In this aspect he's pretty damn happy that Jack is as experienced as he is. Being with a bloke is still new to him and although he's confident in his abilities (dicks aren't rocket science) there's a smoothness to this that he can't quite match.
He groans into the kiss, lifting his hips to meet Jack's hand as it moves inside. Whatever's got him going also got him hard, aching and eager, twitching against the heat of a living man's hand.