I don’t know if I can really call it an affair, but when my brother was married to his third wife Karen, I fucked her three times without him knowing, and I also fucked her once after their divorce. None of it was like me and her was dating on the side or anything, it was just something that happened between us a few times when he wasn’t around, and the first two times was real quick, but the third time it wasn’t. Him and her were divorced the third time. He still doesn’t know to this day that me and Karen fucked, just like he doesn’t know two other guys had fucked her while him and her was still married, she told me all about that the the last time me and her fucked.

Breaking the ice is the biggest issue here. If you guess wrong then you end up in a mess. How did it happen for you DJS1985 the first time if you want to share?

what
 

Thats called real Bad Cheating...... not fun or cuckold cheating.....BAD BAD cheating ,, divorce type cheating..

Not something to be proud of......

No big deal. You only lose your brother, his (your) parents, your wife, and probably some friends. So go fuck your brothers wife or girlfriend.