Climbing the Ladder 5 - Reaching New Heights - Cover

Climbing the Ladder 5 - Reaching New Heights

Copyright© 2026 by Michael Loucks

Chapter 52: Sales Pitches

Fiction Sex Story: Chapter 52: Sales Pitches - 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 16, 1984, Chicago, Illinois

I woke on Saturday morning, spooned with Priscilla in front of me and Tiffany behind me, which was not what I had thought would happen when Priscilla asked for a kiss. In hindsight, I should have realized what would happen, given Priscilla had said they did everything together. In this case, 'everything' included losing their virginities to me together.

I'd very much enjoyed their chosen method for deciding who would go first — a blowjob where they alternated every minute, with the 'winner' being the one who made me cum. As I had no specific preference, I'd simply allowed things to happen naturally, and Tiffany, who had the same basic body type as Priscilla, had won.

I'd enjoyed her taste and scent, bringing her off twice with my mouth before donning a rubber and enjoying the snug fit of her virgin tunnel, bringing her off three times before I had my release. After removing the rubber, the girls had repeated the alternating blowjob, though this time they asked me to let them know when I was close so Priscilla could 'win' and have her turn to give up her virginity with the same result.

We'd fallen asleep spooned together with the promise of sex in the morning. That happened a few minutes later when the girls woke, with each girl sixty-nining with me before she rolled on a rubber and rode me to multiple orgasms. At my request, each girl lifted off before I came, removed the rubber, and finished me with her mouth. After both girls had their turn, I suggested a joint shower, and they happily agreed.

"May I ask what led to this encounter?" I inquired as I soaped Tiffany's body.

"A target of opportunity!" Tiffany declared mirthfully. "We had agreed that when we came to Chicago, we'd find a guy to do what we did last night, and after talking to the girls who live here, we decided to go for it."

"In case you're worried, it was our idea, totally," Priscilla said. "What I said about 'word on the street' was a result of asking Bianca about your daughter, because she and Nicole are a couple. That led to 'first time' stories, and, well, given you know them, you can probably figure out why we decided to ask you."

"They didn't encourage us, or anything," Tiffany said. "In fact, they didn't know our plan until Priscilla came upstairs, and I told them. They had a good laugh."

"I bet they did!" I chuckled.

"You weren't bothered about having to use a rubber, were you?" Priscilla asked. "We hear guys hate them."

"Use a rubber and have sex, or don't have sex. Hmm..."

Both girls laughed

"Easy choice!" Priscilla declared.

"Very!" I agreed. "And you were both willing to let me finish in your mouths the second time, so I don't see how I could possibly complain! Not to mention tight fits and enthusiasm!"

"How could it NOT be a tight fit with this?!" Priscilla asked, running her hand down my stomach to my groin.

"Well, given Sofía weighed seven and a half pounds and was twenty inches long, I'm small!"

Both girls laughed.

"I hadn't even considered that," Priscilla declared. "Now I feel dumb!"

"Let's just say the last thing the three of us want to think about right now is a baby traversing that tunnel, given I'm the only one who has been in either of them!"

"Oh, God!" Tiffany exclaimed. "That would be a nightmare of epic proportions!"

"Which is why I was very careful with the rubber and pulled out right away after I finished."

"Neither of us bled," Priscilla observed.

"At eighteen, bleeding is rare from what I hear and from personal experience. It's also possible you bled a little bit, and we didn't notice blood on the rubber because it was diluted after fifteen minutes or so of screwing."

I finished soaping Tiffany, and she rinsed off while I soaped Priscilla. After Priscilla rinsed off, the girls worked together to soap me. After I rinsed off, we got out of the shower, dried ourselves, and dressed, then went downstairs to have breakfast. I cooked for them, as well as for my housemates, and after breakfast, I called a car for Tiffany and Priscilla. I walked them downstairs, exchanged a quick kiss with each of them, then headed back upstairs once they were in the car.

"We did not encourage them!" Nicole said as soon as I walked back into the condo.

"They actually volunteered that information," I said.

"This condo is a virginity-free zone!" CeCi exclaimed. "Or at least you can't keep it if you enter!"

"Then we had better get a male cat because I am NOT Steve Martin!" I chuckled.

The girls all laughed.

"Speaking of that," I continued. "Is she going to be spayed?"

"Yes," Deanna said. "Next month, when she has her checkup. I'm taking care of that, along with the post-op visits."

"It's ... outpatient, I guess, is still the word?"

"Yes. They use a general, remove her ovaries and uterus, then stitch her up. She'll have a cone collar to prevent her from pulling out the stitches and will be good as new in a week to ten days."

"She's not going to be a happy camper!" I observed.

"True, but female cats in heat are not fun to be around. Unlike humans, it lasts two to three weeks, and there's no bleeding. I don't know all the details, but from what I understand, female cats only ovulate when they have intercourse."

"More details about Misty's private life than I possibly needed!" I chuckled.

"Says the guy who bought Keiko pads!" Bianca declared. "And for me a few times."

"It's a box of cloth and paper. What's the big deal?"

All four girls laughed.

"Most guys would cut off their hands rather than touch a box of pads or tampons," Deanna declared. "Don't ask me why, but it's a huge taboo."

"I missed out on learning that one from not having my dad around and from hanging out mostly with Bev, and then mostly having female roommates. I suppose I should talk to Jack about all the guy stuff I missed out on and should adopt!"

"Oh, no, you shouldn't!" CeCi declared. "I like having a strong guy who isn't an idiot about stuff like pads and periods. I hear stories from my friends about their guys, and I'd probably go medieval on them inside of the first five minutes!"

"We should probably start setting up for the game," I suggested.

"Bears—Packers is THE game of the season," Bianca declared. "Well, two games, but you know what I meant."

The four of us worked together, and we had a great time with all our friends, especially given the Bears won 9–7 on three field goals, kicking one each in the 1st, 2nd, and 4th quarters, with the Packers scoring a lone touchdown in the 2nd quarter. I had a trio of offers to stay, but I gently rebuffed them so I could spend the night with CeCi.

September 17, 1984, Chicago, Illinois

Days at work were basically a waiting game, as the market was stuck in doldrums, not moving very much, though precious metals were trending down as predicted. Everyone was awaiting the outcome of the election, as well as interest rate actions by the Fed.

Business development was slow, but that was to be expected. Jack was a bit frustrated, but that was the main role of the most junior person on a team. He was doing a good job, generating prospects and speaking with our investors, which freed me up to do research and analysis. This week, though, we'd be making two trips — one to Topeka and one to San Francisco, but they were both one-day trips, a very long day for the California trip.

As usual for a Monday, I had lunch with Violet, Bianca, and Jack, and the four of us went to the gym. Now that school was in session, my regular Monday evening was dinner at Violet's house, then class, where Elaine Burroughs thanked me profusely once again. After class, Violet and I had our usual pie and coffee, then she accompanied me home, as was the norm for a Monday.

September 18, 1984, Topeka, Kansas

Howard Hofstadter greeted us just inside the entrance of City Hall. After quick introductions, he escorted us to a large conference room, where half a dozen members of the public safety union, along with the police and fire chiefs, were gathered. After introductions, Violet distributed the presentation booklets, and I began my presentation.

"Good morning," I said. "My name is Jonathan Kane, manager of Spurgeon Capital's Cincinnatus Fund. With me are Jack Clinton, a Portfolio Manager, and Violet Clemmons, my Executive Assistant. Together, we comprise the team who will manage your money, should you decide to invest with us. We are backed up by a team of professionals, including Legal, Compliance, Research, and executing traders.

"If you would please turn to the first page of the booklet Miss Clemmons handed you, you'll see a brief outline of the history of Spurgeon Capital, which you can read at your leisure. On the second page are the average annual returns for all money managed by Spurgeon Capital, which has beaten the S&P 500 consistently for the past eleven years and has had gains even in so-called down markets.

"Last year's audited and verified total return was 29%, compared to the S&P 500, which returned just over 17%, and the Dow Jones Industrial Average, which returned just under 20%. Allowing for the management fees, you'd have made about 70% more investing with us than you would have in a stock index fund.

"Page 3 shows the past and current returns for the Cincinnatus fund, which, for this year, are more than double the projected S&P 500 return, with more than three months to go. While I cannot guarantee it due to SEC regulations, I expect to triple the S&P 500 and crush the Dow, which will be negative for the year. As you can see from the Spurgeon track record, we've consistently outperformed the S&P 500 every single year for the past eleven years."

"Will you take questions now, or should we wait?" a uniformed police officer asked.

"I'm happy to answer questions at any time. May I ask your name?

"Commander Terry Keen," he replied. "If I understand correctly, we could lose our entire investment."

"That is one of the risks, yes. If you want to protect your capital completely, you can do so with government securities, which return about a third of what my fund is projected to return, or insured municipal bonds, where the insurance siphons off more than our management fees, and the return is about half our projected returns. If you look at page 6, I've included an example of the difference in returns.

"I'll give a simplified example. If you started with $500, then added $100 a month, and did so for thirty years at the passbook rate, you'd only have around $90,000. If, on the other hand, you earned 20% returns, which is typical for Spurgeon but not guaranteed, you'd have just under $2,000,000 when you're ready to retire."

"Two million dollars?" a uniformed firefighter asked. "Just by saving a hundred a month?"

"That's correct, Fireman..."

"Captain John Denison."

"Those numbers are real, Captain, and what they show is the importance of compounding. You may have heard of the 'Rule of 72', which is a simplified way of calculating how long it would take for your money to double at a given interest rate. At 5%, that would be just over fourteen years. At 20%, the calculation is slightly different but yields four years. In other words, you would double your money three times over the same period. Those numbers are accurate, and if you want to see the actual math, which involves natural logarithms, I've included the formula in the appendix."

"Damn," a man in a business suit muttered, then said, "Bob Gabriel. I'm the Union president. I don't mean to ... never mind, I'll just say it. Your team is awfully young."

"We are. I am the youngest investment manager ever hired at Spurgeon, after being the youngest analyst ever hired. I am the youngest person ever to obtain a securities license at Spurgeon. In fact, I hold three licenses, one of which entitles me to manage other licensed professionals, including Jack, who holds one license and is working on his second. I am, to be blunt, that good. So is Jack. And there is nobody on this planet who is a better Executive Assistant than Miss Clemmons.

"I know I'm blowing my own horn, but that is the only way I will ever win your business. I intend to, and that is why, if you turn to page 7, you'll see some sample trades and returns that have been made this year. All of those trades are ones I evaluated and analyzed. Following page 7 is the fund prospectus, which explains in detail the fees associated with the fund.

"On page 15 is a set of examples which show how those fees would work based on different returns. What you will see is that we only collect our 20% fee on returns over 8%. That's called the 'hurdle rate' in the prospectus. It guarantees I have serious skin in the game. For that same reason — skin in the game — most of my money is invested in the fund.

"Now, I'll take any questions you have and answer them with complete transparency."

"Will Gilmore, Union treasurer. How do you do it? I mean, beat the markets consistently?"

"By having the best research team in the business and making use of a new method called data analytics, which uses proprietary computer programs to evaluate information and run simulations. Every single day, we feed financial, economic, and other information into the computers, and it spits out analysis far quicker than a human could do it. But, and this is key, humans use that analysis, as well as their own, done the traditional way, to make projections and recommendations."

"How do you make so much money in down years?" he asked.

"Through various trading profiles," I replied. "For example, and you'll see in the prospectus, I made use of futures contracts to sell gold when it was at a peak. In December, I'll close out the positions by using contracts to buy gold, and the fund's profit is the difference in the prices of those contracts, which this year should work out to close to a 30% gain on those trades alone.

"The same can be done with stocks, where I am short companies that are in one kind of trouble or another, and when I close out the shorts, I make the difference between the high price when I sold and the low price when I buy. The transaction is to sell high and buy low, which is, in effect, the reverse of what you would do in a bull market, where you buy low and sell high. And yes, all of that is legal.

"Other strategies involve more complicated trades using options, or taking negatively correlated positions — that is, stocks that typically move in opposite directions, where strategic use of options can generate significant gains. I also use foreign markets and foreign exchange to make gains when US markets are unfavorable."

The next thirty-five minutes were spent answering questions about Spurgeon, my background, and my fund. When I finished, I was reasonably confident we'd close the deal. I thanked them, and Mr. Hofstadter walked us out.

"I'll be in touch after we discuss this," he said.

"Thank you very much. If you have any questions, please call. I'll be in California on Thursday, but otherwise I'll be in the office every day."

We shook hands, then Violet, Jack, and I got into a town car and headed for the airport.

September 19, 1984, Chicago, Illinois

I wasn't surprised when Noel Spurgeon asked to see me on Wednesday morning.

"How did it go?"

"I'm reasonably confident we have the $6 million. I expect them to take a week or so to decide, but the union exec who set this up is close with guys in Overland Park, and they are singing our praises."

"Excellent work. Tomorrow is big game hunting, a hundred mil or more."

"That'll go a long way to cover the money pulled from the former Wabash Street Fund."

"Yeah, but it's your AUM, not mine."

"It's all yours! Even though my name is on the registration form, it's still Spurgeon Capital money, and last I checked, my name is Kane, not Spurgeon!"

Noel laughed, "Nice way to deflect! What I needed was a son like you."

"Teach Samantha," I suggested.

"She has the name and the genes, but this is not a field where women excel."

"I'm no expert in psychology, but I'd bet that's far more nurture than nature."

"Maybe so, but you, Murray, and I can be hard-nosed pricks. and people respect us; women cannot do that without creating animosity."

He had a point, and that was a societal problem that regarded men as tough and hard-nosed, but considered women who behaved the same way to be 'bitches' or 'harpies'. We were seeing that in the political arena with Geraldine Ferraro, who was viewed differently and treated differently because she was a woman running for Vice President.

"Point taken," I said.

"See you at Meigs tomorrow morning. Wheels up at 5:00am, right?"

"Yes."

He picked up the phone and began dialing, which was my cue to leave. I returned to my office and spent the rest of the morning preparing for my presentation in San Francisco, which was going to be much more detailed than the ones I'd given to the unions. I had no idea how the Board of Directors would react to me, so I was prepared to turn the presentation over to Noel if I detected any reluctance. A hundred million was serious money, and even if it ended up in the Spurgeon Select Fund for some reason, it would still benefit me, though not as much as if it were my AUM.

I spent the rest of the morning finalizing my presentation so Violet could get it to the printer, who had guaranteed it would be ready by 5:00pm. I finished just after 11:00am, and at 11:20, I left the office and went up to the condo to wait for Marlena, who would leave Vesper with Chelsea while we had lunch. Chelsea had not said anything to me, and I wondered if she had decided to drop it. The virus, as Erin had called it, was strong and didn't give up without a fight.

Marlena arrived as planned at 11:30am, and after getting Vesper settled, Marlena and I left the condo.

"Where are we going?" I asked once we were in the elevator.

"We can go to Star of Siam, or my condo; your call."

"And what is there to eat at your condo?" I asked, giving her the perfect straight line.

"Me, of course!" she replied.

"Not very filling," I countered, knowing exactly how she'd respond.

"It will be for me!"

"Pure speculation, and it could be wishful thinking!"

"Possible, but I don't think so!"

"All joking aside, tell me how you see after."

 
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