gentleman's tilt

A marine that has seen combat wears his cover tilted to the side ever so slightly.

Pog: Why does he wear his cover to the side?

Grunt: shut up pog. Its a gentleman's tilt.

by Ddog12341 January 26, 2014

gentleman's fuck

When a guy remembers a girl's favorite sexual activities to make sex as enjoyable for her as it is for him.

A girl I used to hook up with wanted to have sex once again, so I relied on my memory for a decent gentleman's fuck.

by Truthisalie March 2, 2016

gentleman douchebag

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

the gentleman's tip

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

by JuiceBox89 January 28, 2015

A gentleman's scratch

"A gentleman's scratch" is when you have an itchy bumhole and you fart at just the right capacity to simultaneously release gas and itch your bumhole within the same manoeuvre

"i preformed A gentleman's scratch to itch my bumhole in bed last night"

by ScottyFxckinT August 16, 2023

Gentleman-Gigolo Complex

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

by TJ May 23, 2021

Fresh gentleman

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.

Emily: that's boys well fit, he's a right 'fresh gentleman'

by The real fresh gentleman August 17, 2013