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Chilling Poolside 

Chilling Poolside is essentially the opposite of what it sounds. It is a term used to lure people to join you on the session without deterring them by telling them where you really are - often in a dingy room with a group of mentally disfigured guys on drugs. However dire the situation might seem, good music is often played when one is "Chilling Poolside."
Guy 1 - "Hey man where are you at, haven't seen you since you left the club earlier"
Guy 2 - "Yo, just Chilling Poolside with some cocktails and fly hunnies. Come round."
Guy 1 -"Really? Pretty sure I overheard you guys arguing about whether to get a 3 litre bottle of cider or special brew to take back to your flat. But now I know you're Chilling Poolside I'll be right there."
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Chilling with the hose 

What you can say to your Catholic Asian mom while in your backyard pool with the garden hose
Emily: *holds up hose* “Look mom, I’m chilling with the hose!”
Emily’s mom: *smiles and laughs*
Emily and Ari: *cackles*

Chilling on the Porch 

Word play to describe an act of anal sex for some figures who have been having anal sex like it's their job. To have an anal sex for them is not a "back door" sex anymore, It is Straight Up Front Door, where mainly the Porch is located, Thus, Chilling on the Porch means having Anal sex.
Me: Chilling on the Porch tonight?
Angelina: Yeah baby, I am sick of vaginal sex.!!!
Chilling on the Porch by Twinkiezz December 17, 2008

chilling with yoni 

Under the influence of some type of Narcotic (drug).
Wow! I can't see straight right now I'm chiling with Yoni.
Hey come by my house I'm chilling with Yoni.
chilling with yoni by drdreamer March 26, 2011

chilling with myself 

instead of chilling with you friends, you take the day to just jerk off.
bro #1: "Yo, we hanging out today?" bro #2: "Not today, man. I think ill just be chilling with myself." bro #1: "Okay, tomorrow then."
chilling with myself by arcade guy November 8, 2011

Chilling my balls off 

Chilling so fucking hard that its unreal.
A: Yo dog , 'da fuck you up to son?

B: Dude, I am chilling my fucking balls off, smoking blunts and playing fuckin modern warfare 2 while getting a my dick sucked by an asian girl.

A: In that case I need to start chilling my balls off.
Chilling my balls off by Chillville December 23, 2009

Chilling tale, sibling. 

A variation of the ever so common "cool story, bro" used to express angst or boredom towards a story.
"So yea my mom think it would be better if I brush my teeth 3 times a day, AS IF"

"Chilling tale, sibling."