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Chapter 1.
My name is Josh, Iâm 28, 6â5, and weigh 280 lbs. I played O-line in college and have always been a big guy. My whole family is big though. Dad played college football and mom was a volleyball star. My 3 younger siblings arenât small either. My twin sisters are 6â3â and finishing their last year of college; tearing up the basketball court, and my brother is a college freshman starting on their hockey team. Heâs the shortest member of our family at 6â1. We often call him Tiny; he hates that.
Tucker is my lifelong best friend, who lived right next door growing up. Physically, his family is the exact opposite. Tucker is the biggest person in his family, and heâs 5â8, 150lbs soaking wet. He was a wrestling phenom though, so no one ever really gave him any shit. When we were in High school, a couple of kids tried to make fun of our friendship by calling us âthe giant and his petâ ⌠they wound up in the hospital and he wound up suspended for a week. Tucker never really seemed to have much of a problem with being âsmallâ, he said it was an advantage on the wrestling mat and that was that. Tucker and I were inseparable in High School, chasing girls, working out, cruising town, you think it, we did it together. And when she was allowed out of the house by herself, his kid sister Jessica wanted to be right there with us. It didnât bother me, and it didnât seem to bother Tucker. I just thought of her as my youngest sibling. Even though my brother was about the same age, she always gravitated towards my sisters and me.
While Tucker is short, Jesica is really short. Sheâs about 5â1â and weighs less than 100lbs. Donât get me wrong Jessica is freaky athletic; she EXCELS on the soccer field and holds multiple distance records at our high school. Jessica was pure-100% tomboy growing up. She had blonde shoulder-length hair that I had never seen out of a ponytail, she was rail thin and lean. Growing up, I was always protective of her. Sheâs 10 years younger than me, but our High School was on the same grounds as the Middle and Elementary schools, and she LOVED to run up to me and give me hugs whenever she saw me outside.
After I graduated from college, I moved to an apartment near my parentâs house and started working as a trainer while trying to figure out what I wanted to do with my life⌠that was 6 years ago, and Iâm still working as a trainer and trying to figure out what to do with my life. Tucker has moved off to live in the big city and is making serious coin working for some big VC. We still talk all the time, but my hangouts with Jessica had all but ended.
Which finally brings me to last week. I had to get some routine surgery done on my left knee, and while it wasnât serious, my mom made a big fuss over it. She didnât want me in my apartment by myself in case I fell over or fainted or⌠something. I still donât know why she made such a big deal, however, I am now VERY grateful she did.
I was sitting out back on my parentsâ patio, My mom had gone off to get her hair done and then went shopping and said sheâd be out for a while. I knew that meant a couple of hours at least. So, there was no one home but me and my feelings. I was listening to some chill tunes when I heard a door open and looked up to see Jessica walk out of her house. It was the first time in a couple of years that Iâd seen her, and sheâd done some growing! She was 10 years younger than me, so she must be 18 and a high school senior now. She didnât notice me at first and seemed to be in a funk herself. She flopped down on the couch under their awning and started mindlessly scrolling her phone.
Iâd always treated and thought of Jessica like a little sister, and while Iâd always thought of her as cute, it was more of a little sister type cute. Funny, happy, bubbly⌠but never in an attractive cute. Looking at her now though, I realized sheâd grown up quite a bit since the last time I saw her. She was still tiny, she was still skinny, however, she looked much more feminine and powerful now. She was wearing a light blue pair of tight, short, spandex running shorts and a matching sports bra, that showed off her lithe body. Her legs were toned and muscular and ended in a tight round little ass. And her abs looked tight and well-defined. It looked like she had a small B cup but was hard to tell in her sports bra⌠but it somehow made her look far sexier than if she had huge swinging knockers. I was at a loss for words and just gazed on in amazement at the girl I used to jokingly call an ankle biter. Her hair was long and braided into two pigtails that framed either side of her face and fell to her midback and looked perfect for pullingâŚ
After a couple minutes of scrolling, Jessica harumphed audibly and slapped her cell phone down on the ottoman, clearly in frustration.
âWhat did that phone ever do to you?â I called over to her. She jumped slightly and sat up looking around. I waved as she saw me, and her face lit up.
âJosh!! Youâre home! Ohmygod what happened to your knee?â She yelled.
âOh, just some minor surgery, it was just a scope, but my mom wanted to keep an eye on me... you know how moms areâ I said with a laugh. She chuckled and got up.
âWant some company? Iâm not sure if Iâll be great company, but I can keep you company anywayâ she said, still looking a little sad.
âAbsolutely!â I said, waving her over. âWe can be a couple of mopey people togetherâ She jogged over, and I watched as her tight young body moved in all the right places. Her legs were toned to perfection and were the perfect shade of tan from running in the late spring sunshine. Her abs contracted and relaxed as she jogged over to our patio, and I found myself wanting to run my tongue along them. Her small but perky tits bounced with each step, and I wanted to feel her nipples harden under my lips. Her entire body looked like a fun-sized appetizer meant for licking and touching. I realized the girl I was imagining devouring was JESSICA, the same Jessica that I helped teach to ride a bike, and immediately felt a little guilty. That didnât keep my shorts from getting slightly tighter, however.
She flopped down on the couch next to mine and looked at me with a small smile, thatâs when I realized how beautiful her face was. She had sharp cheekbones and beautiful green eyes. They were like the color of grass after a spring rain. And her long blonde hair was just begging to be pulled. The thought of wrapping my hands through those pigtails and plowing into her flashed through my head, and I felt more blood rush into my cock. I realized this wasnât the same girl I used to know but rather a very sexy young lady that I wanted⌠badly.
âUgh⌠that really sucks about your knee, how long do you have to be laid up?â she asked, inspecting my bandages.
âNot too long, the doctor said to just take it easy for a couple of days and then start walking. He said I could walk with the help of crutches already. Itâs not much of a big thing, just needed to get rid of some scar tissue.â I tried to say, without ogling her too much.
âThatâs sucks though. Did it hurt?â She asked.
âNope, not in the slightest. He put a little local in there and that was that.â
âI hate the idea of needing surgery, it scares the crap out of meâ She laughed.
âItâs not much to freak out about, all those horror stories are so rare⌠people just like to make big deals out of themâ I reassured her. As I was talking, she seemed to return to her previously sour mood slightly. âBut enough about me, whatâs got you down? Unless youâre just a regular angsty 18-year-old who doesnât want your big brotherâs friend prying into your business.â I laughed.
She looked at me sternly, âYou know I always thought of you as more than âmy big brotherâs friendââ she said, rolling her eyes. âBut itâs just stupid boy stuff. Stupid High School stuff. Stupid Internet stuff. Itâs all just stupid.â She huffed, throwing herself against the back of the couch she was sitting on and putting her feet on the edge of the table with her knees up.
âI might be able to help⌠I used to be a stupid boy after allâ I said, noticing, slightly against my will, that her new sitting position gave me an unobstructed view of her crotch and the noticeable camel toe beneath. I felt my member twitch and start to rise even more. My body wanted this girl.
âYouâre not stupid. I watched how you treated girls in High School. You were never a jerk. Sure, you were a boy, but you werenât a jerk. Boys now are jerks. They suck. Theyâre mean, and they are just huge jerks.â She blurted, trying to refrain from crying.
âAw, Jess, come on⌠it canât be that bad, can it?â I asked. Trying to calm her down.
âI had one boy reject me by saying âI donât date 12-year-old boysâ and another one saying that I could âask again once Iâve had my periodâ. They SUCK Josh, they all suck!â Her dam broke, and she buried her head in her hands.
My big brother instincts over road my horny pervert thoughts for a moment and I stood up, hobbled over to her couch, and plopped down, wrapping my arm around her shoulder and as I did, I realized she SMELLED amazing. I couldnât catch a break. Not only did she look incredible, but she smelled delicious as well. I tried to ignore my growing discomfort at how aroused I was getting and console her.
 âCome on Jess, youâre alright. You already said it, theyâre stupid boys. Donât concern yourself about what stupid boys think. Plus, theyâre dead wrong. Youâre a catch, youâre funny, your smart, youâre a stud on the track, and youâre hot as shit.â I soothed. Realizing that I didnât mean for that last part to slip out.
She peaked from behind her hands, trying not to sob âDo you mean thatâ She asked quietly.
âOf course I do, youâre probably going to States, right? You used to be hilarious, so unless thatâs changed, Iâm guessing youâre still a ton of fun to be around. Youâre also smart as a whip, my mom was bragging about you the other day saying how you had like over a 4.0. Youâre going to kill it when youâre older. Why worry about what stupid boys say?â I asked. Rubbing her back a little.
She sat up and looked around for somewhere to wipe her face. I gave her my shirt since she didnât have much in the way of clothing to use. She laughed at me. Apologized for losing her shit and looked at me with a small smile. âI meant that last thing you said,â she asked, giving me a coy smile.
âShit, shit, shitâ, I thought. âYou mean being a stud on the track?â I asked, trying to cover my blunder. âYeah, I mean it, havenât you set a bunch of recordsâŚ?â I asked foolishly.
Her smile got a little bigger. âNo, that LAST part⌠about me being hot as shit.â When she was little, Jessicaâs superpower was getting what she wanted out of me and anyone else who had something she wanted. Whether it was a treat, a toy, or anything else. If Jessica wanted something she was going to get it. Knowing this, I continued to play dumb.
âI didnât say that,â I said, trying to look confused.
âOh yes, you did.â She replied. âAnd you said it by accident, didnât you? You werenât just trying to cheer me up, it slipped out, you think Iâm hot as shit⌠donât you?â She asked pointedly, turning so she was sitting sideways on the couch and crossing her legs Indian style in front of me. I tried desperately not to look down at her crotch, but I failed. In turn, her shorts crept further up into her crotch and an even more visible camel toe clung to her sweet young pussy. I desperately wanted to taste every inch of her.
My glance wasnât very sneaky, how could it have been, she was studying me for an answer to her question and had just watched me drink in the sight of her very evident camel toe. âHoly shit, you do think Iâm hot, donât you?â she asked, almost in a whisper.
I knew I was caught. There wasnât much else I could do or say that would get me out of this, especially after getting caught looking at her pussy. âyeahâ I replied sheepishly.
âYeah, what?â
âYeah, I think youâre prettyâ
âNope, thatâs not what you just said, you didnât say I was âprettyâ You said I was what?â she asked, like a lawyer cross-examining a witness.
I didnât want to answer. This situation had taken a dramatic turn, and as much as I wanted her, I didnât want to do something that would cause a problem between Tucker and me.
âYouâre pretty, I think youâre pretty. I think anyone would think youâre pretty⌠have you looked in the mirror lately?â I mumbled.
âThank you, but no, thatâs not what you said is it.â She said with a laugh. âYou specifically said I was⌠hmm I canât remember what you exactly said, Josh. Can you remind me?â
I didnât want to play this game, but the way she was looking at me. Her mood had turned around 180 degrees and now she had a very playful, sultry look in her eyes. She knew she was killing me right now and she was loving it. As I sat there pondering how to respond, she shifted again, flattening her legs out, stretching her already snug shorts up her legs even more. I couldnât resist. I looked down again, and as I did, she picked her knees back up to allow her shorts to cling to her pussy. It looked so inviting and my cock involuntarily twitched in my shorts. I heard a little gasp from Jessica and looked at her, she was staring at my crotch as much as I had been staring at hers. She looked up at me. âI said youâre hot as shit Jessâ I whispered back.
She looked at me and her eyes smoldered. âReally? Since when?â she asked timidly.
I sighed, âSince the moment you walked out that door. I couldnât take my eyes off you.â I admitted and watched as a blush crept up her chest and into her cheeks.
âWhat were you thinking⌠about⌠exactlyâ she asked, again barely whispering.
I sat there dumbfounded. I had just been consoling this girl about stupid high school boys and in less than 60 seconds the situation was completely reversed, and she was seductively interrogating me about my perverted mind. I coughed and said, âI probably shouldnât tell you that.â
She smiled even bigger and giggled, âSo it was something dirty huh?â
I nodded my head.
âWere you wondering what I looked like under these?â she asked looking down at her skimpy clothing.
âI hadnât been wondering that actuallyâŚâ I said with a groan, âBut now I might beâ. I could feel my cock swelling even more, the sexual tension palpable.
âOh really, you werenât. What were you thinking about then?â She asked, tilting her head and toying with one of her pigtails.
I shifted in my seat, my reservations about my best friendâs sister leaving me slowly. âWell, I was thinking about your hair at one pointâŚâ I admitted.
She looked a little surprised, âMy hair?â
âMhmmm⌠and how much I wanted to pull it whileâŚâ I spluttered. I canât believe that had just come out of my mouth. Iâd almost admitted I wanted to pull her hair as I was plowing her.
She let out a little gasp of shock and the blush across her chest deepened in color. âI think Iâd like thatâŚ. But what would we be doing while you were pulling my hair?â she asked coyly, her green eyes sparkling.
âYou know what weâd be doingâ I responded.
âI want to hear you say itâ she giggled. Playing with her hair more.
I hadnât realized it, but weâd slowly been leaning closer and closer to one another. We were now sitting less than a foot from one another. âI was imagining pulling those sexy pigtails as I fuck you from behind,â I said, barely audible.
She let out a deep groan and shifted in her seat. I glanced down again, taking in her toned legs, and grabbing another peak at that wonderful camel toe. My heart skipped when I noticed a small but pronounced dark spot right in the middle. I groaned involuntarily and felt my cock twitch again in my shorts. I was wearing relaxing clothes, so I had light gym shorts on⌠there wasnât much in the way of âprotectionâ and I was basically at full mast by this point. The only thing keeping my full length from showing was how I was sitting on the couch. I looked at Jessicaâs face and noticed she was staring at my crotch again, so I took a play from her playbook. As she watched I adjusted myself and let my full hardon spring up from where it was confined. I watched her lick her lips and my heart skipped again.
âWould you like to know what else I was thinking about?â I asked quietly.
She only nodded her head, unable to speak or look away from my enlarged member.
âI was imagining how delicious youâd taste. I was thinking about licking every square inch of your sexy bodyâ I murmured. And watched as she closed her eyes and gulped. The blush on her chest was a deep red now. Her breathing was coming a little faster. âI wanted to know what it felt like to feel your nipples harden in my mouth, to know what your abs felt like under my tongue, to know what your lips felt like on mine, and how you might taste as you cum in my mouth.â I couldnât believe the words that were coming out of my mouth, but there was no turning back now.
Her body actually shook, and an actual moan escaped her lips. She looked up at me, desire raging in her eyes. I couldnât hold myself back any longer. I leaned forward the remaining few inches and kissed her. It was like a dam had broken, all the sexual tension that had built up released itself, and Jessica launched herself into that kiss. Our tongues danced across each otherâs lips. My hands immediately started to roam her sculpted body. I was in heaven and wanted more. The animalistic urge to grab her and rip her clothes off was raging against its cage. I gently pushed her back and for the briefest of seconds, a look of pure dread crossed her face. âOhh Jess, Iâm not pushing you away,â I reassured, âI just want to make sure that YOUâRE sure about this.â
She hesitated a moment as relief washed across her face. âYouâre the first person whoâs ever told me they thought I was sexy,â she revealed. Breathing heavily from our kiss.
âSeriously?â
âYeah, because Iâm so small, people just laugh at me, or they think Iâm intimidating because Iâm so athletic. Itâs incredibly annoying.â
I couldnât help but laugh.
âItâs not funny!â she playfully exclaimed. And hit my arm.
âI know, youâre just also incredibly cute. Sexy, cute, athleticâŚâ I trailed off⌠realizing we were still petting each other. I looked into her eyes. âyouâre not still a virgin, are you?â
She looked at me sheepishly, and for a moment I thought she was going to say yes. âNo, Iâm not. There was one stupid, drunken, embarrassing night last summer with some idiot from another school who took that card.â He Barely lasted 30 seconds and fell asleep with his pants still off.â She chuckled. âI wish I was though; no one has ever looked at me like you were just looking at me, and I wish this was my first time. It would have given me WAY more confidence than that asshole.â She looked down in embarrassment.
I picked her chin up and kissed her again, gently this time, breathing in her amazing scent and savoring the taste of her lips. I felt her small hand on my crotch and looked down. She was resting it on my stiff cock, and I groaned into her mouth. âBe careful now. You donât want to start something you canât stop,â I said with a wink.
âWhy would I want to stop this?â She whispered. âIâve never been so turned on in my lifeâ
Hearing her say that made my cock twitch under her hand and she giggled playfully. âSeems like maybe someone else is turned on as well?â She asked with a smile.
âYou have no ideaâ I admitted.
âSo what are we going to do about this?â she asked with a sly grin.
Before she could respond I grabbed her by the waist, picked her up, and pulled her onto my lap so that my hard cock was resting behind her tight, round little ass. She gasped as she landed and grounded herself against the stiff rod behind her. âWow, you really could have your way with me, couldnât you?â she asked, bouncing a little in my lap.
I looked at her with a smile on my face.
âWhat?â she asked, a little confused. Still bouncing slightly.
âItâs my turn to ask you some questions little lady,â I said with a smile and kissed her nose.
âShoot,â she said, pressing back into my shaft.
âWhat were you thinking when you noticed my growing affection for you?â
âOh, this big guy?â She said scooting up, back, and then down again⌠repositioning my cock so it was between us. I could feel the heat emanating from her pussy and watched as she closed her eyes and ground down on my hard cock. I was fully hard at this point, and the pressure and motion made me groan along with her.
âyeah that big guyâ I repeated.
âI was hoping Iâd get to feel him inside me,â she said, and ground back and forth, keeping her eyes closed.
âAnd is this the first time youâve thought about that?â I asked.
âNope,â was all she said in reply, continuing to dry hump my hard shaft, teasing both of us.
âAnd when would that have been?â I asked
âWhen would what have been?â
âWhen was the first time you thought of having him inside you?â She smiled and groaned as I said that.
âThat summer a couple of years ago, when you were home for the 4th of July, and our families went to the pool. You were wearing a pair of red, white, and blue shorts and when you got out of the water I got to see him⌠he wasnât quite as big as he is now, but that was the first time,â she admitted, smiling at the memory.
I recalled those shorts; they were a BIG hit with the ladies, and I knew why⌠I guess I should have realized that young teenage girls wouldnât be much different. That weekend was just like old times. Jessicaâs birthday was July 1st so we always had a huge blowout for the 4th to celebrate the country and her birthday. âAnd what did you do after you saw him the first time?â I asked, grabbing her firm slim waste, and marveling how my hands almost wrapped the entire way around.
âI got back into the pool, found a waterjet, and came thinking of you pounding me with himâŚâ she looked down at me as she said it and gasped as my cock twitched in response.
âYOU GOT OFF IN THE POOL? INFRONT OF OUR FAMILIES?â I was blown away and even more turned on.
âYupâ
âAre you a little naughty exhibitionist?â I asked, assuming I already knew the answer.
She nodded, took a quick look around, and pulled her bra over her head. Our backyards are rather secluded. We live at the end of a street and the lot next to our house is vacant. Other than her house no one can see into our backyards.
I was speechless once again. Her tits were perfect. B cups, with enough for each of my hands to fondle, and her nipples were almost invisible against her skin. I pulled her chest to my lips and sucked her left nipple into my mouth. I flicked my tongue against it and felt it stiff between my lips. Jessica picked up her dry humping and moaned long. âdonât forget the other one, sheâs getting jealousâ
I didnât need any more of an invitation. I dragged my tongue across her chest and latched onto her right. I dragged my teeth across her nipple, eliciting a sigh of pleasure from her, and felt this one to stand at attention. I leaned back to admire my work. Both her nipples were now pink and pointing with arousal.
I groaned in appreciation and returned to her nipples. I was in heaven; I had a lithe young 18-year-old grinding herself onto my stiff cock in my parentsâ backyard; I had never been more turned on. After devouring her chest and tits, my sexual appetite demanded more. I grabbed her slender young waist and pulled her up my body. I wanted to taste more of her incredibly tight body. She gasped in surprise and giggled some more.
My face was now directly in line with those wonderfully sexy abs, and I began devouring every inch of them. I traced the lines of each abb and felt her squirm with arousal. She must have been ticklish because she was soon cooing and laughing as I got closer to her sides. I was intoxicated by her taste, the slight salty taste of sweat mixing with her citrusy body wash was almost too much. I continued to work my way down her body and felt her press her hips toward my hungry mouth.
At this point, she was still straddling my body, and I knew I was going to want better access. Being so much bigger than her, it was easy for me to pick her up and toss her around. I pulled my head back, lifted her off my chest, and placed both her legs over my shoulder. I paused to take in the incredible view presented to me. She was now laying upside down on my torso with her head near my cock. I could feel her hands playing idly with my hardon, but I knew that could wait. I had her perfect body, and it was all mine to play with. I gazed down at her crotch, which was now at mouth level, and groaned again. The small dark spot I had seen earlier was now significantly more pronounced. I looked down at her eyes; she stared back with sexual desire raging in her green orbs. She nodded slightly, and I knew she wanted it as badly as I did. I took a quick look around and then ripped her tight shorts off her legs in one fluid motion. She squeaked in delight and returned her legs to each of my shoulders.
There it was the most beautiful pussy I had ever seen. Completely bald, except for a neatly trimmed strip right down the middle. Her sex was swollen and glistening with her arousal. I looked back into her eyes, and she nodded again. âPleaseâŚâ she whimpered, âI want you to taste meâ.
I growled with pleasure and dove into her beautiful hot cunt; she tasted amazing. Her nectar was sweet and salty all at the same time and her lips were soft and hot on my tongue.
I found her clit with my tongue and smiled. Based on our brief conversation, I knew she was inexperienced and knew she was in for some fun. As my tongue brushed across her clit, I felt her body stiffen and heard her moan. I let my tongue lap away at her hot moist slit and held her tight against my mouth. She writhed in pleasure and squirmed in my grip. I heard her breathing start to get ragged, and much to my surprise, she began to cum shortly after my onslaught started. Her body tensed again, and being as fit as she was, she curled herself up onto my shoulders, trying to get away from my starving tongue. I felt a flood of her hot juice hit my tongue and chin, bringing another growl of arousal from my lips.
âohmy⌠fuuuuuuuckâŚ. Ughhhhhhhâ she groaned, a deep guttural sound for such a small girl. I kept licking. We had to be an erotic sight. I, a 6â5 offensive lineman with a 5â1 sexy girl clinging to my head in pure ecstasy, would have turned anyone one.
âPlease, please, pleaseâŚâ she panted, âI need to stopâ I held her trapped against my tongueâs unforgiving attack for a couple more seconds and then released her gently to the couch.
She crumbled into a ball of pure arousal and twitched, giggling uncontrollably. After a few seconds, during which I rubbed my hard cock through my pants, drinking in the incredible sight before, she sat up.
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