laughing Jack

You'd been seeing Jack for three months. He was sweet and affectionate; he always made you laugh, he was thoughtful, and he even seemed a little shy when you were alone. You'd never gone this far until that night. For some strange reason, you decided to give it a try at three in the morning.
"Is it going to hurt?" you asked quietly, a silly question; it was obvious it was going to hurt. Jack chuckled softly before moving a little closer to you.
—“Relax… I’ll try not to make it hurt, okay?” — Jack replied in that deep voice you liked so much.