Ashlee Simpson poses backstage during MTV’s Total Request Live at the MTV Times Square Studios on Tuesday in New York City.

Ash, 23, has been swirling in pregnancy rumors and spoke with MTV about keeping “personal issues private.”

DO YOU THINK Ashlee is carrying a baby bump?

20+ pictures of Ashlee Simpson sporting a possible baby bump… More Here! »

Possibly pregnant Ashlee Simpson and fiance Pete Wentz enjoy a double date with new parents Nicole Richie and Joel Madden (both not pictured) in New York City on Wednesday.

Ashlee is in town to promote her album Bittersweet World but lately, she’s been eating for two. On Tuesday, the 23-year-old L.O.V.E. singer chowed down at both Virgil’s BBQ in New York City’s Times Square and New York Italian eatery Da Umberto. She scarfed down a brisket melt – grilled onions and cheddar cheese on grilled rye bread – with French fries!

Nicole was seen wearing a purple jacket, skinny jeans and topped it off with a red Alexander McQueen scarf.

Rumors about Ashlee Simpson being pregnant started swirling a few days ago, and so Ashlee spoke with MTV about keeping certain personal issues private.

“I just think it’s an inappropriate question to ask any woman,” Ashlee said.

“For me, that’s something that I didn’t ever want to respond to, because I think it’s an inappropriate question. Some things, you want to keep personal, and I think that when people deny [reports that they’re pregnant], it’s probably because it’s something they want to keep personal.”

Ashlee also talked about her engagement and how it was important for her fans to hear it directly from the couple. “It was important for us,” she said. “There was a story coming out and people, with their stories, always write untrue things, and we wanted to let our fans know from us.”

Ashlee Simpson is pregnant pregnant pregnant, confirms Us Weekly.

This will be the first child for the 23-year-old “Outta My Head” singer and Fall Out Boy fiance Pete Wentz, 28.

No official word from either Ashlee or Pete’s camps yet.

The pair did, however, confirm their engagement last Wednesday.

Congrats to the happy couple!!!

Jessica Simpson, the older sister of the recently engaged Ashlee Simpson, has been effusive in her love and support for her sister.

“My sister is overflowing with joy,” Jessica told People. “Pete is an incredible soul. They naturally bring out the best in each other. I couldn’t be happier.”

“[Pete] did ask me,” says Joe Simpson, Ashlee’s dad. “I told him that I would be honored to have him as part of my family.”

Ashlee Simpson, 23 and Pete Wentz, 28, confirmed they are planning to walk down the aisle.

Ashlee Simpson is engaged to boyfriend Pete Wentz, reports In Touch.

“He got down on one knee and she said yes,” a family friend says. “She has an amazing ring, and they are so in love.”

The couple went away to Colorado just days ago where Pete’s brother had an art exhibit, and that is where Pete, 28, popped the question to Ashlee, 23.

The couple that started dating in October 2006 but no wedding date has been set yet.

Congrats Pete and Ashlee!

UPDATE: Ashlee just released an official statement to FriendsOrEnemies, saying, “We know there has been a lot of speculation recently about Pete and I and we wanted our fans to be the first to know, because you guys are the best. Yes, we are thrilled to share that we are happily engaged. Thank you for all of your support and well wishes - it means the world to us. We consider this to be a very private matter, and we wanted to be the first to tell you and to hear it straight from us.”

Ashlee Simpson and boyfriend /musician Pete Wentz attend the OK! Magazine, Crush Management & Hilfiger Denim “Viva La Karaoke” event at Angels & Kings on Monday in New York City.

This weekend Ashlee stopped by the 2008 Kids’ Choice Awards and worked out a gray strapless dress.

More pictures of Ashlee Simpson and Pete Wentz kickin’ it at karaoke after the jump… More Here! »

Ashlee Simpsoon attends the Kids’ Choice Awards 2008 on Saturday night at UCLA’s Pauley Pavilion in Westwood, California.