simp in pimp’s clothing

1. (adj) A term used to refer to an individual (typically a simp) who mistakenly believes himself to be very attractive to women, when in fact the opposite is true.

2. (adj) Someone who pretends to be “pimping” in an attempt to gain female attention, following the “fake it till you make it” mentality.

Tyshun: “Yo, look at Will! He be pimpin hard!”
Shawn: “Nah, that ain’t no pimp, he ain’t ever even touched a girl. That’s a simp in pimp’s clothing.