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Chill ass 

an area where a high level of fun or entertainment is taking place
The Roskovich house is chill ass
Chill ass by Anonymous April 10, 2003

Chill Ass Nigga

A guy who fucks multiple bitches on the reg, is chill as fuck all the time, is smarter than all the people around him, knows how much better he is than just about everyone else, and is not a black person. Everyone loves him; he's the best. People only hate him because the want to be him. It's simple: there's nothing better than a chill ass nigga.
Guy: "Why are we so awesome?"
Other Guy: "It's cause we're chill ass niggas, man."
Guy: "We fuck so many bitches."

chill ass dome

The type of blowjob that's just extremely chill. One of the best kinds of dome there is.
Obviously, Damon got some chill ass dome off his chick last night while they were watching "You've Got Mail."
chill ass dome by brian dogood April 21, 2008

ass chili 

much like turtle soup but darker and finer chucks of debris, accompanied by a burning bung hole. Usually produced after a heavy night of eating 7-11 food and drinking.
Dam where's the Prep-H? I just made some serious Ass Chili.
ass chili by J.F. February 12, 2003
When you have got the celiac disease, but you are chill with the fact you cannot have all of the delicious bread.
Estelle has the chilliacs so we can't order pizza.
chilliacs by Annagarz September 6, 2017

chillissimo 

1. (Adj.) The state of being extremely chill, as an American, anywhere in Italy. Ironically without “correct” pronunciation; awkward for both Italian or English native speakers.

2. (subdef.) specifically re: chill things that are also subjectively not chill, yet in assertion of their chill-ness in the face of someone else’s judgement there against.
>> rides up and down funiculara

Chillissimo

>> climbs via ferrata
Chillissimo

>> drinks aperol on beach in Sicily at the wrong bar surrounded by guys in suits

Chillissimo

>> Conan O’Brien shouting “tagliatelle” at strangers on the street as Jordan Schlansky tells him stop doing that, it’s offensive
Chillissimo (for Conan)
Not chillissimo (for Schlansky.)

>> some random Brit (neither American nor chill) vandalizes Roman archaeology

Not chillissimo

>> I’m chillin hard
Sto chillissimo

>> we’re chillin hard
Stiamo chillissimo

>> takes espresso shot like tequila
Zero chillissimo