Jessica Simpson smiles ear to ear after being asked about becoming an aunt (her younger sister Ashlee is pregnant) outside her hotel in New York City on Tuesday morning.

The 27-year-old aspiring country singer layered an Alexander McQueen jacket over a C&C California tank. She also accessorized with Sonia Rykiel shoes and a bag from her own Jessica Simpson line.

Auntie Jessica, who was accompanied by mom Tina, tried to stay cool in a pair of Frankie B shorts–the temperature in Manhattan has soared to 98 degrees F!

Jessica also recently talked about her future in country music with Nashville’s Tennessean. She addressed why some people are so against her singing country music: “I think just because my name is attached to it. Or maybe they thought that I was just trying to stomp on their ground for a little bit and see what I could do, and then just go back and make another pop record. But I’m planning on making country for the rest of my life, and I don’t want to go back to that other world.”

She added, “It’s a spiritual thing for me, like ‘I know God has a plan and a purpose.’ For the first time in my life, I take a lot of pride in my talent and in the record I was able to put together. With the writers, I felt comfortable opening up, because the only way this opportunity was going to be a great one was to be honest with myself and with them. If I want to be singing it for the rest of my life onstage, I want it to be honest.” More Here! »

After conquering the handbag, shoe, sunglass and swimsuit world, Jessica Simpson is soon going to release a lingerine line.

The 27-year-old singer/actor/designer tells WWD, “I like different lingerie for different occasions. I think that’s the best thing about it. You can feel sexy or girly depending on your mood.”

Jessica Simpson’s Intimates will be a collection of bras, undies, pajamas, daywear and panty-line erasing shapewear. The lingerie line will hit stores Spring 2009.

WOULD YOU BUY Jessica Simpson-branded panties???

Jessica Simpson and fellow country blonde Kellie Pickler sign autographs at the 2008 CMA Music Festival in Nashville, Tennessee on Friday.

As reported earlier, Mr. Jessica Simpson, Tony Romo competed in the U.S. Open Challenge charity event at Torrey Pines in San Diego. The challenge to the “average” golfer was to break 100. Romo finished the charity event with a group low score of 84! Way to go Romo! Justin Timberlake finished with 98 and Today Show Matt Lauer finished at an even 100.

15+ pictures of Jessica Simpson and Kellie Pickler having more fun… More Here! »

Jessica Simpson makes a surprise appearance on stage during the VAULT Concert Stages during the 2008 CMA Music Festival Nightly Concert Show on Thursday at LP Field in Nashville, Tennessee. On-and-off-again boyfriend Tony Romo was a no-show.

Ms. Simpson, 27, and fellow country crooner Randy Travis, 39, are also set to perform at this year’s Monterey County Fair in California. Jessica will perform on Aug. 15 and Travis on Aug. 16.

But before that, Jessica will perform her first country single “Come on Over” on The View on Wednesday, June 25.

10+ pictures inside of country crooner Jessica Simpson… More Here! »

Jessica Simpson and Tony Romo are back together and happier than ever, it seems.

A week after Jessica’s little sister Ashlee’s marriage to Pete Wentz, Jessica and Tony walked arm-in-arm after a romantic lunch together at Dallas Primo restaurant (near Romo’s nearby condo). The kissing! The cuddling! The holding hands! Awwww.

Jessica, an aspiring country music star, was later seen at the airport with her pet pooch, Daisy, and her assistant.

15+ pictures inside of Jessica Simpson and Tony Romo’s: rekindled romance… More Here! »

Here is an exclusive picture of Jessica Simpson and her mom Tina (right) returning to their country roots in Nashville, Tenn., on Wednesday, May 28. Bigger picture here.

“Jessica looked really happy and fresh — ready to work and in a great mood,” an eyewitness tells Life & Style. “She was laughing and chatting with her mom and her publicist.”

The previous day, “Jessica worked all day on shooting her album cover,” an insider says. “She then rested up that evening for an eight-hour photo shoot with Elle magazine that happened the next day. She was really happy and just glowing.”

The newest solo country crooner is successfully climbing up the charts with her single, “Come on Over,” which debuted at No. 41 on the Nielsen Broadcast Data Systems.

Jessica Simpson connects with the baby bump of younger sister Ashlee Simpson-Wentz at the grand opening of Palms Place Hotel & Spa on Saturday in Las Vegas, Nevada.

“She’ll be amazing, absolutely amazing,” Jessica, 27, told People. “They’re just the cutest couple in the world. They are adorable. Anybody would wish to be them and you can only wish them well. Just being around them inspires love and everything I sing about.”

Earlier this weekend, Ashlee called off her summer concert tour.

20+ pictures inside of the Simpson sisters and Pete… More Here! »

Jessica Simpon picks up lunch at Good Earth Cafe in the San Fernando Valley, Studio City on Friday afternoon.

The 27-year-old aspiring country singer, her father Joe Simpson and brother-in-law Pete Wentz of Fallout Boy are among the VIPs expected for Saturday’s grand opening of Palms Place.

Pete, who recently married Jessica’s younger sister, Ashlee, will be doing a set during the evening.

Also expected to attend: The Hills co-stars Lauren Conrad and Lauren “Lo” Bosworth, Luke Wilson, Eve, Lisa Rinna, Harry Hamlin, Donald Faison and Ian Ziering.

10+ pictures inside of Jessica Simpson’s lunch at Good Earth Cafe… More Here! »