Workplace Romance – Chicago Ch. 07 by AlwaysStiffScott..,

Author’s note to readers: Please be advised this is one chapter of a much longer story. The character development takes time, so this may be confusing if read ‘stand alone’. I highly recommend you start at the beginning of this series, or even better, the original series.

The original starts with the ‘Workplace Romance’ series and leads into the ‘Workplace Romance – Chicago’ series.

Hope this is helpful to you. Please enjoy reading them!

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Lunch had been pretty tasty as Michele, Valerie and I had finished eating quickly. We sat at our table, near the back of the room, talking about a lot of things. Considering how lunch had started, with depraved and urgent sex with Valerie just down the hall, I was surprised we even made it to lunch. Taking the elevators to one of our rooms upstairs seemed like a better option. But, I did enjoy talking with them, Michele and I had gone through a lot together and were learning about Valerie now.

Every time Valerie looked at me, she smiled wide, her eyes sparkling. She was no doubt remembering our sexual exploits over the last 18 hours. The pool orgy, then sex for her first time in seven years last night, this morning’s wake-up call, and just now, a few moments ago, her depravity reached new heights. Sex in the old phone bank off the hotel corridor had been risky. If we were discovered, someone could have taken it poorly. But damn it was hot, Valerie could not have waited another second to have me inside her. Sex with her over the last day reminded me of my girlfriends in college, after discovering her new toy, she wanted to play with it all the time. Except with Valerie, she’d been more experienced from years ago, all these years since knowing what she was missing. Metaphorically speaking, it was like her damn burst, and there was no holding back the water anymore. She was going to keep going until we all drowned.

There was this other side to her, this professional side, almost celebrity-ish in this setting. As we talked, there were interruptions every few minutes. Many people wanted a book signed, or a selfie with her. She was gracious, and acknowledged everyone, smiling for pictures or personalizing their books.

Michele and I spoke quietly while Valerie was busy with her ‘fans’.

“I’m so proud of you Michele.” I stated.

“Oh yea? Why is that?” She questioned.

“Last time we were together, we really explored a lot together. We had a lot of fun pushing boundaries. But I think it was mostly me, pushing yours. You got very comfortable with your sexuality and came out of your shell.”

“Ok…..” she responded, knowing I had more to say.

“This trip, has been the next evolution of Michele in a way. You’re pushing your own boundaries and mine. Really exploring new things, and I’m having a lot of fun with you directing things.” I finished, wanting a response from her.

“Thank you Scott, you’re right, last time, you helped me find something I had hidden inside me. When I went back home, I had to repress that, and seeing you again, allowed me to ‘let it out of the box’ again. I’ve missed this part of me that so free and passionate. I am sure you’d feel the same.” She started to explain.

“I want this week to be just as special for you as last time felt for me. I want your boundaries pushed!” She smiled, waiting for my response.

Another one of Valerie’s book signings finished. She turned to us, “what are you two so engrossed in conversation about?”

“Just reconnecting about our history,” Michele answered.

“Well, I have some bad news,” Valerie started. “I have a dinner I am supposed to attend tonight, and I can’t bring any guests, you two will have to entertain each other without me tonight.” She made a pouty face, having some idea what she’d be missing.

“Valerie, I had no idea,” Michele started. “Will you be busy all night?”

“Yes, unfortunately.” She said frowning now.

“Well, I’ll have to make sure we make it up for it tomorrow then.” Michele dictated.

Another one of Valerie’s fans arrived, book and selfie ready, I turned back to Michele.

“What’s that about?” I asked.

“I’ll just make sure tomorrow is memorable for her, and you, since it’ll be our last day here, I’m actually flying out tomorrow.” Michele said with a drop in her voice. Saddened by the words coming from her mouth.

“Well then, we’ll have to make tonight special for you.” I said confidently. “Since it’s just the two of us tonight, let me take the reigns. There’s something I want you to experience.”

“What?” She questioned.

“You’ll see.” I smirked and looked at her, knowing I had a bit of quick organizing to do, but if I was able to do it, I wanted to explore a fantasy she’d told me about.

Michele had set her phone in the table, I noted it was unlocked. “Let me borrow this for a minute,” as I reached for it she looked at me quizzically.

I quickly found the text from Cassie and memorized her number. Then switched to the camera, I took a picture of Michele, “send that to me”, I said in a feigned way over covering my tracks. “I just want a picture of you, just like this.” Smiling, Michele took back her phone, a small squint questioning what I was up to, but she sent me the picture as she tucked her phone into her bag.

Valerie’s fan left, she focused on us, “the conference is starting again in a few minutes, we should head back in.”

We stood and headed towards the door. These beautiful women looked incredible. Both were dressed similarly in their skirt suits, and I knew Valerie had nothing on underneath, but still questioned Michele’s choice as their asses jiggled in front of me as we walked. I tried to keep my eyes up for a moment, but it was impossible. That pert ass of Michele’s, and the strength in the round globes of Valerie’s both their stocking clad legs pouring into their heels made their calves look fantastic. My cock throbbed again. They were both irresistible to me.

“I have to make a quick call.” I stated and walked to the wide corridor away from the direction they were heading. As I walked toward the lobby, I quickly called Cassie.

“Hello?” She answered.

“Cassie it’s Scott.”

“Hey baby, how are you doing?” She responded, now enthusiastic to hear my voice.

“Cassie I’m great, but I want to put together something special for Michele on short notice, you think you and Colt could join us on a dinner cruise? Tonight?”

I could tell she was smiling. “That is short notice honey,” that Texas drawl rolling over her lips, “I’ll have to get someone to cover my shift, but I like the sound of this.”

“Thank you Cassie, I’ll owe you one. I’ll text you when I have specifics.” I said to the point.

“Baby,” that drawl thicker than ever, “you don’t owe me a thing. Except maybe another look at that beautiful lover of yours.”

I smiled, she was still enamored with Michele, as I was.

“Can you recommend a dinner cruise company?” I asked, hoping she’d know one with an ‘understanding’ staff.

“Of course sweetie, I’ll text it to you.” She happily complied.

“Thank you again, talk soon!” I ended the call.