Chapter ten: Be My Date

Chapter ten: Be My Date

Jeffrey

"Oh my goodness," I huffed.

My hand wrapped around my throbbing dick and pumped as fast as I could.

"Fucking hell!" I felt myself reaching my climax and squeezing eyes shut, grabbing my bed sheets harshly with my other hand as I finally released, biting my lips in satisfaction as Jessica's face flashed through my mind.

I let out a heavy sign, wanting nothing more than to have her hand wrapped around my dick than my own. I felt slightly terrible, given I haven't known the girl for very long and still, I wanted her desperately. My phone buzzed on the bedside table, startling me and I leaned over to see Jessica's name on the screen.

"Speak of the devil," I smirked, picking up the phone with my unsoiled hand.

"Hello, Princess."

"Hi, Jeffrey." Goodness, she sounded so innocent.

"I was just calling to thank you for the laptop."

"It is not a problem, Jessica. Do you like it? I thought about getting you black but silver seemed to suit you better and…."

"Jeffrey," she stopped my rambling.

"It is fine, I really do appreciate it. It is the nicest thing anyone's ever done for me." I smiled.

"Anything for you my Princess."

Her silence indicates that she was blushing and tucking her hair behind her ear like she always does whenever I called her that.

"Listen, I got an important party that I must attend tomorrow night and I would really love to have a date. Would you care to accompany me?"

"Me? Go to a party with you?" She sounded like it was her first party she had ever been invited to all her life.

"Yes, Princess. I would love for you to be my date. You can wear the new dress and can pick out some shoes at the office to match."

"Oh my goodness, Jeffrey. I don't know what to say." I heard a female voice in the background saying 'say yes you fucking idiot.'

"Um, yes. I will go with you." She agreed.

"Great, I will have Luke pick you up and bring you to my place. We get to the office from there, he will be there at seven."

"Okay," she replied.

"Can't wait, see you, Princess."

"Bye, Jeffrey."


The next day, I stood in front of my mirror, buttoning my shirt and trying to focus on anything other than Jessica. She would be here any minute and I wasn't sure if I was ready to see her appearance.

I bet she looked gorgeous, straight out of the magazine. I even wondered if her hair would be up or down, curled or straightened. I placed my tie around my neck and I heard a knock on the door, my heart skipped a beat.

I hastily walked out of my room towards the stairs, standing in front of the door, I felt my hands get clammy. Why was she making me to feel this way? I haven't felt like this in years, I don't understand what makes her so different.

Taking a deep breath, I reached out and turned the doorknob, opening the door and there stood Jessica in the black dress that hugged her curves so ridiculously. Well, it was as if the dress was just made for her. She was wearing black ballet slippers, her feet pressed together neatly as she had waited for me.

"Hi," she breathed, being the first to break the silence.

"Hello, Princess." I moved aside quietly, allowing her to enter.

"Come in, please." She nodded slightly.

Passing me, she grasped the silver clutch in her hand rather nervously. I shut the door behind me, my tongue darting out of my mouth momentarily to wet my lips.

The way her ass looked in that dress as she walked was absolutely infuriating to look at but not touch. I kept my hands behind my back as I followed her into the sitting area, her eyes locked on the tall windows behind the fireplace.

"I can't believe this is where you live." She said, looking at the busy street below.

"This is incredible." I shrugged, looking down at my sock-covered feet.

"It is alright, I suppose." She looked at me, her eyes glowing.

"Alright? It is beautiful, I can't imagine waking up to a view like this every day." She looked back at the window and I took that moment to simply admire her infatuation with the view.

I had lived here for quite a few years now, so the view was a little old for me but I could only imagine waking up to her every morning instead of the plain city skyline.

"We should get going." I said, finally snapping back to reality.

"Let me get my shoes." She nodded.


Jessica pov.

I watched as he disappeared up the stairs and into a set of french doors at the top. I assumed it was his bedroom and I would be lying if I said I didn't want to see what the inside of his bedroom looked like. Were the walls like the living room or was it dark? Was it big like his office or was it small and compact since he lived alone?

I examined the space a little more, seeing some of his office work scattered about on the coffee table a few feet away from me, an empty coffee mug sitting idle on the glass. I carefully walked over, scanning the papers and reading his surprisingly neat penmanship written on the documents.

I heard the door shut, I quickly averted my eyes from the documents in case there was something I wasn't supposed to see. As he descended on the stairs, he slipped his arms into a very expensive looking jacket. He smiled at me as he buttoned it and then held his arm out.

"Shall we?" I nodded with a small grin.

"Yes of course."

I slipped my arm around his, my wrist resting delicately in the crook of his elbow as he led us out of his house and into the elevator. Once we reached the car, he opened the passenger door for me and let me slide in before shutting the door and walking to the driver's side.

When we got to the office, he opened the door for me as well to get out of the car. He took me to the room in his office that was full of shoes, clothes and hanging garments. The shoes were covering the walls and there were many displays in the middle of the room, an endless amount to choose from.

"Pick anything you would like." He said behind me.

I simply gazed at the collection in awe, not knowing where to even start. Did I want heels or should I just stick to flats?

He walked over to a wall dedicated to black heels and wedges, pulling off the shelf a pair of sleek, black pumps that looked like I was just asking to break an ankle.

"These would look nice, don't you think?" I nodded.

"Yes but do you have something that might be a little easier for me to walk in?" I asked sheepishly.

He smiled, putting the shoes back and bending down a little. He grabbed a different pair of heels that wasn't as high as the first pair but the underside of the shoes were covered in silver glitter which would match the rhinestones on my shoulder very very. I looked like Cinderella as I wore the shoes.

The drive to the venue was not too long. His right hand on the wheel moved to the console in between us, his fingers tapping against the dark fabric. His gaze was fixated on the road as he moved his hand a little over the console towards my leg. I tried to hide my blushing cheeks and looked away from him, out my window instead. By the time we reached this very fancy hotel, I felt his fingers gently graze the skin on my leg, making me shiver with both nervousness and excitement.

We stepped out of the car, he came up beside me, locking my arm with his and he led me into the hotel. There were even a few photographers outside that snapped pictures of us as we walked by. He made no acknowledgment to them, going straight into the building without stopping and answering their questions. Mentally, I questioned myself why he would be so closed off from them but then again, he is rather reserved when it comes to his work, rarely putting himself into the spotlight.

The party scene was rather elegant, not the type of party I was really expecting. Though, I wasn't exactly expecting a collage rager but I also didn't expect there to be so many gowns, suits and butlers walking around with cocktail platters.

"Mr. Craig!" An unfamiliar voice yelled, causing me to turn in the direction of the voice.

A man shorter than Jeffrey walked over with a girl behind him, shaking his hand with a wide grin and patting him on the back.

"How have you been?"

"Good, Sam. How about you?" Jeffrey replied, running a hand through his hair.

"Magazine going well?"

"Yes, Jeff. It is buzzing." Sam replied, adjusting his glasses.

"Newest issue has just been released and it is a hit." Jeffrey turned to me.

"Sam is the creator of Top Craig Magazine." My eyes widened as I looked at him.

"Wow, that is one of my favorite magazines."

"Well, I am honored." She smiled, extended his hand.

"I am Sam Brown and you?"

"Jessica Silver," I shook his hand.

"It is lovely to meet you."

"You as well, this is my girlfriend Rose." He introduced the girl beside him who was wearing a very elegant black gown with a slit. She is very beautiful, with shoulder length black hair and brown eyes. I was honestly quite jealous just standing next to her, I couldn't even compete.

"Lovely to meet you." Jeffrey said.

"It is my pleasure to meet, Jeffrey. Sam has told me a lot of good things about your work."

I noticed she also had the same accent as Jeffrey. I felt ridiculously out of place.






Loving My Sugar Daddy
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