Chapter 13: Mattie's Cherry

Mattie's eyes were closed tightly as Ann spread her legs. She gave no resistance, but she looked plainly terrified. My dick was hard and ready, and I had poised myself at her cute little opening, but I was having second thoughts. Mattie looked much more scared than Ann ever had. I looked at Ann, a question in my eyes.

"Mattie, relax," Ann said. "People have been doing this for centuries, you know. It's no big mystery."

Mattie opened her eyes, looked down, and saw my erect cock, the tip just a half inch away from where her labia parted. "It's going to hurt. He's too big. He's twice, three times the size of Philip's. I'm scared."

Ann reached down and fingered Mattie's pussy a little. "You're also as wet as Seattle, girl. He'll take his time. You'll like it. Just try to relax your muscles."

Ann moved out of the way and I moved up, touching my cockhead to her clit. Mattie jumped a little, then closed her eyes again. I began to run the head of my cock up and down her slit, feeling her get wetter and wetter, and watching her small labia begin to part.

"OK," she said, breathing in through her nose and out through her mouth, her bit breasts heaving with each breath. "OK, but slowly, please. Take it... take it slowly... "

I pushed just the head of my cock into her pussy, and we both jerked. Mattie let out a little yelp of pain, but I had jerked at the pleasure of how incredibly tight she was. Ann had a terrific pussy, but Mattie's was like a vise. I began to wonder myself if this was going to work.

I began to rock back and forth, slowly, letting the head of my cock slip in and out of her cunt. After a while, she got into it, pointing her toes and rocking her hips. Her lips were slightly parted and her breathing was deep and slow. I reached down with my thumb and stroked her clit a few times and she moaned. Ann began to stroke her breasts, pulling and tweaking her nipples, and Mattie smiled ever so slightly.

We kept this up for a long while, me just barely penetrating her while stroking her clit, while Ann sucked and stroked her nipples. I had reached around with my free hand to stroke Ann's pussy for a while, but she moved out of reach. She wanted me to concentrate on her friend.

After a time Mattie's pussy felt a little looser. Not much, but I assumed it was all I was going to get until I pried it open myself. I let my cock slide in about an inch, maybe less. Again, Mattie and I gasped together. This was like trying to fuck a soda straw. I could feel that my cockhead was hitting her hymen -- it felt like a little string stretched from one pussy wall to the other. I began to press against it on each stroke, and Mattie really began to feel it.

"Uh, oh God Ann he's too much. Oh, no, no, he's t-t-tearing me apart. Oh, easy, oh, God, Ann please please, oh... "

Then her hymen broke, and my cock slid in another inch.

Mattie screamed. I stopped all progress, but did not pull out. Ann began to stroke her face and kiss her. "That was the worst part, Mattie, and it's over."

Tears were streaming down her face. "That was m-my ch-cherry, Ann?"

"Yes. It's gone, love." Ann smiled warmly at her.

Mattie's tears flowed as she stared back at Ann. I looked down at my cock, most of it still outside, and wondered.

"Look, Mattie, if this is too much for you... " I began, but Mattie cut me off.

"No," she said, smiling now, staring at Ann's face, "we've gone this far. Let's do it."

I leaned over, took a nipple in my mouth, and began to fuck her, Shallowly at first, of course, but with a clear intention to bury my dick in her tight pussy.

I swear it took an hour. Every half inch I gained took her five minutes to get used to. She was holding my head to her breast, and grasping Ann's hand in hers. By the time I was halfway in, she was coming in a long stream of little orgasms.

"Ommmmmmm, Oh, Ann it's so... ohhhhhhhhhhh God it's so good... "

Finally, I took a deep breath and slid my dick all the way to the hilt. Mattie grimaced and hissed in a deep breath, but she did not scream. I began to fuck her for real.

Mattie's pussy was the most fantastic thing I had ever felt. It was this perfect, smooth, tight velvet sheath. The soft little hairs, invisible to the eye, that surrounded her tiny hole were tickling my balls on every stroke. Every time Mattie moved her leg or twitched her hips I felt the vibrations on every molecule of my cock. I swear I could even feel the vibrations of her heartbeat through that incredible pussy.

When I was finally ready to come, Mattie was rocking her hips violently and clasping her legs behind my butt, pulling me in. She looked barely conscious, her eyelids fluttering, her eyes rolling around, her face very white.