Stephen Bear’s Personal Life, Siblings, Parents, Wife, Girlfriend, Kids, Other Family and Dating History
Siblings:
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He has two brothers named Daniel and Robert, and a sister named Hayley
- He has a strained relationship with his sister, primarily due to public disputes and accusations.
Parents:
- Bear’s parents Stephen Bear Senior and Linda Bear divorced when he was young. He has a complex relationship with his father, who has been absent from his life for periods.
- He also maintains a closer relationship with his mother, who has supported him through his career.
Wife (Former):
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- Bear was married to Charlotte Crosby, a fellow reality TV star, in 2018.
- Their marriage was also tumultuous, marred by public arguments and accusations of infidelity.
- They divorced in 2020.
Girlfriend (Current):
- Bear currently has an on-again-off-again relationship with Jessica Smith, a model and influencer.
Kids:
- Bear does not have any children.
Other Family:
- Bear has a large extended family, including aunts, uncles, and cousins.
- He also rarely shares details about them publicly.
Dating History:
- Bear has been linked to numerous women throughout his career, both on and off reality TV shows.
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- Connie Wiltshire (2015) – Stephen and reality TV show personality Connie dated briefly. She was a part of the Ex on the Beach.
- Chrysten Zenoni (2015) – Stephen and Chrysten had a thing between them on the TV show Ex on the Beach. Chrysten is a reality TV star and a makeup artist from Melbourne, Australia.
- Aimee Kimber (2015) – Stephen managed to seduce Aimee on the TV show Ex on the Beach. Aimee had worked as a personal assistant at an architectural firm before joining the show.
- Holly Rickwood (2015) – Stephen and Holly dated briefly. Holly is also a reality TV star and appeared in Ex on the Beach.
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Vicky Pattison
(2015) – Stephen and Vicky first met during the 2015 series of Ex on the Beach. Vicky is an English television and media personality. However, their romance did not go well and ended after 4 months. Vicky called him the “most vile person she’s ever met” and accused him of using her fame to get into the Celebrity Big Brother house in 2016.
- Kayleigh Morris (2015) – Stephen and Kayleigh dated briefly. Kayleigh is a clothing concession manager from Port Talbot in Wales. She appeared in the Big Brother reality show.
- Georgia Major (2015-2016) – Stephen and Georgia had a fling with each other. Georgia is also a reality TV show star and had appeared in the Big Brother reality show.
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Lillie Lexie Gregg
(2016) – Stephen and Lillie had a history together since the All-Stars version of Ex on Beach in 2016. Lillie is a reality TV star who has her own clothing line, Lily Beau London. Despite trying out with other women in the villa during the show on Ex on the Beach, Stephen and Lillie managed to stay together till just the final day of their stay in the show before getting evicted. They were seen together again on Celebrity Big Brother, but clearly, Lillie had learned her lesson by then to start another attachment with Stephen.
- Chloe Khan (2016) – Stephen and Chloe’s romance lasted as long as their stay in the Celebrity Big Brother house. Chloe is a TV personality from London. Stephen and Chloe had lots of X-rated moments during their stay at the Celebrity Big Brother house.
- Jemma Lucy (2016) – Stephen then dated another reality television personality and glamour model, Jemma Lucy briefly. She appeared on Ex on the Beach series 3 and series 5. The couple was really into each other during the summer of 2016 and even got a matching tattoo together. They kept their romance tightlipped until Bear cheated on Jemma, jeopardizing their relationship for good.
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Laura Jones
(2016) – Stephen cheated on Jemma with Laura Jones in 2016. They had a brief steamy affair.
- Taylor Regan (2016) – Stephen made few appearances with Taylor. Apart from being a British, not much is known about her. They were spotted at the launch of Winter Wonderland in Reading.
- Charlotte Crosby (2016-2017) – Stephen and Charlotte was a uniquely matched pair. Charlotte is an English reality television personality from Sunderland, who had appeared in reality series Geordie Shore and won the Celebrity Big Brother series in 2013. They hooked up when they started filming their new TV show, Just Tattoo of Us in January 2017 and late 2016. The reality pair later confirmed their romance on social media and was seen together in many places. The couple was ready to go ring hunting together. But they split after they cheated on each other on separate occasions. They tried to get back together, but things did not work out.
- Elizabeth Randall (2017) – Stephen started secretly dating 18-year-old Elizabeth in December 2017. Elizabeth was working at Argos when they met at a nightclub in Essex. The fling lasted briefly around Christmas 2017.
- Laura Hamilton-Clunes – Stephen found love with Laura in Bali after dumping Elizabeth. Laura is a tattooed Australian brunette. They met during Stephen’s winter break in Bali. Stephen introduced Laura by sharing a snap of her in the bikini at the beach, writing, “Happy birthday to me”.
- Georgia Harrison
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Jessica Garthwaite
(2018) – Stephen got close to Jessica while in Bali. Jessica is a beauty therapist from UK. It was a short fling that lasted only for a few days.
- Kylie Jenner (2018) – Rumor
- Yazmin Oukhellou (2020) – Rumor
- Jessica Smith (2021-Present) – Stephen reportedly started dating model Jessica Smith in 2021. The couple confirmed their relationship in August 2021 after Jessica posted a photo of them on social media. They got engaged in January 2023 at the Moulin Rouge in Paris.
Apart from that, Stephen has had brief encounters with Lacey Fuller (2016), Olivia Walsh (2016), Charlotte Dawson (2016), Megan McKenna (2015) and Ali Drew (2015).
Personal Life
Growing Up Bear:
- Bear’s shared a home with his parents, Linda and Stephen Sr., alongside two younger siblings: sister Emily and brother Anthony.
- His mother, Linda, also appears to have provided a more constant source of support throughout his life.
Shaping His Path:
- Bear’s early passion for performance wasn’t readily apparent. He initially trained as a roofer, a practical path seemingly far removed from the world of reality TV and social media stardom he would later inhabit.
- Bear has spoken about his love for music, an element that would later manifest in his foray into the music industry under the moniker “Stevi Ritchie.”
- The defining moment that propelled Bear into the public eye came in 2011 when he landed a spot on the eighth season of the UK reality show “Shipwrecked: The Island.” This marked the beginning of his journey in the reality TV realm, a path that would bring him both fame and controversy.
