He pressed his chest against hers as his fingers slipped in and out of her, gathering more oil and slicking her up gently, opening her for him, as he kissed and teased her.
"It may hurt some, at first, but I am told it feels... good."
He kissed her as he slowly withdrew that finger, then just as slowly slicked his cock up with oil and placed it against that tiniest of holes, his lips kissing hers again and again as he pressed gently but firmly into her there.