by Evelyn Glass
Suddenly, I was hit with a sharp pain on my left ass cheek, followed by another, and another, and then one on the right. I moaned involuntarily, barely processing what was going on, but feeling myself getting wetter from it. It happened again, in reverse order – crack! crack! crack! crack! – and I cried out, the mild pain melding with intense pleasure, sending confused, conflicted messages to my brain. It was a gentle rapping on my ass, but it was enough to wake me from my blissful endorphin state. I was aware, suddenly, of everything around me. I redoubled my efforts on his cock, turning from shyly sweet teasing to intense, almost pornographic sucking. I took him fully into my mouth, into my throat, swallowing and gagging ever so slightly as I take him completely in me. He ran his finger again down the small of my back, slapping me again on the top of my right cheek. This one was harder – and it felt all the better. His face, meanwhile, burrowed into me, his tongue lapping at my hole while his nose flicked at my clit. I wanted nothing more than to take him wholly inside of me, feel his hard cock throbbing inside my tight, sopping pussy.
Then I felt it.
At first, I wasn’t entirely certain what he was doing, or that he was doing what he was doing. He kept his finger going along the small of my back, down my crack, over my holes, down my inner thighs, and then back again. He paused each time right above my asshole, hovering momentarily, moving his finger in circles. His mouth kept going faster and faster, getting me to the edge of cumming before pulling back slightly, then starting the process over. He did this three or four times, taking longer at my asshole each time. Oh god, I thought when he stopped again, his finger lingering on my asshole Oh god, I’m not ready – I can’t do that – it’s dirty – it’s—
My thought process was cut off as I felt his finger enter me from behind. It was like nothing I had ever felt before. The forbiddenness melded with intensity I’d never expected. He kept his mouth glued to my pussy, his tongue exploring my cunt while the tip of his finger opened up my other hole. At first, it was just up to about his fingernail, and I felt like I could manage – it was pleasurable, much hotter than I’d imagined. But he didn’t stop. My ass resisted as he pushed forward, going deeper, until I could feel at least half of his finger inside me, pounding in a gentle but firm motion. I gasped as he attempted to go even deeper than that.
“Yow!” I cried, completely by accident.
“Fuck, Kylie,” Wilder exclaimed, panting heavily as he pulled his finger out of me, “I’m – I’m sorry. I was—”
I gave him a playful lick on the tip of his cock. “I wasn’t expecting it,” I said slyly, “but that doesn’t mean I want to stop.”
“You – you’re cool?”
I nodded.
“And you want to…” He looked towards his cock, then towards my ass. He thought he was being coy. It was almost adorable.
I nodded again, a lopsided smile on my face.
“You know it might hurt,” he said cautiously.
“Listen,” I told him. “Go over to Lana’s nightstand. She keeps a bottle of lube there for…special occasions.”
“You want me to—”
“Massage me. Oil me up. Get me nice a slippery. And let me watch.” I smiled at him. “We’ll see where it goes from there, okay?”
Wilder did as he was told. He grabbed his phone and tossed it to me, then went to the other side of the room, quickly returning with the bottle of lube. He didn’t hesitate, but he took it slowly. He started with my neck, my shoulders, my back, little drips all over my skin, making me slick. I watched from my vantage point in the mirror of the phone, feeling his hands stroking all over my body. It was strangely hot, in a totally narcissistic kind of way. I mean, I was watching myself – yet almost not. I almost felt detached, strong, like I could do anything.
Wilder’s hands were magic. He stroked down my back, around my ass, down my legs. His hands reached down my sides, over my pussy, up my stomach to my breasts. I gasped at his little tweaks of my nipples, pinches coming in rapid succession before he moved back around my back and down my spine. Finally, he came to his goal, and he hesitated, as if unsure of himself. I turned my head back and looked at him lustily, encouragingly, and nodded. As his finger moved towards my asshole, I took a deep breath in.
He slid in surprisingly easily, and the breath rushed out of me. He reached his thick arms around my waist and put his other hand over my pussy, spreading my lips and seeking my clit. When he found it – it was like fire and ice. In my front, my pussy burned, ached, as he stimulated me slowly, rubbing seductively over my nub. Behind me, he’d now managed to get two slicked-up fingers inside and was slowly, methodically pushing them in and out. My ass felt filled up, making me feel naughty, like I was at school doing something that might get me caught by the teacher any second.
I couldn’t wait anymore. I wanted him. “Are you ready?” I asked breathlessly.
“Are you?” he replied.
“Come on, Wilder,” I insisted, my voice low, sultry, and pleading. “I want you to fuck me. Do it. I want you inside me. I want you to fuck my ass.” I grabbed the bottle of lube and turned around as he pulled his fingers out of me a second time. With one hand, I poured it on his rigid cock and stroked him, while putting my arm around his neck with the other and kissing him deeply. When I broke the kiss, I stared at him again, deeply in his eyes, and licked my lips. “Wilder,” I said intently, “I want you to fuck my asshole.” I felt naughtier by the second. What we were about to do was so nasty, so dirty – but so right. It was like being in one of the porn fantasies, only real. I felt it come over me. I wanted, I needed, his cock in my ass. He seemed to be hesitating, so I said again, in as lewd a voice as possible, “Come on, baby. Do it. Fuck my asshole. Fuck it good.”
With that, he flipped me around and pushed me into the bed. I felt my face buried in the sheets as he grabbed the back of my neck. His cock hovered right above my asshole, and I could feel it, just the tip at first, move towards its target. He was gentle, though, slow, and as he eased his way into me, I felt him fill me up.
Slowly, ever-so-slowly, he pulled out slightly, then pushed deeper. I moved to get on all fours and allow him easier access, and he responded with a great thrust that sent his entire length into my hole. He pulled back again, and, beginning to get into a rhythm, started thrusting, moving forward and backward inside my ass. The sensation was incredible. He pushed and pulled, pushed and pulled, sliding forwards and backwards inside me, while his rough hands found my clit at the front of my body. I felt the tip of his fingers brush up against it, then begin to rub, slowly at first, then faster, and faster, moving in rhythm with his thrusts. “Oh god,” I cried out, “fuck me! Fuck my ass, baby! Oh – oh god, I’m gonna – I’m gonna—”
I felt the orgasm come on before I knew what had hit me. I shuddered and bit my lower lip, then cried out again. Wilder just thrust harder and harder, burying his shaft deep in my ass. He eased up on my clit as I came down from my cum, then bent over and whispered in my ear, “I’m gonna cum, baby.”
I knew he was looking for me to be lewd. “You’re gonna cum?” I said, groaning. “Don’t stop, baby. Cum for me. Cum in my ass. Cum in my fucking tight little asshole. Fill me up, baby. Cum in my ass.”
He yelled out, a guttural, animal-like snarl that they must have heard in the next room over. He stiffened, then kissed my back as he slowly, carefully pulled his cock out of me.
As we fell asleep in each other’s arms, I couldn’t help but feel like something had changed. Sex was work – something to be kept at the studio, not in my dorm room. But this…this was something else entirely. For the first time in my life, I felt desired, secure – safe.
Chapter 15
“Stop it, Dwayne, unless you wanna get your head beat in!” I’m enraged, completely overtaken by my anger towards this asshole kid.
He doesn’t even bother to turn to look at me, he just continues towering over the girl. “Oh look who’s here, your boyfriend. Do you know what people say about you two? It
’s so gross! But it makes sense. It’s not like any guy would like you besides your own stepbrother!”
My face is turning beet red, my skin beginning to craw., I’m flexing my hands into little, tight fists as I boil over. “I’m not gonna warn you again. Get out of here before I kill you.”
He spits on the ground besides where she's crouching. Her hands are over her ears, her eyes closed tight. She doesn’t even see him step away. She’s just wishing for it to all be over with. He looks down at her one last time, letting out a long chuckle, “I wouldn’t touch that freak either way.”
That’s it. I’m done. I take three large steps towards him and his group, grabbing onto the collar of his vinyl jacket. I swing him hard against the brick wall of the school, pressing his body into the stones. I raise my fist high in the air dramatically before I hear him relent. He lets out a loud, pleading whimper as the rest of his gang of idiot thug teenagers disappear. He stammers, lost in his own fear, “Listen man, I didn’t mean to do anything bad. I wasn’t gonna hurt her. We were just having some fun.” His voice was rapid, as if he wanted to apologize for being alive if it meant me not hitting him with such a forced I’d undeniably knock his teeth out.
I put my arm down and place my hands next to his throat. His eyes dart towards them, hoping and praying I won’t push down harder and begin to choke. My voice is impossibly low for someone who is only sixteen, and I used it to my advantage. “If I ever see you near my stepsister again, I'll personally rip your throat out and feed it to your family. Do you hear me?”
He nods up and down, over and over again until I drop him to the ground. He takes a second to dust himself off before running towards his group. They’re all waiting for him at the top of the hill by the middle school playground. No doubt, they were watching and listening, as well. I take note of each of them, making a mental list of who saw my warning.
Kylie is still squatting down against the wall. She hasn’t heard or seen a thing. She’s just waiting for the pain she’s all too familiar with. Before my dad married her mom, she was this nerdy, outcast kid with no friends. And even two years later, it’s still the same. I’ve tried to tell her she can change this. She can get over her nerdy side if she just cut her hair like everyone else and stopped wearing such stupid, geeky clothing. I’ve seen her outside of school. I’ve even seen her undress. I knew she had potential, especially as she was getting older.
But that wasn’t for Kylie. She was unique, her own person. She wasn’t going to be just another prom queen wannabe. She was going to be special, despite what those preteen jerks said or did to her. I admired that.
I lowered myself down to her spot and slowly removed her hands from her ears and quietly spoke, “Hey, kid. It’s me. They boys are gone.”
One eye opened first, peeking at the scene to make sure it wasn’t some trap. Then the other eye followed as they lit up. She was safe. “Wills!” she said astonished, “Thank you for helping me. I thought they would never go away.”
I sat next to her, grabbing her shoulders with my arm. “What are brothers for?”
---
The words echoed in my mind, jolting me awake. What are brothers for? Not this. Not for being a porn costar or, worse, waking up in her dorm room next to her after screwing her.
I looked at the light beams painting themselves on her gray tile floor. By how bright it was outside, I guessed it was the early morning. I managed to do the one thing I avoided for so many years: I actually fell asleep next to another woman.
When I slept with other girls, I was usually out the door as soon as the deed was done. I’d come up with excuses – work in the morning, someone waiting for me back at home, a breakfast with an old friend – anything to avoid having to face her in the morning. But Kylie was different. I didn’t race to find my pants or make my way to the car after sex with her.
Instead, I let sleep come; I welcomed it. She curled up to me, her back up against my front, her hair tickling my nose. I watched as her eyes grew heavy and her speech slowed. At one point during her fade into the early morning hours, she wished me a goodnight as if knowing I would be there tomorrow.
I knew that was my cue to go, but her scent dragged me in further. I wanted to continue feeling the warmth between our two bodies. I wanted to use this perfectly quiet, silent moment as an opportunity to touch and study her perfect skin up close for myself. With the porn shoots, I only had so much time to take her in, to study her movements and positions. Now, she was mine for the taking. I could watch her eyelids flicker, see her mouth curl open along with her dreams, and press my fingers into the skin where her hip bone jutted out slightly.
I suddenly didn’t mind that I was there past my normal welcome. Despite my dream playing with my consciousness, I wanted this moment, right or wrong.
An alarm went off near Kylie’s head. Little beeps growing louder and louder until she finally stirred awake. Her head twisted, resisting the need to wake up. She was comfortable. I had made her comfortable. A smile crept on my face as she turned her shoulder towards me, her eyes fluttering open one at a time, just like my memory.
“You’re still here?” she asked dreamily, a small curve of her lip shooting upwards.
“I’m still here.”
“I thought you would be gone by now. You’re not exactly the type of guy I would imagine staying, especially after what we did last night.” She grinned sheepishly. I knew having anal sex would be transformative for her. Sex was great, but getting to the next level with ass play was something else completely.
“Well, we can do a repeat, if you would like…” My hands stroked at the warm spots on her backside where my hips had pressed into her. I leaned down towards her, kissing her softly while prompting her to turn, facing me. She was sweet and impossibly fresh, as if the morning hadn’t touched her.
She pulled away softly, kissing me on the cheek before looking back up towards the clock. “I want to. I really, really want to. But I’m going to have to take a rain check on that. I’ve got class in about an hour and I really should shower.”
“I thought I was the one who was supposed to give excuses. It sounds to me like you’re trying to get away.”
“I promise you the last thing I wanna do right now is get out of this bed and head towards Modern Literature with Professor Mouth Breather. But I’ve never, ever missed a class, and I don’t plan on starting now.”
I watched her lift her arms up, stretching towards the walls. I could feel her feet curling upwards and her hips lifting off the bed slightly. She gave me one last, deep kiss on the mouth, her tongue searching for mine before straddling over me and planting herself on the ground.
She grabbed her robe off of the floor and sat down at her desk, opening her old laptop. I caught her attention, “You really should get a new one. That computer looks like something our parents used.”
I cringed. Our parents. Ugh. I knew I just ruined a moment. I brought reality back into this room. I waited for the shoe to drop, for her to notice my slip, but she either ignored it or didn’t mind.
Instead, she laughed as the machine hummed noisily to start. “I know, I know. It’s the next thing on my list to buy after I pay for the four hundred other things I need to upgrade. I still have about two year’s worth of tuition to pay off, so you better be coming up with ideas for new scenes.”
“I have a couple of ideas that may bring in some huge paydays. And, I could always sell last night’s video. I’m pretty sure it would break records.”
She smiled and nodded, her lips pursing together as if she were about to burst. “Let’s keep that one between the two of us – your private collection, remember?”
“I’ll enjoy it tonight, I can promise you that.” I wasn’t lying. I had never done something so amateur as to make a sex tape between me and someone not on a set. The idea of it was getting me hard. I'd watch it over and over again, I imagined.
Kylie went back to looking at her computer, her mouse and keyboard clicking away as sh
e searched for something. She didn’t look away as she asked me, “Do we have anything going on tomorrow?”
“No. Why?” I was suspicious almost immediately.
She seemed timid, unsure how to approach the question. “Well, this guy contacted me. His name is Rebel? I don’t know; it can’t be his real name.”
A red-hot singe of anger burst within me. “Rebel O’Conner. That’s his real name. What does that asshole wannabe want with you?”
She didn’t dare to look at me. Instead she read off an email, “Hey Kylie. My name’s Rebel. I got your email from your former agent, Daniel. I saw some of the work you have done with Wilder, and I’m a huge fan.”