It's been a bit since I've brought these characters out to play. Honestly, I've been working on other stories because I was at a standstill. I know where I want them to end, and it's probably obvious to readers of this series what that ending will be. The challenge I've had is getting them there. I've written several scenes, and rewritten, and rewritten. Figuring out how, or if, to stitch the scenes together into a coherent story that's true to the characters is my current challenge. I hope you enjoy this installment.
The following week was anything but typical: Chelsea and I talked about her work each evening over dinner, and I provided input, but Wednesday changed things dramatically--I received a package in the mail from Jackson Financial, it was Chelsea's draft contract for my review. I skimmed the document and called my lawyer. She agreed to take a look at the draft contract that afternoon and so after lunch, I headed downtown to her office. We huddled in her conference room and went over it, line by line. Ed had taken my words to heart, he proposed an initial three-year contract, followed by fifty percent ownership plus an additional percentage ownership for every percent she grew the office above the gross revenue at the end of the second year. He had specified terms of transition and included a consulting clause for himself; a five-year term in return for a very reasonable stipend. I called Ed from my lawyer's office and told him I appreciated what he'd done and that I would recommend that Chelsea sign if he offered her the job. About an hour later, Chelsea texted that she would be late for our Wednesday workout as Mr. Jackson needed to see her about an issue in the office.
As I stepped from my post-workout shower I heard the front door slam and Chelsea screaming.
"Jaassooonnn! Where are you?"
"Bathroom," I responded.
She came bouncing in, her bra barely containing her tits as they flopped up and down.
"I should be the one doing the spanking, you kept this from me!"
"I take it that he offered you the job?"
"And half his company if I do well! You're quite the negotiator."
"He asked for my opinion and I gave it to him. I didn't think his initial offer was good enough."
She wrapped her arms around my neck, pillowing her ample breasts against me, and drew my mouth down to hers. We kissed passionately, our breaths mixing, our tongues intertwining. She slid one hand down my body and pulled away the towel I'd wrapped around my waist. With the towel pooled at my feet, she wrapped her short fingers around my cock as best she could.
"I'm so fucking hot for this," she moaned into my mouth as she gave my cock a squeeze. "There's a bottle of champagne on the kitchen counter, and I hope it goes well with your jizz because I'm going to suck you dry before we celebrate. Ever since I left the office it's all I can think about, the feel of your cock in my mouth, and the taste of your cum when it pools around my tongue."
"Heaven forbid that I deny you," I smiled.
"Do you want me to undress?"
"Mmm," I moaned as she stroked my shaft, "no. If you're that hungry then I don't want to wait. On your knees, now."
She smiled up at me and began kissing her way toward my aching erection. Before kneeling, she kicked off her high-heeled shoes. She settled onto the floor in front of me with her feet splayed out to the sides of that delicious ass of hers and wasted no time by licking me from sack to tip, then wrapping her lips around me and sucking me into her mouth.
"Fuuuuccckkk," I moaned. She giggled in response.
She rode up my shaft and pulled off me with a 'pop'.
"No cumming in my throat tonight, I want to taste you, I want to let you see your cum pooled around my tongue. Deal?"
"Oh god, whatever you say. Just keep sucking on me," I nearly begged.
All I can say is this woman has amazing oral skills. She gave me the best of every blowjob that she'd ever given me. I was beginning to think that she was going to suck me all night the way she was worshipping my cock. My knees grew weak when she started letting my crown tap the back of her throat for a few strokes, then she'd wrap her hand around the base and work it and her lips up and down me. She alternated like that for just a short while before I could no longer hold on. I groaned and lolled my head back to let her know I was on the edge. She pulled off me, leaving just her tongue to tickle the underside of my crown and she exhaled her warm breath over it.
"Fuck!" I gasped as I spilled my seed onto her waiting tongue.
With one hand she milked my shaft and with the other she worked my balls, gently squeezing and massaging. My cum filled her mouth and she leaned back to show me her mouth full of me. She smiled and then went running for the kitchen. I heard her in the cupboard rustling through the drinkware. I picked up my towel and wrapped it around me. When I made it to the kitchen she had just finished drooling my cum into a champagne flute.
"Pop that cork and let's celebrate my promotion!"
I opened the wine and poured some on top of my semen. It didn't mix with the champagne but instead, the bubbles caused it to swirl around, rising and then falling, almost like a stringy lava lamp. I then poured another glass for myself.
"To new adventures!" she exclaimed. We clinked the glasses and she tossed hers back, taking it all in one gulp. She swished it in her mouth and then swallowed. A bit of cum remained stuck to the side of the flute.
"That's fucking delicious!" she squealed and hugged me again.
"Thank you, Jason! Thank you for everything that you've done for me."
We sat around sipping the remaining champagne and talking about how things had gone down with Mr. Jackson.
"You're going to be great at this job, Chelsea. And I'll still be here for our when you feel the need to talk."
"Trust me, I'm going to need to talk daily for a while. I'm scared and excited at the same time."
"You'll be fine," I said as I held her hand.
As the week drew to a close and Saturday approached, she seemed to grow even more excited, yet also more apprehensive (if that was possible). Friday night after our workout, we talked about what I had planned for Saturday: dinner with Tony and then taking her up to the hotel room and sharing her. As we spoke, her apprehension seemed to subside. I assured her that I would take good care of her and that Tony was excited to be asked to participate. That night, after showering, we retired early, and wrapped in each other's arms, we fell asleep.
Saturday afternoon, she disappeared into the guest bath to get ready. She was there for several hours. She spent a fair amount of time in the shower, and I would later learn that she had shaved her legs, armpits, and her delicious pussy. She must have spent a good bit of time on her hair because when she emerged, she had styled it in a braided updo with wisps of hair framing her face. She wore a classic little black dress. It was sexy without being slutty, and it fit her just right. She wore black stockings with a dainty vine pattern running up the outside of each leg. Her lips were a rich, deep, satin mahogany. I did not know yet, but she was wearing a butt plug.
"You look stunning," I stammered as she walked toward me. I couldn't take my eyes off her lips, imagining them wrapped around my cock, and leaving behind their color at my root.
"You don't look bad yourself," she purred as she laid a hand on my chest and air-kissed my cheek. I was wearing a deep blue suit and a paisley tie in shades of blue, black, and grey, and a matching pocket square. Cuff links completed my look. She ran her hand down my body, grasping my stiffening cock through my trousers.
"Does my look make you want to molest me? Maybe you and a friend would like to have your way with me?"
I chuckled. "That's an excellent idea," I growled. "Is this Cassandra's doing?"
"She helped."
"Then I'll have to reward her with a proper spanking."
She smiled at my spanking comment, knowing that Cassandra would love the feel of my hand on her flesh. "I have a bag packed and lying on Crissie's bed. Retrieve it for me."
I retrieved her bag and mine. After loading them in the car, we headed to The Wheatstone to check-in. The young female desk clerk kept looking surreptitiously at me and then Chelsea. She finally handed me our key cards and winked at me as she told us to enjoy our stay.
We took our bags to the room. I'd booked a suite corner suite and the view of the city was breathtaking. Chelsea walked to the window as I placed our bags in the separate bedroom. I returned to her and wrapped my arms around her, cupping her breasts.
"The city is so beautiful when it's all lit up at night," she said softly.
"No more beautiful than you," I whispered into her ear and kissed her sensitive spot.
She leaned her head back onto my shoulder and sighed.
"I'm nervous, Jason."