The Chubby Chic

########## Obligatory disclaimer here: ALL PERSONS PORTRAYED IN THIS WORK OF FICTION ARE 18 OR OLDER!!! ##########

"Hey there!", Amanda stepped from the dark recess of the school auditorium with a braces filled smile beaming in my direction.

I couldn't resist the return smile that formed on my lips as she walked straight to me. "Hey!"

Amanda wasn't my normal type throughout high school. I trended towards the short and petite spitfire types. Instead, she was tall for a girl, only a few inches shorter than my 5' 11" muscled frame, and slightly overweight. Of course, the attraction was her bubbly softness that was by today's standards absolutely svelte in comparison. She wore the weight well, in her breasts and ass. Not quite the curvy hourglass of the classic pinups but close enough to stir my imagination and loins in equal measure.

Besides the prominent braces which were framed by rosy, pink lips and now blushing chubby cheeks, she had light brown eyes with sparkling green flecks in them. Her light brown hair was cut short, pixie style, and she wore a pair of plain looking pink stud earrings. I couldn't stop smiling at her, and I could tell by the twinkle in her eyes that today was going to be something special.

I hadn't paid her much attention when she moved to town a couple of years ago. She mostly kept to herself back then. Then one day a month or so prior she asked to sit with me and my friend group at lunch. By "friend group" I really meant the half dozen or so chicks I was trying to (or already had) pound out before my high school career ended. What can I say, I was a bit of a degenerate even then. No,

especially

then.

I noticed right away the smiles and attention she gave me in particular, within a week we were making out in the various dark, secluded corners of the school. That of course led to plenty of heavy petting, fondling outside the clothes, then eventually to the discovery of the hottest, wettest pussy 18-year-old me had ever put fingers in.

And to this day, I don't think I've ever experienced something so sublime. Absolutely intoxicating.

"Were you waiting out here all for me?", she asked shyly, the blush in her cheeks deepening in anticipation.

She was always a bit awkward, always waiting for me to carry the conversation. And I'd always tease her by taking advantage of that awkwardness to crack a joke at her obvious expense. Wiping the smile off my face I looked her dead in the eye and said, "Of course not, I just didn't want to go home yet."

Amanda's smile began to falter, her massive breasts heaved as she began to form a comeback. Just as she opened her mouth to speak, I reached out wrapping my hand around the back of her head, pulling her in firmly to deliver a passionate kiss on her sweet tasting mouth. Her tongue eagerly sought out my own as she pressed her soft body against mine. I allowed the kiss to linger for a moment longer before turning her head to the side and nipping at her ear.

"Of course, I was waiting for you!" I gently hissed.

She looked up into my eyes with a relieved smile before stepping back to grab the sides of her skirt, giving it a playful swish for me to look at. "I thought you'd like this."

"Abso-freaking-lutely!" I said with a big smile. The dirty non-christian things that were going through my head were too many to number. I grabbed her by her big ass and pulled her close, giving her another deep kiss before allowing her to wrap her arm in mine.

"So, where to?" she asked coyly, knowing the track my mind was now on.

I thought for a moment before deciding on our destination for the afternoon, "I hope you don't mind the cold. I know a place nearby, and to be honest, I don't know how much patience I have after that greeting!"

She laughed as we walked across the empty cafeteria, "I'm sure you have a way to keep me warm."

Considering the mood and the lack of an audience I chose to respond a little more aggressively than I normally would, "I suppose that depends on what you have on under that skirt."

She squeezed my arm and laughed more, "We're at school, so, nothing you can't remove without much effort."

My cock stiffened uncomfortably in my pants. So much so that even she saw the strain against my jeans. "Oh, you are eager, aren't you?" She looked down, her bottom lip pinched between her teeth seductively.

I simply gave her a side-eye glance, squeezed her ass, then guided her out the back door of the school. We crossed the back driveway into the snow-covered wood line that ran across the back of the school property. There was a slight break in the tree line that allowed access to a little used trail that led us to a well concealed clearing. She wandered around the clearing, backing up against a large tree she found to her liking.

She removed her jacket, letting it fall to the ground next to her and began toying with the top button of her blouse. "What're you waiting for, come warm me up."

You didn't have to ask me twice; I took three quick steps towards her before pressing my lips to hers once again. I pulled her in close for the kiss, letting her hands roam over my chest and stomach. When she started fiddling with the top button of my jeans, I took that as an open invitation to explore her as I pleased.

I turned to the side to allow her easier access, wrapping my right arm around her waist and squeezing her hip on the other side. My left hand landed on her soft belly, quickly sliding up to cup her large breasts through her shirt and bra. I wasn't in any particular hurry to undress her, though her hand snaking past the edge of my underwear to tickle the top of my cock told me she was on a much different timeline than I was.

"Mmmmmm" She groaned as I disengaged our tangling tongues to begin working my mouth down her neck.

"You're in a hurry" I mumbled between gentle kisses pressed against her neck, slowly working towards her collar bones. While I moved my mouth down her neck my hand slid across her stomach, reaching for the edge of her shirt to begin lifting it up for easier access.

"Uh... uh... oooh... I won't lie, I've been fantasizing about this since... mmmm... the first time you kissed me... uh... couple weeks ago."

I smiled into her already slightly dilated eyes, "If I'd known I would have taken advantage sooner."

She squinted at me suspiciously, "You wanna get my shirt off already?"

"Ok! Ok!" I laughed and allowed her to disappointingly disengage from my engorged cock long enough to remove her shirt. She shivered as the cold air hit her skin, instantly raising goosebumps across the exposed flesh. Before she could complain I quickly swung my letter jacket around her shoulders. While there was a good amount of humidity in the air trapping enough heat to make it merely brisk, it was still winter.

She smiled at my consideration, then stopped me when I started to pull off my own shirt, "No, I don't want you to get cold either. Just get over here!"

I laughed, leaned in for another quick kiss, then buried my face between the warm flesh of her large pale breasts. Her free hand quickly returned to my pants, undoing the remaining buttons and tugging them down to release my cock fully into her grasp. She glanced down, approval in her eyes as she began stroking me gently.

I reciprocated by reaching up behind her and unhooking her bra. She let it drop to the ground beside us revealing the full scope of her beautiful breasts. I'd seen them before, but always constrained by her bra or shirt, never fully freed from the lace and elastic prison. They sagged with their weight, large pink nipples, already erect in the cold air beckoning me in. I leaned in as she stroked me and alternately pushed each breast and nipple into my mouth. I started to gently suck each one, then settled on the left breast, sucking hard on the tip of her nipple. I nipped the bud between my teeth resulting in a sharp gasp from her. Her hand tightened around my cock, causing me to pause in concern.

"Was that bad?"

"No, it was really good. Don't stop, but don't do that too hard." She continued stroking my cock, faster but not easing her grip.

"Oooh, fuck!" I gasped as she worked my cock from the top to the base and back again. The friction was beginning to push me to the edge. She let out a little giggle when her fingers caught the first dollop of precum that had begun leaking from my dick.

"Oh, you like that, huh?" She teased as she spread the natural lube around the head, then stroking the shaft even faster.

"Son of a... yes! If you don't stop though..."

Suddenly she dropped to her knees, opened her mouth wide enough to avoid scraping my shaft with her braces, then stuffed my cock all the way into the back of her throat. I think my mind shut down for a good five seconds, only vaguely aware that she'd begun bobbing her head back and forth three or four times before coming up for air.

"Don't want you spraying my pretty skirt with your load!" She gasped, then went back to work.

She worked furiously with mouth and hand while bracing herself with a hand around my backside. I held on to her shoulders letting the enthusiastic young woman do her thing. Within a minute I was clinching my ass in preparation for my first orgasm of the day.

Sensing my impending eruption, Amanda grabbed onto my hips with both hands and impossibly worked her mouth faster.

"Ahhhh! Shit!" I grabbed her head in both hands, holding her in place as the largest orgasm I ever experienced exploded into the back of her throat. I must have shot rope after rope of cum into her gagging throat for at least a good twenty seconds. Well before that she had tried to remove her head, but I was too locked in to allow it. When I finally did release my grip she pulled back, attempting to take in a deep breath only to be interrupted by a couple of stray blasts that took her in the nose and chest.

"Oh my god!" She exclaimed, looking up at me with a cum and drool covered face. She took a couple more breaths, then smiled widely, "That was sooo much jizz!"

Before she could finish that statement, I collapsed against the tree next to her with a chuckle, my cock still mostly rigid with a little dribble of cum resting at the tip. Without being prompted she leaned over and licked me clean, then began scooping the mess on her face into her mouth. I looked on the chubby little vixen with awe.

"Who are you!? Where's my shy, sweet Amanda!?"

She laughed as she cleaned up the last of the mess on her face. "Told you, I have fantasies."

"Holy hell! Get over here, we ain't done yet." I tugged her to me, guiding her to sit in my lap with her back to me and immediately leaned in to begin sucking on her neck. She let out a shivering sigh before pulling my jacket from her shoulders and leaning back into my arms. From there I spent some time fondling her large double handful breast's before sliding my hand down across her chubby belly and teasing the waistband of her skirt.

Sensing where I was venturing next, she released a pleasant sigh before shifting to give me better access. While I'm positive I could have ripped the rest of her clothes off at this point, there was something incredibly sexy to me when I worked my way through the phases as I called them. She'd gotten ahead of the game with that mind bending blow job, but I still had a game plan to follow, and follow it I would. After all, I loved the feel of her wet hot pussy which I had every intention of enjoying to my fullest.

As I snaked my fingers inter her underwear, and past her sparse pubes, I wasn't disappointed to find her even wetter than the last time I'd gotten this far.

"Yessss, keep going." She groaned while reaching behind her hunting for my cock. I shifted to give her access while reveling in the slick slit between her legs. It might be cold outside, but her snatch was on absolute fire. I spent several long moments just getting acquainted with the folds of her sex before surreptitiously finding her clit with ecstatic results.

"Oh! Oooh! Oh! My G..!" Her last word cut out as her entire body stiffened against me. For a moment her breath caught in her throat and her head arched back so that I could look down into her pretty eyes. She stayed stiff for a few seconds before taking several quick breaths. During the whole episode I didn't move an inch, only stared in awe at the display taking place in my arms.

"Unnnnngh! Uhg.... uh... aaah. D-damn!" She finally gasped out something resembling words and relaxed against me with a giant smile, "I think I just had my first orgasm ever!"

I relaxed my hand against her pussy, eliciting an involuntary spasm as my finger came off her clit. "You think!?"

She reached up and pulled me in for a deep kiss. After a few moments I slid my fingers back down across her sopping wet pussy. She shifted her legs, which had clamped down on my hand during her orgasm, giving me better access. On a whim, she reached down and pulled her skirt up so she could look at herself. It was incredibly hot, and I couldn't help but look down at the glistening skin around her thighs and the damp stain that formed around my fingers.

Before I could get back to work on her clit, which I was very eager to do, she reached down and stripped her panties off over her socks and shoes, "These are soaked, and I want to watch."

"Damn, you ready for more?"

"Oh yes, though I thought you were going to, you know... finger me, I didn't expect that." She smiled in fading bliss.

"Well, let's see what we can do." I said with a devious smile.

She wrapped her hand around my cock just as I reached into her pussy again, this time more gently rubbing her clit in a slow circular motion. She stiffened at first, then relaxed against me, I leaned into her ear whispering dirty suggestions and thoughts to her as I worked her sex. My off hand continued stroking her stomach or squeezing her breasts.

After a couple minutes of this slow work, I pressed harder against her clit and began to increase the pace. Amanda gasped at the sudden change of intensity, her free hand reaching up to grasp my neck.

"Oh... slow! Uh!" She begged, though I only increased the intensity.

"OOooooh! No! I mean... Ugh! YES! FUCK!" She began to contort away from me while still maintaining a grip on my arm or cock. Watching her writhe in obvious ecstasy turned me on so much. There was no way I was slowing down now. Her pleasure induced confusion only encouraged me to keep going.

"AAAAAH! SHIT! AGAIN! AGAIN!" She cried out loud enough I almost cringed in fear that someone would come looking. Unfortunately for Amanda, I was so damned excited at her reaction that I just kept working on her clit straight through her second orgasm. Again, her body tensed up, my only reaction was to stop rubbing her clit and slip my index and middle finger deep into her cunt.

"Ooooooh! Aaaaaah! Mmmmmm... I... uh!" She tried to form words but as soon as I had slipped into her wet gash, I began making the 'come here' motion across the top of her vaginal wall. Within seconds she was attempting to push away, unable to bear the pleasure she was receiving.

"Uh uh, don't run away." I scolded in her ear as I pulled her close with my free hand. If the wet sounds coming from her pussy and mouth weren't enough to egg me on, the look on her face when she looked back at me sealed her immediate fate.

"W-what!? Oh! I c-can't t-take muuuch..." She began to protest just before I angled my thumb to work her clit while my fingers worked the inside of her pussy.

The result was absolutely electric. Before her second orgasm had ended, a third more powerful orgasm left her locked up stiff and speechless in my arms. I continued the intense finger fucking session for another few moments as she stared at me with pleading eyes that struggled to not roll back in her head. When I felt her pussy actually stop quivering in my hand I slowed my pace to a gentle massage, reveling in just how dripping wet she was.

"A-alright. *gasp* Sssstop. I n-need a b-break." She pleaded as she pushed away from me for the first time since we started. I pressed my lips to hers and she returned it, which was a relief. For a second, I thought I'd gone too far. Apparently, she really did just need a break, so I let her tumble away. She leaned over, panting heavily, though she kept a shaky hand in mine.

"That was amazing." She sighed with a smile. "Come here, hold me for a minute."

I complied immediately, pressing my hips to her wide ass. My cock slid between her thighs, resting across the length of her blazing hot, sopping wet pussy. She felt me twitch and reached between her legs to fondle the head of my dick. I leaned into her back with my chest, wrapping my arms around her breasts as we lay in the chill wooded clearing.

"That

was

amazing, you are so fucking sexy!" I mumbled into her neck. "Are you done? Or do you have more in you?"

She ran a contented hand across my own and turned back to kiss me gently on the lips, "Oh, no. You still haven't fucked me, and I

really

want this beautiful cock inside me today!"

While the feel of my cock on her pussy was incredibly enticing, I had been dying to taste that pussy directly for weeks now. As she came down from her post orgasm afterglow I shifted to look down at her exposed crack.

"There's something I've been eager to try first. Don't worry, you're getting fucked today for sure!" I grabbed her large hips and rotated her face down with one leg extended straight back, and her other bent at the knee close to her stomach.

"Just what is that you evil man?" She teased; anticipation written clearly across her expression.

Leaning down towards her ass, the smell of her dripping wet sex made my cock throb. I took a moment to squeeze and massage her massive ass that rounded out nicely in this position. I noted that even the pucker of her asshole was a nice shade of glistening pink. So much of her pussy fluid had dripped right down her crack and it was erotic as fuck.

"Mmmm, that's nice." She muttered through heavily lidded eyes as she tried to watch me work.

"Well, considering that amazing blow job, I figure I still need to return the favor." I flashed her a devious smile.

Her eyes widened in realization with a small giggle, then gasped as I dove had first between her cheeks and unleashed some tentative licks across the outside of her pussy. Running straight up the slit and ending at her taint. After a few awkward strokes, she shifted her hips, so her asshole was pointed straight up, and her pussy was pressed out to receive my eager tongue.

"Oooooh, that's nice. A lot less intense." She cooed as I slurped on her delicious pussy. I worked through her delicate folds, one by one, before zeroing in on the little bud of her clit. Her thighs quivered in response, and she inhaled a sharp, audible gasp. "EVIL!"

While I stimulated her clit with my mouth and tongue, I let my right hand wander across her ass. With a gentle squeeze my thumb found itself resting against the opening of her forbidden hole. She was too enraptured to notice the positioning and my budding sexual deviance took the opportunity to explore her anus further. I played off like I was squeezing the gorgeous globe of her ass, then let my thumb slip past the ring of her anus. She stiffened now and I halted my attempt at probing her ass to wait for her reaction.

"What are you doing back there?" she asked, her voice a mix of lust and trepidation.

I pulled my mouth off her pussy, looked around her upturned ass and smiled nonchalantly, "Oh, just playing. Do you want me to stop?" I raised my brow waiting for her response.

She seemed to be looking directly into my soul for just a moment, "Be gentle."

My heart pounded straight out of my chest in that instant. Before I returned to sucking on her pussy, I swore I saw a mischievous smile cross her lips. My mind spun at the possibilities as I worked my tongue across her clit, and pistoned my thumb into her asshole in rhythm.