Both of our pants were off. Even though her shirt and bra were still on, that didn’t stop me from grabbing those titties from underneath. Her nipples were hard. Her pussy was wet. Her lips were fast and aggressive.
I shouldn’t have been thinking about how I didn’t want to be like my father at that moment. The situations may have been similar, but I was nothing like that man when it came to working. Sure I admired him just like I admired Isabella. But that’s where it stopped. I wanted to be better than him. Sure, maybe I was having sex with my assistant. But I would never hide her. I would show her off to the world if I had the chance. They would be time for that. Until then, my index finger and my middle finger were flicking her clitoris while her legs were spread open on my desk.
The office door was locked. There was no way to see him. It didn’t matter who knocked on the door. I wasn’t answering because I was taking Isabella. I was taking every inch of her.
She spread her legs open as wide as she could. That was my invitation to take her inside, please. I loved feeling her wetness on my fingertips. The more that I touched her, the more soaked she got.
“Oh yes. Oh yes, Jack.”
Hearing those words turned me on even more. My dick was throbbing. But luckily, she would be stroking me as I was stroking her.
Breaking from her lips, I moved mine to her neck. She let out these little moans with every kiss that I gave her.
While doing that, I’d stuck my two fingers inside her hole. She jolted up a little bit, but I could tell she liked it. We made this profound moment of eye contact together. I knew I was a middle-aged man, yet I had never felt closer to anyone. I spent my entire life deprived of love because I had focused on filling my father’s shoes and running a company that would eventually be embroiled in scandal because of that very man. I loved my father. I just didn’t like what he burned me with, whether he realized it or not.
In any case, I should have been thinking of that at that moment. I had a beautiful woman in front of me. Without me even realizing it, she was sucking my dick. That lasted a good five minutes before I needed it to penetrate. So I lifted her up off her knees and bent her over my desk. I spread her cheeks to where I could see both her holes. Her butthole had a little bit of hair on it, and I thought that was cute.
It took a little bit of effort to stick my dick into her as she was super tight. But once I was in, I grabbed her by the hips and started to thrust. She had to put her hand over her mouth because she was getting so loud.
Her ass jiggled so much every time I went in and out. From the sides, I could see her titties shaking. Even though her hand covered her, I could still hear her muffled noises. And it was beautiful. Who is everything that I ever wanted in my life? The other stuff I tucked away, like having a family and getting married.
I pulled out. Finishing all over, she looked as though she was exhausted as well. But I couldn’t quite tell.
She looked back at me and smiled when it was all said and done. “I can’t believe we just did that in this office.”
We wound up going on a date that night. It felt like it made up for the weird one we had the last time. The one where she seemed a little bit closed off. She was far more open with me sitting across the table that night. It probably has to do with the sex we had in my office. That was a safe bet.
“You seem like the one who’s got something on his mind today. I’m sorry for being so close off last time. It’s just not an easy situation to be in. But you do make it easier for me. I want you to know that.” Bella said while she spooned some spaghetti into her mouth.
“I’m worried about becoming my dad. It’s not that I dislike the man; I just don’t want to be him. I know it was hard for you to see all that news about him. Just imagine what I’m going through.”
She wiped the corners of her mouth with her napkin. There was a thoughtful pause between that moment and when she said, ” I understand what you mean. And I haven’t known you for a long time. But just the Impressions that I get so far, I don’t think you’re anything like your father. Of course, I don’t know the man. But I see how much of a conscious effort you make to care about other people. And when someone goes above and beyond like that, they’re typically not like other people. They’re their own person. You always tell me how much you admire me in stuff like that, and to be honest in that way, that takes courage. It also takes self-awareness. You seem to have plenty of that. So I wouldn’t necessarily beat yourself up.”
I nodded. But I also had a burning question. It was one that I wanted to be stifled. And maybe Isabella could stifle it. “I know myself. And you know me, apparently. But I worry about everyone else. I worry about my public image. I worry that people will automatically think of me as my father. It’s not even so much about protecting the business for me.”
“You care what people think of you. You’re a strong people-pleaser in many ways. Despite your tough exterior.”
I shrugged. ” I care about making a difference in the world. That’s a hard thing to do when everyone’s going to think of me as an evil person.”
“At the end of the day, you can’t care what everyone thinks of you because you can’t change it. I know I should be bringing a bottle of a right now, but I gave that kid the world. I tried to be the best version of myself, but I still got burned. That’s a tough pill to swallow when you do everything right. And it just feels like you’re in the same boat. Do you know what I mean?”
For once, she and I didn’t seem all that different. It was utterly ironic that what brought us together was my job and my stepson. To find common ground with one another, no, that was special. That was one of those milestones you don’t forget.
For the rest of the night, the spark between us remained. We chatted over dinner, we took our time going home, and I even took her to a boardwalk.
“This is really nice. It’s not every day that I’m beneath the moonlight with the guy who kind of understands me.”
“I like how you say kind of.”
“Well, you know, I can’t give away all my cards. I still have to play hard to get a little bit now, don’t I?”
I smiled. As great as the night had gone for the both of us, and as much as her words had made me feel better when it came to my situation at work and with my dad, I still had it in the back of my head that I had a big problem to deal with. It wasn’t going to be an easy one to figure out, but I was going to have to make it work.
Somehow.