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Jun 27, 2026, 08:00 PMGet Tickets
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A Lil' Bit Judgy Tour: Ross Mathews & Carson Kressley
2026
Live & Up Close Theater - 5469 Casino Way, El Cajon, CA, USA
Ross Mathews
Emmy-winning TV host and producer Ross Mathews has been proudly working in the entertainment industry for over 24 years. Endearing, witty and undeniably funny, Mathews has won the hearts of millions of Americans since his television debut in 2001 as a correspondent for “The Tonight Show with Jay Leno.” Mathews can currently be seen every weekday as co-host and producer on the hit daily
syndicated talk show “The Drew Barrymore Show” (about to begin airing season 6). Additionally, Mathews serves as a judge and producer on MTV’s critically acclaimed, award-winning series “RuPaul’s Drag Race” (and Paramount+'s "All Stars"). As an author, Simon & Schuster recently released the paperback version of Mathews’ 2020 book “Name Drop,” the follow up to his national bestseller “Man-Up: Tales of My Delusional Self Confidence.” To promote both books, Mathews went on a multi-city tour, performing his one man show to sold out shows across the country.
In 2025, Mathews released a children's book, "Tio & Tio: The Ring Bearers" co-written with his educator husband, Dr. Wellinthon Garcia-Mathews. Their publisher Penguin Random House announced a sequel will be released sometime next year. Mathews hosted and executive produced his own weekly talk show “Hello Ross” on E! for two seasons (2014-2015), as well as two seasons of the syndicated daytime talk show “Hollywood Today Live” alongside co-host Garcelle Beauvais (2017-2019). As an entrepreneur, Mathews has designed his “Drag Race” wardrobe and created a clothing line, RossXRoss, with Toronto-based designer Ross Mayer and has a collaboration with KAFTKO, designing four sold out kaftan designs. Additionally, Mathews is the CEO of Bubbly Brunches, a drag brunch business with brunches all over the United States and Mexico, partnering with some of the largest hotels and casinos in the world.
When he isn't working on TV and producing events, Mathews can be found in the studio recording his weekly top-rated podcast with Westwood One titled, “Hello Ross”. Recent recording his weekly top-rated podcast with Westwood One titled, “Hello Ross”. Recent guests include Guy Fieri, Chelsea Handler, Ricki Lake and more. Additionally, Mathews has hosted the GLAAD Media Awards six times and in 2018 he was honored with the organization’s Davidson/Valentini Award.
Carson Kressley
Carson Kressley is an award-winning television personality and designer born on November 11, 1969, in Pennsylvania. He made his debut in television in 2003 with his participation as an expert on clothing in the series Queer Eye. Then he was the host of the makeover show How to Look Good Naked followed by other TV appearances such as a contestant for the entertainment show Dancing with the Stars. Carson has launched his own fashion collection and has tried himself in the film industry.
Working for Ralph Lauren from 1994 to 2002 Carson Kressley gained the reputation of a top-tier stylist which pushed him straight to his first television role in the makeover show The Queer Eye. Carson was one of the five make-better savants that were helping the guests improve their lifestyle and become more self-confident. While other experts advised heroes on their food regimen, grooming, interior design and interpersonal relationships, Carson dealt with the clothing part. He had to work wonders with the boring and outdated wardrobe of guests, spicing it up with fashionable garments and chic accessories. After Queer Eye became a success, Carson Kressley gained exposure in another fashion show How to Look Good Naked where he acted as a motivational host. The show aimed at increasing the self-confidence and self-esteem of guests who felt ashamed of their bodies by encouraging them to take part in various indiscreet activities, like getting naked for the camera or posing nude in show windows. Another prominent television appearance of Kressley was in Dancing with the Stars, where he performed in pair with the ballroom dancer Anna Trebunskaya.
Since his success in television, Kressley tried his hand at acting, debuting in the movie The Perfect Man in 2005. He also starred in the NBC production The Year Without Santa in 2006. Other movies you can see Kressley acting are 16 to Life and It’s Christmas, Carol.
Carson Kressley prides himself on his own fashion collection for men and women launched in 2006 on QVC. According to him, his participation in the makeover shows helped him realize that people’s wardrobes run short of basic clothing items. His collection of reinvented basics came to fill this gap while adding a note of glamour to the people’s day to day attire. The level of glamour raised higher with his new collection Love, Carson which contained stylish clothes for fashion-forward women.
Aside from being a television personality, Kressley is also a book writer. His collection of books mainly focuses on instilling self-confidence and self-esteem in men and women who are insecure with their bodies. Kressley uses inspiring stories from his own life and his experience in makeover shows to prove to people that a change is always possible. He also teaches people to accept their bodies and look for ways to highlight their bodily flaws instead of complaining about them and getting depressed. In addition, readers can find secrets and tips on how to become sexier and find their style.