Enjoying a night out in the Big Apple, Adrian Grenier and a female friend were spotted meandering around the Time Warner building on their way to the Porterhouse Restaurant last night (August 24).

The “Entourage” stud looked hot in a black button-up shirt, jeans, and a pair of Converse All Stars, while his date rocked a striped half-button tank top underneath a sweater jacket with a pair of denim cutoffs.

Their dinner together comes after widespread reports that Adrian his last girlfriend Isabel Lucas had officially called it quits in the romance department, due to her involvement with “Transformers” co-star Shia LaBeouf.

An inside source told press, “It wasn't working out. Adrian saw her with Shia and that was kind of it -- the crash, their hanging out.” But this dinner date is once again raising more questions.

Gossip Girls

Enjoy the pictures of Adrian Grenier out in NYC last night (August 24).