Date did not work out!

Some thoughts on this:
You're not boring, Brian - you can forget pinning this on being boring.
You're also in shape, so you can't use that.
It's probably down to your personality. It's not a very good personality. I'd say 90 minutes is quick but it really isn't - it wouldn't take a person 5 minutes talking to someone with an ego like yours, with zero sense of humour to realise they are "tired"

Or she googled you. You're fucked if they google you, actually.
Also, you looked fucking stoned in that photo so there's also that.
Good to see that you're focusing on masturbation. You should just jerk off and continue your redemption story of becoming a lawyer. It's a good combo.
I'm still a member of your team, but I'd like you to be reasonable. One c unt, to another - you're a c unt, Brian. Try to keep that in mind when you meet the new dames.