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To experience a video game by watching someone else play it, as opposed to playing it directly.
“damn I want to play Half-Life Alyx so much but I’ll never be able to afford a headset”
“have you considered just smailing it”
smailing by Pomi108 November 18, 2025

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."

Smiling Bob 

Noun
Pronunciation: Smile-ing Bob

An erect penis in an inappropriate context
Guy 1: Shit, I was smiling bob throughout the entire sermon today in church.
Guy 2: Oh man, me too! I was smiling bob all while watching Barney when I had to babysit last night!
Smiling Bob by psycholilbunny July 9, 2010

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

One Hundred Million Smiling Little Ones 

Cum, Spoof whatever you people call it...
Potentail babies usually stopped with a latex implement called a condom
One Hundred Million Smiling Little Ones blinking at me from their latex prison...

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
More from Urban Dictionary
NYC people who migrate north to Quahog, RI to see the leaves in the fall.
New York and everyone from there can fornicate themselves with an iron stick.
leafers by ss++ February 8, 2005
Word of the Day on September 27, 2026

Respectfully 

Precedes or follows either a gratuitously disrespectful or honest remark, originated in New York City. Used in similar fashion to "no offense" or "to be honest," interchangeably.
Ya mans is wild buns, respectfully. Respectfully he's washed.

After school, The Modells on Jamaica Ave was active. Respectfully.
Respectfully by john quan the first December 20, 2020
Word of the Day on September 26, 2026

You met me at a very Chinese time in my life

A moment in time where you feel distinctly Chinese over all other things.
Dante: "I wish I could be Nigerian, but I can't because I'm Chinese. You met me at a very Chinese time in my life."
Word of the Day on September 25, 2026
Adjective. Used to describe persons who have adjusted or altered their lifestyle for environmental reasons. Crunchy persons tend to be politically strongly left-leaning and may be additionally but not exclusively categorized as vegetarians, vegans, eco-tarians, conservationists, environmentalists, neo-hippies, tree huggers, nature enthusiasts, etc.

Also used to describe establishments where alternative foods and products are sold, i.e. natural food stores.

Modified derivative of granola.
"I need more crunchy guys in my life. I'm so tired of dating preppy metrosexual assholes."

"I'm heading out to the crunchy store to pick up some fair trade chocolate and tea tree oil, do you need anything?"
crunchy by EBC July 11, 2007
Word of the Day on September 24, 2026
A group of people, typically women, searching through someone’s digital footprint in order to find more information about that person.
Susie wasn’t sure if her new Hinge match was a creep, so she assembled Galantir and they found out he used to post slurs on gaming forums.
Galantir by Ge-sus September 22, 2026
Word of the Day on September 23, 2026
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