When I was sixteen, I developed a serious crush on my older sister’s boyfriend. My sister, Kim, was almost eighteen, and her boyfriend, Cris, was nineteen. I never paid any attention to him until the year they graduated. My sister invited a bunch of her friends to a pool party, but, funny enough, Kim got her period and didn’t use the pool. She could have joined us, but she had this hang-up about using tampons.
Kim pitched a fit when someone suggested chicken fights and made me be Cris’s partner because she didn’t want any of the other girls on his shoulders. Cris had been our high school’s quarterback and was on his way to play college ball. Needless to say, Kim was extremely possessive of him.
While on his muscular shoulders, I began to understand Kim’s point of view. I would fight to keep him as well. Feeling him move effortlessly beneath me sent a tingle through my pussy that was sure to leave me juicy. With my feet securely wrapped behind his back, we were victorious in most of the battles. The ever-present tingle between my legs intensified, and I found myself pressing my pussy firmly against his neck. Cris had to have felt my pussy twitching as I brought myself to orgasm. It was then that I noticed how erect my nipples had gotten, and I purposely fell into the warm water to hide my arousal.
Luckily, our dad announced the food was ready, giving me a moment to slip away to my room. I closed my door and flopped onto my bed to rub one out. Pulling the crotch of my bottoms aside, I slipped a couple of fingers inside my pussy. In such an aroused state, I thought I would have come quickly, but it alluded me. I grabbed a lipstick-shaped vibrator from my nightstand and rubbed it against my clit. Even now, satisfaction escaped my grasp. I inserted the vibrator into my hole and rolled onto my clasped hands, humping them until I came. My orgasm, while satisfying, was short-lived as I heard Cris calling my name.
Cris was waiting for me when I returned. “Did you enjoy yourself?” he asked with a smirk as he gave me a sideways glance. I could feel the blood rush into my face from embarrassment, wondering if he had followed me to my room. “The chicken fights. Did you enjoy yourself? Are you up for a second round after lunch?” I shrugged my shoulders, saying that I might sit in the hot tub for a while instead. “Your sister isn’t going to let me pair up with anyone else, so I may as well join you.” Cris rejoined Kim and her friends while they finished eating.
Cris joined me as soon as he saw me head for the hot tub. He sat so close to me as we watched, saying goodbye to her guests. “Did you have fun in your room?” he asked as his hand came to rest on my thigh. I didn’t push him away. My legs had a mind of their own, spreading for him when his hand caressed my inner thigh. His fingers crept further between my legs until they touched the front of my bikini. He paused while Kim looked back at us from her position on the edge of the pool. She would have been pissed if it had been anyone other than me. Little did she know that Cris was slipping his fingers beneath my bottoms.
His finger stroked my pussy lips, slowly working their way inside my vagina. I sat stoically, pretending that nothing was happening. My hips began to rock back and forth in sync with his probing fingers. “Uh. Um. Yes, I had fun,” I breathed as he gave me an orgasm. I grasped his hand, pushing it further between my legs as I hump his probing digits. A couple more rippled through me before he suddenly pulled his hand away when he saw that Kim was coming over to remind him of the time. Cris’s parents had planned a party for him at a restaurant that he wished he could skip.
His parents were divorced, and he knew it would turn into a shit show. “I wish I didn’t have to do this,” he said.
“Yeah, I know what you mean. I’m going to play sick tomorrow to get out of going to our grandparents.”
“You can come along tonight; maybe my parents won’t fight in front of a stranger. Why don’t you get ready, too.”
Dinner went fine except for Kim. I knew that she had planned a special gift for Cris tonight, and it perturbed her that Cris had invited me to tag along. That and her period attributed to her bitchy demeanor, which put the kibosh on her plans for the night.
Throughout the night, I kept thinking about how I could get Cris alone again. When we pulled up in front of our house, Cris leaned over to kiss Kim, but she left in a huff, saying that she had a headache. As I slid out from the backseat, I decided to leave my coat in the hopes that he’d call the next day.
“See you tomorrow,” he said as I got out of the car. “No, you guys are going to your grandparents.”
“Not if I can help it. I’m going to play sick tomorrow, remember.”
That night, I fingered myself silly thinking about the next day. I had so many dreams about fucking Cris that my panties were soaked when I woke up the next morning. I ran to the bathroom first thing, making as much noise as possible as I pretended to throw up. It worked. Mom knocked on the bathroom door and told me to go back to bed. She wasn’t about to let me get her parents sick.
I jumped in the shower as soon as my family pulled out of the driveway. I hurriedly straightened my room in my bra and panties just in case Cris decided to drop by. I could feel my panties getting wetter by the minute. I nearly creamed my panties when the doorbell rang a short time later.
I slipped into my bathrobe before going to answer the door. I couldn’t believe how nervous I was. My hands were literally shaking with excitement when I went to let Cris in without a word. “What an absolute slut,” I thought to myself as I led him to my bedroom.
By no means was I a virgin. My vibrator took care of that, but this was my first time alone with a boy. Today would be the first time to have a dick in my hands, my mouth, and up my pussy. I sat on the edge of my bed, trembling with anticipation as Cris closed and locked the door. “You never answered when I asked if you had fun in your room yesterday. I followed you to your room, but you didn’t see me. When I worked up the courage to open your door, well, you were three fingers deep. I left because I heard Lynn calling for me. You were thinking of me, weren’t you?” he asked from across the room. I couldn’t bring myself to speak, nodding my reply.
“I was afraid that you were mad and would tell Kim, but then I saw you humping your hands. I knew then that you wouldn’t. It was sneaky of you to leave your coat. You wanted me to come over today, Didn’t you?” Again, all I could do was nod. “Did you want to do that again or something more?”
“More,” my voice croaked as I forced myself to speak.
“Show me.” Cris came and stood in front of me with his bulged crotch only inches from my face.
I reached for the button on his pants and undid it, slowly pulling the flaps of his jeans open. He rightfully guessed that this would happen, coming over commando. His erect penis eased out of his pants, staring me in my face. I couldn’t resist its throbbing power, calling me to take it in hand. I did.
I kissed the tip, rubbing it across my lips like I had in my dreams. I sucked the tip between my lips and flicked the slit while I stroked the length of his magnificent cock. I hesitantly took him deeper into my mouth but could only manage half of his length. The rest I covered with my hand, stroking as I sucked what I could. It was as foreign to me as juggling, trying to remember to suck, stroke, and cup his balls all at once. Add to all of that the copious amount of drool that dribbled down my chin.
Cris reached down and pulled my robe open, revealing the sheer bra that I had on. My erect nipple strained against the satin material. I gasped when his fingers grazed the stiffened nub beneath the bra cup. “Take it off,” he said. It wasn’t a command or a request; it was just a matter-of-fact way. Take it off. I reached behind my back, unhooked the clasps, and slipped my arms out of the straps. My hand hovered over my breasts, unsure if I was ready to expose my tits to his gaze. I lost myself in the brilliance of his strikingly blue eyes, and I let my hands fall to my lap.
He knelt at my feet and leaned in to kiss me. My mouth opened instinctively to receive his tongue, allowing it to entwine with mine as his hands cupped and squeezed my breasts. A wave of exhilaration flushed through me when Cris tweaked both my nipples. The gasp that emanated from my lips alerted him to approval.
Cris lowered his lips to my left nip and sucked it into his mouth while he continued to toy with the other. Sploosh! If my panties weren’t wet enough, they were surely soaked now. He slipped his hand from my breast down my trembling torso to my soaked undies. “Mmm,” he moaned. “You like that, don’t you? Slip these off,” he said again in that matter-of-fact way.
I lifted my butt cheek and allowed Cris to tug my drenched drawer off of me. He slid his index finger into my slit, plunging into the warm pool of pussy juices. His finger thrust inside of me while he continued to suck back and forth on my nipples until I came.
I clamped my thighs together, stiffening my body as pleasurable waves of ecstasy washed over me. I wrapped my arms around his neck to steady myself as my body shuddered from multiple waves of orgasm. “Oh my god! That’s amazing,” I whimpered in his ear. He pushed me onto my back, saying that I would love this then before burying his face into my quivering twat. “Oh God!” I gasped as his tongue swirled around my clit. Cris licked my clit while still plunging his finger into pussy hole, driving me to a cascade of climaxes.
Convulsing from the torrent of orgasms that ravaged me, I had to push Cris’s mouth away from my pussy in order to catch my breath. “Get on the bed,” I told him when I came to my senses. “I’m going to give you what my sister won’t!” Cris’s hands were a blur as he stripped out of his clothes, eager to finally get his cock wet.
“Let me get a condom,”
“You don’t need one. Now get on your back.” I grabbed his throbbing cock as I straddled his hips, guiding it to my hole before impaling myself on his fuck toy.
I hung my tits over his face while riding him like a prized stud, trying to make him come. I twerked and bucked on his cock like I had seen the women in the videos do, quickly making him come.
“Get off of me! I’m going to come!”
“Fuck that. I’m on the pill. Come inside me!” I lied, wanting to feel him fill my cunt with his hot gooey sperm.
He rolled me over and pounded his meat into me, slamming a dozen more times before unleashing a babymaker load into my trembling twat. I could feel his cock swell briefly before every squirt as he filled me to overflowing with spooge. He rolled off of me, apologizing that he’d cum so quickly. “Sorry, It’s my first time. Your sister keeps promising me, but I didn’t want to wait for her anymore.”
“I wouldn’t have noticed. It’s my first time, too, and if you can keep our little secret, I will let you keep doing it until Kim gives it up.”