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    Shy Guy

    Somehow, I made it all the way through high school without a boyfriend only to acquire one by accident at graduation. I was waiting in line to march across the stage to get my diploma when I heard a soft voice behind me:

    "Hey, do you maybe want to hang out sometime over the summer ...?"

    It was this dorky guy named Justin. I'd known him since kindergarten, but this was the first time he'd ever said a word to me. Our last names were both near the end of the alphabet so I sat next to him in class, but we never spoke to each other.

    There was nothing really wrong with him--he wasn't retarded or creepy or scary. He was just scrawny and unpopular with a nose too big for his face and bright red hair. But then I was no prize myself. I was scrawny and unpopular too--a terminal nerd who spent all her time reading manga and playing video games. I had absolutely no idea how to talk to boys.

    But now there was no way to avoid it. The principal was getting close to our names. In a few seconds we'd have to walk across the stage together. It would be rude to completely ignore him. I'd known him for like forever. I had to say something.

    "Sure," I croaked over my shoulder. "Give me a call sometime ...."

    And that's how I got a boyfriend.

    Our phone conversation the next day was exactly as painful as you might imagine. Neither one of us knew how to make small talk. I got the impression Justin was reading from a script. Most of my replies were monosyllables: "yeah," "ok," "sure." After he hemmed and hawed for a while, he eventually got around to asking me out on an old-fashioned date--dinner and a movie.

    Seized by panic, I lied and told him couldn't because I had to babysit for my aunt on Saturday.

    "Oh well," he sighed. "Have a nice life, I guess ...."

    He sounded so crestfallen that it crushed my heart, so I relented and told him he could come over some time.

    "Great!" he chirped. "How about next Tuesday?"

    My mom worked on Tuesdays and I wasn't supposed to have anyone over when she wasn't home, but I couldn't bear to shoot him down a second time.

    "Um ... okay," I muttered into the phone.

    The next Tuesday Justin turned up on my doorstep.

    It was a sweltering hot day and our air conditioner was on the fritz. I was hanging out in just a tank top and shorts, grudgingly doing laundry for my mom and playing Overwatch.

    Until the doorbell rang, I'd completely forgotten I'd invited Justin over.

    His face was flushed from riding his bicycle all the way over from the far side of town, and his red hair was plastered down on his forehead with sweat.

    His eyes instantly flicked down to what I was wearing. Since I'd forgotten he was coming over, I didn't have a bra on. My nipples were clearly visible through the clingy fabric of my top.

    The ladylike thing to do would have been to immediately excuse myself and go change into something more modest. But then I'd never been very ladylike, and my tits weren't that big, so I said "fuck it" and invited him in.

    He glanced over at the TV. My game was paused on the character select screen.

    "Wow, Summer!" he gushed. "I had no idea you were a Pharah main!"

    "Yeah, fucking death from above, dude!" I grinned. "I like to hunt down snipers. They never expect to get sniped back with a rocket!"

    We geeked out a bit over Overwatch, We both agreed that Hanzo sucked and Torbjorn was the shizz.

    The whole time we were talking, he kept staring at my chest.

    It was embarrassing at first, but once I got used to it, I kind of liked it. I wasn't the type of girl that guys paid attention to. The other boys at school pretended I didn't exist while they chased after the girly girls. The hungry way Justin was looking at me gave me hope that maybe I wasn't such a dorky loser after all.

    "Wanna play some Tekken?" I asked, offering him a controller.

    I thought I had some serious Tekken skills, but Justin totally smoked me. He blocked every combo I tried, and wore me down with cheesy counters.

    I demanded a rematch but it turned out the same way. The dude may have been a scrawny geek, but he totally dominated me. Even more infuriating, the whole time he did it, he was ogling me out of the corner of his eye.

    After my third loss I noticed the bulge in his shorts.

    Whoa. Is that because of me?

    Instead of being offended, I was intrigued. It blew my mind that just seeing me in a tank top could give a guy a boner.

    So, I tried a little experiment. I stood up and did a really big stretch in front of the TV, rising up on my toes, arching my back, sticking my chest out.

    "Wow, this heat totally sucks!" I groaned. "I'm all sweaty and sticky. I'm gonna go get a soda. Want one?"

    I thought Justin's eyes were going to fall out of his head.

    He swallowed hard and nodded. "Yes, please."

    When I came back from the kitchen, I noticed that the bulge in his shorts was bigger.

    A sudden sense of my raw sexual power washed over me. I might suck at Tekken, but I had a secret move Justin wouldn't be able to counter.

    So after handing him his soda, I casually stripped off my tank top and tossed it on the couch.

    "Oh my God, Summer!" He exclaimed. "What are you doing?"

    "It's just so hot, ya know?" I said innocently. "This is way more comfortable."

    I wasn't totally lying. The afternoon was heating up and the house was like a furnace. My hair was sticking to the back of my neck, and beads of sweat trickled down between my breasts.

    We went back to playing the game, but Justin had a hard time focusing now. His eyes kept flicking back and forth between the TV and my tits.

    It only took me a few rounds to finish him off.

    "I demand a rematch," he complained. "Playing topless is cheating!"

    "It's not my fault you're easily distracted," I smirked. "Git gud, scrub."

    I felt pretty smug about beating him, but his horniness was rubbing off on me. I was juicing like crazy. My nipples were standing straight up like they eager puppies begging for attention.

    We played one more game. I still beat him, but now I was distracted too. I put the controller down, leaned back against the couch cushions, and gave him a smoldering look that I hoped came off as seductive.

    "So ... what do you wanna do now?" I smiled.

    He got the message.

    "S ... Summer ...," he stammered "Could I maybe touch your tits ...?"

    "Yeah, sure," I said, trying to act cool, when actually I wanted him to touch me so bad I was practically squirming.

    Justin reached out and tentatively stroked my breasts.

    "They're so soft ...," he said in hushed tones.

    Slowly he explored my chest, squeezing my tits and thumbing my sensitive nips.

    Having his hands on me felt way better than when I touched myself alone in my bed late at night. I sighed in contentment and stretched my arms out over my head, giving him full access.

    My sweaty armpits were kind of stinky, but Justin didn't seem to mind.

    "Try sucking my nipples," I said. "I like that."

    I had absolutely no idea if I liked having my nipples sucked or not. No one had ever done it before. I was just trying to sound experienced. I didn't want to come off like a total scrub.

    But Justin turned out to have some secret moves too. He lowered his head, put his mouth on me, and started sucking on my nipples one after the other. What he was doing felt so incredibly good. I gazed down at him in wonderment and brushed his sweaty hair off his forehead.

    "Yessss ...," I murmured. "Just like that."

    Even with my top off I was getting overheated. My face was flushed and I was dripping with sweat.

    "You taste salty," Justin commented.

    He got more aggressive, sucking my tits harder, teasing my erect nipples with the eager tip of his tongue.

    Then he stuck his nose in my armpit and inhaled deeply

    "And you smell amazing!" He grinned.

    Dude, really?! Don't be disgusting! I stink!

    He actually seemed to be serious though, because then he climbed on top of me and started kissing me. He was grinding his hard-on against my thigh. His hips kept jerking forward like he was trying to hump me. It was really wild. Did boys always act like this when they got turned on?

    I was desperate to find out more, so I reached down, unzipped his shorts, and stuck my hand inside.

    "Summer!" He exclaimed. "Wow ... what!?"

    "You're making me feel good. I wanna to make you feel good too," I purred.

    Oh my God! Oh my God! I was actually touching a guy's thing!

    I wrapped my fingers around his erection. It was much thicker than I expected. Could something this big actually fit inside me? But the popular kids had sex all the time, so presumably the geometry worked out somehow.

    I took Justin's cock out of his pants so I could study it more closely. The head was big and dark purple. A prominent vein ran up one side. Almost by accident I started jerking him off, sliding my hand up and down the length of his shaft, fascinated by how the skin moved.

    "Does this feel good?" I asked him. "Am I doing it right?"

    "Oh God, Summer," He groaned. "That feels incredible. If you keep that up, I'm gonna cum!"

    "Cool!" I gushed. "I wanna see!"

    "But it'll make a big mess," he complained. "Please slow down ...."

    "Why don't you take your pants off?" I suggested. "Then it won't matter if you make a mess ...."

    Justin groaned and yanked his baggy shorts down his skinny legs along with his white cotton briefs. He was basically naked now, except for his tee shirt and tennis shoes.

    He looked kind of silly, but also really sexy.

    I was surprised by how hairy he was. His thick shaft emerged from a dense thicket of reddish-blond curls, and a cute trail of more golden hairs extended to his belly button. His balls were hairy too. They nestled in in their furry sack like delicate eggs.

    Justin's balls! I had never thought about Justin having balls before, but of course he did. I held them in my hand, cupped them tenderly while I stroked his cock faster.

    "Jesus, Summer," he groaned.

    Suddenly he let out a deep moan and his whole body went rigid. His balls tightened in his sack, and his cock started jerking.

    He wasn't kidding about making a mess. A big spurt of semen shot out all over his hairy tummy. Then more and more. It just kept coming. Some got on his shirt, and more pooled in his belly button. Some even got on the back of my hand.

    "Dude," I said in hushed tones. "That was so cool!"

    The milky fluid smelled like freshly baked bread. I lifted my hand to my mouth and tentatively touched my tongue to it.

    Ugh. Bitter. It didn't taste nearly as good as it smelled.

    Justin didn't notice my disappointment. He lay back on the couch, barely conscious. Now that he had shot his load, his cock was rapidly getting soft again.

    "Summer?" He asked in a weak voice. "Could you get me a Kleenex?"

    I brought him a whole box and held a trashcan nearby so he could clean himself up.

    "Thanks," he said. "I guess I should put my pants back on ...."

    "Hang on a sec," I said. "I wanna try something ...."

    I unzipped my shorts and let them drop to the floor along with my panties. Unlike Justin, I wasn't wearing either shoes or a shirt, so I was totally naked except for my glasses.

    Naked and sweaty and horny.

    "Oh wow," Justin said in hushed tones." You're really pretty, Summer."

    I blushed at his praise. No I'm not, you idiot! I'm a skinny, ugly geek with hardly any tits, and a hairy pussy!

    I wasn't nearly as hairy as Justin, but I did have a pretty thick patch of fur between my legs. I'd caught glimpses of other girls in the locker room, and I knew all the popular ones had their pubes neatly trimmed into tidy little wedges. Brittany Briggs was even shaved totally bare.

    Besides being self-conscious about how hairy I was, I was ashamed by how big my pussy lips were. Where the other girls had tidy little slits, I had baroque folds, and a big clit that poked out when I was turned on.

    It was poking out now. Seeing Justin shoot his load had gotten me even more worked up. I boldly straddled Justin's hairy leg and squatted down. The fleshy wings of my pussy opened up, so my tender insides pressed directly against the top of his thigh.

    Justin's eyes opened wide. "Oh wow, Summer! I can feel how wet you are!"

    I put my hands on his shoulders to brace myself, and started grinding against him. He had no way of knowing, but I'd been masturbating by humping my teddy bear Mr. Fluff for years. My pelvis fell into its familiar rhythm.

    As I got more into it, I arched my spine and threw my head back. My loose hair spilled down and stuck to my sweaty shoulder blades. Justin's mouth was back on my tits again, kissing and licking as I rode his leg.

    "What should I do?" he said, putting his hand on my hips. "I want to help you cum, but I don't know how ...."

    "What you're doing right now is perfect, dude," I groaned, humping faster.

    Then I glanced down.

    He was fully erect, his hard cock standing straight up between us like a flagpole.

    "No, wait," I said. "I have an idea!"

    I slid over to sit in Justin's lap and wrapped my legs around him. His swollen cock was just inches away from my dripping pussy.

    I took his erection in my hand and rubbed the big purple head between my slippery pussy lips, teasing my clit with the tip of his cock. The sensation was as incredible as I'd hoped it would be. Despite how hot the room was, I got shivers.

    Oh my god, oh my god! We were as close to fucking as we could be without actually doing it.

    "Ah ... mmm," I murmured. "So good!"

    Justin grabbed my ass with both hands.

    "Oh God, Summer," he moaned. "I'm sorry! It's too much! I can't ... I need ... I gotta ...!"

    Then the unthinkable happened.

    He moved so fast I didn't have time to react. He yanked my hips tight against his, and the head of his cock popped inside me. I was so wet and slippery the rest of his shaft slid all the way in in one go.

    We were fucking! We were honest-to-god fucking!

    I had always heard that it hurt to lose your virginity, but I guess I was built weird down there because my first time didn't hurt at all.

    The main sensation was one of fullness--amazing fullness. Justin actually fit all the way up inside me despite how huge his cock had looked when I held it in my hand. My pussy must be way more expandable than I thought.

    Sex was amazing. I'd made a little startled squeak when he first entered me, but I quickly started moaning with pleasure.

    Justin was moaning too--more of a deep low bellow, actually--and he started thrusting up into me, his hips bucking up off the couch.

    I had assumed that I had the situation well under control, but Justin had other ideas.

    He was so turned on that his animal instincts took over. Suddenly I found myself being flipped over onto my back with Justin on top of me.

    He might have been a scrawny little dude, but he was still way stronger than I was.

    He grabbed my wrists, pinned them over my head, and started thrusting harder. I was totally at his mercy and loving it.

    My bare feet flopped helplessly up in the air as he pounded me. He kissed me franticly. Hungry, mad kisses like he was trying to devour me. I kissed him back and moaned.

    A panicked little voice in the back of my head was screaming that this was a bad idea:

    Justin's unprotected cock is in your unprotected pussy! For all you know you might be ovulating! If he shoots off inside you, you could get pregnant! You're supposed to start college in the fall! You can't have a baby!

    I told the little voice to shut the fuck up. I knew exactly how dangerous it was but I couldn't help myself. I was running on pure animal instinct too. It felt so good to have him on top of me, to have him thrusting into me that I didn't want him to stop. Instead I grabbed his bony ass and pulled him deeper.

    For a while the only sounds in the living room were our moans and the wet slap of his sweaty body against mine.

    Soon I felt the familiar warm glow spreading out from the bowl of my pelvis. I knew what was gonna happen, I was gonna cum soon. I was gonna cum from Justin fucking me.

    Three things happened simultaneously.

    The first thing was my orgasm, a mind-blowing, toe-curling, body-shaking orgasm--much stronger than anything I'd ever experienced from humping Mr. Fluff.

    The second thing was Justin cumming too. His cock throbbed and jerked as he emptied his balls deep inside me. I felt every spurt, and there were a lot of them. The epic load he'd produced before had just been a preview. He pumped and pumped until cum was spilling out of me.

    The third thing was the crunch of tires on gravel. A car was pulling into our driveway. Oh shit! Oh shit! Oh shit! My mom had come home from work early!

    I pushed Justin off me and scrambled to get dressed. I couldn't find my tank top so I grabbed a clean tee-shirt off the top of the laundry basket and threw it on. Cum was leaking out of me and dribbling down the inside of my thighs.

    Justin was on his hands and knees, rooting around under the couch for his shorts. His cock was hanging down, still half-hard and shiny from being inside me.

    I heard footsteps on the front porch. We were never gonna get dressed in time. I was so busted. My life was over. I could already hear the lecture my mom was gonna give me: "I'm so disappointed in you, young lady! I thought I could trust you!"

    Then the doorbell rang.

    Salvation! Whoever it was, it wasn't my mom.

    I tiptoed over to the front door and opened it a crack. An impatient guy in a brown UPS uniform was standing on the porch holding a box.

    "Package for Susan Wilson," he said.

    "That's my mom," I replied. "I can sign for it."

    I peeked around the edge of the door, making sure to keep the rest of me well hidden. All was wearing was a tee shirt and Justin's cum was dripping out of my pussy, splattering in the floor between my bare feet.

    Suddenly I felt Justin's hands in my ass. He was standing right behind me, totally hard again.

    Just as I leaned around the door to sign for my mom's package, my new boyfriend stuck his cock in my cum-filled pussy. I was so well-lubed he slid right in to the root. No friction at all.

    My free hand fluttered ineffectually behind me, trying to wave him off, but he was too persistent.

    I wanted to yell at him to stop, but the UPS guy was standing right in front of me on the porch, so I had to keep a straight face and act like nothing was going on.

    Justin started thrusting again--long deep strokes that took my breath away. He was holding my hips so tight I couldn't escape. I had to stand there and take it.

    I scrawled a messy signature on the delivery guy's pad and took the package from him with shaky hands.

    I maintained my composure until the UPS van drove off. Then I collapsed onto my hands and knees in the doorway. My front half was out on the porch while my back half still inside the house where Justin was pumping away.

    His hands went up under my tee-shirt to play with my titties while he pounded me. He also reached around and started frigging my clit. Sweat was dripping into my eyes and streaming down my flanks.

    "What the hell, dude!" I cried. "At least let me get back inside. Someone's gonna see us!"

    "I can't help it," Justin moaned "Your pussy just feels so good!"

    I moaned and groveled underneath him, pressing my cheek against the rough planks of the porch as he brought me to orgasm for the second time that afternoon.

    Afterwards, we collapsed in a sweaty pile on the front porch.

    Across the street our elderly neighbor Mrs. Gonzalez was walking Perdita, her pet chihuahua. She squinted at me through her thick glasses. She knew something weird was going on, but couldn't tell exactly what.

    "Hola, mija!" she said cheerfully, waving in my general direction.


    I waved feebly back, then dragged Justin inside and slammed the door.

    The two of us stared at each other in the entry hall, slightly stunned by the enormity of what had just happened.

    "I ... I love you, Summer!" Justin stammered. "That was amazing!"

    "Yeah ... it was really intense," I nodded, looking off to one side. "I ... uh ... guess I love you too."

    "I'm sorry I got so carried away," he mumbled. "I should probably leave before your mom gets home ...."

    I laughed. "No worries, dude! I got carried away too."

    By time my mom did arrive home I was showered and fully dressed, folding laundry in front of the TV like a responsible young lady.

    "Fun day, sweetie?" My mom asked as she dropped her bag in the entry hall.

    "Kinda dull," I shrugged. "There's a package for you on the kitchen table."

     

    * * *

     

    I got lucky. I didn't get pregnant from letting Justin cum inside me.

    We fucked a couple more times over the summer but I always made him use a condom. We'd dodged a bullet once. I wasn't going to risk it again.

     
      Posted on : Mar 17, 2026
     

     
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