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yard sailing 

A phrase used to describe the art of shopping at large numbers of yard sales, garage sales, and estate sales.
"I can't WAIT to go yard sailing this weekend!"

"Yard sailing is my favorite activity of late."

"There's nothing I would rather do than go yard sailing."

swilling 

Drinking a large amount of liquid, at once, or over a period of time.
It was hot as hell yesterday, so we filled a ice chest with Bud Light, dumped in a couple bags of ice and sat under a shady tree...swilling, and telling lies! LOL
swilling by talk2me-JCH2 February 13, 2021

sailing with the captain

To drink large quantities of Captain Morgan's Rum, usually with a group, and hopefully to the point of oblivion.
That girl I hooked up with was so fugly that I had to go sailing with the captain before I could bang her.
sailing with the captain by Robb December 24, 2003

Sky Sailing

Sky Sailing is Adam Young's OLD Pre-Owl City project. It consists of mainly laid-back and acoustic songs. It has recently been released to the public. Any Adam Young / Owl City fans should check this out!
Sky Sailing uses NO AUTO-TUNE! It doesn't sound like Owl City. It's much more beautiful.

Me: Oh, I love Adam Young's project, Sky Sailing. Its so relaxing.

Friend: Oh, I prefer his project, Owl City. The auto-tune makes him sound nice.

Friend 2: I think he sounds PERFECT either way!
Sky Sailing by Smile4Music June 21, 2011

Snailing 

The action of a woman dragging her vaginal area over a surface. Resulting in a residual trail of bodily fluids being left behind.
Ashley: Our boss is a dick!
Lauren: Yea! Im planning on snailing his desk as soon as the asshole leaves!
Snailing by Bertha1548 March 8, 2014

College Sailing 

The only sport on campus where you can compete and travel with members of the opposite sex. Must be adept at hiking out (hooking your feet under straps while hanging your butt over the edge of the boat) in all weather conditions and leaning in (to the bar) after the regattas. Typically a good sport for engineers who like the physics of how boats work and business majors who enjoy the sport's social side. College sailors will learn fun new vocabulary words like croakie, burgee, halyard and roll tack. Many students join college sailing teams for the cool swag.
I joined college sailing so I can travel to regattas, meet preppy guys and party at the yacht club.
College Sailing by Sailing Ace September 6, 2013