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Bully's Mom Has Got It Going On - 02

Story Info
Claire's house is busy, so the two settle for some car fun.
4.3k words
4.63
36.4k
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Part 2 of the 3 part series

Updated 10/31/2023
Created 09/20/2023
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Author's note: This series has really taken off so I thought I'd write a follow up. I feel like this is teetering on the edge of some pretty dark themes so reader discretion is advised.

ALL CHARACTERS IN THIS STORY ARE OVER EIGHTEEN.

***

I stared at my phone and felt my heart race. I quickly accepted the friend request and scrambled to write my reply.

"Sure."

After what seemed like only a few seconds, my phone buzzed once more.

"I'm out front."

I tentatively made my way towards the parking lot, passing numerous students on my way out. I couldn't help but think about how no one knew I was off to get laid. Let alone with someone's mom. It definitely added a spring to my step.

I was so lost in thought that I didn't even notice Andrew walking down the hallway parallel to me until it was too late. He made sure to adjust his angle so he would intercept me, and he crashed his shoulder hard into mine in some sort of show of dominance. I stumbled but quickly found my balance as Andrew and his two lackeys looked back at me and snickered.

He stood there with the same stupid smirk he always wore. In the past, I was able to somewhat ignore his bullshit and let it slide, but once I learned that he treated his own loving mother the same way, a part of me couldn't let that stand.

"Watch where you're going, you fucking dickhead," I snapped at Andrew. His two friends looked at each other and laughed.

"Oh yeah? And what are you going to do about it?" Andrew jeered back. I felt my hand clench. I was ready to end this shit right here once and for all. Suddenly, a voice in my head started telling me to calm down. Warning me that if I went through with this, it would mean that my hookup with Claire would definitely be postponed, and at worst, she would never want to talk to me again. I took a few deep breaths and stepped back.

"Just watch your step next time, cunt." I turned and walked away. Behind me, I could hear Andrew and his friends calling me an assortment of fun names. But I swallowed my pride and marched on to the parking lot.

The glare of the sun hit my eyes, and I started my scan of the parking lot. The bell had only rung a few minutes ago, so the spots were filled with cars of all makes and models. It made it difficult because Claire didn't appear to be parked in her usual spot. After a few minutes, I was able to find Claire's car under the partial shade of a withered oak tree.

She rolled down the window and smiled at me with the same familiar but comforting warmth only a mother could have.

"Hey stud, how was school?" she asked, smiling ear to ear.

"Alright, until I bumped into Andrew. Doesn't he need a lift home?"

"Oh no, he's staying with his friends tonight. So the house will be nice and empty," she remarked, placing heavy emphasis on the word empty. She unlocked the passenger door, and I made my way around the SUV. I threw my bag in the back seat and stretched out my legs as she pulled out onto the main road.

As we drove, I stared unashamedly at her chest. She wasn't even wearing a bra today, so each bump on the road made her jugs fly around. I felt myself getting hard just at the sight. She saw me in the corner of her eye and blushed, trying her best not to smile.

"Did you miss them?" she asked, using her forearm to lift her massive breasts up through her top.

"Absolutely," I replied, basically drooling from my mouth and the tip of my dick.

It was around this time that Claire's phone began to ring. Some eighty's rock song filled the car as she scrambled for her phone that was connected to the dashboard.

"Urgh, it's Andrew; just give me a second."

Claire swiped to accept the call and held the phone between her ear and shoulder. At first, there was a lot of back and forth and short answers from Claire. But then the conversation took a turn.

"No, you can't bring them around! I don't care if... No, you listen to me, young man-"

And just like that, the call ended with a loud dial tone. Claire, frustrated, threw her phone down at her feet. After regaining a fraction of her composure, she looked back at me.

"He wants to have his friends over tonight... They're already on their way," she said, her expression turning from anger to disappointment. I put my hand on her shoulder.

"Hey, it's okay. I understand if we can't do it tonight," I replied, not doing much to hide my disappointment.

After a moment of silence where Claire scrunched up her face as if deep in thought, she looked back towards me.

"Fuck that."

Claire gripped the wheel and took a hard right turn down a dirt road. I gripped the grab handle above me to keep my balance as my seat belt buckled under the stress. Claire may be different from Andrew in a lot of ways, but they both were the act first, think later type.

Because we lived in a relatively small town, most roads took you towards highways or empty country areas. In a matter of minutes, we were completely alone on what I assumed was an abandoned stretch of country road. She approached what looked to be a dying tree just beside the road and parked under it. I was still unsure of just what she was planning.

"What are we doing?" I asked, looking around, unable to see much of anything for miles. She released her seat belt and leaned toward me.

"Ever French a girl before?" she asked, her hands pressing down on the centre console that separated us. I shook my head. We had fucked, sure, but surprisingly, I had yet to ever have a proper kiss.

"Let me show you then..." Claire leaned forward, looking down at my lips as she did. I shut my eyes and braced myself. Her lips pressed themselves into mine, and I could somehow already taste the strawberry of her lip balm. After a few pecks back and forth, I felt her mouth part and her tongue slide past my teeth and wrap around my own. It was like a switch flipped inside of me. I grabbed the back of her head and began returning her kisses with even greater passion. I heard her moan and felt her lips curl up as we continued to make out.

Her hands were suddenly on my waist, unfastening my belt.

"Get your cock out; I want a taste."

She hooked the tips of her fingers into my waistband, and with a few tugs, my pants got dragged down to my knees. My cock sprang out to full attention, already standing tall many miles ago.

She sat up and quickly pulled her top off, letting her massive tits drop out ceremoniously, one after the other. I wasted no time reaching out and grabbing a handful of one as she leaned back towards me and wrapped her delicate hand around the base of my dick.

She gave me one final peck on the lips before leaning down to kiss the head of my cock. I was expecting some teasing, but instead she just pushed her lips down the head until she had over half of my cock in her mouth.

I let out a moan as she engulfed my dick. One of my hands was still squeezing and pulling at her massive breasts as she started going down on me. She would stroke the base of my cock in rhythm with her sucking. The result was fucking incredible.

With my other hand, I grabbed the back of her head and started thrusting my cock up into her mouth. I heard her slightly gag, but she did nothing to stop me. Instead, she just moved her hand back onto my seat for support as I started to fuck her mouth.

I could feel her spit drip down my dick and run down my balls, staining the car seat in the process. I was fucking her mouth so hard that I could feel my balls slapping against her cheek with each thrust. To me, her mouth was now no different from her pussy.

Despite how good it was, I felt a twinge of guilt for how hard I was going. Despite my instincts, I slowed down and tried to let Claire catch her breath. As I did, she looked back up at me, spit still dripping down her chin.

"Keep going; keep fucking my face. Take out all your frustrations on him with me," Claire begged, still stroking my cock. My cock throbbed hearing that, as if it were exactly the permission it wanted to hear.

I grabbed the back of her head and forced her down onto my cock. I went back to facefucking her as hard as I could, and Claire moved her spare hand down into her waistband to no doubt get herself off in the process.

I could audibly hear how wet she was as she fingered herself. I tried my best to get a view, but her thigh blocked my sight. All I could see was the waistband of her panties pulled aside and the tips of her knuckles disappearing and reappearing as she feverishly fucked herself with her fingers.

I looked back down at Claire; her eyes were shut tight as she kissed the base of my cock over and over. Her throat distended every time my cock would sink back down into her mouth. More than anything, I wanted to save this moment and replay it whenever her son would fuck up my day.

"Fucking hell, Claire, I wish I could film you doing this," I said without thinking, letting my ego get the better of me.

I saw her eyes dart open and then quickly furrow as she looked away from me, despite still sucking my cock. I took that as a sign and decided not to push it further. I couldn't help but notice that she started fingering herself even faster upon hearing that. She locked eyes with me and pushed her face off my lap. My cock escaped her lips with a loud pop, followed by a gasp for air.

"Backseat," was all Claire managed to say. I reached for the handle on the side door and stepped out, my cock still standing tall in the cool breeze, while Claire simply climbed into the back through the gap between our chairs. I opened the rear door and was met with Claire on her hands and knees, her pasty white dump truck of an ass sticking out towards me, with her leggings bunched up around her ankles.

"Give it to me!" Claire begged, her voice wavering with each breath.

I sank to my knees, mesmerised by her massive ass. I could see the ripples in her skin where cellulite was forming. Much of the weight she put on during her pregnancy must have pooled directly into her cheeks. Instinctually, I grabbed them with each hand and spread her ass apart like they were two massive oak doors.

Her asshole and pussy were on full display to me. Despite her age and weight, they looked pristine. Her asshole had a slight tinge of pink and only a few hairs circling it. Her pussy was a similar color, smooth, and already dripping wet.

Without thinking, I thrust my face into her ass and inhaled deeply. I couldn't even see her reaction; all I could see was her ass in my peripherals. But it didn't matter. The scent of her musk and the feeling of her sweaty skin on my face were more than enough. I stuck my tongue out and dragged it up and down her crack, savouring the taste.

"Fuck, you're such a dirty boy," Claire whispered, her voice cracking under the pleasure.

I pulled my face away and finally lined up my cock with her cunt. Without any further hesitation, I grabbed her waist and slammed my hips forward. In an instant, her pussy swallowed up my cock, and Claire let out a squeal in delight. I dug my fingers into her fat ass and began fucking her so hard that my balls clapped against her flesh with each thrust.

"Yeah, just like that, just like that, just like that," she would repeat to herself. Her voice was high-pitched and full of desperation. The more time I spent with this woman, the more I felt a new side of me emerge. And because of that, I lifted my hand and slapped her ass, watching as her fat cheek bounced around from the impact.

"Yeah, you like that, you fat slut? You like getting fucked on the side of the road?"

"Oh god, yes, yes, yes!" Claire screamed, her eyes rolling back into her head. I pulled her arms back and started slamming her body into mine. My pelvis would crash against her ass over and over, and the car was creaking and shaking with every thrust. I felt Claire's pussy clamp down on my cock as she let out a long howl. She was cumming hard, but I didn't stop. Not yet.

I pulled my hand back and smacked her other cheek, this time even harder.

"You're such an awful mother, aren't you?" I exclaimed through clenched teeth.

"I am! I am! I'm so bad! Punish me!" Claire begged. I obliged and smacked her ass again, watching it comically jiggle around, with my hand leaving a large red mark.

"Punish me for raising that piece of shit!" she screamed back at me as her cunt convulsed.

I leaned forward, grabbed the back of her neck, and pushed her head down into the seat. My hand wrapped around the side of her face, covering her mouth. I leaned down and started to whisper into her ear.

"You know why he's such a cunt? It's because you've raised him to be one. It's because you let him treat you like a piece of trash," I exclaimed as I continued to slam into her, her ass wobbling with each thrust. I could see tears streaming down her face as she started sobbing into the seat.

"I'm sorry, I'm so sorry," she said, muffled through my hand. I felt my orgasm creeping up on me as she kept trying to speak.

"Please cum in me. Fill me up; I want it. Please, I deserve it," she pleaded, her voice breaking up like she had a lump in my throat. As if on cue, my cock finally let loose a tsunami of pent-up cum into her cunt. With each load, she would moan and try to move her hips in rhythm with me. My orgasm felt like it lasted a whole minute, until finally I stepped back and watched my cock unceremoniously withdraw from her pussy with a slight gurgle.

I held onto the car door for balance as a river of jizz poured out of her pussy, dripping down past the seat, the car paint, and onto the dead grass. We stayed like this for a few minutes, the only sounds coming from both of our heavy breaths.

Eventually, Claire sat up and got dressed. Her hair was a mess, and we were both drenched in sweat. After catching our breath and sharing a bottle of water, we sat in the car. Neither of us had said a word to each other since we came. And it stayed that way until we were back on the road, heading back towards civilisation.

"What I said back there-" I tried to say, but was quickly cut off.

"No, no, it's fine. Heat of the moment. Don't worry about it," Claire replied.

I looked back at Claire and couldn't help but feel like we were both kidding ourselves. I sank into my seat and stared out the window. Ten minutes later, Claire pulled over beside my house.

"Here you go." Claire announced, a faint smile on her face.

She leaned over and gave me a tender kiss on the cheek. She looked back at me and smiled wider. It reminded me of how she looked when I first saw her. That beautiful woman sitting alone in her car, waiting for a dipshit son who would never arrive. I felt something boil in my chest.

I couldn't stop myself.

I leaned back over and kissed Claire. I could tell she was surprised at first, and while she did raise her hands to push me away, she surrendered and let me kiss her. I boldly pushed my tongue into her mouth, and she eagerly accepted. My right hand was now back on her massive tits, groping and squeezing.

I forced myself to end the kiss and gazed back at her. I didn't know what I was feeling. Was it lust? Was it a need to get back at Andrew? Was it something else? Claire just stared back at me, breathless and submissive.

I sat up and pulled my school bag out from the backseat.

"Thanks for the lift," was all I said as I bailed out of the SUV and walked towards my front door. I couldn't even bring myself to look back at Claire. As I stepped inside, she drove away. I stumbled towards my room, dropping my bag on the floor and collapsing on the bed. I passed out for an hour, exhausted, and when I awoke, I was still trying to understand what the hell it was that I was feeling.

***

It was Monday, my first day back in class. The mood at school is always different on Monday. People are trying to come to terms with the fact that their weekend is over. Most students hardly pay any attention in the first few periods. I've even noticed a few teachers with severe hangovers trying their best to play it off as fatigue.

You would think that in this tired state, most people would try to cooperate with each other. No one likes Mondays after all. So why make it more difficult for each other? At least, that's how I feel. Andrew didn't get the memo, and in typical fashion, he wanted to mess with me.

I was walking to my next class, and who should I walk past but him. The hallway wasn't empty enough for me to slip by unnoticed. He locked eyes, and sure enough, he began to alter his course so he could bump into me. His friends snickered and watched from afar. I had been here before, and I knew exactly what was about to happen. However, something inside me snapped. Instead of bracing and standing still, I walked towards him. Hell, I ran towards him. I clenched my fists. I was done putting up with his shit.

He thought I was bluffing. He kept his stupid grin and looked to his friends for validation. It was too late, though. I tackled him to the ground, raised my fist into the air, and started pummelling him. The first few punches hit him right in the face. After that, I wasn't even paying attention to where my fists were landing. All I knew was that he was taking them, and that felt good.

I was eventually forced off Andrew by the gym teacher, who had to hook his arms under mine just to lift me off. As I was hoisted away, I noticed just how many dozens of students had surrounded us and were hollering for more. Andrew's friends were nowhere to be seen, and I would later learn that they ran off as soon as the fight broke out. The last thing I saw in that room was Andrew, covered in bruises, shaking like a leaf, and struggling to stand.

From there, I was taken to the principal's office. My parents were called, and a meeting was held. They seemed more concerned about this becoming local gossip and hurting the school's reputation than they did about mine or Andrew's welfare. I was suspended for two weeks, and that would be that. My mother called me an idiot, but my father stayed suspiciously quiet. He only looked at me once in the rear view mirror and gave me this sly smile, as if he were proud of me.

I thought beating Andrew would make me feel better. And while, in the moment it did, I soon found myself really worried. What if Claire hated me now? I had beat the snot out of her son. I knew she didn't like Andrew, but that doesn't mean she would want to see him hurt. I spent the next few days at home trying to be productive, ignoring my phone, and trying to get ahead in my studies.

***

It had only been a few nights since the fight until Claire reached out to me. My parents had gone to sleep, and I was in my room working on a history assignment. When suddenly my phone began to ring. This startled me, as none of my friends ever actually called me; they would just text. I saw the caller was CC, and I braced before accepting the call.

"Hello?" I said, trying my best to sound calm.

"Hey, how's everything going?" Claire asked.

I took a deep breath and said, "Well, I'm just doing some homework. Trying not to fall behind. How are you?"

"Oh, well. I'm okay. I actually wanted to talk to you about what happened on Monday." Claire replied tentatively.

I sighed. "I understand if you are mad at me. I'm sorry I beat up your son; I didn't mean for things to go so far."

There was a long pause on the phone, as if she wasn't sure what to say. Then again, neither was I.

"Paul... I'm not taking sides. But... can you please tell me what happened? I want to hear your side of the story." Claire asked.

I told her how Andrew had made a habit of bumping into me to try and spill all my books out of my hands whenever given the chance. I felt a bit pathetic admitting it out loud, but Claire seemed surprisingly sympathetic.

"I'm so sorry to hear that, honey. But at least some good came out of it," Claire remarked. It took me a second to process what she had just said.

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