"Ssshh" he whispered as she cried out then yelled in pain.  He gently wrapped his hands around her waist as he felt his cock slice through her hymen.  He let her tears die down for a few seconds letting her get use to it then continued moving her into him.  "Press down..it hurts now but press down.." he whispered to her.  He thrust up to help her a bit letting her get use to the feeling then he lifted her just a bit by the waist, dropping her back down.  Slowly he started to move and bounce her on his lap, letting her get use to the feeling of his cock thrusting into her.