Lennie and Samantha
Copyright© 2025 by dawg997
Chapter 6
Erotica Sex Story: Chapter 6 - An older man, who found financial success later in life after enduring years of anguish, grief, and bitterness, unexpectedly meets a stunning, high-end escort at an upscale bar. Neither had sought love for over a decade, their pasts having long since closed that door. Yet, what they had both stopped believing in suddenly seems possible. Two very different worlds collide.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Mult Coercion Consensual NonConsensual Rape Romantic Lesbian BiSexual Heterosexual Fiction Uncle Humiliation Rough Sadistic Gang Bang Group Sex Harem Orgy Interracial Black Male White Male White Female Anal Sex Cream Pie Double Penetration Exhibitionism Oral Sex Prostitution Violence
Note from author: This is the chapter you were previously warned about, which has violence against women. If that bothers you, please skip it and go on to the next chapter. The takeaway of this chapter shows Cindy’s spirit to be broken and compliant with Dwayne’s wishes and orders. What follows is how that happens.
The third day started the same way, with Dwayne going around the world on her with Sam taking him in all three holes again. Taylor was impressed by how Sam had performed. She looked to be a seasoned pro when she dropped to her knees to give a sloppy blowjob, and howled in passion when she took Dwayne doggie-style. With lube, she was even able to take the black pimp in the ass without too much discomfort. He blasted his third load into her butthole, and Taylor thought that was the final test Samantha would have to endure. It took about an hour and a half in total; they were done by 2 p.m. Around 4 p.m., Dwayne told both women that he was going out for a while.
“Where are you going?” Taylor asked. She knew his every move. She was his bottom bitch after all, and she had to stand in his place to deal with customers or other girls sometimes if he was unavailable, and she needed to be able to reach him on a moment’s notice.
“None of your business. I’ll be back later tonight.”
Taylor wanted to know where the new girl stood. After all, if she was ready, then Taylor could put her into service and start making money, of which she got a small cut.
“Does Cindy, err, I mean Samantha, need to do anything else to prove she is trained for the job, Dwayne? After all, you’ve gone around the world on her three times now, and she’s mastered the art of giving a deepthroat blowjob. Last time you fucked her in her ass with that big dick of yours, she didn’t even flinch. And she can deep throat dick like a pro. She’s shown us that she is ready to go, right?”
Taylor’s voice couldn’t hide the uncertainty in her thoughts. She was unsure because Dwayne was being coy and shady, so maybe Samantha wasn’t done. But what else could that mean?
“Not quite. The bitch still needs to learn some stuff, and we’re running out of time. I have figured out a way to take care of it, don’t you worry that pretty little head of yours.” And with that, Dwayne walked out the door.
It was odd to Taylor that he would not give her an answer. About a half hour after he left, a loud knock pounded on their door. Taylor opened it and gasped at who stood there.
“Jerome? What are you doing here?” Taylor had a concerned look on her face. He was another pimp that Dwayne talked with quite a bit. Sometimes, they would use each other’s girls if one had a big event that needed a lot of escorts or hookers.
Nearly eight years ago, she also knew him to beat up prostitutes who didn’t follow orders or who didn’t come home with their targeted quota of money her pimp demanded she earn on the streets. In the early days with Dwayne, when she didn’t meet her quota, and after a few warnings from him, Dwayne walked her over to Jerome’s apartment and then left for a few hours, while Jerome beat the hell out of her for not bringing home enough money for the night. Careful not to mark up her face with bruises, he whipped and beat her for over an hour, forcing her to perform extreme sex acts like being pissed on in her mouth and licking his asshole after he took a shit, but didn’t wipe. A young, naive Taylor was thoroughly abused in the most disgusting way possible.
No matter how much Taylor screamed and cried, Jerome didn’t let up a bit, continuing to force her to perform the most deviant and perverted acts. She was also threatened to be forced to get on the floor on her knees and elbows and be sexually attacked by Jerome’s Rottweiler on the floor in front of him. She remembers that incident to this day, and probably for the rest of her life.
“Noo! Please! Jerome, don’t make me do that!” she said when she realized what Jerome was telling her to do.
“I said, you stupid whore, that you are getting punished! All you had to do was bring back $1200 bucks for an entire evening’s work, and you didn’t even do that! Now get your naked ass down on the floor and bend over, knees and elbows. NOW! Rocky is going to remind you to work harder next time.”
A young 18-year-old Taylor was mortified. Being fucked by a big dog?
“No! That’s disgusting!”
She started crying, begging for a reprieve. The scene stayed that way for five long minutes. Rocky, the slobbering Rottweiler, sensed what he was going to do soon, as he had done it before when Jerome was around, with other girls who misbehaved. He started prancing back and forth around Taylor, who was nude and still up on her knees, one last bendover away from being ravished and humped by a 140-pound slobbering dog.
The threat of being raped by a big dog was enough. The message got through to her. Jerome finally told Taylor to stand up. She was still shaking. He motioned to her, and she walked over to him, dropped between his legs, and unzipped his jeans, pulling out his massive 10-inch cock.
“Suck on this, and think about what was going to happen here. Because I am a magnanimous person,” he sneered, “I am letting you pass for this one time. If I ever hear that you are short of money again, well, you know what will happen. Right, Rocky?”
“Bark bark!” Rocky answered his master.
Taylor said nothing but kept bobbing her mouth up and down on Jerome’s massive black cock. She stopped a few times for a second or two to look around and see that Rocky was still on the other side of the room. Tonight, she dodged a bullet.
Eight years later, the absolute terror she experienced that day reappeared every time she saw Jerome. Heartless, nasty Jerome.
“Hey, Taylor. I’m here because Dwayne told me you have a new girl here.”
“Yeah, but why are you here? I mean, she has done everything Dwayne has asked of her.” He pushed by her and into the apartment.
Taylor immediately picked up her phone to call Dwayne. Only he could stop Jerome, and she had to contact him so that Jerome wouldn’t start with Samantha. The phone kept ringing until it rolled to voicemail. Strange, Dwayne’s phone never rolled to voicemail. It did twice more until she realized Dwayne had planned this all along.
“No need for you to worry your pretty little head, honey,” he said flippantly to Taylor. He walked in. “Where is our little bitch?” He looked into the room and saw Samantha sitting on the edge of the sofa. “Oh, this must be her!”
“I’m Samantha.” She looked at Taylor, whose face had turned white. Immediately, she felt there was something wrong.
“So why are you here, Samantha?” This new man is scaring Taylor, so she figured she would just go along with what he wanted.
“I’m here to learn how to be a whore and make money.”
“What have you learned so far?”
“I’ve had sex here,” pointing to her mouth, “sex here,” pointing to her crotch, “and sex here,” lifting her butt a little and pointing to it.
“How old are you?”
“I’m 21.”
“Does your family know what you are doing?”
“No, my sister lives out of state, and my dad needs an operation that insurance doesn’t cover, so Dwayne has let me become one of his girls to make the money we need for the surgery.”
He paused and stared at her for a few seconds. “So, do you like sucking dick for money?”
Samantha didn’t flinch. She had quickly accepted her new lot in life, at least for the next year and a half. “It’s okay. It’s a lot of money, and it’s becoming easier, too. Today with Dwayne was a lot better than the past two days. For all the money I’ll make, it isn’t too bad. Really, this was the only option I had.”
“Why don’t you stand up so I can see what you look like?” It wasn’t a request, but a command.
“Turn around. Take off your panties and bend over. Grab your ass cheeks and spread. Hold that position. Let me look at your holes. Are you ready to get fucked?” Sam looked at Taylor, who said nothing but glared at Jerome with wide-open eyes. Sam figured this guy was her next test. Taylor wasn’t so sure.
“Are you going to fuck her, Jerome? Dwayne just fucked her a few hours ago; she did it all,” Taylor offered, trying to get Jerome to forget why he was there.
“Shut up, Taylor, I’m talking with Samantha. So, you blue-eyed sweetie, are you ready for some big black cock? I’m even bigger than Dwayne, you know.”
“Yeah,” Sam responded, flat and unemotional. She was starting to get used to the fact that her primary task for the next 18 months was to perform sex acts, and she had finally accepted her fate.
“Can you twerk?”
“I can try.” She bent over again at the knees and shook her ass cheeks up and down. Curved and muscular, they didn’t shake like fat loose buns. It served the purpose of shaming her, however, which is why he asked.
“Are you ready to get fucked?” he asked again.
“Yeah, more than ready. Stick that dick in my wet pussy.” She figured the dirty talk was expected of her. Her mask, hiding her fears, sounded trite and phony. Jerome smiled at this new girl’s unsophisticated speech. She had no idea what was coming.
He grabbed her and forced her to her knees. Suddenly, he was barking orders at her loudly. What was once a faint smile turned into a nasty sneer. He looked angry, a mean look in his eyes.
“Open your mouth and suck my cock, bitch.”
She did as she was told, but he grabbed her by her long brunette hair and roughly jammed his large cock down her throat. His cock was just as long but even fatter than Dwayne’s. Jerome treated her much worse than Dwayne ever did. Samantha was overwhelmed by the black pimp’s force. She immediately gagged and tried to spit it out. He grabbed the back of her head and forced her back down.
“Ready to get your face fucked? Open your mouth.” The sneer in his voice couldn’t be missed.
She gagged again, his force too difficult to defend from. Dwayne had been forgiving and gave her all the time she needed. This man was rough and demanding. Her reaction was to try to spit the big cock out of her mouth, but he wouldn’t let her. He tightly grabbed her hair and forced her down on his giant black cock.
“I said, open your mouth. Open it. Open. Your. Mouth.” All the time, he was forcing her, but she couldn’t take it. Her mouth was wide open, as wide as it could get. The black cock was simply too large to fit more than a few inches in her mouth. She started gagging.
“Open your mouth, open your mouth,” Jerome repeated. “Say AAHHH.”
Breathing became difficult as he held his cock down her throat while pulling tightly on her hair. The angry cock plunged in and out, slamming into the back of her throat, which made it hard to breathe.
“Goddamn it, open your fucking mouth, bitch!” He wouldn’t stop. He jammed her face down onto his hard dick. “Swallow it bitch, swallow my dick!”
She gagged as she started to cough up drool. She choked even more. Who was this man, and why was he being so mean? Her thoughts were a blur.
“Open your fucking mouth bitch, and take this cock. Open your mouth! Stick that tongue out and lick my balls bitch.” When she didn’t immediately respond to his wishes, he pulled her head from his cock and slapped her face again and again. It was not a love tap but an abusive, hard hit with his open palm across her face. She continued to gag and started to get scared. He tightly grabbed her hair, controlling any action of her head. She looked over at Taylor, who was sitting on a chair about ten feet away, watching everything. Taylor looked back at her without changing her expression. Right then, Samantha realized this had to be planned. What was happening to her was no surprise to Taylor.
“Open your mouth bitch.” His cock continued to choke her as she fought for air to breathe. He was getting vicious now, out of control, focusing on choking her with his big cock. He wasn’t going to stop any time soon. Between pulling on her hair when he pushed out, she cried, “Please! Please! Stop!”
“You bitch. You whore. I said open your mouth so I can fuck your throat. How difficult is that, whore?” His voice was quieter but more menacing than before, as if he were about to explode. Samantha whimpered, then started crying loudly. She glared at him, hating everything about him. He was here only to abuse her and torment her. And he was doing one badass job.
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