Preppiest Movies

I've been absent for a while due to work commitments and so this blog has been on something of a hiatus over the last 18 months. However, I'm back and will be posting here again from time to time, although I'm also involved in a couple of new and exciting projects which I'll let you know more about later.

I thought I'd mark my return with a list of the Preppiest Movies. This list has been put together with the suggestions of a great many readers and is here by popular demand. Please let me know what you think and flag any that I may have missed...

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Preppiest Addresses

CULTURE  |  ADDRESS BOOK  |  Preppiest Addresses

There is a saying that goes:

"It is better to have the worst house in the best neighborhood than it is to have the best house in the worst neighborhood".

That being the case, I've been thinking for a long time about putting together a list of the Ritziest and preppiest towns, villages, suburbs and streets for some time... Please note that this will be a work-in-progress and any contributions are, as always, most welcome!

President John F Kennedy

All good preps know that there are three things that aren't discussed publicly - Money, Religion and Politics. I'm going to break a rule here because the first of the Preppy Icons & Heroes series features a man who many have great esteem for despite his short presidency and tragic end - President John F Kennedy... a wealthy Catholic Democrat. 

This was a man who espoused the preppy lifestyle and ethic effortlessly as shown in this picture where he is engaged in what was his favourite pastime. White pants? Check. Sailing jacket? Check. Wayfarers? Check. Nonchalant pose? Check mate.

10 Preppiest Vehicles

CULTURE  |  TOP 10s  |  10 Preppiest Vehicles

10. Lexus LS (1989 - Present)

The flagship model of Toyota's luxury range, the Lexus is a popular preppy choice, albeit a controversial one. Preps tend to prefer American, German or English craftsmanship over that from the Far East, however Toyota proved that the Japanese can do practical and luxurious when they introduced the LS in the late 80s. The LS400 was a very popular choice in the early 90s amongst preps and corporate executives - hence its inclusion at number 10 on this list. The first generation model is decidedly preppier than the more recent incarnation.



My previous post about skiing has got me excited about hitting the slopes (though it's unlikely that I'll get to do so before February... sigh). I'm already looking to get one or two new pieces before I go. One of the things I'm thinking about picking up is a new Parka coat.

Facial Hair

CULTURE  |  GROOMING  |  Facial Hair

The wearing of facial hair has never been considered favorably in the preppy world. Clean shaven is always regarded as being the only way a man should present himself and thus you rarely see preps sporting any growth.


CULTURE  |  SPORTS  |  Skiing

It's that time of year when I start planning a little sojourn to the mountains for some shredding. I love to ski, it makes for the best vacation. I love the cold, the snow, the awesome feeling from ripping up the slopes, the apr├ęs ski and the skiwear!

Bean Boots

MUST HAVES  |  FOOTWEAR  |  Bean Boots

At this time of year, weather can be a menace to best laid plans. You need a boot that is comfortable and practical and can handle a little bit of hard weather. That's why the Bean Boot is such an inconic staple of the preppy's footwear collection.

Mercedes SL


One of my favorite all time cars - the Mercedes SL range is very preppy. Alas, I've never had the chance to get behind the wheel (contact me if you're feeling generous enough to let me!). This model has been a mainstay for Mercedes since way way back.

Lexington Company

PROFILE  |  BRANDS  |  Lexington Company

Lexington Company has the perfect preppy furnishings alongside their elegant, understated clothing lines for men, women and babies. A European label that focuses on classic American inspired stylings and modern interpretations of traditional designs, this is a go-to brand for the preppy. I love their bedding range - comfortable and fun.