Workplace Romance – Chicago Ch. 07 by AlwaysStiffScott

She smiled so wide, “there’s absolutely no way we leave Chicago without a FIRM date to see each other again.” I picked up on her sexual reference. She was being a little funny, but I could see in her eyes, she was serious too. “I couldn’t take it if I had to wonder when or if I’d ever feel this connection we have. We’ll compare calendars in the morning and see what we can do, okay?”

“Definitely” I confirmed, it felt good knowing she was as serious as I was about continuing this relationship. I knew I needed it, it seemed so does she. I genuinely hoped Michele would support this as well, I didn’t want to let her down and make her sad. She was the entire reason for all three of us being whatever we were at this point.

Michele sat down on the other side of me. I looked her over closely. She’d composed herself, still sexy as hell, but the knife edge of needing immediate sexual gratification had been dulled, for now.

“Hey beautiful girl!” I happily said to her, trying to make her smile.

I succeeded, “thanks handsome,” she beamed back, grinning from ear to ear.

The last session of the day began with earnest. Thankfully, and honestly, I wanted to be anywhere but in this room. I wanted to be upstairs with both of these beautiful women. Even if it was just to cuddle and feel each other breathe, just to be close to them. I was glad we were almost done for the day.

Before I knew it, we were done, and the three of us made our way to the elevators. Upon reaching our floor we walked together and stopped outside the doors for Michele and my rooms.

Valerie pulled us into a three way hug and kissed me, and then kissed Michele. Damn those full lips were so soft and incredible. She spoke first, “now you two go have a fantastic evening together…..and don’t tell me a thing about it or I’ll be jealous as hell!”

We laughed, kissed her again, and she turned for her own room down the hall. Michele and I entered through the same door as no one else was around, as soon as it closed she kissed me passionately. Pushing me into the wall our lips caressed one another passionately, tongues slipping into each other’s mouths. She was such a good kisser, it never ceased to amaze me. I felt that familiar throb against my thigh, she was incredibly effective at waking me up. I pulsed again as we kissed more intensely.

After a moment, she backed up a couple steps, dropped her jacket to the floor, quickly unbuttoned her blouse, and immediately unclasped her bra. Her heavy breasts spilled free as they had before. Ample and swollen, her creamy skin, tipped with her erect pink flesh, I wanted to devour every inch of her starting with those tight nipples.

She dropped her shirt and bra to the floor, and stepped toward me. Her belly and breasts pressed against me. She kissed me again, and we both melted into each other’s mouths.

Her hand dropped and found my pulsating cock trapped in my pants. She was squeezing hard and stroking as she kissed me more passionately. Both my hands wrapped around her and cupped her pert little ass, a hard squeeze elicited a moan from her lips into my mouth. The aching I felt in my body, indicated the release I desperately needed. It would be so easy to keep going right now, just lift her skirt, tear my hard mast from my pants and impale her forcefully against the door. Her pussy would feel so hot and wet around my throbbing length inside her. Fuck I wanted to take her right now, bad, but what I really wanted was something special for her tonight. Giving in now would find the release we both needed immediately, but it wouldn’t be memorable enough for her. I wanted to give her something special, something that would make her lay awake in bed, months from now, and touch herself.

Despite what every nerve ending in my body told me, I let go of her butt and stopped our kiss. “Later….” I said trying to sound confident.

“Nooooooo,” she pleaded with me. Her eyes and voice were so desperate. “I can’t wait, please Scott!”

“Later baby,” I kissed her gently and carefully holding her shoulders, turned her around, and guided her toward the doorway to her bathroom. Her whole body pouted as she walked, sulking as she closed her bathroom door behind her. She was frustrated now, maybe sad too, but that would all change soon enough.

My mind wandered about tonight as I went to the closet and picked out my clothes. A navy blue suit, white oxford shirt, the same leather dress shoes I’d packed and a bright red pocket square, socks but no underwear. I waited until I heard her shower running before I jumped in mine for myself. Thinking if she heard mine first she might attempt to assault me in the shower. Normally, that would have been a welcome surprise.

Showered, shaved, and dressed I waited for Michele to finish getting ready. As I eyed my watch, realizing we needed to leave soon or we’d miss our boat. Soon, I’d have to encourage her to get going with me.

My mind thought about our first week together months ago, how we’d flirted carefully in the office. How the passion and experiences we’d shared outside of work hours had changed the course of both our lives. I thought about our nights by the pool, inviting relative strangers to share in our passion together. Michele had been absolutely gobsmacked the first night when the six men from the bar had joined in, in a surprise move she had let them finish all over her, bathing her in creamy cum from all the men, ending with me. The next night, we had incredible group sex by the pool. She’d taken me inside her virginal ass as she’d gone down on that young hostess. So many other sexual acts explored that night. Those were nights to remember for sure, and I wanted the same intensity for tonight.

I was genuinely thankful for Michele, we’d awakened something inside both of us we’d thought we had both lost. In a way, that week had helped us rediscover ourselves. In some ways, it seemed like a lifetime ago.

She had always wanted to make her own pornography, and I intended to ‘star’ with her in her movie with the help of the photographer to fulfill that fantasy of hers. Together with being on a sight seeing boat below the high rises of Chicago, this would be an incredible night for her, I was going to make sure of it.

“Well?” She appeared suddenly and shot her question from the doorway to her room.

Looking up, I was astounded at what I found before me. She stood proudly in front of me, her blonde hair pulled up tight into a ponytail again, her face, bright and happy, her eyes sparkled and her smile and could be soon for miles. Clinging to her pregnant body was a tight, strapless, white dress of crushed satin, it hugged every beautiful curve of her breasts, belly, and hips, ending mid-way down her thighs. White stockings covered the soft skin of her legs and strapped five inch heels hugged her feet. She slowly turned around for me, pushing her ass out as she did, her position and the tight material only highlighted her little round cheeks. Her narrow waist apparent from behind and with her hair pulled up high, she exposed all of her skin above the low top of her dress. She wore no bra as I could see and as she turned around to face me, it was obvious, the natural swell and slope of her breasts ended in the hard tips of her nipples pushing through the thin white fabric of her dress.

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