“Trust me,” Ben said, gripping my ass cheeks firmly with his hands. “I fucking won’t.”
He pressed forward one last time, and now his cock was all the way inside of me. I could feel his thickness spreading my hole wide open, impaling me. I squirmed beneath him, breathing heavily and biting the blanket. My still–sensitive clit stroked against the base of his cock, making me moan and whimper. It was almost too much to handle.
Then, he started to move his hips back and forth. His cock slid in and out of me, rubbing against my g–spot and clit with each gentle move of his hips. He let out a pleased groan and grabbed my legs, squeezing them harshly. I started to move my body back and forth in rhythm with his, feeling his cock penetrate even deeper than before as our hips smashed together with each push.
“Annie…” Benjamin groaned. “You’re so tight, god damn. I can’t believe it.”
He started to thrust harder; ramming into me with full speed. His balls clapped against my buttocks with each powerful, long thrust of his hips and he was breathing heavily.
Our hot, sweaty bodies grinded against each other in unison, and for a moment I completely forgot who I was, and what I was doing. All I could think about was the intense feeling of pleasure that was stirring deep inside of me, and the feeling of Benjamin’s huge cock thrusting in and out of me.
“It feels so good,” I moaned, pressing my eyes shut tight. “Mmm, Ben…”
Grunting, Benjamin leaned down and wrapped his arms around my body. His cock was still thrusting in and out of me, throbbing against my inner walls. It was growing, stretching my inner walls wide apart, feeling like it was about to explode.
Benjamin groaned loudly, digging his fingernails into the skin of my buttocks. “I’m going to cum soon, Annie,” He grunted. “What do I do?”
I grinded against him, moaning and gasping loudly. “Cum inside of me, Ben,” I told him. “Don’t stop, please.” I grinded against him, desperately pushing myself against his cock. I didn’t want him to pull out—so what if I get pregnant? I don’t even care!
“Wait,” Ben said suddenly. “I have an idea, but you might not like it…”
He kept thrusting into me, but much slower now. It was more of a gentle slide. “What is it?” I asked, feeling a slight pang of anxiety. “I want you inside me, Ben… I don’t want you to stop.”
“Well, I’m guessing you don’t have a condom,” He mumbled. “But there’s always another way.”
“What is it?”
“I can always cum in your ass,” Ben said, suddenly sounding extremely excited. “I’d be gentle, I promise. I would never hurt you. But it’s up to you, Annie… what do you say?”
His finger found itself on the opening to my ass. Lubricated with my pussy juices, he started to circle my hole, probing it gently. It felt… strange, but good at the same time! I’d never had anal sex. In fact, I’d never even considered it, but now I was feeling tempted to. And if it would allow Benjamin to keep fucking me, and I didn’t want to stop yet…
“Do it,” I said. “Do it before I change my mind.”
Slowly, Benjamin pulled his cock out of my pussy. Breathing heavily, he ran his hand up and down my wet slit, soaking his fingers in my pussy juices. I watched over my shoulder while he rubbed it over his cock, lubricating himself before entering me. There was a look of eager determination on his face.
“Are you ready?” He asked and quickly turned his head up, looking into my eyes.
“I’m ready,” I smiled and turned my head back, biting my lip.
Ben pressed his finger into me, penetrating my virgin hole for the first time. He rolled it around inside of me, massaging my insides and stretching me open to fit his massive cock. It felt wonderful, and I couldn’t help but to let out a pleased moan.
“You like that, huh?” Ben snickered to himself. “You’re going to love this then…”
He pulled his finger out and replaced it with his cock, which he placed at my entrance, ready to thrust forward. Pressing himself forward slowly, the head of his cock stretched my hole open before, suddenly, it popped inside of me. My walls were spread wide open, and it was painful. I screamed loudly, squirming around beneath Ben and digging my fingers into the mattress.
Benjamin held still, allowing my hole and walls to stretch enough to fit his entire width. “You okay?” He asked, stroking my butt cheek tenderly.
I nodded softly, feeling a tear escape my eye and roll down my cheek. It hurt—his cock inside of me—but it was subsiding quickly. Soon enough, my hole had been stretched around the head of his enormous cock, and I was ready to continue.
“I’m okay,” I said finally. “Let’s continue.”
Benjamin reached his hand around my legs, letting his hand stroke my pussy. His fingers separated my wet folds and found my swollen, pink clit. He stroked it gently, and I could feel my body sink down and relax in an instant. It felt hot, but it wasn’t physical hotness. I was hot on the inside.
“Better?” Ben asked.
“Much,” I giggled, biting my lip. I wanted him to continue. I wanted him to fuck me, and to tear my virgin hole apart. It didn’t hurt anymore, so what were we waiting for?! “Cum inside me already!”
“Okay, okay!” Benjamin laughed. “Wow, you’re impatient, aren’t you?”
“You would be too, if you were feeling the way I’m feeling.”
“How do you know that I’m not?”
Before I had time to answer, he thrust his hips forward, edging his cock another inch into me. I gasped loudly, but it wasn’t from pain this time. It was from pleasure.
“More?” Ben asked.
“Yeah,” I moaned. “More, please! I can take it.”
With his hands on my hips, Benjamin started to move his hips back and forth. His cock slid in and out of my hole, entering further into me with each push. Every time he thrust into me, a soft moan escaped my lips. I could feel my hole stretching around his stiff, throbbing member.
When he was half–way inside of me, he pressed forward roughly, forcing his cock all the way into me. I arched my back backwards, pressing my buttocks against him. I felt amazingly stuffed. My asshole must’ve been stretched at least twice it’s normal size by now—and it was still going to stretch more.
Grunting loudly, Benjamin started to thrust in and out of me. My hole hugged him tightly, squeezing his length with incredible power. His cock, which was already swollen with semen from earlier, was starting to grow again. It stretched my hole wide open from the inside, throbbing against my inner wall.
“Annie…” Benjamin gasped. “I’m… I’m so close.”
“I know,” I groaned, moving my hips back and forth and massaging his cock with my willing hole. “I can feel it. Cum inside of me, Ben. Fill me up!”
He burst, shooting a massive load of white, sticky cum deep into my channel and coating my walls. My hole was filled to the brim with cum, which overflowed me and started to seep out around Ben’s cock. He thrust a few times more, but he was weak now, and it showed. Panting, he collapsed on top of me, resting his heavy, muscular body on top of me.
Slowly, his cock deflated and slipped out of my hole, along with a huge amount of semen. It seeped out of me and ran down my legs, pooling on the bed and floor. “I should probably go get cleaned up before I get your cum everywhere,” I said and giggled.
“Yeah, you probably should,” Ben said. He lifted himself up and took my hand, pulling me up to stand beside him. “Man, you look messed up!” He said and ran his fingers through my tangled, black hair, smiling widely.
“I don’t mind.” I said and shrugged.
“Me either,” Ben said. “I love it.”
Suddenly, there was a rap on the door. “Mr. Tater?” A voice called out on the other side. I hadn’t even heard the footsteps approaching—I guess I was too busy getting fucked in the ass by Ben. “You’re on in 10 minutes, just wanted to let you know.”
“Okay!” Ben answered, loud enough to be heard into the hallway. “Thank you, I’l
l be right out.”
Benjamin swung open the closet door and dug out a towel and a bottle of water, which he tossed in my direction. “Here,” he said and turned towards me. “I’m guessing you don’t want to go out naked into the hallway, but this should get you clean enough to go home and take a shower at least.”
“Thanks.” I said and caught the towel and bottle mid–air. A shower, I thought to myself. Yeah, that’d be perfect right now. My ass was so filled with cum that it felt like it was going to explode at any moment, and I really wanted to get it out.
“I’m sorry I can’t stay and cuddle… or whatever it is girls want to do after sex,” Ben said and smiled a sideways smile. I watched quietly while he wiped his cock and pulled his boxers and jeans back on. “But my break is only one hour, and the audience is waiting. My boss wouldn’t be happy if I was late. He’s a real hard ass.”
“It’s okay,” I said and smiled softly. “I have to get going anyway. I’m leaving for college tomorrow.”
“Oh yeah…” Ben smiled a sad, sideways smile. “I almost forgot that. Maybe I’ll see you around? I hope so at least.”
I shrugged. “If not, you can always come visit.”
“I will,” Ben smiled. “But I really have to go now!”
“Go, go!” I ushered him towards the door. He ran towards it and put his hand on the handle, but in the last second he stopped himself. He turned around and looked deeply into my eyes, then he walked over to me quickly. Reaching his hand around my neck, he pushed my head up and planted his lips on mine.
I closed my eyes and sunk into his arms, pressing my lips tightly against his. He tasted sweet and minty—just like always. His tongue felt like it belonged in my mouth, and his lips were so soft against mine. I never wanted to let go, but I had to.
It felt like ten minutes had passed when he pulled away, but it was probably just ten seconds. After stroking my cheek softly with his finger one last time, Ben turned around and rushed towards the door.
“Bye, Annie!” He called out. “I’ll come visit in the morning, I promise. I won’t let you leave without saying goodbye properly.”
“Okay,” I nodded eagerly. “Bye!”
Slamming the door shut behind him, Benjamin rushed down the hallway and towards the stage. I could hear his footsteps tapping loudly against the floor until they finally disappeared. It felt so lonely without him, and so quiet too. I missed the heat of his body, and the scent of his breath, and… Oh my god, am I falling in love with my stepbrother?
If you’d asked me one day ago how I felt about my stepbrother, I’d have told you I couldn’t care less about him. But after today, I wasn’t so sure. Maybe Benjamin isn’t as bad as I thought. I thought and smiled stupidly to myself.
After washing myself up and putting my clothes back on, I slowly opened the door and peeked outside. The hallway was empty, but I could hear the music from the club, and the loud cheers of the girls in the audience. Benjamin is probably on stage already, I thought.
For some reason, the thought of hundreds of girls watching and swooning over him didn’t bother me. I knew that I didn’t have to compete with them, because Ben didn’t care about them. In the end, Ben only wanted me. To be honest, it was kind of turning me on just to think about him swinging his junk around on stage, in front of all those people…
But I didn’t have time for that right now—I had to get home and shower. My break–up with Jonathan didn’t feel so bad anymore, either. Maybe it was because Benjamin had just made my anxiety go away like always, or it was because I knew that I had already found someone better. Except I didn’t just find him. He’d been there the whole time, I just didn’t know it.
Until now.
* * *
Taken Hard for the First time
“Hey, Brandy.”
I looked up from my phone. In front of me stood Emmett—captain of the football team, prom king two years in a row, and absolutely stunning. The sun was shining through the large roof window in the school library, causing his emerald green eyes to glimmer. He ran a wide, calloused hand through his hair, ruffling his auburn locks as he waited for me to respond.
Why is Emmett talking to me? I thought and looked around suspiciously. None of his friends were nearby—hidden behind bookshelves, peeking and laughing at me like a monkey in an exhibit. That rules out the possibility of a prank. Okay, okay, just answer him, but stay cool! Hey, maybe he wants to ask you to prom…
I’d always had a crush on Emmett, probably because his appearance reminded me of my stepfather Steven. They were both handsome and charismatic, but that’s where the similarities ended. To be honest, Emmett had a rumor of being ‘bad’, but that’s just who he was, right? Besides, he’d never been mean to me, so it was obviously just a rumor.
That might also have something to do with the fact that he’s never even talked to you. I thought, but then quickly pushed that notion out of my mind.
“H–hey, Emmett.” I stammered nervously, stuffing my phone back into the too–small pocket in my jeans. “What’s up?”
“I didn’t see you in history class today,” He said and smiled. “Where were you?”
“Oh,” I smiled softly back at him. You know that feeling when you’re riding on a rollercoaster and it starts to go down from a really high peak, and your stomach sort of jumps? That’s how I felt when Emmett flashed his white teeth.
“I… I, uhm, finished all the coursework already,” I mumbled. “So Ms. Kravett gave me some extra assignments to do at home.”
“Ugh,” Emmett scoffed. “If she did that to me, I’d have my dad fire her. She’s such a lame–o.”
“Yeah,” I giggled nervously. “She’s totally dumb.”
That was a lie. I didn’t think Ms. Kravett was stupid at all. In fact, she was one of my favorite teachers, and this assignment was my idea. Assignment was awesome, by the way, not stupid at all! Who doesn’t want to write a report on ancient humans? And get extra credit on top? Uhm, helloo?
But Emmett thought Ms. Kravett was stupid, and I wanted Emmett to like me.
“Yeah, it’s no wonder her husband cheated on her.” I said.
I regretted it immediately. I didn’t know why Ms. Kravett’s husband cheated on her, only that it happened. My stepfather was an old friend of hers, and he’d told me the story in confidence after she showed up at our doorsteps, crying. It was the same night as she found out.
Emmett stared at me wide–eyed. “Did he really do that?” He asked, mouth gaping open.
“Yeah, but you can’t tell anyone I said that.” I said quickly, biting my tongue for betraying my stepfather’s confidence.
“Damn,” Emmett mumbled, obviously not hearing the latter part that I said. He looked down at me with a peculiar, suddenly interested, look on his face. “You’re pretty cool, Brandy, do you know that?” He asked and met my eyes.
“O–oh?” I asked shyly. “You think I’m cool?” My cheeks were burning red hot at this point. Emmett thinks I’m cool? Me—the nerdy bookworm girl? I reached up and wrapped my finger around a strand of my hair, playing with it absently with a stupid smile on my face.
“Yeah!” Emmett smiled again. “Hey, look, me and some friends were planning to sneak out into the forest and blow some smoke during lunch. Jimmy’s dad has a huge stash of cigs and he never notices a couple of packs missing. Why… why don’t you come with us?” He added with a wink.
I hesitated for a moment. “I don’t know…” I said truthfully. “Isn’t smoking really bad for your lungs and stuff?”
“Gee, Brands,” Emmett scoffed at me. “I thought you were cool.”
“I am!” I blurted out quickly. “I am cool.”
If a cigarette was all it was going to take to get Emmett to like me, then I was going to smoke a cigarette—and I was going to pretend that I liked it, too! I am cool, I told myself. I’ll prove it to him.
“So you’ll come smoke with us then?”
“Yeah, totally,” I smirked my best carefre
e smirk. “Like, what’s the worst that could happen, right?”
“Right,” Emmett winked again. “I’ll see you after lunch.”
“See you then.”
Maybe smoking will be good for me, I thought to myself as I watched Emmett walk away. After all, I was in my last year of high school—eighteen years old—and I still hadn’t smoked a cigarette. I probably wouldn’t even get another chance to fit in with my peers and make friends before the year ended.
Besides, what’s the worst that could happen?
* * *
After quickly eating lunch in the school cafeteria—dry chicken and rice, served on a red plastic tray—I positioned myself just inside the back door behind the gym, where I waited for Emmett and his friends. This door in particular was less than twenty meters away from the jogging track in the forest, and it was the go–to spot for class skippers, smokers—well, anyone that wanted to get out of school unseen.
This was my first time coming here, and I was nervous as hell. I had a reputation of being a ‘goody two–shoes’, and I guess that wasn’t completely baseless either. I had straight A’s and a tendency to be liked by teachers, and I never spoke back to my parents no matter what. This time, though… This time it was different. Emmett finally saw me as someone else than just Bookworm–Brandy.
After ten minutes, at which point I’d just started wondering if they were going to show up after all, I could hear sounds coming from down the hall. My eyes shot up and spotted Emmett in the distance, with his little squad in tow.
There was Samuel, the short and beefy guy. He was insecure about his height, so he made up for it by going to the gym six mornings per week and playing football every other night. Despite working out so often, Samuel was still a little bit pudgy. His face was pink and round, and he always had a large, wet stains in his armpits.
Then there was Jimmy, Emmett’s right hand—or whatever you want to call it. He was tall and lanky, and was known for his attitude and the fact that his dad practically owned the school. Apparently, donating 20,000$ per semester gives you certain ‘privileges,’ like not having to show up for class half of the time.
TABOO MEGA BUNDLE: Wet & Ready (40 Hot Short Stories, First Time, Menage and More!) Page 58