Monthly Archives: September 2012

Absolutely embarassing

The US blows a “can’t lose” Ryder Cup to the Europeans. Way to finish, boys!

I haven’t seen Moet bottles that big this side of The Rich Kids of Instagram.

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Harvard screens “The Prep School Negro”


At a screening of the documentary “The Prep School Negro” on Wednesday night, students, faculty members, and the film’s director Andre Robert Lee discussed the questions of what is gained and what is sacrificed by life inside the elite ivory tower.

Lee, who grew up in poverty in Philadelphia, based the film on his own disorienting high school experiences after receiving a full scholarship to Germantown Friends School, one of the most prestigious preparatory schools in the country.

“Though my tuition was covered, I still paid a great cost,” Lee said.

It looks like a pretty interesting movie. I will be really surprised if this doesn’t get shown at our school and many other prep schools.

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Filed under Film & TV, Prep School Life

Milton Academy sophomore helps Mustangs give opponents the boot

Milton Academy’s Justin Yoon, ’15


MILTON — Milton Academy sophomore Justin Yoon wasn’t surprised when the coaching staff called on him for the fourth time to attempt a field goal in last Saturday’s game against Lawrence Academy.

When Yoon trotted onto the field in the third quarter and noticed the spot, he was taken aback. He was being asked to kick a 53-yard field goal to extend his team’s 17-14 lead. Yoon had already connected from 37, 46 and 42.

But 53 yards?

“He was just having a great day, that was pretty clear,” said Milton Academy coach Kevin Macdonald. “His last field goal cleared it pretty easily. I thought if he could get it off, he would be fine.”

Yoon was more than fine. He split the uprights for the fourth time in the game as the Mustangs went on to take a 27-21 victory in the Independent School League opener.

ISL football is pretty wide open this year. Should be fun to see M/A play Nobles. Doesn’t everyone in the I.S.L. pretty much root against Nobles?

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Filed under Football, Prep School Life

And the celebrity prep school grad of the week is…


…Lana Del Rey of the Kent School.

Who is Lana Del Rey? I asked myself the same question because I  am probably not her demographic. I’m a prep, not a hipster. I watched a few of her videos and she has a decent voice. Kind of an American Amy Winehouse, but a lot less dead.

Del Rey went to the Kent School in CT at age 14 because her parents wanted her to quit drinking. From her GQ article:

While dispelling rumours of her past put to her by the interviewer, Del Rey revealed that her parents sent her to Kent school, a strict boarding school in Connecticut, at the age of 14 to help kick her drinking habit.

She said: “I was a big drinker at the time. I would drink every day. I would drink alone. I thought the whole concept was so f-ing cool. A great deal of what I wrote on ‘Born To Die’ is about these wilderness years.

“My parents were worried, I was worried. I knew it was a problem when I liked it more than I liked doing anything else. I was like, ‘I’m f-ed. I am totally f-ed’.”

This is definitely the first time I heard of someone whose parents sent them to boarding school and expected them to quit drinking.

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Filed under Music, Prep School Life

Local Rapper

Here’s a senior straight out of Boston. Goes to school in Wellesley (preppiest town in the Greater Boston area). Peep this link to see his whole mixtape. The best songs are “Another Number” and “What’s the deal”. Support this man.

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Prep School Game of the Week: Roxbury Latin vs. Brooks

For any New England preps who are around Boston tonight, you should add this game onto your list of to-dos tonight.

Roxbury Latin squares off against the Brooks School @ Catholic Memorial under the lights @ 7pm.

Roxbury Latin is the ISL favorite this season led by senior QB and BC commit, Mackay Lowrie.

Check out some film from previous seasons below.

Old school:

vs. New School


All info on attendance and such can be found on this Facebook event page.

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Cashmere Crew Sweater by Autumn Cashmere


This cashmere sweater is a contemporary version of the classic crew sweater with suede patches.  Whether you are heading to a tailgate or a dinner party, this is a handsome look.

As I stepped outside with my dog Myles this morning, I was startled by the brisk chill that engulfed us. It’s only September 16th! It’s not supposed to be this cold in MA until at least October! I guess this just means, I have more time to wear cashmere on campus this autumn! This Cashmere Crew Sweater by Autumn Cashmere is perfect for any nippy mornings and bitter evenings coming your way. Wear it with your favorite khakis or cords and you’re good to go.

This sweater is for sale online through our friends at Tuckernuck. You also get a 15% off coupon for subscribing to their site!

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This University of Miami football rant is an instant classic

I have friends at The U. It’s an awesome school, but it has fallen on a tough times for the football team. It is not the Outlaw U like on ESPN’s 30 for 30 film. 

Listen to this insane former Miami  Hurricane ballplayer just go off on the team for losing to Kansas. Absolutely instant classic. Check out the 2:40 mark.

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And the celebrity prep school grad of the week is…

…Jason Segel of Harvard-Westlake School in LA.

We took the summer off from doing the CPSGOTW, but with school back in session, this is the perfect way to kick it off again. Jason Segal is probably best known as an actor in movies like “Knocked Up” and “Forgetting Sarah Marshall.” 

This clip is really more Paul Rudd being funny, but so what?

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Remember to enter our Ellis G. Designs bow tie giveaway!

Ellis G. Designs is an up & coming prep fashion and accessory designer specializing in custom-made bow ties & headbands. All products are made by hand right here in the good old U.S.A.

Enter the contest using the link below and you can win a red & gray hounds tooth bowtie. This is a great looking bow for fall dress codes and tailgates!


a Rafflecopter giveaway

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Filed under Fashion, Swag for the gents