Dear Stepbrother, I Want You

by Madison Faye

  Me, I just sat there grinning away, feeling like I was buzzing with electricity as my fingers slowly massaged Jake’s cock through his jeans. I felt so scandalous, so naughty stroking his dick, sitting so close to his date while I speared salad and pasta with my fork and made light conversation with the table. This was so not the Chelsea of six months ago, and I loved it.

  After a few minutes of this though, Mr. Harding suddenly scooted his chair a bit closer to the table, until his lap and my hand were now totally covered by the table and the draped tablecloth, where they’d only partially been before. Suddenly, I gasped as the man who’d just taken my virginity dropped his own hand next to mine, gently eased his zipper down, and without a second thought, reached in and pulled his enormous cock right out through his fly! I about gasped as the hot, thick tool slipped into my tiny hand, and I shivered as I closed my fingers around as much of the silky girth as I could.

  My mom said something funny I guess and the whole table erupted into peels of laughter. Jake took the moment to lean close, feigning laughter as he whispered darkly into my ear. “Two can play games, Chelsea. Your move.”

  He leaned back away from me, smiling away at the rest of the table as I sat there absolutely dripping through my tiny thong as his words reverberated through me. I don’t know if he’d meant to shock me or call my bluff, but if anything, I only wanted him more now. I gripped his big dick a little tighter in my small fingers and started to jerk him then, slowly slipping my hand up and down his trembling cock. He caught my eye out of the corner of his, the look in his face dark and definitely surprised. I could feel him pulse hotly in my hand, and I bit my lip as I thought about how this huge shaft had so recently filled me up so thickly.

  Suddenly, I felt a hand on my knee. Quickly, with a light but determined touch, the hand slid higher, teasing the inside of my bare thigh as it did. He never slowed, not even once before his fingers slipped right against the soaking wet thong barely covering my young pussy. I whipped my head to stare at him, his own brashness actually almost knocking me off my thrill-seeking entirely. I mean God, what if we got caught like this?! And then I thought another, dirtier thought: it’d be bad enough if it were just that, but what if we got caught and then it also turned out that I was carrying his child?!

  But then, there again, instead of throwing me off, that naughty, forbidden thought only got me hotter. And instead of calling things quit there, I suddenly wanted so much more.

  His fingers slid up the seam of my panties, and gently eased them to side. This time it was my turn to feign a cough at the table as one of Mr. Harding’s big fingers slowly slipped between my slippery, silken lips, before pushing easily right into my tight channel. I squeezed his cock tighter, jerking him faster as he buried a finger to the knuckle inside of me, curling it up and stroking my front wall, making me practically moan there at the table.

  Thankfully, I was saved from probable questioning looks by Karen, of all people!

  “Oh! Sarah, you wanted to see pictures of the shore-house I stayed at?”

  My mom clapped eagerly. “Oh yeah! I’ve been dying to see those!”

  Jake’s finger was driving me wild as he slowly curled it in and out of me, his thumb just lightly brushing over my clit; just enough to drag my desire slowly across the coals without sending me over the edge.

  “I’ve got them right here actually,” Karen reached behind her for her tablet on the side table before turning back and opening up an album full of pictures.

  I started to wonder about what would happen if I made Jake come like this. I mean, we couldn’t very well just have cum flying everywhere underneath the table, and without really being able to look, it’s not like I’d be able to catch it all in my hand or anything! Of course, what I really wanted to do was feel him shoot his thick load up inside of -

  And suddenly, as Jake achingly pushed me slowly and teasingly towards that edge, I thought a very naughty thought. I knew then that I was going to feel him inside of me again before I had to go back to school, even if it meant risking everything.

  Under the pretense of leaning over to look at the pictures on the tablet in front of Karen, I suddenly reached beneath me as I lifted my butt slight and quickly skimmed my thong off my body and down my legs. Jake turned to me with suddenly very wide eyes, his mouth half open as if to ask me if I was totally insane. I only winked at him, knowing it was now or never, or I’d lose my cool entirely or realize what a completely stupid idea this was.

  “Oh wow! Great views!” Before he could even do a thing, I’d slipped between Mr. Harding and the table, covertly spread my legs, grabbed ahold of his cock, and started to sit right back down on his lap, right there at the dinner table. I wasn’t able to of course, but I’d have given just about anything to see his face in that moment as I quickly and deftly pushed my little ass right back against him. I lined his big, throbbing cock up with my tight, slippery slit beneath my skirt, and plunged right down onto his lap.

  I practically came right there as his huge dick filled me up to the brim in one stroke. It actually took the breath away from me, and it took everything I had not to moan, or cry out, or really do anything at all that would tell the whole table that my little pussy was stretched to the limit around Mr. Harding’s big fat cock. I could feel him strain behind me, the one hand that he still had beneath the table gripping my leg like a vice and his cock throbbing so nice and deep inside of me. I could hear him clear his throat loudly as I slowly eased off of him, as if craning forward to look at the tablet on the table. My tight slit gripped at him as I slowly slid up, stretched and slowly sliding up his thick shaft before I laughed at something someone said and sat right back down.

  “Oh, Chelsea, you should definitely go see it sometime. Bring your friends from school and head out there over spring break or something. My sister and I had a wonderful time!”

  I could feel my little pussy tightening and milking at Mr. Harding’s big cock while Karen smiled right at me from a mere foot away. It was so wickedly naughty and wrong that I quickly found myself having to try harder and harder not to visually look like I was about to have an orgasm right there at the dinner table while slowly grinding myself on Jake’s cock.

  To her though, I was the smiling girl next door, eagerly sitting on her date’s lap to look at vacation pictures. How could she possibly ever guess that at that very moment, his cock was throbbing so deep inside of my tight little body?

  Mr. Harding’s hand on my thigh beneath the table was gripping me tighter and tighter as I felt him slowly and almost imperceptibly grind up into me. Though we were barely moving, between feeling his thick cock pulsing so deep inside of me and stretching my lips wide, the jaw-dropping feeling of how totally not okay this was, and of course just how close we were to being caught in such a major way, I already knew I was going to come soon, and hard.

  “Oh, and the hot tub!” Karen beamed at Jake. “If you ever wanted to check it out, Jake, I’d love to show you!”

  Jake chuckled as if nothing was happening, as if he wasn’t balls deep and unprotected inside of his nineteen year old neighbor. His hand on my thigh slipped around to our front and went right to my clit. While he pointed to something on the tablet with the other hand, he began to slip his fingers over my aching clit, and suddenly, I felt myself rocketing towards that sweet edge.

  I hadn’t really thought this through when I’d decided to climb onto his lap like this, but suddenly I realized fully that my older, hunky neighbor was once again buried deep inside my fertile young body without any protection whatsoever! If he came, he was going to just shoot his cum bare and unhindered right into me! The naughty, sizzling thought made me almost moan out loud as I thought about Mr. Harding impregnating me while we sat at dinner!

  Oh my God, Jake Harding was going to make me pregnant right in front of everyone right there at his dining room table! I could feel him grinding against me, his cock swelling up deep inside my clenching, tight channel as my whole body seized up and cr
ashed over that edge.

  And then, right there, doing my absolute best to smile and keep my face as neutral as possible, I came hard. I bit my lip, and felt my brow crease tight as my whole body seized up and then broke apart with Jake’s cock filling me up. As I came, I could feel him go rigid beneath me, and suddenly I felt him rock his hips right into me as his cock swelled up even bigger and thicker than it had been! And then, he was coming! With no condom, no birth control, and absolutely no pulling out, Jake Harding went still as he began to pump me full with rope after pulsing rope of his hot, sticky cum.

  It felt like it just kept coming, as his big dick just kept throbbing and pulsing so deep within me as squirt after squirt of his seed rocketed out and filled my young cunt to the brim. At one point, I actually grabbed my napkin off the table and brought it to my face. coughing into it to cover the uncontrollable urge to cry out and my scrunched up climax face.

  “Oh, honey, you got something stuffing you up?” Karen smiled at me, and I just about came again as I felt Jake’s cock twitch one last time inside of me.

  “Sounds like you got something up the wrong pipe there honey,” my dad said, chuckling.

  “Down, dear. It’s down the wrong pipe,” my mother smiled and rolled her eyes.

  Holy, cow.

  After dinner, after I’d covertly slipped back off of Mr. Harding’s lap and discreetly brought my napkin down to stop the sticky cum from leaking out of my slit, we got up to head back over to our house. I excused myself shyly to use their bathroom before we did, and it was there that I finally got a chance to catch my breath and let the post-orgasmic glow just bloom through my face. What I’d just done was insane! I couldn't believe how risky what we’d just done had been, and that wasn’t even counting the risk of Mr. Harding filling me up unprotected again with his hot cum!

  I splashed water on my face, grinning and feeling my whole body buzz as I tried to process that utter craziness I’d just instigated as I dried my face and opened the door.

  “You’re playing with fire here, Chelsea.”

  I gasped as I walked out of the bathroom right into Mr. Harding’s chest. His look was serious, but I could see that wild hunger in his eyes as well.

  “I- I know-”

  “No, I don’t think you do.”

  He looked at me with a dark, hungry look in his eye. For a moment, I thought suddenly that he might be angry with me for having pulled that ridiculous stunt. That maybe I’d taken things way too far by doing what I’d done so brazenly in front of his date and my family. But suddenly, I felt his hand slip up my thigh and trace across my bare, trembling slit.

  I suddenly frowned. “So, is big-boobed Karen spending the night?”

  I could see his eyes smirk at me as he flashed that heart-stopping, panty-melting smile at me before he leaned close and brought his lips to my ear. “I would’ve thought I’d made it perfectly clear to you by now how much I like Chelsea-sized tits.”

  “Maybe,” I said with a teasing pout.

  “No, Chelsea, she’s certainly not.”

  I flashed my eyes at him, grinning and feeling my cheeks flush as I met that darkly handsome look on his face.

  “I have to see you again.”

  I nodded, feeling the heavy pounding of my heart in my chest, my pulse racing in my ears. “Okay,” I breathed out, staring up into his piercing eyes.

  “Tomorrow, after your parents are at work and when Dennis goes to baseball. I could, uh, use some help cleaning things up in the garage.”

  I nodded thickly, feeling the tingling buzz radiate out from my body from where his fingers were sliding over my pussy. “I’ll be there.”

  He grinned. “Good, now get.” His hand dropped from my cunt and he gave me a playful swat across my butt.

  I turned on my heel to head back to the front door when I suddenly stopped and turned back to him.

  “Oh, Mr. Harding?” I winked and blew him a quick kiss. “My panties are probably still underneath your dining room table if you want them.”

  And with that, I sauntered off, wondering what tomorrow would bring. More than that though, I wondered what the future would bring now that my neighbor had filled me up twice with his potent seed. And I knew then without a doubt that before I left to go back to school, I was going to get filled many more times.

  13

  Jake

  She left two days later.

  Of course, I managed to fuck her once more in my garage that next day. I’d had her spread out on the hood of the ’67 Mustang I’ve been rebuilding for years; her legs up in the air and wide, her panties hanging off one knee, and her head thrown back in pleasure as I drove my cock into her again and again and again. I’d had her squealing and writhing under me, moaning my name as her pussy squeezed me like a damn velvet vice.

  A perfect, barely legal, totally off-limits vice.

  My balls slapped against her ass on every thrust, her tight little pussy stretched obscenely around my big cock as she just leaked honey out around me. Fuck me, it was like every high school fantasy I’d always wanted to act out. And now here I was nearly forty with a nineteen year old sex kitten spread out on the hood of my muscle car with my cock balls deep in her.

  That image alone was forever burned into my head, and I guess I’d done something right somewhere in life to get here.

  It did occur to me at some point - the point where her hands were on her cute little tits, pinching her own nipples as she chanted “fuck me, fuck me, fuck me” over and over again, that here it was our third time fucking, and we still weren’t using a condom. But honestly, I couldn’t even care at that point. And when I came, with her erupting right along with me, all I could imagine was my cum splashing right against her young, fertile walls. I imagined my cum spraying against her cervix, and I knew that if we continued like this and kept doing this without a condom - or hell, at least pulling out - that there was only one possible outcome.

  Except the thought of this girl’s belly swollen with my baby only fueled me on, and suddenly I’d just started fucking her again, even having just came. She went wild then, as my big cock slid wetly in and out of her, her juices and my cum leaking out around us and trickling down her ass as I grabbed her ankles and fucked her for everything I was worth. She came screaming again, and when I felt that tight, barely used, practically still-virgin pussy just milking me for every damn drop, I let go all over again.

  And then the next day, I was waving as she drove off with her parents again, back to the airport and back to Boston.

  Leaving me, of course, with a raging hard on, about five pairs of her panties, and a lifetime of fantasies.

  I hit the gym hard those next few days, pounding out reps, building my body back after the potato chip and beer fest of being newly divorced. I watched porn, it bored me. I jerked off with Chelsea’s tiny little thong panties, and came roaring her name.

  Sarah and Mike tried to fix me up with Karen a few more times, but I just kept giving excuse after excuse. “I'm not ready”, or “it’s too soon.” Except they were bullshit excuses, and eventually, that was going to bite me in the ass.

  Even Mike gave me strange looks, knowing how I was back in Navy with a different girl every night. Me, turning down guaranteed pussy with Karen as a newly single man? I could tell he thought something was strange, but I doubt he had any idea that “strange” was me popping his daughter’s cherry and pumping my cum deep inside her pussy.

  But it wasn’t like Chelsea and I were anything, right? I mean I took the girl’s virginity for Christ’s sake, but that didn’t mean we were dating right? Did the younger generation even feel like that anymore these days? Was I antiquated in thinking that meant something beyond “hooking up” or whatever shit kids were calling it these days? And I meant that in terms of her, not me. Me? I was twisted up about that girl. I couldn’t even look at another woman without just getting pissed that they weren’t her.

  And her? I had to shake my head. She was probably moving on. She was p
robably already trying out new boys after I’d popped that cherry. She’d had her fantasy, she’d gotten the “first time” out of the way, and now she was off having fun like a girl her age should be doing.

  The thought had me furious.

  The very idea of some frat fuckwad getting to touch her, or kiss her, or slip his cock inside that heavenly pussy had me absolutely livid, and I roared in my basement as I slammed the free weights in my hands back down.

  I took a breath and squeezed my eyes shut, trying to block out the thought of Chelsea with anyone else in the world but me.

  Fuck this, I had to do something or I was going to go fucking insane.

  14

  Chelsea

  "Ok, something's up with you."

  I looked up from my book in my hands as I sat curled up on my dorm room bed to see my roommate Lucy raising a knowing eyebrow at me. “What do you mean?

  Lucy sighed dramatically. “I mean, I've shared a room with you for five months now, and I've never seen you this...glowy before."

  Her eyes suddenly widened as a big grin spread across her face. “Oh I know what it is! Oh my God, did prudish little Chelsea actually find a guy?"

  Lucy was my best friend and roommate, but I still didn't know how I could possibly tell her about my hot affair from the winter break. How would that conversation possibly start?

  'Well, Lucy, you see I spent my winter break losing my virginity to my much older next door neighbor, who also happens to be my dad's best friend. Oh, and I let him shoot his thick load right inside of me without any protection - multiple times, actually. Oh and did I mention, he has a REALLY big cock?’

  Yeah, I still had to think that one through.

  Instead, I rolled my eyes, feeling my cheeks flush pink. “Oh c’mon! Prudish? You make it sound like I'm a schoolmarm from the prairie or something!" I tossed a pillow at my friend, knowing she was just giving me a hard time.