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  Chastity’s Chance

  An Erotic Short

  By Daiza Daniels

  ©2012 Daiza Daniels

  This story is dedicated to dreamers and lovers.

  The biggest, most important days off my life were jumbled together in a hectic mess. I’d graduated high school only a few days before my eighteenth birthday. My best friend and I had the summer together and then, it was off to different colleges.

  “You’re still spending the weekend with me to celebrate your birthday, right?” Kimberly asked.

  Kim and I had been inseparable since middle school. I hadn’t exactly been welcomed when my family and I moved to small town Kansas. She was the first person who was nice to me. We had both been on the basketball team for years. The shared sport had given us even more time to bond, but that was over now.

  “Absolutely. We have relatives visiting, so I definitely want to get out of sharing a room with cousin whatever-the-fuck her name is from New York.” The sun was blaring and the heat unbearable as we walked out of the local diner.

  I climbed into the passenger seat of Kim’s car, rummaging in my purse as she started the engine. It was too hot to wear my long black hair down. Finally, I found a hair-tie and pulled the locks up into a tight ponytail. Kim didn’t have to worry about it. Her short blonde hair stayed out of her face. She was the rebel when it came to style, not me.

  Me? I wore normal square framed glasses, unless I was playing sports. I hated my contacts. It had been a big deal for me when I went “wild” and added bangs to my layered hairstyle.

  It’s not that I didn’t think I was pretty, but I just had an overwhelming shyness. It was easier to stay within my comfort zone. I never even had sex with my last boyfriend. Secretly, though, I was saving myself for my fantasy man. Now that I had just legally become an adult, perhaps there was a small chance of being with him.

  The heat made thinking about my dream lover unbearable. I squirmed in the car seat, trying to relieve the desire burning between my legs. When we arrived at my house to pick up my clothes for the weekend, I ran straight for my bedroom and locked the door behind me.

  I climbed into my bed and lay down on my back, closing my eyes. The ceiling fan cooled my hot cheeks. Kim was waiting for me in the car. I was only supposed to be a second. She’d just have to wait. I’d never make it through the weekend without touching myself. Especially since the object of my desire would be taunting me with his presence at her house the entire weekend.

  Slowly, I reached down and unbuttoned my shorts. My mind filled with images of the man I longed to touch. William was older than me by almost two decades, but he didn’t look a day over thirty. There was a maturity and sophistication about him, though. Something the boys my age lacked. I pictured him in his business suit after a day at work and bit my lip.

  My right hand slid into my panties down to my silken slit. The tender clit was perfectly positioned between my index and middle fingers. I alternated rubbing the nub between them, working myself up until my juices soaked through my underwear. William fucked me hard in my mind, pumping me relentlessly toward orgasm.

  “What’s taking so long!? It’s hot outside!” Kim yelled.

  The loud banging at my door ripped me away from the fantasy, just as I was about cream all over William’s cock. It would be a weekend of pure torture. At least, I hoped, I’d have time to get off when I took a shower later.

  I quickly buttoned my shorts and hopped out of the bed. Briefly, I paused at the mirror to straighten my bangs. Pitiful brown eyes stared back at me and I frowned at myself.

  “I’m so pathetic.” I grumbled before walking over and unlocking the door. “Sorry, K. I just didn’t want any of the visiting relatives bothering me. They’re weird.”

  She grabbed my purse while I gathered up some clothes and tossed them in a backpack.

  Kim nodded. “Very weird. At least you can get away this weekend since your birthday was technically yesterday and you already celebrated with your family.”

  “Thank god.”

  We headed for the door in a hurry. I was glad my parents were gone. I didn’t have to talk to anyone in the house. Unfortunately, my mother was pulling into the driveway when we walked outside. I tried to get away with just a wave, but she called out to me as I opened the door to Kim’s car.

  “Don’t do anything stupid or I’ll kick you out of this house!” Her tone was hateful and she glared at me.

  “Love you, too, Mother!” I gave her a sickeningly sweet smile before I sat down in the car. The woman was the spawn of Satan. She wanted rid of me as soon as possible. It would probably be a blessing to be kicked out of that house.

  “Bitch.” Kim mumbled.

  Mr. Samuels, Kim’s father, greeted us at the doorway. I froze for a moment before I composed myself enough to speak. He was dressed in a business suit, his brown hair was perfectly groomed and parted, and he smelled faintly of expensive cologne.

  “Hi, girls. I have to run out and meet a client. There’s money on the counter if you want to order a pizza.” His voice made me melt. It was deep and strong, but also held so much kindness.

  “Thanks, dad.” Kim pushed by him into the house without another word.

  I looked up at him, adjusting my glasses awkwardly. “Thank you, sir.” I’d intended my voice to come out louder, but it was little more than a faint whisper.

  “How many times have I told you to call me Will?” He laughed softly, touching my shoulder lightly as he walked by. “Be good, Chastity.”

  He was so out of my league. It’s never going to happen, I told myself. I waved from the doorway as he drove away in his expensive car. William could have any woman he wanted. He was a sexy, successful lawyer. Though, I’d never heard of him dating since Kim’s mother skipped town with most of his money a few years back. It was a good thing. My delicate heart couldn’t take the trauma.

  Kimberly yelled at me from the kitchen. “Do you know anyone we can talk into buying us booze with this money?”

  I sighed deeply before responding. “I think we should get pizza like we were told to do.”

  “God, you’re boring.”

  “I am not.” I argued. “Your dad is just nice so we should do what he said.”

  She shook her head at me. “Whatever. But we’re getting the toppings I want.”

  It was hard to sleep, for me anyway. At around two in the morning, I climbed out of bed and headed downstairs to grab a slice of leftover pizza. The television was on in the living room, so I tiptoed in the direction of the sound. William was sitting on the sofa, watching a movie alone. He was shirtless, wearing only dark blue pajama bottoms.

  I didn’t have my glasses on, so I accidently bumped into the wall. William turned to look in my direction. Hugging my arms around my chest, I took a few steps into the room. My skimpy pajamas made me feel naked. The bottoms were short, barely covering my butt. It was summer, too hot for anything more. I hadn’t expected him to be downstairs or I’d have slipped on my robe.

  “You can’t sleep either?” He asked, looking me over. I could tell he was trying to be subtle as he admired my body. The attention gave me a little confidence. It might be my only chance. No, it’s foolish. I thought. I’ll embarrass myself.

  Faintly, I nodded. “I have trouble sleeping sometimes. Figured, I’d grab a snack or something. I didn’t mean to interrupt you.” The courage was gone and I turned around, intent on walking away.

  His voice stopped me in my tracks. “You can join me if you like.”

  It was hard to breathe and my heart thundered, threatening to beat out of my chest. That’s what it felt like, anyway. I swallowed hard before turning around and smiling. “Okay.”

  He patted the spot on the sofa beside him
. “I hope you don’t mind science fiction.”

  “Oh no, Mr. Samuels. I love it, actually. I started reading Asimov a few years ago.”

  “Will.” He corrected me once more on what to call him. His arm rested along the back of the couch behind me.

  I wished he’d put it around me, touch me. We were so close, but not nearly close enough. “Right, sorry!” I said. The room was dark except for the flickering of light from the television. I stole a glance to my right, looking from his toned abs and bare chest up to his face.

  A small laugh escaped his lips. His hair was a mess and he seemed so normal and relaxed compared to how he was earlier in the day. “You’re so uptight. You don’t have to worry all the time.” Then, his arm did fall around my shoulders and he lightly touched my hair.

  “Oh believe me, I try not to. You’d think turning eighteen would flip some switch and make childish fears go away.” I said softly and immediately wished I hadn’t. Spilling problems was not the way to seduce an older man. Stupid, stupid!

  “If only it were that simple.” He sounded genuinely sympathetic.

  We looked into each other’s eyes for a moment and then it happened. He leaned forward slowly and gently pressed his lips to mine. I didn’t freeze as I expected. After a moment, my tongue slid between his lips and explored his mouth, his taste. I’d waited so long. It was intoxicating. My instincts were in control now, pushing anxiety away.

  It was like my favorite dream, only a million times better. Every time his fingers popped a button loose on my top, I flinched in anticipation. Nothing was rushed in his movements. I found myself wondering if he’d longed for this moment or if it was the first time he’d looked at me with desire.

  My nipples were hard long before his careful grip found my breast. The palm of his hand pressed against the pink flesh of the nub as his fingers kneaded into the milky flesh of my ample orb. Aching urges shot through my pussy as he touched my body. His lips pulled away from my mouth, finding my neck. I heard him inhale deeply against my hair as he nibbled delicately at my tender skin. Our eyes met again as he lowered his warm mouth to my breast, tonguing my nipple as he looked up at me. When his teeth closed around it and he bit gently, I groaned out loudly in pleasure.

  “Shh.” He reached over and turned the volume of the TV up a little. “Should I stop?” He asked and I shook my head quickly. “You can tell me. I won’t get mad.”

  With every heavy breath I took, my tits heaved. I could see his gaze fix on them before he looked back up to my face. “You’re so perfect.” He told me.

  It seemed like he was waiting for my go ahead, but I couldn’t find my voice. I was so overwhelmed by the intensity of my feelings and longing. Instead of speaking, I wrapped my arms around his neck, pulling him back to me and kissing him with every ounce of passion I had within me.

  The need was mirrored in Mr. Samuels. I could feel the bulk of his lust pressed against my leg. As he feasted on my soft lips, he slid his hand down into my shorts and let his fingers explore underneath my silky panties. I arched my hips a little when his fingertips made contact with my clit. It was like a shock of electricity through my body. My mouth hung open slightly at the sensation and he lightly bit down on my bottom lip, giving a gentle tug.

  “Inside, Will. Please….” I groaned out softly as he fingered the nub until I was juicing like a common slut.

  Without hesitation, he pushed one finger inside the slick, hot tunnel, pumping into my pussy briefly before forcing another into the hole. “You like that, baby?” He whispered into my ear as he fucked me with his fingers, using his thumb to tease my clit at all the right times. I was going to orgasm from it, none of my boyfriends had every gotten me off. The female orgasm wasn’t elusive for William.

  Fire burned in my cheeks and I knew I was blushing furiously. “Yes!” I turned my head to the side as my body shuddered, pussy clenching and gripping at the probing fingers. I was out of breath by the time I’d ridden out the orgasm. Will pulled his glazed fingers from inside me and lifted them to his mouth, licking my juices from them. Afterward, he pulled down the front of his pants to free the hungry cock.

  Suddenly, I was nervous again. I absolutely wanted to have sex with him. There wasn’t anything I could think of that I wanted more. The truth was I had, in some crazy way, been saving myself for him.

  “I’m a virgin.” I blurted out, prying my eyes from the needy dick to look at him. Did it matter? I hoped not.

  His features softened and he smiled, leaning back into the corner of the couch. He’d reached down to conceal his hard on.

  No…. I was growing frantic. Why did I have to open my big mouth? I’d ruined the moment. Destroyed my chances.

  “I can’t do it.” He didn’t seem angry when he spoke. “It’s not right for me to be your first. Hell, it’s not right at all. You’re barely out of high school.”

  “It’s not right for me to be satisfied and you be left wanting.” I countered, reaching out and freeing his long, hard shaft once more. He didn’t try to stop me, but watched closely to see what I was going to do. Even I wasn’t entirely sure what I intended.

  Lightly, I ran my fingertips over the head off his cock, moving slowly down along the shaft. The dick was immaculate. I found my arousal returning despite my recent pleasure.

  “You don’t have to, Chastity.” Will was trying to make sure I didn’t end up with regret. My heart leapt at his every word. I’d only have regret if I fled in fear.

  The shroom tip was wet with pre-cum when I bent down, licking at the soft flesh. Tasting him made me long for more. I parted my lips and took as much of his thick member as possible into my mouth. He tensed, then relaxed back, giving me the freedom to please him.

  Now, I may have been a virgin, but I’d given my last boyfriend more than one blow job. I summoned every bit of skill that I’d learned and worked Will’s dick with each lick of my tongue. He flexed his cock, gagging me slightly on the hard rod. I hadn’t expected it and felt the familiar heat of embarrassment in my cheeks.

  “I’m sorry, baby girl. You’re doing so well.” He whispered, placing his hand on my head, entwining his fingers in my hair to gently guide me as I bobbed on his raging meat.

  Hearing his praise filled me with a joy I’d never experienced. My hand cupped his balls which were now drenched with my saliva. He forced me down on his dick, holding me firmly still as his warm cum burst forth, flooding down my throat. I gulped hungrily as his seed filled my mouth, swallowing down every single drop. Oral sex had never been so…intimate when I’d done it before.

  He released me and stroked my hair softly. I licked up the last drops of semen that oozed from his spent cock before sitting back. His eyes were closed for a long moment. I heard a small wince as he returned his sensitive penis back into his pants. He opened his eyes to look at me. After what I’d done, I was still too shy to meet his gaze directly.

  “Come here.”

  I didn’t argue. I slid comfortably up against him, resting my head against his chest as he put his arm around me. I’d never heard a more comforting sound than his heartbeat. With my bare breasts pressed against him, I drifted off to sleep in his arms.

  The next morning when I awoke, I was disoriented. Had it all been a dream? I sat up slowly on the sofa. God, I hoped not.

  “Dad made breakfast, sleepyhead.” Kim called out from the living room doorway. She was the only teenager I knew who was always up bright and early.

  I tossed the blanket that had been placed over me aside. My shirt had been buttoned up already. What was seeing him this morning going to be like? I wanted him again. Wanted more. I hoped our encounter wasn’t a one-time fling.

  When I made my way into the kitchen, Will was facing away. Quietly, I pulled out a chair and sat down. Homemade waffles were for breakfast. I made myself a plate and piled on the whipped cream from the nearby can.

  “Good morning, Chastity.” He said when he turned around holding a cup of coffee. The cup read, “World’s G
reatest Dad.” I could tell he was heading to work from the way he was dressed, but on a Saturday? I didn’t know if it would have mattered if he was home or not, but I didn’t want him to leave.

  Visions from the night before flashed through my mind. I licked the whipped topping off my silverware before I responded. I liked the way he was staring at me tongue the white cream. “Morning, Mr. Samuels. I hope you slept well.”

  He adjusted his pants and took a sip of his coffee. “Very well, thank you.”

  Kimberly stood up. She’d finished her food. “I’m going to take a shower so we can go out, Chastity.”

  “Sounds good.”

  “Maybe we can find some dates for later who aren’t horrendously boring.” She added and I glanced back to William.

  He waited until Kim was gone before he asked, “Are you…okay?”

  I nodded. “Yeah, are you?”

  It must have been a funny thing to ask him because he started laughing. “Yes, I’m fine.” At least it broke the tension, a little. “Last night…I’m not sure what that was, but it probably shouldn’t happen again.” He spoke with authority in his tone.

  The pain in my eyes must have shown, but I nodded. “Probably.” I picked at my waffle, trying to look distracted. Maybe I wasn’t good enough? The worries that ran through my mind were unlimited.

  Will checked his watch and frowned. “I’m going to be late, but we can talk about it when I get home if you’d like.”

  “Sure, whenever.” I was trying to play it off that it wasn’t a big deal to me. Wasn’t that how I was supposed to act? I wondered. I sure as hell didn’t think screaming, “I’ve loved you for years!” would be enticing. So…I didn’t.

  He sat his coffee on the counter and picked up his briefcase, walking toward the door. I can understand the dilemma he was in. I was young and I was his daughter’s best friend. Then again, I had graduated and I was old enough to legally make my own choices.

  I knew I should say something. Do something before I never got another chance. “Will!” I called out as he twisted the knob on the front door. He stopped and turned around. I stood up, running across the room. My arms went up around his neck as I stretched up on my tiptoes, pressing my lips to his. It was terrifying and completely out of character for me, but this was William Samuels we were talking about.