I’d quietly admired my biking teammate, Ana, from afar for quite some time. Lagging behind our group, I’d find myself fixated on Ana’s ass and how it molded over the edges of her seat, bouncing and jiggling with every bump we hit.

After months of admiring Ana, fantasizing about burying myself inside her, we finally hooked up. One encounter led to two, then three and four. Before long we discovered a mutual propensity for exhibitionism and ass-play.

One night as we lay in bed lazily stroking one another’s backs, Ana proposed a way we might have more fun while biking with our team.

The following morning, we put our plan into action. I was so excited by the idea of Ana attending our team’s practice session with a butt plug in place that my dick stood at attention the second she got an all fours and parted her cheeks.

Our teammates knew we were dating, but no one would ever suspect that we’d bring our foreplay into a team practice.

But we would know.

Forcing myself to ignore the raging erection slapping against my thigh, I focused instead on the dark-pink puckered circle dotting the center of Ana’s ass and prepared to prime her for the plug.

Placing one hand on either hip, I squeezed my fingers until they sank into her soft flesh. Ana’s thighs were thick and her ass plump. I loved the round fullness of her cheeks and the way they pressed against my pelvis when I took her from behind.

Feeling it was only appropriate to pay homage to something I loved so much, I brushed my lips over one cheek, then the other. Spurred on by the sigh that Ana heaved after my second kiss, I turned my attention to the hole nestled between her cheeks. I traced the edges using the tip of my tongue, circling slowly so that I could feel the fine creases lining her skin.

When Ana shoved her ass in my face, I pulled back, knowing it was time to take this a step further. Swirling my tongue over my pinky finger, I made sure the digit was good and slippery before pressing the pad against Ana’s asshole. I circled the puckered skin slowly, spreading my saliva until she glistened.

Adding a bit of lube to the mix, I massaged Anna’s asshole until her back bowed and little mews of pleasure fell from her lips. Once my finger could slide along Ana’s skin without resistance, I dipped the tip into her hole.

Like a silken Chinese finger trap, the deeper I pushed my finger, the tighter her hold on me became. Eager to help Ana relax, I placed my free hand on the base of her spine and began to gently stroke her back. With every sweep of my hand, Ana’s muscles became more pliant, enabling me to slip a second finger inside her hole.

Ah!

Ana’s throaty scream echoed off her bedroom walls.

My cock pulsed in response. I wanted to hear that again.

Reaching around to Ana’s front, I found her clit and began to massage her.

Groaning, Ana rocked her hips against my hand. Of course, the action shifted her ass as well.

My hand followed her movements, my fingers still firmly nestled inside her tush. Taking advantage of the fact that I was holding Ana from both the back and the front, I steadied her hips and used a third finger to stretch her asshole even wider.

Ana wasn’t moving anywhere. Instead she relaxed against me, sighing contentedly as I continued to massage her body from the inside out.

Finally satisfied that Ana was stretched wide enough to comfortably accept the plug we’d selected, I eased my fingers from her hole.

Ana protested with a groan, but we both knew the brief feeling of loss would be worth it in the end.

I bent to pick up the plug that had rolled beneath Ana’s body and cradled it in my palm. Dousing the silicone cone with lube, I rolled it around in my hand, making certain it was nice and slick. Then I placed the tip against Ana’s gaping asshole, circling the rim before sliding the cone inside.

With the plug comfortably seated in Ana’s asshole, we were ready to hit the road.

As we walked to the elevator with our bikes, I allowed myself to lag behind a bit, enjoying the way the plug forced Ana to clench her cheeks with every step. My dick twitched beneath my tight Spandex bike shorts.

Now we were both walking funny.

Fortunately for Ana, hopping on her bike erased any evidence of the silicone cone nestled inside her asshole.

Unfortunately for Ana, every bump she hit made her booty bounce on the seat, pushing the plug deeper inside.

Our teammates had no idea that the sweat beading on Ana’s brow wasn’t due to the exertion of exercise. Only we knew that a ribbed cone was nestled firmly inside Ana’s asshole.

Around mile ten we began our cooldown when a teammate pulled up alongside Ana and asked if she was all right.

“You look a little tense,” she said with concern.

I truly thought we were busted. Biting my tongue, I looked off to the side to hide the blush that had begun to bloom on my cheeks.

Fortunately we were mere blocks from the end of our ride, so close to bringing this little game to an explosive finish.

Ana gracefully thanked our friend for her concern and mumbled some lie about straining her back lifting boxes the night before. Careful to avoid eye contact with one another, we pedaled on.

Finally we reached the end of our ride. With only myself and Ana remaining as we sped home, I no longer tried to hide my erection. The smooth Spandex of my bike shorts caressed the hot silken skin of my shaft, making me break out in a sweat.

By the time we reached Ana’s front door, I was pawing at her like an animal in heat. Fuck running to the bedroom; I would bend her right over the couch that sat a few feet from her front door.

As soon as the door opened, I lifted Ana over my shoulder and made a mad dash for the couch. Glancing around, I noted a small pair of scissors sitting on the side table.

Fucking perfect.

I set Ana down in front of the couch and bent her body over it, placing her hands on the cushioned back. Shoving one of my feet between her own, I coaxed her legs apart.

Grabbing the scissors off the table, I took a moment to admire the stunning woman who loved ass-play as much as I did. Her ponytail hung over her face, brushing over alabaster skin that had gone rosy-pink from anticipation and arousal.

Unwilling to invest the time and effort it would take to roll Ana’s Spandex bike shorts down her perfectly sculpted thighs and ultra-trim calves, I carefully pulled the waistband away from her body and began to cut along the central seam.

The material cut easily with a satisfying zip, slowly peeling away to reveal Ana’s bare ass. When I reached the protruding plug, I lifted the fabric away a tiny bit more, careful not to hit the plug’s handle as I continued to remove Ana’s pants.

When the Spandex hung off of Ana’s legs in tattered scraps, I took a step back and drew in a breath before shucking my own pants and throwing them off to the side.

Taking hold of the plug, I slowly twisted my wrist, allowing the ribbed cone to work its magic inside Ana.

Groaning, Ana shuddered. Hours of ramming the plug up her butt as she rode had left her extra sensitive, threatening to come apart at any second.

Giving the plug another twist, I watched with satisfaction when Ana’s hips hitched in response.

Finally, I removed the plug. Ana’s asshole remained wide open — a tempting invitation to my already throbbing dick.

Realizing I needed a condom, I hastily glanced around, hoping we’d left some behind during a previous evening’s adventures.

Shiny blue foil packets caught my eye on the coffee table.

Thank God.

Giving my shaft a quick stroke, I tore the foil packet open with my teeth and fumbled with the latex sheath, nearly dropping the damn thing in my haste to roll it on.

But there was still one last thing I needed to do before sliding into Ana’s asshole.

Bending, I lowered my face to her hole and trailed my tongue around the edges. She was so open, my tongue dipped inside easily, teasing at the ultra-sensitive skin. Her strangled moans reverberated through my body, making my dick pulse with need.

Feeling ready to burst, I held my breath as I finally slid into Ana. Hot and so impossibly tight, Ana’s asshole closed around my shaft, drawing me deeper.

My balls grew tight and my eyes rolled back. Biting my tongue to keep the building surge of pleasure at bay, I gripped Ana’s hips for support and slowly began to rock into her.

Damn, she felt good. Her hole was so fucking tight, I could barely move within her, which suited me just fine. I didn’t need to move much to feel her walls ripple over me, milking my shaft so that my whole body tingled.

My breaths grew shorter and faster. Seconds from coming apart, I shoved my dick as deep into Ana’s asshole as it could go before bringing the flat of my palm down onto her cheek. Hard.I watched as her plump hips and cheeks jiggled, deliciously out of rhythm with my own movements.

Unprepared for the sudden sting on her skin, Ana’s body tensed beneath me, holding my dick tighter than I ever thought possible.

This time there was no holding back my orgasm. My eyes crossed, blurring my vision as hot come jettisoned into the condom. The more I pumped into Ana, the harder I came, leaving me in what felt like an infinite loop of blinding pleasure.

Eventually, my ejections came up dry and I stilled, taking in my surroundings as my vision cleared. Though her hair was tousled and her breath short, Ana maintained her downward-dog position beneath me.

Mustering the last of my energy, I sank onto the couch and pulled Ana into my lap. She relaxed into me, resting her cheek on my chest. Her eyes fluttered shut and for a moment I thought she’d fallen asleep.

Just as I was about to drift off, Ana’s warm breath fanned across my chest as she whispered, “Next time I think we should use a bigger plug.”