Referring to Jhené Aiko's EP "Sail Out", the phrase means to "Be free, go with the wind, like a sailboat."
"It's really important to sail out when it comes to peace... inner peace especially. You can't help anyone else if you don't have it together yourself."
by Aikooo December 22, 2022
Get the Sail Outmug. by shortanstuff February 6, 2009
Get the smooth sailingmug. The term one "African" uses to explain a certain cellular telephone (one caucasian male/female may call "portable") inside ones pocket mostly the front pocket to avoid unneeded disastrous situations in which the device becomes smothered by bottom sweat and bleu cheese dressing (conveniently located in the rear pocket of most levi jeans)
by pcrisp jcrisp dgrr September 11, 2005
Get the sail fonemug. The sexual act that involves a small person.
If a man inserts his fully-stiffed penis into small person's anus/vagina, he can start to rotate the small person around his penis, thus imitating the act of turning the sailboard wheel - giving him an unique grinding sensual pleasure.
Rotation can be also invoked by slapping the small person really really hard.
If a man inserts his fully-stiffed penis into small person's anus/vagina, he can start to rotate the small person around his penis, thus imitating the act of turning the sailboard wheel - giving him an unique grinding sensual pleasure.
Rotation can be also invoked by slapping the small person really really hard.
Man and his wife fighting: "You bitch, if you were a midget, I'd slap your ugly face so hard, I would be midget sailing till next Tuesday!"
by doublerainbowomg September 7, 2010
Get the midget sailingmug. by De Jay Hemmingston January 18, 2010
Get the Pussy Sailingmug. A rabbit that has been run over on a desert highway and dryed out so much that you can pick it up and throw it like a Frisbee®
by RubberBAnders Too February 5, 2020
Get the sail rabbitmug. by Snake January 16, 2005
Get the Sailing mishapmug.