Jake Woolf

@jakewoolf158k followers

Homemade Haute Takes™ are my own, but there are enough to go around

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#DatePost↓ OutlierViewsLikesRepostsBookmarks
1Apr 14, '25In honor of Rory’s green jacket here’s a few fun facts about one of the rarest and hardest to come by pieces of tailoring in the world176×3.9M18k2081.9k
2Dec 11, '23The first car company to retro a car from the mid 80s or 90s and drop modern safety / apple car play in it will see a stock price never before seen in human history96.9×2.1M16k929501
3Apr 22, '22Me after listening to the new Pusha T album68.1×065k9.9k828
4Jul 9, '24Using the Miami Vice (2006) discourse to post one of the best TikTok videos of all time38.1×842k16k1.6k3.1k
5Sep 4, '25One of my favorite fun facts about Giorgio Armani is that he didn’t start his brand until he was 40. So all of you 34 year olds out there having an existential crisis about where y37.5×830k15k2.4k1.8k
6Nov 2, '25One of these pairs of jeans is Madewell, the other is The Row. just for shits and gigs—and maybe the answer is super obvious—let me know which you think is which33.2×734k92712487
7Nov 28, '21“so yeah…stronger and gold digger are my favorite songs of yours”28.6×032k1.9k253
8Mar 25, '23Noah’s cost breakdown of why their coaches jacket retails for $368 remains essential reading for anyone who wants to know why small brands often charge more than giant corporations21.4×474k3.1k301594
9May 24, '24Look—I’m not saying it’s even a remote possibly that I’m going to buy this $7000 bottega veneta striped button up shirt that’s leather but even in the detail shots you can’t even r16.3×360k5.2k322753
10Sep 23, '25Let’s be clear: there is absolutely no reason for stretch if jeans fit properly. Only when they are too slim and constricting does a need for “comfort” kick in. These I got recentl15.3×339k86410232
11Aug 22, '24Every menswear guy in 2024 dresses like Ralph Lauren in 200515.2×336k10k647579
12Apr 14, '25You vs the guy she told you not to worry about15.1×333k4k59104
13May 20, '24Kevin Costner in GQ has instantly become my favorite men’s style spread of 2024 All fits I would (and want to very much) wear, especially this first one14.4×319k3.3k159825
14Nov 8, '25Gap Men’s basics program is on a generational run right now Everything from v-neck sweaters to loose fitting jeans to zip up hoodies are great—and make compelling cases for saving 14.3×316k1.7k26806
18Apr 10, '25never ceases to amaze me that people don’t understand why margielas are literally called the “replica”12.1×268k3.2k338365
20Nov 1, '22New personality just dropped kings10.8×012k557308
21Jun 9, '24Pulling up to your kids soccer game dressed like a modern day Cary Grant is hilarious but in all honestly this might my have instantly become my favorite Drake fit of all time10.3×228k1.2k32140
22Sep 26, '25Here’s your quarterly reminder that no brand on the planet is doing product styling on the level of Davide Baroncini and Ghiaia Cashmere The man turns simple mannequins into bonafi10.2×225k2.5k119819
23Nov 17, '20How I think im gonna look in an oversized polo vs how I actually look9.9×011k57457
24Jan 13, '23If Luka Doncic ever grew his hair out he’d be the most unstoppable NBA player in history9.8×217k1.2k9735
25Sep 17, '25The relative simplicity of Supreme’s FW2009 collection fills me with equal parts joy and sadness9.3×206k1.3k35198
26Sep 1, '24Vintage Ralph Lauren Polo Sportsman (which was part of the pre RRL Polo Country line) goes insanely hard8.9×198k4.4k348891
27Apr 19, '25So apparently Nautica Japan is insanely good8.1×180k3.8k1381.1k
28Sep 16, '25Today you’re going to see a ton of Robert Redford fit pics of him in the 1970s. Those are obviously goated, but don’t sleep on his early 90s fits.8.1×179k10k5471k
29Nov 10, '25If u want to see how far the median quality of garments has fallen in the last 2 decades, look at this sweater from Abercrombie’s Ruehl 925 label from around 2006 - heavy 100% wool7.6×168k1.9k51326
30Aug 14, '21Still thinking about her (her being Jil Sander x Birkenstock)7.4×07.2k553390
31Jun 30, '24Well excuuuuuse me for thinking the gym was a safe space for flexing6.9×153k3.6k20987
32May 18, '24Me in my $400 sunglasses, $300 hoodie, $500 jacket, $500 boots, $6 in my checking, about to DOMINATE row 48E6.9×153k2.3k69155
33Jul 28, '24Ralph Lauren made an excellent vintage-looking French chore jacket that I'm probably gonna end up buying in the next 48-72 hours6.9×152k1.2k34320
34May 21, '24One of the best brands in the world, Stoffa, just opened its first store in NYC Pictures can’t do justice how good these clothes are but if you have the chance and wanna get into s6.5×143k1.1k44907
35Aug 19, '24Men’s fashion lookbooks in 20246.4×142k3.6k239302
36Nov 1, '24Just got the new Noah x Barbour collab. It’s the “Border” jacket, which I love because it’s one of the South Shield label’s longer length styles (it hits right above the knee)—but 6.3×139k1.8k35486
37Dec 20, '24Wore the vintage Ralph duffle coat tonight6.1×136k1.7k30192
38Feb 28, '24Just got these two tone, croc-effect loafers from GH Bass x Madewell and they have quickly ascended to the top of my list of best loafers under $2006.1×135k1.5k58609
39Sep 17, '25If there is one thing to glean from Robert Redford’s outfits, it’s that the back pockets on Levi’s used to sit high up and make men’s butts look nice as hell, versus the droopy but5.9×130k1.1k36156
40Sep 30, '25Bro, you live in Asheville, North Carolina…go to Cookout, get yourself a burger and chill out5.8×127k1.6k4719
41Oct 30, '25I once again am here to tell you that vintage, pre-1960 Movado chronographs are some of the most beautiful and bang for your buck wrist watches money can buy5.6×124k1.7k43784
42Jan 4, '24I don’t think we’ve ever been this back5.5×121k1.5k7933
43Oct 18, '25Elordi looks great in clothes and seems to have good taste, but stuff like this makes me feel like he’s not *really* about this life5.2×114k1.1k14194
44Sep 27, '25I don’t know much about watches but I just picked this one up…is it okay? I’m still kinda getting used to it but hey I like the gold!5.0×110k94010190
45Dec 25, '23The car is classic, but the pant/loafer interplay here is god level4.9×109k1.3k7962
46Sep 18, '25I’m a simple man. I go to a new city, I make a pilgrimage to their Ralph Lauren store4.8×105k2.9k87375
47Nov 11, '24Wythe New York’s new herringbone tweed polo coat: A strong contender for Coat Of The Year 20244.8×105k1.9k45474
48Oct 28, '25Yeah I like nice clothes AND think buses should be free and that rent in NYC is ridiculously expensive Will The Row cease to exist if someone in queens can send their kid to daycar4.7×105k1.2k4026
49May 15, '24yearning for the freedom of the days when you’d go on a run with no phone and one of these loaded up with a couple hundred datpiff bangers4.7×105k2.5k143102
50Dec 25, '23Me when the boys are all busy on Christmas but Michael Mann needs those opening day Ferrari numbers4.6×102k2.4k10549
51Nov 2, '25So many decades are defined by a signature look—you think of the 50s and it might be a gray suit and a fedora, you think 80s and maybe something like a trucker jacket, jeans, and a4.6×101k1.1k41150
52Nov 1, '24Obsessed with this absolutely mint condition Honda Legend that’s for sale in Virginia with 19,000 miles $17,000 feels reasonable tbh4.5×101k1.7k98222
53Dec 10, '2418East is dropping one of the most beautiful sweaters I’ve seen all year tomorrow Full details from the brand in slide 34.4×98k1.4k36473
54Dec 20, '23Ironically this is exactly how dudes who missed out on this jacket look at me when they see me wearing it4.4×97k1.2k35179
55Jun 18, '24Got some enormous vintage Armani shorts, which means I’m now one step closer to my final form4.4×96k1.9k83365
56Jul 1, '25View post on X4.3×95k1.4k8346
57Sep 3, '24Just picked up this vintage (early 90s?) Polo Country canvas jacket. Beautiful color I’ve never seen before on this style. Made in USA. Desperately needing some cooler temperatures4.3×95k2k50345
58Oct 6, '25Baggy jeans, skinny jeans, yada yada yada…all you actually need is a pair of vintage made in USA Levi’s from the 90s and you can hop off the pant width trend carousel forever4.1×90k1k36258
59Apr 27, '22Breaking down one of the most influential Kanye West fits of all time4.1×04k228337
60Dec 31, '21In a take that will be surprising to absolutely 0 people...I'm pretty sure this was the best moment in music in 20214.1×04k442204
61Feb 27, '22Almost 9 years since this interview4.0×03.5k562178
62Dec 28, '24Buck Mason is making a lot of good stuff these days, but I’m especially into their take on vintage P41 pants, which are made from a lovely herringbone twill and feature a classic h3.9×87k1.4k23664
64Apr 22, '24That’s it folks, we did it, the search is over… The most beautiful motor vehicle ever created has been found3.9×87k1.2k39218
65Sep 21, '24Been thinking about this hand embroidered flannel from 18East all day3.8×85k1.8k60329
66Sep 25, '2590s menswear ads to reference as you plot out your fall fits3.8×83k1.9k80566
67Jan 21, '23Fit of the year contender3.7×81k1.1k12536
68Nov 22, '23I looked up “oversized sweater” on google and came across some of the most preposterous fit pics I’ve ever seen3.6×80k9352930
69Sep 22, '25As my generations preeminent footwear trend forecaster, I am here to report that I once again was correct3.6×79k1k3488
70Feb 14, '21I was fine with the forehead diamond tbh but now this man has really lost his mind3.4×03.7k35214
71Nov 7, '25Wanted the Miu Miu logo fleece. Didn’t want to spend $2500. Took to eBay and got this vintage one from Eddie Bauer for $18 on eBay. I’m all for a high end designer riff on a classi3.4×75k92010157
72Apr 11, '25Straight to feet with my favorite sneaker of the year so far3.4×75k1.4k45385
73Oct 26, '25Now that Supreme is easier to buy than ever, it’s the best time to be buying the simple, quality stuff they make like made in Japan denim, knit polos, and lambskin leather suits I 3.3×74k1.4k26425
74Oct 5, '25The greatest shirt of all time is a light blue oxford cloth button down This is an indisputable fact so I wrote all about it and listed out my 8 favorite options on the market Link3.3×73k1.2k26417
75Aug 7, '25Yes I bought the JJJJound Salomon’s. And yes this was a decision largely motivated by one of the all time great fit pics: Ralph Lauren taking a bow at his runway show in 2006 (whic3.2×71k1.6k73223
76Oct 20, '25I don’t think Marx didn’t realize that stuff can be cool. I think he just said that buying cool stuff shouldn’t just reward one person, but everyone involved in the creation of sai3.0×66k1.1k6169
77Sep 18, '25Generations of designers have tried, yet to this day, none have bested Brooks Brothers’ collar roll on their vintage made in USA Oxford shirts2.8×63k1.8k47416
78Oct 23, '24One of my favorite American menswear brands, Evan Kinori, got together with one of the best denim labels in the world, Orslow, to make what are 10/10 jeans one wash selvedge, high 2.8×61k85124403
79Oct 21, '25a friendly reminder that Gap’s “90s loose” jeans are probably the best fitting under $100 new jeans you can buy. In fact, they are $79 full price, but are seemingly never NOT on sa2.7×60k1k12560
80Nov 12, '25Maybe I’m having early onset mid life crisis, but I suddenly feel compelled to buy all of the supreme I wanted as a teen but could never afford or get2.7×60k1.3k5888
81Sep 2, '24Contemplating “losing” all of my clothes so I can wear nothing but the new Drake’s collection2.7×59k97639213
83Nov 12, '24How it feels to wear your new overcoat out for the first time2.6×58k1.6k6685
84Oct 30, '24Buck Mason teamed up with on a very good collection of classic prep attire—duffle coats, tweet sport coats, gold button blazers, shaggy Shetland sweaters, etc2.5×56k91730292
85Sep 27, '24Adam Wade Wagner is making some of the simplest, most beautiful tote bags I’ve ever seen, and doing it entirely by hand out of his Brooklyn apartment No hardware, barely any brandi2.5×55k83738324
86Sep 13, '25I don’t know if you can say this is the best menswear ad of all-time, but it might be the best clothes have ever looked in a menswear ad2.4×53k1.7k52314
87Nov 24, '21Uhhhhhhh2.2×02.6k7935
88Feb 11, '22Jeen-Yuhs Pt 1 was very beautiful and good2.1×02.3k16337
89Jun 29, '22The foamrunnerification of footwear has gone too far1.9×01.9k11134
90Dec 6, '21the most important link up of 20211.8×02.1k11010
91Oct 17, '25look…sometimes you just gotta go full Armani fall winter 1988 on everyone’s ass1.7×39k1.3k39169
92Jul 2, '22Raf Simons archive MFs be like1.7×01.9k11942
93Oct 1, '21Christopher Moltisanti had the greatest car ownership run in TV history1.7×01.7k19632
94Oct 8, '25plaid sportcoat, blue oxford, knit tie the elite of the elite fall style combinations1.6×35k1.5k39287
95Oct 23, '21Oscar Flysac with the absolutely perfect fit1.4×01.5k8349
97Mar 21, '22Pusha T managed to get a fishscale line in for Arbys. God is good!1.4×01.2k17031
98Feb 18, '22if ur a fan of kanye and log on to complain that he’s using his influence to create a more equitable revenue future for artists bc it’s mildly inconvenient for you (knowing damn we1.1×01.1k12518
99Mar 28, '22Look I’m just saying u got a new album about to drop…think about it @PUSHA_T0.9×01k799
100Dec 4, '21Aime Leon Dore vs Zara0.9×09835611
101Oct 15I’m headed to Tokyo with Ralph Lauren, so naturally I packed a bunch of Ralph grails Here are 11 Ralph items from my collection that made the cut Link in bio0.3×7.7k78011

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