Basically the Cherry Boys are the lower rung/first step of the Ladder in a woman's achievements.
"Oh we're just friends. I never thought of him that way. I have my sights on Jim."
"Martin's your Cherry Boy huh?"
2. Some great sex gods of men will cliam that you haven't really had sex until you have experienced getting a blowjob or anal dogging some adventerous chick and that losing your Cherry and your virginity are one of the same.
Yeah!, I heard!, Catlin, that jizz your pants hot church girl!, I don't know wether to be jealious of him or to cry for the man He'll get hot sex but never a blowjob! And He admits he's a Cherry Boy!
'' Damn!, That must really suck to live a life without getting blown! Sex with a hot chick all the time but no dick in the mouth!!"