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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.

gentleman

tell ur best guy friend that ur cold and see what they do
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
mugGet the gentlemanmug.

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.

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.

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
mugGet the Fresh gentlemanmug.

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