Playing to Win: A Contemporary Romance Box Set

by Romi Hart

  I’d never been this turned on in my life. Ryan was the first guy to lick my pussy. I could feel myself getting wetter and wetter. I wanted more. “Put another finger in,” I gasped.

  Ryan’s tongue began to lick my clit faster while he slipped in a second finger. OMG. It was amazing. He pushed his two fingers in and out of me while his tongue circled my tiny hardened bud. All I could think about was what Ryan’s dick would feel like inside me. If this already felt incredible, what would his entire cock feel like.

  My eyes fluttered as Ryan kept pushing his fingers inside me and licking and licking my clit. I groaned unable to keep my composure. “I’m going to come, Ryan!”

  That only made Ryan fuck me harder with his fingers and lick me faster. I exploded from the inside, screaming out in delight. My pussy felt soaking wet. Ryan looked up at me and dunked his fingers into his mouth.

  With a loud popping sound, he sucked my pussy juice from his fingers. “You taste so good.”

  I panted, “Can I taste you?”

  Ryan licked his lips and stood. His hard cock tented up from his boxer briefs. I pulled him to me and slipped his boxer briefs down. His mammoth cock sprung up to greet me. With a trembling hand, I licked the swollen head slightly pushing my tongue into the opening to taste the salty pre-cum. Ryan moaned, “Kassie, that feels so good!”

  I licked up and down the shaft. My spit dripped down to his balls and onto my hand. I moved my hand up and down while I sucked and licked. Ryan continued to moan, making me want him more. I couldn’t stop. I bobbed my head up and down as Ryan’s moans grew louder.

  Suddenly, Ryan stopped me. “I want to have you, Kassie. All of you.”

  I let go of his cock and laid down on the bed. Ryan grabbed my thighs and pulled me to him. He crouched down to lick my pussy again. “You’re so wet.” Holding onto my thighs, Ryan gingerly pushed his cock inside me.

  I gasped from the pressure. “Oh my God!”

  “Are you okay?” Ryan asked, stopping.

  I nodded. “Yes! Keep going!”

  Ryan pushed in further until he was completely inside me. It felt so good I thought I was going to explode. He thrust in and out me while his thumb twiddled my clit.

  I moaned. “Harder! It’s so good!”

  Ryan plunged into me harder still thumbing my clit. An explosion happened again inside me. This time my entire body arched from the eruption. The orgasm swept me up and tossed me about. It was incredible.

  When I opened my eyes, both of Ryan’s hands gripped my ass tightly. He grimaced. “I’m going to come, Kassie. Are you ready for me to come?”

  I moaned from the delicious force and thickness of his cock. “Yes! Come, Ryan! Come!”

  Ryan’s eyes clamped shut as he groaned, pulling out of me. His hot cum landed on my heaving breasts. Ryan collapsed next to me, sweat dripping down his temples.

  He motioned for me to climb up to the top of the bed. I crashed down on the pillows next to him. Ryan put his arms around me. With a sleepy voice, he whispered, “I’m so happy, Kassie.”

  I squeezed his hand that rested on my chest. “I am too.”

  I hoped our magical happiness would last forever.

  14

  Ryan

  I woke up happily to Kassie in my arms. Checking my alarm clock, I saw that it was four o’clock in the morning. Part of the comforter had fallen off of her. Her full right breast was exposed. It took extreme willpower to stop myself from sucking on her pink nipple. My dick instantly hardened from seeing her like that.

  She looked so peaceful, sleeping. I’d be an asshole to wake her up. Careful to not wake her, I climbed out of bed and pulled on my boxer briefs. I’d had a small dinner before I left for the toga party. Feeling a little hungry, I tiptoed to the kitchen.

  I grabbed a few medialunas from the freezer and warmed them up in the oven. I took out some leftover dulce de leche from the other day. Powering up my laptop, I decided to look over my notes for my Physiological Basis of Activity class. We had an exam on Endocrinology, Physiology of Aerobic and Strength Training coming up next week.

  After ten minutes, I took out the medialunas from the oven. My mom’s care packages were the best. If only I could get on a team close to Miami, she wouldn’t have to send them anymore. I could just get them in person. A familiar ache throbbed in my chest. I missed my family.

  Alex often teased me for being a Mama’s Boy, but I missed my dad just as much. I missed my sister, Anjelica, too. Admittedly, it had been hard being so far away from them. I didn’t do well being far apart from people I loved.

  What was I going to do when Kassie and I were apart? I smeared dulce de leche on a medialuna. The crispy buttery aroma filled the kitchen. Biting into the medialuna, I thought, in California, I'd miss both my family and Kassie. It was a no-win situation. If something miraculous happened and I was able to get on a Florida team, then I'd miss Kassie, which was just as bad of an outcome. Either way, my heart would continue to ache.

  Munching on my medialuna, I reviewed my notes.

  Pituitary gland releases human growth hormone

  o Tells the body to increase bone, muscle and tissue production

  When exercising, the thyroid gland sends hormones

  o Regulate the body's temperature, heart rate and blood pressure

  Kinesiology was also a passion of mine. Studying the human body, movement, and exercise fascinated me. I would miss it once I graduated. My great senior year was turning out to be a litany of goodbyes and farewells.

  “Ryan?” Kassie startled me. She walked over to me, looking at my screen. “What are you doing?”

  “Couldn’t sleep. Have a medialuna.” I pointed at the pile in front of me.

  “Don’t mind if I do.” She tightened the belt on her robe. My mind wandered to her naked body underneath it.

  She grabbed a medialuna, jutting her chin towards my notes on the screen. “You really like kinesiology, don’t you?”

  “What makes you say that?” I grinned.

  “It’s four thirty in the morning, and you’re looking at lecture notes while you eat a late night snack.” She spread dulce de leche on the medialuna. “Most people would just watch YouTube videos.”

  Taking a bite of my pastry, I chuckled. “I do really like it. I’m going to miss it, in fact.”

  Kassie’s eyes narrowed in thought. “You’re not going to play baseball forever, right? You could always go back to graduate school someday.”

  I thought of that prospect, going to graduate school when my baseball life was over. She pecked me on the cheek. “Your life is what you make it. You can definitely do both things. You just have to plan accordingly.” She gave me a wink.

  Kassie’s words rang true: my life was what I made it. I was falling for Kassie. Could all the planning in the world prevent the heartache I would feel when I left her? What about Kassie? She was a strong woman, no doubt, but I hated for her to get too attached to me. But that was too late now, wasn’t it?

  Kassie sidled up behind me, her hands smoothed over my abs. Her body nestled up against me started to make my cock awaken with excitement. Her hands glided down from my abs into my pants. Soon, her hand gripped my rock hard cock tightly.

  Her head rested on my back as she stroked me. Her other hand cupped my balls. I took a deep breath and pulled Kassie’s hands from beneath my pants.

  Turning around to her, I looked into her eyes. “When I graduate, I won’t be able to stay here with you.” Kassie’s eyes shifted down as I talked. “I’m probably going to sign with a team out in California. We’re going to be apart.” I let my words sink in.

  After a few moments, Kassie's eyes searched mine. "California? Why so far away?"

  Biting my lip, I took both of her hands in mine. “Those are the only teams that are interested in me.” I shook my head. “We are going to be so far apart.”

  Kassie held onto my hands and let her head rest on my chest. She whispered, “We still have a few months together.”
>
  “Yes. We do,” I admitted.

  She squeezed my hands and looked up into my face. “Let’s make the best of it.” She went up on her tiptoes as I leaned down to kiss her. “Let’s worry about all that when the time comes. In the meantime,” she tiptoed again to kiss me. “Let’s have fun.”

  With that, she pulled down my boxer briefs. She descended down on my thick cock, sucking and licking like a possessed woman. Reaching behind me, I gripped the countertop, groaning and watching Kassie skillfully suck me off. Her luscious lips wrapped tightly around my cock.

  She looked up at me as she sucked, making me wild. I wanted to come into her sweet little mouth, but before I could Kassie took her mouth away from my dick and picked up the dulce de leche jar.

  She bit her lip while she smeared a dollop of the sweet cream around my tip and up and down the shaft. Still not taking her eyes off of me, she licked the dulce del leche off my cock.

  Fuck!

  Licking her lips, she pulled the belt of her robe and let it fall down off of her.

  Smiling, she dipped her finger back into the jar and smeared dulce de leche on her nipples. She cupped her heavy tits in her hand offering them to me. I ravaged them with my mouth, sucking and licking the cream off.

  I picked Kassie up and placed her on the counter like I'd done so many weeks before. She looked hot as ever with her bedhead hair tousled messily down around her shoulders. With sex in her eyes, she held her left breast in her left hand while her right finger scooped more dulce de leche out of the jar. Watching me, she slathered the cream all over her large bouncy tit.

  My tongue attacked her nipple, licking off the cream. With a naughty smile, she took her right finger and scooped up a bit of cream I’d left behind. She stuck the finger in her mouth. “Mmmmm.”

  My dick was hard and ready to go, but I had to taste Kassie’s yummy pussy again. I spread her legs open on the counter. Her pussy lips shone with juice and even left a puddle of it on the counter. Her pussy got so wet for me. I loved it.

  Spreading her lips open with my finger and thumb, I dipped my other hand in the dulce de leche jar. I smeared the cream all over her pretty little pussy, making sure to rub her clit with it. The tiny bud hardened making drops of my own juice appear on my tip. Without thinking, I swiped up the fluid with my finger and brought it to Kassie’s full lips.

  She stuck her tongue out and licked it off my finger. Licking her lips, she murmured, “I love the way you taste.”

  I dove down between her legs. “I love the way you taste.” Holding her pussy lips open with both my hands, it made her little bud easier to lick and suck. I hummed into her pussy, wanting the vibration to make her squirm.

  Kassie screamed out, “It’s so good, Ryan! Fuck! It’s so good!”

  I’d never heard Kassie swear before. Hearing her pretty mouth say such a dirty word, turned me on even more. Dipping my finger back into the dulce de leche, I said, “I want to make you come again.”

  With Kassie’s long legs still spread wide open, I carefully circled my finger around her clit. With the tip of my tongue, I licked the cream off her hard little bud. “Ryan! Ryan!” Kassie screamed.

  I kept licking her clit with fast quick movements of my tongue. My dick was hard and ready for her, but I wanted to watch Kassie come. Suddenly, Kassie arched her back and groaned a sexy breathless moan. “Fuck!”

  The jerking movement of coming made her big tits bounce and jiggle from the force. As she screamed, I pulled my tongue away and used my finger to twiddle her clit just so I could watch her pussy contract as she came. Her cunt puckered and fluid swooshed down from between her legs.

  Wanting Kassie from behind, I picked her up off the counter and turned her over. “I want you from the back,” I uttered, hardly able to contain my excitement.

  “Doggie style?” Kassie murmured. She turned her head to look back at me. Her blonde hair fell down around her face. “I want you to be the first to fuck me doggie style.”

  I nearly lost my load right there without even putting it inside her. I slipped my cock inside her tight pussy lips. Kassie quickly became a sex goddess literally overnight. The sweet virginal beauty transformed into a naughty vixen who liked to be fucked.

  What had I done to this girl?

  Kassie wouldn’t turn back around. She wanted to watch me pound her. She moaned. “It’s so deep like this, Ryan. And you look so good fucking me!”

  I leaned over to fondle her swinging breasts but found that she was already pinching one of her nipples. “I have sensitive nipples,” Kassie explained. She bit her lip looking at me. “Is that bad?”

  “It’s not bad! It’s amazing!” I croaked as an orgasm ripped through me. I pulled my cock out squirting cum all over Kassie’s back. Out of breath, I gently slapped her ass. “Kassie, you’re a sex goddess.”

  Kassie spun around smiling. “I don’t know what it is. You make me say and do things I’d never thought I could do.”

  I rested my hands on her hipbones, still panting. Kassie was already beautiful, intelligent, and witty. I’d have to add sex goddess to the growing list of reasons Kassie was the most amazing woman I’d ever met.

  The thought of leaving her was getting harder and harder by the minute.

  15

  Kassie

  When I woke up, Ryan was still asleep. Grabbing my iPhone on the bedside table, I noted the time: 8:52 AM. I climbed out of bed carefully to not wake him. Pulling my robe on, I quietly shut the bedroom door.

  Monica, my high school best friend, was pre-med at the University of Michigan. Like me, she was on the cheerleading team for her school. I always promised her that once my V card was revoked, I'd tell her right away.

  She was going to flip out. She had joked that I better not wait until my senior year of college to lose my virginity. Or worse graduate school.

  "Please lose your virginity before you get your Ph.D.!" Monica had said to me at our high school graduation, throwing her arms around me in a hug.

  I scrolled to her name on my phone and dialed. She answered groggily, “Kass? Do you have any idea what time it is here in Michigan?”

  I plopped down on the couch. "Almost ten! It's almost nine here. Wake up, sleepyhead. I have some news."

  Monica grumbled, “News? Can you call me back at noon?” Monica was notoriously a late sleeper.

  I said in an urgent whisper, “No! It can’t wait. A certain someone’s V card has expired, and I’ve kept my promise to you all these years. You’re the very first person to know!”

  Monica perked up instantly. “Ohmigod. No!”

  I shrieked. “Yes!”

  Monica squealed louder. “Ohmigod. No!”

  I sprang up from the couch and jumped up and down on Ryan’s plush carpeted living room floor. “Yes!”

  “That’s incredible! Who was the lucky guy? Gimme the stats. Tell me everything!” Monica gushed.

  I looked at the closed bedroom door and said in a low voice, “Ryan Romero. Baseball player. Gorgeous. Tall. Six pack. Kinesiology Major. Smart!”

  Monica huffed in disbelief. “All those things? Gorgeous and smart! Leave it to you, Kass, to make your first time as memorable as ever.” She yawned, and I knew it wasn’t out of boredom. She probably had a late night out.

  She had many wild nights in high school. I imagined her now at the University of Michigan, partying and giving guys up there a run for their money. “Was this just a one-night thing or is there something more?” she inquired.

  “We’ve been seeing each other for a while so it’s not a one-night thing. Actually, I made him wait.” I thought about Monica’s first time with Mario, which was definitely just a one-night arrangement.

  Monica exclaimed, “Seriously? Wow! He must really be into you. If some guy made me wait, I’d be out of there.”

  Laughing, I remarked, "Have any of your guys ever made you wait? Aren't they trying to jump your bones at the get-go?"

  “It hasn’t happened yet.” She sighed. “But y
ou never know. I might meet a guy that really wants to get to know me first before we do anything.” After a few beats, Monica cracked up hysterically. “That will never happen! I won’t let it! Any guy who pulls that stunt will be kicked to the curb.”

  “You never know, Monica. I’m sure there are plenty of guys who’d be into you just as much as they are into your body.” Monica’s half Thai and half German descent made her a striking beauty, but she was just as intelligent as she was gorgeous, something a lot of guys underestimated in her.

  Monica groaned, “Ugh. Gross. I hope not. Tell me more about Ryan!”

  “He’s sweet, thoughtful, and loves House! But the problem is he’s a senior!”

  Monica stifled a laugh. “Kass! He seriously must be in love with you, if he watches that old ass show with you. They make new medical shows every year, you know. You should watch one of them.” She huffed again. “And I don’t get it. Who cares if he’s a senior. He sounds hot and perfect for you!”

  I explained, “No. What I mean is… he’s going to be moving away after he graduates. He’s probably going to play for a baseball team in California.”

  “Cali! That sounds cool.” Monica paused. “Ooooh. I see, but you’ll be in Louisiana still for school. Could you transfer?”