Vintage Fashion Resurgence: 80s/90s Pendleton and Preppy Style

Published on 07/22/2025β€’Trend Spotting / Early Adopter Signals

This post signifies the continued and potent trend of vintage fashion, specifically highlighting 80s/90s Pendleton items and the overall 'preppy look.' The use of 'slay' confirms its current relevance and desirability. Opportunities include: 1. Resale platforms: Increased demand for curated vintage sections, particularly for specific brands like Pendleton or niche aesthetics like 'preppy.' Platforms could partner with vintage sellers or launch dedicated vintage drops. 2. Fashion brands: Launching 'heritage collections' that draw inspiration from their own archives or retro-inspired lines that mimic the 80s/90s preppy aesthetic. 3. Content creators/influencers: Opportunities for fashion influencers specializing in thrift flips, vintage hauls, and styling guides for retro looks. 4. Sustainable fashion initiatives: Promote buying pre-owned items as a sustainable choice, aligning with growing consumer environmental consciousness.

Origin Reddit Post

r/fashion

90’s pendleton skirt slay ;)

Posted by u/Strong_Piccolo_9028β€’07/22/2025
Was going to sell this 80s pendleton skirt-decided to rock it myself. Really digging the colorway and preppy look it provides!

Top Comments

u/Caffeinated-Whatever
Vintage Pendleton shirts rule and this one is definitely your color
u/PeppermintPhatty
The second look is 😍😍😍
u/beepiamarobot
Just new boot goofing! https://youtu.be/xmNfUUFAclw?si=UvPJUYGrklMbSX9l
u/beepiamarobot
Just new boot goofing! https://youtu.be/xmNfUUFAclw?si=UvPJUYGrklMbSX9l
u/Ok_Company2396
Nice outfit I like the color
u/pat-slider
Looks chic
u/Neko_desu_ga
Great look, love the color!! Edit: id raise the skirt a bit for a more flattering shape.
u/Dixie_elociN
I love the skirt! Also the blouse is that vintage as well?
u/_wisegreasybastard_
Love this, and the earrings are a nice touch
u/Goewl
Love ❀️ the top! Where is it from??
u/LongjumpingSnow6986
(Complimentary)
u/Caffeinated-Whatever
Vintage Pendleton shirts rule and this one is definitely your color
u/Kruzhechka_w_coffee
Your outfit slays ❀️‍πŸ”₯
u/DrunkensAndDragons
Looks like three outfits. Anchorman, braveheart, cowboy.Β 
u/Strong_Piccolo_9028
Thank you thank you πŸ™
u/FreshAd877
Personally I am not a fan on the blazer, but the last one is really cool!
u/Roboticheartbeat
Love the color, it looks great!
u/Express-Stick6916
WTF
u/pat-slider
Looks chic
u/[deleted]
[removed]
u/LongjumpingSnow6986
(Complimentary)
u/Ok_Company2396
Nice outfit I like the color
u/[deleted]
[removed]
u/ChefDripney
Look like a blue power ranger
u/No_Piccolo6337
Hello Piccolo! It looks great! - another piccolo
u/Express-Stick6916
WTF
u/Alohabtchs
πŸ”ŸπŸ”ŸπŸ”ŸπŸ”ŸπŸ”Ÿ no notes
u/FreshAd877
Personally I am not a fan on the blazer, but the last one is really cool!
u/[deleted]
[removed]
u/Dixie_elociN
I love the skirt! Also the blouse is that vintage as well?
u/DrunkensAndDragons
Looks like three outfits. Anchorman, braveheart, cowboy.Β 
u/universes_collide
I especially like the second combo, but both are great
u/Zeov
no
u/Strong_Piccolo_9028
Thank you thank you πŸ™
u/[deleted]
[removed]
u/UpSheep10
I like it. You might want to try how you like it with the skirt going up to your navel instead of just stopping at your waist. We are taught that all leg covering start at the waist, but thi
u/Neko_desu_ga
Great look, love the color!! Edit: id raise the skirt a bit for a more flattering shape.
u/jamashua
An absolute fit! πŸ”₯
u/pat-slider
Looks chic
u/ChefDripney
Look like a blue power ranger
u/jamashua
An absolute fit! πŸ”₯
u/DrunkensAndDragons
Looks like three outfits. Anchorman, braveheart, cowboy.Β 
u/Neko_desu_ga
Great look, love the color!! Edit: id raise the skirt a bit for a more flattering shape.
u/FreshAd877
Personally I am not a fan on the blazer, but the last one is really cool!
u/jamashua
An absolute fit! πŸ”₯
u/Dixie_elociN
I love the skirt! Also the blouse is that vintage as well?
u/LongjumpingSnow6986
(Complimentary)
u/Alohabtchs
πŸ”ŸπŸ”ŸπŸ”ŸπŸ”ŸπŸ”Ÿ no notes
u/Alohabtchs
πŸ”ŸπŸ”ŸπŸ”ŸπŸ”ŸπŸ”Ÿ no notes
u/Caffeinated-Whatever
Vintage Pendleton shirts rule and this one is definitely your color
u/Zeov
no
u/[deleted]
[removed]
u/byrandomchance20
This is great! Love the color on you too. If you’re looking for any adjustments to play with, it would be great to see the skirt sitting a touch higher (more natural waist, less hips). This
u/byrandomchance20
This is great! Love the color on you too. If you’re looking for any adjustments to play with, it would be great to see the skirt sitting a touch higher (more natural waist, less hips). This
u/waterfalls55
Slay
u/Zeov
no
u/pinkpiscesflower
Second pose is πŸ”₯πŸ”₯πŸ”₯ πŸ˜‚πŸ˜‚
u/No_Piccolo6337
Hello Piccolo! It looks great! - another piccolo
u/[deleted]
[removed]
u/DDD8712
![gif](giphy|RKOd5NkTNCyB2)
u/byrandomchance20
This is great! Love the color on you too. If you’re looking for any adjustments to play with, it would be great to see the skirt sitting a touch higher (more natural waist, less hips). This
u/No_Piccolo6337
Hello Piccolo! It looks great! - another piccolo
u/[deleted]
[removed]
u/UpSheep10
I like it. You might want to try how you like it with the skirt going up to your navel instead of just stopping at your waist. We are taught that all leg covering start at the waist, but thi
u/Caffeinated-Whatever
Vintage Pendleton shirts rule and this one is definitely your color
u/MeatAutocomplete
Love it 😍 You might also have fun posting to r/femboyfashion and it would be great to see more variety of looks over there
u/_wisegreasybastard_
Love this, and the earrings are a nice touch
u/Neko_desu_ga
Great look, love the color!! Edit: id raise the skirt a bit for a more flattering shape.
u/ChefDripney
Look like a blue power ranger
u/Alohabtchs
πŸ”ŸπŸ”ŸπŸ”ŸπŸ”ŸπŸ”Ÿ no notes
u/ChefDripney
Look like a blue power ranger
u/UpSheep10
I like it. You might want to try how you like it with the skirt going up to your navel instead of just stopping at your waist. We are taught that all leg covering start at the waist, but thi
u/PeppermintPhatty
The second look is 😍😍😍
u/Roboticheartbeat
Love the color, it looks great!
u/Strong_Piccolo_9028
Thank you thank you πŸ™
u/[deleted]
[removed]
u/atinypeach
I love them. I get the feeling that it’s a single person going down the line downvoting every comment lol
u/Kruzhechka_w_coffee
Your outfit slays ❀️‍πŸ”₯
u/PeppermintPhatty
The second look is 😍😍😍
u/_wisegreasybastard_
Love this, and the earrings are a nice touch
u/waterfalls55
Slay
u/_wisegreasybastard_
Love this, and the earrings are a nice touch
u/DDD8712
![gif](giphy|RKOd5NkTNCyB2)
u/[deleted]
[removed]
u/Junior-Weight-7579
How?
u/Kruzhechka_w_coffee
Your outfit slays ❀️‍πŸ”₯
u/MeatAutocomplete
Love it 😍 You might also have fun posting to r/femboyfashion and it would be great to see more variety of looks over there
u/waterfalls55
Slay
u/PeppermintPhatty
The second look is 😍😍😍
u/universes_collide
I especially like the second combo, but both are great
u/universes_collide
I especially like the second combo, but both are great
u/[deleted]
[removed]
u/PeppermintPhatty
The second look is 😍😍😍
u/Strong_Piccolo_9028
Thank you thank you πŸ™
u/Express-Stick6916
WTF
u/Kruzhechka_w_coffee
Your outfit slays ❀️‍πŸ”₯
u/waterfalls55
Slay
u/Goewl
Love ❀️ the top! Where is it from??
u/[deleted]
[removed]
u/Goewl
Love ❀️ the top! Where is it from??
u/Ok_Company2396
Nice outfit I like the color
u/MeatAutocomplete
Love it 😍 You might also have fun posting to r/femboyfashion and it would be great to see more variety of looks over there
u/Goewl
Love ❀️ the top! Where is it from??
u/UpSheep10
I like it. You might want to try how you like it with the skirt going up to your navel instead of just stopping at your waist. We are taught that all leg covering start at the waist, but thi
u/Roboticheartbeat
Love the color, it looks great!
u/jamashua
An absolute fit! πŸ”₯
u/Dixie_elociN
I love the skirt! Also the blouse is that vintage as well?
u/waterfalls55
Slay
u/beepiamarobot
Just new boot goofing! https://youtu.be/xmNfUUFAclw?si=UvPJUYGrklMbSX9l
u/[deleted]
[removed]
u/DDD8712
![gif](giphy|RKOd5NkTNCyB2)
u/ChefDripney
Look like a blue power ranger
u/pinkpiscesflower
Second pose is πŸ”₯πŸ”₯πŸ”₯ πŸ˜‚πŸ˜‚
u/atinypeach
I love them. I get the feeling that it’s a single person going down the line downvoting every comment lol
u/Ok_Company2396
Nice outfit I like the color
u/DDD8712
![gif](giphy|RKOd5NkTNCyB2)
u/FreshAd877
Personally I am not a fan on the blazer, but the last one is really cool!
u/Kruzhechka_w_coffee
Your outfit slays ❀️‍πŸ”₯
u/UpSheep10
I like it. You might want to try how you like it with the skirt going up to your navel instead of just stopping at your waist. We are taught that all leg covering start at the waist, but thi
u/pinkpiscesflower
Second pose is πŸ”₯πŸ”₯πŸ”₯ πŸ˜‚πŸ˜‚
u/Roboticheartbeat
Love the color, it looks great!
u/universes_collide
I especially like the second combo, but both are great
u/universes_collide
I especially like the second combo, but both are great
u/Alohabtchs
πŸ”ŸπŸ”ŸπŸ”ŸπŸ”ŸπŸ”Ÿ no notes
u/atinypeach
I love them. I get the feeling that it’s a single person going down the line downvoting every comment lol
u/Strong_Piccolo_9028
Thank you thank you πŸ™
u/atinypeach
I love them. I get the feeling that it’s a single person going down the line downvoting every comment lol
u/beepiamarobot
Just new boot goofing! https://youtu.be/xmNfUUFAclw?si=UvPJUYGrklMbSX9l
u/pinkpiscesflower
Second pose is πŸ”₯πŸ”₯πŸ”₯ πŸ˜‚πŸ˜‚

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