OK Blue,
I'm here to help. It looks like you've had to use a life line considering you are on the chick's computer. Knowing you, your excuse was having "to check your fantasy baseball draft results."
Impressive but still a ways to go. Looks like you're going to have to go to Phase 2, Code Blue Status. It sounds like your target might be less than desirable but saying no to a piece of ass, no matter what it looks like, is invariably going to lead to regret.
If she seems to be getting cold feet, go immediately into your righteous indignation routine. Tell her how you think most guys are jerks. Then something like "I just wish that once, just once, someone would give me a chance. Nice guys always finish last, and it really hurts."
If you don't get a positive response from this, you have just been been relegated into wingman status in which you will have to do your duty and fall on the grenade, assuming you have a friend with you.
Good luck Maverick.
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