[His cock slides along the cleft of Jack's ass a couple more times before the words are purred against his mouth and his dick twitches at the thought. He barely knows what bareback means in erotic terms, barely knows what any of those sorts of words mean, but he gets the general gist of it enough to understand.
He presses eager kisses against his lover's mouth, pulling away just enough so that the tip of his cock brushes against where he estimates Jack's hole is.]
I've never done this before. [He might as well be honest, cheeks tinged pink with the words as he rolls his hips, bringing a hand up to brush hair from Jack's eyes.] You'll have to, ah, guide me...
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He presses eager kisses against his lover's mouth, pulling away just enough so that the tip of his cock brushes against where he estimates Jack's hole is.]
I've never done this before. [He might as well be honest, cheeks tinged pink with the words as he rolls his hips, bringing a hand up to brush hair from Jack's eyes.] You'll have to, ah, guide me...