Yea. Big red flag.

To Klo: He's probably cheated on you many times. I mean, he seems to constantly be trying to get ass. I'd say for every time you've found out about him being with another woman he's been with 3 you didn't find out. Probably even worse.

The funny thing is how blunt he was when you did find out. Taking the girl to your house even. I mean, do you not think they fucked around when he lost you? =p