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Sagging throughout but best part @ 1:15

To me super baggy looks so 90's. Just not for me but to each his/her own.

Would love to see those boxers.

9:10-9:18

thnx for the advice u 2 r correct but if it does go bad at least i tried bc i won't be heartbroken just bc of it.

I'd say you need to ask him out for lunch or something casual first, rather than rushing into a date, and then just see where it takes you. If you're not sure how he feels then I'd say something relaxed would be the best way to approach it, just in case it doesn't go anywhere then you'll still be friends. To me, it sounds pretty positive though so I'd say just go for it and see what he says. 😀 Whatever happens, just make sure your sag's looking good though because if he's a sagger too, chances are he'll want to check out yours! 😛