Climbing the Ladder 5 - Reaching New Heights
Copyright© 2026 by Michael Loucks
Chapter 56: Join Us
Fiction Sex Story: Chapter 56: Join Us - Jonathan's business life is booming, but he's also suffering from yet another loss. While he's done his best to pick up the pieces of that sundered relationship, he can't help but feel responsible. However, where two close relationships have withered, another blooms. Violet has transitioned from a badly damaged girl to a vibrant woman. Will he continue to climb this ladder, or will there be another ladder to climb in his future? No matter what, the only direction he plans to go is up.
Caution: This Fiction Sex Story contains strong sexual content, including Ma/Fa Workplace
September 28, 1984, Chicago, Illinois
When I returned to work, I went up to 30 to see Mandy Peterson about hiring an executive assistant and to discuss my intention to swap the positions in September 1985.
"That's somewhat irregular," she observed.
"I understand, but Violet and I work well together, and I don't want to mess that up."
"Given I'm certain Mr. Spurgeon will approve, we'll make it work. We'll need to make it unambiguous in the employment letter. Do you want to use the same job description as you used for Violet, with the caveat of switching roles?"
"That makes sense, yes."
"What about specific traits or skills?"
"The two most important are that he or she is intelligent and personable."
"You have a lot of leeway, Jonathan, but not enough to hire a male executive assistant."
"I suspect you're right, but I will be hiring a female PM, though she won't start until June."
"I'll have to clear that with Mr. Spurgeon."
"Already done, but I know you have to check."
"I'm sure you're aware of what has happened with female PMs in the past."
"I've trained this one personally and will continue to do so. She's working on earning her securities license before she graduates in May."
"Just remember what we discussed about young high-flyers."
"I remember, but I'm extremely confident in her abilities, and in mine."
"Speaking of that — congratulations on landing the new client."
"Thank you."
"I'll get in touch with the agency that we use to hire secretaries. I'll confirm your availability for interview times with Violet."
"Thank you. May I make an off-the-record request?"
Mrs. Peterson smiled wryly, "Bust size is immaterial?"
"Exactly. Is there any way to put a stop to that nonsense?"
"The EEOC is beginning to take sexual harassment seriously, and I've apprised Mr. Spurgeon of that."
"Good. Thanks again."
I left her office and returned to 29. I asked Violet to step into my office and closed the door behind us.
"I need a big favor," I said. "I offered Chelsea the live-in nanny position, and would like you to pick her up tomorrow morning."
"Me? Why?"
"I felt it would look bad if I were to pick her up, given her dad's worldview; she agreed."
Violet rolled her eyes.
"I am not even going to try to address that crazy thinking!" she said. "Obviously, I'll do it."
"Thanks. She'll call in the morning when she's ready to be picked up."
"Cool."
Violet went back to her desk, and the rest of the day was routine until 4:00pm, when Mr. Gottschalk called.
"Lee Gottschalk is on the phone for you," Violet announced over the intercom. "He says you know what it's in reference to."
"The nanny agency," I replied. "Put him through."
"Kane," I said when I picked up the transferred call.
"Mr. Kane, this is Herb Gottschalk. Nancy Pearson informed me about your request."
"Thank you for returning my call. I hope we can come to some kind of arrangement based on the offer I made."
"I hope you understand why it's important we not allow clients to directly hire nannies who we have under contract."
"I do," I replied. "That is why I offered to pay your fees through the end of the year for Chelsea. As I said to Ms. Pearson, we'll obviously honor the contractual notice period for Jessica. If that is not acceptable, please suggest an alternative."
"We can't really make a practice of allowing this," he countered.
"I understand that, which is why I made an offer to compensate you for it. I am confident we can come to some mutually agreeable solution."
"I really cannot waive that provision."
"Then I'm notifying you verbally, and will confirm with a letter by fax and courier, that we are terminating our contract. I would like to point out that as of November 1st, we are no longer obligated. On that date, we'll hire Chelsea, and there is literally nothing you can do to stop it."
"Her contract with us prohibits her from working for a client for a year after leaving our employ."
"I understand. She won't be working for a client; she'll be working for Yūsuke Holdings, a corporation that is not a party to the contract. It is also not a competitor, so that provision, if it was included in her contract, also does not apply. I will allow you to accept my original offer right now, but if you decline, I will not compensate you in any way. You have fifteen seconds."
"I won't be extorted!" Mr. Gottschalk declared.
"It's not extortion; it's hardball contract law. Ten seconds."
"You won't get away with this."
"If you sue, I guarantee you'll lose, and you'll end up paying attorney's fees for both Chelsea and me. Five seconds."
"Fine," he said, surrendering. "Your business will never be welcome here."
"You'll have a check and a letter outlining the terms, as well as our intent to cancel the contract on Monday. Jessica does not need to report."
"Fine."
I heard the call disconnect, so I replaced the receiver. I actually had enough time to create the letter in WordPerfect on my IBM PC, and once I'd written it, I called Bianca and asked her to proofread it. She came to my office, read it, suggested a few minor changes, which I incorporated, and printed it out. I signed it, wrote out a check, and put both the letter and the check in a manila envelope. I wrote the agency name and address on the front, then called the mailroom to have it couriered to the agency, but charged to me personally.
I left the office a bit early and went to the bank branch on the 47th floor. I withdrew cash to pay Jessica for the final three months of the year, as I had no idea what the agency would do, and I didn't want to leave her in the lurch. Once I had the cash, I went up to the condo.
"Hi!" Jessica exclaimed. "You're a bit early."
"I am. I know this will come as a surprise, but Bianca and I decided we need a live-in nanny."
Jessica smiled, "I'm actually not surprised. Now that Bianca is taking classes, you basically have us here almost full-time. I assume you gave the agency notice."
"I did, though Mr. Gottschalk and I had a serious disagreement because I wanted to offer the job to Chelsea. In the end, he accepted my offer, but we did not part on friendly terms."
"He can be a real ... jerk," Jessica observed. "When is my last day?"
"Because of the way things went, it'll be today," I replied. "I'm sorry about that, but given how Mr. Gottschalk handled my request, it was the only way. I did send him a check that would cover your fees for October, but I can't be sure what he's going to do, so I'm going to pay you directly."
I handed her the envelope with the cash.
"This is too much!" she protested. "I don't make anything like this!"
"I'm paying you what I would have paid the agency through the end of the year. If they do pay you for next month, consider it a bonus. We're extremely pleased with your work, and we'll provide you with glowing references. However, I'm fairly certain the agency won't use us as references. If they give you any trouble at all, please call me, and I'll take care of it."
"I can't imagine he'd retaliate against me."
"I hope that's the case; if not, please call me. Will you stay this evening?"
"Yes, of course!"
"Thank you. You and your husband are welcome to join us on Sundays for Bears games if that interests you."
"Jennifer would lose her mind!" Jessica exclaimed with a smile. "The last thing she wants is Mom and Dad hanging out with her and her friends!"
"The invitation is open, but I understand. I never had a situation like that with my mom, but our circumstances were different. Anyway, I very much appreciate what you've done for Sofía and for us."
"You're welcome."
Bianca and Violet arrived a few minutes later. After I changed, Violet and I went down to the lobby to meet Jack, Kristy, and the Boys for dinner and to see Irreconcilable Differences.
September 29, 1984, Chicago, Illinois
On Saturday morning, we awoke to the news that police in Sicily had apprehended over 350 people suspected to be involved with La Cosa Nostra — the Mafia. That was big news, but not news that would move the US, European, or Asian markets, nor affect the Italian lira.
Chelsea called at 8:40am, and Violet left to pick her up as we'd agreed. While Violet was gone, Bianca helped me put sheets on the full-size bed in the nursery, where Chelsea would stay at least in the short term.
"How is this going to work?" Bianca asked.
"Exactly as we discussed," I replied.
"Yes, of course, but I meant with regard to Violet, CeCi, Deanna, and the other girls you're seeing."
"There actually aren't that many girls at this point. Nobody regular, anyway, except Violet, Deanna, and CeCi. OK, yes, Allyson and I have our monthly tryst after Jeri's dinners, but that's totally casual, just as it is with Alexa and Erin."
"And the Art School Girls are basically totally cool with a casual fuck now and again."
"True. I am going to have to tell Violet because the last thing I want to have happen is for her to find out and feel as if I'd kept it a secret."
"How do you think she'll react?"
"She's more or less given me license until our conversation after I take Deanna to Hawai´i. At that point, we'll come to an agreement about the future."
"Jonathan Kane, Hedge Fund Manager, licensed to screw!" Bianca teased.
"Something like that," I chuckled.
We finished making up the bed, then went back downstairs, where Nicole had been watching Sofía to wait for Violet and Chelsea to arrive. About twenty minutes later, the door opened, and they walked in.
"Jonathan," Violet said. "There are a couple of boxes and bags in the car. Will you help me bring them up?"
"Yep. Chelsea, you can put your things in Sofía's room. Bianca and I made the bed, so that's all set, and I put fresh towels in the bathroom."
"Great!" Chelsea exclaimed. "Thanks!"
I left the condo with Violet, and we got into the elevator.
"She's a totally different person," Violet observed once the doors had closed.
"She is, and that's what I wanted to talk to you about."
Violet rolled her eyes, "Insert penis, open mind?"
"I suppose that is a shorthand way of describing what happened. Did she say anything?"
"No, but when I thought about the entire situation, and I saw the look her dad was giving her, I guessed what had happened. If anyone needed a good, hard fucking, she did!"
I chuckled, "You aren't the only one to have said that. That said, it wasn't good enough to disabuse her of her fantasy."
"I'm pretty sure living in the condo will take care of that!"
"I'm not so sure," I replied. "Seeing the girls in the morning didn't do anything except offend her."
Violet laughed, "And make her want to fuck!"
"OK, yes, but I meant with regard to her belief system."
"Is anything going to change?"
"For me? Not really. It will give Bianca a bit more flexibility."
"You're modeling today, right?" Violet asked as we switched elevators on the 47th floor.
"Yes."
"Nude?"
"Maybe, but Traci didn't expressly say. Not all of their courses allow R-rated submissions. I don't even know what class it is."
"When does CeCi's internship begin?"
"On the 2nd."
"That's here, right?"
"Yes, until filming wraps, then she's off to LA. They were actually supposed to start this week, but there was a delay. They plan about three weeks here for exterior shots; interior shots will be in LA."
"How long will it take in Los Angeles?"
"I have no idea, actually. She said it could be a few months. There's an outside chance it would conflict with Saint Martin."
"That would stink!"
"Yes, it would."
Ten minutes later, we had the two boxes and two bags in the condo. Violet kissed me, then headed home in a car from Chicago Livery as she was hanging out with Lily and their friends. I went upstairs to Sofía's room, where Chelsea was unpacking.
"How did things go?" I asked.
"Exactly how I expected," she replied. "My dad called me a whore and demanded I leave the house immediately. My mom intervened and insisted I could stay the night."
"I know how that goes," I said. "My mom got pregnant with me at sixteen, and my grandfather kicked her out of the house. Fortunately, she had someone who would take her in. Is there anything you need?"
"Not at the moment. Is it OK if I cook dinner during the week?"
"If you want, that's fine. It would just be Monday through Thursday, and you'll need to check who'll be home any particular evening — I have class on Mondays and Wednesdays and eat dinner at Violet's house. Bianca has class those nights as well."
"Who does the grocery shopping?"
"Bianca and I usually shop on Saturdays; we'll do that in about an hour. You know, I never asked, but do you drive?"
"Yes, though I didn't have my own car. I used the L to get here. When I needed a car, I used my mom's."
"Do you drive stick?"
"No. Both our cars are automatic, and always have been."
"OK. Remember, Saturdays and Sundays are your time off. You're always welcome anywhere in the condo, and we invite you to join us for meals and our Sunday football gatherings. Consider this your home."
"Thanks!"
I left and went to find Bianca, and she, Sofía, and I headed out to do the grocery shopping, as well as drop my suits at the in-building cleaners. When we arrived home, we ate lunch, then I left to meet Traci at the School of the Art Institute.
"Hi!" she exclaimed when I walked into the studio she'd reserved.
"Hi. What's the rubric?"
"A street-style caricature similar to ones they do at Great America, if you've seen them," she replied. "I want to do something comedic, so if you're cool with it, it'll be you looking surprised and holding a pillow over your groin."
"Sounds good."
"You can keep your underwear on ... if you want!"
"I think I'll leave them on," I chuckled.
"Bummer!" Traci exclaimed.
I stripped down to my briefs and grabbed the pillow Traci had provided. She directed my pose, then began drawing with colored chalk. She didn't work quite as fast as the guys I'd seen do this at Great America, but it didn't take very long at all before she showed me the first pass — black and grey chalk.
"You can get dressed," she said. "The colors don't require you to model."
I did as she asked, then stayed to watch her finish, with the last step being to apply a fixative.
"That's awesome!" I declared. "It's obviously me, but cartoonish."
"I'm glad you like it!" she declared.
She reached into her pocket, handed me a pair of $10 bills, then handed me a clipboard with a release to sign.
"Where will these be displayed?"
"As part of a collection for the class, then it'll go in my portfolio. If you want a copy, I'll draw one for you from the original."
"That would be cool," I replied. "I'll pay you for it, of course."
I handed back the clipboard and the two $10 bills.
"Thanks! I'll give the copy to Deanna next weekend. OK to call you if I need a model?"
"Sure."
"Are you busy this afternoon?"
"I wasn't sure how long this would take, so I didn't make any other plans."
"Would you mind if I sketched you? Not for class, just for me?"
"I'm all yours for the next three and a half hours."
Traci smirked, "For anything?"
"You asked about sketching," I chuckled.
"So I did! For my portfolio, I need to do a detailed anatomical sketch..."
"Of course you do!" I chuckled.
"Unfortunately, it needs to be PG, so we'll do your hands, from the wrist down. You can sit at the small table and rest your palms and fingertips on it. The same release you signed before will cover these sketches, though, as I said, they're just for my portfolio."
I did as she asked, and was surprised that it took longer for her to do the pencil sketch of my hands than it had to do the caricature sketch. When she showed me the results, she had perfectly captured every wrinkle, hair, and blood vessel.
"Impressive," I said.
Traci smirked, "That's what I said about the Nuclear Family portraits! Any chance I could get a look?"
"Sure! Just come by the condo tomorrow afternoon. The paintings are always on display!"
"That is NOT what I meant, and you know it!"
"Do I?" I asked with a grin. "You asked to 'get a look', and the context was the paintings. A logical conclusion is you meant that."
"Oh, give me a break!" Traci said with a soft laugh. "Deanna warned me you were a smart ass!"
"I have to be deadly serious at work, but outside of work? Life is too short to be too serious!"
"I have a sneaking suspicion that no matter what I say next, you'll find a way to twist it!"
"I'd say that would be a very safe wager!"
"Then I'll just have to be direct! I'd like to do an up-close and personal examination using all my senses — sight, touch, smell, taste, and hearing! Then I'd like to do a fitting to check length and breadth, as well as depth!"
"Assuming for the sake of argument that I'm interested in participating in such experiments, there is an impediment — I don't carry protection."
"Fortunately, the experiment includes the necessary chemical compound to prevent a seriously inconvenient outcome!"
"What are the success criteria for the experiment?"
"If you don't know that then I've seriously misjudged!" Traci declared.
"It's never wise to assume," I said piously.
"Are you always this difficult? Giving people a hard time?"
"Pretty much," I chuckled.
"Well, after giving me a hard time, there's only one thing for you to do now — lock the door, close the blind, and give me a PROPER hard time!"
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