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Flippin' Raymond

1) To engage in risky behaviour;

2) To be venturesome;

3) To be wildly promiscuous;

4) Or, to be silly to the point of the ridiculous.
"Stop driving like a Flippin' Raymond!"; "The girls came back to ours; we acted like Flippin' Raymond's!"; "I saw them pissed up on Broad Street, chasing each other around like Flippin' Raymonds"
Related Words

captain raymond holt 

Captain on Brooklyn 99. Intellectual and stoic, you'll never guess what he's thinking. He's strict but loving, and is pretty much Jake Peralta's dad at this point. He's been an openly gay cop since 1987, and he's married to Kevin Kozner, a professor at Columbia. Aims to become commissioner someday.
Is that Captain Raymond Holt? Ugh, I hate how he always makes us wear ties.

raymond_yuh 

a mystical creature from the planet iliketurtles that has come upon us to save da world. If you sniff his toes you will become imortal.
Raymond_yuh has magic toes.
raymond_yuh by chickenduckperson November 29, 2020

raymond_yuh 

A hero that comes fro the planet iliketurtles who has come to save planet earth. If you lick his toes you will become immortal.
OMG IS THAT RAYMOND_YUH CAN I HAVE YOU AUTOGRAPH?
raymond_yuh by chickenduckperson November 30, 2020

Raymond Thomas 

Also known as Jumanji Mr. Raymond Thomas is generally a band director and is pretty dang thicc and BALD!
Student :Yo Raymond Thomas can we play Sleigh Ride?
Mr.Thomas: No you cant play your notes! Now lets talk about uniforms for an hour and 25 minutes
Raymond Thomas by DatBandKid69 December 3, 2018

to do a Raymond 

To take a joke too far or exaggerate something in a way which makes the speaker sound stupid/creepy.
Dude #1: Where is Caolan and JoAnne? They were here just a minute ago!
Dude #2: Ha, let's start checking the bushes.
Dude #3: HAHAHA YEAH WE'LL FIND CAOLAN KNEELING IN A BUSH JERKING OFF ON JOANNE'S STOMACH!
Dude #2: ...and that is how to do a Raymond.
to do a Raymond by mcmillan0520 December 18, 2010