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Originally Posted by MSD
Your son is playing along because he thinks he'll get some if he plays along with the girls who are flirting with him.
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For sure. When I was 15 I let 2 girls do a "makeover" on me, makeup, clothes, everything.
2 hours later one of them left and I had sex with the other.
Anyhow, to the point, I personally say yes, let him explore. Inform him of the social norms he'll be violating, and the likely responses he'll be faced with, and if he still wants to then so be it.