Climbing the Ladder 5 - Reaching New Heights
Copyright© 2026 by Michael Loucks
Chapter 30: You May Make Your Opening Statement, Counselor
Fiction Sex Story: Chapter 30: You May Make Your Opening Statement, Counselor - 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
August 3, 1984, Chicago, Illinois
"How was your trip?" Bianca asked when I walked into the condo at 7:15pm on Friday evening.
"Successful," I replied. "The union leadership is happy, and I met someone from a public safety union in Topeka who was invited to the meeting."
"Any idea how much from Topeka?"
"Close to $6 million."
"That's great! Did you eat?"
"No. Taya is bringing Chinese. She'll be here in about forty-five minutes. Is Nicole here?"
"I am!" she called out, coming out of the bathroom. "Girls have to pee, too, you know!"
"TMI!" I chuckled. "What are you guys doing?"
"We rented Terms of Endearment."
"Not my preferred genre, for sure," I said. "How is Sofía?"
"Her usual self! She just went down about fifteen minutes ago. Misty was looking for you last night."
"That cat is just bizarre!" I said, shaking my head. "I'm going to change. I'll be back down in a few."
I went upstairs and changed clothes, then returned to the conversation pit to sit with Bianca and Nicole. Unsurprisingly, Misty padded over to the sectional sofa, hopped up, and snuggled with her chin on my leg. I scratched her between her ears, and she purred.
"I assume you kept up with the market?" Bianca asked.
"I spoke to Violet before the meeting and before I boarded the flight home. The volume numbers were crazy — a record 236.57 million shares today; that was after 172.8 million shares yesterday."
"What do you make of the rally in gold?"
"Just a blip on the random walk. It'll continue lower despite this week's gains. I'll worry about all of that on Monday morning."
One thing I'd have to check was how the two-day rally had impacted Taylor's and Fletcher's funds, as I hadn't looked at the performance of specific shares, relying only on Violet reporting what we called the 'headline numbers' over the phone.
"What are you and Taya doing?" Nicole asked.
"Having dinner, but beyond that, we didn't have any specific plans."
"Uh-huh," Bianca smirked.
"OK, yes, that, of course! I doubt we'll watch the movie."
"Do you know why CeCi wrote that she'll be in California for a few days the week of the 12th?"
"A potential internship for a movie," I said.
"Awesome! What movie?"
"I honestly don't know, and the few things I do know I'm not allowed to discuss. The project is completely under wraps. I'm not sure CeCi will be able to discuss any specifics until production is completed next year."
"It sounds like it's a done deal. Your doing?"
"I asked Morris Stoller at the William Morris Agency for a favor, and he came through. CeCi just has to pass the interview, and she'll have the internship."
"What about school?" Nicole asked.
"She believes she can get credit for filmmaking, but she has to check."
"Is this a paid internship?" Bianca inquired.
"No. I'll cover all her costs, including a stipend. I already spoke to her about that."
"What's with you and the cat?" Nicole asked. "She wouldn't let me pick her up."
"Beats the heck out of me!" I declared. "I never had a pet growing up. Bev had a cat, but he mostly ignored me. There were a couple of cats that prowled the barn where Bev and I hung out, but they were as aloof as you would expect cats to be."
"Leave it to Deanna to get a mentally unhinged cat!" Bianca smirked.
"So no different from all the other pussy in this condo?" I teased.
Both girls laughed.
"This is the most rational, logical, sane place I know!" Nicole declared.
"And yet, it would be considered completely nuts by the average American," I countered.
"So the average American is an idiot!" Nicole exclaimed. "Think about how dumb the median American is, then remember that, statistically speaking, half the people are dumber than that!"
"Something I see every day with retail investors with regard to equities and precious metals. They run with the herd, and herds are easily spooked, and if you don't turn with them, you can be trampled. Our job is to stay far enough in front of the herd to keep that from happening, or, if needs be, step aside and let the lemmings go barreling over the cliff. That's how we make money."
"'There's a sucker born every minute'?" Nicole suggested. "Or 'a fool and his money are soon parted'?"
"The latter," I replied. "I don't trade with or for the public, so I'm not looking for 'suckers'; on the other hand, if fools wish to part with their money, I'm happy to take it from them."
"So, just like girls and virginity, then?" Bianca smirked.
"The best sex is usually with girls who have some experience," I countered.
"Those two statements aren't contradictory!" Nicole declared. "But I also know you've had great sex with virgins! Me, for one!"
"And me!" Bianca added. "And Shelly, for sure!"
"I didn't say it was bad," I said. "Just that, with some experience, it's better; even if that experience is only hours old. I don't have a fetish for defloration the way some guys do; it's just there have been plenty of targets of opportunity, as it were."
"And your arrow finds the bullseye every time!" Nicole tittered.
"Cute," I replied.
"Changing subjects," Bianca interjected, "Violet said you're going to New York City next week."
"I have a meeting with an M&A guy at Lehman," I said. "I'm hoping to develop a relationship that allows me priority access to IPOs and an opportunity to provide M&A financing with preferred stock. Nicole, I'm positive you know this, but I have to say it — anything you hear in this condo about the financial markets has to be kept to yourself and never shared."
Nicole nodded, "Bianca explained that when we discussed me moving in. I totally get it, and no problem. My lips are sealed."
"He likes that!" Bianca smirked. "A lot!"
"Show me a male on the planet who doesn't like lips around their shaft, and I'll show you a dead guy!" Nicole declared.
"So true!" Bianca declared. "Jonathan, don't forget that «Abuela» is taking Sofía tomorrow."
"I remember. What are you doing?"
"We don't know yet, but eight of us girls from Loyola are getting together."
"There's trouble!" I chuckled.
The doorman buzzed just then, and I asked him to send Taya up, which he did, and four minutes later, I let her into the condo. We exchanged a quick hug, then sat at the breakfast bar to eat our meal while Bianca and Nicole moved to the TV area and put on their movie.
"How did your business trip go?" Taya asked.
"Very successful. My clients are happy, and I had an introduction to a potential client. How was your week?"
"I'm being a total bum, of course! I hung out with Katy, Esme, and some other friends, went to the pool, and did some stuff with my family. Did you have any fun this week, or was it all work and no play?"
"It was mostly work," I replied. "I wasn't lacking for evening company, though."
Taya laughed, "No surprise there! Speaking of that, could I make a suggestion?"
"That's how you and I got together," I chuckled. "Katy asked that exact question!"
Taya smiled, "Same exact suggestion — I have a friend who is leaving for Arizona State on the 17th. She's a good student and a good girl who wants to come over to the Dark Side. I'd bring her with me on Friday, and it would be similar to my first time with you and Katy. She's on the Pill, so that won't be a concern."
It was, more than likely, the last time I'd be with Taya, though it was possible we'd get together after I returned from Hawai´i. Everything would depend on the conversation Violet and I were going to have after my 'debauched week' in Saint Martin and my trip to Hawai´i with Deanna.
The real challenge for Violet and me was not wanting to reveal our relationship to anyone at Spurgeon, though I was more and more of the opinion that I didn't give a fuck, at least in that regard. Given my success, I could, in effect, ignore it, or even push back on it, much as I had with Bianca. But for now, it was status quo.
"I'd be open to that," I said. "She's willing, sight unseen?"
"She's heard about our first times from Katy, Esme, and me, and that convinced her to take a walk on the wild side! She'll have WAY more fun at Arizona State if she's properly initiated!"
"Similar to certain Princeton students?" I asked with a grin.
"Katy, Esme, and me, for sure!" Taya exclaimed. "It made things so much easier because it wasn't like, 'is this how I want my first time to be?' or, 'is this guy I just met at a party the right guy to be first?'. After being with you, I knew what to expect, so I could just go for it when I wanted to."
"I'm pretty sure I told you my first time wasn't planned, or even telegraphed until the kiss that started it, and in those five minutes, I didn't even think about anything other than doing it!"
Taya laughed, "I'd say that's a record — first kiss to first fuck in five minutes flat!"
"How about a girl who gave a blowjob, lost her virginity, and engaged in sixty-nine before having her first-ever kiss?"
"No way!" Taya exclaimed. "That really happened?"
"It did."
"That's pretty hard to top! I assume that was her idea?"
"It wasn't planned, it just worked out that way."
We finished eating, said 'good night' to Bianca and Nicole, and headed upstairs. This time, I waited for Misty to scamper into the bedroom before I shut the door.
"I hope you don't mind an audience," I chuckled.
"She's fine," Taya said. "Heck, leave the door open if you want! I'm not concerned about anyone seeing us! I lost my virginity with an audience!"
As had Bianca and Nicole, though I couldn't say that to Taya. Instead, I opened the door a crack, then undressed and climbed into bed with a naked Taya.
August 4, 1984, Chicago, Illinois
We could sleep in on Saturday morning, as I didn't have class, and when we woke around 8:30am, we had a good, hard fuck, then went to the shower. Once we finished in the shower, we dried off, dressed, and headed downstairs. Taya needed to get home, so I called a car for her, then walked her to the lobby. When I returned to the condo, I started making breakfast.
"What's your plan for today?" Bianca asked, coming downstairs with Sofía in her arms.
"Grocery shopping this morning, then Jennifer and I are having lunch. After lunch, we'll most likely come back here. What time will «Abuela» pick up Sofía?"
"She'll be here at 11:30am. Esme will bring Sofía back around midnight. Is Jennifer spending the night? I mean, if she comes back here with you?"
"No. She wants to keep things cool at home, given her parents are paying for nursing school, and she plans to live there until she graduates."
"That was my main concern when you and I first got together, but the way things have worked out, I no longer depend on them at all. I'd say I chose the right guy to pop my cherry for a number of reasons, including the little «cachetona» in my arms!" ("chubby cheeks")
"You'll forgive the delegate from the United States who is monolingual..."
"It means 'chubby cheeks'," Bianca said. "I was thinking, do you mind if we teach her to say «mami» and «papi» to us?" ("Mama";"Papa")
I shrugged, "I'm OK with those. How much Spanish do you plan to teach her?"
"Some, because it will make «Abuela» happy. You know she's not a Mexican nationalist, but she does strongly encourage keeping our heritage. You and I already agreed Sofía would have a «quince»."
"Out of curiosity, is the piñata a traditional thing, or is that Mexican-American?"
"It's totally Mexican, though it has spread to the rest of Latin America and obviously to the US. The main difference is that in Mexico, they're most closely associated with «Las Posadas» — the nine days before Christmas with appropriate religious significance — and birthday parties coming in second. In the US, it's basically birthdays because «Las Posadas» isn't really a thing here." ("The Inns")
"Then, unless you object, we can use them at Sofía's birthday parties. I'm sure her little friends will love them. Speaking of which, how do we get her involved with other babies?"
"There are playgroups that meet. Once she's able to crawl, either Chelsea or Jessica would take her; we could also find one on Saturdays so we could mingle with other young parents, if that was something you wanted to do."
"Good question," I replied. "I hadn't considered that until just now, when I mentioned her birthday. None of our friends have babies at this point, and it'll probably be a few years, at least, because most of them are either in college or going to college."
I finished making breakfast for Bianca and me, and once we finished eating, she offered to clean up so I could go grocery shopping. I left the condo and returned about an hour later with three bags of groceries. I put everything away, then went to the dry cleaner in the building to pick up my suits and shirts and drop off the ones I'd worn during the week.
When I returned to the condo, I remembered I owed Allyson an answer about her party. I'd thought a lot about it and was leaning towards it because I had fond memories of those parties. They'd been VERY different from Ellie's, going all the way back to the party where I'd met Bianca.
The situation with Phoebe hadn't worked out, but that had led me to meet Sophie, who had led directly to meeting Deanna, and through her, CeCi. I had also met Shelly, who was still a friend, even though Perry's crazy schedule limited how often we saw them. I'd also met Huifen, and the failure of that relationship was on me. I'd also met other girls who were still friends, though only Allyson and Bianca were current lovers.
I picked up the phone and called Allyson, and her dad answered. He called her to the phone, and she picked up almost immediately.
"It's Jonathan," I said.
"Hi! I was beginning to wonder!"
"I took some time to think it through; I'll come to your party, so long as it's like the one in your dorm."
"A Spin the Bottle party will be great! I know you had some reservations, so I just want to make it clear — you're OK with everything that happened at those parties, right?"
"Yes. Just keep it to that number of girls or fewer, and have it go the way those did, and it's cool."
Allyson laughed, "Except for Paula being totally and completely frustrated!"
"That was actually amusing, at least from my perspective."
"From ALL of our perspectives! It's just so sad what happened to her."
"Agreed. What day?"
"Are you free on the 25th?"
"Yes."
"My parents are out of town that weekend, so we can do it at my house."
"What about your sister?"
"She'll be at Florida State for orientation. That's where my parents will be, getting her settled in her dorm, buying her books, and so on."
"OK. Then I'll see you at your house on the 25th. What time?"
"1:30pm, if that works," Allyson said.
"It does," I agreed. "One thing, though — this is a one-time thing that I'm doing because I trust you completely."
"Did something change?"
"It has to do with the situation with Ellie. I'm totally OK with this last party with you and the friends you invite. But I don't want to make it a habit. And nothing changes between you and me, as we discussed."
"OK. So long as you're sure."
"I am."
"Good."
We said 'goodbye', and I hung up, then changed clothes. I went downstairs, said 'goodbye' to Bianca, and left the condo to drive to Oak Park to pick up Jennifer.
At her house, she greeted me with a kiss, and we walked back to my car. I held the door for her, and once she was in the passenger seat, I closed the door. I walked around to the driver's side, got in, buckled my seat belt, then started the car.
"Any ideas for lunch?"
"Eat each other?" she smirked.
I chuckled, "As much as I like that idea, something a bit more substantial is probably a good idea."
"What about Ricobene's?" Jennifer suggested.
"Eat there or takeout?"
"We can eat there. Then you take me to your condo for dessert!"
"What time do you need to be home?"
"Same as last time," Jennifer said. "No later than 1:00am."
"OK. We'll leave the condo around 11:45pm, just to be safe. That gives us about ten hours."
"I suppose that will have to do! Are you going to be as busy now that you've finished your classes?"
"August is pretty busy because of client visits and some other commitments, including a Bears game and a couple of trips — one to New York City and one to San Francisco. I also have to drive up to Wisconsin to see a client. I'm only taking one class in the Fall, and it's on Mondays and Wednesdays, so my weekends will be free. How about we plan for September 8th and take it from there?"
"That's fine," Jennifer agreed. "I wish it could be more often, but I understand it's just casual."
"When do you start nursing school?"
"The last week in August. I have orientation the Thursday before."
We continued our casual conversation all the way through our lunch at Ricobene's, and again in the car on our way to the condo. When we arrived, nobody was home, which was what I had expected, though Misty greeted me at the door, rubbing my legs and generally getting underfoot.
"She clearly missed you," Jennifer observed.
"Nobody is home, and they won't be until much later, so if you don't mind, we'll leave my door open so she doesn't get upset."
"Giving a whole new meaning to 'pussy whipped'!" Jennifer teased.
We went upstairs and, as I'd suggested, left the door open.
"What is M'Lady's pleasure?"
"Lots of fucking! How about a blowjob, then you fuck me senseless until we have to shower?"
"Your wish is my command!"
The blowjob was awesome and was followed by hours of fucking, interrupted only by a snack and a rest period in the Jacuzzi. At 11:15pm, we got out of bed, exhausted, sweaty, and sticky, and went to the shower.
"Did I fulfill your wishes?" I asked as we stepped under the warm spray.
"Absolutely!" Jennifer declared. "I have the same regret as last time — that I can't spend the night. I'm going to try to figure out a way to do that next time."
"Just don't do anything foolish," I counseled.
"You mean, like going on a date with you?" she asked with a smirk.
"OK, this I have to hear!"
Jennifer laughed, "I was teasing!"
"I know that, but I'd like to hear why it would be foolish."
"Well, if I wanted to keep my virginity, it was foolish!"
"Actually, you said you thought it would be with someone with whom you might have a long-term relationship. That's different from it being a formal criterion."
"Talk about pedantic!" Jennifer exclaimed.
"And accurate! Remember who raised the subject of sex!"
Jennifer laughed, "I did, didn't I?"
To read the complete story you need to be logged in:
Log In or
Register for a Free account
(Why register?)
* Allows you 3 stories to read in 24 hours.