Climbing the Ladder 5 - Reaching New Heights - Cover

Climbing the Ladder 5 - Reaching New Heights

Copyright© 2026 by Michael Loucks

Chapter 24: Speaking 'Toddler' is Actually Worse

Fiction Sex Story: Chapter 24: Speaking 'Toddler' is Actually Worse - 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  

July 20, 1984, Chicago, Illinois

"Is everything OK?" Chelsea asked when I walked into the condo at 11:20am on Friday.

"Yes. I just need to get some papers to courier to my CPA."

"OK," she said.

I thought for a second and decided to say something.

"Please don't be concerned about the conversation we had, or think that I'm upset with you or that we're considering replacing you. You have nothing to worry about."

"Sorry."

"You have no need to apologize," I said. "I was probably a bit too blunt, but it's a topic that's as important to me as it is to you."

"I don't understand. How could not believing in something be as important as believing in something?"

"Because they are, in effect, two sides of the same coin - you are a theist, and I'm an atheist. The only difference in those words is the letter 'a', which I understand is negation in Greek, similar to 'in', 'im', or 'un' in English. Think 'possible' versus 'impossible', 'eligible' versus 'ineligible', or 'believable' versus 'unbelievable'. Both theism and atheism are philosophical systems. I'm positive you would agree that Jewish people hold their beliefs just as fervently as you do, as do Catholics, Buddhists, Muslims, and so on. I'm just at the opposite end of the spectrum."

"Catholics aren't really Christians!" Chelsea protested.

"I'll leave the debate about who is a believer and who isn't to the followers of Abraham. Each group thinks they have a monopoly on truth, and I have zero skin in that game! In my system, anyone who treats others as they want to be treated and respects their rights is someone with whom I can easily co-exist, and we can have discussions and likely reach a compromise on most topics. That's not possible with someone who claims to be in possession of the ultimate Truth, with a capital T."

"But how could I compromise the truth!" Chelsea protested.

"In my view, other than mathematics, the physical laws of the universe, and logic, there is no absolute truth. Everything is open to discussion and compromise. Here's the thing, though — you don't have to agree with me. What you do have to do is accept that my views are worthy of the same respect you demand for your views.

"Remember what I pointed out — I respect your views; you don't respect mine. That's on you, not on me. I am not trying to get you to abandon your faith; I'm simply pointing out that you have a double standard, demanding respect when you won't give it. I'm sorry, but I need to get the documents and get back downstairs."

I went upstairs, checked on Sofía, who was sleeping, then retrieved the accordion folder that held my tax returns and W-2s for tax years 1978 through 1982. I returned downstairs, said 'goodbye' to Chelsea, then made the three elevator trips back to Spurgeon. I filled out the necessary form, then took the folder to Naomi Kasparov in the mailroom.

"Slumming?" she asked with a smirk.

"Returning to my roots!" I countered. "How are things going?"

"I'm a girl, so you know..."

"I did notice," I chuckled. "And I know how it is."

"I never did get a chance to say 'thank you' for backing me. Jack said you went to bat with the Big Boss to get me the position. Thanks."

"You're welcome."

"What can I do for you?"

"I need these documents couriered to my CPA, Bob Black. It should be charged to me personally."

"No problem! I'll make the call right away. Anything else?"

"That's it."

"I'll buy you a beer one day after work as a thanks," she said. "Just let me know."

"Not necessary, but would Thursday of next week work?"

"Sure! How about Shinnick's Pub in Bridgeport?"

"Sounds good. I'll meet you in the lobby at 5:10pm. God forbid we ride down in an elevator together!"

"That rule is so fucking dumb!" Naomi declared.

"I agree, especially given we're on 29. But Noel Spurgeon makes the rules."

"KANE!" Mr. Nelson growled, waving his unlit cigar at me. "Are you harassing my staff?!"

"No, Boss!" I said firmly, the way I had when I worked for him.

He laughed, "How are things on the other side of the fence?"

"A bad year for the market, but I've found plenty of fertile ground!"

"I saw the numbers last week. Impressive."

"Thanks. How's the ticker?"

"Still ticking."

"I need to get back. Naomi, thanks for taking care of that."

"You're welcome! Have a nice day! Come again!"

I chuckled at the typical store clerk's response and left the mailroom. I headed back to the Research Department and had lunch with Bianca and Violet, then the three of us went to the gym. At the end of the day, as was usual for Fridays, Taya joined Jack, Kristy, and me for a night out. We had dinner at Maxim's, then saw Conan the Destroyer, starring Arnold Schwarzenegger, which we all enjoyed. As usual, after the movie, Taya accompanied me home to spend the night.

"Your cat is not going to be happy," Taya observed.

"That's not the pussy I'm concerned about pleasuring!"

Taya laughed, "Let her in; we can open the door a crack before we go to sleep."

I did as Taya requested, and Misty came into the room and hopped up into the loveseat. Taya and I got ready for bed and climbed in.

"What can I do for you tonight?" I asked

"Nothing fancy! Lick me and fuck me a couple of times; I'll give you a blowjob, then you lick me and fuck me again. In the morning, lick me and fuck me, and I'll give you a shower blowjob."

"Sounds like a plan!"

July 21, 1984, Chicago, Illinois

Taya and I had done exactly as she'd suggested, and I'd opened the door before we fell asleep so Misty could come and go as she pleased. As usual, Taya left right after our morning shower, and I headed to Violet's house for breakfast before class.

"Remember, we're skipping lunch today," Violet said. "I'm going to hang out with Lily, Kallie, Janet, and Liv."

"Kicked to the curb already?" I said with faux dejection.

"Oh, please!" Violet said, laughing softly. "You know better than that!"

"Of course I do! And I'm glad you're hanging out with your friends. How is Lily doing?"

"She and Jim are pretty serious; it wouldn't surprise me if they were engaged by the end of the year."

"That's good to hear! Who are Janet and Liv?"

"Liv is another girl from class, like Kallie; Janet is one of Lily's friends. Kallie, Liv, and I are taking a class together starting in August. It'll be Mondays and Wednesdays, the same as your English class, so you and I can continue our tradition of meeting for pie and coffee after class."

"I think our Monday tradition is a bit different from what it originally was!" I chuckled.

"Not if you'd had your way, Mr. 'put my gum in your mouth'!"

"And, in the end, I've had my mouth on you and my tongue in you!"

"And I've swallowed your cum!" Violet declared. "I do like having pie and coffee after class, not to mention I'll be going out with you on Fridays and doing the same thing you do with Taya after dinner and a movie!"

I thought about teasing Violet about Taya's enjoyment of anal sex, but I had to keep Taya's confidence, and I also didn't want Violet to do something because she felt pressured. There was also the fact that it wasn't my favorite activity, and Taya was really the only girl with whom I did that with any regularity these days, and only occasionally.

"True," I replied.

"What are you doing today?"

"Hanging out at home. I have some homework to do, and, of course, I'll spend time with Sofía. Katy and Esme are joining us for dinner."

"Yes, but WHO is going to be eaten?" Violet smirked. "And by whom?"

"You are bad, Miss Clemmons!"

"I know!" she tittered.

"I like the new, free Violet."

"Me, too! Are the girls staying the night?"

"Probably."

"Then I think I'll just show up at lunchtime!" Violet said with a sly smile. "Have fun!"

We had our breakfast, and after I helped clean up, I headed to class. Five hours later, instead of returning to Violet's, I headed home, where I found Bianca and Nicole cuddled together on the sectional sofa.

"No lunch with Violet?" Bianca asked after I greeted them.

"She's hanging out with Lily and three other girls. According to Violet, Lily is likely to get engaged to Jim soon."

"Not surprising," Bianca observed. "She's been seeing him for well over a year, and they seem like a perfect couple. What are your plans?"

"Eat lunch, write a short paper for sociology, and work on my assignment for creative writing."

"What topic?"

"Either a utopian or dystopian future; I chose dystopian, as that's the odds-on favorite for actually coming to pass!"

"Given 'utopia' means 'no place', that seems about right!" Nicole declared.

"A future that is 'perfect' is a fantasy I'll leave to religious believers. What plans did you two have?"

"We're hanging out here for the afternoon, then meeting some of the girls at Golden Bull."

"Are you taking Sofía?"

"No. She's going to visit «Abuela» and my parents. «Abuela» will pick her up around 2:00pm and bring her back around 10:00pm."

"Cool. Your parents seem to have come around."

"Except for not wanting to come to our den of iniquity," Bianca said, shaking her head.

"Please tell me that's not what they called it."

"Oh, they did, but they also promised not to say anything critical around Sofía. «Abuela» will keep them in line!"

"She could keep a division of Marines in line!" I declared.

"You do not cross ANY Mexican grandmother!" Bianca declared. "That is like bringing down the wrath of God on you, only worse!"

"So, worse than a non-existent, mythical being? Low bar!"

Bianca rolled her eyes, "It was a turn of phrase!"

"I knew that, of course. I'm going to grab some lunch, then go upstairs and start my homework."

I made my lunch and took it upstairs with me so I could eat while I worked on my sociology paper. When I finished lunch, I took a break to spend some time with Sofía, then went back upstairs to continue my homework. I took another break when «Abuela» arrived, and after chatting briefly with her, I said 'goodbye' to Bianca and Nicole, then returned upstairs to complete my homework.

I had just finished when the doorman buzzed me to let me know my guests had arrived. I requested he send them up, which he did. A few minutes later, I met Katy and Esme at the door, and was surprised to see Katy's younger sister, Lexi, with them. I greeted them and invited the three of them into the condo.

"Can I talk to you for a minute?" Katy asked.

"Sure," I replied, having a reasonably good idea what she was going to ask.

We went down to the far end of the open living space, near the windows by the dining room table.

"Lexi begged me to come with and wants, in her words, to reward you for the party you threw for her and her friends."

I knew I could be goofy with Katy, so that's what I chose to do.

"She's going to give me Gamila Khaled's number and tell me Gamila has the hots for me?"

Katy laughed, "I doubt it, but you could ask!"

"I hope you know I'm teasing!"

"Obviously!" Katy exclaimed. "It would be pretty low to ask a girl who wants to fuck you for another girl's number!"

"I take it you're OK with it?"

"Asking her for Gamila's number?" Katy inquired with a smirk. "I can think of less painful ways to die!"

"Which is not what I meant, and you know it!"

"Of course! Obviously, I'm OK with you fucking her, or I wouldn't have allowed her to come along! That said, I didn't promise her anything."

"I appreciate that. What did you have in mind?"

"First, do you have plans for tomorrow?"

"Not before lunch."

"Then, if you're willing, you entertain Lexi for a few hours, then send her home in a car. Once she leaves, Esme and I will suck you and fuck you until you can't go again, then we'll sleep. When we wake up, we'll suck you and fuck you until you're completely spent. Sound like a plan?"

"No guy in his right mind would object!"

"Well, that leaves YOU out!" Katy teased.

"I resemble that remark!" I chuckled.

"Wait here, and I'll send Lexi to talk to you."

She walked away, and about thirty seconds later, Lexi came to stand next to me by the window.

"Great view!" she exclaimed.

I turned and made a point of looking her up and down, appreciating how her tight jeans clung to her firm butt and her T-shirt clung to her large breasts.

I nodded and said, "I agree!"

Lexi laughed, "I caught you looking at me in my bikini at the party, though I'm pretty sure you were really hot for Gamila!"

"I certainly noticed both of you!"

"We flirted, but you didn't respond."

"I had agreed to give you and your friends space, so I wasn't about to do anything that would have interfered with your party."

"We appreciated that, though I wouldn't have minded! I would have shown you just how grateful I was!"

I'd had a fantasy about Lexi and her friends Gamila, Krista, and Becky, though I was fairly certain it would never have gotten as far as my fantasy had gone.

"How grateful were you?" I asked with a sly smile.

"Grateful enough to give my very first blowjob and have my very first fuck! Interested?"

"Very!"

I took her hand and led her back to the conversation pit where Katy and Esme were sitting.

"Make yourselves at home," I said. "There's pop, beer, and white wine in the fridge, and red wine on the counter. Snacks are in the pantry cupboard. See you in two hours!"

I led Lexi upstairs to my room and closed the door, though this time Misty didn't follow because she was taking a cat nap in the sun by the window.

"Birth control?" I asked.

"I knew I wanted to do it, and I thought it might be at Prom, so I started taking the Pill in February, right after I turned eighteen. The guy who asked me to Prom was really nice, and we had a good time, but in the end, we hung out all night at a friend's house and never had the chance. A few days after Prom, another guy asked me out, and we never got that far."

"You didn't have a boyfriend?"

"Nobody serious. There were a couple of guys I went out with for several months each, but mostly everyone just went out as a group. Are we going to talk all afternoon? Because I can think of FAR better things to do with our mouths!"

"Sixty-nine? Then, after a bit of recovery time, sixty-nine until I'm hard, then fuck?"

"Great!" Lexi exclaimed. "When we fuck, I want to switch between you on top and me on top."

"Your wish is my command!"

I held out my arms, and she melted into them. We kissed for a bit, then helped each other out of our clothes. Lexi's breasts were very nice — large, firm globes with pink areolae capped by small, pink nipples. We kissed for a few minutes, with her breasts crushed between us, and Lexi stroking me with her hand.

We broke the kiss and got into bed, where Lexi straddled my face, lowered her pussy to my mouth, and grasped my shaft. She kissed and licked my glans as I tongued her clit, and when I was hard, she began bobbing and stroking, and when she had her first orgasm, she tried to take me deep into her mouth but coughed and choked.

"You don't need to get it all the way in," I said, pushing her up slightly so I could speak.

She stopped trying to deep throat me and focused on stroking, bobbing, sucking, and licking. She had a second orgasm before I was close, given I'd already cum three times with Taya after we'd woken up. Lexi redoubled her efforts and was rewarded a few minutes later when I tensed, held my breath, and came hard in her mouth as she stroked my shaft and sucked and licked my glans. After the last spurt, she bobbed twice, released me, and turned to lie on top of me.

"OK to kiss you?" she asked.

"So long as you don't mind tasting yourself on my lips and tongue!" I said.

We exchanged a fierce kiss, sharing our juices, and then Lexi moved next to me. We lay quietly for about ten minutes, then kissed for a bit before we engaged in sixty-nine until I was erect. Lexi moved off, turned, and spread her legs wide. I moved between them, grasped my shaft, ran my glans along her slick labia, and slowly pushed into her. She was very tight but very slick from our sixty-nine.

"Ungh!" Lexi grunted.

I pushed again, completely embedding myself into her.

"Ungh!" she grunted again.

I lowered myself onto her, and we kissed for a bit while I allowed her to become accustomed to me.

"Fuck me," she demanded urgently.

I obliged, and after several thrusts, she wrapped her legs around me and began moving with me, grunting each time I pushed all the way in. We fucked until she had an orgasm, then I pulled out, moved to my back, and Lexi mounted me. She ground against me for a bit, then leaned down to kiss me.

She offered me her nipple to suck, which I did, and she began moving back and forth and up and down. It didn't take long before she had another orgasm, and when it had run its course, she moved off me. Once again, she lay on her back with her legs spread, and I entered her. At her request, we fucked hard and fast until I came, then I moved down and brought her off with my mouth.

I moved up to kiss Lexi, who was panting hard, then lay quietly next to her while her breathing returned to a semblance of normal.

 
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