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Chillsesh 

Short for chill session. Describes any amount of time spent with 1 or more people, although usually not large groups. A chillsesh is typically either last-minute or unofficially planned, and sometimes completely spontaneous. Because of this, a chillsesh can last anywhere from half an hour to several hours.
"Me and Jim were just walking around town and ran into Sarah, so we ended up having a chillsesh for a little while."

"Hey, you doin anything after school?"
"Nah."
"Chillsesh at my house?"
"Sounds good."

"So did you end up hanging out with her?"
"We didn't really hang out. We just had like a one-hour chillsesh, but then she had to go."
Chillsesh by kid1234 October 28, 2009
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chillest 

To be the most chill. The epitome of chill. To be so chill that others around the chillest become chill in his or her wake. It is a great honor to be known as the chillest for others will seek you in times of great distress, your chillest state will save them. The chillest is most noted for the great words of chilldom that comes in the most tasteful of Jaimacan accents being "Fret me not Bruddah/Sistah, everything will be alright" causing great chill and further advancing the world to chilldom. To become the chillest, one must follow the Path of Chill. This can involve the use of the ganja, but it is not necessary. The path towards chillest enlightenment is one of greatness and should be followed by anyone who seeks and enjoys the art of chill.
Jack : "Have you seen Alonso lately?"
Jill : "I have, he is in meditation upon his rock of chilldom. Just before he entered meditation he told me to fret him not, and that everything will be alright"
Jack : "Alonso is truly the chillest"
Jill : "Indeed, I fret him not."
chillest by TheChillestDude February 1, 2015
Really cool. Can be used in exchange for the Bostonian slang word 'wicked', meaning very or very cool.
What are you doing to night?
Havin' sax on the bad.
Chillness.
chillness by Alicia V. September 12, 2003

Chill sesh 

1. n. a session during which one chills with friends

2. n. an album by dj anlog
Yes. I could go for a brief chill sesh.
Chill sesh by anlog October 9, 2010

chillfest 

a bunch of friends hanging out, havin a good time
"hey, Wanna have a chillfest on saturday"
chillfest by jimmayd October 9, 2007

jake chillenhaal 

totally relaxed. Laid back, tranquil.
"Mark, you going out with us?"
"Nah, man. I'm just jake chillenhaal right now."

chillest of the chills 

a perfect state of being high. You're not too high where you can't move nor not high enough.
boy 1: dude marcos how you doing over there? feeling pretty good?
marcos: 4 words my man... chillest of the chills
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