Luke and Sophia Ch. 01: Meet Cute

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An under-endowed teenager meets the girl of his dreams.
4.8k words
4.35
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Part 1 of the 5 part series

Updated 06/10/2023
Created 04/23/2021
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Note: All characters are over 18.

I woke up the morning of the pool party excited for the day to come. It was the beginning of my senior year, and according to all of the seniors in last year's class this one was mostly a big "blow-off." I already had been accepted to college, so there was no reason to pad my GPA any more. In fact, I had been invited to a pool party by one of the coolest girls in school, Brooke Matthews. Brooke was a blonde, tall and preppy; not exactly my type, but objectively attractive nonetheless. I knew I would never have a chance with her though.

I rolled out of bed and stared at myself in the mirror. Puberty had hit me hard in some ways and ... less hard in others. I think I had become fairly "handsome." I had high cheekbones and a sharp jaw. My blue eyes complimented my brown hair pretty well too if I do say so myself. Best of all, I stood a strapping 6'5", with long, skinny arms and legs the length of stilts. I really enjoyed being tall, but that didn't erase my other insecurities.

I had a hard time adding muscle to my gangly frame, for instance, and my Irish genes left me pale as a bone. I puffed out my chest and flexed my lean but slender muscles in the mirror before exhaling dejectedly. Although I would probably be the tallest guy at the party, I knew that my scrawny bod would be upstaged by all of the football players that would be in attendance.

After a few seconds spent looking in the mirror, I impulsively dropped my boxers, leaving me wearing nothing but a pair of white calf socks. If I had one wish in this world, I wouldn't make myself more muscular or tan. I knew the one insecurity that would always dwell in the back of my head was my small, harmless little cock.

When soft, it didn't really even "hang" like the other guys I had seen in the locker room; instead, it poked out of my body like a thimble. I stared at the undersized acorn perched gingerly on top of my tight little sack. Although I was circumcised, my shaft was so short that some of the skin covered the ridge of my little pink head. Years of obsessive measuring informed me that it was barely over an inch soft, and a bit under four inches hard. As I gazed at my secret shame in the mirror, I let out a sigh and thought about my recent 18th birthday.

It was official. This was it. It was done growing.

Last night I opted to shave "down there" in anticipation of the party. Not because I thought anyone was going to see it or anything; I had basically resigned myself to (hopefully) losing my virginity at college. I just wanted to psych myself up and feel as "sexy" as possible. The results were...disappointing, to say the least.

But I knew I shouldn't worry about that today. I should focus on the party. School was finally coming to an end, and real-life was beginning. I slipped on my trunks, grabbed a towel, slathered some sunscreen on my paperwhite skin, and began walking over to Brooke's house. I decided right then and there that this would be the beginning of the best year of my life.

_________

I knew Brooke from chemistry class. She sat next to me junior year. Brooke had always been very kind to me; I feel like every high school has the girl who is part of the "popular clique" but somehow manages to actually be pretty chill. Chemistry was kind of my thing—and of course, I was desperate to help a pretty girl—so tutored her a bit and made sure that she passed the class. I think that was why she invited me to the party, even though I wasn't necessarily one of the "cool" kids.

Not that I was unpopular or anything, I just belonged to the vast, amorphous high school "middle class." However, I nonetheless expected to be one of the least popular students at the party. These suspicions were largely confirmed upon my arrival.

As I opened the gate to Brooke's backyard, she ran up to me and gave me a big hug.

"Luke!! I'm so glad you made it!!" she exclaimed.

I was a bit taken off guard, but secretly quite thankful. This public display of affection may prove to be enough to buy me some social capital among the "cool" crowd that surrounded the pool. I didn't know most of them by name but recognized a lot of them from school. As my eyes darted around the pool, I took mental notes of the various partygoers. Next to a grill set up to my right was Josh, who was basically Brooke's male equivalent; tall, attractive, muscular, and seemingly a pretty nice guy. Standing next to him was Kyle; also attractive and muscular, but not quite as nice of a guy, at least in my experience. I'm not going to lie, I was definitely intimidated by these musclebound jocks, but I took some solace in the fact that I was the tallest guy at the party.

Brooke ended her embrace and led me over to the group of swaggering bros and cheerleader types surrounding the grill. Other attendees I recognized from school were frolicking in the pool, drinking beers, and engaging each other in conversation. As Brooke led me past the small crowd and toward the Josh/Kyle clique, I couldn't help but stare at her butt out of the corner of my eye. It bounced up and down as she walked briskly towards her friends. Brooke was about 5'9" and slender, but athletic, with long blonde hair and sharp features. However, I noticed that her ass was bigger than you would expect. I was particularly enraptured by a brown mole on her right buttcheek.

"Luke, have you met Victoria?" she asked, gesturing towards a tan, "sports-y" looking girl with long black hair and ample breasts.

"I think I've seen you around!" I said, awkwardly waving to her. This was a lie. I definitely knew who Victoria was; I had certainly masturbated to her mental image enough.

"Oh hey, your name's Luke, right?" she asked disinterestedly.

"Yeah! I'm pleased to meet you, you know, for real." That sounded dumb. Crap.

"For sure," Victoria responded in a flat monotone as she immediately resumed talking with a redheaded girl in a green bathing suit. From their conversation, I gathered that the redhead's name was Jess. Oh well, I thought to myself with a chuckle. I guess that one will have to stay a fantasy.

"And you know Luke and Kyle, right?" asked Brooke.

"Yeah, we had gym class together freshman year I think! I hope you've gotten better at kickball since then" said Josh with a good-natured laugh and a genuine smile.

Just as I had stolen some glimpses at Brooke's derriere earlier, I couldn't stop my eyes from wandering to Josh's bulge. Even in board shorts, you could tell he was hung, which simultaneously intimidated me and kind of turned me on. I wasn't sure if I was bi or just insecure, but I had always been a little obsessed with dicks.

Kyle laughed at Josh's comment without any of the good-natured charm present in Josh's greeting. "Yeah, this guy was worse than the special needs kids!" he spat venomously, beneath a thin veneer of humour. No, I didn't like him at all.

"Kyyyle, that's not funny!" said Brooke, before lightly slapping his chest in a gesture oozing with sexual tension. Great, looks like I'm the odd man out again. I felt awkward around these "cool kids," so I decided to slip away as quickly as possible.

"I'm gonna go see how the water feels!" I said, attempting to project an aura of false confidence.

"Ok, hot dogs will be ready in a few!" Brooke stated brusquely, without taking her eyes off Kyle.

As I awkwardly disengaged from the grill scene, I recognized a pair of girls sitting on the far edge of the pool. One of them was a curvy girl named Alexandria; she used to date my friend Andrew a few years back. Andrew used to brag about how his dick was the biggest she had ever seen, which didn't make me feel great about my little button cock. Today, Alexandria's pair of double D breasts were spilling out of her black bikini, which honestly looked pretty sexy clinging to her thick thighs and chubby tummy. Alexandria wasn't particularly popular around school—probably due to her reputation as a bit of a "slut"—but she had always been nice to me.

However, something about the petite brunette sitting next to her caught my eye.

I had seen this mousey, raven-haired girl around school before but never had a chance to talk to her. I think her name was Sophia Sanchez. At school she always seemed extremely introverted, walking through the halls staring at her feet and rarely talking to anyone. She dressed kind of goth, in a way that seemed like she was probably into anime (if that makes any sense...). She was kind of cute, in a nontraditional way. If it wasn't for my own shyness, I probably would have talked to her before.

Either way, I was just glad to see some other people who didn't look like they stepped right out of an Abercrombie catalog. I walked up to the two young women and introduced myself.

"Alexandria! How's it going? Long time no see!"

"Ohhhh, hey there Luke!! It really has been forever. How are you?" Alexandria asked warmly.

"I've been good! I'm surprised to see you here!" I said, immediately regretting my choice of words.

"Oh yeah? What's that supposed to mean? We're not cool enough to go to the kind of parties you do?" she shot back with a smirk.

"No!! No, of course not...um...I just meant that..." I managed to stammer before Alexandria cut me off with a laugh.

"Don't worry big guy, I'm just giving you a hard time! Have you met Sophia?" she asked, gesturing to her companion. For the first time, Sophia looked me directly, albeit nervously, in the eyes.

And I couldn't look away.

I knew she was cute, but at that moment, I realized that she was gorgeous. She stood about 5'1" inches tall and was extremely petite, but had very little muscle tone. Her short black hair complemented her ivory skin, skin that was further accented by her shiny black nail polish. Her slender legs and short torso were covered by a purple bikini, while her huge brown eyes sat atop a pale, delicate nose that led down her round face to a pair of full lips and a sharp chin.

I didn't know how, I didn't know why, but I knew right then and there that I was in love.

"Hey!" she said sheepishly. I'm a bit of an expert in forced confidence myself, so I know it when I see it. "I've seen you around school before!"

"Yeah, me too!" I responded with a shy smile. In a rare moment of self-assuredness, I sat down next to her, dipping my legs in the pool and holding my forearm up next to hers. "Looks like we're both in the pale gang!" I said with a smile.

Sophia laughed uncomfortably. "Yeah, I don't get too much time in the sun. I only ended up here because Alexandria is cousins with that one girl, Victoria." Her voice was slightly deeper than I would have expected. However, it radiated sweetness. The awkward smile on her face seemed to indicate that she was growing more comfortable talking to me now that I had broken the ice.

"Oh yeah, I know her," I said, trying to sound cool. "Brooke invited me." Immediately I saw a look of discomfort shoot through Sophia's expressive brown eyes.

"Oh, yeah, I've seen her. She's really pretty..." she said.

Dammit, I thought to myself. I probably came across like a douche name-dropping like that. A moment of silence came over us, as both of us retreated into our shells.

As my momentary confidence began to subside, I heard Josh yell "hotdogs are ready!" from somewhere behind me.

"Oh yay!" Sophia said excitedly. "I'm starved. Are you hungry Alexandria?" she asked, turning to our mutual friend. I felt like a horny idiot, but I took the moment to glance at Sophia's body. It seemed like her breasts had grown since I had seen her in the high school halls—not that I ever really cared about that to begin with.

Huh, I thought. She must have filled out this summer.

"No, I ate before I came! Why don't you head over there and meet some new people, girl?" exclaimed Alexandria with a smile.

Sophia looked nervous but stood up from the pool ledge and began to look over at the grill where Brooke, Josh, Kyle, and a whole host of others seemed to be conglomerating. "Ok!" she said determinedly as she began walking toward the crowd. I wanted to join her, but my nerves got the better of me and I needed a second to breathe.

"I'll join you in a second!" I yelled as she walked off. I couldn't help but staring at her cute, perky butt as she metaphorically made her way across the lunchroom to the cool kids' table.

My momentary trance was snapped by Alexandria's voice; "Something catch your eye, big guy?" I turned and saw her smirking at me suggestively.

"N-no, I was just uhhh seeing how long the line was," I said defensively, as Alexandria laughed.

"Hahaha don't be embarrassed. She likes you too, I can tell," she said, playfully slapping me on the arm. "It's painful to watch two such cute people bungle their way through a 'meet cute.' Besides, you know what they say about tall guys..." she said with a wink.

Oof. That did not put me at ease. My thoughts drifted to my minuscule dick. I could feel my secret shame retreating into my body at the thought of Sophia seeing it and being disappointed. The cold water around my legs likely wasn't doing me any favors either.

Fuck, I thought. I could never satisfy her, could I? That was when I heard a sound that would change my life.

I was snapped out of my self-pitying trance at the sound of Sophia shrieking. I spun around as quickly as possible, immediately full of concern for the girl I had known for all of five minutes but already inexplicably fallen in love with. What I saw next caused my heart to stop.

Sophia was topless, her arms crossed across her breasts and her black fingernails dug into her ribcage. Her huge brown eyes were filled with fear as every muscle in her body shook violently. The pale skin on her cheeks had turned bright red as tears ran down her face. "Give me back my swimsuit!!" she shrieked, her voice cracking in rage and humiliation.

Victoria stood next to her with a sadistic smile on her face and Sophia's top in her hand.

"The little bitch stuffs!! I knew her tits hadn't grown that much over the summer!"

Victoria towered over her wickedly and raised Sophia's top into the air. "Go on, you gotta jump for it, Tiny Tits!!"

Sophia frantically tried to comply with Victoria's demand, desperately attempting to cover her small breasts with one arm while reaching for her bikini top with the other.

Victoria's muscular leg kicked what appeared to be bra inserts into the pool, her ample bosoms swinging along with her. "Next time you're gonna try to make everyone think you have boobs, make sure you tie the top correctly!!" she said with a wicked laugh.

In fact, everyone seemed to be laughing. Over a dozen of Sophia's classmates had formed a semi-circle around her, cackling with glee at her shame. Even Brooke, who I previously thought was "one of the good ones," was suppressing giggles. The lone dissenter seemed to be Josh, who stood behind the grill with his hands on his hips and a look of disapproval on his face.

Sophia almost seemed to have gone feral. She was jumping up and down, attempting to snatch her purple swimsuit top from Victoria's cruel grasp while still using one arm to cover her little tits. Deep moans of frustration and anguish escaped from her lips as tears streamed down her cheeks. While Sophia was distracted with re-obtaining her modesty, Victoria's redheaded friend menacingly crept up behind her.

"Jess!! Oh my God!!" I heard Victoria cackle. Jess had taken advantage of Sophia's preoccupation and slid her thumbs into the waistband of Sophia's bottoms. With a single, sharp tug, Sophia's last shred of privacy was ripped from her. Her pale, hairless pussy was exposed to the world.

Sophia immediately gave up her attempt to recover her top and used her free hand to cover her pussy. In the process, however, she lost her balance and came tumbling to the ground. The bathers around her bony ankles had tripped her up and she fell hard on her left hip as a gasp left her mouth. She rolled over onto her stomach and pulled her legs under her, while at the same moment Jess snatched her bottoms and tossed them on a nearby chair.

Sophia's small porcelain hands clutched at her raven hair as she buried her head in her knees, while the other partygoers taunted and laughed at her. With her face buried in her knees and her legs curled underneath her, Sophia's pale bottom and delicate pussy were exposed to the world.

Alexandria and I had been watching this scene play out from the side of the pool, paralyzed by shock. This is not right, I thought to myself.

This is not right.

I've never considered myself the most "macho" guy in the world, but at this moment that is who Sophia needed me to be. I was about to risk it all, my chance at popularity, my reputation in the eyes of Brooke and Josh, to help this girl that I had just met.

And it was worth it all. Somehow, I knew that she was worth it all.

I shot up from my perch at the edge of the pool and ran to the scene of Sophia's public humiliation as quickly as possible.

"What the hell is wrong with you people?!?" I bellowed as I grabbed my towel and threw it over Sophia's trembling shoulders. I helped her to her feet.

"Are you alright??" I asked her.

I felt Sophia's body shaking violently from the adrenaline, but she remained silent. In fact, she appeared to have gone almost catatonic. I got no response from her as she stared intensely at the ground.

"Let's get you out of here," I said as I began guiding her out of the party. However, we wouldn't prove to be that lucky.

With one hand around Sophia's shoulders and the other holding her upper arm, I started briskly escorting her past our classmates. At that same moment, I felt a quick yank around my hips. Kyle, always the jock asshole, had pulled my trunks down to my knees. I felt a sinking feeling in my stomach as my white, hairless little penis was exposed to the world. To Brooke. To Josh. To Alexandria. But worst of all, to Sophia.

The initial response from the onlookers appeared to be one of shock, as a silence fell over the crowd. That silence seemed to last an eternity. You could hear a pin drop as my fellow classmates stared at my pindick. Frozen in horror, I felt my life rush before my eyes. My little guy had basically retracted into my body at this point. All that was visible was a small, pink rosebud nestled tightly on top of a pair of dainty, marble-sized balls. This was it. Everyone knew my biggest secret.

After a few seconds, the laughter started.

"HE'S GOT NO DICK!!" Kyle harshly exclaimed as the crowd descended into uproarious laughter.

The ridiculous juxtaposition of my tiny penis and my gangly frame appeared to be the joke of the year to this crowd. Kyle drew his hand to my crotch and pointed out my shame, his fingers barely inches from my underdeveloped genitals. The fact that the final knuckle on his pointer finger was roughly the same size as my dick was not lost on me.

"It's like a light switch!!" he laughed as he roughly flicked my tiny tool.

In stunned horror, I looked from face to face at the partygoers with their menacing smiles, cackling like hyenas. I couldn't believe this was happening to me. I finally got a hold of myself, and while still propping up Sophia with one arm, I roughly swatted Kyles' hand away from my organ.

"Oooohhhh, babydick's got some fight in him I see!" he cackled.

I tried to reach down with my one free hand and pull up my shorts, to no avail. They were wet and clinging to my shins. I saw Brooke among the crowd, with both hands over her mouth. She was trying her damnedest to suppress her laughter. Eventually, her restraint gave way and she began belly-laughing as hard as anyone there. Oh well, at least she tried. I guess she really was nicer than the rest of them. Then, the most terrifying thought of all dawned on me.

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