Happy, sunny. Something that makes you happy is cheery, and people are cheery when they are in a good mood.

Cheery is an old fashioned term, and is now used primarily in sarcastic comments, where the word "cheery" actually means "depressing."
As in:
"I heard you whistling. You must be in a cheery mood."

Or sarcastically:
"Hearing about that suicide was definitely cheery."
by notanonymous July 3, 2007
Happy, sunny. Something that makes you happy is cheery, and people are cheery when they are in a good mood.

Cheery is an old fashioned term, and is now used primarily in sarcastic comments, where the word "cheery" actually means "depressing."
As in:
"I heard you whistling. You must be in a cheery mood."

Or sarcastically:
"Hearing about that suicide was definitely cheery."
by HarryWinchester November 1, 2007
The proper way to wish someone good intentions on the day of the Resurrection and painted eggs (or, if you're a pagan, the spring ritual of fertilization)
Cheery Easter and a fancy spring dress!

(kinda like)

Merry Christmas and a Happy New Year!

or

Happy Christmas from Hogwart's School of Witchcraft and Wizardry!
by steelman August 17, 2003
When you get tossed off so much that you're banjo string begins to sag
I'm done with hand jobs I'm starting to get a "cheery cowboy"
by Cheery cowboy December 31, 2016
Normal kid: Hey there emo kid

Emo kid: Today I will go outside

Normal Kid: That's a cheery emo *smiles*
by Blane McConnell October 30, 2007
The act of inserting Cheerios into one's anus and then eating them afterwards as a healthy way to start the day.
I was so horny this morning, I gave myself a cheery-diggory.
by Digdigdiggimg February 22, 2016
A person who chronically points out spelling errors and typos in chat rooms and on forums with all seriousness and occasionally in a derogitory manner.
Written: "In sports, I am a cheery picker"
Cheery Picker: "That's supposed to be cherry picker!"
Person who wrote it: "Your a cheery picker, ass."
by Kealiki September 13, 2004