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#Teen

Captivating Kendra

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Quillpen

Kendra is the tiniest girl in her high school. She's also the sexiest. Bobby desperately wants to date her, so he asks his buddy Johnny to help make it happen.

Part One

One of the first things I noticed on the cloudy morning of Tuesday, September 5, 1978, the day I began high school, was how many new and attractive ninth-grade girls were there—none of whom I had ever seen before.

Of course, I was very familiar with the significant bunch of females whom I had gone to middle school with through the end of June, but this new batch who were entering Cedar Hills High School were especially terrific. At least five real lookers were in my home room. I was not alone in my opinion. One male acquaintance of mine from the old days, Matthew Grant, stated with self-deprecating humor, “Jeez, Johnny! Our previous school must have been full of ugly kids. Look at all these beauties who attended the other feeder schools. We were part of the recent graduating class from Riverview Middle School ourselves, so I guess the ugly part makes perfect sense.”

My name is Johnny Edelman. I was in the home room that had all the first-year students whose surnames began with E, F, G, and H. Bobby Forbes, a longtime classmate of mine, was in my home room, too. He sat in a desk two rows directly to my left. We both noticed a girl named Kendra Ellis who was completely new to us. We couldn’t miss her; Kendra’s desk was situated between us.

The first thing that everyone noticed about Kendra was that she was unusually tiny. She wore lifts on her shoes which maybe got her up to the five-foot mark. In contrast, I was nearly a foot taller than Kendra—and Bobby was about an inch taller than I was. Once you got past Kendra’s obvious shortness, you had to notice how pretty she was. Perhaps pretty is not a strong enough adjective. She had a beautiful head of curly blonde hair, an extremely attractive face with dimples, and a fabulous figure that fit her small proportions magnificently. Kendra always seemed to wear angora sweaters. They did nothing to hide her figure, if that was her goal. In fact, they seemed to accentuate it. Bobby was a smitten lad from Day One. He spent every morning’s brief home room period just gawking at lovely Kendra without saying a word to her.

Bobby was not much of a ladies’ man. He was a bit of a goofy character who was somewhat socially awkward, but he had a heart of gold. A student who generally muddled through with Bs and Cs, Bobby was always smiling, laughing, and generally upbeat about life. On the third day of school, before Kendra had arrived at her home room desk, Bobby confided to me, “Johnny, have you noticed the girl who sits between us? I think she’s gorgeous!”

“Who? Oh, Kendra Ellis?” I feigned ignorance. “I guess some boys might possibly find her moderately attractive on some level.” It took a few seconds before Bobby realized I was putting him on. He wasn’t the brightest penny in the jar when it came to identifying sarcasm. Then I said with a chuckle, “Any normal boy in this high school can’t help but notice Kendra despite her small size. If she had those same good looks and she were just two feet tall, she’d still be extremely beautiful.”

“Kendra has always been easy on the eyes,” insisted Bill Franchetti, who had overheard the supposedly private discussion Bobby and I were having. “I attended the same elementary school as Kendra. When we were both in the fourth grade, she was already attracting attention from boys.”

He elaborated, “Heck, I invited Kendra to my tenth birthday party. I was thrilled when she accepted and showed up. She was the only girl I invited. My brother Ronnie, who’s three years older than I am, took one look at Kendra and said to me, ‘Wow, it’s true! Good things do come in small packages! What a doll!’

“Ronnie proceeded to dote on Kendra throughout the entire party. He immediately sat beside her and brought her sandwiches, drinks, and cake all through the afternoon, giving her occasional little hugs. When things began to get dull, Ronnie played some records so he could dance with Kendra. I wasn’t happy about it. My father saw what was going on and quietly reminded Ronnie, ‘Control your hormones, son. You’re 13 and that pretty little girl is the same age as your brother—just ten.’ Bobby said, ‘I don’t care. I want to make a good impression on Kendra because one day I’ll be 20 and she’ll be 17. Imagine what she’ll look like in seven years!’ I didn’t speak to him for about a week.” Bobby and I just laughed at Bill’s tale of woe.

“Your brother is neither stupid nor blind,” I said.

Bobby did the arithmetic. “I guess Ronnie must be a high school senior here now, right?” he asked.
“Yes, said Bill sadly, “and he’s fully aware that Kendra is in my home room this year. I’m sure he’ll be dropping by sometime to reminisce with her about all the fun they had at my tenth birthday party. He’s a prick.”

Part Two

Bobby kept admiring Kendra from afar for about a week. In the interim, Kendra regularly began talking to me in the moments before the day’s opening announcement came over the school’s P.A. system. I was flattered. We talked about the most benign things possible. The weather was one such topic. On a rainy Monday morning, Kendra remarked, “I suppose, Johnny, you are one of the first people who knows when it’s raining, while I’m one of the last ones to know.”

It took me a second to understand that Kendra was making fun at her diminutive stature. I applauded her wit and said, “Wow! The famous Kendra Ellis has a wonderful sense of humor, too.” I was not sure if she realized the “too” meant that I was alluding to Kendra also possessing tremendous beauty. I figured my compliment had gone over her head—in a figurative sense.

The next morning was another one in which Bobby and I arrived at our home room well before Kendra did. He bluntly said to me, “Life is unfair. Kendra chats with you just about every day. Meanwhile, I’m sitting right next to her, too, and she probably doesn’t even know my name. What’s your secret, Johnny?”

“Well, I’m charming, handsome, witty and classy,” I replied jokingly. “Haven’t you ever noticed my attributes before?”

“No, I guess not,” he said in a downcast voice.

I realized that Kendra’s blissful ignorance of Bobby’s major crush on her was depressing him. “Bobby, I’m just kidding. I’m not doing anything—other than politely replying to Kendra. She always starts our conversations, not me. Why don’t you start a conversation with her today?”

“Me?” Bobby asked incredulously. “I’d get tongue-tied and be covered in perspiration in about two seconds if I tried to do that. Pretty girls scare the hell out of me. They always have…and likely always will.”

“How about writing her a letter or even just a brief note?” I suggested. “That way you don’t have to speak to Kendra directly—and you can take your time to formulate your thoughts. What do you have to lose?”

“Hey, that’s a good idea!” Bobby agreed. I’ll work on a letter tonight and bring it to school tomorrow morning.”

“Good luck!” I sincerely wished my classmate. Seconds later Kendra arrived and started discussing something trivial with me. Bobby had his usual smitten look on his face, but he was clearly jealous of me as I conversed with beautiful Kendra.

The next day, even before I got to home room, Bobby tracked me down in the hallway and said, “I wrote a long love letter to Kendra. I think I edited it 26 times. I put the final draft into an envelope and slid it into her locker.”

“Oh, I would have liked to have read it,” I said to Bobby.

“Well, I have draft number 25 right here,” Bobby said as he took a piece of lined paper from a binder. “It’s not much different than the final draft. Read it. You’re a far better writer than I am, Johnny. Let me know what you think of it.”

It was actually a very sweet, romantic missive. Personally, I thought Bobby’s letter was too sentimental and corny for a girl to receive in 1978. It was probably better suited for a high school girl circa 1940. Bobby included references to wanting to marry Kendra and having a big family with half a dozen daughters who looked just like her. Bobby used the last line of the letter to ask her for a date “at any time and any place”. Kendra was supposed to place a pencil on Bobby’s desk if she was interested. Sadly, for Bobby, that never happened. Kendra continued to talk to me each morning without even acknowledging Bobby’s presence. The poor lovesick guy! I truly felt sorry for him.

Part Three

Over the four years I attended Cedar Hills High School, I dated several girls—but never Kendra Ellis. Despite our daily, frivolous conversations, I honestly thought she was out of my league. Like Bobby, I would have had a hard time asking our school’s undisputed beauty queen for a date. By our senior year, Kendra was rumored to be the romantic interest of a 21-year-old university athlete. It was April 1982. I had not heard Bobby so much as mention Kendra’s name after she didn’t even acknowledge the love letter he had placed in her locker in September 1978. That changed one morning in our home room. The students’ names on the attendance list had only slightly altered in the four years since I was in the ninth grade.

“Johnny, I need to ask you a favor,” Bobby said to me.

“Okay. What is it?” I asked him.

“There isn’t much time left in the school year; there’s less than three months. I may never see Kendra Ellis again after we graduate. I want to take another shot at asking her for a date.”

I tried to dissuade Bobby from doing that, knowing he would likely be rejected again. He was having none of it.

Bobby then said something quite odd. “I watched a documentary program about Richard Nixon last night. His wife’s name is Pat.”

“Yes, I’m aware of that, Bobby,” I said. “I’m very familiar with Nixon’s life and political career. What does Richard Nixon have to do with your crush on Kendra Ellis?”

“Did you know that as a high school student Richard Nixon was so smitten with Pat that one night he offered to drive her and her date wherever they wanted to go. Imagine that! After a while, Pat saw that Richard was a sweetheart and then they started dating…which led to them getting married. The lesson is that Richard Nixon never gave up. So, I’m not going to give up on trying to date Kendra. Talk to her, please, Johnny, and put in a good word for me.”

“I only have conversations with Kendra right here in this classroom. I don’t socialize with her elsewhere,” I informed him.

Bobby pulled out his wallet and handed me a crisp $10 bill. He explained his plan to me. “Ask Kendra to go to Anderson’s Ice Cream Parlor down the street. She’ll say yes to you; I just know it. Use this $10 to cover your costs. Just promise me that you’ll seriously try to talk Kendra into dating me just once. Can you do that for me, Johnny? It would mean a lot to me!”

I just laughed. “You are desperate. I get it. Okay, Bobby. It’s a deal. I’ll ask Kendra when she gets here.”

To my utter amazement, Kendra quickly and enthusiastically agreed to have ice cream with me once school was dismissed for the day. I was further startled that I didn’t sweat profusely when I was asking her. About 30 seconds after my first class of the morning began did the reality strike me that I had a date with the prettiest and most desirable girl I had ever seen in my life. Only then did I start to sweat buckets. After four years of exchanging mindless chitchat with her, I still figured Kendra Ellis was out of my league.

The plan was that Kendra would meet me at my locker after the final period had ended. We both arrived there at exactly the same time.

“Excellent timing!” Kendra exclaimed. “See, I’ve always known we’d make a good couple, Johnny.”

I almost dropped my books to the floor. In the four years I had been in her home room, I never once imagined that the beautiful and shapely Kendra Ellis ever considered us to be the romantic couple type. That was going great for me—but not so much for the hopeful but utterly hapless Bobby Forbes who was financially subsidizing my fun.

“Really, Kendra? You’ve always thought we’d make a good couple?” I repeated as if I did not believe what Kendra had just stated.

“Sure!” she noted. “Johnny, remember that day in home room almost four years ago when I made a joke about being short. You said that I had a ‘sense of humor, too.’ I thought that was a subtle but wonderful compliment. A tingling feeling spiraled up my spine. I hoped one day you would ask me for a date. I’ve given you a zillion opportunities. What took you so long?”

I had no intention of telling her that Bobby Forbes had directed me to do that so I could promote him—at least not yet. Instead, I replied, “I’m just shy around you, Kendra, I suppose.”

Kendra just smiled at me in the sexiest way imaginable before uttering the greatest statement I had ever heard in my 18 years: “Well, Johnny, let’s go to the ice cream parlor and then I’ll take you to a quiet, hidden place I know where we can fuck like crazy to make up for your four years of shyness. Does that sound like fun?”

Yes, it certainly did!

The ice cream parlor was located in a plaza that was only about a five-minute walk from the high school if we employed a normal gait. We took our time walking there because Kendra had locked her right arm inside my left one, so it was impossible to move quickly. I didn’t mind the delay at all. The physical sensation of Kendra’s body touching mine in a romantic way was fabulous. Kendra spent three or four minutes telling me that she thought I was wonderful and a real gentleman among my classmates. I thanked her and told her that I’d always thought she was unquestionably the most beautiful girl in the entire school and that I’d wanted to kiss her from the very first moment I’d laid eyes on her.

She got the hint. “Let’s correct that oversight right now!” she declared. She stepped back from me slightly, opened her arms and said, “Johnny, you’re a foot taller than I am. You’ll have to lift me off the ground to kiss me.”

I obliged. I put my hands on her waist and had no trouble lifting Kendra so we were eye to eye. I figured she only weighed about 80 pounds. Then, on a busy sidewalk with plenty of traffic driving by us, I gave Kendra Ellis the best kiss I had ever given any girl; it had to have lasted at least 40 seconds. A couple of passing drivers honked their horns in approval. I only set her down because my arms were becoming tired.

Kendra beamed. “Johnny,” she said, “if you fuck even half as good as you kiss, I guarantee we’re going to have a great time after we leave the ice cream parlor.”

I spent Bobby’s $10 on two banana splits and two large soft drinks. We took our time devouring them. We’d each take a bite of our treats, hold hands, take another bite, pause for a quick kiss, and repeat the process again. I discovered Kendra was very intelligent. She told me her marks were usually just short of qualifying for the school’s honor roll. She kidded, “Maybe if I spent more time studying instead of fucking, I’d be on the honor roll like you are, Johnny.”

I had never met a girl my age—or any age, for that matter—who was so open about her sexual past. Kendra just shrugged. “I first had sex when I was about 12. A 15-year-old neighbor boy talked me into it one afternoon. He liked it—and I really liked it! Since that day, I’ve fucked as much as I can. I think it’s perfectly natural and great fun. Two people get plenty of pleasure from doing it. That can’t be a bad thing, can it?”

I did not dare disagree with her philosophy. Instead, I asked her a related question, “Is it true you have a 21-year-old boyfriend who attends university?”

“That would be Todd. He’s not really a boyfriend,” Kendra insisted. “I’d say he’s more of a fuck buddy. If he’s horny and I’m doing nothing, we get together for a lovely fuck. Todd has a very nice, long dick. I always have an orgasm when we screw.” She paused and said, “Today I want to screw you, Johnny, because I really like you a lot. I always have. Let’s head to the Baptist church that’s about a block from here.”

Kendra wasn’t seeking salvation. She explained to me that the church had a small playground area that was hidden away at the bottom of a hill. It was completely out of sight of passersby. It was only used on Sundays by the children. From experience, Kendra knew if there were no cars in the church lot, there were no people at the playground. Lucky me! The parking lot was empty!

Kendra had obviously been here many times before. We immediately went to a bench. “Johnny, this is where I like to fuck. Because I’m so small, it works best if I sit on the boy’s lap when we screw. Are you okay with that?”

That may have been the stupidest question I’d ever been asked. I quickly replied, “Kendra, I’d fuck you if I was required to sit on top of several cactus plants.”

Kendra just giggled at my response and proceeded to disrobe. “Don’t be nervous, Johnny,” she coached me. “No one will see us or interrupt us. Take off your clothes and sit here on the bench. I happily did as I was told, all the while watching Kendra peel off her garments. I noticed when she removed her brassiere that she had very pokey nipples.

“My, those are wonderful tits you have, Kendra!” I gushed. “I’ve always admired your figure. I have to admit it was the first thing that caught my attention in the ninth grade.”

“Now you know why I almost always wear sweaters,” she responded. “Since I was about 11, I’ve had prominent nipples even when I had almost no boobs. They were my first signs of puberty. My sweaters cover them up. A blouse doesn’t. My mother is sort of built the same way I am, but my nipples are more prominent than hers. ‘Time for our daily titty check!’ she’d tell me once I got dressed. She’d inspect how my chest looked. Mom wouldn’t send me to school if my nipples were showing. I'd usually end up wearing a thick sweater.”

I had a strong erection well before Kendra was sitting naked on my lap. She fondled my penis and said, “Your dick is a thick one, Johnny. I like riding on thick ones.” I was pleased by Kendra’s assessment of my equipment, even though she left out the word ‘long’.

Her small size made Kendra the ideal fuck toy. I could easily manipulate her to various positions for intercourse, but I first wanted to enjoy every millimeter of her sexy physique. Her tits were as fabulous to fondle as I had been imagining for four years. “Suck on them, Johnny. That’s what they’re there for.” I didn’t have to be asked twice.

I didn’t mind at all being coached through our sexy romp by a girl who obviously had far more experience than I did at this sort of thing. “Finger my hairy pussy, Johnny. I like it when boys do that to me.” I complied. After about a minute of gently caressing Kendra’s most private bodily area, she suggested, “You can stick your finger inside me, Johnny. I don’t mind.” I didn’t mind, either. We kissed passionately while I slid the middle finger of my right hand up Kendra’s love channel as far as it could go.

Kendra was clearly enjoying the sensation. Her nether region was getting progressively wetter. Just as I was about to set her on my dick for a thorough screwing, she stated, “I just have to suck on your penis, Johnny. It looks so inviting to me.” She placed her lips around the head of my throbbing shaft and yanked on it gently. I think Kendra realized I would not last much longer if she continued what she was doing. “Okay. It’s plenty hard,” she stated. “Now it’s time we put it to work.”

Kendra repositioned herself on my lap, but this time she was riding my penis while facing the same direction I was. Thus, I was fondling her magnificent breasts while simultaneously fucking her pussy. I honestly figured that life couldn’t get any better for me than it was at that precise moment.

I was overwhelmed with lust, but I was cognizant enough to ask my date, “Kendra, honey, where do you want me to come?”

“Wherever you like, Johnny,” was her pithy reply.

“Okay, when I’m ready to come, I’ll pull out and shoot my load onto your stomach. That way I can see how much I ejaculated. I like that idea.” About half a minute later that’s what I did. I erupted with the greatest cum shot I’d ever had. Sperm covered Kendra’s small torso from the top of her tits to the opening of her pussy. I immodestly thought it was an impressive result. I continued to caress Kendra’s breasts despite the mess I’d made on them. I scooped a glob of my thick jism and subtly lifted it towards Kendra’s lips. She got the idea and licked it from my fingers. What a girl!

“Swallowing cum is okay, but it’s not my favorite part of sex,” she informed me. “I really like the feeling of a boy’s dick inside me just as he is about to come. Johnny, it’s the best feeling in the world. Your penis felt great inside me. We’ll have to do this again sometime.”

I got the impression that I had just been added to Kendra’s long list of occasional fuck buddies rather than being something special to her. I was quite alright with that, considering this date hadn’t even been my idea. Kendra was still happily sitting in a relaxed position on my lap with strings of cum dangling from her tits when it occurred to me that I had to fulfill Bobby’s mission.

“Oh, I’m supposed to ask you if you would like to go on a date with Bobby Forbes. He’s had a crush on you since the first day of the ninth grade.”

“No, thanks. I’m not interested at all,” Kendra swiftly replied. “He wrote me a sappy love letter once. I got the impression he wanted me to be a baby-making machine. I’m not even sure I want to get married. I’m really not very interested in motherhood at all. I want my life to be full of fun!”

“Yeah, to hell with Bobby Forbes!” I declared. Then I spun Kendra around and gave her a long, passionate kiss equivalent to the one I’d given her when we were walking to the ice cream parlor. Now I was covered with the remnants of my own cum shot. “Here’s to Kendra having a fun life!” I exclaimed.

About an hour later, I got home just as dinner was being served. “Where were you all this time?” my mother asked me. “Was there some sort of after-school activity that kept you there?”

“No,” I deadpanned. “I was having a sexual romp with Kendra Ellis, the most beautiful girl in my home room. It was fantastic.” My parents both laughed. “You do have an odd sense of humor, Johnny,” Mom said to me. “You shouldn’t kid about things like that, though. Somebody might think you were serious.”

“Yeah,” I agreed. “I absolutely shouldn’t kid about things like that.”

Kendra eventually did get married when she was 23. She married Ronnie Franchetti--the lucky prick!

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Quillpen #Teen

Comments (7)

  • Enoch Powell: Poor Bobby--but lucky Johnny! Your stories are very well written. They deserve to be more widely read.

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  • Corkscrew: Just an excellent story! Thank you!

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    • Quillpen: Thanks for the very kind comment. It is appreciated.

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    • Iggy: Yeah amazing

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    • Quillpen: Thanks for the kind comments, everyone.

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