You should regret none of these - wish I’d been more adventurous with my hair

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i don’t actually regret any of them tbf even though i looked like a dickhead. it’s good for a laugh now.

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Another bad t-shirt choice. Someone gave me a a t-shirt in the style of the mastercard logo but with the wording masturbator instead. Wore it a few times. I was about 20 at the time.

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This wasn’t my finest hour

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Your confession made me feel bold enough to share

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There’s SO much going on here!

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The macaw growing out of your head really sells it.

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It’s only safe to share these sorts of pics in threads which have gone over 100 replies where only the boredest are still around

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this is my all time favourite t shirt

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Oh my goodness you look so different!! What was your hair colour before you turned into a silver fox?

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It was brown, but as a teenager I tried to dye it blonde a number of times, such was the 90s. This might have been a sun-in attempt. Every one of them turned it orangey.

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I pretty much wear the same tshirts now that I did as a teenager

can’t think of any regrets, other than all the times I failed to react properly when women were flirting with me

I can’t imagine you not being able to read the room

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Everything about this look

This outfit was my regular ‘Nightclubbing clobber’ as well.

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Undercut, long ponytail, “jams”, Pantera t-shirt, but, thank god, no tattoos. I don’t regret the music taste, but I definitely regret the fashion choices. The internet didn’t exist, thank god, so there’s no online trace of said period. Small mercies.

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For a split second, I thought that t-shirt was covered in warhammer figures.

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All of this is remarkably on trend

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I thought this when I was flicking through the thread earlier; that’s the look a lot of the young lads round here are going for rn. Nothing to be ashamed of.

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Definitely wore beige chinos with boat shoes.

Still doesn’t mean its a good look