10 Things I Regret Buying

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Let’s talk about some clothing and accessory purchases that seemed like a great idea at the time, but that ended up being a waste of money. Actually, most of these weren’t wastes of money, and I explain why at the end of the video.

00:00 Intro
00:09 Going Custom
00:19 Too Skinny
02:27 Geologie
04:05 BIFL Boots
05:17 Designer Spectacles
06:39 Sick Fades Bruh
07:38 Strap Swap
08:30 This Parka
09:25 Replicas
10:36 This Topcoat
11:29 The Bear Hat
12:34 Lessons Learned

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I'm 5'6" with shoes on and about 125 lbs after dinner. I have a 35" chest; I usually wear XS tops and 28x28 pants (or 28x30 cuffed).

My best suit jacket size is 34 Short, but even 34S needs alterations (mostly shortening of the sleeves and jacket), so my best-fitting suits are custom.

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[achraftahir]

I feel less guilty now knowing even style experts make mistakes. It was very unpleasant to buy something you thought you really wanted just to watch it getting no use at all

[sparkyblazeup]

Absolutely DO NOT settle. If it's not what you really want give it a hard pass. Applies to clothing, accessories, vehicles and women.

[pigpuddle]

Really, I think a lot of this boils down to learning the difference between subjectivity and objectivity. A lot of people here are saying you look great in a hat (and I agree) - but subjectively, if /you/ don't like the way you look in a hat, that's all that matters! And you're dead-on with so many of these points, especially the "hell yeah vs. no" point. I've spent way too much money on things that were just "ok" rather than "hell yeah" and it ends up being the biggest waste.

[drew-alexander]

Tbh, I think you can actually rock the dad hat very well!

[bradgolden]

I appreciate this video and your acknowledgement of trying to be cool with the times and buying things you thought you "should". I find myself in that situation right now. I'm around your age and feel like I'm finally finding what my style is and what I'm most comfortable with. Thanks again. I have a couple things I regret buying and 100% still have them. I have a couple jackets I bought that didn't fit quite right that I still have because I haven't worn them enough but also hate wearing them. Maybe nows the time to pass them to someone else. Thanks

[bonesaw]

A buddy of mine wore some raw denim to a mutual friend's house, and sat on their white couch. The 2nd hand embarrassment put me off that idea for life.

[utarian]

Raw selvedge jeans must be the #1 wasted buy on this list for many people. It's laughable going on reddit watching all the people buy stupidly expensive jeans from Japan and them look horrendous on them, but try to convince themselves they love it.

[scottd.]

Ditto to hats: I don't pull them off due to my large head and narrow face. I also made the mistake of purchasing small, narrow, rectangular glasses that were wrong for my thin face. I had them made into readers.

[nimaiiikun]

an issue i have is liking an item too much, then buying it in more colors.. then regretting it later

[jinyin]

He does look like he is trying with that tan coat, but not the case with the grey one.

[JohnBrown-goro]

Yes! Watched your video through my $1, 000 Guess reading glasses😞.

[hoozat]

Although I owned a couple sports jackets, I had never had a real suit until I was in my mid 50s. Unfortunately, I was once told that “every man needs a black suit” so that’s what I bought. It was cheap and didn’t fit very well. I wore it a handful of times. As I learned more about style I learned that a black suit is way too limited in usage. Several months ago I found a very nice mid-grey Brooks Brothers suit for a great price at one of their outlet stores. It fit well and I had my tailor fine-tune it. It looks great, I feel good wearing it, and I look forward to opportunities to wear it.
I just donated the black suit last week.

[VincenzoAnthony]

I bought a preowned Black Schott Raven P213 earlier this year for $425. I was so excited and wore it out once and just wasn’t sure about it. After months of thinking about it and asking my wife her opinion, we both agreed it wasn’t me. So I sold it for $475 and bought a Schott bomber jacket instead for $200. So much happier 😊

[zeroelus]

As a fellow Sonoran desert dweller, I thought you'd be mentioning that as the reason you didn't wear your tan coat, lol. I don't travel much anymore, but it's always a challenge to travel to colder places since I just...don't have the clothes, and if I do, there's no guarantee it will fit/look as I want to anymore, a even a business setting can be a bit challenging to pack just because of that, I have business casual nailed down but in other scenarios I just have to assume I'll be cold (or wearing some layer underneath that hopefully no one sees).

I've totally been guilty of buying good quality things just because they where on sale, even if they didn't fit just right, and guess what? I don't end up wearing them. On that same regard, I tend to hang on to things I once loved, because of nostalgia, but not because they really work on me anymore. A hand me down sweater from my dad or that sort of thing is fine and I'll keep it, but hanging on to that old slim Banana Repulic polo just because it had wonderful fabric and it fit you when you where too thin, but no longer fit you properly anymore? Yeah no reason to keep the latter one. It took me getting back into shape and realizing it still didn't fit in it right to let it go, and the same was true of many other items I should have donated years ago. And of course there was my "I don't care about how I look era it's all a scam" era I'd....I'd like to have a word with myself.

And while I feel comfortable in base ball caps, any other hat I also feel very out of place with, but like you, if I'm on the beach and running after my kids, I'll wear some hat, even if I'm not totally sold on the look.

[kiwifrenchie]

So basically in short: don’t follow trend and only buy something comfortable and affordable 😂

[martysat]

I love blazer and sport coat but I always regret buying them, they can look great on me, but in real life I just feel way too overdressed wearing them.

[scottd.]

I have that same Banana Republic jacket. I, too, bought the gray one and loved it so much, I thought I needed another one in a different color. I, however, bought the dark brown as my second choice, and thankfully, I still love and wear both of them. I almost went with the tan color because the brown and gray were quite similar in tone.

[MichaelJohnson-vieh]

hmmm I ve never bought glasses for less than $400. I guess I did not ask around to see what I was supposed to do.

[selfexplanatory]

My first “real” watch was a black Hamilton Khaki King. I bought it because I wanted a watch for every occasion so I chose a field watch to wear with casual outfits. I bought it because of how plain it was, I didn’t want to have a fancy looking watch to wear with a casual outfit. It’s a good watch and does a lot for the price but it’s way too plain, I stopped wearing it because it didn’t do anything for me. I learned to not create a roadmap to having a watch collection, if it fits your wrist and looks great just wear it with what you feel comfortable in.

[newyorkvisionary]

The way you pronounce Margiela (incorrectly) makes me think that you’re a fashion noob.