Jenny and I dated many years ago, but the relationship didn’t work out. We were simply too young to commit to a lifetime together. But I often thought about sex with her when I jacked off.

To my delight, we recently met up again. Although we didn’t have sex right away, we got reacquainted and became friends and confidantes — just like old times. That doesn’t mean I didn’t think about fucking her. Every time she called, I hoped she’d say she wanted to take our friendship to the next level. Our get-togethers were laced with sexual tension that was impossible to ignore.

One night, after weeks of heavy flirtation, Jenny and I returned to my apartment after dinner, locked the door, and turned to each other. Both of us were burning up in anticipation of satisfying the desires that had been building.

“Come here, Jen,” I said. She took a step forward, and I wrapped my arms around her and drew her body close to mine.

I brought my lips to hers and relished their softness. Her mouth opened and our tongues tangoed as I cupped her large breasts in my hands. I squeezed her tits softly, using my thumbs to trace circles over her hardening nipples.

“Oh, Rick,” she moaned loudly, and I knew I had her right where I wanted her.

“Let’s go to the bedroom,” she murmured.

She didn’t have to ask me twice.

Once in my room, Jenny helped me remove her shirt and bra. Her breasts were as stunning as I remembered, her nipples erect and swollen with lust. I cupped her tits in my hands and began to bite, tease, and suck her sensitive nipples. Her head rolled back and forth in ecstasy, and I could tell she loved it. I kept this up for several minutes before moving on.

I kissed my way down her body to the waistband of her jeans. I unbuttoned and removed them in one slow motion. Not only was she pantiless, but she was sporting a completely bald pussy. The sight sent a jolt of arousal to my hard cock.

I admired the smooth expanse of her skin, delighted that I could see every bit of her. She was clearly aroused, too. Her pussy lips were swollen and glistening with her juices. Gently, I traced my tongue from the bottom of her slit to the top and sucked her engorged clit into my mouth. Then I moved my tongue in a circular motion around her nub while pumping two fingers in and out of her snug pussy. I knew from so many pleasurable experiences how good her pussy would feel once it was stretched around my dick.

I kept up this stimulation until her whole body shuddered, and I could tell she was experiencing an intense climax. I kept teasing her clit as she moaned loudly, bucking and writhing as she came on my fingers. Once her cries ceased, it was time for the main event. I kissed my way up her body, licked her lips, and lined up my cock with her dripping entrance. I pushed forward, unable to keep myself from groaning. She was so soft and wet that it was like sinking into warm butter. I advanced slowly because she was wonderfully tight. Her pussy grasped my thick shaft like a velvet vise. Jenny sighed and clawed at my back as I filled her with my dick.

I continued to push forward, until finally my balls were flush with her ass. Slowly, I pulled out until only the head of my penis remained inside her, and then sank back in once again. She sighed and moaned as I moved in and out of her. Soon I built up a steady rhythm, all the while gazing into her beautiful brown eyes.

Suddenly, her pussy contracted strongly around my cock, making me gasp with pleasure. Jenny announced with a huge grin, “I’ve been practicing Kegel exercises for months, hoping I’d get another chance to rock your world.”

I smiled and sped up my thrusts for several minutes. Jenny had always been a pro at riding cock, and she apparently wanted to prove that she still had her skills. She told me to lie on my back and quickly straddled my hips. She grasped my rock-hard cock with her right hand and held her pussy lips open with her left before expertly descending on my shaft. Firmly planted on my cock, she began riding me hard. Soon she was screaming and coming hard around my dick. Her pussy squeezed my cock like a fist, and her whole body shuddered with her orgasm. Feeling her cunt contract around me set off my climax, and I released countless jets of my thick load deep inside her. Her body collapsed onto mine, and we embraced, happy to be in each other’s arms again.

Sex with Jenny was even better than it had been before. I can’t wait until the next time!

And the next time.

And the next….

— R.M., Maine

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From the January 2016 issue of Penthouse magazine.

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