Sasha, the Cheating Anal Slut: Leaving Her With a Busted Ass — Part 1

With her ass still wedged on my cock, I lifted her off the table and pulled her back against my chest. he turned her head to me, and we kissed aggressively, her tongue lapping at mine with urgency while I slowly thrust in and out of her rectum.

I’ve known Sasha for a little more than six years, ever since she started working for the company. And I’ve loved her since that day. Which is to say, platonically; as much as any married father of two could love a coworker who is engaged to another man without risking his job.

Why did I love her? Well, because Sasha is, in a word, adorable. She is a petite, shy brunette, with a girl-next-door appeal, despite her age, because like myself, she is in her mid-thirties. All the younger guys who work here fantasize about her, but the more mature men, mostly husbands, appreciate her for the harmless way she flirts. Every conversation with her feels natural, as though you’ve known her forever and are completely comfortable around her. She’s attractive enough that you enjoy making her laugh, but not so hot that you are intimidated by her. In other words, she’s just right.

While I have tremendous respect for Sasha for her intelligence, professionalism, and sense of humor, I must admit that my favorite part about her is her cute little ass. Not that worked-hard in the gym type, but a cute little tight ass, always adorned perfectly in a smart pair of trousers, implying that she knows how good it looks, but doesn’t need to emphasize it more than necessary.

And this is why I was willing to accept a meeting invite from Sasha, on a Friday evening, when everyone was taking off early. It was not unusual, nor was it common, for me to have one-on-one meetings with Sasha because once a month, we had to meet for a quick sync. What was unusual, though, was that she would send a meeting invite without an agenda attached to it. She was always organized, and in control, so loose-format meetings were not her thing. But she came up to my floor just in time.

“Hey, Sasha,” I said as I turned the conference room light on.

“I’ll be right there, Brett,” she said. “Just going to grab some water first.”

I just sat there, watching her walk away. God, her ass was perfect. There was that barely-noticeable crease where the top of the leg arcs towards the bottom of the butt, disappearing and reappearing in a mesmerizing cycle, as she took each step. It had enough of a bubble that you could imagine it fitting perfectly in your palm, should you ever be presented the opportunity.

Sitting down in one of the swivel chairs, I waited for her to return, regretting that I’d never get the chance to see her ass. She came in about a minute later, and I looked up at her as she stood near my chair, something clearly on her mind. She looked like she needed to tell me something of grave importance.

“Is everything alright, Sasha?” I asked.

She took a deep breath and then exhaled through her mouth, steadying her nerves. I began running through all of the possible things she might have to say to me, then she did it again. In through the nose, out through the mouth.

“Ok,” she finally said, as she exhaled.

I waited for her to go on, but instead of speaking, she did something most unexpected. She grabbed the hem of her blouse and pulled it straight over her head. Dropping it to the floor behind her, she stepped forward and straddled my lap, so that her chest was against mine.

“Wh…” was all I was able to muster before her lips touched mine.

I knew I should have stopped it right there, but there was an urgency in her kissing that suggested I shouldn’t force her off me. She cupped my cheeks with both hands and held me steady and she continued to explore my mouth. Up until now, I had just been taking her tongue past my lips, but I quickly found myself kissing her back. Her breath was minty, her lips soft. It felt amazing, and though I knew it was completely wrong, I couldn’t help but encourage her.

When she backed off for a minute, I immediately tried to get a word in.

“Sasha, what’s going on? I’m married. Hell, you’re getting married next month!”

She put a finger to my lips, silencing me.

“Let me explain, and please don’t interrupt. I need this, badly. I’ve been a good girl my entire life, and I get the impression you’ve always been a good man. Before I get married to Michael, I want to be bad. Just once. I want to allow myself a moment to feel incredibly naughty. I picked you, because we have a connection and because you’re married. That means this will stay between us. Just a one-time thing… our dirty little secret.”

Her lips closed on mine again and her hands started fumbling with my belt.

“Please,” she whimpered. “I need this. Please! Please!” she whispered, as she repeated the same word.

Sasha unclasped my belt and was pulling down my zipper, her hands trembling as they dug for my throbbing cock.

And so I caved. My hands fell to her sides, feeling the warmth of her waist just above the hem of her pants. At that sign of compliance, her eagerness intensified. Her ass rose off my lap and her chest pressed hard into mine as she undid my zipper and kissed me hard. As she rocked forward, my hands slid down to cup the cheeks that I’d been admiring all these years. They did not let me down. Somehow both supple and firm, fitting perfectly between my thumb and forefinger. A quick squeeze and they bounced right back into place.

“I’ve wanted to do that since the day we met,” I said.

“Really?” she asked, innocently.

I nodded and she giggled as she dismounted and stepped back from me. For a moment, I thought I had somehow turned her off. Sasha bit a fingernail, belying her nerves as she stood in front of me in just her tight pants and bra.

“Well, actually, this works out well. I was thinking that I don’t want to share my pussy with anyone other than Michael. It wouldn’t feel right, for some reason.”

“Oh,” I said, disappointed and my cock started to soften a bit. “So what do you want to do? Just some oral play?”

“Brett…” she said, raising her eyebrows. “Please don’t make me spell it out for you!”

It suddenly hit me like a ton of bricks, and my cock sprung back into action.

“Oh!” I said, showing more enthusiasm this time.

Sasha turned away, with her back to me, and undid the buckle on her pants, then leaned forward as she slowly and torturously peeled them down her legs. A slutty, sheer white thong emerged, steering my eyesight from her lower back to the treasures barely visible between her cheeks. I still couldn’t believe this was the same, Sasha I’d been working with for six years.

When she turned back around to face me, her face was flushed.

“I’m still not sure what I’ve done to deserve this,” I said, rolling my chair forward so that she was standing between my knees.

She smiled, trying to let her inhibitions go.

“Allow me,” I said as I looped my fingers into the band of her thong and slowly pulled them toward the floor, the flimsy fabric snapping away from her obviously excited pussy.

Her knees rubbed together as her thong fell to the floor.

Still fully clothed, besides my raging hard-on, escaping through my zipper, I was about to stand and start removing my own clothes, but Sasha stopped me. With a hand on my shoulder, she lowered herself to her knees and grabbed my dick with her left hand.

“Now allow me,” she said, lowering her head to my lap and slowly taking my massive erection into her mouth.

I sat back in the chair and just let it happen, my eyes rolling to the back of my head. Sasha bobbed up and down for a few minutes. It was clear that she hadn’t given much head in her life, but I appreciated the effort. Her tongue made subtle swirling motions on the underside of my cock. It was tantalizing, but definitely not enough to get me off.

“Just how dirty do you want to be, Sasha? Can you take the entire thing in your mouth?”

She let out a guttural moan, seeming to welcome the challenge. She adjusted herself for a better angle and lowered her torso to make the tunnel from her mouth to the back of her throat as straight as possible. By doing so, she managed to get almost all of my cock past her lips. Her jaw looked strained as it stretched to accommodate me. Her eyes clenched shut, a single tear leaking down her cheek. I helped her by grabbing her ponytail and pulling her closer.

“Mmmphhh!” she gargled as my entire cock slid into her throat.

Her fingers clenched my thighs in a death grip, but that couldn’t deter me. What did deter me, though, was the fear of turning her off. Having completed her mission of deep-throating me, I pulled her off.

Sasha pulled back so that her ass was resting on her heels. Her mouth hung open in astonishment, and a healthy wad of drool cascaded onto her chest. For a minute, I thought I had gone too far, but the corners of her mouth curled up into a smile. More than anything, she seemed proud.

“Fuck! That was so hot,” she said, shocking me.

“You said you wanted to be dirty…”

“The dirties of sluts,” she responded.

“Fuck, Sasha. You might make me cum just by talking. We better get to it before I lose my chance.”

I helped her to her feet, then bent her over the conference table.

“Come on, you dirty slut. Spread your ass for me.”

Sasha turned her head sideways, and smiled again, before pulling her asscheeks apart and swaying her hips seductively at me.

Take it! It’s yours now.”

I clenched my cock in my fist, then as I put the head of my cock between her cheeks, I marveled at the variance in size between it and her puckered hole. It was at least three times larger, but I was going to make it fit. I rocked forward so that my thighs were resting against her ass and my erection lay on the small of her back. I wanted to see how deep I would be getting.

“This is going in deep. Are you sure you can take it?”

“I’m going to take whatever you give to me. I want this.”

I pulled back and aimed at her rosebud. Sasha put her fingers slightly closer to her asshole, pulling it further open for me, as my head pressed against it, and was met with shockingly little resistance.

The head popped in and Sasha gasped. She immediately let go of her ass and brought her hands up near her head, bracing herself against the table. I pulled back out, thinking I’d hurt her.

“No!” she exclaimed. “Don’t pull out! I’ll get used to it, I promise!”

“Are you sure you don’t want me to get a little lubricant on it before we continue?” I asked and as a hint as to what I meant, I lowered my aim and gently nuzzled my cock between the slick folds of her labia.

“No…that’s just for…oh… Oh, God,” she shuddered as I made contact with her clit.

“Who’s it for?” I asked.

“Fuck, it feels so good. You can stay there, but no insertion!” she insisted.

“Who’s it for?” I asked again.

“That’s Michael’s!” she blurted out as I slid the head of my cock over her clit several times.

I felt her pleasure nub brush over every vein on the top of my dick, and I could feel Sasha’s knees start to shake, then her legs clamped tight around my dick as she screeched her orgasm into the empty conference room.

Her arms were shaking as she brought her hands back to her ass. Pulling her cheeks apart, she again started giving direction.

“That was fun, but now get to it before I have second thoughts. This is already by far the sluttiest I’ve ever felt,” she said.

With my newly-lubricated cock, I again slid into her ass and this time she seemed to take it much better. I easily got my entire head in before letting her rest for a moment. Firmly inside of her, I moved her hands back towards her head, then grabbed her ass. God, it felt incredible.

“Good girl,” I said, straightening my back and patting her gently on her right ass cheek.

I moved my hands up to her waist and started pulling her back as I pushed forward and soon was able to bury my entire cock inside her rectal canal.

“How do you feel?” I asked.

“How do I feel? Stuffed. Slutty. Incredibly naughty… exactly what I was hoping to feel. How different does it feel from a pussy?”

“Are you ready for me to start moving a bit?”

“Go for it.”

I pulled back, leaving about half inside her, then pushed back into the hilt. It went flawlessly.

“Fuck! Yes… God!” she whispered.

I did it again, and she mewed a positive reaction. Next time, I pulled out a bit further leaving just the head in. As I pushed forward, I felt a vacuum effect, sucking me deeper. I nearly lost my balance.

“Fuck, this is incredible,” I panted, straining not to cum early.

“You can go faster.”

Easier said than done. The tightness and suction made it a bit challenging to go too quickly. As I pulled out again, I watched as her sphincter clung tight to me, extending outward just a few millimeters. I shoved in harder, trying to loosen her up a bit.

“Yes, like that… harder…” she said through shortened breath.

I began working up a rhythm, rocking into her slowly, reveling in the sensation of her pulsing anal walls clenching me tight. I put my right hand between her shoulder blades and pushed her flat against the table, giving me some additional support as I thrust harder and faster.

“Uhh… oooh… fuck… yes…,” she squeaked, her voice getting higher and higher, as she approached another orgasm.

I rotated my hips a bit with my next three thrusts, trying to reach depths and angles previously unexplored. That seemed to do the trick as Sasha went up on her toes and let out a long, almost painfully loud moan. Again, her knees shook as she climaxed with my cock in her ass. After a moment suspended above the table, she collapsed onto it once more.

Grabbing her shoulder and waist, I lifted her off the table and pulled her back against my chest. With her ass still wedged on my cock, I wrapped my arms around her, tenderly caressing her breasts over her bra. She turned her head to me, and we kissed aggressively, her tongue lapping at mine with urgency while I slowly thrust in and out of her rectum. Then, holding her tight to me, I sat back in the chair, pulling her into my lap.

“Spread your legs on either side of me,” I ordered.

Sasha complied immediately. God, I wish I were able to see her from the other side of the room. Her sopping wet cunt spread lewdly as she eased her asshole to the base of my cock. I again grasped for her breasts, finding her nipples through the thin lacy material.

“Ride my cock, you dirty slut!”

Surprisingly, Sasha was able to do this with relative ease but after about twenty reps, she seemed to grow fatigued, and instead held her arms straight and pumped her ass up and down. This motion, focused on just the head of my dick, seemed to stimulate me more effectively. That, and the mental image of her spread pussy reacting to this position.

“Touch yourself for me, dirty girl, I want to finish with you!”

I moved my hands from her breasts, placing one on her mid-back and the other on her waist. I was able to help move her up and down, freeing her left hand to finger herself.

“Oh my God!” she cried out and lost all control.

Her orgasm seemed to impact her entire body. Trembling her feet to her shoulders, she lost control of her arms, which caused her to sink all the way down on my cock one last time, impaling herself. I felt something wet cascading down my pants, and coupled with the sound of dripping water, I realized she must have squirted on the conference room floor.

Her tight sphincter clamped down on the base of my erection, was too much to handle and I started cumming inside her asshole. It was the hardest, most explosive orgasm I’ve ever had, and it felt like it went on forever. I pumped my seed deep into Sasha’s body, to the point that I couldn’t even feel it sloshing around my cock.

“Is this your first time squirting?” I asked, wrapping my arms snuggly around her body.

“Yes. First time even coming close, I think. It was incredible. I just lost control,” she whispered in my ear.

“You know, there’s a permanent stain on the carpet that will forever mark our dirty little secret.”

Sasha laughed and continued to use me as a body pillow as she slowly stroked her clit. I don’t know how long we remained embraced like that, but she was the first to move.

“It’s time to go,” she said, placing her hand on mine and rising to her feet.

My cock was still semi-erect as she dislodged, but we both knew I couldn’t go another round. I wasn’t sure if I had the strength to stand.

She picked up her clothes and even the sight of her dressing was incredibly erotic. I wanted to run my fingernails over every inch of her skin. What could I do to keep the memory of this night from fading?

I snatched her thong and put it in my pocket as she reached for it.

“What? No, I need those back!” she giggled playfully but seriously.

“I don’t think so,” I responded, putting her panties in my pocket.

She lunged for me, but I caught her wrists. We were both laughing, indicating that there were no hard feelings, but she was going hard for my pocket.

“I seriously need those. I… my…”

“What? What’s going on?”

“Your… your cum feels like it’s about to leak out of my ass! I’m clenching tight but I’m not sure I can hold it.”

“Well, you wouldn’t want to stain your panties.”

“No, I’m hoping the thong will help wedge everything in place.”

“I don’t think it works like that. Here, let me help you.”

I brought her pants to her feet and let her step into them one foot at a time. Once inside, I drew the waistline of her pants slowly upwards, making a show of inhaling deeply as my face passed her pussy.

“Oh my god,” she blushed. “Getting your money’s worth before we leave this room and make it like none of this ever happened?”

“Can you blame me?”

She slipped back into her shoes, I zipped up, and we left the conference room together.

On the elevator, there was an awkward silence. In a moment of tenderness, I reached for her hand. She immediately turned into me and we kissed passionately again. She cupped my face with both hands, holding me sweetly before her eyes popped open again.

“Fuck!” she exclaimed. “I forgot to keep clenching my ass.”

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