Sherry's Story

A Moment of Weakness

Disclaimer: I don’t own anything to do with the Sin City franchise in any way, shape or form.

Author’s Note: This chapter contains some explicit oral content.

***

I hated the idea of going to school. I had only lived here for a short time but I knew that Sin City was that kind of town where everyone seemed to know everything about everyone else.

For the first few days, it wasn’t bad and I was even starting to make a few friends. Then the news broke over the school that I had been a hooker. The girls I had tentatively befriended me shunned me now and the male teachers leered at me, giving me smoldering glances; I only had to look at them to know they would love the idea of bending me over a desk.

I always sat by myself now, but it wasn’t because I wanted to. Whatever seat I chose to sit in, those around me got up and moved to the other side of the room. The same happened in the cafeteria. I studied alone, I ate alone, and I walked home alone. Even though almost a thousand other kids surrounded me, it was as if I didn’t exist.

Now that Ben was gone, I could only confide in Richard. He had dropped in on me from time to time to see how I was doing. Nurse Gertrude Williams came over as well and we talked for a while about what would be my best career choice. After listening to what she had to say, I knew what I wanted to do with my life and it wasn’t being a doctor or nurse. I wanted to help other girls from becoming whores like me; I wanted to help get them off the streets and enable them to get a good education and a fresh start in life.

“That sounds like a very good idea, Sherry,” Richard said when I told him. “You are extremely good at helping others. God knows you certainly helped me when I needed you. And I’m not just talking about the sex. You have a gift for listening and you should pursue that.”

I blushed as I remembered all the times I had sat and listened to Richard and all those other men I’d fucked tell me about their problems. “Yeah, but I don’t want to go to school!”

“Unfortunately, the laws of this state are clear. You have to go. However, there’s only one thing you can do,” Richard said. We sat in the living room, relaxing after the wonderful dinner we had prepared together. He was an excellent cook and really knew how to put a meal together. He was in no hurry to leave and I was in no hurry to be alone again. We were tipsy from finishing the bottle of wine he had brought.

“What’s that?”

“Keep your head up and don’t dodge the shots. But don’t run away and don’t let them get to you.”

“That’s easy for you to say,” I snapped. “You don’t have to face them. Wherever I go, I hear whispers. When I turn around, the girls giggle and the boys…well, what they do is worse. One of them put some money in my hand and said, “My daddy gave me ten dollars and told me to go to you so I could get some experience.”

“If that happens again, tell the principal. That’s what he’s there for.”

“If I tell anyone, it’ll only get worse, I know it will. I really miss Ben,” I said. “He’d know what to do.”

“Hasn’t he called you?”

“I’ve only got one call from him and that was to say that he’d arrived in Seoul. Other than that, I haven’t heard a word. I’m worried about him. Why? Have you heard something?”

Richard put his hand on my shoulder. “Yes he has but before you start worrying, everything is all right. Ben did call me earlier today.”

I was surprised, to say the least. However, I deferred my questions until I knew more.

“From what I could gather, the Senator pulled a little stunt on Ben. Understandably, Ben got mad, and gave Roarke his notice.”

“What exactly did Roarke do?” I could sense that Richard did not want to tell me.

“Ben said he’d tell you everything when he got back. Long story short, as soon as Ben gets back, he’ll be working for Don Battaglio.”

I was a little hurt that Ben had not consulted me first, but when it came right down to it in the end, it was his decision to make. This seemed like the perfect opportunity to find out what kind of person the fat Italian was. “What’s the Don like?” I could tell Richard did not want to tell me what I wanted to know.

“He’s like all powerful men with a large staff--if you do your job right, he can be very generous, but if you cross him, he can be your worst enemy. I know that you are curious and have a lot of questions about the man, but just between us, Sherry, it is safer that you don’t know the answers.”

“You’re right.”

“One good thing about Ben working for us is that you are now under the protection of the Mafia.”

I gave Richard a wry smile. “Is that a good thing or a bad thing?”

“Depends on how you look at it, I suppose. If the grapevine at your school is any good, once those kids find out that they’ve been messing around with a Mob employee’s fiancée, they’ll leave you alone for good.” He looked at me wistfully and he reached over to tuck a stray lock of hair behind my ear. “Sitting with you like this makes me remember all the good times we had.”

“I remember,” I said with a smile.

What happened next took both of us by surprise. In less than a heartbeat, I was in his arms and he was kissing me with an eagerness and desperation I doubted a man half his age could beat. It felt so good being close to him like this; I couldn’t stop myself from returning his passionate kisses. He gently eased me back until I lay on the sofa. Richard moved forward so that his hips were between my legs. Our bodies straining against one another, as we had done many times before. Richard growled lustily and clutched me to him in an iron embrace, his hands digging into my buttocks. I could feel the outline of his rock hard cock against my belly. I ground my hips against his, feeling satisfaction in hearing him groan at my actions.

Christ, I wanted him! My loneliness at being ostracized at school, the empty apartment I came home to every night and the fact that Ben hadn't called, made me feel cut off from all human contact. But now that I was in another man’s arms, my body and cunt did the thinking for me. My arms reached up around Richard’s neck as I ran my fingers through his hair.

My entire body seemed on fire, every nerve was alive and my blood felt white-hot as it scorched its way through my veins, pooling at my clit and nipples. I knew what we were doing was wrong, but it felt so fucking right! The alcohol I had consumed dulled the voice inside my head that was screaming at me to shove Richard away and order him to leave right now but I couldn’t...

“I’ve missed you so much, Sherry,” Richard murmured, his hot tongue outlining the contours of my ear. It sent a shiver through me and I moaned softly. He took that as encouragement and before I could take a breath, Richard had pulled my t-shirt over my head. The air seemed cold on my overheated body and I could feel my nipples harden. Richard reached behind me to undo the clips of my brassiere.

By this time, Richard had peeled off his blazer and ripped his shirt off and the specially imported handmade pearl buttons flew in all directions.

We both moaned when his bare torso touched mine. I raked my nails through the hair on his chest. I hadn't meant to be so rough but I left long scratch marks on his skin.

“I miss your tight flesh squeezing my cock,” Richard whispered. “I miss hearing your screams when you climaxed, your body writhing in ecstasy, your hips bucking against me. Your legs clamped around my waist as I came inside you. No other woman has ever made me feel the way you do. No one. Look at me!”

I opened my eyes to see Richard’s glowering face above mine. His eyes were wild and the look in them both scared and aroused me. “Ever since you’ve been with him, the thought of never having you in my bed again is killing me! Don’t marry Ben, Sherry, marry me!”

“Richard, no…”

“I’ll make you forget about him. I’ve always loved you and I’ll prove it!”

I felt his body move away from mine and I gasped when he pushed aside the crotch of my panties and slid two fingers inside of me. Against my will, my hips began to counter-thrust so that Richard’s fingers went deeper and deeper into my pussy. “Stop, Richard, for God’s sake, stop!”

“Don’t fight it, Sherry. You know you want it and you want me to give it to you.”

“No!”

“Your mouth says no but your body is telling me the opposite.” His thumb stroked my clit and I moaned with pleasure. "Yes, that’s it, my love, come for me! Come for me now!”

“No, I won’t! I can’t!” I wailed.

“Then I’ll make you,” he snarled.

Richard’s white-hot mouth encircled my clit and I arched my back, crying out. He expertly curled his fingers inside me, hitting my g-spot with dead-on accuracy. It was useless to try not to come; he knew even more than Ben did about what I really liked during sex. My breath hitched in my throat and my fingers were clenched in Richard’s hair, holding his head in an iron grip between my legs.

His lips were latched onto my clit and I could feel his tongue ruthlessly swipe across it, each stroke bringing me closer. I felt his fingernails scrape my inner walls and I gasped at the unusual sensation. My head was swimming but despite being more than a little drunk, the pleasure I received from each and every thing Richard did to me was magnified tenfold.

With one final thrust of his fingers and a scrape of his teeth across my swollen, throbbing clit, my orgasm slammed into my body with the force of a sledgehammer. On and on it went, carrying me higher and higher into the stratosphere.

Bright lights flashed and popped in front of my open eyes, blinding me, hurting me, so I closed them again. With a long, shuddering sigh, I felt my body float back onto the sofa and back into dreadful icy reality. The terrible thing I had just allowed to happen didn’t hit me until I opened my eyes and awoke to find that the first thing I saw wasn’t Ben’s blue eyes smiling at me, it was Richard’s brown ones.

What the hell had I done? I was Ben’s fiancée! I wriggled out from under Richard’s sweat-drenched body and stood up. He rose from the sofa and I saw that his fully erect cock jutted out from the front of his pants.

“Sherry, I….”

“Get out of here, Richard.”

Richard opened his mouth to say something but decided not to. He got to his feet and put on his shirt and jacket.

Feeling the cold air on my breasts, I crossed my arms over them, hiding them from Richard’s hungry gaze. I reached down and picked up my t-shirt before putting it on. If Ben ever discovered what Richard and I had done, God knows what he would do—to him or to me.

“Are you going to be all right?” Richard asked. I turned to see him at the door, his hand on the knob.

“Just go. Don’t come back. And say a prayer that Ben never finds out.” When the door closed behind him, I locked and bolted it shut. The enormity of what had happened between us hit me. My knees buckled and I slid to the floor.

When I could stand again, I caught my reflection in the hall mirror as I did so. I turned away in disgust at what I saw. My eyes were shining from drinking too much booze and my cheeks were flushed with lust. Unable to stand the sight of the whore I saw looking back at me, I hurled the empty wine bottle at the mirror and both shattered, sending sparkling but dangerous shards of glass everywhere. But I didn’t care.

I walked to the window and stared out at the skyline of Sin City in the night. Lights from buildings twinkled in the dark like a million stars. As I waited for my mind to calm down and my body to cool off, I noticed movement from an apartment window almost directly across the street from where I was standing. As I continued to watch, I realized that I had forgotten to close the drapes. For the entire time that Richard was here, whoever lived across the street must have seen everything that went on as their windows looked down on mine.

My eyes narrowed as I measured the distance between our buildings before shrugging, dismissing my misgivings. Unless they had a telescope, their windows were too far away for anyone to have witnessed anything incriminating.

Or, at least that’s what I hoped.