Regretless

I slid my fingers out of Alison, as she released my head from the gentle grasp of her thighs. I lifted my head, wiping her wetness from my mouth and chin as I glanced up at Alison who was smiling down at me with glazed eyes.

Alison sat up leaning back on her elbows immediately shifting her focus to my throbbing cock that was leaking pre-cum on their comforter.

My sister in law opened her thighs wide. Alison's non verbal invitation was all I needed as I scooted forward.

Alison motioned me closer as she had her eyes fixed on my dick.

I leaned forward, as Alison reached for my cock that was just above her wet snatch. Starting at the base, Alison ran her hand up my shaft, literally milking my dick. We both watched intently as an immense amount of clear, sticky, precum drizzled out of the tip of my dick, landing in between her splayed pussy lips.

Alison and I made eye contact, as she slowly rubbed the head of my cock in the glob of precum. She proceeded to stroke me while sliding me along the length of her sopping wet slit. Alison became increasingly more aroused as she raised her hips in an effort to apply more stimulation to her already excited clit.

In all the excitement I felt the tip of my dick penetrate my sister in law for the very first time. I paused. Alison removed her hand that was wrapped tightly around the base of my shaft.

Our eyes were locked as I leaned forward, slowly sliding my unprotected cock into Alison's snug pussy. She let out a soft moan and put her head back as I bottomed out, firmly pressing deep inside her.

I gradually withdrew my dick, before gently sinking back into my sister in law's slick cunt. Alison had her arms over her head as she laid there, completely surrendering her entire body to me. Just as I started to establish a rhythm she tilted her head forward, "Bryan, you should really put a condom on." Alison whispered with some reluctance in her voice.

Without breaking tempo I grudgingly asked. "Do you have one?"

Alison's pussy was starting to slurp with every inward thrust. I rolled her left nipple in between the index finger and thumb of my right hand as she replied mid moan, "There should be some in the nightstand drawer."

I plunged one final time, truly enjoying the contrast of her soft pussy, that was tightening around my rigid shaft that was buried deep inside Alison's fertile cunt.

"Mmmmm." Alison moaned as her eyes widened. I began to withdraw my shaft as she suddenly wrapped her legs around my lower back, preventing me from pulling out.

"Not yet. Just a little longer." She unexpectedly whispered as I held myself deep inside her. I was beyond bottoming out when I felt her pussy contract around me.

"Yes oh yes!" Alison called out as she reached out placing her arms around the back of my head, pulling me close. We kissed aggressively as she tightened her legs around my waist, attempting to draw me further into her.

When the convulsing of her pussy subsided, she broke our kiss and unlocked her legs. I reluctantly pulled out ever so slowly.

"I've NEVER came like that before. Never!" Exclaimed Alison as she sat up, attempting to catch her breath. I sat back on my calves as we both glanced down at my glistening shaft.

Alison rolled on her side as she reached for the drawer on the nightstand. She fumbled around before pulling out a condom and tossing it in my direction.

I picked it up off the comforter. "I don't think I remember how to put one of these on?" I jokingly said as I opened the wrapped rubber.

"Well I can show you how I used to put them on my college boyfriends." Alison said eagerly sitting up, transitioning to her knees.

"Well you captivated my interest." I said smiling.

I handed Alison the open condom wrapper. She pulled out the rubber, tossing the wrapper on the floor.

"First we need to make sure you're nice and hard. I see that certainly isn't an issue." Alison said wrapping her small hand around my cock that never lost any rigidity. Alison gave my cock a slow pull, causing a generous amount of precum to accumulate on the head of my dick.

Alison bent over, licking the glob of precum from my dick.

"Mmmm. Now for step two. The condom goes in the mouth." Alison explained placing the rolled up rubber in her mouth.

Alison smiled deviously as she continued, "And finally my favorite step." She lowered her head toward my throbbing cock which was still wet from inserting it into Alison moments ago.

The feeling of erotic pleasure consumed me as I felt the warmth of My sister in law's mouth sliding down my stiff shaft. Alison was now bent over on all fours as she skillfully attempted to pull off a feat that had never been performed on my dick before.

I watched as Alison used her mouth to position the condom on the tip of my dick, and in one fluid motion, she slid her lips down the length of my shaft.

Just as a magician would present the outcome of a trick, Alison slid her mouth off, revealing my now condom covered cock.

"Ta Da!" Alison proudly announced.

We both laughed, quickly noticing the condom stretched tightly around my shaft. Alison placed her hand on the base of the condom, attempting but failing to unroll it any further. Alison looked up and smiled as she realized that the rubber was stretched to the max, leaving the lower portion of my shaft exposed.

"Damn, this is a nice cock." Alison said giving me a gentle tug.

Alison proceeded to place her hand on my abs, lightly pushing me back. Getting the hint I repositioned myself, laying back on their comfortable bed. Alison didn't waste anytime as she straddled my legs and crawled toward me, lowering her head to kiss me.

My dick was pinned in between my stomach and Alison as we made out. I could taste the condom that she unrolled on to my dick as our tongues tangoed.

Alison broke our kiss and scooted forward, freeing my trapped cock, that she eagerly took ahold of. My sister in law began rubbing the head of my rigid condom covered dick across her slippery pussy lips, occasionally probing the entrance of her tight little snatch.

With the condom on it took some coaksing, but the tip of my dick soon slid past Alison's tight opening. She removed her hand, placing it on my chest as she ever so slowly lowered herself onto me.

Alison paused, using the hand on my chest for stability as her pussy adapted to this new position.

Alison was staring into my eyes as she cautiously lowered herself, allowing my dick to explore depths unknown.

Alison let out a soft sexy moan as she bottomed out, unable to take any more of what I had to offer.

Alison rocked her hips, massaging her cervix with the head of my dick. I fondled Alison's breasts while giving short but deliberate thrusts, nudging the entrance of Alison's cervix.

Alison began to rock more forcefully on my cock. Now with both hands on my chest she was pushing back, meeting my every thrust. Her tits swayed inches from my face as the sound of Alison's cunt slurped around my dick.

"Oh fuck me...right there, oh yesssss!"

Alison called out as she pushed back, taking my dick deeper and deeper inside her pussy. I felt a warm trickle of fluid trailing across my balls.

"Yes, Oh yes!" Alison called out. The trickle turned into a gush. It quickly became apparent that Alison was squirting on my stiff shaft as she literally rode out her orgasm. I placed her left nipple in my mouth, sucking and gently nibbling on it, as she fiercely sprang back as she continued to cum.

As her orgasm subsided, she slowed her pace. Alison sat back up, pulling her hair out of her face as she gave me a sexy grin.

My sister in law slid off my dick, leaving a sheen on the condom from her wet pussy. Alison unstraddled my legs as she took hold of my cock, stroking my rigid, slippery, rubber coated shaft as she gazed deep into my eyes.

"Let's get that dick back in me." She said as she crawled toward the head of the bed. I got to my knees and made my way forward.

Alison put her head down on the bed and wiggled her plump ass and visibly aroused pussy as she awaited my cock.

I rubbed the tip of my condom covered cock along her drenched pussy lips before effortlessly sliding my shaft into her sloppy cunt.

I placed my hands on Alison's soft ass cheeks, spreading them wide, giving myself an up close view of her tight little asshole.

Alison's cunt clung tight around my dick as I slowly pulled out. Her pussy was so aroused it left behind a trail of cream on the over stretched condom. It had seemed that her pussy had certainly met it's match.

I paused, leaving only the head of my dick inside her, before gradually filling her back up with my stiff shaft.

"Mmmmmm" She softly moaned.

With every inward thrust her pussy lips collected the cream left behind on the condom, causing it to collect at the uncovered base of my cock as I bottomed out inside her.

"Ooooh fucccckkkk, that feels, so damn goooood!" Alison called out as my dick prodded at her cervix.

She was driving her hips back, grinding on my dick in an attempt to take more of me inside her. I placed my hands on her hips as I pulled her further onto my shaft.

"Oh yes...oh yes..." Alison shouted out.

Alison glanced back at me with glazed eyes as she enjoyed my dick buried deep inside her.

I released Alison's hips, and let her set the pace. She didn't waste any time establishing a rhythm as she fiercely fucked my dick. She'd nearly slide off my cock, before violently slamming back down my cream coated shaft.

Alison's moans increased in volume, as well as frequency as she impaled herself on my cock. Her sloppy pussy engulfing my entire length. Cream had started to accumulate in the swell of Alison's flawless ass. I gently ran the thumb of my right hand up and down her slippery, tight ass hole.

"Mmmmm" Alison moaned as I continued to tease her ass hole with the tip of my thumb as she rapidly bounced back on my stiff shaft.

I grabbed hold of her hips, pulling her back on my cock, as I matched her thrusts. Alison's wet pussy was slurping as she worked every inch of my unyielding cock. From tip to base, my condom covered dick was coated with my sister in law's creamy excitement.

I was practically hypnotized by this fantasy come true that was playing out in front of me. Alison's ass jiggled as it slammed back on my thighs, and her pussy gripped the condom tightly every time she slid off of me. This cycle repeated itself as Alison's moans hinted that she was getting closer to another orgasm. Then just like that, it was gone. The condom that is.

It was an instant sensory overload for my dick. The wetness of my sister in law's pussy felt wetter, the warmth, felt warmer, and the cream, well, you get the point.

I quickly glanced up, looking at Alison who had her head buried in her pillow, completely unaware of the fact that her fertile pussy was suddenly being stimulated by my unprotected cock.

Alison continued to ride me hard, as my cock prodded at the entrance of her fertile womb. I couldn't help but to notice what was left of the shredded rubber clinging to the ring of the condom that was still on my dick.

I knew what I should do, and that was to pull out and put on another rubber. However, I couldn't.

I mean I was buried balls deep in the woman of my most sincere desires. The years of Alison flirting, and the years of teasing had finally got the better of me. Couple that with my self control being compromised by my buzz, there wasn't a chance of me pulling out to put on another condom.

Just the thought of fucking my sister in law, raw, combined with the feel of her pussy, and her moans of pleasure, quickly pushed me closer to the edge as I felt that all to familiar feeling start to build.

"Pull my hair!" Alison demanded as she lifted her head and raised herself up with her arms.

I reached forward with my left hand, grabbing a fist full of Alison's silky damp brown hair.

"Harder, pull it harder." Alison panted.

I readjusted my position and grip, pulling her head back as I continued to deliver my cock deep inside her.

"Ooooh, right there, right there!" Alison called out as she wildly bucked back on me. Alison's pussy tighten around my shaft.

"I'm going to cum!" I called out.

"Don't stop, don't stop! Alison exclaimed as she forced herself back one final time. Her pulsating pussy was more than I could handle. I pulled her hair, driving my dick deeper inside Alison's shuddering cunt.

And just like that, any chance of me pulling out quickly became a halfhearted thought of the past as my overstimulated cock erupted in my brothers wife.

"Oh fuckkk!" I called out as I deliberately shot load, after warm thick load inside my sister in law's fertile pussy.

I grabbed hold of her hips, aggressively pulling her back on my dick as my seed continued to flood her unprotected womb.

Alison rolled her hips, unknowingly milking every last drop of cum from my cock as she rode out her orgasm.

I released her hair as she laid her head back down on the bed, breathing heavy.

"Don't pull out yet." Alison gasped thrusting back a few more times before adding, "I'm still cumming."

I half heartedly laughed as I tenderly grabbed her hips gently driving myself deeper, massaging Alison's cervix with the tip of my dick.

"Ohhhh that's... the... spot." Alison whispered as her fertile womb was being invaded by millions, upon millions of my eager sperm.

I gently rubbed Alison's smooth ass, giving it a playful smack. I enjoyed the final moments of calm, before the impending storm.

In the distance we heard Alison's phone ringing through the blue tooth speaker that was still in the downstairs bathroom.

"Damn, talk about perfect timing." Alison said as she lifted herself off of her elbows before continuing, "That's probably Dave."

I gave her ass one last gentle squeeze before slowly sliding my softening dick out from my sister in law's sloppy cunt.

"Oh shit! The condom broke." I said not winning an Oscar as I finished pulling out, causing my cum to ooze from Alison's well fucked cunt.

"What do you.." She started, before turning around and noticing my cream and cum covered dick. Alison's expression changed to a look of horror as she ran her palm up the inside of her cum covered thigh.

With her phone still ringing in the background she asked, "How could ...?" She paused before continuing, "This isn't fucking good Bry. I'm ovulating this weekend."

The seriousness of the moment had quickly sobered Alison up as she ran her fingers across her pussy lips that were drooling my sticky load all over their comforter.

"I'm sorry Alison. I...I... Just noticed it." I insisted.

Alison glanced down, almost in disgust at my throbbing, semi hard dick as the tattered condom clung to the band.

"I need to get in the shower." Alison said as she crawled to the edge of the bed. She quickly grabbed her wet towel from the foot of the bed, wiping the pasty mess from her thighs and over satisfied pussy.

Despite her meek effort to wipe away the remnants of our encounter, I couldn't help but to find primal pleasure knowing that her womb was undoubtedly filled with an over abundance of my zealous sperm.

In a fit of rage Alison proceeded to sway her sexy ass hastily toward the door.

"Alison wait." I called out as I unrolled the remainder of the shredded rubber from my shaft.

"What?" She snapped back as she turned around.

With a sinister smile on my face I said two simple words to my sister in law, "No regrets".