Ashlee Simpson and fiance Pete Wentz went on a double date with Nicole Richie and Joel Madden on Wednesday night.

The 'Autobiography' singer - who is rumored to be pregnant - showed off her flat stomach in a tight black low-cut dress, while Pete wore a green, zebra-print hoodie for the meal at a New York restaurant.

Nicole and Joel - who welcomed their first child, daughter Harlow, into the world in January - held hands as they entered the eatery to meet Ashlee and Pete.

This is the latest stop on Ashlee's restaurant tour of New York.

The 23-year-old singer further fueled rumors she is expecting by visiting Virgil's BBQ restaurant on Tuesday, where she "looked as though she was eating for two", according to an onlooker.

Later on Tuesday, Ashlee met friends at Italian bistro Da Umberto where she is said to have ordered antipasto, mozzarella and chicken capricciosa.

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