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Description: Let's face it, almost all of us hate The Boss Man. We don't like being told what to do and when to do it. Jessie's no different than you or I. And get this -- Jessie Montgomery's always felt his boss, Mathew James, is a pervy gay creep. Jessie is a laborer on a big construction site, and every time his boss walks on the property, Jessie can feel Boss Man's eyes all over him. Checking out his ass and crotch. Shit like that. Sure enough, Jessie's right, too. Boss Man shows up and hauls Jessie into the office to give him the bad news: no more job for Jessie. What's Jessie gonna do? He's got a wife and young one to look after! Sure enough, Boss Man is a huge creepy gay perv. Wait until you see the sex toys he keeps in his desk! Boss Man loves his ass stuff, and Jessie will do whatever it takes to stay out of the unemployment line, even if that means 'switching it up' from time to time and giving Boss Man his twink ass!!

Jessie Montgomery & Matthew James

May 5th, 2024 Views: 1087 Starring: Jessie Montgomery, Matthew James

Previous Episodes

  • 2 Days Ago Views: 223
  • 6 Days Ago Views: 355
  • 7 Days Ago Views: 350
  • December 4th, 2025 Views: 405
  • December 2nd, 2025 Views: 547
  • December 1st, 2025 Views: 369
  • November 29th, 2025 Views: 477
  • November 28th, 2025 Views: 478
  • November 26th, 2025 Views: 663
  • November 24th, 2025 Views: 562
  • November 24th, 2025 Views: 435
  • November 24th, 2025 Views: 457

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