Ashlee Simpson** doesn't look too heartbroken over her recent breakup.

One day after Us Weekly broke the news of her split with Vincent Piazza, the "Bat for a Heart" singer stepped out for the first time in New York City Nov. 28 -- the same day Us exclusively reported the news of her sister Jessica Simpson's second pregnancy.

Wearing burgundy jeans, leopard print sneakers, a knit beanie and a fur-lined coat, the single star, 28, sipped a coffee and guided her 4-year-old son Bronx (with ex-husband Pete Wentz**) through the Big Apple with the help of a hunky male pal. The blond little boy held hands with bot his mom and her handsome, unidentified friend.

The reason the singer's 19-month romance with the Boardwalk Empire actor ended, according to a source, was because of their bicoastal lifestyles. "There was no bad blood and no third party involved," the source told Us. "It was honestly just a long distance relationship and it became too hard to make it work."

Ashlee's older sister, meanwhile, is quietly gearing up for the arrival of her second child with Eric Johnson. (The betrothed couple welcomed daughter Maxwell May 1.)

"It definitely wasn't planned," a source told Us of Jessica's bun in the oven. "But yes, Jessica is pregnant again."

This article originally appeared on Usmagazine.com: Ashlee Simpson Steps Out With Bronx, Hunky Pal After Vincent Piazza Split