Sheryl Crow, 46, is dating John Cassimus, a restaurateur from Birmingham, Ala, reports Life & Style.

“They’re enjoying getting to know each other,” says an insider, who adds that a mutual friend, Jay Barker, a football star turned radio personality in Birmingham, introduced them.

“Jay got them together in March. John, who’s also a pilot, has been flying his plane to Nashville to see her. They’ve kept it pretty low-key — cooking together, riding horses, going up in his plane.”

And if they decide to dine out, they’ll never have to worry about a reservation.

“John runs a restaurant chain in the South called Zoë’s Kitchen,” the insider says. “He’s also a partner in a Japanese place called Jinsei in Homewood, near Birmingham.”

Sheryl is set to perform in nearby Pelham on May 23 — and, according to the insider, be with her new beau.

Sheryl Crow is speaking publicly about her endorsement of Democratic presidential candidate Barack Obama. Here’s the gist of what she had to say via her blog (all references to Barack were changed from Barak because she spelled it wrong each and every time):

“I am proud to support Barack Obama in his desire and mission to see America return to her greatness. I have carefully watched, like everyone else, the campaigns of both the democrats, as well as the republican candidate, and I could safely say that only one candidate is speaking to the beliefs I feel this country was founded on.

“I believe, like Barack Obama, that we can change our future, but not by repeating our history. …And, I will not be deterred in my support of Barack Obama because of ad campaigns that are meant to incite fear in us where our security is concerned, when the candidate running the ad voted to take us into war.”

Point of Passion is the new must-see ad campaign launched by magazine publishing company Condé Nast Publications. It features people from all walks of life (actors, designers, wedding planners, supermodels) who capture the spirit of each of their 27 print and online magazines.

Featured: actress Christina Ricci (W), actor Hugh Jackman (Men’s Vogue), actor Patrick Dempsey (Details), chef Giada De Laurentiis (Bon Appetit), singer Sheryl Crow (Self), actor Terrence Howard (GQ), actress Eva Longoria (Glamour), actress Kyra Sedgwick (Allure), designer Vera Wang (Brides), designer Monique Lhuillier (Elegant Bride), actress Sharon Stone (Golf), actor Stanley Tucci (Gourmet), actress Molly Sims (Lucky), wedding planner Colin Cowie (Modern Bride), actress Mary-Louise Parker (The New Yorker), fashionistas Zoe Kravitz and Lorraine Nicholson (Teen Vogue), designer Diane Von Furstenberg (Vanity Fair), supermodel Natalia Vodianova with 2-month-old son Viktor (Vogue)… and more!

15+ hecka cool Point of Passion ads inside… More Here! »

Sheryl Crow arrives at the 2007 Annual Black Ball Concert for AIDS charity Keep a Child Alive at Hammerstein Ballroom on Thursday in New York City.

The singer-songwriter wore a mélange of black items including a plunging neckline top, a fur-trimmed vest, a wrap, button-down fleece leggings and leather studded boots.

WHAT DO YOU THINK of Sheryl’s fashion mash-up? (You must look at the close-ups to judge!)

Sheryl Crow waits offstage as nanny Marva keeps 3-month-old son Wyatt quiet with a pacifier at the Crossroads Guitar Festival in Chicago on Saturday.

Sheryl also put noise-canceling headphones on baby Wyatt to keep the sound levels down while she performed on stage with Eric Clapton.

Does the baby looks somewhat… tortured?

12+ pictures inside of Sheryl and Clapton rocking out on stage… More Here! »

Sheryl Crow takes a dip in the pool with son Wyatt, 2 1/2 months, while vacationing in Ischia, a volcanic island in the Tyrrhenian Sea, at the northern end of the Gulf of Naples, off the coast of Italy.

The 45-year-old singer-songwriter was accompanied by actress pal Hilary Swank and boyfriend John Campisi. (Hilary is relaxing in the lawn chair next to John and holding baby Wyatt. She’s also in the bikini behind Sheryl and Wyatt by the pool.) More Here! »

Sheryl Crow takes 1-month-old son Wyatt Crow for a hike in LA’s Runyon Canyon Park on Monday, wrapped in a Moby D wrap in sage green/orient silk panel/black.

Sheryl also took baby Wyatt to a Memorial Day party later on in the day along the star-studded Billionaires Beach with celebs Jennifer Aniston, Courteney Cox and Cindy Crawford.

More Here! »

Here are s’more pictures of Jennifer Aniston and Courteney Cox’s Memorial Day from the party they attended along the star-studded Billionaires Beach.

Other celebrity guests included singer-songwriter Sheryl Crow, supermodel Cindy Crawford (with daughter Kaya Gerber, almost 6) professional volleyball player and former fashion model Gabrielle Reece (hugging Aniston below).

40+ pictures inside of Aniston, Crow and the Cox-Arquettes… More Here! »