On his first kiss: "It was fifth grade. Her name was Kiley Smith and she was my best friend's twin sister. It was one of those super-awkward things. We were at camp, on a lake, really picturesque – it¹s kind of seared into memory! We're still friends."
On a perfect date: "All you need is a pool table, beer, an electric jukebox and good conversation. The day a girl beats me in a game of Beirut [a kind of beer pong] is a good sign!"
On dating Carrie Underwood: "I have nothing bad to say about that experience. It was awesome. I just didn't know how to deal with it. I learned a ton about dating someone in that kind of spotlight. It was such a whirlwind, but no regrets."
For more photos and more intimate Chace details, pick up PEOPLE's Hottest Bachelors issue, on newsstands Friday.