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."
"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."
by kid1234 October 28, 2009
Get the Chillsesh mug.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."
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."
by TheChillestDude February 1, 2015
Get the chillest mug.Really cool. Can be used in exchange for the Bostonian slang word 'wicked', meaning very or very cool.
by Alicia V. September 12, 2003
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Get the chillfest mug.Seth “ayo bro you tryna link with those girls tonight”
Josh “nah I already ran through that whole friend group”
Seth “damn you are chilless bro”
Josh “nah I already ran through that whole friend group”
Seth “damn you are chilless bro”
by Anonymous1946373 March 22, 2022
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