Celebrity Sex Stories

Celebrity Sexfights Ch. 29

Sarah Silverman vs Kaitlin Olson.

Spankmasters
Jul 31, 2024
16 min read
tina feykaitlin olsongolden showerpeefetishlesbiancelebritiessexfightCelebrity Sexfights Ch. 29sarah silverman
Celebrity Sexfights Ch. 29
Celebrity Sexfights Ch. 29

Celebrity Sexfights Ch. 29

(This series is pure fantasy. Please enjoy it as such.)

We get a special treat this week at Celebrity Sexfights. Sarah Silverman, one of our sexy referees, was going to make her second appearance as a contestant. She came away with a surprise victory over Amy Schumer a few months ago, and was ready to get back in the ring.

Taking on Sarah tonight was another sassy comic, Kaitlin Olson from the hit show It's Always Sunny In Philadelphia. The gorgeous blonde was encouraged by her fellow cast mates to try her hand at Sexfights. They didn't need to twist her arm. She was all in, eager to compete in our sexy game.

With Sarah switching roles to become one of the participants tonight, we got Tina Fey to take her place as the emcee/referee. She was a natural for the job. Beautiful, witty, sexy and extremely popular, she was a perfect fit for Celebrity Sexfights.

Tina strolled into the ring wearing a tight referee's leotard, with the black & white striped one-piece showing off her tight body, especially her nice little ass. She flaunted her tight hot body as she pranced around the ring, trying to fire up the crowd.

"HELLO LADIES AND GENTLEMEN!!"

"WELCOME TO CELEBRITY SEXFIGHTS!!"

"WHO WANTS TO SEE SOME HOT PUSSY!"

The crowd roared with approval at her over the top entrance, cheering wildly at the hot bespectacled hostess. She egged them on with more of her crazy introduction, sticking out her ass and spanking it.

"WHO WANTS TO SEE SOME HOT ASS!!"

"WELL GRAB HOLD OF YOUR COCKS CUZ HAVE WE GOT A SHOW FOR YOU!!"

Again the crowd roared with enthusiasm as she got ready to introduce tonight's lovely sexfighters.

"Our first lovely competitor is the world's most famous bed wetter. If you like your women foul-mouthed, hairy and skanky, with a penchant for golden showers, then this is the one for you. Please give a warm welcome to SARAH SILVERMAN!!"

Sarah slowly walked down the runway, in a bright lime green bikini, blowing kisses to the enthusiastic audience. The sassy comic looked very athletic, with a lean body and her jet black hair tied back in a simple ponytail. She climbed into the ring, strutting around, taking in the all of the whistling and cheering. The sassy dark haired comedian came up behind Tina, grabbing the nerdy host by the ass, before hugging her from behind, sticking her tongue in Tina's ear.

After being brushed away by the sexy nerdy ref, Sarah waltzed over to her corner, waiting for her opponent to be introduced.

Tina didn't waste any time moving on to the next contestant.

"Taking on Sarah tonight is a blonde bimbo who in high school was voted most likely to have her panties around her ankles. The star of It's Always Slutty In Philadelphia, put your hands together for KAITLIN OLSON!"

Kaitlin confidently came strutting down the aisle, pumping her fist in the air as the crowd cheered her on. She looked amazing in her skimpy black string bikini, flaunting her firm athletic body.

Kaitlin stopped down by the front row, exchanging high fives and receiving encouragement from her castmates. Danny DeVito was the most visible fan, as the short pervert slapped her ass, giving her a little squeeze on her tight buttcheek for good luck. Kaitlin didn't seem to mind, shaking her ass for him and everyone else in their group.

The slim blonde finally stepped into the ring, giving Sarah the evil eye as she took her place in the opposite corner. She wanted to let the dark-haired comedian know that she meant business.

Already with a sexfight win under her belt, after her upset over Amy Schumer, Sarah wasn't about to let this leggy blonde intimidate her. The smokin' hot dark-haired comedian stood across the ring from Kaitlin with her hands on her hips, snickering at her cocky opponent. Never one to shy away from confrontation, Sarah took a few steps toward the middle of the ring, where she nonchalantly undid her bright green bikini top, showcasing her luscious tits. With her top in her right hand, she extended her arm and ceremoniously dropped it, getting a huge round of applause from the horny audience, as she stood there topless. It was her way of answering Kaitlin's stare down. She flaunted her nice pear-shaped tits as she looked defiantly back at her skinny blonde opponent.

Kaitlin leered back at Sarah, pissed off that she would stoop to such dirty tactics as stripping, just to win over the crowd. Her friends in the front row encouraged her to do the same, telling her to take off her top.

The sassy blonde did just that, removing her black bra, unveiling her small pert breasts. Kaitlin had a nice body with a firm flat belly, but her tits paled in comparison to Sarah's. Tiny tits or not, she received a nice round of applause from the rowdy crowd. Kaitlin pranced around topless, in her skimpy black bikini bottoms, in response to Sarah's move. She circled her dark-haired opponent, staring her down with everyone cheering her on.

Sarah took exception to her cocky walk, getting right in Kaitlin's face, going tit to tit with the slender blonde actress.

"You're going down, Blondie!"

Kaitlin never backed down, mashing her firm titties up against Sarah's funbags.

"Bring it, Bitch!"

Tina Fey had to step in as referee to break things up before things got out of hand.

"Calm down you two! There's plenty of time for that later. We wouldn't want anyone to get their eye poked with those titties."

She succeeded in separating the two hot comediennes, as they retreated to their respective corners. Sarah didn't go quietly, getting one last zinger in before their match.

"You call those titties? I've seen mosquito bites bigger than that!"

Kaitlin wasn't afraid to mix it up with trash talk either. She sneered back at Sarah with a putdown of her own.

"Listen to Miss Saggysacks! If those boobs hung any lower, you could tuck them in your socks!"

The whole gang from It's Always Sunny In Philadelphia busted out laughing, cheering on their girl. Not only were they happy to see their friend in the ring half-naked, they loved the fact that Kaitlin maintained her sassy attitude.

Tina Fey calmed the two hot female comics down, bringing them to the center of the ring, encouraging them to settle things on the mat. She blew the whistle, telling the topless goddesses to begin.

There was no big attack by either one. The slowly and confidently neared each other going nose to nose, until their bodies brushed up against one another, much like they did when they first entered the ring.

Sarah made the first move, wrapping her arms around Kaitlin and pulling her in tight. She wanted to make sure that the slim blonde felt every inch of her soft curvy body. Cupping her left hand behind Kaitlin's head, she shocked the sexy blonde with a deep passionate kiss, trying to establish her sexual dominance right away.

Surprisingly, Kaitlin didn't fight back. She welcomed Sarah's aggressive kiss, adding her own slobbering tongue to the mix. The slinky blonde also ran her hand up Sarah's body, fondling one of the breasts she'd been making fun of just a few minutes ago.

This match was more sex than fight. Their pregame trash talking didn't lead to any further hostility, with the two sassy comics choosing to earn this victory with their sexual charms. It was an erotic image, seeing this sexy duo embracing while topless.

Kaitlin appeared to be fascinated with Sarah's soft round boobs, squeezing the luscious tits as she rubbed her crotch up against the slender brunette. She dipped her head, gently kissing Sarah's pert nipples, one at a time.

The sassy brunette simply remained quiet, enjoying the attention. She lifted her chin, allowing Kaitlin more access to suck on her slightly saggy titties. Sarah fought the urge to reciprocate with the breast fondling. She didn't want to give Kaitlin the satisfaction. Her focus was a little farther south.

Sarah let her hands roam over Kaitlin's tight body, down to her black panties. She slipped her right hand inside the elastic waistband of Kaitlin's black bottoms. Her fingers immediately felt the beautiful blonde's wetness.

Kaitlin let out a soft moan as Sarah's middle finger forced its way between her juicy folds. She hunched over a little more, hoping to pull away from Sarah's probing fingers. The tall blonde was afraid of losing control of her senses before this match had barely started.

Sarah kept the pressure on, backing her sexy foe up against the ropes, with her hand in Kaitlin's panties. She wiggled her finger, trying to end this match right then and there. The dark-haired comic laughed at her slim counterpart as she watched the struggling blonde try to keep her composure.

Kaitlin reached around Sarah's neck, putting her in a headlock, hoping to get her to stop with the fingering. Both sexy women went flying to the floor, with Kaitlin maintaining her tight grip around Sarah's neck.

The sassy brunette's face was turning red as she was being choked out. Sarah flailed her arms and legs trying to get free. She resorted to fighting dirty, punching Kaitlin in the stomach, forcing Tina to step in and stop the match.

"Sorry ladies! No choking! No punching!"

"Let's remember that this is a SEXFIGHT!"

The two topless grapplers got to their feet, snarling at each other as they prepared to resume their battle. Kaitlin didn't dare let Sarah get anywhere near her panties again. She knew she had to strike first.

The blond hardbody rushed her opponent, swooping in for Sarah's lime green bikini bottoms. She slid to her knees, looking to yank them down.

Sarah tried to fend her off by grabbing a handful of hair with one hand, and reaching back, holding up her string bikini bottom with the other.

Kaitlin was tugging on Sarah's panties, when it suddenly dawned on her that all she had to do was untie the strings. She pulled on each side, and watched as the lime green bottoms fell easily to the floor.

Kaitlin had succeeded in getting Sarah naked, and now was kneeling on the mat, staring directly at her opponent's thick black bush.

Sarah was proud of her hairy pussy, and surprised Kaitlin by pulling her in closer, forcing the topless blonde's face up against her furry crotch.

"You wanted it. You got it!"

Sarah held the back of Kaitlin's head in place, refusing to let her go. She leaned ahead, forcing Kaitlin on to her back and sat on the skinny blonde's face. The sexy dark-haired beauty reached down, rubbing herself, grinding her hairy pussy against Kaitlin's mouth, urging the frantic blonde to eat her out.

"C'mon Katy! Lick it! Suck on my nice furry kitty cat!"

Sarah risked putting herself in a position to be aroused, knowing that the "queening" rule worked in her favor. She gently ran two fingers up her juicy slit, spreading her meaty pussy lips slightly, urging her blonde friend to have a taste.

Smothered by Sarah's hairy pussy, Kaitlin felt as if she had no choice. She slowly stuck her tongue out, flicking it across the naked raven-haired beauty's slick snatch.

No stranger to licking pussy, the bisexual blonde's instincts kicked in, eagerly dabbing at Sarah's pink slit.

Tina had her nose in there too, trying to give an update to everyone in attendance about the facesitting.

"We've got some major carpet munching going on, folks. We could have a winner pretty soon."

Sarah tilted her head back, moaning with delight while fingering her clit. She was enjoying the oral favors, hoping

to cum on Kaitlin's face and earn the automatic victory.

It wasn't going to be quite that easy.

Kaitlin rocked her body to the side, pushing Sarah off to one side, and onto her back. She dove in, holding Sarah down with her left hand, while fingering her juicy muff with the right.

All of the sudden, the tables were turned and Sarah had to fight off the orgasm she was hoping to achieve just a few seconds earlier. The dark-haired comic had a look of horror on her face as she bit her lip, trying to maintain her composure. Kaitlin tried to take advantage of the situation, pumping two fingers deep inside Sarah's juicy vagina, searching for that elusive g-spot.

The rejuvenated blonde had a maniacal look as she gained momentum, putting Sarah in trouble. Wearing only her black bikini bottom, which she flaunted by sticking her ass up in the air, she was on her hands and knees finger banging her cocky opponent. Kaitlin was now the one close to being declared the winner.

Cheered on by her drunken friends from Philadelphia, their blonde co-star leaned in, getting right in Sarah's face. She wanted to see the exact moment the black-haired beauty would give in to her brutal finger banging.

Sarah was definitely on the verge of giving in, but her competitive drive wasn't about to let that happen. She grabbed Kaitlin by the wrist, pulling it away, putting a halt to her vaginal assault. She managed to muster all of her strength and push the topless blonde away, catching her breath, knowing she just dodged a bullet.

Both beautiful women were on their knees, eyeing each other up, ready to finish this thing off. Kaitlin realized that she let an opportunity to win fly by, but she knew her rival was wore out. If she could get her fingers in Sarah's pussy again, victory would be hers.

Kaitlin Olson made the first move, trying to build on her momentum. She swooped in, hoping to put Sarah on her back. The tall blonde was met with fierce resistance. Sarah blocked her wild takedown attempt, knocking her backwards.

The naked comedienne pounced on her stunned opponent, pinning Kaitlin's arms to the floor while smothering the feisty blonde with her dangling boobs. Sarah shook her shoulders, letting her tits sway back and forth, battering Kaitlin's face. The flat-chested blonde couldn't move, and was forced to lay back and take it. She tried kicking her legs, hoping to knock Sarah off to the side. It may not have moved her, but it did bother Sarah enough that the dark-haired comic wheeled around, grabbing Kaitlin's legs in an attempt to stop the kicking.

Once the kicking stopped, Sarah went for Kaitlin's black bikini bottom. She peeled off the tight spandex swimsuit, pulling it down over Kaitlin's skinny flailing legs.

The crowd was abuzz when they got a glimpse of Kaitlin's cleanly shaved pussy. She tried to cover up her meaty pink pussy lips with her hand, but there was no hiding the thick elephant ears.

Sarah cracked a mischievous grin when she saw Kaitlin's exposed pussy, grabbing and pinching the slim blonde's freakishly thick pussy.

"WOW!! Would you look at those meat cutains! The boys back in Philadelphia must love playing with that!"

Tina Fey chimed in with some comments as well, with the wise cracking referee unable to pass up the chance to make a joke.

"One Philly Cheese Steak! Coming Up!"

Kaitlin let out a defiant scream when Sarah got ahold of her rubbery pussy lips. The dark-haired comic was playfully tugging and stretching the naked blonde's pussy, trying to regain control of the kinky sexfight.

The match was getting heated as Kaitlin fought back by reaching for Sarah's furry pussy, looking to get her fingers inside again. The two naked women were sitting side by side, playing with each other's pussy, looking to coax that elusive orgasm from their opponent.

Both naked women had their fingers in each other's pussies, trying to make their opponent cum. It was down to a testament of wills.

The crowd was on their feet, evenly split, rooting for their favorite celebrity. It was a contrast of which type of sassy comedian you preferred. Blonde or brunette? Small tits or bigger ones? Shaved or hairy? There was something for everyone.

The intense determination each woman showed while trying to get her rival off was a thing of beauty. Sarah looked as if she was going to pass out. I couldn't tell if it was from the non-stop fingering she was giving or receiving.

Kaitlin had a more maniacal look, appearing to try to inflict as much pain as possible, pumping her fingers in and out of Sarah's hairy twat. The slim blonde really seemed to take this personally. To her it was more than just a game. She went on the attack, rolling over on top of Sarah, going after her like a crazed animal. Kaitlin began humping the gasping brunette, thrusting her clit and meaty pussy lips up against Sarah's juicy beaver. With her nice firm ass pistoning like a jackhammer, it looked like the horny blonde was starting to take control. Her pussy to pussy assault was definitely taking its toll on her opponent.

Sarah began moaning as Kaitlin grabbed her luscious tits. The energetic blonde looked down at her, smirking, with the sole intention of making the sassy dark haired bitch cum.

With her engorged clit rubbing up against Sarah's hairy pussy, Kaitlin had turned the match into a tribadism duel. She sat up, scissoring her legs with her dark-haired opponent, looking to take advantage of her freakishly large clitoris and meaty pussy lips. Grinding on Sarah, Kaitlin pumped her pelvis while gazing down at her struggling foe, looking for a submission.

Filled with confidence, the horny blonde reached down, cupping Sarah's thigh and pulling it up, spreading her legs, giving even better access to her dark fur pie. Kaitlin continued to hump the sexy comic, giving herself as much pleasure as she was dishing out. She leaned back, with her eyes fluttering from the joy she was feeling from the hot pussy to pussy action.

The pleasure that took over Kaitlin's body caused the gorgeous blonde to lose her focus for a second, and that's all it took for Sarah to turn things around.

The raven-haired beauty fought back from the bottom, pushing Kate backwards and popping up, continuing with the trib duel from the upper position. She began slapping her hairy pussy up against Kaitlin's cunt, trying to redeem herself.

Kaitlin glanced up at the rejuvenated brunette with a look of disbelief, shocked that she let her commanding position slip away. She realized that she was in jeopardy of losing now.

Sarah had her arms wrapped around Kaitlin's leg, with the skinny blonde's ankle resting on her shoulder as she started to grind her furry pussy up against Kate's exposed clit. The dark-haired comedian had momentum on her side as she humped her frustrated rival.

Tina was right there to comment on the surprising turnaround.

"It looks like Sarah has a hungry beaver!"

"The furry critter is going for the elephant ears!"

The crowd chuckled at her reference to Kaitlin's meaty pussy lips, but the feisty blonde wasn't laughing. She was fighting to keep from caving in to her sexual desires.

Sarah knew she had Kaitlin in trouble and reached down, pinching one of the skinny blonde's tiny tits, adding to her sexual domination. She leered down at her rival, with a satisfying look of confidence as their luscious pussies smacked together. The dark-haired beauty wanted more. She was hoping to completely humiliate the pretty blonde actress.

Sarah slid her naked body up past Kaitlin's flat stomach and small pert breasts, until her hairy pussy was hovering over the struggling blonde's face. She smothered her feisty rival, planting her thick muff directly on Kaitlin's mouth.

"Lick me, BITCH!" Sarah snarled, as she rubbed her furry snatch up against her startled opponent's face.

The match was getting down and dirty with Sarah facesitting her gorgeous blonde nemesis. She began to grind her crotch, riding Kaitlin like a cowgirl, stimulating herself while humiliating her opponent.

Kaitlin Olson's face was buried between Sarah's thighs, as the feisty babe struggled to avoid having to taste her rival's hairy cunt. She rocked back and forth, flailing her arms and legs, trying to free herself from such a vulnerable position. Digging her fingers into Sarah's nice round ass, Kaitlin used all the strength she had to tip the cocky brunette off to one side, escaping the humbling facesit. She popped her head up, spitting out stray strands of Sarah's black pubic hairs, cringing at her rival's musky aroma.

Sarah sat there laughing at Kaitlin, who wasn't too thrilled with being smothered. The pissed off blonde lunged forward, tackling the giggling brunette, looking for some payback. She clawed at Sarah's boobs, squeezing them as she crawled up, straddling the naked comic.

"Let's see how you like it!"

Kaitlin had a demonic look as she slid up, planting he bare pussy on Sarah's face. She rubbed her thick lips up against her foe's nose and mouth, giving the sassy brunette a taste of her own medicine.

Sarah didn't shy away. She welcomed the challenge. Poking her tongue out, she ran it up Kaitlin's meaty lips, catching the blonde by surprise, making her squeal with delight. Sarah Silverman made the best out of being on the bottom by sucking on her adversary's rubbery pussy lips. Chewing on Kate's luscious labia, the dark-haired beauty had the blonde on the verge of losing control. She didn't seem bothered by the chance of losing the match by the "queening" rule.

While Kaitlin sat on Sarah's face, enjoying the oral favors, she reached down, adding her fingers to the mix. She rubbed her clit while Sarah ate her out. The ecstasy was interrupted when Sarah spun her around, putting Kaitlin flat on her back.

With her face still buried between Kaitlin's legs, she continued to munch on the slim blonde's cleanly shaven pussy. Chewing on the incredibly meaty lips, Sarah added her index finger, probing deep inside Kate's juicy vagina.

Sarah's nice round ass was sticking up in the air as she was bent over doing her muff diving. Lapping up Kaitlin's juices while fingering the blonde's bare vagina, Sarah could feel her rival getting close to the edge.

Kaitlin just laid there, unable to fight back. She was afraid to move. Suddenly her whole body stiffened up and her eyebrows curled as she gave in with a loud quivering orgasm.

Sarah sat up, smiling at her defeated rival, happy that her oral skills and expert fingering were able to get the job done. It was a tough battle, but she pulled out her second sexfight victory.

Tina put her hand on the proud brunette's shoulder declaring her the winner.

"Ladies and Gentlemen, we have an orgasm!!"

"It's always slutty in Philadelphia!"

"Your winner tonight...SARAH SILVERMAN!!"

Sarah popped up, blowing kisses to the crowd as she circled her humiliated foe. Sarah licked her lups as she gave Kaitlin a lustful look, stepping over the defeated blonde and squatting over her face.

Rubbing her hairy crotch, Sarah went to her signature move, peeing on her beaten foe, much like she did to Amy Schumer when she defeated the big blonde a couple months ago. A long stream rained down on the skinny blonde, splattering across her tummy and flat chest. The kinky brunette slid further up, dousing Kaitlin's face and hair as she continued with the surprising golden shower.

The defeated comic actress turned her head, trying to avoid the kinky punishment, but ended up an unrecognizable mess, smelling of urine, with he drenched hair draped across her face. Swallowing a gulp or two of the salty liquid, Kaitlin spit out what she could, wiping piss from her eyes as she tried her best to recover from the embarrassing golden shower.

"YOU FUCKING BITCH!!!"

"WHAT ARE YOU DOING?!!"

Sarah got to her feet, towering over her pissed off opponent, massaging her pussy while leering down at her soaked rival.

"This is how I celebrate my wins, Bitch."

"Better luck next time!"

In the continuation of Celebrity Sexfights, Tina Fey, the new emcee, delighted the audience with her provocative entrance and lascivious comments. She introduced the two contestants for the night, Sarah Silverman and Kaitlin Olson. Sarah, known for her love of golden showers, entered the ring in a lime green bikini, while Kaitlin, inspired by her friends, showcased her small but firm breasts in a black string bikini. The sexfight between the two comediennes was filled with trash talk, stripping, and a fierce battle for dominance. Amidst the chaos, both Sarah and Kaitlin's lesbian fetish became a significant part of their match, leading to a passionate grappling session with tantalizing results. Even celebrities like Kaitlin's fellow It's Always Sunny In Philadelphia cast member, Danny DeVito, were thrilled to witness this risqué spectacle.

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