they are in an advantage that they know you so I don't see what their problem would be.

I don't think I'd be able to help myself to be honest cos I like older women, surely if something were to happen your mate would get over it. I take it that there have been slags to him over the years such as "Your sister's a ride" by your other friends and they didn't go down well?

Mena

Go for it. I was in a similar situation... we've been happily married 12 years now, and never looked back.

Overheal

I think if he was your friend he could understand. I'd talk to her personally.

Even if it does break down imagine what happens (if) you both hook up happily? I'm sure he'd come around, unless he was totally spiteful or something.

Jeapy

Im with my bf over 6 years now. At the time I was 15, he was 17 and my brothers best friend (at the time, 2 years was a big deal). My brother got over it, he knew he'd just have to lump it. I say go for it.

PeakOutput

i think my sister would be lucky to go out with any of my mates. i only hang around with stand up blokes and as long as it wasnt just a fling and after, id imagine, a month or 2 of awkwardness id be happy for them.

having said that my sister is too young for my mates right now so maybe thats why i think it would be so great ie coz it wont happen

LegacyUser

Thanks for the input guys, just what I wanted to hear
Now to actually get her on her own and have the balls to tell her lol

Overheal

Ring her up and ask if you can talk to her in private duh don't wait around for the perfect coincidence and then throw the information at her.

What do you and her like doing that her brother does not?

jdivision

Overheal wrote: »

What do you and her like doing that her brother does not?

Presumably snogging the face off each other:D I think go for it OP but I just wonder about her saying it was just a drunken snog.

davyjose

Mena wrote: »

Go for it. I was in a similar situation... we've been happily married 12 years now, and never looked back.

Are you still best friend's with her brother?

Op, I would say to you if you think being with her is worth the trade-off with being so close to your friend, then go for it.
I'm sure you'll still be buddies with him, but as you know yourself, guys talk about more than just football - they talk about sex, they confide in secrets, they go out to nightclubs and flirt (I dont mean cheating, I just mean chatting with girls etc), so things might get uncomfortable. And on the flip side, when you have relationship issues, who do you turn to? Your best friend. Can you still do that with him? And what happens if the relationship doesn't work out ... etc.
So yeah, it'll be hard to have two intense relationships with two people so close. So is it worth it to you?

MLE

I married my younger brothers friend (not his best friend) also and Still very much in love -- Weve been together almost 15 years, 5 of those married. Im so glad he told me.

For the record, my hubby and my bro are best friends now.

people would hardly stop being your friend just because you had feelings for her. Althought if it didnt work out then it would be awkward, but why not take a chance at love, it may very well work out.