The Sports Bar Waitress' Nightmare
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The Popular Stories board houses stories that were able to convince the community by gaining a rating of 30 or higher. New stories are never posted here but have to earn their place here in the Public Stories board first. Other than that, there are no restrictions on the stories that might find their way here. Whether it's forced sex or consensual BDSM, a German short story or an English epic, all kinds of stories can join the hall of fame.
Please honor the authors and their stories who have provided the community with these classics with respectful comments and ratings. It's a simple thing that helps to keep the community alive and to motivate the authors to write more stories of such high quality for all of us to read. Thank you!
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rduotgh
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Re: The Sports Bar Waitress' Nightmare
great story. Would be great if her dad found out what happened and showed up at her work to rape her also.
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Vile8r
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Re: The Sports Bar Waitress' Nightmare
Thank you for the comment!rduotgh wrote: Wed Sep 09, 2026 7:09 am great story. Would be great if her dad found out what happened and showed up at her work to rape her also.
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Vile8r
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Re: The Sports Bar Waitress' Nightmare
Chapter 15: Chester takes Blair's ass cherry!
The hot water felt good. She rinsed the last vestiges of Norm's cum off her face and just collapsed against the far wall of the shower stall. The water cascaded down over her body and for a few minutes she was able to forget about everything. She wished it was all just a horrible dream, and if she opened her eyes it would be over. But she knew that was not the case. All she knew was that she had to be strong. She had to get through this, one way or another. Just do whatever they wanted her to do and hopefully, HOPEFULLY, when it was all over, they would let her go.
The door to the shower suddenly opened. Blair spun around with a start. Norm was standing there.
“Okay, bitch. Let’s go!” he said.
He reached in, grabbing Blair by the hair and yanking her out of the shower by one hand as he shut off the taps with the other. She stood shivering outside the shower. Norm threw her a towel and told her to dry off.
“What’s wrong? Ya cold? Don’t worry, we’ll get ya warmed up again!” he sneered.
“Now, back on yer knees!” he ordered.
Blair got back down on all fours as Norm pulled on the leash around her neck and walked towards the door. Blair crawled along behind him. As they entered the rec room, Blair noticed Chester and Rick were watching another video on the big flat-screen TV. She could see it was another home-made video, but this one featured a different girl. A young, slender girl with brown skin and long, black hair, looking to be in her early 20s. She appeared to be Latino.
“Hey!” Norm exclaimed to Chester. “Haven’t seen this video in a while. Good little Stella!”
Chester was sitting in his large recliner with a cigar and another drink. He was now wearing a big black silk housecoat.
“You bet, Norm,” he replied. “Showing Rick some of the fun I’ve had over the years. Found my little movie I made with Stella.”
How many girls had this pig raped over the years, wondered Blair? The more she thought about it, the more it made her sick to her stomach.
Then Chester shut off the TV and began to stand up. Blair could see he was partially erect under the housecoat. Rick also started getting up. He had put his pants back on but Blair could still see a large bulge between his legs as well. She felt a cold sweat breaking out on her forehead. Chester walked slowly towards her and she could see he was holding something in one hand.
He took the leash from Norm’s hand and began pulling her towards the bed.
“Now that yer all cleaned up, we can continue our little party. Since I first saw ya tonight, been waiting fer THIS, honey!” he said with an evil grin. “ It’s time to pop that ass cherry wide open!”
“OH MY GOD! NOT THAT NO!NO! NOOOOOO!” screamed Blair as she attempted to pull back from Chester.
“Come on you guys! Give me a hand here!” Chester yelled at Rick and Norm.
They each grabbed an arm and lifted her up off the floor, pulling her onto the bed. She was frantically twisting and flailing her body as she continued to scream and plead. Norm and Rick held her down on the bed by her arms as Chester climbed on the bed behind her. Looking over her shoulder, she was able to see what it was Chester was holding in his hand. It was a red ball gag.
Reaching down in front of her, Chester jammed it in her open mouth and pulled the ties back around her head, tying them securely. Her eyes went wide with absolute fear.
“Sorry I gotta do this sweetie, but you might get a little loud! And I’m gittin’ a headache from all yer screamin’” said Chester.
Chester pulled off his housecoat as he grabbed her legs and yanked them wide apart. He began to position himself between Blair’s slender thighs. He wrapped the leash tight around his right hand, pulling Blair‘s head back as he guided himself up to the entrance of her anus with his other hand.
“Always have been a bit of an ass-man,” he growled as he looked down at the quivering girl. “This could hurt a bit, cuz I’m goin’ in dry!”
Then dropping his huge weight down on her, he plunged into her ass in one vicious thrust. Chester felt the walls of her rectum violently tearing as his enormous shaft pushed in to the hilt.
“MMMMMMMMMPPPPPPPPPHHHHHHHHHH!!!!!!!!!”
Blair’s head snapped back and her whole body went rigid. Her eyes rolled back as her face contorted in an explosion of pain.
“Ohhhh! I told ya that was gonna hurt”, Chester laughed. “Well, get used to it, cuz I’m just gittin’ started! By the time I’m done, ya ain’t gonna feel like wigglin’ that little ass for a looooong time!”
Chester pulled back out about halfway, his penis streaked with Blair’s blood and plunged himself in again, his ball sac slapping against her.
“UUUUUUGGGGGHHHHHMMMMMMPPPPHHHHHH!” An inhuman sound escaped from Blair’s throat. Tears streamed down her cheeks and mixed with a thread of snot that had blown out her nose and plastered itself against her cheek.
“Yeehawww!” hollered Norm as he struggled to hold the twisting, bucking girl down on the bed. “Fuck her shitter! Fuck it hard, man!”
“Yeah!” added Rick. “Kill that pretty white ass!”
Chester was steadily driving in and out of her ass, sweat beginning to run down his forehead from the exertion. He was bringing Blair’s knees up off the bed with every thrust, keeping a tight hold on the leash.
“AAAGGGHH!AAAGGHHH! AAAAGGGHHH!” Blair groaned from out around the ball gag. Her lower body was on fire from Chester’s huge cock spreading apart her tight anus. It felt like a white-hot spear being pushed right up inside her.
“Oh…uhh…man….uhhh….she’s….uhhh….tight!” Chester grunted between thrusts.
Blair’s screams suddenly ceased and her body went limp. Her head fell forward. Chester yanked her head back with the leash and looked down at her face. Her eyes were closed.
“Holy shit, dude!” Rick exclaimed. “I think she just passed out!”
“So…uhhhh…what?” said Chester. “Ain’t gonna make me…..uhhhh….. stop!”
Chester let go of her hair and let her head flop down onto the bed. He gripped her hard around the hips with both hands and increased the speed of his thrusts. He could feel the pressure beginning to build in his balls. After Blair had blacked out, the room had suddenly went silent, the only sounds to be heard were those of Chester roughly grunting as he pounded away at the young woman’s ass and the harsh slap, slap, slap of his body hitting against the back of her thighs.
Throwing his head back, he let out an enormous yell. “ Uhhhhhyeeeeeesssssss!!!”
Spittle flew from his half-open mouth as his hips shuddered and he emptied a load deep into her rectum. He thrust into her a couple of more times, as her rectal muscles contracted, milking the last few drops of cum out of him. Chester pulled out, his cock making a wet slurping sound, and collapsed on the bed beside the still form of Blair.
"Damn!" Chester panted. "I'm thinkin' that's one of the best ass-fucks I've ever had! Man, she was tight!"
The entrance door to the room suddenly flew open. In staggered Lyle. He was carrying a half-full bottle of whiskey.
“I’m back, you mother-fuckers! Where is that little gutter-slut? I’m ready to fuck her so goddamn hard!” he slurred.
Chester looked over at the drunken man. He was quite a sight. His hair was all over the place, one shoe was untied, and part of his shirt was sticking out through the fly on his pants. From the look of his bloodshot eyes and crazed stare, Chester could see it wasn’t just liquor that was responsible for Lyle’s disheveled appearance. He was obviously on something. Chester knew that Lyle had a habit of occasionally indulging in crack cocaine.
“Where the hell you been, Lyle?” asked Chester. “You been missin’ a helluva good time. Just finished bustin’ her ass!”
“Well, I’m ready to get my piece now too,” said Lyle as he lurched toward the bed. That was when he pulled out the gun from the waistband of his pants.
“Now get the FUCK away from the bed, all of you pricks , or I‘ll blow yer fuckin‘ heads off! Me and little Blairie got some unfinished business!”
“What the fuck?! Put that goddamn thing away!” yelled Chester, hauling his weight up off the bed.
Rick and Norm had backed away from the bed, both looking at Lyle nervously.
“Holy shit, man!” exclaimed Rick. “Your buddy there is fuckin’ whacked. I don’t need no shit like this.”
“It’s okay, it’s okay.” Norm reassured him. “I’ve seen Lyle like this before. Lyle, you been doin’ crack again?”
Lyle turned towards Norm, the gun waving around unsteadily. “It ain’t none of yer business, Norm, what I been doin’”!
“Okay, okay,” said Norm. “Just take it easy. We’re yer friends, remember. You just go ahead and do whatever ya need to do. Just put the gun away, all right? Ya don’t need the gun.”
“Yeah!” said Chester, walking towards Lyle. “Give me that gun, ya crazy little piss-ant. Or I’ll pound yer head into fuckin’mush!”
Lyle spun back towards Chester, squeezing the trigger. The gun fired, a bullet whizzing just past Chester’s s left shoulder and striking a glass sitting on the bar. The glass exploded, tiny shards of glass flying in all directions.
Blair had recovered consciousness by this time. She looked over her shoulder groggily, trying to determine what all the commotion was. There was a dull burning sensation in her insides from Chester’s violent invasion of her and could feel his cum still oozing out from her rectum. She thought she could hear Lyle’s voice. Is he back now? she wondered to herself, her brain still in a haze of pain.
“All right, ya fuckin’ basket case!” said Chester. “We’ll leave ya alone. Just quit wavin' that goddamn gun around before ya get one of us killed! And don’t ya even think about hurtin’ that girl. I don’t wanna have to dispose of a fuckin’ body just cuz of yer stupidity.”
“Don’t worry, Chester, ya big fat dick!” Lyle slurred. “Me and the little slut are just gonna get to know each other a little better. We kinda got off on the wrong foot earlier. But now I’m ready to make it up to her. So why don’t ya just go sit down along with those other two morons. Watch and maybe ya’ll learn something.”
The hot water felt good. She rinsed the last vestiges of Norm's cum off her face and just collapsed against the far wall of the shower stall. The water cascaded down over her body and for a few minutes she was able to forget about everything. She wished it was all just a horrible dream, and if she opened her eyes it would be over. But she knew that was not the case. All she knew was that she had to be strong. She had to get through this, one way or another. Just do whatever they wanted her to do and hopefully, HOPEFULLY, when it was all over, they would let her go.
The door to the shower suddenly opened. Blair spun around with a start. Norm was standing there.
“Okay, bitch. Let’s go!” he said.
He reached in, grabbing Blair by the hair and yanking her out of the shower by one hand as he shut off the taps with the other. She stood shivering outside the shower. Norm threw her a towel and told her to dry off.
“What’s wrong? Ya cold? Don’t worry, we’ll get ya warmed up again!” he sneered.
“Now, back on yer knees!” he ordered.
Blair got back down on all fours as Norm pulled on the leash around her neck and walked towards the door. Blair crawled along behind him. As they entered the rec room, Blair noticed Chester and Rick were watching another video on the big flat-screen TV. She could see it was another home-made video, but this one featured a different girl. A young, slender girl with brown skin and long, black hair, looking to be in her early 20s. She appeared to be Latino.
“Hey!” Norm exclaimed to Chester. “Haven’t seen this video in a while. Good little Stella!”
Chester was sitting in his large recliner with a cigar and another drink. He was now wearing a big black silk housecoat.
“You bet, Norm,” he replied. “Showing Rick some of the fun I’ve had over the years. Found my little movie I made with Stella.”
How many girls had this pig raped over the years, wondered Blair? The more she thought about it, the more it made her sick to her stomach.
Then Chester shut off the TV and began to stand up. Blair could see he was partially erect under the housecoat. Rick also started getting up. He had put his pants back on but Blair could still see a large bulge between his legs as well. She felt a cold sweat breaking out on her forehead. Chester walked slowly towards her and she could see he was holding something in one hand.
He took the leash from Norm’s hand and began pulling her towards the bed.
“Now that yer all cleaned up, we can continue our little party. Since I first saw ya tonight, been waiting fer THIS, honey!” he said with an evil grin. “ It’s time to pop that ass cherry wide open!”
“OH MY GOD! NOT THAT NO!NO! NOOOOOO!” screamed Blair as she attempted to pull back from Chester.
“Come on you guys! Give me a hand here!” Chester yelled at Rick and Norm.
They each grabbed an arm and lifted her up off the floor, pulling her onto the bed. She was frantically twisting and flailing her body as she continued to scream and plead. Norm and Rick held her down on the bed by her arms as Chester climbed on the bed behind her. Looking over her shoulder, she was able to see what it was Chester was holding in his hand. It was a red ball gag.
Reaching down in front of her, Chester jammed it in her open mouth and pulled the ties back around her head, tying them securely. Her eyes went wide with absolute fear.
“Sorry I gotta do this sweetie, but you might get a little loud! And I’m gittin’ a headache from all yer screamin’” said Chester.
Chester pulled off his housecoat as he grabbed her legs and yanked them wide apart. He began to position himself between Blair’s slender thighs. He wrapped the leash tight around his right hand, pulling Blair‘s head back as he guided himself up to the entrance of her anus with his other hand.
“Always have been a bit of an ass-man,” he growled as he looked down at the quivering girl. “This could hurt a bit, cuz I’m goin’ in dry!”
Then dropping his huge weight down on her, he plunged into her ass in one vicious thrust. Chester felt the walls of her rectum violently tearing as his enormous shaft pushed in to the hilt.
“MMMMMMMMMPPPPPPPPPHHHHHHHHHH!!!!!!!!!”
Blair’s head snapped back and her whole body went rigid. Her eyes rolled back as her face contorted in an explosion of pain.
“Ohhhh! I told ya that was gonna hurt”, Chester laughed. “Well, get used to it, cuz I’m just gittin’ started! By the time I’m done, ya ain’t gonna feel like wigglin’ that little ass for a looooong time!”
Chester pulled back out about halfway, his penis streaked with Blair’s blood and plunged himself in again, his ball sac slapping against her.
“UUUUUUGGGGGHHHHHMMMMMMPPPPHHHHHH!” An inhuman sound escaped from Blair’s throat. Tears streamed down her cheeks and mixed with a thread of snot that had blown out her nose and plastered itself against her cheek.
“Yeehawww!” hollered Norm as he struggled to hold the twisting, bucking girl down on the bed. “Fuck her shitter! Fuck it hard, man!”
“Yeah!” added Rick. “Kill that pretty white ass!”
Chester was steadily driving in and out of her ass, sweat beginning to run down his forehead from the exertion. He was bringing Blair’s knees up off the bed with every thrust, keeping a tight hold on the leash.
“AAAGGGHH!AAAGGHHH! AAAAGGGHHH!” Blair groaned from out around the ball gag. Her lower body was on fire from Chester’s huge cock spreading apart her tight anus. It felt like a white-hot spear being pushed right up inside her.
“Oh…uhh…man….uhhh….she’s….uhhh….tight!” Chester grunted between thrusts.
Blair’s screams suddenly ceased and her body went limp. Her head fell forward. Chester yanked her head back with the leash and looked down at her face. Her eyes were closed.
“Holy shit, dude!” Rick exclaimed. “I think she just passed out!”
“So…uhhhh…what?” said Chester. “Ain’t gonna make me…..uhhhh….. stop!”
Chester let go of her hair and let her head flop down onto the bed. He gripped her hard around the hips with both hands and increased the speed of his thrusts. He could feel the pressure beginning to build in his balls. After Blair had blacked out, the room had suddenly went silent, the only sounds to be heard were those of Chester roughly grunting as he pounded away at the young woman’s ass and the harsh slap, slap, slap of his body hitting against the back of her thighs.
Throwing his head back, he let out an enormous yell. “ Uhhhhhyeeeeeesssssss!!!”
Spittle flew from his half-open mouth as his hips shuddered and he emptied a load deep into her rectum. He thrust into her a couple of more times, as her rectal muscles contracted, milking the last few drops of cum out of him. Chester pulled out, his cock making a wet slurping sound, and collapsed on the bed beside the still form of Blair.
"Damn!" Chester panted. "I'm thinkin' that's one of the best ass-fucks I've ever had! Man, she was tight!"
The entrance door to the room suddenly flew open. In staggered Lyle. He was carrying a half-full bottle of whiskey.
“I’m back, you mother-fuckers! Where is that little gutter-slut? I’m ready to fuck her so goddamn hard!” he slurred.
Chester looked over at the drunken man. He was quite a sight. His hair was all over the place, one shoe was untied, and part of his shirt was sticking out through the fly on his pants. From the look of his bloodshot eyes and crazed stare, Chester could see it wasn’t just liquor that was responsible for Lyle’s disheveled appearance. He was obviously on something. Chester knew that Lyle had a habit of occasionally indulging in crack cocaine.
“Where the hell you been, Lyle?” asked Chester. “You been missin’ a helluva good time. Just finished bustin’ her ass!”
“Well, I’m ready to get my piece now too,” said Lyle as he lurched toward the bed. That was when he pulled out the gun from the waistband of his pants.
“Now get the FUCK away from the bed, all of you pricks , or I‘ll blow yer fuckin‘ heads off! Me and little Blairie got some unfinished business!”
“What the fuck?! Put that goddamn thing away!” yelled Chester, hauling his weight up off the bed.
Rick and Norm had backed away from the bed, both looking at Lyle nervously.
“Holy shit, man!” exclaimed Rick. “Your buddy there is fuckin’ whacked. I don’t need no shit like this.”
“It’s okay, it’s okay.” Norm reassured him. “I’ve seen Lyle like this before. Lyle, you been doin’ crack again?”
Lyle turned towards Norm, the gun waving around unsteadily. “It ain’t none of yer business, Norm, what I been doin’”!
“Okay, okay,” said Norm. “Just take it easy. We’re yer friends, remember. You just go ahead and do whatever ya need to do. Just put the gun away, all right? Ya don’t need the gun.”
“Yeah!” said Chester, walking towards Lyle. “Give me that gun, ya crazy little piss-ant. Or I’ll pound yer head into fuckin’mush!”
Lyle spun back towards Chester, squeezing the trigger. The gun fired, a bullet whizzing just past Chester’s s left shoulder and striking a glass sitting on the bar. The glass exploded, tiny shards of glass flying in all directions.
Blair had recovered consciousness by this time. She looked over her shoulder groggily, trying to determine what all the commotion was. There was a dull burning sensation in her insides from Chester’s violent invasion of her and could feel his cum still oozing out from her rectum. She thought she could hear Lyle’s voice. Is he back now? she wondered to herself, her brain still in a haze of pain.
“All right, ya fuckin’ basket case!” said Chester. “We’ll leave ya alone. Just quit wavin' that goddamn gun around before ya get one of us killed! And don’t ya even think about hurtin’ that girl. I don’t wanna have to dispose of a fuckin’ body just cuz of yer stupidity.”
“Don’t worry, Chester, ya big fat dick!” Lyle slurred. “Me and the little slut are just gonna get to know each other a little better. We kinda got off on the wrong foot earlier. But now I’m ready to make it up to her. So why don’t ya just go sit down along with those other two morons. Watch and maybe ya’ll learn something.”
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Horsechoker
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Re: The Sports Bar Waitress' Nightmare
Nice chapter, Can't wait to see how she takes Rick up the ass
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Ashu
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