Anna gave a loud gasp and held her breath as she felt him slip in. Her pussy lips squeezed at him tightly as he kept himself from going on any further, it threatened to push him back out before he might be able to. Her legs tensed and drew further around him. Her arms slunk around his back, pinching at his skin with her hands. Her head nestled against his neck she nuzzled him with a whimper. Her eyes barely open as she gave out several quick pants before his lips found her own. He spoke to her then, with an apology... She look to him with concern and confusion, as she herself had no idea of what was to come then.<br/><br/>Her nails pierced into his back and her eyes were widened. She coughed before she managed to let out a scream she'd been holding back. I was followed up by a bit of sobbing as a tangled sensation of pain and pleasure rolled through her. She shook in terror against him, unable to let him go.<br/><br/>She could feel his length throbbing against her own pulsating walls. The suction that was formed there. His kissing her brought little comfort as she felt the echos of her maidenhead screaming inside her. She hissed at the small movements her body made against him on their own. She wanted the pain to go away, but she wasn't sure if it was possible, with his cock lodged inside her. She didn't want him to pull it out again, no, that would have hurt more she felt. Perhaps if he kept inside... and carefully ran it back and forth... she might get used to the pain..?<br/><br/>She pulled her lips from his and let her eyes find his own. They were clearly pained, searching for comfort. "W-will you be gentle now..?" She said with a shakey voice.