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
Get the Frat 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. 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. 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!"
Gentleman 2: "Yeah bro I don't have to get up early... I have a gentleman's flight!"
by CKMeredith June 20, 2025
Get the Gentleman's Flightmug. When a gentleman or sir takes a walk to let one rip out of courtesy to spare others from the rotten stench.
by BlaineTudor August 18, 2019
Get the Gentleman's walkmug. A Gentleman's Farm is where a group of men congregate on a piece of land to perform sexual acts on each other. These acts may take place in an actual Farmhouse or out in the middle of the corn field dependent upon weather. One thing for sure if that the boys will get frisky no matter what and utilize all of the space they have available. It is not uncommon for larger sexual devices to be present due to the area they occupy. Some of these "sex toys" may even be heavy duty machines turned into fetish contraptions deemed "Rigs."
"Hey Seth, I heard you are hosting an event this weekend at the Gentleman's Farm. Do you mind if me and some friends come? I have a new rig i want you to experience."
by SusanB123 May 1, 2025
Get the Gentleman's Farmmug. When 3 or more amigos engage in a singular bet, one must shoulder the burden of fading the bet since unanimity is the key to failue
“Bills +2.5 is literally a free gift directly from vegas into your bank account” - dumbfuck 1 & 2 “Apologies men, but I must envoke The Gentleman's Fade “
by Cmhack December 7, 2020
Get the The Gentleman's Fademug.