Most Helpful Guy
The minute you start asking the question on when you should break up is when you should break up
Most Helpful Girl
At this point, what makes you think he won't cheat AGAIN? You know what they say, third time's a charm. He's already proven he's not the exception to 'once a cheater, always a cheater'.
If you're okay having a 'relationship' with someone who can't grasp the idea of monogamy, by all means feel free to stay. Why would he not cheat again though, considering he's already done it twice with not much more than a slap on the wrist?
With me, there'd be no room for 'cooling off' or reconsidering. Can you give any valid defenses for a partner cheating? No excuses, whether there was alcohol involved, intoxication of any sort, the other person flirting and your partner felt bad turning them down (wtf? I've heard that one a LOT from some of my friends) can justify betraying your trust, one of the key components of a successful relationship.