Hot or Not: Preppy Guys

Style can be an important factor when it comes to sex appeal. Let’s say that Layton Draper—your current pick for sexiest man of the moment—walked past you on the street. He’s looking all disheveled, wearing a giant t-shirt that hides his form and baggy paint-stained jeans. Would you even bother to take a second glance?

Well, probably. He’s sexy enough to pull off that whole “Home Depot on a Sunday morning, hungover after spending the night with Ke$ha in a dumpster” look… That said, most of us aren’t Layton Draper. We have to dress to impress, or at least dress to give people boners. Some of us even style ourselves as if we don’t give a fuck, in order to attract people who are drawn to men who don’t give a fuck. Fashion is hard!

But I digress. Today’s post is about whether or not you find preppy guys attractive. Do you get your fap on to old J. Crew catalogues? Does your taint twitch at the mere mention of “Nantucket Red”? Feel free to leave a comment with your thoughts. Or, I don’t know, you could be a total jerk (during my birthday month) and not leave a comment. The choice is up to you, my friend.

– Dewitt

Photo credit: Badpuppy

To watch Damien Dreik take off all his preppy clothes, follow the JUMP:

38 thoughts on “Hot or Not: Preppy Guys

  1. Ohmygod, YES!  A preppy, clean-cut guy with boat shoes and muscles bulging out of a too-tight polo shirt gets me hard every time!  Something about that mix of athleticism and money and confidence and all-American clean-cut good looks…  I love to go shopping for guys–er, clothes–at Banana Republic and Vineyard Vines!  

  2. maybe if u guys put more effort into the blog posts like it used to be, you would more comments dewitt honey. This blog used to be so divese. Here are a few tips – the kid whose parents say he wants to change genders, the kid is only ten, but they bought him a wig and changed his status at the school, article was in the dailymail. Also you could try asking a question about fat men and their feeders i know theres a whole group of straight men who get turned on by feeding their women until they are obese is their a gay equivalent. Also a topic on dating men with kids, kids had b4 they came out obviously etc.

  3. oh yes…and I have to agree with Jr on this, this guy may be trying to look preppy, but he’s just not pulling it off. He’s cute though.

  4. It’s a color–a faded red or dark salmon, really–that has become popular in men’s shorts and pants at Vineyard Vines, J Crew, etc.  It’s named for the island of Nantucket off Martha’s Vineyard in Massachusetts (where the Vineyard of “VV” comes from, btw).  It an extreme example of uber-preppy clothing.

  5. Disappointing! This boy looks like he grew up in a trailer park/seveneEleven/roadhouse toilet, not a country club/ski resort/yacht/orthadontist office.

    Merely putting him in Gap does Not make preppy. There are So many models who could carry this theme off..

    sigh

  6. Very hot.  I grew up in the late 90’s, and the beginning of the “Abercrombie” era. When Structure was still a store.  That look has been burned into my psyche and is ALWAYS the fastest way to my pants.

  7. The model above is  cute with a very FUCKABLE ass  but I have 2 agree that his attempt 2 look preppy  is not working 4 him and yes the preppy look is way ” HARD “on my boner scale  ……. 

  8. ewe…he went commando? oh my god! he’s fingering himself? thats just gross! i want to be like austin powers and say, unibrow!!!
    some guys have the preppy look down and unfortunately this guy dont. ugh!
    If  I have to be nice, I’d have to say that he has very HOT FEET!

  9. First off I enjoy starting to read a post and then realizing it’s Dewitt posting, because he says I digress. That brings a smile to my face. Now as for preppy boys. I’m all hands on dick. I mean deck, and is anyone with me when I say the first picture of this delicious man kind if looks like Josh Hartnett?

  10. everything about this one is hot….except those nasty tiny little shorts. HUGE BONER BREAKER!

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