i would go for it! honestly i have only ever regretted NOT going for stuff like that. obviously developing a strong friendship/relationship takes time... but at some point you are just wasting time not actually doing what you want to be doing. if he is not in to it, he will tell you, but a kiss on the cheek also shouldn't ruin your friendship.
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i think it depends on your personality and would it be something you'd normally do. I personally would do it but thats just me. good luck
Well, based off other questions on this site, it's not "awkward" to put your head in your crush's lap, or hug them all the time, or cuddle with them, or fuck them.
So I'm sure kissing on the cheek is fine.
Depends on your personality and in favor of what are you giving him kissf
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