Bob the Drag Queen's Thrilling Tour Experience with Madonna: Worth the Exhaustion!

Bob the Drag Queen's day on Madonna's Celebration Tour usually starts with some much-needed rest and relaxation after traveling.

"Traveling can be tiring, but it's all worth it when I get to perform in front of thousands of fans every night and live out my dream," said the 37-year-old winner of RuPaul's Drag Race season 8 in a recent interview with We magazine.

Bob, whose real name is Christopher Delmar Caldwell, has been performing with Madonna at various Celebration Tour dates since it started in October 2023. Today, Bob prepared for a show in Sweden by taking some time for himself after exploring Stockholm.

"I like to unwind by going for a 30-minute walk in the city before heading back to my hotel room to unpack and relax," Bob shared with Us.

Once Bob arrives at the concert venue, he prepares himself for the show. He loves using his beauty brand BOMO’s eye shadow palette Pretty/Funny to create a delicate and elegant look. The TV personality enjoys transforming into a stunning woman with the help of this makeup product.

Scroll down to join Bob on a journey through his daily routine:

Bob the Drag Queen day in the life

Credit: Matt Winkelmeyer/Getty Images for dick clark productions

Bob the Drag Queen on Tour

Bob the Drag Queen's day on Madonna's Celebration Tour usually starts with some much-needed post-travel rest and relaxation.

Traveling can be tiring, but for Bob, the winner of RuPaul's Drag Race season 8, it's all worth it when he gets to live his dream performing in front of thousands of fans every night. He shared this exclusively in the latest issue of We magazine.

Bob, whose real name is Christopher Delmar Caldwell, has been joining Madonna on her Celebration Tour dates since it started in October 2023. On a particular day, Bob prepared for a performance in Sweden by taking some time to explore Stockholm and enjoy some alone time.

Bob shared with Us that after taking a 30-minute walk in the city, he unpacks and settles into his hotel room.

At the concert venue, Bob prepares for the show by using his beauty brand BOMO's eye shadow palette Pretty/Funny to transform into a delicate and elegant woman.

Scroll down to follow Bob through a day in the life:

Bob the Drag Queen day in the life

Credit: Matt Winkelmeyer/Getty Images for dick clark productions

Bob the Drag Queen Says 'Exhausting' Travel Days Are Worth Getting to Perform With Madonna on Tour

Bob the Drag Queen's day on Madonna's Celebration Tour usually starts with some well-deserved rest and relaxation after traveling.

"Traveling can be tiring, but it's all worth it when I get to live my dream performing in front of thousands of fans every night," shared the 37-year-old winner of RuPaul's Drag Race season 8 exclusively in the latest issue of We.

Bob, whose real name is Christopher Delmar Caldwell, has been performing with Madonna at various Celebration Tour dates since it began in October 2023. On a recent day, Bob prepared for a show in Sweden by taking some time to explore Stockholm and then relax in his hotel room.

"After taking a leisurely 30-minute walk around the city, I return to my hotel room to unpack and unwind," Bob shared with Us.

Once at the concert venue, Bob prepares for the show. He loves using his beauty brand BOMO’s eye shadow palette Pretty/Funny to create a stunning look. He transforms into a delicate and elegant woman with this palette, as he shared with his fans.

Scroll down to join Bob on a typical day:

Bob the Drag Queen day in the life

Credit: Courtesy of Bob the Drag Queen

8:42 a.m.

Bob arrived in Sweden, where he served as the special guest at Madonna's Stockholm concert. 

Bob the Drag Queen day in the life

Credit: Courtesy of Bob the Drag Queen

9:14 a.m.

"Since I'm away from home for most of the year, I bring recording equipment for when inspiration hits," Bob told Us of his travel essentials.

Bob the Drag Queen day in the life

Credit: Courtesy of Bob the Drag Queen

1:24 p.m.

The podcast host recorded an episode of the award-winning “Sibling Rivalry” with Bob's "sister and nemesis,'" Monét X Change. They spent two hours debating important trending topics and hot-button issues, giving their listeners something to talk about!

Bob the Drag Queen day in the life

Credit: Courtesy of Bob the Drag Queen

4:36 p.m.

Once soundcheck was complete, Bob begins used BOMO Beauty products to get glam for the show — a process that can take up to four hours! 

Bob the Drag Queen day in the life

Credit: Courtesy of Bob the Drag Queen

8:47 p.m.

The comedian kicks off the show at 8:47 p.m. by parading through the crowd of over 20,000 fans. During the show, they take the audience on a journey through Madonna's career by telling stories, cracking jokes, dancing, lip-syncing, and emceeing, as shared with Us.

Bob the Drag Queen day in the life

Credit: Courtesy of Bob the Drag Queen

12:00 a.m.

Bob never stops working hard. "It might sound crazy, but even after the show, I go back to the hotel to record a YouTube video - because I want to entertain my fans!" Bob said. "In today's video, I reviewed my seventh audition tape for Drag Race." After that, it was time to get some rest!

Editor's P/S:

Bob the Drag Queen's daily routine on Madonna's Celebration Tour is a testament to his dedication and passion for his craft. Despite the hectic travel schedule, Bob prioritizes self-care and relaxation to maintain his energy and mental well-being. His use of his own beauty brand BOMO's products reflects his commitment to authenticity and empowerment.

Bob's journey through his day showcases the multifaceted nature of his role. From exploring local cities to connecting with fans to performing on stage, Bob embraces every aspect of his experience with enthusiasm and professionalism. His work ethic and dedication are admirable, and his ability to balance the demands of touring with his own creative endeavors is truly inspiring. Bob's journey serves as a reminder that pursuing one's dreams requires hard work, self-care, and a love for what you do.