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
Get the Fresh gentlemanmug. Bro 1: Yo, dawg, what's taking Parker so long?
Bro 2: He's giving himself a Gentleman Thrashing. He'll be out after he takes the tux off.
Bro 2: He's giving himself a Gentleman Thrashing. He'll be out after he takes the tux off.
by NattyChamps2021 July 27, 2022
Get the Gentleman Thrashingmug. 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
Get the Gentleman-Gigolo Complexmug. The sex act where a man, upon receiving a woman's permission, inserts the index finger (no further than the middle knuckle) into the woman's anus during vaginal intercourse, and gently slides this portion of the index finger back and forth.
We find ourselves in the midst of a conversation between Jane and her friend Sarah that has stumbled upon the topic of anal sex, let's observe.
Jane: James has been asking for it forever, I don't know Sarah, like, I think he could be the one. What should I do?
Sarah: just have him start slow, with "the gentleman's tip" and work your way up from there
Jane: James has been asking for it forever, I don't know Sarah, like, I think he could be the one. What should I do?
Sarah: just have him start slow, with "the gentleman's tip" and work your way up from there
by JuiceBox89 January 28, 2015
Get the the gentleman's tipmug. by Kroatboss July 14, 2022
Get the Pussy Gentlemanmug. When a team goes up 3-0 against another team in a 7 game series, before allowing their opponent to win game 4 at home, and closing the series in front of game 5 at home.
The Celtics may have won a game, but we all know it was a gentleman’s sweep — the Bulls let them win Game 4.
by Mozzde May 15, 2025
Get the Gentleman’s Sweepmug. by MartyMayhem September 9, 2022
Get the Gentleman’s Hotdogmug.