Oh Jimmy, its freezing out here! Aren't you cold? (little does he know im testing him to see if he's a gentleman and give me his jacket
by uhhhhidkwhattonamemyselfyk April 14, 2022

A guy who acts friendly to girls and attempts to flirt with them but constantly acts like a bitch and makes douchebag moves which completely counter his previous gentlemen actions.
"Kevin walked me to my car today. He was such a gentleman up until he complained about my walking speed and then became a gentleman douchebag,"
by CaptainTuna August 8, 2016

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

Fresh gentleman is the name of a way of trying to pull a girl. It means being cool and 'fresh' but also kind and a 'gentleman'. It's Joey Essex meets Justin timberlake. Chris brown meets David beckham. Fresh, cool, dappa, kind, sweet.
by The real fresh gentleman August 17, 2013

a fashionable, yet somewhat gay fashion accesorie for the sexually ambigous male. Most commonly seen on the wrist of pussy whipped men.
Nelson was so ashamed of his gentlemans charm bracelet, he hid it under a bandage and told everyone he tried offing himself.
by Jasonjakejohn February 27, 2011

When a guys keeps a lighter on him, whether he smokes or not, he uses the lighter to light a lady's cigarette.
by Noblewolf797 August 31, 2025
