He’s fukked up with every woman he’s been with. Tasha blew it, India’s girl blew it and now Condola blowing it. He communicates like a brick. He’s insecure and doesn’t know what he wants or doesn’t tell them. He also never got over getting cheated on so now he’s fukked up and instead of healing he’s on some dumb shyt. Either you like smashing chicks or you a relationship guy. Be one or the other I’ve always told my friends that shyt.
He blew it with the co-worker. Condola, he just didn't set up the parameters of the relationship from the jump and now is looking silly.
Tasha - he never took her seriously, he just hit her up because he didn't want to pay the stripper for some p*ssy at the end of s1 and he knew she was a quick flip. Once he was at the cookout with her fam he really understood he didn't belong with her.