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"you're broke dick loser, whiny ass muncher" oh looked, Adminced just admitted to being a "broke dick lozer" because as he says, every accusation is a confession. Why does someone spend years overreacting to being called a cocksucker on the internetz? Hmmmm, one wonders.
 
I see you have put many of the clues together as well. The years of boasts about the good surfing by his luxury beachside Costa Rican Compound. The bromeliads in the compound garden under which Diego's poor brother Armando lies in his eternal rest. Years of poasts and boasts and never a word about work or a career.

The final bit that allowed me to complete the puzzle was the $17k Persian rug. It is a nice rug even if he did overpay by about 5 to 7K. I know a bit about rugs. But a Trust Fund Boy just points and says 'I want that' and has his people take care of the details. Slopey does have good taste in rugs, fine pottery, bromeliads and cacti. That kind of taste would be exceeding rare in some Union schmuck electrician "tradesman" working the job sites.

Oh, and I like Slopey's boat. The Misa I think he calls her. I'd go sailing with Slopey.
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Sorry Reggie You’re looking fatter than Stubby these days. Have ya visited Fatsos Prostrate already today? Good man. Live your dream