She asks Sean to take her virginity

Looking into Sean's eyes, Ashley takes a deep breath and just says what she feels, "I want you to be my first." She gulped at how meek and childish she sounded, but the swelling of his cock and the lustful look he gave her showed her what he really wanted. But he didn't move...in fact he stopped and pulled almost all the way out, his hand cupping her cheek softly.

Sean looked down at her tenderly, "Are you sure that's what you want? I-I didn't start out looking for this...OK?" Ashley nodded and smiled, "Just...pull out, OK? It's not a safe day and things would get...complicated." Sean nodded and smiled. "OK. I will."

Getting back into the motion of things, Sean found his rhythm and began to slowly work into his buxom, blonde, step-sister again. Every few thrusts he would put more and more pressure on her maidenhead. It helped him that she had already played with some toys, but he was about to finish whatever job her own playing had started.

Ashley was lost in the sensations again as Sean worked her pussy into a slick, sticky frenzy. She was spasming and clenching, nearing an orgasm when he pulled out until just the head was inside her, paused a moment, and then spoke softly, "Here it goes sweety. I'm going to thrust in fast and deep, then hold myself inside so you can get used to the feeling, OK?" She nodded and looked up into his blue eyes.

Their eyes were locked on each other as Sean thrust in deep, stretching Ashley's puffy little slit wide around his long, powerful cock. Her gasp was long, and her arms wrapped around his muscular torso. "Mmmmm....fuck you're big," she said as her body struggled to get used to the size. There was little to no pain, only an intense pressure with an amazing amount of pleasure that spread from where he entered her out to her fingers, toes, and lips.

Sean was in heaven. She wrapped around him perfectly and took him all the way to the root where his heavy balls rested against her ass. The spasms he felt as she was adjusting to the pleasurable invader were like having a hot, velvetty, glove of pure bliss squeezing his cock. "Mmmmm...I've never been with a virgin before. Di-did it hurt at all?" His forehead rested against her's and all thoughts of blackmailing her left his mind.

What had started out as a way to get back at his bitchy, immature step-sister was quickly blossoming into something more complex than either of them could explain right now, in the heat of the moment.