Climbing the Ladder 5 - Reaching New Heights - Cover

Climbing the Ladder 5 - Reaching New Heights

Copyright© 2026 by Michael Loucks

Chapter 47: Don't You Have Work to Do?

Fiction Sex Story: Chapter 47: Don't You Have Work to Do? - 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 4, 1984, Chicago, Illinois

On Tuesday morning, CeCi and I showered together, and she joined me for breakfast, which was a rare occurrence, given she usually stayed in bed.

"I have my meeting with my advisor this afternoon to discuss the movie shorts. I decided I'd make a pair of complementary films that show the same events from both the guy's and the girl's points of view, though all the filming would be done simultaneously. I'm pretty sure my advisor will approve the concept."

"Do I dare ask the events?" I inquired with a grin.

CeCi laughed, "R-rated, obviously, both because of the rubric and your preference!"

"I know that! I meant the story!"

"A girl seduces her older sister's boyfriend."

"You know I don't condone cheating," I countered.

"That's why they call it acting!" CeCi declared.

"Who will play the girls?"

"A pair of girls from my filmography class. There will be three others – one friend for each girl, and your best guy friend. I'll ask Rick to play your friend, if that's cool."

"Sure. He'll love it!"

"Not as much as if HE was the one you cheated with!"

"Hard pass on that one," I replied with a grin. "Not even acting!"

"Once I have approval, I'll arrange for you to meet the girls."

"Sounds good."

"If it turns out you aren't comfortable with love scenes with either of the girls or they with you, I can find alternates."

"Given it's rated R, I can't imagine I'll have any concerns."

"Right, but directors have to ensure their couples are comfortable with each other and at least have a bit of screen chemistry."

"That makes sense. What's the premise for cheating?"

"Given where you work, that should be obvious!"

I chuckled, "The 'because I can get away with it' theory most traders have?"

"Exactly. His girlfriend is out of town; he runs into her younger sister. Younger sister offers her cherry, and he is more than happy to oblige. Younger sister then proceeds to brag to older sister about being able to take anything she has anytime she wants. Sparks fly."

"How long is your movie short?"

"About twenty minutes from each person's perspective. They can be up to forty minutes, and depending on editing, I might go longer than twenty. I'll film a lot more, but the final edits will take it down, and I'll mostly include dialogue, rather than action, especially given the limitations. Speaking of acting, did you consider the Streeterville Theatre?"

"I simply don't have time for something like that at this point, but it's not completely off my radar."

Chelsea arrived a few minutes later and greeted us, then went upstairs to check on Sofía. She hadn't called the agency, which I hoped meant she would keep her moralizing and proselytizing to herself. Chelsea's past behavior indicated Erin was correct in her assessment that Chelsea was infected with a virus that she wanted to spread and infect all those around her, so I was skeptical.

After breakfast, I dressed and then headed to the office via my usual three-elevator commute. After checking in with Rich, I made a pot of coffee, then caught up on the events from the long weekend. The Australian government was debating responses to the gun battle between the rival motorcycle gangs, but nothing had been decided. The only other major news of note was the Canadian elections.

Our analysis was a landslide victory for the Progressive Conservatives, who would oust the Liberals from power they'd held for twenty of the previous twenty-one years. Not only would the Progressive Conservatives win big, but they would win the first outright majority since the 1958 elections. In my estimation, a conservative government in Canada would bode well for US/Canadian relations as well as UK/Canadian relations, given Reagan was likely to win in a landslide in November and Thatcher had won a landslide the previous year.

After a few minutes of thought, I decided to move the global risk factors higher, as now there would be a completely united front against the Soviet Union — the UK, Canada, and the US, who, together with the Pope, would likely support Lech Wałęsa and his underground Solidarity movement in Poland. With martial law having been lifted in July 1983, I felt they were likely to re-emerge, especially given the series of landslide victories by anti-Communists in the US, UK, and Canada, and the support of Pope John Paul II, who was Polish.

I also felt that the outcome of the Canadian elections made a strike by GM workers in Canada far more likely. Labor unrest had been brewing, and it wouldn't surprise me if it came to a head within a month. In line with everything I'd read and our own internal analysis, I didn't see it having much effect on GM's stock price, as it, along with the rest of the market, was treading water, despite improving sales.

That said, those improving sales numbers likely wouldn't hold, and our analysis showed them dropping by as much as 10% in 1985, so a short might be in order. I made a note to have Tony assign someone to complete an analysis on the automotive sector, as there were indications Ford would have a very good year. The same was true for Chrysler, which continued to make an amazing recovery. I smiled, recalling my bet on them, which had resulted in Murray Matheson giving me a car, despite what ultimately happened to it.

I was interrupted when Violet came into the office just before 8:00am.

"Hi!" she exclaimed. "How was your trip?"

"Productive," I replied. "Both for Deanna and me. Let me complete my part of the report and speak to Jack; then we can catch up.

"OK!" Violet agreed.

I finished my part of the report and sent it to her so she could assemble the complete report for my review, then called Julie to see if there was anything Noel Spurgeon needed me to do. There wasn't, so once the Daily Analyst report was issued, I reviewed my portfolio holdings.

At 9:30am, Jack came to see me so we could discuss his progress with prospecting, and I handed him the business cards I'd collected in San Francisco.

"Send each of them a prospectus with our standard cover letter," I instructed. "Then follow up with calls next week."

"Will do," Jack replied. "How did Deanna do?"

"She sold all her paintings," I replied. "She also made some good contacts in the Bay Area, which has a much more vibrant art scene than Chicago, by a long shot."

"Cool. I'll get the documents out today. I made adjustments on Friday for our cash position; I'm sure you saw the trade confirmations."

"I did, thanks. Remember, next Monday I have jury duty, which could last a week."

"I have it on my calendar. How do we handle something big with regard to the Cincinnatus Fund?"

"Given what the markets are doing at the moment, I doubt we'll see big movement unless there is some major global event. If I understand how it works, if I'm not chosen for a jury by noon, I'll be released for the day, and I'll come in. If I am selected for a major criminal trial, it's tricky because the jury might be sequestered, and I most likely wouldn't have any chance to communicate with you. Matheson will be back from his trip, so go to him if something earth-shattering happens."

"What about a client who wants to speak to you?"

"First, try to handle it. If you can't, see if you can arrange an after-hours or early-morning call. In a worst-case scenario, call Julie and arrange for Noel Spurgeon to speak with them."

"Got it. Let me get to work!"

He left, and Violet came in.

"Did Dee sell her paintings?"

"Yes, and made some good contacts in the art scene. I just gave Jack some prospects from the high-net-worth individuals I met. I also have an investment opportunity with a livery company."

"Wow! It's like you have the Midas touch!"

"If you were to turn to gold, I'd be very unhappy!" I teased.

"Look, Mr. Literal," Violet said mirthfully, "you don't blow on it, you suck it! I could switch, and we'll see how happy you are with being literal!"

I laughed, "Don't you have work to do, Miss Clemmons!"

"Oh, there's a job to do, alright!" she smirked as she scooted from my office.

I returned to my usual analysis work, and Bianca brought in Bo Yang when he finished his orientation. We spoke for a few minutes, then he and Bianca left so he could get started. At lunchtime, Bianca, Jack, Violet, and I ate together in the break room, then returned to work. I placed calls I had promised, including to Marlena Volkmer to arrange lunch, Krissy Eubanks to confirm our date for later in the day, Alexa to agree to see her on Thursday, and Beth to arrange lunch. My final call was to Erin Laning to arrange a meeting with her and her dad to discuss her desktop publishing business.

At 5:00pm, I went upstairs to change into casual clothes, then retrieved my Saab to pick up Krissy for our date. At her request, we were going to Steak and Ale in Oak Brook.

"May I make a few observations?" Krissy asked when we were on the Ike heading for the Western Suburbs.

"You may," I replied.

"I don't mean this to be critical or nasty, but in addition to grieving for your wife, you have a lot of other baggage."

"You aren't the first girl to make that observation, and it's absolutely true."

"On the plus side, you're intelligent, good-looking, have a great personality, are great in bed, are self-made, and are successful financially."

"Thank you."

Krissy laughed, "A perfect response that is neither self-deprecating nor self-promoting!"

"It seemed like the right thing to say, and it appears it was. I'm going to assume you came to some kind of conclusion?"

"Yes and no. It's complicated because you aren't ready to have a steady girlfriend, but also by the fact that you have a baby. I'm not sure I'm up for what would amount to a family relationship at nineteen, even if you were ready for one. And I don't see any other way to look at it because Sofía is an important part of your life, as she should be."

"I appreciate you being candid and telling me in person."

"You're not upset?"

"No. Your analysis is spot on, and it doesn't deviate from what you told me before we went to bed together. And, if you were concerned that I'd want to end the date, that's not the case at all. I'm happy to have dinner with you, see a movie or whatever, and then take you back to your dorm."

"An interesting strategy," Krissy replied.

"It's not a strategy, per se; it's basic respect. It shows I have no expectations, but forecloses no options."

"If I offended you, I didn't mean to. It's just that I was surprised."

"You didn't offend me," I replied. "It's simply part and parcel of my approach to the universe. People are often surprised, thinking I'm uninterested, and while it might seem that way, it's about not making bad assumptions, which often lead to conflict."

"It sounds as if that's happened."

"It has, when people assume I'll respond in a specific way, and not doing so is met with surprise, outright disbelief, or even anger. I'd like you to answer honestly — did you assume that I would assume that buying you dinner would result in going to bed together?"

"I suppose I did," Krissy admitted. "You have to admit that having sex on our previous date would imply having sex on this date, at least to most guys."

"I don't disagree, and while I felt it was likely, I neither assumed nor expected it would happen. In a sense, it's similar to the disclaimer we include on every single document we share with our clients — past performance is no guarantee of future results."

Krissy laughed softly, "I get your point, but I'm pretty sure your performance would be just as good as the previous time!"

"Probably."

"I'm willing to bet you're far more assertive and self-promoting with clients!"

"Context," I chuckled. "It's also the case that, with regard to interpersonal relationships, I'm careful until I really get to know someone. A big part of that is maintaining my professional reputation."

"About your prowess?" Krissy smirked.

I chuckled, "With the financial markets! I sure as heck don't talk to my clients about sex! I'm very careful to keep business and pleasure properly segregated, though that doesn't preclude being friends, even close friends, with my clients."

"I suppose that makes sense; a romantic relationship, for lack of a better term, could really complicate things."

"Yes, it could."

"Did you date a lot in High School?" Krissy asked.

"I didn't date at all. My girlfriend and I knew each other from the time we were toddlers, and were basically always a duo, and became a couple without ever actually talking about it."

"How did that happen? I mean, if it's OK to ask."

"She kissed me," I chuckled. "It was her sixteenth birthday, and that very first kiss led to neither of us being virgins about five minutes later."

"WHOA! First kiss to losing your virginity in five minutes?"

"Yep!"

"How old were you?"

"Seventeen. She had just finished her Sophomore year, and I had just finished my Junior year."

"I was seventeen, and he was nineteen," Krissy said. "It was a brief Summer romance between Junior and Senior year. We started dating about a week after school let out, and he had returned from UCLA. We went to bed together about six weeks later, then three weeks after that, he went back to UCLA. When he came home at Thanksgiving, he brought his girlfriend with him. A girlfriend I didn't know about."

"Low class," I replied.

"He got what he wanted, and I'm suspicious they were a couple during his Freshman year."

"If so, then he has no honor and no integrity."

"I agree, obviously. I mean, I wasn't madly in love with him, but I thought we had something nice, or at least the start of something nice, but it was all a lie."

"That's why I try to be up front and open about my situation. I made sure you knew before things progressed beyond a simple date."

"I honestly have never had conversations like this with anyone," Krissy observed.

"My situation is more than a little complicated, which kind of necessitates a deep conversation."

"Oh, it was deep, alright!" Krissy tittered. "Sorry. I probably shouldn't have said that."

"It's OK. Trust me, I know things are off kilter, and people respond to discomfiting situations in a variety of ways. Not to mention, I believe you're struggling with an ethical question."

"Ethical question?"

I nodded, "You've had one romantic partner, at least as you saw it at the time, and one casual partner, and you're trying to decide if having casual sex fits within your ethical system. One time could be written off as testing the waters, so to speak; being completely comfortable with casual sex is a very different thing."

"I hadn't thought of it in exactly that way, but I think you're right about it. My thoughts were more about having sex with someone who is having sex with other people, and whether I could be in a sexual relationship with more than one person. I'd say you're obviously comfortable with it, at least from things I can infer."

"You're correct," I replied. "If you are not sure, then we should absolutely not go to bed together."

"You are a very strange guy," Krissy replied. "In my experience, limited as it is, guys try to talk girls into having sex, not out of having sex!"

"I'm positive that's true, though it's not because I don't find you desirable. I'd be very happy if you spent the night, but I also won't be upset if you choose not to."

"Would you be disappointed?"

"If I were, that would absolutely not be a good reason for you to spend the night. I don't think 'disappointed' is the right word; I'm not sure there is a right word. It's kind of like considering pleasure a quantifiable thing and saying I would prefer more than less, and I feel better waking up with someone in my bed than waking up alone. I think the scale would be neutral to positive, not negative to positive, if that makes sense."

"Weirdly, it does. It's just not something I've encountered."

"It's what my housemates call 'Jonathanland' because it's logical and consistent, but diverges significantly from social norms or typical behavior by a twenty-one-year-old."

"Which is what has me confused about the whole thing. I can't really quantify how I feel about you. It's ... different."

"How about we have dinner, then decide what to do?"

"That sounds good."

We had a very nice meal at Steak and Ale, and I felt the food quality was close enough to the higher-end steak places that the meal was a real bargain. I could, obviously, afford to eat anywhere I wanted, but I still had the financial sensibilities I'd learned from my mom. The difference was, I was making almost unfathomable amounts of money.

After dinner, we checked the movie listings at the theatre near the Oak Brook Mall, and there wasn't anything we wanted to see, so we drove back into the city. I hadn't picked up any specific clues about what Krissy would do, so I planned to take her back to her dorm. That didn't change the route I took, as I'd follow the Ike to Congress Parkway to get to Michigan Avenue either way.

"Am I dropping you at your dorm?" I inquired once we'd passed the Main Post Office.

"You seriously confuse me," Krissy replied. "I'm fairly certain you're successful precisely because you're assertive and aggressive, so I would have expected you to ask if I was coming home with you. That makes me think you don't want me to. I know you're concerned about my confusion, but isn't it up to me to decide?"

"It is. Would you like to come back to my condo?"

"If we stop at the dorm so I can get a change of clothes and my bathroom kit, could I spend the night?"

I almost said, 'If you want to', but I reconsidered, given what she'd said, so I decided to be goofy about it.

 
There is more of this chapter...
The source of this story is Storiesonline

To read the complete story you need to be logged in:
Log In or
Register for a Free account (Why register?)

Get No-Registration Temporary Access*

* Allows you 3 stories to read in 24 hours.

 

WARNING! ADULT CONTENT...

Storiesonline is for adult entertainment only. By accessing this site you declare that you are of legal age and that you agree with our Terms of Service and Privacy Policy.


Log In