Invite him to a sporting event.

From Create Your Own Story

"Sporting event, huh?" He leaned back in his leather seat and pondered for a moment. "Don't get to go to many of those with my schedule..."

"It'll be fun." You stepped out of the car and leaned into the front passenger window. "I'll meet you at the ballpark."

"Worth a shot." He nodded at you with some confidence, and then drove off.