The ultimate homosexual sexual conquest. This is where a gay
man seeks to have sex with a straight
man because of its almost impossible nature. The Holy Nail can be two things. One, it's the journey and desire to have sex with a straight
man. The other is the actual act of having sex between a gay man and a straight fellow.
Loren: "Gay guys really want to do straight guys. They're the Holy Nail."
Shelby: "So gay guys like to do other gay guys?"
Corrine: "Yes, but they would rather do a straight guy. You know, the Holy Nail."
Matthew: "Damn, you see Fred over there? He'
s looking
fine tonight."
Seth: "Yeah, too bad he is with his girlfriend."
Matthew: "I know! He's my Holy Nail."
Keith: "If I finally nail a straight dude, would that be considered a Holy Nail?"
Caitlin: "Not sure, because if he has sex with you he might be gay."
Keith: "Yeah, then it wouldn't be a Holy Nail."