unwed sailor

pretentious, without merit, over the hill.

My God, that is one gnarly 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.

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

by opizza December 3, 2011

Wet Sail

A nautical term for when sailors boat sails would become wet and droop and become useless.

Sometimes used as an insult meaning, useless and/or dumb

Guy 1: That chick is such a wet sail.

Guy 2: Yeah she's pretty stupid.

by plaauqe lele October 10, 2013

douche sailboat

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

"You're a douche sailboat Chad"

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.

by EhNoThanks January 31, 2014

Urban Sail

When a breeze kicks up and your umbrella becomes either uncontrollable, inverts itself in your hands, or flies from your grip.

Synonyms: urban kite, umbrella sail, umbrella kite

"Umbrellas are a pain in the ass. Sure, they protect your head and shoulders from the rain, but the second the slightest breeze kicks up, you suddenly find yourself the unwitting mast for an urban sail that, best case scenario, inverts itself in your hands, and worst case scenario, flies from your grip, whips down the street and spears the Pope in the neck." - Tracy V.

Source: Cracked.com, Tracy V. (Invictus99)

by notfeelingcreative June 4, 2014