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Chapter 4
by jk89
What's next?
The following day
My dick was rock-hard when I woke the next morning, throbbing in anticipation of what I would be doing with Eve later tonight. Unfortunately, today's schedule was pretty full and we wouldn't be getting an opportunity to fuck again until after 7:00 pm. at the earliest. I thought about spanking one out to relieve some tension, but I decided against it, wanting to save my load for Eve instead. So I got myself ready, struggling to tuck my stiff member into my pants, then made my way down to the continental breakfast and filled myself up with a rubbery breakfast sandwich, a muffin, and some coffee before making my way towards my assigned meeting room.
The morning meetings were a blur of spreadsheets and financial jargon, and I had to do all I could to stop my mind from wandering back to the night before and the things I wanted to do with Eve tonight. Luckily, there wasn't any test at the end of this and they weren't handing out any life or **** information because I was really just going through the motions. To be honest, a lot of other staff members were as well, but more because they had partaken in a few too many beverages the night before.
The first break of the morning came about an hour into the meetings where I used the opportunity to grab a bottle of water and check my phone. I saw I had another text from Stacy apologizing that I had to jerk off last night but also informing me that she fingered herself another time before going to bed herself. I felt myself stiffening at that information, but it was too bad for Stacy, that Eve's pussy was going to be the one to benefit from her getting me riled up.
Finally, lunch was announced and everyone started to shuffle back to the main conference room where the cocktail hour was held the night before. As I made my way through the buffet line, grabbing a pre-made sandwich and some sides, I saw Eve across the room. She was dressed in a tight skirt and a low-cut blouse that accentuated her full tits, and her hair was pulled back in a sleek bun, showing off her neck. She saw me a moment later and winked then started to make her way towards me. We only had a second to talk because she was expected to sit with her co-workers, as was I, but she leaned in close and whispered in my ear, "I can't stop thinking about your big, hard cock, Dave. My pussy's been wet all morning." but didn't stick around to give me a chance to respond, giving me a devilish grin as she walked away.
The afternoon meetings were a drag, but knowing what was in store for later kept my spirits up. The speakers talked about fiscal strategies and market trends, but all I could think about was Eve's pussy around my cock and the way her tits and ass felt in my hands. Fortunately, those thoughts distracted me enough that the afternoon sessions actually seemed like they flew by and before I knew it, I was back up in my room, getting ready for the planned dinner back down in the conference room, after which, I'd finally be able to get back inside Eve's sweet pussy.
Dinner was a buffet style and the food was actually pretty good, a step above the typical conference fare. Eve and I sat at different tables, but our eyes met across the room, and she kept giving me sultry looks and smiling at me, making it clear she was thinking about our rendezvous later. I tried to focus on the conversation at my own table, but my thoughts kept drifting to her and more than once I had to apologize for not hearing a question that was directed towards me.
As dinner wound down, and desserts and coffee replaced the buffet food, the higher ups started their speeches and thanked everyone for attending. Fortunately, they kept things a lot shorter this time, having said the majority of what they wanted the night before and were finished in under a half an hour. As the room started to empty out, Eve and I exchanged glances, and she nodded towards the elevator bank, signaling she was ready.
I made my way over, trying to look nonchalant and hoping no one from my office had seen the exchange. The elevator was a mix of people heading back to their rooms to rest before the final round of networking, and others heading to the hotel bar to continue the party. We squeezed ourselves in among the others, but as soon as the doors closed, Eve stepped closer to me, pressing her ass against my cock, which was already swelling in anticipation. The ride up to her room felt like an eternity, but finally, we arrived and stepped out into the hallway, then hastily made our way to her room. She fumbled with her key card, her hand shaking slightly with excitement, and when the door clicked open, she practically dragged me inside.
As soon as the door closed, we were all over each other, fumbling with each other's clothes as we kissed and touched. My hands found their way to her full tits, squeezing and kneading them through her blouse while she unbuckled my belt and unzipped my pants, reaching inside to stroke my already-hard cock. "My pussy is dripping for you Dave," she whispered in my ear, sending a shiver down my spine. "I need this big, fat cock splitting me apart again."
We didn't waste any time. My clothes were soon in a heap on the ground along with Eve's blouse and bra while her skirt just got pulled up over her hips. Moving to the bed, I remained standing and positioned myself between her legs, her scent of desire filling my nostrils and driving me wild. Lifting one of her legs to place it on my shoulder, I then guided the head of my cock to her entrance, feeling the heat and wetness emanating from her. With a deep breath, I pushed in, feeling the tightness of her pussy enveloping me inch by inch until I was fully sheathed inside her. "Oh fuck, Eve, your pussy feels so good around my cock!" I moaned, eyes rolling back in the back of my head.
Quickly regaining my composure, I got back to the task at hand and began to slide myself in and out of Eve, setting a steady pace I knew I'd be able to maintain for a bit and not blow my load too quickly. Her pussy juices were flowing, providing more than enough lubrication and her eyes met mine and she gave me a hungry smile when I looked down at her. "Oh my god." she moaned as her hands began roaming her body. "Oh Dave, fuck that pussy... Yeah, just like that." she told me as I continued my rhythmic motion, watching as she played with her boobs and rubbed her clit.
It didn't take long for her moans to grow louder and her breathing more ragged as she was, apparently, even more on edge than I was today and I saw the signs as she rapidly approached her first climax. When she looked up at me and her eyes grew wide, I knew she was close and a second later her hands flew to her sides and she dug her nails into the bed sheets. "Oh... oh... oh fuck, yes!" she screamed, her body taut with pleasure, her pussy contracting around my cock as she came. Her legs trembled, and she bucked against me. I felt her pussy pulsing, gripping my cock in the throes of her orgasm. Being able to watch her facial expressions this time as she came was incredibly arousing. Her cheeks were flushed and her eyes squeezed shut in ecstasy, mouth open as she called out my name, and I wanted to make it last for as long as I could for her.
Eventually Eve's orgasm started to wane, and I slowed my movements, giving her pussy a gentle break while her body calmed, as well as allowing me a moment to bring myself away from the edge of my own release. We were both breathing heavy and coated in a thin sheen of sweat but I took a moment to appreciate the beauty of her in her moment of satisfaction. The only thing I could think of at that moment was how fuckin' sexy she looked. Her eyes were half-closed with a smile tugging at the corner of her lips. Her chest was heaving, skin was flushed, and her pussy swollen, and I took pride in the fact of knowing that I wasn't finished with her yet.
Her eyes eventually fluttered open and she caught me staring at her glistening pussy and her plump, still-hard nipples. "Like what you see?" she asked playfully, a knowing smile on her face.
"More than you can imagine," I murmured, unable to tear my gaze away. "You're so fuckin' hot when you cum."
Her smile grew, and she reached up to trace her fingers over her own nipples, watching me with hooded eyes. "Thank you, baby," she purred, her voice like velvet over my ears. "And you make me cum sooo good." then reached up and pulled my face to hers, kissing me deeply. Her tongue slipped into my mouth and danced with mine, and I felt a renewed surge of lust.
When she broke the kiss, she whispered into my ear, "Now, ow'd you like to stick that big, beautiful cock of yours in my thick, Latina ass?" The words sent a bolt of desire straight to my crotch and my cock grew even harder at the thought. From our inappropriate work conversations in the past, I knew Eve had done anal before, but she had always told me she needed to be in just the right mood to do it. Of course, having the knowledge that she did it had always made me fantasize about sticking my own dick in her ass. Now, here she was, laying it out for me, and I wasn't about to pass up the opportunity.
In response I pulled out of her pussy and watched as she pulled both legs apart and back towards her chest, presenting herself to me. I took a second to appreciate the view, her swollen, glistening pussy and the slight glimpse she was giving me of her tight, little asshole that seemed to be winking at me, urging me to stick my cock inside it. I smiled hungrily before I noticed her directing my attention to her nightstand, where she apparently had left a bottle of lube for this exact situation. "I was hoping you'd last long enough for us to get to this." she winked.
I picked it up and squeezed a generous amount onto my cock, watching as it coated the entire length, then brought my attention back to Eve. She let out a sigh of pleasure as I applied the cool gel to her asshole, my fingers working it in and around the tight opening, preparing her for the stretch that was to come. "Mm, that feels so good," she murmured, pushing back against my hand, eager for more.
With a wicked grin and unable to hold out any longer myself, I lined up the head of my cock with her asshole and began to press in. The lube helped ease the way and as the head of my dick breached the tight ring of muscle, she hissed and groaned out. "Oh, fuck, yes."
Her voice was a mix of pleasure and pain as I pushed in further, and I watched her face contort. She was tight, but my dick wasn't the first thing she'd had up her ass and she quickly accommodated to my size, with it taking no time before I found half my length swallowed up by her sphincter. "You okay?" I asked, giving her a moment to adjust to the new fullness inside her.
"Uh huh," she groaned, her eyes rolling into the back of her head, then took a few deep breaths before her eyes fluttered open and she gave me a lustful smile that was all the response I needed. "Now, fuck me, Dave," she demanded, her voice a mix of grit and lust. "Fuck my slutty ass with that big, beautiful cock of yours."
Her words spurred me on and we both groaned as I started to move, my cock sliding in and out of her ass in long, slow strokes but gradually picking up my speed. Each thrust sent waves of pleasure through me, the feeling of her ass gripping my cock like a vice was everything I'd hoped it would be, and Eve was loving it too, fondling her tits and grinning up at me as she started talking dirty. "Oooohhh fuck! Oh my god that cock fills me up so good! I love how you stretch me out!" She was definitely a woman who could talk dirty without it sounding **** or awkward. It was a major turn-on and I could feel the pressure starting to build in my balls letting me know I wouldn't be able to last long inside her ass. "Fuck Eve your ass feels so good. I don't know how long I'll be able to last." I warned her, not knowing if she'd be ok with things ending or not.
"That's ok Dave, I want to make you cum. Use my tight asshole to get yourself off." she moaned in response.
That answer was fine but me and I continued pumping in and out of her tight, anal sphincter, savoring the feeling of her velvety heat enveloping me. Her moans grew more intense, her body rocking in time with my thrusts and the sound of skin slapping skin filled the room, mingling with my grunts of pleasure. It wasn't long before the sensation grew too much to bear and I felt my orgasm approaching rapidly. "Let me cum in your mouth Eve." I gritted out through clenched teeth, my hips moving faster and harder, unsure if she'd let me defile her in that way as well.
But she was all for it, eager even. "Yeah, let me taste you." she said and I quickly withdrew from her ass with a pop. She immediately slid off the bed and got onto her knees presenting her mouth to me as I stroked my cock. I stepped closer, aiming myself at her open mouth as I felt the pressure build in my loins. "Oh fuck Eve, here it is!" I warned her, then with a loud groan I felt the first rope of cum leave me. My aim was true, landing on her tongue and she took it like a champ, looking up at me and not even flinching as I continued to unload spurt after spurt into her mouth and onto her cheeks and chin.
When I was finally finished and my balls were drained, she swallowed with a look of pure satisfaction on her face. "Mm, so good." she murmured, them began wiping my stray shots off her face with her fingers and licked those clean as well until the last of my cum had disappeared.
Eve stood up, a little wobbly from the intense fucking she'd just received and winced a bit as she looked up at me. "Oh wow, I can already tell my ass is going to be sore tomorrow."
I chuckled, "Sorry about that, I guess I might have gotten a little too into it."
"No need to apologize," Eve said, closing the distance between us, wrapping her arms around my waist, then leaning forward and kissing my chest. "It's exactly what I wanted. You can never apologize for making me feel this good." She took my hand and looked up at me, nodding towards the bathroom. "Want to join me today?" she asked.
This time I accepted her invitation, not yet ready to go back to my room. "Yeah, absolutely," I replied, following her into the bathroom. She turned the shower on, allowing the water to heat up as she finally peeled her skirt off that had been bunched up around her waist then took me by the hand, guiding me into the steamy embrace of the spray.
The shower was a little on the smaller side, and our bodies brushed together as we both tried to soap up under the water. It was definitely a tight fit, and we couldn't help but laugh as we bumped into each other. With our sexual needs satisfied and my dick now flaccid, we actually did just shower, cleaning the remains of the sweat, cum, and lube from our bodies without any additional groping or fucking.
Once we were both clean, we stepped out and Eve handed me a towel. After we dried ourselves off, she slipped into the hotel's fluffy white bathrobe, which was unable to fully conceal her incredible cleavage. I got dressed, feeling a bit more relaxed despite the intense sexual escapade we had just shared. As I began to put on my socks and shoes, I told Eve how much better she made the conference for me and she agreed with my sentiment with a knowing smile. We decided we would make sure to meet up again at the next year's event, and she playfully suggested she might be sending me some naughty texts like Stacy had to keep her in my thoughts. I couldn't help but chuckle, and tell her I looked forward to it as I made my way to the door to take my leave.
When I got back to my room, it was indeed later than I had planned, and the clock on the nightstand read a little after 10 PM. I figured Stacy would be asleep by now, but I felt the need to communicate my desires for when I got home. I sent her a text, keeping it simple but explicit. "Conference is finally over. Can't wait to get home and taste that sweet pussy of yours." It was a message that was sure to get her blood pumping, and I couldn't resist adding a little smirk as I hit send.
After that, I brushed my teeth, got undressed, then climbed into the bed. The sheets were cool and inviting against my, still warm, skin, and as I lay back, the mattress gave in beneath me, wrapping me in it's embrace. The room was quiet, except for the faint sound of the air conditioner humming in the background and the exhaustion from the day's activities and the intense workout my cock had just gotten from fucking Eve's tight pussy and ass made it impossible to keep my eyes open. Before I knew it, I was fast asleep with dreams of strange and different pussy dancing through my head.
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My Cheating Confessions
A collection of stories
A collection of my cheating confessions
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- Cheating, pictures, gifs, Asian, 30 something, oral sex, cunnilingus, dick sucking, cock sucking, blowjob, squirt, facial, cum swallow, 40 something, Latina, thick, big tits
Updated on Apr 26, 2025
by jk89
Created on Feb 17, 2025
by jk89
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