Losing at Strip Mario Kart to my Sister

[jllash]

Thanks for the encouraging comments!

(continued)

My heart sank, but I knew I had to play along. "What do you want?" I asked, bracing myself for whatever she had in store for me.

Jessica leaned in closer, her voice a whisper. "I'll give you the same terms, if you beat me five times in a row I'll delete the video. And if you lose, I have another task for you. Also I want to add a new rule."

I swallowed hard, trying to ignore the way my heart was racing. "What's the new rule?" I managed to ask.

Jessica's smile was a mix of excitement and mischief. "Oh, it's simple," she began, her eyes gleaming with the thrill of her latest idea. "Every lap, each of us has to yell 'Pitstop,' drop the controller, and run out of the room and back."

My stomach churned with dread as the full weight of her proposal sank in. "But why?" I asked, hoping there was some loophole, some way out of this humiliating twist.

Jessica's smile grew more wicked with each passing second. "Because it'll be hilarious," she said, her eyes gleaming. "And because it'll be even more of a challenge for you to win. After all, you can't just sit there hiding your... assets, can you?"

The room felt suddenly too small, the air thick with tension. I knew she had me by the balls, quite literally, and she wasn't about to let go. I took a deep breath and nodded, resigned to my fate. "Fine," I said through gritted teeth.

The race was back on. I resumed my leaning forward posture for some modesty, but when the race started Jessica wasted no time in performing the new rule. Right as the countdown finished, she shouted "Pitstop!" and bolted from the couch. I took advantage of the distraction, focusing on the game with a fiery determination. I had to win. I had to beat her.

My thumbs danced across the controller, but I couldn't stop my eyes from darting between the TV and the doorway to catch a glimpse of Jessica's bare legs flashing past, the fabric of her shirt riding up with each stride. It was a distraction, but I knew better than to let it throw me off. I had to keep my eyes on the prize.

As we approached the next lap, I realized my mistake. If I didn't stop, I'd be disqualified from this ridiculous 'Pitstop' rule, but doing so in the middle of a race would cause me to lose all my speed. I took a deep breath, gritted my teeth, and yelled "Pitstop", tossing my controller onto the couch. The frustration was palpable as my character on screen skidded to a halt, my heart racing with anticipation and dread. I had to get up and do it too.

Jessica watched with a smirk as I reluctantly took off at a sprint, my bare feet slapping against the carpet, the chill sending a shiver up my spine. I couldn't help but feel incredibly self-conscious of my nakedness, especially knowing Jessica was watching. I sprinted past the doorway while trying to cover my butt with one hand and my penis with the other, turning on my heel to rush back into the room and continue the race.

The game didn't wait for me, and by the time I had grabbed my controller, Jessica was already in the lead. She had figured out the perfect timing to run and return, giving her the advantage she needed. I could see her eyes flicker with amusement as she watched me run back to my controller.

The second lap came, and I was ready to yell 'Pitstop'. Before Jessica could do it, I yelled it first, hoping to throw her off her game. To my surprise, she yelled "Pitstop" immediately after me, and she was close behind me as I bolted through the doorway.

As I turned to sprint back into the room, Jessica's body slammed into mine, pushing me off balance. My hands flailed in the air, trying to right myself, and in that moment, I was completely exposed to her. I could hear her laughter as I tried to regain my footing.

"What the hell, Jessica?" I shouted, my face reddening with rage and embarrassment.

"Just keeping things interesting," she said, her eyes sparkling with mischief as she takes a wide stance in the doorway, blocking my path back to the game.

I try to push past her but she holds firm, her hands planted on my chest and shoulder, pushing me back. She's stronger than she looks, and the shock of it catches me off guard.

"Jessica, seriously, let me go!" I demand, but she just laughs, her eyes gleaming with excitement. She's enjoying this way too much.

Her laughter turns into a shriek as I make another attempt to push past her. This time, I'm more determined, my muscles tense and I make a leap to get past her, but she's ready for me and she lunges forward with surprising agility, wrapping her arms around my hips, pulling me to the ground.

I land on my butt and the impact is jarring, and the coolness of the floor is a stark contrast to the heat of my cheeks. Before I can recover, Jessica is on top of me, her legs straddling mine, her hands pinning my wrists to the floor. Her shirt has ridden up even higher, revealing a sliver of her stomach, and I can see a hint of her panties peeking out.

"Get off me," I grunt, trying to push her off. But she's surprisingly strong, and she's enjoying this far too much to let me go.

"Look at you, my naked little brother, pinned down by his big sister." She teases. I feel a strange mix of anger, embarrassment, and something I can't quite identify as she looks down at my helpless form, my penis exposed and vulnerable. Her weight presses down on my limbs, keeping me pinned, unable to cover myself.

I squirm to break free, but it only serves to make my soft penis jiggle, much to Jessica's amusement. She laughs, her eyes glinting with mischief as she watches my struggles. The feeling of her legs straddling mine, her soft thighs against my bare skin, sends a jolt of... something... through me. Panic, maybe, or something else entirely.

"Come on," she taunts, her voice low and teasing. "You can do better than that."

I squirm harder, my body straining against her grip. Each movement sends a fresh wave of humiliation crashing over me as my penis jiggles uncontrollably. Jessica's eyes widen with delight at the sight, and she giggles, the sound of her amusement echoing through the room. The struggle becomes a silent dance, my body writhing beneath her as she maintains her grip, her thighs pressing into me, making it impossible to ignore the sensations that are starting to stir.

Before I know it, the panic and embarrassment morph into something else entirely. My penis swells, filling with blood, and it's as if it has a mind of its own. It grows, straining against her, and the next time I buck my hips, it slams against her panty covered pelvis, making her gasp. The shock on her face is instant, her eyes going wide, the laughter dying in her throat.

I take advantage of her momentary surprise, pushing against her with all my strength. She's caught off guard, and for a second, her grip loosens. It's all I need. With a grunt, I manage to break free from her grasp and stumble back to the couch, snatching up my controller with trembling hands. My heart is racing, not just from the exertion of the struggle, but from the intense and confusing feelings that just surged through me. I try to compose myself, my eyes locked onto the TV screen, I have to win this bet.

Jessica recovers quickly, her eyes wide with a mix of surprise and something else. "Oh my gosh I can't believe you got a boner," she teases, her voice thick with amusement.

My cheeks are on fire, and I can feel the heat spreading across my neck and chest. "Shut up, it's just... it's just..." I stumble over my words, unable to come up with a suitable excuse.

Jessica just laughs, her eyes sparkling with amusement as she takes her place on the couch. "It's okay, little bro," she says, her voice dripping with condescension. "I know it's 'hard' to handle all this excitement, especially when you have a sister that looks this hot," she teases further.

I clench my fists and take a deep breath, focusing on the game, my erection subsiding. I can't let this get to me. I have to win, for my dignity. We resume the race, and I retake the lead. As soon as I reach the final lap I yell 'Pitstop', jump up, and sprint again. This time, I manage to avoid her and make it back to the couch, my heart racing as she follows soon after. I see her race back from the corner of my eye, her breasts bouncing beneath her shirt. I'm not going to let myself be distracted by that, I tell myself firmly.

But Jessica has other ideas, suddenly she's in front of the TV, blocking my view. But she doesn't just stop there. With a wicked glint in her eye, she lifts her shirt up, revealing her bare midriff and her bra containing her breasts and yells, "Distraction Bra!"

The shock of the sudden exposure sends a jolt through me, and without thinking, my car on the screen sails off the track into oblivion.

"What the...?" I splutter, unable to tear my gaze away from Jessica's bare midriff and the curve of her bra.

Her eyes sparkle with victory as she zooms back to her seat, dropping her shirt back into place with a smug flourish.

My eyes dart back to the TV screen, my heart racing. She has passed me and the race is almost over. "You cheated," I accuse, trying to keep the tremor out of my voice.

"Cheated? Oh no, I just used a perfectly legal power-up," Jessica giggles, her eyes gleaming with triumph as she crosses the finish line.

The defeat sinks in, and I can't believe it. I lost the first race. The bet is five wins in a row, and she's already won. A thought briefly passed through my mind: had she been intentionally losing in the previous races? Before I could consider that possibility she spoke up.

"Alright, time for your forfeit," her voice smug.

"What do you want?" I ask, already dreading her answer.

My stomach dropped as she held up her phone, already recording. "You have to do the chicken dance, butt ass naked," she says, her eyes gleaming.

"Jessica, please, not another video," I beg, feeling a new wave of embarrassment wash over me. The thought of more of my humiliation being captured for eternity is almost too much to bear.

Her smile widens, and she tilts her head, considering my plea. "Oh come on, it's just a little chicken dance," she says, waving her phone in front of my face. "It'll be hilarious."

I close my eyes, feeling the heat of embarrassment burning through me. But I have to admit defeat, at least for now. With a heavy sigh, I nod, knowing that this is the price I must pay for losing.

Jessica counts down from three, her laughter echoing in the room as she starts filming. "One, two, three," she says, her voice filled with glee.

The music starts playing and I take a deep breath and stand, my face burning. I have to go through with it. I start the chicken dance, flapping my arms and bobbing my head, my bare ass cheeks clenching and releasing with each movement.

Jessica's laughter fills the room, the camera capturing every humiliating second of my dance. She's not just watching, she's egging me on. "More, more!" she cackles, her phone pointed directly at my crotch.

The music speeds up, and so does my dance, my penis bobbing to the beat. It's a dance of defeat, each flap of my arms and wiggle of my hips a testament to the power she holds over me. The room feels smaller, the air heavier, as I perform for her amusement. I've never felt so exposed, so vulnerable.

Jessica's eyes are glued to the phone screen, watching my every move with a mix of surprise and delight. She hadn't expected me to get a boner during the struggle, and the look on her face when she saw it was priceless. It's like she's found a new toy to play with, and she's eager to see how I'll react to each new humiliation she throws my way. She can't believe she's got her little brother naked and dancing like a fool in the middle of the living room, and the thought of showing the videos to her friends sends a shiver of excitement down her spine.

The dance ends with a flourish, and I drop my arms to my sides, panting.

"Please, Jessica, don't show that to anyone," I beg, my voice desperate.

"Oh, don't worry," she says, her eyes still glued to the phone screen as she reviews the footage. "I won't show anyone, except for Brittany. For now."

The mention of Brittany makes my stomach twist into a tight knot. "Fine," I say, resigning to my fate. "But just her, and only if she swears she won't tell anyone."

Jessica rolls her eyes, a smug smile playing on her lips. "You're not exactly in a position to be making demands," she says, smirking at my uncovered penis. I hastily cover it with my hands, feeling the heat of embarrassment spread across my body.

"Anyway, it's getting late, I'm calling it quits for tonight", she says.

"Come on," I protest. "We can't just stop now, not with the videos out there. I need more chances"

Jessica shakes her head, her smirk never leaving her face. "Oh, don't worry, little bro," she says. "We'll play again. But not tonight." She stands up and stretches, her shirt riding up to show a little more of her stomach than before.

Her mind races with ideas for the next forfeit she could make him agree to. The possibilities are endless, and she can't wait to explore each one. She feels a sense of power she's never had before, and it's intoxicating. She's always been the more popular one, the one who got what she wanted, but this is something entirely different. This is raw, unfiltered power over someone else's dignity, and she loves it.

[Lola]

It's awesome how You distracted your sister with your erection touching her... I loved that part. Brilliant!

Also the pitstops idea is great! So funny that he needs to run naked. You're a smart writer

[Jeepman89]

I love how she is in total command at this point no matter what.

[NudeBaG]

I’m very happy with the way this story is progressing!
I love seeing fresh stories continuing with regularity!