The girls had been driving all morning, so when they pulled into the driveway, I went outside to help them with their luggage. I walked down the stairs and saw a gorgeous girl unloading the car with my sisters.
She was thin, and even as a guy, I could tell that she had her eyebrows professionally done. Her hair was more dirty blonde than natural blonde, which meshed beautifully with her olive-colored skin.
As we approached one another, my sister, Lindsey, made the introduction, “Zach, this is Alessandra.” “Nice to meet you,” I said, shaking her hand. Our eyes were locked as if there was a magnetic pull between the two of us. Her hands were so soft and gentle. “Nice to meet you, too,” she replied, smiling.
She had tagged along for the ride, but was only staying the night. Later that night, my aunt’s family came over for a game of ‘Cards Against Humanity,’ which was about as awkward as you think it would be, playing with your mother and family at the table. It was my turn, so I flipped over the card: “This month’s Cosmo: Spice up your sex life by bringing ______________ into the bedroom.” Everyone sifted through their cards.
While making her decision, Alessandra was smirking. As she reached for her choice, she bit the corner of her bottom lip, quickly, then threw down her card with an adorable, “Yeah, I got this,” arrogance. While everyone made their decisions, she took out this watermelon chap stick and applied it.
“A defective condom,” the card read.
I laughed out loud, while my sister looked on, shaking her head. I gave her the win, which prompted her to smile back with the same adorable arrogance as before; almost as if she was saying, “Told ya,” with her glowing hazel eyes.
For a 19-year-old girl, she knew exactly what she was doing. Whether or not she was even aware that she was biting her lip while picking her card, she knew why she was picking it and she was smiling at me to get a reaction.
“Nice play, kid,” I cracked, jokingly.
“I’m not a fucking kid,” she snapped. Her tone suggested that she wasn’t kidding. My sister even had to tell her that it was just a joke. There was an uncomfortable silence for a few seconds, and then the game resumed. I apologized after, telling her that I didn’t mean anything by it.
The adults crashed about an hour later, while the rest of us stayed up watching Bar Rescue and debating whether or not we could operate a successful bar. We came to the conclusion that we’d all fail, miserably.
After the second episode, Alessandra and I were the only ones still up, but I was getting tired. She seemed tense, like something was bothering her. She didn’t say much; she’d just apply more chap stick every now and then. I didn’t want to apologize again, so I just said, “I’m heading to bed. I’ll see you in the morning, goodnight.”
She glared at me through the corner of her eyes, keeping her head straight, but didn’t say anything.
I went to the bathroom to wash up and brush my teeth. I saw Alessandra walk to her room. I gave one last look at my teeth in the mirror then walked to my room to change. In the middle of taking my necklace off, I heard the door creak. I turned around and Alessandra was standing there.
“Jesus, you scared the shit out of me,” I said. “What was that ‘kid’ comment all about before?” she asked. “Damn, I’m sorry. I really meant it as a joke. You’re a lot younger than me, is all. I really didn’t mean it in an offensive way.”
I noticed that she wasn’t wearing a bra under her t-shirt, but I tried not to look. For one, she was my sister’s friend; secondly, the last thing I need is for her to catch me checking her out.
“You don’t know anything about me,” she said, softer. At that moment, she reached her hand behind her back and locked the door. She walked towards me. I was right in front of my dresser with nowhere to go. “Look at me,” she demanded. “OK,” I obliged. She moved closer and placed her palms on the top of the drawer, pinning me between the dresser and her body. “Do I look like a fucking kid to you?” she said, squinting her eyes.
I stared back into her eyes, analyzed her body top-to-bottom, then bottom-to-top and looked back at her, stating bluntly, “No.”
“Good… kiss me.”
I hesitated. I didn’t know if this was a trap for her to get her rocks off or if she was serious. “Are you screwing with me?” I said, genuinely confused. She chuckled, “Who’s the kid, now?” then started to turn.
I grabbed her wrist and pulled her towards me, her palms were pressed against the top of the dresser again. We looked at each other for a second before our lips locked with one another’s. She put her arm over my shoulder and around my neck while I placed my right hand on the small of her back.
As we continued to kiss, I started to become aroused. I could taste the watermelon on her lips and I could feel my briefs getting tighter. I lowered my hand to her bottom, squeezed and pressed her groin against mine.
She kissed my neck, working her way down my chest to my torso. As she got lower, she gripped the lining of my shorts and briefs with both hands, slowly sliding them down my legs.
Once my pants were down, she stood back up and kissed me again, only this time, my cock was grasped firmly in her hand. “Do want me to suck your cock?” she whispered in my ear. “Oh my God, yes,” I exhaled. She got down on her knees and looked up at me as she put me inside of her mouth. Now my palms were against the dresser; my head thrown back in pleasure.
I dug my fingernails into the wood of the dresser, doing everything I could to hold on. She was slow, passionate; I could feel her moist tongue gliding along the bottom of my shaft. She tried deep throating me, but gagged just before the base. On her way back, her lips slid along the head of my dick before she gave it one last lick.
Panting, I guided her up from her knees. “Your turn,” I breathed against her mouth as she backpedaled towards the bed.
She crossed her arms to remove her shirt. I placed my hand where her arms intersected and stopped her, “No, not yet.” I cupped the back of her neck and kissed her while she continued stroking me. I laid her down on the bed and started to remove her shorts, which is when I realized that she wasn’t wearing underwear.
I gripped the sides of the elastic lining, and then she stopped me. “You don’t have to,” she said. “Nobody has ever done that to me, so it’s OK. I’ve had sex, but nobody’s ever done that.” Aside from the fact that I actually enjoyed going down on a girl, the thought of being someone’s first anything intrigued me.
“Are you nervous?” I smiled, looking back up at her. She bit her lip in uncertainty. “Just lay back, close your eyes and relax.” I moved up and kissed her while her eyes were still closed. “Now just enjoy yourself.”
Once I had my hands firmly pressed between her shorts and her skin, she arched her back up to help the shorts slide over her backside. I could feel from her body language that she was tense. As soon as I pressed my lips and tongue against her, she went limp with relaxation.
She held my hand in one of hers, while running her other through my hair. Whenever I did something she liked, she would give a small tug on my locks. She was moaning, so I told her that she had to be quieter. A few seconds later, she moaned again. I started to finger her and I could immediately feel that she was wet. The deeper I went, the wetter and louder she got.
I looked up, laughing, “What did I just tell you?” She sat up, grabbed my face with both of her hands and kissed me. Our noses were pressed against one another; our eyes locked on each other with the same magnetic pull as earlier in the day.
She gave me one slow, passionate kiss and said, “Fuck me.”
I rubbed the head of my cock against her clit and then slowly slid my thick shaft into her. She was so tight that she had trouble adjusting, so I eased in. She grabbed the comforter, closing her eyes and releasing a sigh of relief. Every inch deeper, she grabbed harder. Now that we were face-to-face, anytime she started to moan, I would kiss her to muffle the sound.
When I went all the way inside of her, her eyes shot open and her pupils dilated. “OH M—,“ I covered her mouth with my hand, quickly. I pulled back, then slowly thrusted all the way inside of her again. Then again. And once more; this time I stayed there, letting every inch of me rest inside her. I could feel her ass quivering, a vibrating sensation was running down her backside to her thighs. “I’M CU—,“ I threw my hand over her mouth again.
Her hands on my back, but as she started to cum she was scratching me and didn’t realize how hard she was gripping me. I grimaced for a second, and then absorbed the pain.
My sister’s room was to the left of us and our parents’ room was behind the headboard, so I didn’t want anyone waking up. “I’m so sorry, I didn’t mean to cover your mouth like that,” I muttered.
Again, she grabbed my face, kissed me and whispered, “Your turn.”
She got on top of me and took off her shirt. Her hair was a frazzled mess, but I loved it. She grabbed my cock and put me inside of her. She slowly rocked back and forth, touching herself the whole time. Between the sight of her tits bouncing and her caressing them, I knew I wouldn’t last much longer. She leaned down to kiss me. I worked her lips, neck and breasts while thrusting, my hands firmly grasping her behind.
“I’m going to cum again,” she groaned in between moans. “Me too,” I replied. “Wait for me,” she whispered, while nibbling on my ear.
I could feel her body starting to shake, so I wrapped my forearms around her lower back and started thrusting harder as I finished. She put her face down into the pillow so she can let out a scream that would have woke up everyone in the house and possibly a neighbor or two. To be honest, I’m still surprised everyone was still asleep.
She sat up, swung her hair back and massaged her neck with her eyes closed. She ran her fingers through her hair, then continued to her chest. She squeezed her breasts and then bent down to kiss me.
As her hair fell along the side of my face, she confidently, but quietly uttered, “I told you I wasn’t a fucking kid.”
She got off and laid down beside me afterwards. She was starting to fall asleep on my chest, which is when I realized that it wasn’t the best idea for her to spend the night. She was still awake, but visibly exhausted. “I’m fine with you spending the night, but you know you’d have to be back in your room before everyone wakes up tomorrow, right?” She smiled, “It’s OK, I’ll sneak back in now.”
She got out of bed and started putting her clothes back on. As she was throwing her t-shirt on, I got up behind her and wrapped my arms around her torso before cupping her breasts from underneath. She turned her head towards me and we kissed goodnight.
The next morning, we sat across from each other at the breakfast table, smiling at the dirty little secret we both shared. When it was time for her to leave, I asked for her number. She denied. “Why not?” I asked. “Well, when will we ever see each other again, realistically?” she replied. “Well, you are my sister’s friend, so if I go to see her, we can meet up.” Realistically, I knew I probably wouldn’t see her again, but having her number would at least keep the chain of communication open.
“Ugh, so that’s it? I have nothing but the memory of last night?” I asked. “Not entirely. Those scratch marks should last a few days,” she said, smirking. We hugged and kissed before anyone saw us and I helped her to the car.
When I went to shower in the morning, I felt the sting of the water hit my back. I carefully cleaned myself and got out. When I went to pick up my clothes from the floor, her chap stick fell out of my pocket.