A male, although not necessarily young, who is aware of and enjoys his attractive qualities and grooms himself to maintain such while paying close attention to face, physical health/fitness and apparel.

Most "pretty boys" possess a high level of self-confidence which borderlines cockiness and arrogance as well as a high sense of self-awareness most consider to be vanity.

While they tend to enjoy making people smile, spending time in front of the mirror and complimenting themselves, most do not like to be called "pretty boy" but, instead, well-groomed or well-maintenanced because the term, used as slang, has also been referenced to homosexuality:

pretty = nice looking (female)
boy = young man

pretty + boy = a boy whose looks resemble that of a female (perhaps in a pink polka-dotted dress)

Preferred terms: Well-groomed, handsome, handsome man, handsome male, well-maintained, well-maintenanced guy
LL Cool J is a pretty boy because he cares about his outer appearance, from head to toe and spends plenty of time in the mirror making sure his face and body look good.

He enjoys smiling, making other people smile and he licks his lips so much it looks like he's doing a commercial for Carmex.
by KLUVATL January 24, 2007
Get the pretty boy mug.
a boy (usually teens to late twenties) who has feminine physical (and sometimes mental) traits, such as long eyelashes, high cheekbones, etc. they are usually very skinny, clean and well groomed, possessing delicate beauty and features that appeal to both sexes.
girl: ahhh, im in love with that pretty boy!
boy : *jealous* ughhh,, hes probably gay, just forgot about him. date ME !!!
girl : ... weirdo....
boy : maybe i should be pretty too -_-"
by mi_kyoung April 8, 2011
Get the pretty boy mug.
if your name is bradley simpson and you’re a member of the vamps then you’re a pretty boy
by bethyyy July 15, 2022
Get the pretty boy mug.
a guy (doesn't have to be young) who cares about his appearance, looks, and image. he might wear expensive clothes, jewlery, or style his hair. basically he wants to look good as much as possible.

IS NOT A METROSEXUAL. two different things. a metrosexual is related to embracing the gay culture. a pretty boy would punch you in the face if you said anything like that to him and might even hate gay men.
pretty boys: jonny depp, vin diesel, timberlake, will smith
by somone February 25, 2005
Get the pretty boy mug.
There is a fine line between metrosexual and straight, and that is pretty boy.

Some pretty boy characteristics:
Gells hair
Wears clothes from Abercrombie & Bitch, Hollister, AE
Ripped jeans
Polos, sometimes with the collar popped
Isn't in sports so he won't hurt is precious body
Usually skinny
Tight necklaces
Douchebag
Look at that damn pretty boy!
by f00k dat November 30, 2006
Get the pretty boy mug.