You should fuck him. A guy losing his virginity gives him the biggest confidence boost. Guys don't get as attached as easy. He gets a confidence boost.. Girls notice. He gucks another one. The cycle has started. If you could set him up with a friend instead that would be even better.
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Give him honest advice. If he takes it, compliment him on his progress. But don't make it look like you feel sorry for him, that'd be the worst you could do.
when you said 'help' it thought you were considering having sex with him as a favor. you should maybe arrange a date for him or tell him how good looking (even if he's not) he is and that girls want to date him. so he feels more confident
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Yes, it would be nice for you to do so. But you'd probably do that better by seeing if anyone you know might be interested in him and hooking him up with someone else, rather than dating him yourself solely out of pity.
Give him girl advice, and if he agrees to it, try to set him up with someone.
Things like that.Well for starters you can actually ask him if he wants your help in the first place.
get him a loving girlfriend.
Yes, "help" him blow a load. He will transform
Don't treat him like a charity case...
You should date him
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