Sherry's Story

The Date

Disclaimer: I don’t own the rights to Sin City the movie or the graphic novels.

A/N: My story has nothing to do with the plotline in the novels. This chapter contains adult material: Oral.

Please Read and Review!

lll

An hour or so later, I heard a soft knock at the door. “Come in,” I called out. The door opened and I saw Sable framed in the doorway. I was happy to see her. I invited her in and moved over in bed so she could sit beside me. My face was wet from tears and I brushed them away with my hand so Sable wouldn’t see that I had been crying.

“There’s no need to do that, Cherry. I heard you crying in your sleep.”

“I’m sorry,” I mumbled. “I didn’t mean to wake you.”

“That’s okay. I know how it is. When I first started, it took me a while to get over the pain, too. I can help you.”

“How?”

She opened her purse and pulled out a small flask. “Go on, have a swig.”

“Will you share some with me?” I asked and I saw her smile.

“Sure.” She brought the flask to her lips and took a deep drink. She passed it to me and I did the same. It was vodka and it burned all the way down. I coughed and she patted me on the back until I could breathe again.

“Since you’re new to this stuff, take small sips at first. Vodka is like swallowing a man’s come: don’t think of how bad it tastes, just swallow. I brought you something else.” She handed me a small bottle of pills. “These will help you get through a lot. If I didn’t have these, I never would’ve made it as long as I have.”

“What are they?” I asked.

“Painkillers. But if you take enough of them, they make you feel good. Take some with the booze and you’ll see what I mean.”

Sable was my friend and I knew she’d never hurt me on purpose. I took two pills in my hand and washed it down with the vodka.

“It takes a while to work. Until it does, we can chat,” Sable said, getting herself more comfortable on my bed. I enjoyed having someone other than a customer to talk to. And in my line of work, guys didn’t do all that much talking.

“How long have you been here?” I asked, taking another drink.

“Four years. Momma says I only have a couple months to go before my contract is paid off. The second she tells me I’m free to go, I’ll be out the door and gone.”

My mouth hung open. Four years? I’d have to do this for four more years? I had no idea it would take so long.

“What will you do afterwards? Once you’re outta here, I mean?”

She shrugged. “I don’t know and I don’t care. Don’t tell her this, but I’ve been skimming for a while now and I have enough to live on my own for a few months.”

“I’m glad.” I was lying through my teeth--I wasn’t glad. I was as far from being glad as I could possibly be. My only friend was leaving me. I felt betrayed but at the same time, I was ashamed—she was free. How could I resent that? If the situation was reversed and I was the one leaving, I wouldn’t look back for a second.

An odd feeling came upon me gradually. I had never felt this way before. I felt like my body wasn’t a part of myself. It was as if my head were floating.

“It’s kicking in, isn’t it?” Sable asked. “How do you feel?”

“I don’t know. It’s hard to explain,” I said.

“Feels good, doesn’t it? See? I told you. If you think a guy going to be rough or even if fucking is the last thing you want to do, take some of those beforehand and you won’t mind as much. If you can, take them with alcohol—they work faster and better if you do that.”

My head was spinning but I liked it. I liked it a lot. “Thanks. I could definitely get used to this. Does Momma know that you have these?”

Sable laughed. “Who do you think gave them to me? I’m giving you my supply because I don’t need them anymore. Once you run out, you’ll have to see her about getting some more. They’re not free. I’m surprised she hasn’t told you about them yet. Are you nervous about your date with Big Ben tomorrow night?”

I confessed that I was. “I’m afraid of saying or doing the wrong thing and Ben won’t want to see me any more. What should I do?”

“Before he comes to pick you up, take a drink. Or better yet, take two. See how it goes. If you’re still feeling jittery, take a couple of the pills. I guarantee that they will do the trick and you can enjoy yourself. It’s late and we should get some sleep. ‘Night,” she said, getting up from the bed and she left my room. I was left alone to think about tomorrow.

lll

As the time grew nearer for Ben to show up, the more nervous I became. I gave a lot of thought to what I should wear. I finally settled on a tight turquoise sweater and black khaki pants. I swept my hair up and put on some makeup—not a lot, but just enough to show Ben that I was not a child. I decided to take Sable’s advice and have a drink. It helped a lot and I felt myself relaxing. Maybe I can do this, I thought.

“You look nice,” he said when I met him at the reception room door. I couldn’t help but blush. I felt pretty but it was always nice to hear that from a man. I noticed that he had dressed up too: he was wearing a nicely tailored charcoal jacket and slacks with a navy blue silk shirt. It had to be custom made for I doubted any retail store would carry his size in anything.

Once we got outside, he opened the car door for me and I got in. He went to the driver’s side and started the car.

“So, Sherry, tell me about yourself,” Ben said as we drove along. He asked if it was okay if he smoked and I tried to suppress a smile at his considerate request. How many other johns would care if cigar smoke bothered the woman they had paid for?

“My stepfather, Tom, was a cop. He married my mom after my father was killed. She died of cancer when I was thirteen. Because she was dying, my stepfather couldn’t sleep with her anymore and he started coming to my bed at night. He didn’t want her to know, so he’d wait until she was out cold from her pain pills before coming to my room.

“If he drank, I would dread it when I heard his footsteps coming down the hall because I’d know he wanted me and he wasn’t going to be gentle. The night I ran away from home was the worst—he’d started beating me if I said no. I had had enough and I knew if I didn’t leave, he’d kill me sooner or later. I hit him over the head with a lamp and ran out of the house. When I got to Sin City, I ran into Rita. She took me to Momma’s and I’ve been here ever since. That’s my story.”

“We’re here,” Ben announced and when I saw where we were, I laughed. We were outside the Basin City Gun Club. “Well, you did say you wanted to learn how to use a gun, didn’t you?”

lll

We left the place two hours later, and I felt like I was walking on air. My arm and hand hurt from firing a weapon so many times—I never knew that handling a gun was so hard! The first couple of times, the kickback hurt and my shots weren’t anywhere close to the target—but I think the drink and pills I took before the date had something to do with that. Ben laughed at my lousy aim and took the gun back. “Lemme show you how it’s done,” he said and started firing. There was such a concentration in his face as he squeezed off round after round, each one hitting the centre of the target every time. “Don’t worry, kid, you’ll be able to do that soon. C’mon, let’s get out of here and grab a bite to eat.”

We headed to a diner for burgers and a milkshake. Ben took off his jacket and placed it on the back of our booth. I could feel the other patrons staring at us but I didn’t care. I thought they were staring because Ben was wearing a gun but I was wrong.

We’d browsed over our menus and the server came up to us. “What would you like, sir?”

“I’ll have a double cheese burger and a beer, please.”

“And for your daughter?”

I could see Ben’s face turn red with anger and I placed my order before he could say anything. Once she left, I leaned over to him. I knew I had to say something, anything to take his mind away from what she said.

“How long do you think it will be before I do better at the firing range? I was pretty bad.”

“No, you weren’t.” Ben knew what I was trying to do. “All it takes is practice and you’ll get better.”

“Better than you?” I teased.

He laughed, his good mood restored. “No way. You’ll never be as good as me.”

“Wanna bet?”

Our food came shortly after that and we busied ourselves in enjoying it. Both of us were hungry and it didn’t take long for us to finish our meal. Ben threw money on the table and we left.

lll

We went to his apartment. It was a nice place and much neater than I expected. The furnishings were elegant and it was a pleasure to be there. Unlike the Senator’s mansion, Ben’s apartment was a home, not a museum filled with expensive things to show their visitors how rich the owners were. We sat together on the sofa and started to talk. First it was about simple, everyday things like the weather and stuff. I could tell something was upsetting him.

“Ben, don’t worry about what that stupid waitress said, don’t let it bother you.”

“I know, Sherry. That’s not what’s been bothering me. I have to know something. After you came back from the Senator’s, did Momma put you back to work? I mean, did you have to….sleep with other men?”

“Yes. They were really old but harmless. They wanted me to call them Daddy, can you believe that? All they wanted was a quick fuck. Most of them didn’t last longer than a couple of minutes anyway. After I came home from the hospital, Momma made sure that the men I was with wouldn’t hurt me.”

Ben shuddered. I raised my hand and patted him on the shoulder. “It’s okay, Ben. I’m fine.”

“No, you’re not,” Ben said harshly. “Goddamn that woman. I never knew how greedy she was. Kid, let me tell you something. You weren’t found by accident. Momma always has someone trolling the bus or train stations for girls who might be a good addition to her house. So does every Madame in Sin City. But Momma has an incentive: if she really likes who they find, they get a lot of money taken off their contract.”

I felt like someone kicked me in the stomach. It wasn’t luck that Rita found me—she was on the lookout for a new face and I matched the bill perfectly. I was a runaway and relatively pretty but most importantly, I was young. Young enough to satisfy the needs of men who wanted to fuck someone barely old enough to be their daughters. I felt Ben’s arm go around my shoulder.

“There’s more,” Ben said. I wasn’t sure I could take any more and told him so.

“It’s something you have to hear: You didn’t kill your stepfather. I made a couple of calls to some people and I’ve found out that he’s alive and well. All you did was give him a bump on the head. That’s all.”

“The only reason I stayed is because she told me he might be dead and if I went back home, I’d be arrested! Oh God! How could I have been so stupid?”

“It’s okay, kid, don’t feel bad. Hey, think of it this way: if Rita hadn’t brought you to Momma’s, you never would have met me.”

“If I hadn't gone to Momma’s, I wouldn’t have been beaten and raped by the Senator and his sons,” I mumbled.

Ben couldn’t think of anything to say. His arm was still around me and I leaned into him. I felt safe in his arms and wished I could stay there forever. For the first time I was glad that my mom was dead—she raised me to be a good girl. When she was healthy, we went to Sunday Mass every week. She’d be so ashamed that I was living in a whorehouse. I was stuck there until I paid my contract off. I hated the idea of selling myself to men but I had no choice now. If I didn’t earn money, I’d never be free. The morning after I went to Momma’s she gave me a choice: either work for her or I get sent back to my stepfather. I knew I couldn’t go back to him so I chose what I thought was the lesser of two evils.

I wanted desperately to not have to be forced to endure a strange man’s fumbling and groping in the dark; Of feeling him shove his hand down my panties; Of making me do the same to him; Feeling him grope my breasts and twisting my nipples as if he were twiddling with a knob on a radio; Listening as he fumbled with his clothes and waiting for his hands to yank my legs apart; Trying not to cry out when he shoved his cock inside me; Watching him leave after he was done and knowing I had his come inside of me.

Afterwards, I’d curl up on my bed with my knees under my chin and feel worthless. I’d clean myself up, putting on more makeup and going downstairs so another man could use me in the exact same way.

I looked at the clock. If Ben took me home now, Momma would decide that I could have time to do two more men before I could call it a night. I started to cry. I felt cheap and dirty. Disposable. That’s what I was. To be used up and thrown aside like a used tissue.

But even I had to admit to myself it wasn’t all bad. There were quite a few times that a man told me he loved me. Of course, he said it just as he was coming but I needed to hear the words. It made up for a lot of the pain I felt.

Ben kissed me before wrapping his arms around me. “Honey, please don’t cry. I hate to see you this way.”

I couldn’t help it. Ben was showing me the first real human kindness I had known since I came to Sin City.

“Do you wanna talk about it?”

“Talk about what?” I asked.

“About what happened to you in the hospital?”

I hesitated to tell him but I needed to tell someone and Ben was someone I could trust. I buried my face in his shirt and told him everything…

lll

When I opened my eyes for the first time in the hospital, I saw Sable leaning over me.

“You’re awake. Thank God,” she said. She held my hand and I squeezed hers in return. Someone at least cared about me.

“How are you doing, sweetie?” Momma asked, coming into my field of vision.”

“It hurts,” I said.

Momma turned her attention to the doctor as he came to look at me. “Well? How is she?”

“She’s not doing too well. It would be best if she stayed here for a while.”

“How long?”

I could tell by Momma’s tone of voice that she wasn’t pleased.

“At least a week.”

“Christ! Can’t she come home any sooner than that?” Momma’s voice had risen.

“Why are you so insistent that she leave so soon?” the doctor asked, and I could see his eyes narrow in dislike when he looked at Momma. “She can get better care here than she can at your whorehouse.”

She straightened up to her full height. “Don’t you look down your educated nose at me, Mister High and Mighty! You’re a regular at my place and don’t you forget it! You make a remark like that again and I’ll make damn sure the whole city knows that you need to get spanked before you can get off!”

“Shut up!” he hissed. “The whole hospital doesn’t need to know what I do when I’m off duty.” The doctor glanced over his shoulder to see if anyone had heard. He glared back at Momma but said nothing. He was caught and he knew it. “Be that as it may,” he continued, “Let me show you something,” he said and pulled something shiny out of his pocket and gave it to her. “Do you know what this is?”

“It’s a ring. So?”

“It’s the cause of the bleeding. I found it when I examined her.”

I saw distaste flicker over Momma’s face. “You mean to tell me that was inside of her?”

“Yes.” The doctor turned his attention back to me. I’d been following the conversation between the two of them. “Sherry, I have to tell you something. Something that you may not want to hear.”

“What is it?”

“I did the best I could, but the internal damage was too great. Because of what was done to you, the likelihood of you ever having children is non-existent. I am very, very sorry.” He meant every word—I could see it in his eyes.

“Are you telling me that I won’t be able to have kids? Ever?” I asked. I felt tears burn in my eyes when he shook his head.

“Is that a certainty? I mean, are you 100% sure?” Momma interrupted. There was a calculating look on her face that I didn’t like. If I didn’t know better, she was happy that I had been hurt so badly. She caught me looking at her and she smiled at me. “This is a blessing in disguise, Cherry. We have a lot of clients who would pay extra not to have to wear a rubber when they have sex. Now that we don’t have to worry about you getting pregnant, you can pay off your contract that much sooner. Isn’t that great?”

I couldn’t believe what I was hearing. I had just heard the worst news imaginable and all she could think about was how to turn it into a business opportunity.

“What about the Roarkes? What’s going to happen to them? Aren’t they going to go to jail?”

“Of course not! Where would you get such a stupid idea? You haven’t lived here long enough but that family own the police in this state. However, because you’ll be out of commission for a while, I can get the Senator to fork out some serious cash to compensate for my trouble and your lost wages. If he doesn’t agree, I’ll wave his son’s ring under his nose. It’s a Harvard ring, Cherry, and I know for a fact that he paid a lot of money to have his son educated there. He won’t pass up the chance of getting it back again, you’ll see.”

I turned my head so she couldn’t see how much I hated her at that moment. She wasn’t my friend—she was a cold, calculating bitch and like it or not, I was stuck under her thumb until my contract was paid off. I was trapped….


I told Ben everything, holding nothing back. It felt good to talk to someone; someone who would actually listen to me. But most of all, Ben was someone who cared about me.

“When was the last time you had a good night’s sleep?” Ben asked, tucking a strand of my hair behind my ear. I shook my head—I couldn’t remember.

“How about this: you go into the bathroom and splash some cold water on your face and we’ll talk about it when you get out. On second thought, take a nice hot bath. Take as long as you want. I got a phone call to make.”

lll

I don’t know how long I sat in the tub but I enjoyed every minute of it. At Momma’s, there were a lot of bathrooms but it was almost impossible to get one to yourself. Here, there was no one banging on the door, demanding to know how long I’d be. The hot water eased the tension away and I felt happy.

I could hear Ben’s voice raise in anger and wondered who he was talking to. As quietly as I could, I went to the bathroom door and listened to his end of the conversation.

“Goddamn it, Momma, how many times do I have to tell you--Sherry’s spending the night with me and that’s final! Oh yes she is! I don’t care how many guys want her right now, she’s not going anywhere. Don’t you dare tell me what I can or can’t do! Was that a threat? ‘Cause I’d like to see how you will do it, I really would. Don’t worry. I’ll pay for every hour that she’s with me. You’ll get your goddamn money--you know I’m good for it. Yes, even if you want double her rate. Bye.”

Ben slammed the phone down so hard that I flinched. I thought about what I had just heard. Momma was really pissed that I was staying here for the night. From what I heard, she already had had several requests for me and if I hadn’t been out with Ben this evening, I would’ve had to suffer being fucked by who knows how many men.

I shuddered; suddenly feeling like my body was frozen down to my very bones. To calm my nerves, I reached into my purse and took a few of the pills that Sable had given me. I put my clothes back on, towelled my hair dry and went into the living room. Ben was holding a shirt of his out to me and he had a smile on his face.

“I called and told Momma that you’re staying with me tonight. Don’t worry—she doesn’t have a problem with it. You can sleep in my bed and I’ll take the sofa.”

“Ben, I…” I didn’t know what to say. His consideration for my comfort touched me to the soul but he lied to me. From what I’d heard, Momma was pissed that I wouldn’t be home tonight. And knowing her as I did, I knew that she’d get me back for this somehow. For this one night I could rest and sleep soundly. When I went back to the house, however, I’d have to fuck more than my share of men to make up for it. I ran into his arms and he hugged me tightly but kept my thoughts to myself. “You don’t have to sleep on the sofa, we can share the bed,” I said and looked into his eyes.

He understood my meaning. I could tell he was tempted—when he hugged me, I felt his cock twitch against my thigh. He wanted to sleep with me but for his own reasons, he wouldn’t. He took my face between his hands and looked at me. I mean, he really looked at me. A small sad smile softened his face. For some reason, I felt sorry for him but I couldn’t explain why.

“I know you want me, Ben. You don’t have to sleep alone.”

He sighed. “I know, Sherry. It’s just that…I can’t right now, that’s all.”

It hurt me to say the next words, but I had to know. “Do you have a girlfriend? Is that why you don’t want to be with me?”

He shook his head and looked a bit sad. “I haven’t had a girlfriend in a long time. But I think that’s going to change. Never mind that. Take my shirt and get changed. We’ll watch some TV or something. I’ll make the popcorn.”

“I’d like that,” I said, grinning from ear to ear. It was such a relief to be doing normal stuff like any other teenager—for this one night, I wouldn’t have to worry about Momma bringing some strange man to my room so he could fuck me. Tonight, I could watch TV, stuff my face with popcorn and curl up next to the one man I felt completely safe with without worrying about where his hands were.

I laughed myself sore during The Honeymooners. Both Ben and I tried to guess the answers during The $64,000 Question but neither of us was good at it. I can’t remember what else we watched but it didn’t matter. It was ten o’clock and I was getting tired. I got up from the sofa and Ben followed me to his bedroom to get pillows and blankets for himself.

When I was settled in bed, he leaned down and kissed me on the forehead. Quick as a wink, I moved so that I was kissing him. I thought he would pull away but he didn’t. I put my arms around his neck and deepened the kiss. He pulled my body tight against his and I savoured feeling his strong arms around me as if he would never let me go. I felt my nipples harden and Ben must’ve been aware of that because he lowered his hands and caressed my breasts. Excitement on a level that I had never felt before raced over my entire body and I could feel my pussy getting wet. My breasts, nipples and clit were tingling, threatening to drive me insane with desire.

“Oh God,” I moaned. “Please don’t stop!” I was reminded how strong he was when my eyes lingered on his wide shoulders. “Just go slow, okay?”

“I would never hurt you, Sherry, I hope you know that. I know you’ve been hurt by many men. I won’t be one of them. All you’ve known is pain, suffering and abuse. Not one man in your life has ever given you pleasure. I feel proud that I’ll be the first.”

I bent my head so Ben wouldn’t see my face. How could I tell him the truth? That my stepfather was the first man to give me an orgasm? Not once but twice. If I didn’t tell him now, I never would be able to. I opened my mouth to tell him but the words wouldn’t come.

“This is for you. Enjoy yourself.” He unbuttoned my shirt slowly and removed it. When it was off, I saw the desire in his face as he looked at my naked body.

He took off his jacket and shirt but left his pants and white undershirt on. I couldn’t take my eyes off of his body—it was gorgeous. I moved to one side as he got in bed with me.

“Now lie back and let me do everything.” He positioned himself between my legs and put my feet on his shoulders.

I wasn’t sure what he was going to do but a long-forgotten memory popped into my head: when I was very young, I’d gone into my parents’ bedroom without knocking and saw my father with his head buried between my mother’s legs. She was moaning and had her hands buried in his hair but I didn’t understand what they were doing. It seemed that Ben was going to do the same to me and remembering how my mother seemed to love it, I couldn’t help but shiver with anticipation.

“Go easy on me. It’s my first time,” I whispered and I giggled when Ben laughed. I gasped when I felt Ben’s finger slide gently up and down my slit. Almost immediately, I felt myself getting wet. Touching myself had never felt like this!

He moved his face closer to me and I felt his hot breath against my pussy. He parted my lips with his tongue and I shrieked when he latched onto my clit. He flicked his tongue back and forth over it and I thought I’d go insane from how good it felt. I was embarrassed at how wet I was but Ben happily slurped up all my juices.

Time and place had no meaning for me anymore. Nothing but Ben tongue mattered. I could feel the pressure of an orgasm begin to build. I moaned and writhed, desperate to come but on the other hand, I wanted it to last forever. My feet tingled and I knew I was there. When it hit me, my orgasm was so intense; I saw bright flashes of light behind my eyelids. Every nerve of my body fused with every other nerve and I screamed when I came. Waves of almost unbearable pleasure flooded over my body. I could feel Ben’s lips still suckling my clit and my whole body shuddered.

When I finally came back to earth and could think clearly again, I realized that I was lying in Ben’s arms. Ben leaned over and kissed me and I could taste myself. I licked his face clean. “Thank you,” I whispered.

“My pleasure.”

“Where did you learn how to do that?”

Ben chuckled. “After the war, I accompanied the Senator on a trip to Paris. That night, we made the rounds of some whorehouses on the Left Bank and in one of them, a prost—woman showed me how.”

“You learned very well,” I said. My orgasm had been so intense; I was still out of breath. And my throat was a little hoarse from screaming. I snuggled closer to him. Before I knew it, I had fallen asleep.

lll

The next thing I remember was hearing strange sounds but I couldn’t tell where they were coming from. Since I knew that Ben was in the living room, I got out of bed to have a look. As quietly as I could, I tiptoed out of the bedroom, towards the sounds.

I poked my head around the corner and froze, startled at what I was seeing. Ben was lying on the sofa and his pants and shorts were around his ankles. His fist was around his huge, meaty cock and he was masturbating. His head was resting against the armrest and his eyes were closed. I could tell he was going to come soon—his moans were getting louder and his hand was pumping his dick faster and faster. His face was shiny with sweat and his lips were drawn back over his teeth.

I felt ashamed of my selfishness. Ben patiently listened as I unburdened myself; he held me and comforted me when I needed a shoulder to cry on and he went to great lengths to pleasure me while I, on the other hand, had given no thought to Ben’s needs and he had been forced to satisfy his lust by himself.

As I watched him, I was torn. Part of me wanted to go back to my room while another part wanted to run over and put my lips on him, and feel his rock-hard flesh quiver as he surged in my mouth. He was so close now—I could hear his breathing become hurried gasps for air.

My mind was made up. I dashed from my hiding place and over to the sofa. Ben was so distracted because of his approaching orgasm, he didn’t hear my approach. I knelt beside him and took his hand away. He opened his eyes but didn’t make any move to stop me.

“This is for you,” I said and without another word, I took him in my mouth, sliding him down my throat as far as I could. Ben had a thick cock and it took some manoeuvring on my part before I could deep-throat him. To enhance his pleasure, I caressed his balls. I could feel them tighten and knew he was going to come at any second. Ben murmured my name between groans of pleasure and if my mouth hadn’t been occupied at the time, I would have smiled. Ben gasped, his entire body shaking. I felt his penis shudder and pulsate as it shot gobs of hot cum into my mouth. Like someone who hadn’t had a drink in a week, I eagerly milked his cock of every drop.

“OH GOD!” Ben screamed, burying his hands in my hair. I’m sure he didn't do it on purpose, but just as he was cumming, Ben shoved my head down so that I took all of him inside my mouth at once and it caused me to gag but I bore it as best I could. He had had such a hard grip on my hair; I thought he was going to pull it out by the roots. Eventually, his orgasm ended and he let go of me.

“Come up here and lie against me; I need to feel your body next to mine,” he said hoarsely. He kissed me deeply and I snuggled in his arms, laying my cheek on his chest. I could hear his heart beating against my ear and as I felt him drift into sleep, I wished I could spend the rest of my life in his arms.