Climbing the Ladder - The First Rung - Cover

Climbing the Ladder - The First Rung

Copyright © 2015-2023 Penguintopia Productions

Chapter 5: Applying the Brakes

Coming of Age Sex Story: Chapter 5: Applying the Brakes - 'Climbing the Ladder' is the story of Jonathan Kane, a young man from rural Ohio, who begins a new life in Chicago in the mailroom of Spurgeon Capital. This is a story in the 'A Well-Lived Life' universe, and provides history and backstory for Spurgeon Capital, the Spurgeon family, the Glass family, the Lundgren family, Anala Subramani, Tom Quinn, and others from the 'A Well-Lived Life' series. The story stands on its own, and does not require reading any other stories in the universe.

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa   Ma/ft   Rags To Riches   Workplace  

June 20, 1981, Chicago, Illinois

“Brookfield or Lincoln Park?” Gudia asked when I hopped into her car on Saturday morning.

“What?” I asked.

“The two zoos. The one here in the city is Lincoln Park. There’s one in a near suburb called Brookfield about thirty minutes from here. It’s bigger and better and has way more stuff to see. If you wanted to have dinner at my house, we could do that, too.”

“I’ll leave it to you to decide,” I replied. “I’ve only been in Chicago for three weeks.”

“Brookfield Zoo, and then I’ll cook dinner for you.”

“Sounds good to me!”

“What did you do after I left last night?”

“Went straight to my room to study before turning in. I’m glad I did, too. Lisa was a real bitch this morning.”

“Oh?”

“She tried to make it sound as if she caught us having sex on the couch. Fortunately, my aunt and uncle weren’t buying it.”

Gudia laughed, “Last I checked, copping a feel is not sex! I’m pretty sure we had all our clothes on!”

I grinned, “I think I’d remember if we didn’t!”

“I’d hope so! So what happened?”

“Nothing, really. I simply said yes, we were kissing, but that was it. My aunt told Lisa not to be a tattletale and that I hadn’t done anything wrong. Trust me; I cannot WAIT to get away from my bitchy cousin!”

“I believe it, but you know, my little sister would do the same thing! I suppose you didn’t experience that ‘fun’, being an only child.”

“No, and both Bev and my closest guy friend were only kids as well. We were weird that way, I guess. Most families had two or three, and there was one family in school with eight.”

“Eight? That poor woman!”

“Too many for you?” I laughed.

“I think two is exactly the right number. How about you?”

“It’s not really something I’ve thought too much about. I have quite a few things I want to do before I start a family. Heck, I’m only eighteen! You’re only nineteen!”

Gudia laughed, “In the old country, girls often marry around fourteen or fifteen, and it’s often an arranged marriage with the guy maybe ten to fifteen years older, sometimes more. I think I’ll at least wait until I’m out of college.”

“Whew!” I exclaimed.

“Oh, please!” she said, shaking her head.

We had a good time at the Brookfield Zoo, eating ‘Maxwell Street Polish’ sandwiches for lunch. A ‘Maxwell Street Polish’ was grilled Polish sausage topped with grilled onions and yellow mustard. They were inexpensive and filling, which on my budget was a good thing. Just after 3:00pm we left the zoo and headed towards Naperville. Gudia stopped at a Jewel to buy some ingredients for dinner, as well as some ice cream for dessert.

When we arrived at her house, nobody else was home. I got the bag of groceries and followed her to the front door.

“Alone in the girl’s house, right?” she smirked as she unlocked the door. “That was the fantasy, right?”

“It was,” I agreed. “Where is everyone?”

“They went to Starved Rock today. They’ll be home around 9:00pm.”

“What’s ‘Starved Rock’?” I asked.

“A state park with some really nice hiking trails. I like going there, but we had a date, so I stayed home. We can go there together sometime. I think given what you’ve told me about where you lived, you’ll like it.”

“I’ve heard about something called ‘Forest Preserves’. What are those?”

“It’s like a park, but the plants are mostly allowed to grow wild. There are a few around here with lots of native plants. So long as you don’t have allergies, they’re really nice places to walk.”

“Cool. Do you need help in the kitchen? I’m no chef, but I can follow directions.”

“We’ll see about that! Bring the groceries to the kitchen, please.”

I did as she asked and set the brown paper bag on the counter. Gudia put the ice cream in the freezer, and set the chicken and fresh vegetables on the counter.

“You won’t cut yourself if I give you a knife, will you?” Gudia teased.

“I’ll try not to!”

“Good. Then cut up the vegetables into bite-size chunks. Do the same with the chicken, but make sure you do the vegetables first, and put the chicken in a separate bowl. They’re right above you in the cabinet.”

“Got it,” I said.

She handed me a chef’s knife and a cutting board.

“Now, which side do I cut with?” I deadpanned, holding the knife with the blade up.

For a split second, her eyes went wide, and we burst out laughing. She shook her head and pointed to the food, so I opened the cabinet and took out a couple of bowls, then set about cutting up the vegetables. When I finished those, I cut up the chicken. While I was doing all of that, Gudia mixed spices, water, and cream in a bowl. When I had everything cut up, she told me to sit down and took out a skillet and browned the meat, then poured the sauce she’d made over it. She added the vegetables and covered the skillet. She filled a pot with water, added rice, salt, and a dash of spices, then put it on to boil. Once it was boiling, she turned the heat down.

“We have about forty minutes while this cooks. Come on.”

I got up from the kitchen chair where I’d sat down, and followed her to the living room. She sat down on the couch and patted the cushion next to her. I sat down and she scooted close.

“So, in this fantasy where you’re alone with the girl at her house, what do you do?”

“Avoid getting shot!” I chuckled.

“My dad doesn’t own a gun!” she laughed. “He’s more of a pacifist than you are! So, with no risk of getting shot, then what?”

I thought that the answer to the question was obvious, and I was pretty sure she knew it. I certainly was interested enough in her to have sex. Well, who was I kidding? There was zero chance I would turn down an available female who I thought was attractive. The problem was, I hadn’t had a chance to get any rubbers, and that created a huge problem. It was possible she was on the Pill, but I couldn’t count on that.

The fact that she was pushing me to answer seemed to say she was interested, or, at least, wouldn’t be upset if I told her what I was thinking. The last thing I needed was for her to get angry and kick me out of the house. I had no idea how I’d get home from Naperville, except perhaps to call my aunt or uncle, which would be embarrassing; or take a cab, which I was sure would be very expensive. Did I want to have sex with Gudia badly enough to take the risk? Again, who was I kidding?!

“Fooling around,” I said.

“In this fantasy, does he have her in her bed or on the couch or what?”

I hadn’t really ever given it that much thought; it had just been one of those things the guys joked about, and which showed up in TV from time to time. In those cases, it was usually in her bed, though sometimes on a couch.

“Usually in her bed,” I replied, then smirked, “And then her dad comes home!”

Gudia laughed, “So it’s always interrupted?”

“On TV and in the movies it sure seems like it! But I suspect that’s a plot device.”

“You think?” she asked mirthfully.

I shifted slightly, slid one arm under her legs and the other around her back and moved her to my lap. We kissed, softly at first, then Gudia parted her lips and our tongues sought each other hungrily. I moved my hand to her small, firm breast, and cupped it through the thin cotton material of both her blouse and bra. I ran my finger around her nipple and it hardened at my touch. I slid my hand to the buttons of her blouse, deftly unbuttoned one and slipped my hand inside, running my thumb along her soft skin just above her bra as I cupped her breast in my palm.

Sensing no objection, I moved my hand and carefully slipped my fingers inside her bra, sliding the tip of my middle finger over her crinkly areola and the rubbery hardness of her nipple. What I wanted, more than anything, right at that moment, was to get my mouth on her breast. I was, without question, a ‘breast man’, and although Gudia’s were quite a bit smaller than Bev’s, I very much wanted to kiss, lick, and suckle them.

But there was a problem. I broke the kiss, but left my hand inside Gudia’s blouse. She looked me in the eyes, communicating EXACTLY what she wanted.

“I didn’t bring rubbers,” I said softly. “I didn’t know.”

“I’m on the Pill,” she whispered. “I have been since I was seventeen.”

I needed NO further encouragement. I removed my hand from her blouse, looped it under her legs, stood up, and carried her towards the stairs. I carefully climbed the stairs with her in my arms and she directed me down the hall to the left. I carried her into what I assumed was her room — decorated with a mix of pop and Indian culture. I turned and used my foot to close the door, then carefully lowered Gudia to her feet.

I wasted no time and quickly had her blouse unbuttoned, pushing it from her shoulders. I reached around, and unhooked her bra, sliding the straps down to her upper arms. Gudia lowered her arms and the bra and blouse slipped off and fell to the floor. Given the difference in our heights, I knelt, then lowered my mouth to one of her golden-brown breasts and sucked greedily on her nipple, while moving my fingers to the button of her jeans. I unbuttoned them, pulled down the zipper, and slipped hands inside her cotton panties, cupping her firm butt cheeks.

After moving my mouth to Gudia’s other breast, I pushed her jeans and panties down. I had no choice but to release her breast so I could help her step out of the rest of her clothes. I stood again, and took in her beauty — golden-brown skin, long black hair, small, firm breasts capped by light brown nipples, dark, curly pubic hair which looked to be trimmed, and plump labia which I longed to plunge myself into.

Gudia took a step back, turned, and pulled a thick comforter from her bed, pulled down the sheet, and got in. She reclined back against the pillow and smiled. I quickly pulled my navy blue t-shirt over my head, unbuckled my belt, unbuttoned and unzipped my jeans, and shoved them down along with my briefs. My rock-hard erection sprung free, pointing the way towards my goal. I moved to the bed and got in next to Gudia. She shifted to lie flat, and I turned and moved on top of her, my head level with her breasts.

I feasted on each one in turn, lovingly kissing, licking, and sucking one, while running my finger over the nipple of the one not in my mouth. Gudia moaned softly and gently ground her mons against my stomach, wrapping her legs loosely around me, rolling her hips gently to increase her pleasure.

“Jonathan,” she whispered.

I released her breast and looked up.

“Would you lick me?” she asked breathlessly.

I’d done that a couple of times with Bev, and she’d really liked it. I nodded and slowly kissed my way down towards the place where I very much wanted to plunge another part of my body, but instead, pressed my tongue between her plump, tight lips and into her pussy. She tasted different from the way Bev had tasted, a kind of spicy, coppery mix. With my tongue deep inside her, I closed my lips around her and sucked gently, sliding my tongue in and out, a promise of what I’d do with my dick in short order.

Gudia squeezed her thighs against my cheeks and raised her hips, mashing her pussy against my mouth. She groaned softly and I felt her hand on the back of my head, pushing gently. I sucked harder and slid my tongue around, and a moment later, I felt her pussy contract and she groaned deeply. My own desire took over, and I lifted my head, moved completely on top of Gudia, and positioned myself against her opening.

“I like it slow,” she whispered.

I nodded, lowered my lips to hers, and as our tongues met, I pushed my dick firmly but slowly into her soft, tight, dripping-wet pussy. It took no effort to fully embed myself in her, and then begin slow, rhythmic strokes. Gudia wrapped her legs around my upper thighs, and met each of those strokes with a gentle raise of her hips.

After our first time, Bev and I had always been very agressive, screwing hard and fast, relying on my ability to get hard again fairly quickly to have lengthy encounters, including eight times one wonderful Summer night. What I was doing with Gudia was very different, and would be a test of my stamina.

“Yes,” Gudia breathed, breaking the kiss, “just like that.”

We resumed kissing as I plunged in and out of her pussy, enjoying the wonderful sensation, and marveling at my amazing luck to be screwing a beautiful Indian girl just three weeks after arriving in Chicago. If this was a sign of how things were going to go, I was going to be VERY happy with my decision to move from Ohio. I refocused my attention on the girl underneath me, doing my best to make her feel very good.

Gudia stiffened under me, squeezed her arms and legs tightly around me and groaned into my mouth as her pussy spasmed around my shaft. We continued our slow-motion screw for another ten minutes, with Gudia having two more orgasms before I couldn’t hold back any longer. I pushed deep and exploded into her, filling her with jet after jet of cum. When my own orgasm was past, I gently pulled out and rolled onto the bed next to Gudia.

“You can shower across the hall,” she said after a minute.

I nodded and got up and walked across the hall to the bathroom and took a quick shower. I dried myself, and went back to Gudia’s room. She’d lit a stick of incense and was just finishing stripping the sheets from the bed.

“I have just enough time to wash these before my family gets home!”

I started dressing, but didn’t take my eyes from her gorgeous naked body. She gathered the sheets in her arms walked out of the room, dropped them in the hall, then went into the bathroom and showered. She came back a few minutes later, dressed, and then we went downstairs, taking the pile of soiled sheets with us. Gudia disappeared into the basement and came back up to check on dinner. She quickly set the table, and a few minutes later, served the curry, chicken, and vegetable dish she’d made, along with rice.

“This is really good,” I said after eating a few bites.

“Thanks. You saw how simple it was to make. I’ll write it out along with a few other simple recipes, and the list of things you’ll need for your kitchen. But we have some time, because you don’t move until August 1st.”

“I appreciate it.”

“And then we won’t have to worry about my parents coming home early.”

“Or my cousin!”

“You liked it enough to want to do it again?”

I grinned, “Yes, of course! Didn’t you?”

“Slow and gentle, just as I like it, and big enough to fill me full without being TOO big.”

I chuckled, “Is there such a thing?”

“According to my best friend, yes! She says her boyfriend is HUGE and she says it’s really uncomfortable. You fit perfectly!”

Bev had called me ‘big’ but I really didn’t have anything to compare to, and as far as I was aware, neither did she. I’d always assumed that she was referring to the difference between when I was soft and when I was hard. My take was so long as the girl didn’t complain, I wouldn’t worry about it.

We finished our meal and I helped Gudia clean up the kitchen. When we finished the dishes, she scooped ice cream into bowls and we took them to the back yard and sat on a bench under a large oak tree.

“Next weekend we’re going to Iowa to visit a friend of my dad who is a professor at Iowa State. I’m really good friends with the daughter, so I’ll hang out with her. We can go out the following week, if you want.”

“Absolutely! When does school start for you?”

“The last week in August. I’ll be living on campus, so I’ll be closer. We’ll mostly need to use the L because I won’t have my car on campus. I don’t want to pay for parking, and the one crime that does occur on campus is breaking into cars.”

“Which line is that?”

“Either the Lake-Dan Ryan or the Howard-Jackson Park line. If you take the Lake-Dan Ryan train, you get off at Sox Park; on the other line you get off at 35th Street which is right at IIT. Both are AB stops, so you don’t have to worry about skip-stop.”

“Cool. I’m actually amazed at how inexpensive it is to ride. But my uncle says that the fare has nearly doubled in the past two years.”

“Yes. There was some change in the way it’s funded, but still, at ninety cents, with a transfer costing ten cents, it’s hard to beat. And if you buy tokens, you save more.”

“I bought a ten-pack when I discovered that. Cincinnati barely had a bus system, let alone subway or elevated trains. I think they tried to build one once, but they ran out of money.”

“We also have regular trains which go between the suburbs and the city, so you could take a train from Union Station which would bring you about a mile from here. It costs quite a bit more, but way less than trying to take a taxi. Wait here, OK?”

“Sure.”

“I just need to move my sheets to the dryer! I need to get them back on the bed as soon as I can!”

I nodded and she disappeared into the house, taking the two empty ice cream bowls with her. She was back two minutes later.

“About forty minutes and I’ll need to make the bed. Want to go for a walk?”

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