Smiley Frown 

A term meaning someone who is normally thought to be happy but actually very sad.

Man have you heard about jd killing himself?
Yeah he had a real smiley frown.

Smiley Frown by TheComikComedian June 29, 2020

frown smile 

the type of smile that is shaped like a frown but is obviously a smile. shown as a curling in the lips while over exaggerating a frown. either used as a visual, "touche" or an expression of contempt. sometimes accentuated with a raised eyebrow and/or a slight elevation to one side of the mouth or the other.

fryle

... and i could totally tell she wrecked her car just to impress me.
well what did you do next brah?

i totally flashed her a rowdy frown smile man what else?\
RAD!

frown smile by feminausea173 April 8, 2010

frown smiler 

Someone who frown-smiles. They either do so because 1) they are not confident enough to smile, or 2) they want to create the impression of modesty and ingenuousness. This latter reason is usually a means to a particular end, for instance frown smiling in order to convince an audience of a statement or belief.

Why does Butthead such a frown smiler?

Devlyn Steele is totally trying to get into our heads with that frown smile.

frown smiler by LAAson April 24, 2008