Pryor Was Admittedly Freaky, But What He Did To A Pointer Sister & Her Ex Was Wild

Posted On : August 2, 2021
Richard Pryor; Anita Pointer

We all know that the late, great Richard Pryor was a wild dude back in the day and this story is just going to prove yet again, just how wild he really was. Years ago, Pointer Sister singer, Anita Pointer, and her then boyfriend/NFL player, Thomas “Hollywood” Henderson, decided to stop by their friend, Pryor’s house and boy did they get the shock of their lives! According to Thomas, Richard surprised him and Anita with a homemade porn movie of himself with two women. Here is what Thomas revealed about that day in his book, Out of Control: Confessions of an NFL Casualty:

Anita Pointers former boyfriend, retired NFL player Thomas Henderson

“Anita and I took a limo to Richard Pryor’s house.

The butler was circulating with a platter of cocaine. Frankie Crocker was sitting beside me. Pryor went into the kitchen and came out with a plate of barbecue sauce and chicken. He took a chicken leg, dipped it deep in the sauce and stuck it in his hair. Then he smeared it all in his face, under his chin and near his ears.

A few minutes later, a movie screen came down in the living room. The lights dimmed. Up on the screen was Richard Pryor with an erection. An Oriental girl, a white girl and a black girl were catering to his every need. One girl would work him for a while and his eyes looked like they were going to explode. Another would take her best shot and he would give his. They were doing some real freaky stuff. It was wild, Richard was nuts!”

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Apparently, Anita Pointer wasn’t offended by Richard’s home porn fiasco and took it all in stride. After reading what Thomas said about that day, I must admit that I’m glad Richard didn’t have the Pointer Sisters’ song playing in teh background of his porn movie. Last thing Anita probably wanted to see/hear was them singing, “I want a man with a slow hand, I want a lover with an easy touch,” playing in Pryor’s home sex video, while three ladies were giving him ‘easy touches with their slow hands.’

Here are a few fun facts about Thomas “Hollywood” Henderson…

“Hollywood” Henderson won the lottery…TWICE. In 2000 he won the $28 million dollar lottery in Texas. Soon after winning those $28M’s, he won a $20K lottery. Thomas also reportedly confessed that he’d spent approximately $20K on lottery tickets prior to winning his two big ones.

After winning Super Bowl XII in 1977, battling cocaine and crack cocaine addiction, serving eight months in drug rehab, as well as 28 months in prison in the 80’s, Thomas “Hollywood” Henderson once again made headlines, except that time it was positive news and he was $28 million richer…although he said he had to break bread with his ex-wife.

Thankfully, “Hollywood” has been clean ever since the day he got busted in November of 1983 and hit with gun, drugs, and assault charges. Today he gives back through his motivational speaking at prisons, at his anti-gun seminars, and various other venues.

About I Love Old School Music

We salute the incredible people and beautiful memories of that "old school". We’re not saying that every artist and every facet of the soul era was perfect, but the artists’ contributions to soul music and the old school memories of that particular time are PRICELESS.