A little town called 'blackpool'🗼

Oliver Gregory is a pluridisciplinary artist, writer and creative director from Sheffield with experience in performing and producing live theatre, visual media content and fabricating stage costumes & headwear.

Oliver started his drag career working at the internationally acclaimed show-bar; Funny Girls in Blackpool from July 2014 - May 2017. As a classically trained dancer originally from Sheffield, the soon-to-be international showgirl sensation - Miss Titty Kaka - was born!


Joining as a lead drag artiste and solo aerialist, Oliver was well and truly thrown in at the deep end working alongside and understudying drag royalty; Betty Legs Diamond. During his time performing at this illustrious venue he was a featured drag queen in the first ever ‘Blackpool Tower Projection Show’ (September 2015) and TV Special - ‘Happy - Let’s Sing and Dance For Comic Relief’ (March 2017).

While at Funny Girls, Oliver created and starred in 'The Titty Kaka Show' which ran in January and May of 2016 and every week in the spring season of 2017. Between January 2017 - July 2017, he was a seamstress for Stageworks Worldwide Productions at the Blackpool Pleasure Beach working on costumes for their in house production of ‘Hot Ice: Dreams’ (2017).

PARIS holds the key to 'le drag' 🇫🇷

In August 2017, Oliver relocated to Paris, France where he performed in drag as a featured artist at ‘MANKO Cabaret’ (2017-2018) on the Champs-Élysées for their third season. He appeared in short film: ’This Side of Paradise’ (2018) by award winning fashion photographer Ellen Von Unwerth (Beyoncé, Lady Gaga, Janet Jackson, RuPaul, Britney Spears) and was subsequently part of the same editorial for HUNGER magazine (Issue 14 - March 2018). He was also invited to be a featured act at the Vogue Paris Foundation Gala (July 2018) at the Palais Galliera, directed by Emmanuelle Alt (Editor-in-Chief, VOGUE Paris).

AHOy there sailor! ⚓️

From December 2018 to March 2020 - Oliver traded high heels for the high seas and performed as a male production dancer with Princess Cruises. Between duties on the Grand and Golden Princess, he had time to write, choreograph and perform two original shows 'Legs At Sea!' (July 2019) & ‘Jingle Balls!’ (December 2019). While onboard the Golden Princess, he received an ‘Above & Beyond Award’ for embracing and exceeding the CRUISE service essentials standard for Princess Cruises.

Since January 2022, Oliver has been performing onboard the award-winning Virgin Voyages fleet as part of the Happenings Cast in the role of ‘The Diva’. So far, he has launched and brought two new ships into operation (Valiant Lady - 2022, Resilient Lady - 2023) and has been an integral part of the company’s entertainment offerings. He helped develop an idiotic 80s party - ‘Klub Rubiks’ with lead creatives Ani Taj (founder of ‘The Dance Cartel’) & Sam Pinkleton (Choreographer - ‘Here We Are’). Oliver was the Creative Director for two new holiday shows - ‘Festival of Frights’ (October 2023) and ‘A Very Virgin Festive Spectacular’ (December 2023), and installed them fleet-wide whilst in regular operation. Most recently, Oliver wrote, designed sound and created video content for Virgin Voyages’ newest entertainment addition - ‘Around the World with The Diva’ (December 2023) featured in the event line-up on Valiant Lady.

Oliver Gregory is a creative constantly expanding his skill-set with a passion to build and develop unhinged, spectacular and stimulating theatre.