unwed sailor 

pretentious, without merit, over the hill.

My God, that is one gnarly Unwed Sailor!

unwed sailor by slayerofthepoon October 20, 2008

silicone sailor 

(n) 1. a woman with breast implants that goes thru boyfriends, looking for love, like a sailor goes thru rum on an all night binge. Usually due to a complex matrix of self-confidence, immaturity, promiscuity, and daddy issues.

-OMG, did you hear about (name)?

she cheated on her boyfriend.

--Again?! She kept sayin to me that this is the one.

- I know, right. They were together for like ever.

She changed after the operation.

-Ya, she's such a silicone sailor.

silicone sailor by Azn_707 February 6, 2010

Goopy Sailor 

A confused and crazy person. Often thinks things that arent true.

Sure you are better than me at racing games odukey, you goopy sailor

Goopy Sailor by opizza December 3, 2011

douche sailboat 

Exceeding the limits of being a douche canoe but not douche yacht level quite yet.

"You're a douche sailboat Chad"

douche sailboat by israinpee January 23, 2014

nut sailor

1. A term used to describe a promiscuous sort-of-friend or acquaintance.
2. A seasoned lady of the night.

Rita: Did you hear what happened to Sally last night?

Marco: Yeah, she was hanging out with that one guy and ended up going home with him.
Rita: She's such a nut sailor, she did that two nights ago, too with some other guy.

nut sailor by EhNoThanks January 31, 2014

Rockstar Sailor 

Someone who races sailboats exceptionally well consistently. Someone who usually jumps on the boat last minute and goes. Rockstar sailors are wanted by everyone to go race on their boat. He or she usually doesn't own their own boat. They are well known by fellow competitors.

That guys Rockstar sailor status! After staying up all night out drinking the other teams under the table and dancing with their girlfriends, he strolls down the dock late with a beer in his hand, his crew waiting on him and finishes 1st in his race.

Rockstar Sailor by Rockstar sailo August 8, 2014

angry sailor

When a man walks into a mens shower room and yells the word look,then,makes an angry face and frowns while twisting his waist causing his penis to flap side to side

Tommy was dared to do the angry sailor after the ball game

angry sailor by tommyasshley February 21, 2015