When was the last time you slept with someone?

A forward question, but this whole day has been her being forward to you. You're also genuinely curious.

"Hm... It's been like six months, actually. Not since I broke up with my last boyfriend. It just wasn't working out, you know? Never really knew how to have fun." She shrugs. "Six long months. Oh well! Another will come along eventually, I suppose."

It's probably been longer than that since you've had a lover. You take a bit of joy in knowing you're both a little lonely together.

"Okay. Now, truth or dare?"