What has Ian Winningkoff been up to lately? Hint: you'll need several n*de dudes, one going downtown, to get through it all

 In October 2023, I posted a profile of Ian Winningkoff: Young Chuck Montgomery in Righteous Gemstones Season 3, Classmate #2 in an episode of Secrets of Sulphur Springs, and Danny Zuko in a local production of Grease.  There were a lot of page views during the first week or so, and then they dwindled to near zero, the usual fate of profiles of actors who aren't particularly famous. 

 But during the last few days, the number of page views has skyrocketed, leading me to wonder if something has happened.  Did Ian get a starring role in a big production?  Did he come out?  Did he get arrested?

So let's check Ian's Instagram, his dad's Facebook page, and his high school website to see what he's been up to lately.

In the summer of 2024, Ian starred as Troy Bolton in a local production of High School Musical.

2024-25 was his senior year at Ben Franklin High in New Orleans.  We see him in January 2025, filling out a profile for the NCSA college recruiting website: "I love the game of basketball on a larger note then just playing, but my dream is to play for a college program."

And he's got a goatee that makes him look like a Disney villain.  Not just Disney:  Leonardo DiCaprio, Wes Bentley, Tom Cruise, Liam Neeson, Alan Rickman, and Spock got bearded up when their character went dark.

Mardi Gras, 2025: Ian is hanging with some rather hot homies, no girls. So, into guys, buddy? 

In April 2025, Ian's dad notes that he is starring in the 25th Annual Putnam County Spelling Bee

A photo dump from April 2025 shows Ian hugging his buddy Xander, who will receive the Louis Armstrong Jazz Award and be named to the LHSAA All-Academic Team.  Quite an impressive boyfriend -- oh, wait, the rest of the photos show Ian hugging, kissing, and pretending to strangle a girl.

Not Ian.  I just wanted to see a cock after reviewing what comes next:

May 2025, Ian's Senior Prom photo dump: multiple scenes of hugging, kissing, pretending to strangle, dancing in his underwear with, sticking his tongue out at, and licking the corsage of a girl.  I'm getting the impression that Ian is heterosexual.

More after the break.  Caution: Explicit.

Ian Winningkoff: From "Sulphur Springs" to "Grease," with some teen idol costars and hunky Danny Zukos

 

The New Orleans-based actor, model, and basketball star Ian Winningkoff has eight acting credits on the IMDB.

Including Secrets of Sulphur Springs, a Disney Channel teen thriller about kids who travel back in time to uncover the secrets. Preston Oliver plays focus character Griffin.

And several locally-produced shorts, including Revelation, Dies Irae, Good Girl, and Birthday Surprise. Eli Barron is his usual costar.

Ian's most famous role to date is Young Chuck Montgomery in Season 3 of The Righteous Gemstones.  In a flashback to 2000, he plays a sort of backwoods Tom Sawyer/ Barefoot Boy with Cheek of Tan terrorized by his hard-core  fundamentalist parents.  He grows up to become one of his father's most loyal militia men, played by Lukas Haas. 

Ian is also deeply involved in local New Orleans theater.  He has appeared in Legally Blonde, The Addams Family, Shrek, and Into the Woods, Jr.

Most recently Ian played Kenickie, focus character Danny Zuko's best bud, in Grease.  

More Ian after the break