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Gentleman never tells

When one of the boys wont tell what kind of erotic things he has done with a girl the night before
Guy 1: Bro what did u and that female do in the bedroom last night?

Guy 2: Gentleman never tells🤫
by Kabruhh November 28, 2021
mugGet the Gentleman never tellsmug.

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
mugGet the Gentleman-Gigolo Complexmug.

Gentleman Thrashing

When you masturbate or get a handy from a woman, in a very eloquent and distinguished manner.
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.
by NattyChamps2021 July 27, 2022
mugGet the Gentleman Thrashingmug.

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
mugGet the the gentleman's tipmug.

Gentleman's Flight

A business flight in the late morning (i.e. 11 am) to avoid the crowds and to have enough time to masturbate before going to the airport
Gentleman 1: "Are you sure you're down for another strip club?"
Gentleman 2: "Yeah bro I don't have to get up early... I have a gentleman's flight!"
by CKMeredith June 20, 2025
mugGet the Gentleman's Flightmug.

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
mugGet the A gentleman's scratchmug.

Frat Gentleman

A queer or lesbian identifying woman (often in a backward cap) who exhibits "hey mamas" qualities but is a "golden retriever" at heart. Typically they come off as intimidating and douchey, but don't let that fool you, for she is a true gentleman.
I got this jacket from a frat gentleman last night at the club; she gave it to me because I was cold and told me to keep it.
by wrizzyfoshizzy January 7, 2023
mugGet the Frat Gentlemanmug.

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