Holiday to a place you dream of visiting.
You appear to have misunderstood the theme of the thread 
Anyway, I think the OP is just having a laugh. He appears to be not much older than 30. And IIRC being 30something is pretty much optimal, so I dunno where he gets the idea that he’s on the downhill slope to decrepitude, trophy women, and cars that he can’t afford.
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Perhaps. I just don’t like throwing up in my mouth a little when confronted with such images!
If you’re going to look like a sad sack compensating for your lost youth, you might as well go the distance.
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I wanted to buy some trainers the other day and I thought the ones in the shops were all shit. I want a pair of reebok classics like I had when I was 15. Mid life crisis?
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OK, I will.
Converse have not changed for 50 years…
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‘Yes drop by on Tues nights for a discount and shamwax special’
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It occurred to me that the OP might like to grow some Dennis Hopper facial hair. It’s cheaper than cars and watches.
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So . . . tapping one’s inner 1970s porn star? 
Guy
Worked for my uncle. He looked exactly like that in the 70s and early 80s. He was beating women off with a stick.
Of course, it might not have quite the same effect in 2022.
The anarchy tattoo is a nice touch…so ironic. 
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I suspect that whole-body tattoo thing is just a skin suit.
I certainly hope it is!
other wise, he’s more of a wanker than he looks.
Henna? Crayons?
Hard to achieve, but he’s up to the challenge!
Boat stands for “Bring On Another Thousand”.
The chains are a nice touch. He could double as a handbag.