Will sex hurt the first time if...?

May

New member
I masturbate? I use a toy a bit thinner than a penis but I can use it comfortably. I have never had sex with a guy, I want to know if it will hurt the first time I have sex? Will the guy know I never had sex before?
I'm 22 and ready to have sex. I just want to be prepared as I possibly can.
 
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