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A 30something to 50something man of modest to respectable accomplishment who lands an attractive but no longer hot
female.She's either been buried in her own professional
accomplishments and finally looked up to find those men she
competes with are only interested in "young n'tight"...Or she's badly overplayed her hand and now finds that the trips to Tahiti and leased Benzos are'nt part of the picture anymore at that 30something range.In steps the CADDY.To him-she's quite a catch.To her-he will just have to do."Here...hold my purse while I try these shoes on."
CHICK:"Alberto!...how nice to see you!(hug)Hope everything is
well."
CADDY:"Who was that?"
CHICK:"Just a dear friend from my investment banking days in
New York.Don't forget my shopping bags."
CADDY by L.MARTIN October 30, 2005
cool. stylin'. spectacular.

Central Illinois slang in the 1960's and 1970's. Possibly still in use.
Did you hear the Portishead album? It's pretty caddy!

Did you see Jimbo dive off that cliff and almost hit the rock? It was caddy!!!
caddy by CHRIS October 11, 2003
When said in an australian accent its means a large quantity of money.
Cough up the caddy, Bee!
caddy by luciejay August 12, 2007
"Hey, do you wanna watch Caddy?"
"Totally, let me get some Miluk first."
Caddy by _Bob the Cat_ March 18, 2021
A very smart girl on the shorter side very funny and cute has a level 8 gyat some times level 9 is very out going and talkative
damn she so fine shes a caddy
Caddy by real_gangsta527 January 14, 2024

caddy whack 

An addition to the popular car game, in which if a cadillac is seen whoever sees it first gets to slap a surrounding passenger yelling "Caddy-whack."
Maria:(sees a PT Cruiser and yells) "cruiser bruiser!" (punching her passenger.)
Jesus:(sees a station wagon with wood detailing and yells) "Woodie!" (slaps Maria back)
Maria: (sees a cadillac and clocks Jesus while yelling) "Caddy Whack BITCH!"