By the time Ivanka and I had sexual trysts, we had known each other for years, we had recently begun to explore each other on a personal level. Our first tryst is at a hotel in Chicago, in an upper floor room with moonlight streaming in the window. The room is large and tastefully furnished, and with a childlike abandonment I ‘d never seen in her, she kicks her shoes across the room and belly-flops into the middle of the king-sized bed. ” Oh My God, If my dad knew I was with you.” came the muffled comment ” It’s actually exciting.” I grin as I step out of my shoes sitting down beside her. She rolls to her side to face me. ” I’ve always loved a dare and a big playground.” She shifts closer to me asking, ” What do you want right now?” ” I want to see all of you.”

She stood beside the bed dropping her jeans to the floor then she pulls the t-shirt over her head, I’m standing in front of her. I unclasp her bra sliding it off her shoulders. The kiss is deep, intense, and the warmth of my hands on her bare breasts – teasing and pinching her nipples – sends shivers of pleasure through her body and tingles through her pussy. She feels familiar dampness in her panties. Still locked in the kiss, she tugs at my shirt, wanting to feel my bare skin against hers. I broke away long enough to give her what she desires, and then bent to kiss her again, feeling her nipples stiff against my bare chest as I cup her ass in my hands pulling her body to me. Ivanka feels my hard cock against her belly grinding herself against me. My fingers slip inside her panties. ” Wait,” she whispers, as she eases my zipper down. Then, she slowly kneels at my feet, taking my cock in her mouth, looking up into my eyes. I groan my pleasure as she licks and sucks.

I twine my fingers in her hair, begin to fuck her mouth. I’m definitely not her type. She firmly believes that everyone has a “type” the one that makes you look twice, and wonder. Her type is a man with dark hair and clean shaven, not a man with gray hair and twice her age. The feeling of my day-old stubble on her breasts and between her thighs gives her a rush like the ones she got with younger men. Taller is better, but height isn’t the ultimate attraction for her. The man had to carry himself with confidence. Tentative men – and women, for that matter – just left her cold. We met for the first time in our respective jobs, on opposite sides of the table. To her delight, I’m not afraid to go on the attack to win a point. She knows why I did it – to show her and her dad I could match their own level of confidence, and raise the stakes. My gaze never faltered. Nor did hers. She is intrigued.

Over the years, we had increasing contact as we worked on common issues, and developed a mutual respect, even when we disagreed. After all, it is a job, and we are professionals. I’m always professional, respectful and courteous. I was at first amused by the passion she had for her side of the work, but later began to expect nothing less. There were even times when I encouraged her. Always off the record. From the moment she tastes the warmth of my hard cock, the satiny head grazing her lips as she opens her mouth to take me in, she enters a world of erotic bliss. She took me as deeply into her mouth as she can, and then backs off, teasing me with her tongue as her hand continues to stroke my shaft. When she stole a glance upward, she sees my eyes are closed. My hand grips her hair more tightly and I fuck my cock faster into her hot mouth. She feels my balls tighten, and knew I was close. My question is a throaty groan. ” Do you want me to cum?” ” Um hmm,” she moans.

She swallows almost as fast as the warm spurts of cum erupts. I moan aloud now, and with each one, she feels her swollen clit throbbing, slick with her own juices.