a sexual manuver that requires a threesum with two males. While the first male and the woman are fucking in a posistion with the woman on top (i.e. cowgirl, reverse missionary), the secong male sneaks up from behind, and proceend to analy penetrate the woman. Then, the first male would slap the woman in the face/breast (optional)

While this posistion can be preformed consensually, it is usually a suprise to the female.
Jake: Yo babe was it good last night?

Selina: Well, other then your tiny ass dick, and that suprise sneaky macgregor, it was great!

Jake: Ya, sorry about that.
by carl_solantos January 25, 2013
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A large man who enjoys food a lot
Fuck off Adam Macgregor
by ThomasAkk January 14, 2020
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Meaning to make a prediction or claim in a very public manner, only for the exact opposite toe come to pass. Usually in a very embarrassing way. Can be used as a verb, adjective or noun.

It is derived from Pro-Putin retired American Lt Col Douglas MacGregor, who has repeatedly made ridiculous claims about Russian success and imminent victory in the war in Ukraine. On dozens of occasions, he has made predictions only for events to transpire in a way as to effectively be the exact opposite of his prediction.

For example; On the 29th of August 2022, he said Ukraine's army had been destroyed, and they would never mount a counter offensive, and that only delusional people believed that there would be a Ukrainian counter attack. And that Russia was preparing to strike out from Kherson and capture Odessa in the South, and send an armored column to capture Kharkiv city. Within days, Ukraine launched the biggest offensive by either side of the whole war, expelling the Russians from Kharkiv oblast, capturing over 200 Russian tanks in perfect working order, and then moved south to retake Kherson. Russia never moved towards Odessa or Kharkiv in the days, weeks or months following that statement.
Verb; Last night I was with a girl, but I totally Macgregored thinking blow would help me keep it up. It was limp as can be.

Adjective; I was really hoping your quarterly returns would be much better. But after looking over them, I see you really did a Macgregor job.

Noun; You can pretty much guarantee anything that dodgy used car salesman tells you will be a Macgregor.
by Patronizingly Patriotic May 24, 2023
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The best man you will ever meet, leader of all
Macgregor is the G.O.A.T.
by THEGREATESTOFALLTIM1234567890 January 16, 2020
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A person who is very greedy, mostly used for soccer. When a person keeps the ball for themself or never passes and always shoots.
Kyle takes the ball all the way down the field, shoots and is blocked. Alas! If only he had passes they might have scored.

Kyle- "Can't believe I missed that!"

Nick- "I can, Greedy MacGregor!!"
by holly15 July 18, 2009
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jimmie macgregors means money
here u want to booze

nah mate av got nae jimmie macgregors
by Callum dunlops a baddie October 26, 2022
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