Workplace Romance – Chicago Ch. 07 by AlwaysStiffScott

“Thank you,” she said before kissing me passionately. Those soft lips caressed mine, and melted my whole body.

“We haven’t even had,” I was about to say dinner, “dessert yet.” I smirked, knowing what I had planned.

She just smiled, and kissed me again. Electrical impulses shot through my face and down my neck. It was like kissing her for the first time again. For a moment we stood and continued kissing each other, paralyzed with passion for each other.

“Ah, hem…” Chris had followed us up the stairs and was standing by the table gesturing for us to be seated.

We smiled, released our embrace on each other and sat as he suggested. Once we sat, Chris disappeared back down the stairs and we began to look around at the view and made small talk about the view. She was giddy with excitement.

“I had no idea you’d bring me here, like this!” She said excitedly.

“It’s our last night in Chicago together, I wanted to do something memorable.” I said.

“This is memorable!” She returned.

“We haven’t even gotten to the memorable part yet,” I said coyly, smirking.

She smiled, wondering silently.

Our server arrived, a beautiful redhead, tall, long, curly hair flowed down to her shoulder blades. She wore the same uniform as the rest of the staff we’d seen. She was tall, maybe 5’10, petite with a small chest, very narrow waist, and what looked like a larger hips and ass, hard to see as she approached us. Green eyes were just visible in the fading light, she looked to be of Irish decent, and strikingly beautiful, Michele noticed too.

“I’m Shannon, here to make your evening enjoyable-”

I smirked, hoping she was inferring what I was thinking.

She continued, “would you like to start with something to drink before I let you know what the chef is preparing for you?”

As she spoke I watched Michele, she smiled at Shannon, asking for what I already knew, ice water, no alcohol for the pregnant girl. But it was her facial expressions as she mouthed her words, and the way her eyes floated up and down Shannon’s body.

The feeling was mutual, as I ordered an ice water to match, Shannon hardly took her eyes off Michele. Walking her eyes down every inch of Michele’s body on display by that thin white dress. She did manage a smile at me before she turned to retrieve our drinks. I had been correct, a large ass for her small frame, stuffed into her white uniform pants. Round and big, the crease where her cheeks met her thighs exposing her as if wearing nothing. It was a beautiful sight both Michele and I appreciated.

We looked at each other, and at the same time said, “you want to fuck her don’t you?”

We laughed, thinking the same thing. We’d referenced other occasions recently where we were thinking the same thing. Damn this girl was sexy and fun to be around. The mental connection with Michele was such a big part of why our physical connection was so strong. We knew how each other thought, processed things, it made it easier to anticipate each other’s desires. Right now I was curious to see if Michele’s sweet tasting pussy was pooling on the back of her dress while sitting across from me. I’d tried to keep her wet and wanting more all afternoon and evening. Soon, all that build up would pay off.

Shannon was back before we knew it, set our drinks down and told us what the first course would be. She flirted with both of us this time, looking at me as she bent over to lay Michele’s napkin in her lap, knowing I’d be checking out the curve of her ass as she did. It looked like she did the same for Michele. I wanted to reach over her hip and grasp her cheeks but self control prevailed.

Dinner went by quickly as we talked through each of the courses. We talked over the last few days, enjoying spending time together, and the great sex we’d been having again. How we made each other feel whole again, like complete people, wanted, desired, not shamed for what we needed but encouraged and celebrated in a way. We talked a bit about what the next few weeks would bring, and the likely hood that we wouldn’t see each other for a while once Michele became ‘Mommy Michele’. She was taking 4 months off work, thankful for our company benefits, but in our case, a twinge of sadness too, not knowing when or if we’d see each other again.

Admittedly, we never planned for this. Before Michele, I hadn’t planned on stepping out of my marriage. I hadn’t been satisfied in more than a decade, and was tired of being made to feel bad for what my body desired. I certainly had never planned an affair, much less with a pregnant woman. We’d felt more complete since finding each other, I was a better husband, she was a better wife. Everyone was happier when Michele and I had each other as an outlet. Now it seemed, the next few months would greatly determine if we were able to continue, or if we might slip back to our old, unsatisfactory relationships. I was worried that Michele may change as well once her hormone levels changed after pregnancy. Would she still want me? So many questions, but I kept most of them to myself for now, I didn’t want tonight to be derailed for her.

Shannon appeared to clear our plates, flanked by a man and woman carrying camera gear. They began setting up a couple of tripods at different ends of the deck.

“Would you two like dessert now? Or wait until after your photo shoot?” Shannon asked.

Michele just looked at me, blinking, confused.

“We can wait, please let the photographer know we are ready.” I said without breaking eye contact with Michele.

“What are you doing?” She asked.

“I thought you’d enjoy some pictures of our last night in Chicago together.” I said simply.

She smiled and looked at the photographer as he approached our table and Shannon departed.

“Good evening!” He said with a smile, “I’m Tim and this is Jenni, we’ll be your photographers for the night.”

He was a slight man, average height, probably 5’10, thin build, maybe 45 years old, messy black hair that was starting to grey. He had on a black Oxford shirt and black slacks, black leather shoes. The woman with him finished setting up one camera on a tripod, and joined him beside our table. She was about 5’5, petite, a lack of curves anywhere beneath her similar dress, dark brown short and very curly hair hung above her shoulders, black Oxford, black slacks and shoes. They both wore similarly styled black rimmed glasses.

“Nice to meet you,” I shared smiling, Michele was still looking at me with so many questions.

“Should we start with pictures of you dining?”

“Sounds great!” I said trying to interject some excitement into Michele.

“Where we go from there is up to you.” He returned, looking back and forth between both of us.

“We’re going to have so much fun tonight!” Jenni said happily.

Michele just exchanged a glance with me, she was still unsure what to expect, as they departed and grabbed their gear. Tim quickly returned with a camera as Jenni cleaned off the dinner table and encouraged us to ‘act normal’ …so hard when getting your picture taken.

Tim took many pictures from different angles, focusing on the buildings or the water, or just us. Jenni began to give us other directions to look at each other, or toast with the water filled champagne glasses. After just a few minutes, Michele was giggling at the attention.

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