A somewhat new-ish (yet very common) stereotype that developed in the London/Kent/Essex/Hertfordshire area in England, and is now spreading to many other area's of the country.

- All prettyboy clothes are expensive, and are usually from shops such as Topman and River Island.
- Tight, girly-coloured (pink, yellow, etc) t-shirts that are of no readily identifiable brand and usually have some kind of scrawled pattern or design on the front. No more than 2 layers of clothing can be worn at any time, even in the winter.
- Tight, plain, expensive jeans.
- Trainers, usually white and in girly colours.
- Gelled (but more commonly waxed now a days) hair, sometimes with highlights. Grown quite long.
- Socialise only with other prettyboys/girls.
- Never participate in violence, but love gossiping when fights do erupt, and talking about "what they would have done" in an effort to show masculinity to their girl friends.
- Wear moderate amounts of jewellary.
- Do not go out much. Spend as little time on the streets as possible, as they realise they are a vulnerable target for muggings and random violence.
- Prettyboys are usually friendly, but can come across as irritating, and cocky.
- Prettyboys are usually very wealthy, but can come from a range of social backgrounds. Some prettyboys are ex-rudeboys who see the rudeboy culture as immature.
- Most are popular with girls, as prettyboys dress specifically to appeal to women.
- Follow a strict social strucutre religously. They think they "have a place" in their school/college, and know who they can "talk down to" and who to "suck up to."
- Most will claim they listen to a mix of R&B, hiphop and rock, but really just listen to whatever is in the charts at the moment.

Personally I find prettyboys the scum of the earth, due to their narrow-minded lifestyle and a life amibition to go out with the "buffest" girl in their school.

They like to argue that all groups "follow" each other.
This is not true, and is a weak defense.
Some prettyboys actively admit they wear what the most popular people are wearing. Correct, rudeboys, grungers, etc DO have a sense of style that they stick to, but it is nowhere near as single-minded as the prettboy style.
Don't pretend you don't understand what I just said either... its obvious and you know it!
normal man : "we started on some prettyboys at a house party last night. they shit themselves"

person 1 : "what's your friend like?"
person 2 : "he's a prettyboy"
person 1 : "what a loser"

rudeboy : "*kiss teeth* see dem prettyboys over dere blud..set me da shank init, mans gona jack dem up standard"
by EL June 18, 2006
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A good looking teenage boy, not necessarily built. Usually has a
naturally clean cut appearance, dresses well (mainly prep gear), and is very aware of his hair, skin, etc. Constantly looks in the mirror to look perfect from head to
toe. You could usually tell who has the pretty boy look (school, mall, etc.). Some are popular, which is why pretty boys are cautious of their image as to satisfy themselves while not
necessarily impressing others, although pretty boys are checked out ocassionally by girls, and well, boys too (in reference to attractiveness, or envy). Always wanting to look good does affect ones personality, as most may come off as prissy, stuck up, annoying, or definately conceited. Some however are outgoing and friendly (the ones who are aware both physically and socially).
I would know, since I consider myself a pretty boy!
by Kenny January 29, 2005
A male of any sexual orientation possessing fine features, e.g., high, prominent cheek-bones, full lips, long eyelashes, etc., that may be appealing to both sexes.

Often also used to describe a male who pampers himself appearance-wise.
Sally loves pretty boys. She bought The Outsiders on DVD just for Rob Lowe.
by Shorah May 15, 2006
A boy who dresses well. He doesn't need to be stuck up however alot of them are. He takes care of himself. He can be cocky and always looking in the mirror or he can just simply know how to dress.
Usher is a pretty boy.
by Kendra December 05, 2004
A young man who is in touch with himself and takes care of his hygiene. A young man who takes the time to look his best and is presentable. It does not make him homosexual or gay, he is just wanting to look good.
A young man who goes to the store and has to make sure that he is matching and his face is washed and teeth are brushed and clothes have been ironed. This is a Pretty Boy
by D. Thornton October 22, 2006
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
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."
by BumbleBee333 October 04, 2007
(n.) a masculine man who has feminine features(face usually).
He is such a prettyboy.
by spinster January 09, 2004

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