Jewel's dating history: Singer, 49, had a thing with Sean Penn and a soap star then was wed to Ty Murray before 'romancing' Kevin Costner in the Caribbean
Jewel had a rich dating history before 'finding romance' with Kevin Costner, 68, in the Caribbean in November.
The 49-year-old singer used to be wed to cowboy Ty Murray, which is interesting as Costner is best known for playing a cowboy on the hit series Yellowstone.
They were man and wife from 2008 until 2014 and have son Kase, 12.
The country crooner also dated actor Sean Penn, who has been wed to Madonna and Robin Wright, and dated Charlize Theron. And she had a thing with action star Jean-Clade Van Damme, it has been claimed.
Jewel has also gotten close to Charlie Whitehurst, Christopher Douglas and Colin Ferguson.
Here is a look at her love life.
![Jewel had a rich dating history before 'finding romance' with Kevin Costner in the Caribbean in November. Here Jewel is seen left and Kevin right](https://i.dailymail.co.uk/1s/2023/12/08/15/78737913-12842147-Costner_and_singer_Jewel_are_dating_after_going_to_Richard_Brans-m-23_1702047730254.jpg)
Jewel had a rich dating history before 'finding romance' with Kevin Costner in the Caribbean in November. Here Jewel is seen left and Kevin right
In the mid-1990s, she dated actor Sean Penn.
They met at a concert where Jewel was opening for Peter Gabriel, and soon after, Sean asked her to compose a song for his movie, The Crossing Guard.
Jewel wrote about their romance in her 2015 memoir, Never Broken.
Penn is as known for his dating life as he is for his acting career.
He was wed to Madonna from 1985 until 1989, and they romanced each other again several years ago Sean was then married to Robin Wright from 1996 to 2010 - they have two children: Dylan and Hopper. He then wed Greta Scacchi's daughter Leila George from 2020 until 2022.
In between he romanced Scarlett Johansson and Charlize Theron.
![In the mid-1990s, she dated actor Sean Penn. Seen in 2016 in Nashville](https://i.dailymail.co.uk/1s/2023/12/08/17/78743039-12842313-In_the_mid_1990s_she_dated_actor_Sean_Penn_Seen_in_2016_in_Nashv-a-89_1702054975487.jpg)
In the mid-1990s, she dated actor Sean Penn. Seen in 2016 in Nashville
In the late 1990s she dated actor Christopher Douglas from Tennessee.
He is now 54 and wed to Darcy Douglas.
The 6ft tall star is best known for roles on the soap operas One Life to Live as Dylan Moody and Passions as Antonio Lopez-Fitzgerald.
In 1994 he appeared in Tori Amos music video for her song Cornflake Girl.
Douglas worked as a model for major brands, such as Calvin Klein.
He and Jewel dated for only a few months.
![In the late 1990s she dated actor Christopher Douglas from Tennessee. Seen in 1999 in NYC](https://i.dailymail.co.uk/1s/2023/12/08/17/78743129-12842313-In_the_late_1990s_she_dated_actor_Christopher_Douglas_from_Tenne-a-90_1702054975489.jpg)
In the late 1990s she dated actor Christopher Douglas from Tennessee. Seen in 1999 in NYC
Rumors surfaced in 1997 that she was dating action film star Jean-Claude Van Damme.
The duo allegedly met at an industry event and dated only for a short while, it was claimed.
They were not photographed together.
He was in the films Bloodsport, Kickboxer, and Universal Soldier.
The Muscles from Brussels"also had his fair share of high-profile relationships, including marriages to bodybuilder Gladys Portugues and actress Darcy LaPier.
![Rumors surfaced in 1997 that she was dating action film star Jean-Claude Van Damme. The duo allegedly met at an industry event and dated only for a short while, it was claimed](https://i.dailymail.co.uk/1s/2023/12/08/17/78743119-12842313-Rumors_surfaced_in_1997_that_she_was_dating_action_film_star_Jea-a-93_1702054975493.jpg)
Rumors surfaced in 1997 that she was dating action film star Jean-Claude Van Damme. The duo allegedly met at an industry event and dated only for a short while, it was claimed
In 1999 she met professional rodeo cowboy Ty Murray.
In 2008 they wed and set up house in Texas and welcomed son Kase in 2011.
The two starred on their reality TV show Ty and Jewel: A Rodeo Romance for the Great American Country channel.
After six years of marriage, the couple announced their amicable split in 2014.
Murray was one of the most accomplished rodeo cowboys in history, with seven All-Around World Championships and two World Bull Riding titles to his name.
He co-founded the Professional Bull Riders (PBR) organization in 1992.
Murray found mainstream TV fame too: he was on Dancing with the Stars and Celebrity Apprentice.
![In 1999 she met professional rodeo cowboy Ty Murray. In 2008 they wed and set up house in Texas. Seen in 2011](https://i.dailymail.co.uk/1s/2023/12/08/17/78742995-12842313-In_1999_she_met_professional_rodeo_cowboy_Ty_Murray_In_2008_they-a-92_1702054975492.jpg)
In 1999 she met professional rodeo cowboy Ty Murray. In 2008 they wed and set up house in Texas. Seen in 2011
![She put her arm around her son Kase, 12, in the Caribbean in November](https://i.dailymail.co.uk/1s/2023/12/08/17/78740101-12842313-She_put_her_arm_around_her_son_Kase_12_in_the_Caribbean_in_Novem-a-91_1702054975490.jpg)
She put her arm around her son Kase, 12, in the Caribbean in November
In 2015 she dated former NFL quarterback Charlie Whitehurst.
The couple made their first public appearance together at the 2017 Pro Bowl in Honolulu, Hawaii but split later that year.
Whitehurst made a name for himself playing college football for Clemson University before being drafted by the San Diego Chargers in 2006.
As a seasoned backup quarterback, he had stints with the Seattle Seahawks, Tennessee Titans, and Indianapolis Colts throughout his decade-long NFL career.
He was known by the nickname Clipboard Jesus for his long hair.
![In 2015 she dated former NFL quarterback Charlie Whitehurst. The couple made their first public appearance together at the 2017 Pro Bowl in Honolulu, Hawaii but split later that year. Seen in 2016 in Nashville](https://i.dailymail.co.uk/1s/2023/12/08/17/78743085-12842313-In_2015_she_dated_former_NFL_quarterback_Charlie_Whitehurst_The_-a-94_1702054975561.jpg)
In 2015 she dated former NFL quarterback Charlie Whitehurst. The couple made their first public appearance together at the 2017 Pro Bowl in Honolulu, Hawaii but split later that year. Seen in 2016 in Nashville
This comes after she reportedly romanced Kevin during her trip to Richard Branson's Necker Island in November.
According to a new report from TMZ, they are dating. On Friday photos of them emerged in a very cuddly pose as he had his arm around her waist.
This follows his contentious divorce from Christine Baumgartner this year.
The two stars were seen sitting very close to each other on Richard Branson's Necker Island in the British Virgin Islands over the Thanksgiving weekend, as reported by TMZ on Friday.
The Yellowstone star, 68, was on the island for a tennis fundraiser for Jewel's Inspiring Children Foundation.
![It has also been claimed she romanced actor Colin Ferguson, seen here in 2022, but it may just be a rumour](https://i.dailymail.co.uk/1s/2023/12/08/17/78743125-12842313-It_has_also_been_claimed_she_romanced_actor_Colin_Ferguson_seen_-a-95_1702054975564.jpg)
It has also been claimed she romanced actor Colin Ferguson, seen here in 2022, but it may just be a rumour
TMZ claims Costner and the singer flew together to the Caribbean and spent over a week hanging out, were acting 'flirty,' and are now dating.
It was also claimed they left the event together after being by each other's side daily.
The site also shared images with Kevin's arms around her waist as she spoke into a microphone.
They appeared very flirty and smiled from ear to ear suggesting they really enjoyed each other's company.
The site's source shared: 'There was definitely something going on. They were flirty, and when they were together, it was like they both just lit up.'
![Jewel shared several sizzling images to Instagram during her trip to Branson's Necker Island in November where she got close to Yellowstone star Kevin](https://i.dailymail.co.uk/1s/2023/12/08/17/78740087-12842313-Jewel_shared_several_sizzling_images_to_Instagram_during_her_tri-a-96_1702054975647.jpg)
Jewel shared several sizzling images to Instagram during her trip to Branson's Necker Island in November where she got close to Yellowstone star Kevin
![Playland: The island held a very exclusive tennis tournament and Kevin even played a game here and there, it was added by PageSix last month](https://i.dailymail.co.uk/1s/2023/12/08/17/78170657-12842313-Playland_The_island_held_a_very_exclusive_tennis_tournament_and_-a-97_1702054975655.jpg)
Playland: The island held a very exclusive tennis tournament and Kevin even played a game here and there, it was added by PageSix last month
It was also shared: 'You could tell they were trying to be discreet, but anybody who saw them could tell something was going on.'
They played double tennis with Sir Richard.
The site's source also shared that Jewel has been 'picky about who to date' but feels Kevin 'fits the bill,' meaning she gave him the greenlight for romance.
Jewel mentioned Costner when talking the fundraising event on her Instagram last week, saying he was 'kind enough to mentor our kids this year.'
She added of the event: 'Every year, my foundation and I go to Necker Island to help host a tennis event w Richard Branson to raise funds for our kids. Amazing players like come and support us in playing doubles with the folks who come.
'It’s an incredible time, and one I use to relax, rest and play w my son! and Sir Richard was his usual inspiring self- who also plays a mean game of doubles!'
Costner and Jewel were also seen partying with other stars like Emma Watson and Michael Bolton at the private island over the Thanksgiving holiday.
Jewel fits his type: blonde and young. He has also romanced blondes Elle Macpherson, Joan Lunden and Cheryl Teigs, and, of course, his ex wife Christine Baumgartner.
In late November, PageSix reported that Jewel and Kevin were on the same trip together making eyebrows raise. 'Costner seemed in high spirits and more interested in looking to the future than dwelling on his headline-making split from wife of 19 years, Baumgartner,' a source told the site.
'He was talking to other guests about his upcoming movie projects, and he even screened part of his latest movie,' said an island hopper. His latest film is the two part Horizon: An American Saga which debuts in June 2024.
Costner also went scuba diving and sailing, the site added. And when he had dinner at night he rubbed elbows with Jewel as well as Emma Watson, Michael Bolton, and tennis stars Genie Bouchard and Mike Bryan.
Guests paid up to $100,000 to visit the island and play with the best tennis stars in the world.
![They have kids together: Kevin and Christine seen with their children in 2019](https://i.dailymail.co.uk/1s/2023/12/08/17/75079491-12842313-They_have_kids_together_Kevin_and_Christine_seen_with_their_chil-a-98_1702054975659.jpg)
They have kids together: Kevin and Christine seen with their children in 2019
The good times come after Costner finalized his divorce from his wife of 19 years Christine.
In October Costner and Baumgartner's very bitter divorce met an end as the two sides settled with the prenup enforced and a massive monetary penalty if it is challenged.
A joint statement from Costner and Baumgartner provided to DailyMail.com read: 'Kevin and Christine Costner have come to an amicable and mutually agreed upon resolution of all issues pertaining to their divorce proceedings.'
The actor and his wife of nearly 20 years have been embroiled in a months-long legal war which has met a surprise end after a report that Baumgartner had received more than $400,000 to pay the costs of the contentious courtroom battle.
Costner was previously married to Cindy Silva from 1978 to 1994 and they share three children - Annie, 39, Lily, 36, and Joe, 35.
He also shares a son Liam Costner with Bridget Rooney, who he dated after his split with Silva.