Someone who wants to be a "pimp", a.k.a. cool/badass/hip, but does not actually have the balls to follow through.
My dad is a conservative pimp. For his mid-life crisis car, he chose a Honda Fit over a Ferrari convertible.

My mom wanted pimpin' hubcaps, so she got new shiny ones instead of spinners.

A recently divorced 50 year old is a conservative pimp when he dates a 35 year old secretary instead of a 20 year old model.
by ConservativePimp101 August 8, 2009
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