Me to my friend: Hey what are you listening to?
Friend: Gigolo.
Me: What???
Friend: this (gives me headphones)
Me: cool.
Friend: Gigolo.
Me: What???
Friend: this (gives me headphones)
Me: cool.
by Hyper Chick December 8, 2004

A man named Osaisai, Ephraim, Ebikila, Abrake, Sterling or Joshua that is paid to bang their classmates
by Li freaking Shen June 2, 2020

The act of masturbating during working hours or in the workplace, and hence being paid while completing the duty.
The hot intern bent over to pick up some papers earlier. It gave me a massive erection so I had to sneak off for a gigolo wank to correct myself.
by Bruce Foreskin September 7, 2013

by JohnWiggle May 4, 2018

Essentially the antithesis to the Madonna-whore complex where a woman may be sexually attracted to the dominant and agressive "gigolo" but may not see him as an ideal partner or spouse. On the other hand she romantically desires the mellow and submissive "gentleman" to be a husband and father to her children but may not respect him as a man or partner. The "gigolo" may possess dark human traits that are deemed "toxic" or "dangerous" such as Machiavellianism or could simply just be charismatic, masculine, and attractive, as well as being able to sexually satisfy the woman. Meanwhile the gentleman may possibly possess pure traits including sensitivity, emotional intelligence and even leadership qualities and financial success, but may also be shy, non-confrontational, passive-agressive, and submissive which at worst makes him more susceptible to molding and manipulation and may not sexually satisfy the woman.
Man 1: Did you see that girl Cheri give that millionaire dude her number
Man 2: yeah but she has a Gentleman-Gigolo Complex, and that guy isn't going for someone like her
Man 2: yeah but she has a Gentleman-Gigolo Complex, and that guy isn't going for someone like her
by TJ May 23, 2021
