What preppy guys wear

[prepstudinsc]

Prepky beat me to the punch, but it's a well known fact that preppy guys never wear briefs. We only wear boxers, and they will always be some sort of name brand. MY preference are Polo, Brooks Brothers, Burberry (I buy them a size larger for the added room), Vineyard Vines (a cool brand from Martha's Vineyard). I like wild colors and patterns on my boxers.

 

[SmoothNicky]

It probably changes with age but speaking based on what I see in my locker room at a real live prep school its a mix of boxers and boxer briefs with a leaning towards boxer briefs for those on teams or who work out regularly.

Boxers were more far more common until this year. But that might just be a fad here.

 

[Sam1070]

I love the preppie look, and my favorite store is Brooks Brothers.

 

[D_Herin_Ghan]

I'll tell you exactly what preps wear:

Popped collar polo shirts,
Abercrombie track jackets,
lucky jeans,
dress shirt open with a t-shirt underneath showing off their GUT since no preps have six packs (known fact),
cheesy gold chain.
blow out,
cheesy ass glasses,
CK underwear.

To sum up prep....materialistic teenie boppers.

I'll leave you with this quote from Fight Club to mull over..

Tyler Durden: Murder, crime, poverty, these things don't concern me. What concerns me are celebrity magazines, television with 500 channels, some guy's name on my underwear. Rogaine, Viagra, Olestra.
Narrator: Martha Stewart.
Tyler Durden: Fuck Martha Stewart. Martha's polishing the brass on the Titanic. It's all going down, man. So fuck off with your sofa units and Strinne green stripe patterns.

 

[Trev.]

Im preppy i wear thongs from N2N or Ergowear.com they are the best but if not i go commando when its warm outside BUT what i need help with is fucking putting on a cockrig i find it so hard to put it on or i just might have the wrong size but the ring looks pretty big any help would be awesome.

What kind is it? What size? I find it's better to use the leather ones with the snaps if you're trying to get used to it. At least that's the kind I got when I first started wearing them. Although, if it won't fit, it just might be too small.

 

[BBB2.5]

What kind is it? What size? I find it's better to use the leather ones with the snaps if you're trying to get used to it. At least that's the kind I got when I first started wearing them. Although, if it won't fit, it just might be too small.

Sorry this should have posted on Gramirez post. :redface:

More that likely your ring is to small. Most guys can wear a 2" ring. Is your ring metal? I would go buy one of those rubber ones. They are more comfortable and have some give when wearing them. Your ring should fit snuggly. It should never be tight. You may have to try different sizes to determine which size is best for you. A cheap way of deciding the correct size. Go to your local Arts and Craft store. They usually sale little metal rings of various sizes. Pick up several different sizes and go home and check them out. Once you find "your" size you can then buy the more expensive rings.

Ok...I have a question. Do you know how to put on a cock ring..the proper way? Proper way as follows.

1) Put one ball through the ring. Then pull some of
the ball sac through as well.
2) Pull or push slightly the ball through the ring.
this can be tricky. Sometimes it helps to lightly
squeeze just above the ball as it is going through
the ring. kind of pushing and squeezing at the same
time.
3) once both ball are through pull them tightly.
Making sure they are snug.
4) Now you can push the head of you dick through the
opening that is left. Go slow, and ease the head
through.
5) Pull all the penis through till the ring rest snuggly
against your pelvic area. Now pull all three together
one last time. You should be ready to go.

That my friend is the proper way of putting on a cock ring.

Being that you are still young. All this pushing and pulling may cause you to become erect. If this happens then stop. Never try to put a ring on while in a aroused state.

I hope this will help.
:tongue:





​

 

[prepstudinsc]

I'll tell you exactly what preps wear:

Popped collar polo shirts,
Abercrombie track jackets,
lucky jeans,
dress shirt open with a t-shirt underneath showing off their GUT since no preps have six packs (known fact),
cheesy gold chain.
blow out,
cheesy ass glasses,
CK underwear.

To sum up prep....materialistic teenie boppers.

I'll leave you with this quote from Fight Club to mull over..

Tyler Durden: Murder, crime, poverty, these things don't concern me. What concerns me are celebrity magazines, television with 500 channels, some guy's name on my underwear. Rogaine, Viagra, Olestra.
Narrator: Martha Stewart.
Tyler Durden: Fuck Martha Stewart. Martha's polishing the brass on the Titanic. It's all going down, man. So fuck off with your sofa units and Strinne green stripe patterns.

Oh there is so much that you don't understand... Abercrombie & Fitch was a store with a long history before it got sold several times and is now owned by the same company that owns IIRC The Limited, and changed the whole concept of the store. In the old days, it was an outerwear store catering to hunting, fishing, etc., in a L. L. Bean or Orvis sort of way. It wasn't a hip store with techno music blaring selling cargo shorts and hoodies to 15 year olds. The whole concept of prep has nothing to do with materialism. It's a lifestyle. People may have the finer things because they can afford them, but it's totally not about flaunting them. That is Nouveau Riche, which is contradictory to the Preppy way of living, which is understated elegance, and often leans towards simple and shabby. It's the old money way of doing things. There is no need to show off because the money has been there, it's going to be there. New money feels the need to flash the wads of money around, hence flashy pimped out cars, men with lots of jewelery, tacky clothes, blah, blah, blah. Stuff you'll never find on a real preppy person.
In a home, you'll find lots of antique furniture nothing new with shiny finishes bought at Rooms To Go. It may look dated, the chairs may be lumpy and uncomfortable, but it serves a purpose. Nouveau people go out and are constantly buying new stuff because they can.

That's the difference between Preppy families and non-Preppy families.
It's waaaay more than a popped collar and Abercrombie.

 

[Altairion]

I hate to ruin your view man, but where I'm at anyone I call a preppy (just about everyone in a frat/sorority on campus...and we have one of the biggest greek campuses in the nation) wears A&F and every trendy thing they can get their hands on. They also tend to think they're better than everyone else because they "fit in". meh.

Anyway, I'm not a preppy, but I lean towards looking nice most of the time at least. My regular choices are boxers or boxer briefs...no brand preference b/c I don't see the need to buy anything beyond what feels comfortable.

 

[deleted3782]

My best friend at prep school was a preppy. He vacationed each summer with his family on Nantucket, they lived in a 32-room house that dated to 1732 on 600 acres with the Brandywine River running through it and had steeple chases in their fields, He drove a sensible car, had loafers with a pennies in them, wore shoelaces with pink cows on them and a belt to match, and boxers with big bizarre prints. He would never be caught dead in Abercrombie, but was a fan of Brooks Bros and especially LL Bean. No popped collars, no cheese, no jewelry whatsoever. RayBan sunglasses were as glitzy as he could take.

...and relating this back to lpsg...he had an average size weenie that I liked very very much. heh

 

[afleitch]

I'm 'preppy', well the Scottish equivalent anyway and I tend to wear Calvin Klein. I don't think there is really a certain 'style' people like me go for.

 

[hung9mike]

I hate to ruin your view man, but where I'm at anyone I call a preppy (just about everyone in a frat/sorority on campus...and we have one of the biggest greek campuses in the nation) wears A&F and every trendy thing they can get their hands on.

Hey, Altairion, unless you're in school on the East Coast, you may have never seen the real preppy look. Preppy isn't some generic clean-cut Generation Y look: it's very traditional, very defined, and it's been around for a long, long time. Prepstudinsc has it right: it's not about being trendy, in fact, it's the opposite of trendy. This is because the environment from which the look comes is very tradition-bound and hence resistant to change. It's been a while since I was in that environment (I was in college at one of the preppiest universities on the planet when the Official Preppy Handbook came out) but I suspect that the students there now dress pretty much like I did then.

For the record: I wore briefs then, boxer briefs now, but I believe boxers would be the underwear of choice for the preppy.

Also, back me up on this one, prepstudinsc: No socks.

 

[prepstudinsc]

LOL Hung9Mike...that's right, no socks, ever. Well, maybe sometimes--like to church or the office, but aside from "dress" occasions, no socks. I rarely wear socks, even on cold days. Loafers, white bucks, etc. are de rigeur with no socks.

 

[art]

Which underwear type do you think preppy guys prefer.

Traditionally, boxers. Oversized, baggy, boxers, that nearly fall off your hips. ONLY boxers, ONLY made from 100 percent cotton. White, or in incredibly ugly patterns.

I prepped at a trad school, and then took a degree from Prep U 30 years ago. The Rebel Preps then could be spotted because they wore briefs, Midways, or went commando. But their underwear (Indeed, all clothing that might touch your skin) was still all-cotton, and preferably wrinkled.

And when you dropped trou, your underwear, if you had any, didn't have anybody else's name on the waistband.

 

[hung9mike]

But their underwear (Indeed, all clothing that might touch your skin) was still all-cotton, and preferably wrinkled.

LOL, that's absolutely right. :smile:

 

[prepstudinsc]

Traditionally, boxers. Oversized, baggy, boxers, that nearly fall off your hips. ONLY boxers, ONLY made from 100 percent cotton. White, or in incredibly ugly patterns.

I prepped at a trad school, and then took a degree from Prep U 30 years ago. The Rebel Preps then could be spotted because they wore briefs, Midways, or went commando. But their underwear (Indeed, all clothing that might touch your skin) was still all-cotton, and preferably wrinkled.

And when you dropped trou, your underwear, if you had any, didn't have anybody else's name on the waistband.

Incredibly ugly patterns? Just because we favor loud, obnoxious colors and patterns doesn't make them ugly :tongue: I just bought a pair a couple of weeks ago that are bright pink with lemons and limes all over them. Wild, you might say, but quite fun. I also have a fun pair of navy blue ones with bright green palm trees.

 

[D_Cleught Clitickler]

so do preppys basically wish they were English?

 

[hung10.5X6]

Figure I should interveen before we went to much off on the people who go to prep schools topic. That's not really what I ment.

What I ment was people who dress preppy. You know t-shirts under button down shirts. Khaki pants, Jeans with holes in them. Etc.

You know Abercrombie, Hollister, Etc.

 

[prepstudinsc]

Abercrombie, Hollister, etc. are a fad, they aren't preppy, nor are they ever going to be. People who shop in those stores couldn't be preppy if they tried. What type of underwear they wear is like asking "what color hair does someone from Chicago have?" If you want to know what kind of underwear a real preppy person wears, we've answered it a hundred times here already. If you want to know what a knock-off, wannabe prep wears, well...there's no way to tell except by asking or by seeing when he takes his pants off. The variety is going to be as varied as the stores in any vile suburban mall occupied by the teeny-boppers who shop at those stores and then go buy pretzels and lemonade at the food court.

 

[Stroke Of Luck]

Oh there is so much that you don't understand... Abercrombie & Fitch was a store with a long history before it got sold several times and is now owned by the same company that owns IIRC The Limited, and changed the whole concept of the store. In the old days, it was an outerwear store catering to hunting, fishing, etc., in a L. L. Bean or Orvis sort of way. It wasn't a hip store with techno music blaring selling cargo shorts and hoodies to 15 year olds.





This is such a funny thread! But I'm so glad you mentioned this! Most of my grandfather's clothes were A&F. Most people my age have no idea that A&F has been around for ages and used to be a purveyor of fine sportswear for men - they only know it as a place that sells $45 t-shirts.

 

[2322]

I too, must confess, am a genuine prep having attended an east coast boarding school, as did my mother and father, family came over on Mayflower, belong to three clubs (including a London gentlemen's club), play squash, court tennis, can ride English though I can't stand horses, and am soon to be a proud member of the SAR. It's awful.

I fondly remember my first pair of aviators with the wire overear backs (so that when looking down over the stern of the yacht to make sure a line hadn't fouled the prop, your sunglasses wouldn't slide off your face). Having just turned 40 I gave myself a present of Gucci loafers, about the only Italian designer a prep would be caught dead wearing and even then only the horsebit loafers. As Lisa says, "definitely post-collegiate." I love to summer in Bermuda though mourn the passing of the two great prep meccas there, Trimmingham's and Smith's (Scottish Shop is gone too), where one could buy real Bermuda shorts which I wear every summer. I barely remember the great A&F as it was when one could go there and be outfitted for safari, and Best & Co. is too far behind my day.

I enjoy these things because they connect me with the culture I was brought-up in but I don't follow it slavishly like, "...an Aryan from Darien with braces on [his] brains." I usually wear jeans and sneakers (with socks), and polo shirts though the collars these days are too wide to stand-up as well as the RL polos used to back when I did it. I've mastered floating between the worlds of everyone else and the capital E East Coast establishment. I wear what I please when I please but enjoy looking good when the occasion calls for it. However.... I still buy full-cut Oxford boxers from Brooks Brothers and wear them all the time. I switched from tighty whiteys at 13 and am glad I did. Boxers feel so much better. Oxford is a great cloth for underwear.

Have to agree on the cloth thing. I won't begin to wear polyester of any sort but a bit of nylon in the socks and underwear band to keep them springy. My great love is linen however one of the great joys of being a prep is getting to wear seersucker suits in summer while everyone else is roasting in wool. Another great joy is getting to wear pink. In the prep world pink is a man's color and it looks great; prep women almost never wear it unless it's a cardigan or a hairband. It can't be just any pink either. Grab a Brooks or Press Oxford shirt in pink and you'll know the exact pink. Preps dress for comfort. Sack suits, full-cut shirts, plain-front trousers, and all-natural fibers. The key to prep is simple: Follow just a few rules and you'll always be properly dressed and comfortable.-- except in a tux; they're just plain uncomfortable no matter what you do but a plaid tie/cummerbund set in an ancestral tartan or substituting a smoking jacket (yep, it's "correct") helps add a bit of personal style to alleviate the discomfort.

Prep is not entirely trad either. There's more of a, "go to hell, if you don't like it attitude", and a few social rules.

For our British friends over the pond, simple analogy: Preppie = Sloane Ranger.