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Jenny's Sex Lesson (Part #2)

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Quillpen

In this sequel, 14-year-old Jenny receives another sexual lesson from her very obliging 46-year-old neighbor, Jeffrey--with the approval of Jenny's mother!

Introduction

This is a sequel, of course, to “Jenny’s Sex Lesson.” In the original story, a 46-year-old bachelor (Jeffrey) is surprised when a 14-year-old girl (Jenny) suddenly takes a sexual interest in him after eight years of just being a friendly neighbor. Her permissive mother (Joyce) allows an intimate relationship to ensue because she herself was quite promiscuous in her youth and doesn’t want to be perceived as a hypocrite. Joyce encourages Jeffrey to teach naïve Jenny all about sex—which he eagerly does one memorable Saturday night.

As in the first story, Jeffrey is the narrator.

Part One

That first Saturday night with Jenny as my bedmate was truly fabulous. Despite her being noticeably underdeveloped in a certain key area and totally inexperienced, Jenny was a delightful sex partner. Altogether we spent more than 12 hours in the sack together enjoying one another sexually and sleeping in each other’s arms.

I had very little to complain about. Jenny was compliant, active, eager, affectionate, and thoroughly curious to explore sexual things. What more could 46-year-old me ask for, considering I was more than three times this sweetheart’s age (14) and her sexual history before we had intercourse was zero? (Okay, things did not go perfectly. Jenny made it clear after the fact that she did not enjoy the facial cum blast I gave her, but that was a minor matter. I said I was sorry about where that second cum shot of mine had ended up, and I promised I wouldn’t repeat it. Jenny accepted my apology. Shortly thereafter she was happily cuddling me once again.) When we reluctantly arose from my bed, I cheerfully made her a bacon-and-eggs breakfast on Sunday morning. As we ate together, Jenny and I made ironclad plans to have another screwing session the following Saturday night to enhance her educational knowledge about all things carnal.

“I can hardly wait for Saturday to come, Jeffrey!” Jenny told me when she left my house and made the brief walk across the street to hers. She wasn’t the only anxious one. I was getting horny again just thinking about screwing Jenny a second time. This girl was something akin to a fountain of youth for me. However, I was glad I had nearly a full week to recover from our first romp. At 46, I wasn’t as young as I once was.

A few hours later I got a cheery telephone call from Jenny’s permissive mother, Joyce. She happily reported that Jenny was thrilled that she had lost her virginity to me because I had been “a sweet and loving guy” to her throughout the entire experience. That was lovely to hear! Apparently, Jenny thoroughly approved of the size of my male equipment, too, gleefully telling her mom it was “bigger than I thought it would be.” That comment was always nice to hear from a satisfied female. Joyce added a personal comment: “I may have to try it myself some Saturday night when I’m lonely for male companionship!” she said. That out-of-the blue idea was something that definitely appealed to me.

I told Joyce that Jenny and I had discussed resuming the sex lessons and agreed the next one would again occur at my house on Saturday evening—which was six days later. One thing I hadn’t mentioned to Jenny over breakfast was that I would make a true “date” out of our tryst. I told Joyce that Jenny should arrive early and I would treat her to Chinese food beforehand. Once we got down to business, she could count on being treated like the sexy teenage princess that she was during our bedroom time. I figured she deserved it. I also figured the nicer I behaved with Jenny, the more affectionate and compliant she would be as my sex partner. That just stood to reason. At least I sincerely hoped that was the case.

Part Two

On Saturday, Jenny and the delivery of Chinese food arrived almost simultaneously. Jenny had again donned the same outfit as she had the previous Saturday—a cute blue dress with white polka dots. Combined with the white knee socks and Mary Jane shoes, that outfit made her look a little bit younger than her 14 years. That was certainly alright with me!

Jenny loved the huge, exotic meal. A few days in advance, she had told me what her favorite Chinese dishes were. I took notes and ordered triple quantities of them to please her. I also had two huge bottles of cherry cola for her in my refrigerator, as she had mentioned it was her beverage of choice. Whatever my princess wanted on this return-engagement night, she was going to receive. I was also planning to give Jenny one large cum shot after another once we began the main purpose of her nocturnal visit. She herself would be my treat.

Fortune cookies concluded our meal. Mine aptly contained a message saying, “Your kindness will be rewarded.” Given the circumstances, that statement made me snicker slightly. Jenny’s fortune was a benign one. It said something about her possessing a winning personality. That night it definitely wasn’t her personality that I was interested in enjoying.

I cleared the dishes off the kitchen table and began to set them inside my dishwasher. I stopped after a couple of plates had been inserted. There were more important activities to attend to in my life this night; I’d take care of that mundane chore later. Jenny was still sitting in her chair at the table, sipping her cherry cola. I walked behind her and put my hands around her waist and started kissing the nape of her neck slowly and sensually. “Tonight, I’m going to make passionate love to my teen princess,” I whispered into her ear.

“I like that plan, Jeffrey” Jenny replied. “Keep on kissing my neck. I’m enjoying that.”

I complied with that simple request. After about two minutes I told her, “Jenny, in Japan the nape of a woman’s neck is considered a very sexy part of her body. I love kissing yours! Of course, you have other interesting and sexy body parts, too!” I raised my hands from her waist to her puffy, undersized breasts. I began to feel and fondle what little there was of them. They hadn’t developed much since the previous Saturday. Their size was unimportant, however. The mere fact that I was groping a 14-year-old girl’s burgeoning tits was a terrific turn on for me. My penis was quite stiff already—and we hadn’t even really begun our evening’s fun!

“That’s a pleasant sensation, too, Jeffrey,” Jenny informed me as I continued to amorously feel her up. “It’s so romantic when you touch me there.”

“That’s the general idea,” I said between kisses. “I think your tiny tits are absolutely lovely, Jenny. I want to cup them, fondle them, suck on them, lick them, fondle them…”

“Hey, you said ‘fondle them’ twice, Jeffrey!” Jenny pointed out before giggling.

I promptly replied, “Well, Princess Jenny, you didn’t think I’d fondle them just once, did you? Let’s move this scintillating conversation to my bedroom where it belongs.”

Part Three

I lovingly carried my princess to my large bed where I gently set her down and kissed her briefly on her lips. I eagerly helped Jenny get out of her cute blue dress. As she was taking off her shoes, I told her not to remove her undergarments as I wanted that pleasure for myself.

“What about my knee socks?” she asked.

I thought about it for a second or two. Then I replied, “Please leave them on, Jenny. I think they give you a young and innocent appearance.”

“Oh, is that what you like, Jeffrey?”

I didn’t answer Jenny’s question with words. I just let loose with a devilish chortle.

I lifted the undergarment covering her little tits, exposing them to me in all their sexy glory. Then I slid her panties down her legs and cavalierly tossed them into the air. On their descent they slightly collided with the top of my head—which made Jenny laugh for a moment. Then I got down to business.

I grabbed Jenny by the waist and lifted her as far up the bed as she could go. That was so I could comfortably position my head between her thighs and give her pussy plenty of attention. “Here we go, my lovely princess!” I told her as I buried my face into her most private bodily area. I began by giving her vagina several long licks from bottom to top. Jenny began squirming immediately from the pleasant sensation engulfing her. I spread her pussy lips wide with my two thumbs so I could insert my tongue into her opening. I then teased her clit with my left hand while entering her vagina with the middle finger of my right hand, repeatedly pushing it in and pulling it out at a slow pace.

Rapture had completely overtaken my bedmate. “This is the best feeling in my whole life, Jeffrey!” she managed to blurt out before surprising me with a small squirt of pussy juice that travelled about a foot from her wet vagina. This was something new; Jenny hadn’t done that on the previous Saturday. I was happy for her. It was also the best possible, unsolicited, positive feedback for me. A few drops struck my face.

“Oh, you’re allowed to come on my face, but I can’t come on yours!” I joked. “That hardly seems like a fair arrangement to me, Jenny.”

“I’m really sorry about that, Jeffrey,” Jenny apologized once she got control of herself. “It won’t happen again if I can help it!”

I laughed and told her my previous comment was not to be taken seriously. “You can squirt on my face every day for the next 40 years, Jenny. That would be no issue for me at all. In fact, I’d sincerely love that!”

I climbed to the top of the bed and kissed Jenny very romantically. “You are my princess!” I reminded her. A minute later while we were embracing, I said to her, “Now that you are well lubricated, Princess Jenny, I’m going to give you a terrific fucking. Before I begin, would you give my stiff dick a couple of kisses for good luck, please?”

Jenny excitedly said, “Sure, Jeffrey!” She sat up slightly to accept my phallus. She gave me more than I expected: a few long licks, half a dozen kisses on its tip, and a sensual suck that lasted at least half a minute.

“I think you have prepared me well, Princess Jenny!” I told her. It was a huge understatement. I felt like my penis had been transformed into a solid steel rod. I slid back down the bed to place it where it belonged.

I swiftly mounted my 14-year-old lover and inserted my hard penis into the vagina I had been stimulating a few minutes earlier. It was slightly larger than most men’s equipment—I was always mindful of that—so I began gently pushing it into Jenny’s cavity. I could see her eyes getting wider by the second. That was a real turn-on for me.

“Like it?” I succinctly asked her.

“Of course. I liked it last Saturday, too. I think I was made for it!” she replied with confidence.

“Alright then,” I said with a smile. “I’ll do my best work to please you with it.” I then began to fuck Jenny slowly, then a bit faster, then like a jackhammer. All the while it was done with great passion. Somehow, I lasted close to 10 minutes before a major cum explosion stopped my sexual aggression. Based on the quality and quantity of my ejaculation, I was certain it was the greatest orgasm I had experienced—and I told Jenny so.

Jenny was panting and beads of perspiration were clearly visible on her forehead.

“Tell me, Jeffrey,” she cutely asked, “is that the way a princess gets fucked?”

“Well, if I’m her prince it certainly is!” I declared. I was still semihard, so I kept thrusting my manhood into Jenny for a few more minutes before sheer tiredness overtook me. I wasn’t tired of fucking 14-year-old Jenny, of course. My 46-year-old body was just succumbing to the realities of middle age.

When I finally pulled out of her soaked vagina and dismounted Jenny, I flopped down beside her on the bed. I let out a soft grunt to indicate that I was physically content with what had just occurred, but also physically spent—at least for the time being.

“I guess that’s what happens when a 46-year-old tries to behave like he’s 16!” Jenny suggested. I thought that was a highly amusing comment to come from the lips of an eighth-grade pupil.

I had to defend my honor, but I did so with a compliment. “Princess Jenny, there isn’t a 16-year-old boy anywhere who would have given you such a thorough riding for the ten minutes I did. They couldn’t have lasted even three minutes with beautiful and sexy you. Thank you for the fuck, sweetheart. It was one of the greatest in my life. What am I saying? It was absolutely the greatest fuck in my life! Ever!”

While I recuperated, I recalled what Joyce had told me about her daughter’s reproductive organs, so I decided to ask Jenny about that delicate topic.

“At the risk of prying, Jenny,” I began, “before last Saturday’s romp, your mother told me there is no possible way you can get pregnant yet. Is that right?”

Jenny sighed and said, “She’s only half right. Apparently, there’s almost zero chance I can ever become pregnant—and it has nothing to do with my age. The doctor told me there’s some sort of unusual blockage in my reproductive system that makes conception nearly impossible. It cannot be corrected, either. That bottom line is that I’m a female who can’t have babies. Not too many men will be interested in marrying me. A lot will still want to fuck me, though, so I might as well get good at it. Your lessons are a great help!”

I chuckled at the last remark, but I openly expressed sadness at her predicament. “I’m sorry to hear that, Jenny. I truly am. But there is an obvious silver lining on that cloud: I can fuck you over and over again, my princess, without the slightest concern of fatherhood.”

Jenny became philosophical. “There’s no point in my feeling sorry for myself, Jeffrey. I have to accept reality.”

I noticed this conversation was doing wonders to revive my flaccid penis. “My erection is returning!” I told Jenny triumphantly. “I really want to give you a major fucking now.”

“Are you telling me that last one wasn’t? Wow!” Jenny responded. “Okay, Jeffrey, you’re the teacher…”

Since we were lying side by side, I told Jenny that a convenient hand job would get me in the necessary physical state. She complied. I told her that she could use two hands to get the job done. One jerking my shaft, the other fondling my balls. Jenny cutely sang, “I’ve got the whole world in my hands!” as she manually stimulated me. I gave her a playful slap on her cute behind for being impudent.

It was really the first time that I had noticed that Jenny had a better-than-average derrière. It was a pleasant site, so I decided to fuck her doggy-style. I had her kneel near the end of the bed with her body angled so her butt was raised enticingly toward me. I stood on the floor directly behind it. I happily slid my firm penis back into the vagina I had already enjoyed so much already. I began thrusting again while I fondled her desirable butt cheeks. I happily discovered I could penetrate Jenny “balls deep” this way. She approved of this sexual position very much!

“This feels even better than before, Jeffrey! Thank you so much!” she bellowed.

“You’re more than welcome, my princess!” I said in return. “I wish I could spend the rest of my life pleasing you this way.”

It occurred to me that a 14-year-old girl was thanking 46-year-old me for screwing her—and what a rarity that must be! Perhaps I was the only male my age on the planet who was so fortunate! This time I lasted inside her for about six minutes. I can say that with certainty because I noted the time on my bedroom clock when I first penetrated Jenny from behind and again when I ejaculated. For quality and quantity, it did not rival my first cum shot—how could it?—but I could feel a couple of short blasts depart my testicles. That was always a pleasant sensation to be savored.

“I’m going to fall asleep at this rate,” I told Jenny when I crawled back into bed beside her.

“Don’t you dare do that yet!”

“What?” I uttered, totally confused.

“Have you forgotten what you said after we ate, Jeffrey?” Jenny inquired. “Don’t you remember? When I was sitting at the kitchen table, just after you had cleared the dishes, you told me all the things you were going to do with my little titties. You know, suck them, lick them, fondle them…”

“Oh, yeah! I apologize, my dear Princess Jenny, for being so terribly forgetful about something so important. I don’t want to renege on any sexual promise that I’ve made to you tonight,” I said with plenty of mock contrition. “Lie on top of me, my dear, position yourself accordingly, and I’ll give those delightful goodies of yours a splendid fondling, sucking and licking.”

When I woke up approximately two hours later, Jenny told me I had literally fallen asleep with her right nipple in my mouth. I must have been extremely tired out for that to have happened! Luckily, she had a sense of humor about it. It must have to do with the winning personality mentioned in her omniscient fortune-cookie slip.

It had been a wonderfully fun, but thoroughly exhausting, second night of sexual bliss with Jenny.

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Comments (5)

  • Peter: Fantastic part is her mother allowed it to happen which is good

    Reply↴ • uid:4bbkf67i20i
  • JairBrasil: Wow please part 03

    Reply↴ • uid:1eunrjk2fpw9
  • Curious George: This guy is living the fantasy life. I was excited and waiting patiently for this, did not disappoint

    Reply↴ • uid:5az2k7042
    • Quillpen: Thanks for the compliment. I try my best to please my loyal readers.

      • uid:4glpkaeql
  • Jay: Maybe night three could have him take her anally. Then the following dau Jennys mom could visit and have a threesome.

    Reply↴ • uid:1e3g2d6ok7qa