It took less than a minute before I heard her cry out and I felt her pussy clench around my dick. I didn’t stop. She grunted at each thrust.
Her fingers gripped the comforter hard, as if for dear life. I felt the same, my dick pumping deep and fast into her. Her wet hot pussy engulfed me.
I leaned forward, sliding my hands up to her waist, pushing her shirt up with it. She looked back at me, this look of extreme lust in her eyes staring at me before her eyes actually rolled back with another moan. The throbbing around my dick brought me closer. I didn’t slow down.
I pushed her shirt up to her bra, her lower naked back moving with my pumping. I loved how her ass looked in front of me. I would actually take that one day, but right now her pussy was all that I needed.
She was perfect in that moment. Her body beautiful, stretched out cat-like against the bed as I fucked her raised pussy.
I pumped harder, her grunts and moans increasing and matching my movements. I was close. Seconds.
I at least could think about not potentially impregnating her, even being lost in that moment. I pulled out, let out a long groan and shot my cum up her back and across her bottom. Hers and my breathing fast, like we just ran a marathon, but she didn’t move.
Her ass still slightly raised, her arms still stretched in front of her with her chest fully on the bed, her fists clenching the blanket.
I looked down at her back, her ass. I brought my still semi-hard dick forward, feeling her ass cheeks on either side, my hands still on her waist, slowly massaging my semi-hard dick between her reddened ass cheeks.
We didn’t speak, my wet dick sliding back and forth between her ass cheeks, her letting out little moaning sounds. Her shirt remained bunched up at her bra, so her lovely figure stretched out in front of me. I rubbed her lower back, her ass, her hips, as I slowly massaged my dick along her ass.
I could hear her breathing settling down. I slowly stood up from her. She immediately turned around — not sure if she felt disappointed or relieved to be let up. Her eyes dropped to my semi-hard dick. She smiled slightly as she looked at me, “may I help clean you up, sir?”
Here she sat bottomless on the bed, her shirt still bunched up, and now she was asking if she could clean up my semi-hard dick. I probably could have bent her over for a second time. I merely nodded.
She stood up, her shirt dropping to somewhat cover her as I watched her quickly move into the bathroom. She returned with a wet washrag.
She knelt in front of me, her hands holding my dick as she rubbed the warm washrag around it. I watched her, her eyes shifting back to mine every few seconds, sporting a slight, pleased smile.
Finally, having finished, she carefully tucked me back in my pants, and refastened. She remained on the floor in front of me. She sat quietly, seemingly in thought.
“Can I process something with you?”
I nodded.
“First, was that supposed to be punishment?” She smiled at me.
I laughed, “well sometimes the punishment is the desired outcome.”
She nodded, “why did you, like, well take me?”
I thought about it for a mere second, “I felt an almost uncontrollable urge. You have not officially given yourself to me, so this was unusual. I am actually sorry I lost control there.”
“I’m not,” she breathed out as if she was still in recovery, taking a moment to put her hair up in a bit of a messy bun. “You gave me a choice, Brent. I welcomed everything that happened. Very much.”
I nodded. I still felt a little guilt, about her and my potentially taking advantage of her, and a bit about Steph too.
Always Steph.
She continued to kneel on the floor, her eyes staring into nothing as she worked through things. She was so sexy, disheveled from being freshly fucked, so natural looking.
But then this is what I felt often about Steph after doing this. And with her, it was a bit ‘more.’ We had years of history, happiness and heartache, and all of it. Caroline was intoxicating but in a sort-of in the moment sort of way.
“Does it help you to process out loud?” she asked, a grin on her face. She apparently had been watching me.
I chuckled, “well, sometimes.”
She raised her eyebrows, never leaving the floor. I wanted to ask her to put clothing on, but then I really did not.
“Caroline, to be honest, I do not usually do this. Not like this. I am much more methodical about these kinds of things usually.”
“What was different this time?” She wore this look of curiosity as she watched my eyes.
I thought it through again — the why, the what happened, the how it made me feel, the spiraling nature of all of it.
“Honestly, I’m not sure. Must be the nature of our power relationship before all of this, you know?”
She nodded and smiled, “that’s what made it so hot for me. I mean really fucking hot.”
I nodded.
“Not sure where this leaves things, Caroline.” She nodded in response. “I mean I enjoy seeing you like this,” I smiled at her as she remained on her knees. She smiled back, obviously enjoying it as well.
I paused, Caroline seemingly waiting patiently for me. It kept coming back to Steph for me. I kept feeling this need to work through my feelings about her, like things were unsettled there.
“Maybe introducing you to Steph makes the most sense,” I finally stated.
She looked at me curiously, likely sensing accurately that the internal dialogue leading to that final statement might change the meaning a bit for her.
A few minutes later, we agreed to call it a night. I had no further instructions for her, so she finally slipped her skirt on, and started to head out.
From a purely lust-ladened point of view, I felt some sadness at seeing her standing and dressing, and then leaving. But I knew that the moment needed to end. At least for the night.
I sat on the bed for some time, trying to work through things. Finally, I picked up my phone and called Steph. It was 10 pm, so not too late.
“Brent! Hey there! All ok?”
“Yeah, Steph. Just been a long day. Thought I’d call.”
“Well I am happy you did. Been a long day here too.”
And with that she began telling me about work, a little drama there, exchanging notes with Christopher and of course how he asked about me. She told me about the super of her building being a perv, how the lady next door could not seem to get her laundry out of the machines when it was done, thus hogging the dryers, and how the lady three doors down was just too loud with her obsession with 1950s music.
She finally asked about my day. I went through the mundane too, maybe not as excitedly as Steph.
“Are you ok, Brent?”
Perceptive one, that Steph.
“Yeah, just been doing some thinking.”
“Nothing bad?”
“Oh no,” I responded quickly, “just working through life, and stuff.” I paused, “and I wanted to hear your voice.”
“Awwww!” She then got serious, “listen Brent, you know I am always here to talk.”
“I know. That’s why I think we should get together, maybe this weekend?”
“Sure thing. You know I am happy to!” She then quickly asked, all casual like, but I knew it was likely something she definitely was thinking about, “so all ok with Elsa there?”
“Oh yeah, it’s ok. Want you to meet her too. Give her some pointers and stuff.”
“Yeah sure, whenever.”
“Gotta head to bed, Steph. Thanks for talking.”
“Any time, Brent. Glad you called. Pleasant dreams.”
“You too.”
I got ready for bed, checking in on email before actually slipping between the sheets.
I heard a ding on my phone. From Caroline, “I have been good tonight, sir.”
I chuckled. Interestingly, that was both amusing and a bit hot. I just quickly wrote back, “good girl,” and then turned off the light.
———
The next morning, the last morning of our trip, I followed our normal routine and met Caroline down next to the lobby for breakfast. She beat me there again, and this time had set out some samples of what I had the day before.
Interesting. She had taken the whole anticipating needs thing seriously. She smiled as she watched me eat.
“Slept well?”
I nodded, mouth full.
“Hope you don’t mind that I did this. I know we aren’t in a, uh thing but I wanted to experience a little more, you know?” She seemed nervous about this. Of course, vulnerability is a turn-on for me, so her efforts and her seeking approval from me both were most welcome.
“I get it. And this is great. Thank you,” I smiled, reassuring her, and then returned to munching, her eyes continuing to watch me eat.
We finished breakfast, and then went through our day. As with the day before, she squirmed a bit, maybe even more so. I mean she did have 11 pretty good bare-assed slaps the night before, so it really came as no surprise. And as she squirmed, she caught my eye, and she blushed. The game continued.
She would actually make a rather good submissive.
We finally finished the final meeting and were escorted out to the elevator by senior management. Caroline stood practically hip-to-hip beside me as the client gushed over our work there.
We entered the elevator, grabbed a cab, and headed to the airport.
As we boarded the plane, I discovered this time that our seats were next to each other. I smiled at her as I noticed, she shrugged a bit sheepishly, “I might have gotten two together for our return trip a few days ago. Maybe.”
We settled in and enjoyed a rather casual, relaxed, semi-professional/ semi-personal conversation for the hours home. She actually opened up a bit about her small rural hometown, her being a first-generation college student in her family, her hard work to be recognized as a capable woman in the IT software industry, and her climb to the top of program management through a few companies.
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