UFC Orlando’s Stephen ‘Wonderboy’ Thompson reveals spending time in jail

If we’re talking about MMA fighters with a squeaky-clean image, two-time title contender Stephen “Wonderboy” Thompson should be one of the list-toppers. But as…

By: Milan Ordoñez | 6 months ago
UFC Orlando’s Stephen ‘Wonderboy’ Thompson reveals spending time in jail
Bloody Elbow 2.0 | Anton Tabuena

If we’re talking about MMA fighters with a squeaky-clean image, two-time title contender Stephen “Wonderboy” Thompson should be one of the list-toppers. But as it turns out, the UFC’s resident ‘NMF’ did some jail time back in the day.

Thompson spoke about it during this very wholesome Face-to-Face interview with upcoming opponent Kevin Holland. The conversation was about whether or not he would survive in prison.

“F—k yeah, he’d survive in prison. You might drop the soap a couple of times to make it by the night, but you’d be OK,” Holland said with a laugh.

Thompson then made the unexpected revelation.

“I pray that I don’t ever go to jail. I spent a weekend, one time. It was the worst. Just skinny dipping, man. They had cameras and we had no idea. There was girls involved. We ended up having to go to…

“They put cameras up, ‘cause someone vandalized the pool the week before. So they were trying to get us. I was, like, ‘I’m never going back!’”

Thompson and Holland will headline this weekend’s UFC Orlando event in Florida. Co-headlining the event is a welterweight bout between former lightweight champion Rafael dos Anjos and Bryan Barberena.



UFC Fight Night ORLANDO: Thompson vs. Holland Fight Poster

Live! Stream UFC Fight Night ORLANDO on ESPN+

WELTERWEIGHT SHOWDOWN – Stephen Thompson vs. Kevin Holland — DEC 3: Ultimate Fighting Championship (UFC) returns to Florida at the Amway Center in Orlando, on Saturday, December 3rd, 2022, with an exciting, much-anticipated 170lb Welterweightweight tilt between Stephen ‘Wonderboy’ Thompson (16-6) and Kevin ‘Trailblazer’ Holland (23-8).

In UFC Orlando’s co-main event, hard-hitting Lightweights go to war when Rafael ‘RDA’ dos Anjos squares off with the ‘African Savage’, Bryan Barberena.

Plus — we will be treated to a Flyweight scrap between Matheus Nicolau and Matt ‘Danger’ Schnell, as well as a top contenders Heavyweight brawl, pitting Tai ‘Bam Bam’ Tuivasa against Sergei Pavlovich. The main card doesn’t stop there, don’t miss two Middleweight bouts — we will see Eryk Anders take on Kyle Daukaus and Derek Brunson vs. Jack ‘The Joker’ Hermansson, as all the above are on the main card of this UFC Fight Night Event! Tune-in for a stacked 15-bout event…

Don’t miss a single second of face-punching action!

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About the author
Milan Ordoñez
Milan Ordoñez

Milan Ordoñez has been covering combat sports since 2012 and has been part of the Bloody Elbow staff since 2016. He’s also competed in amateur mixed martial arts and submission grappling tournaments.

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