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Gilligan 

Mr.howell hired Gilligan to make his life worth living so he got a bunch of intresting people and Gilligan kept Sabotageing there Escape and/or rescue to keep them all on Mr. Howell own little island for Mr.Howell own pathetic life
Mr.Howell was the millionare
he got a proffesor to keep them safe
then Maryanne for dinner
Ginger for eye candy
Skipper the true Dufus
His wife didn't have it in him to kill her
Gilligan the Orchestrator
Gilligan by Hired Spy December 24, 2004

Gilligan 

To fill a hollow coconut with your manjuice and give it to a lady friend (or not friend. either works), passing it off as coconut milk.
Guy: I totally Gilligan'd this chick last night. She drank it all and didn't notice the difference.
Gilligan by lolololololololololwtf February 19, 2008

GILLIGAN 

REFERS TO AN OVERSIZED CLITORIS OR HUGE CLIT. RESEMBLES A PENIS BUT SMALLER IN SIZE. IT CAN SOMETIMES BE A FEW INCHES IN LENGTH AS WELL AS DIAMETER. THE NAME GILLIGAN COMES FROM THE SHOW GILLIGAN'S ISLAND WHERE GILLIGAN WAS A CREW MAN ON A SHIP THE S.S. MINNOW AND A REFERENCE FROM THE BOX OFFICE HIT RUSH HOUR 2 WHERE DETECTIVE CARTER REFERS TO A SHIP AS THE S.S. MINNOW JOHNSON. THE BIG CLIT IS SOMETIMES REFERRED TO AS A MINI JOHNSON THEREIN LIES THE CONNECTION.
I FINALLY HOOKED UP WITH LISA AND SHE HAS A GILLIGAN...FOR A SECOND I THOUGHT SHE WAS A DUDE!
GILLIGAN by DR. BLAQ July 20, 2010

gilligan 

Someone named Chris James.
See homo, chris james
Why is gilligan being such a moron?
'Cause he's Chris James! Duh!
gilligan by omegabyte December 8, 2004

Gilligan 

A form of the time honored "sneak attack" where the subject floats 4 or 5 pieces or toilet paper in toilet, then skillfully drops a shit log on top of the paper. The resulting "turd raft" resembles Gilligan stranded on his island. The work of art is then left for next unsuspecting co-worker or roommate to find.

Preferably performed in an corporate office environment.
David was shocked and awed when he lifted the toilet lid and saw the perfectly executed Gilligan.
Gilligan by Aliso December 28, 2006

Gilligan 

A more socially acceptable name for someone with moderate or severe mental or physical disabilities than its predecessor 'Spastic'.
"See that dickhead from Western Australia who keeps getting butthurt over internet trolls? What a fucking Gilligan"

spastic retard moron dickhead butthurt
Gilligan by SMA78 September 22, 2014