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r/preppy

26,034 subscribers
A sub-reddit to enjoy all things Preppy.

Post articles about anything related to the culture of being a Prep. Whether its an image of a wardrobe, a link to an article or suggestions of books etc.. The high and mighty lifestyle is all appreciated here.

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

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to r/preppy by becomingelle
2 months ago
Preview thumbnail for If you visit Maine without getting your picture with the boot are you still a prep??!? image
If you visit Maine without getting your picture with the boot are you still a prep??!?
in Maine
to r/preppy by Fun-Trainer-3848
2 months ago
Preview thumbnail for Thoughts on a quarter zip? image
Thoughts on a quarter zip?
to r/preppy by dazedandconfused1961
2 months ago
Preview thumbnail for Linen season begins! image
Linen season begins!
to r/preppy by TaxEmbarrassed9752
2 months ago
Are there any affordable "preppy" brands like Ralph Lauren that don't break the bank?
to r/preppy by Squilly_Ferrell
2 months ago
Preview thumbnail for Okay so is *this* preppy? image
Okay so is *this* preppy?
to r/preppy by cm_bush
6 months ago
Prep Blogs
to r/preppy by mtownman1
2 months ago
Who makes the best Polo shirt?
to r/preppy by dazedandconfused1961
2 months ago
Preview thumbnail for Sunday funday image
Sunday funday
to r/preppy by dazedandconfused1961
2 months ago
Preview thumbnail for Another day image
Another day
to r/preppy by louisv1850
2 months ago
Preview thumbnail for Preppy Chelsea Rain Boots image
Preppy Chelsea Rain Boots
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Been working from home a lot, back to the office today: •PRL Bear cap •St Michaels vintage jumper •PRL Polo shirt •GAP chinos •M&S burgundy loafers image
Been working from home a lot, back to the office today: •PRL Bear cap •St Michaels vintage jumper •PRL Polo shirt •GAP chinos •M&S burgundy loafers
to r/preppy by becomingelle
2 months ago
Preview thumbnail for I was slightly starstruck, of course it had to be on a day I’m not dressed in my standard preppy get up…. image
I was slightly starstruck, of course it had to be on a day I’m not dressed in my standard preppy get up….
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Wednesday I've gone for a more casual less effort outfit. I usually get my outfits prepared the night before and last night I didn't have much time. • Toyner tweed jacket • M&S shirt • Charles Tyrwhitt corduroy trousers • M&S boots (as always it seems) image
Wednesday I've gone for a more casual less effort outfit. I usually get my outfits prepared the night before and last night I didn't have much time. • Toyner tweed jacket • M&S shirt • Charles Tyrwhitt corduroy trousers • M&S boots (as always it seems)
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Monday is seasonally chilly here in the UK, and I think I have found my new spot to take photographs of my outfits. Aquascutum of London, Harris tweed jacket. BB checked shirt. BB rep tie. Gap chinos. M&S Chelsea boots. Was trying to take inspiration from the last image in this comment chain, image
Monday is seasonally chilly here in the UK, and I think I have found my new spot to take photographs of my outfits. Aquascutum of London, Harris tweed jacket. BB checked shirt. BB rep tie. Gap chinos. M&S Chelsea boots. Was trying to take inspiration from the last image in this comment chain,
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Heres my PRL teddy bear caps, I love the little designs image
Heres my PRL teddy bear caps, I love the little designs
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Managed to find this cap online, adding to my PRL bear collection image
Managed to find this cap online, adding to my PRL bear collection
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Italian navy long suit coat unbranded PRL navy blazer BB Striped blue shirt St Michael's tie Orvis mens (grey) trousers Albert Thurston braces The shirt I had planned for this outfit actually turned out to be unflattering large and needs more altering than I though, so I used this one image
Italian navy long suit coat unbranded PRL navy blazer BB Striped blue shirt St Michael's tie Orvis mens (grey) trousers Albert Thurston braces The shirt I had planned for this outfit actually turned out to be unflattering large and needs more altering than I though, so I used this one
to r/preppy by Gralenis
9 months ago
Preview thumbnail for My fit for tomorrow, the trousers are more grey than they look. Plus I've got braces attached you just may not see. Usual PRL navy blazer BB blue/chambray OCBD PRL(?) Tie Orvis trousers Albert thurston braces image
My fit for tomorrow, the trousers are more grey than they look. Plus I've got braces attached you just may not see. Usual PRL navy blazer BB blue/chambray OCBD PRL(?) Tie Orvis trousers Albert thurston braces
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Managed to snag this online image
Managed to snag this online
to r/preppy by becomingelle
2 months ago
Preview thumbnail for Absolutely in love with my Rowing Blazers X Target skirt😍😍 image
Absolutely in love with my Rowing Blazers X Target skirt😍😍
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Casual friday image
Casual friday
to r/preppy by Gralenis
9 months ago
Preview thumbnail for What colour and pattern shirt and trousers would you suggest with this jumper? image
What colour and pattern shirt and trousers would you suggest with this jumper?
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Here is the outfit, hope you like: image
Here is the outfit, hope you like:
to r/preppy by Gralenis
9 months ago
Preview thumbnail for Outfit preview for tomorrow image
Outfit preview for tomorrow
to r/preppy by Gralenis
9 months ago
Preview thumbnail for More tweeed image
More tweeed