Clothing guilty pleasure - Things that everyone finds ridiculous/tasteless but you enjoy wearing anyway

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I really like wearing scarves. Especially those weird Arabian ones that are a staple in douchey hipster fashion. I may look like a flaming homo, but by god I'm comfy.

I also like tucking my pants into my boots. I will not have my spindly calves become a sweaty mess just so I can enjoy the comfort of boots.
 
I like some japanese clothing lines
I even wasted 1000 dollars on this hoodie and pants, kill me
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Despite being a guy, I enjoy women's clothing - Japanese fashion subcultures, mainly. I have to wear women's outfits anyways, but I'd dress myself up a lot more if it wasn't a pain in the ass for multiple reasons.

I'm not really affected by the statement but I'm surprised at the lack of troon jokes. I'd have assumed they'd be flowing out of the walls at this point.
 
I got a black pork pie hat like the one Walter White wears in Breaking Bad. I stopped wearing it in public because I'm paranoid people will think it's a fedora.

Honestly fuckem, hat's are amazing and really need to make a comeback, I tend to wear a flat cap, mostly Tweed but I have a few others.

I'm eyeing a custom made Homburg at some point in the near future.
 
I'm not really affected by the statement but I'm surprised at the lack of troon jokes. I'd have assumed they'd be flowing out of the walls at this point.
I think we're all so thoroughly jaded by now that it takes a lot to get us past the one raised eyebrow stage and into the, "That's interesting" stage.
 
To give an idea, a normal, daily outfit for me is a pair of bell bottoms, some platform shoes, a detailed and colorful 70's disco shirt, and an ascot tie that goes with it all. Almost nothing in my wardrobe is normal, but I base it entirely off my personal tastes. Being that I'm naturally very off-beat and unsocial, you'd end up with that sort of thing.
 
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Expensive ass jeans with too much embroidery and buttons.
 
Honestly fuckem, hat's are amazing and really need to make a comeback, I tend to wear a flat caps, mostly Tweed but I have a few others.

I'm eyeing a custom made Homburg at some point in the near future.
Yeah I like hats. Ive got lots, no fedora though I do have a flatcap and a trilby. I also have a beanie with Bluetooth headphones built in so when you pull it down over your ears you can hear the music.
 
Yeah I like hats. Ive got lots, no fedora though I do have a flatcap and a trilby. I also have a beanie with Bluetooth headphones built in so when you pull it down over your ears you can hear the music.

I do seems to suit flatcaps more than more ridged hats, so I have wound up with about 10 of them.

That beanie? Are you talking about something like a Flight Cap? or something like a Deer Stalker?
 
That beanie, are you talking about something like a Flight Cap? or something like a Deer Stalker
No, I literally mean a woolen beanie hat, which has little speakers built into the bottom so when you wear it, they are over your ears.

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Like that.
 
Oh right sorry I wasn't thinking, they don't often get called that here in the UK we just call them Wooly Hats.
True, but in my defence I've lived outside of England almost as long as I've lived in it at this point.
 
I go to bed wearing pajama union suit on cool and cold nights. It makes me feel so snug and warm. Wish I could get a pair with feeties.
 
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