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Not to be mistaken for a metrosexual who generally spends a lot of time on his appearance. Although a pretty boy may spend time on his appearance he generally was always pretty - soft featured and more feminine in looks rather than having a square face and chiseled features, usually has a round or oval face. Sometimes androgenous in looks.
Pretty boy usually relates to the hair and face as it does in relation to a girl being pretty.
Hey you're such a pretty boy, you're so pretty P R E TT Y!
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A boy who cares about how he looks, spends hella money on his clothing and accessories, such as sunglasses. Mostly wears clothes from Abercrombie and Fitch...Hollister...SKIN Industries...Famous Stars and Straps...and American Eagle. Usually Very VERY attractive. Likes flirting with the ladies...or men if he's gay... carries a comb in his pocket.. shows up late to class just so everyone notices him when he comes in the room.
Girl: "Oh LORD! Marshall is SO DAMN HOT!"
Boy: "Fuck him. He's just a stuck up pretty boy"
Girl: "Who gives a damn? I'm in love..."
Boy: "Whatever."
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“Pretty boy I hope you didn’t mess up that face too bad you know it’s your best asset.”
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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.
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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 -_-"
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