A Second Time With John “Revised” - Sex Stories

A Second Time With John “Revised”

... knew it was still going to hurt, but, "I was ready," or at least I thought I was and then after taking a deep breath, I again put my head down.

John briefly pushed his finger in me again, and then moving closer, he spread my legs a little more. I knew what was coming next, and as he now gently started wiping the head of his cock into my crack, I smiled in anticipation.

Again, spreading my ass with his free hand, he immediately pressed the head of his cock against my hole, and then leaning forward, continuing to tease my tight little hole, he seductively whispered, "I wanta be in you."

I wanted to feel him in me too, and feeling my my butthole quiver a little, I pulled the pillow closer, trying to get comfortable. John eventually leaned away, and again said, "Relax, okay?”

Immediately, I felt the pressure of him pushing into me and when I rock back, trying to help, he remarked, "You're really tight.”

It made me smile, but as soon as he pushed into me more, it hurt. I tried to relax, I tried to let his cock into me, but it hurt so bad I couldn’t help but reach back, pushing on his thigh.

Trying to pull away, John quickly grabbed my hips, and holding me, making me stop moving, he again told me to relax. The head of his cock felt so big as he pushed it into me, and when he pushed in more, I lifted up.

He had to know it hurt because he seemed to struggle too. Eventually, he stopped and when he pulled out, I smiled and took a deep breath. John again felt on my ...

... ass again, and when he said, "Try to relax,” I knew he was going to try again.

Taking another deep breath, I put my head down again, and desperately tried to relax.

Feeling him put the head of his cock against my puckered little hole again, I tried to push out as he pushed in. At first it was okay, because he simply pushed in a little and pulled out, trying to go slow. Suddenly though as he pushed in further, it immediately hurt. I tried to accept it but thought, "Oh my god, I can’t do it.”

Feeling me try to pull away again, he held me, not letting me move. He was in me, but only a little way, and then grabbing my shoulders, he told me, “Relax.”

I nodded, but John then suddenly pulled me back toward him, pushing into me more. He was trying to force his cock in my ass, which again made me try to pull away. It hurt so bad, and when I raised up, he pushed me flat on my stomach telling me, “Stop!”

Holding me down and leaning into me, he told me to relax, but it really hurt, and I continued to try to wiggle free, but I couldn’t. He did stop briefly and the pain did subside,and when I stop struggling, John immediately started trying to fuck me.

Laying on my stomach, the pain subsided and it actually started feeling kind of good. John again stopped and asked, “Are you okay?”

Nodding and mumbling, “It’s okay,” he pulled me back up to my knees.

I needed to let him fuck me, and it really was okay, but occasionally, when he’d push deep into me, I did reach back ...