Shia LaBeouf had disastrous date with Hilary Duff

Shia Labeouf briefly romanced actress/singer Hilary Duff - but their first and only date was such a disaster, they never saw each other again.

The actor is fast earning himself a reputation as a Hollywood Casanova after recently revealing he enjoyed a brief fling with Transformers co-star Megan Fox, and now he has added another famous face to his list of former flames.

LaBeouf treated the Cheaper by the Dozen star to a sushi dinner, but it was one he'd rather forget.

He tells Details magazine, "(It was) probably the worst date either of us has ever had."

LaBeouf has also previously dated his Wall Street: Money Never Sleeps co-star Carey Mulligan.

Duff wed Canadian ice hockey star Mike Comrie last summer (10).