My Boring, Shitty Life Ch. 05

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Fun night at the fair.
3.8k words
4.69
5k
5

Part 5 of the 17 part series

Updated 06/16/2023
Created 04/20/2023
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Our MC is just starting out in life, but thus far, is unimpressed. He's still in high school and having trouble finding himself in a world where everyone around him feels like they have it all together. This leaves him confused more often than not, at the interactions and motivations involving other people. Things will heat up bit by bit along the way. All characters mentioned are over the age of eighteen. This is a work of fiction.

The fair did NOT go over smoothly, but it was pretty fun.

I took the bus to get there, since my dad was going to get his friend. When I first arrived, the other prospects were waiting for me and together we set up a sizable booth before any of the actual members got there. They arranged their bikes in a row and before long, sticky fingered kids were climbing all over them making me wince thinking of the cleanup job I was going to have.

Most everyone that came by was friendly, as the tag alongs and old ladies served up free brownies and muffins for the community. We had a donations jar out for anyone who wanted to give a little back. My job was to fetch whatever the women needed as the members of the MC tailgated.

After a few hours I got the text I was expecting from my dad asking where I was, so I left it vague and just told him over by the motorcycles. He arrived not long after with a former teacher of mine from middle school. I was polite, but internally screaming at my dad for going after a woman I knew. Hell she was one of my first crushes. He wanted to know what I was doing there when Rhett walked up and shook his hand.

My dad's eyes went wide for a second when Rhett told him I was a prospect. He turned to me, still holding on to Rhett's outstretched hand. "You're what now?"

Rhett gave him a pat on the back and surprised the hell out of me by calling my dad by name. I was pretty sure I hadn't mentioned it. "Awe come on Marcus. He's old enough."

Dad looked at him and smiled. "Where the hell does the time go?"

I don't think I was the only one confused, as my former teacher was furrowing her brow as well. Just then there was a commotion, as Trash bounded up and wrapped my dad in a big bear hug. "Marcus!"

My dad let the man pick him up for a second before grumbling. "Put me down Trash. It's good to see you too."

Okay now I was really confused. My dad knew these guys? He looked over at me once he was back on his feet. "We're off Riley." He said taking my teacher's hand. "Don't be out too late."

"Huh?" I asked.

"We'll talk later. Guys, it was good to see you but I'm off. I'll fill him in later so probably best to leave it for now."

Rhett shook his hand, "Always a pleasure Marcus. You know where to find us."

Just like that, he walked off. Rhett shrugged at me before I could get my bearings and then he walked off too.

I threw my hands up in frustration and went back to work still unable to process what had just happened.

Probably thirty minutes later I heard Trash barking at someone. I turned to see a few of my friends gathered around his bike, parked intentionally off to the side and away from all the passers by. I made a beeline towards them as Trash grabbed Brett by the collar and hauled him off of the bike's seat. Matt looked like he was stepping up to defend Brett as Bianca and Michelle clutched hands and took a step back. "NOBODY TOUCHES MY FUCKING BIKE!!"

I jumped between them and stared Trash in the eye. "Hey! I've got this!" I probably should've been a bit more amicable to Trash in that moment, but a couple booths down I saw two local police looking in this direction. "Parole! Man. It's fine. They didn't know."

Trash butted his forehead against mine, pretty hard, but then walked back to his seat without another word. I turned to see my friends all gawking at me like a dick was coming out of my forehead. "What?" I asked.

Matt grinned. "Coolest dude I know man."

Brett wasn't happy though. He slapped my hand away as I tried to help him up.

"So what then dude? You see a bike on its own and figure you can just hop on? It's clearly out of the way for a reason man."

"Like I was supposed to know." Brett replied.

"It's just against the rules man. Don't touch what ain't yours." I noticed Bianca giving me a flirty grin as I scolded Brett. She and Michelle were whispering together.

Brett was still dusting himself off when Heather Sinclaire and Pete noticed us. They walked over and she joined the girls in their quiet dialog.

I helped Brett get some twigs off his shoulder. "Look man, you didn't know and that's cool." I caught Pete grabbing at Heather's ass and her hand brushing him away. It fired me up a bit. "But now that you do, you should know that the MC is big on restitution."

"What?" He asked.

I glanced over my shoulder at Rhett. He nodded. "Restitution. Righting a wrong. Paying what's due. Get it? I'm not trying to be an asshole here but Trash isn't going to let this slide man."

Matt looked at me like I was insane. Pete tried grabbing at Heather only to be brushed aside again. Michelle had a confused look and Bianca looked like she was salivating.

Brett caught on. "So what? You're shaking me down?" He asked, getting closer and standing up straighter. Neither of us was exactly tall, but he had a good three inches and twenty pounds or so on me.

I locked eyes with him, still reeling over the fact that he went after Bianca knowing I had a thing for her, and the way he seemed to shove it down my throat by carrying on in public with her. Then I remembered what he'd done to Heather as well. I looked over at her to see her hand slapping at Pete's once again. "I'm trying to help you here Brett. Do something to show these guys you're sorry and it's over. Otherwise I'd look over my shoulder if I were you."

His eyes narrowed as he leaned closer. "Is that a threat?"

"Just trying to warn you." I growled, not even sure when things had gotten this intense.

"Problem here boys?" I heard from behind Brett.

We both looked and saw the two officers I had noticed earlier.

Rhett called out from behind the tent to do some damage control. "No problem Sarge. You know teenagers. They're just puffing out their feathers. Kid knows not to cause trouble. Don't you?"

I took a step back from Brett as he smirked. "Sure thing Rhett. Sorry for the misunderstanding officer." I wanted to wipe that smug look right off his face.

Matt shrugged at me as he and the others followed Brett back towards the carnival. Rhett placed a hand on my shoulder. "Ya did good Kid. Knowing when to step up is almost as important as knowing when to back down. Looks like you've got both covered."

I nodded and started to get back to work, still seething, when a thought occurred to me. "Hey Rhett, what's the plan for him now then? Trash gonna let it go?"

Trash answered for him. "Nah Kid. I think not. He'll get somethin' for it. You know what he drives?" I nodded. "Then I expect you'll figure somethin' out. Right? Fixin' this is on YOU."

A few hours later, after the sun had gone down, I sat waiting for Brett on the hood of his daddy's challenger. He was fuming when he saw me. "What the FUCK Riley?" Seeing him get worked up really warmed my heart.

He stormed over, ready to pummel me, dropping his arm from Bianca's shoulder and leaving Matt behind with the girls.

I held my hand up at him. "Restitution Brett. We're square now. You sat where you didn't belong, now I did too."

He looked over at Matt, who just shrugged, before facing me again. This time donning that same smug look from earlier. "Ya know, I kind of get it. The whole restitution thing. But fuck no Riley, we're not square."

Now I was confused. "How's that?" I asked.

Brett smirked. "Two things. One, your friend back there knocked me on my ass, the way I see it, I'm owed the same. And two-"

I cut him off, "You want me to knock you on your ass again? I don't get it." That got a chuckle out of my buddy Matt.

"No dumbass. Two is you've been getting friendly with Bianca even though she's not interested. God. Couldn't you let me finish?"

I couldn't help myself. "I'm pretty sure that's her line there tough guy."

Matt laughed out loud but Michelle elbowed him to keep him quiet. I noticed a lime green mustang zip past us to park a little ways off and then caught the look in Bianca's eye as she drooled over two guys fighting over her. She was definitely enjoying this.

Brett was red in the face, but I was watching a pair of tan legs step out of a certain mustang and the bright blue eyes that recognized me from afar before they turned away. "Fuck this dude. I'm sick of your shit. Always too cool for anything. Fuck you." I watched her skirt flowing just below her cheeks before she turned out of sight. Brett be damned, I wasn't even paying attention to him with that view over his shoulder.

He took a step towards me, so I focused back on him. "You don't want to fight me Brett."

"What's wrong, no backup this time?" He came closer.

"You don't want to do this Brett." He was just a step away.

"Or what?"

He took another step, and I socked him in the jaw. It dazed him and backed him up a step, but he came back again.

The second time I didn't hold back. He hit the ground hard and my hand was stinging. He didn't even stand all the way up this time, he just tackled me into his daddy's car, probably leaving a dent. Had he stood up just then things probably would've gone differently, but he didn't. So I wrapped his neck up with my elbow and thrust my hips forward so I was standing straight. I kicked him twice at his shin and knee'd his ribs hard before he jerked away. His momentum after I let him go carried him backwards and onto his ass.

Matt cheered and I noticed that we had a few more people gathered at this point, though everyone else was quiet. Pete, Heather Sinclaire, Melanie, the other Heather, a couple people I didn't know, Trash's knockout daughter, and Matt's sister Kelsey were all circled around us. I winked at Kelsey, but I'm pretty sure more than one girl thought it was for them. Trash's daughter raised an eyebrow at me. God she was hot. A few of them were, really.

Brett jumped to his feet and looked around before throwing his first punch of the night. Gassed as he was, there wasn't much to it, but it did make contact. This being only my second fight, I didn't really have the experience to counter him. He got at least two more in before I managed to block one and lay a return throw at his temple.

It was over in a blink after that as Brett was stumbling and couldn't keep his feet. Michelle, kind heart that she was, grabbed onto his shoulders and started checking to see if he was ok.

I didn't stick around to find out. I just walked off. I didn't know what else to do really, and everyone was kind of quiet. It skeeved me out. None of the other members were around, and the truck with all the gear had left earlier, so I was going to have to walk home. The busses had already stopped for the night, so I was shit out of luck.

I made it about a quarter mile when I heard a honk coming from behind me.

A lime green mustang pulled up with an open passenger window. I leaned in and smiled at Trash's daughter. "Hey. What's up?"

"Get in doofus. I'm supposed to take you home."

I guess it was my lucky day. I jumped in just after seeing Brett drive by flipping me off and Bianca whipping her head around seeing who's car I was getting into. "Aren't you supposed to call me Kid? Everyone else at the MC does." I asked her as she peeled away.

Her skirt was distractingly short, so I had trouble making eye contact with her. "I'll do what I want Kid. Nobody tells me what to do." That made me chuckle and look up to see her glaring at me. "What?" She asked.

"Says the girl ordered to take the lowly prospect home."

"No one ordered me!"

"Uh huh."

"Hey!"

"Says the girl letting Bully pull her between his knees."

"I'm warning you."

I laughed out loud this time and couldn't stop until she hit the brakes and pulled over. I didn't even know why I was being a dick to her. "Fuck you Kid. Get out."

I stared at her, confused. "But-"

She interrupted me. "I do what I want. And right now I want you out."

I held up my hands. "Whoa. Ok. No I'm sorry alright."

"Out!"

I put my hands together in prayer to plead with her. "Please! I'm sorry. Let me start over." She cocked an eyebrow at me. "Thank you for taking me home. I'm Riley. It's a pleasure to meet you and I'll do anything to repay the favor. Please ignore my earlier idiocy."

She smirked. "That's what I thought." Lucky day indeed, she took off like a bat out of hell for the second time.

The whole way to my place she had the radio cranked up and was belting out 80s rock like she had lived through the decade. I couldn't help but smile and join in.

We parked in the street since there were two cars in my driveway. The lights were off save for a television glow in my dad's window. He must have had have company.

Trash's daughter shut off the engine and leaned against her door, turning towards me. "Thanks for the ride. It was fun." I said.

"Tess." She replied.

"Tess?"

"My name. Contessa. Tess."

Through her window I could see the neighbor lady sitting on her porch, watching us. "Tess. Thank you for the ride."

She smirked a bit. "Welcome. Can I ask you something?" I shrugged. "Why'd you join the MC?"

Sighing, I didn't really know where to start. "I don't know. I mean, the opportunity presented itself. I just wanted to make a change. Really I was just going in to get a tattoo. Something just got to me."

She nodded and seemed genuinely curious. "Uh huh. So you're reinventing yourself?"

I ran my hand through my hair as I replied. "Kind of. Yeah. I mean, I'm still me. I just don't want to let life pass me by anymore. I'm confused by everything going on. Everyone seems to know exactly who they are and I don't know who I am." Her smile was infectious, "what?" I asked, chuckling.

We talked for a while and it seemed like she was genuinely interested in what I had to say. I tried my best to listen to her, though her body certainly had me distracted. "Can I see your hand?" She asked suddenly.

"Uh. Sure." I held it out for her to see.

She pulled it in towards her, and for the first time I saw dried blood from where the skin had split. It looked bruised too.

I watched as she studied it for a second and then gasped in shock as she brought it to her lips and kissed my knuckles. My jeans tightened as she licked them before pulling me towards her.

I didn't know what was happening as her lips found mine, but I did know it was wrong. I was on cloud nine for a moment before I pulled away and rested my forehead on hers. "What about Bully? This is a mistake" I whispered.

She kissed my neck and whispered back, "Don't let life pass you by right? You've heard more of what I had to say tonight than he ever had. You listened. Just go with it." Her lips found mine again following her statement.

Fuck it. I'll deal with the consequences later I guess.

I pulled her towards me until her seatbelt stopped her. We broke for just a second as she undid it and then slid sensuously into my lap in the passenger seat.

I kissed her back exactly as she was kissing me, and it wasn't long before she was grinding herself down against my crotch. Friction was heating us up just as much as our behavior. For the first time in my life, I palmed a woman's ass and squeezed. She seemed to like it so I kept going, using her ass as leverage and forcing her to grind against my enclosed dick, hard and at MY pace. She leaned back a bit, separating our lips and staring me in the eye. "I don't normally do this." She told me.

I had a feeling that she wasn't telling the whole truth, but I kept it to myself. "Me either." I said.

Grinning wickedly, she leaned back and pulled off her shirt, revealing an amazing pair of breasts wrapped up in a crazy teal blue lace bra. She watched my eyes bug out of my head and then gyrated her hips while leaning back. It was like she was dancing to some unheard song. Hey! My first lap dance. Check that off the bucket list.

I ran my hands up and down her thighs as she danced on me, then winced as she suddenly shot her hand out and onto my cock. I didn't have time to think about anything else as she undid my jean's buttons all at once. I think she got startled when my dick popped out suddenly, so I told her, "I went commando today."

"Huh?" She looked at me, confused for a moment.

"I went commando today." I repeated.

She gave me an incredulous look. "I can see that."

I paused, wondering what she stopped for.

"What is that?" She asked.

"Huh?"

"What the hell is that?" She asked me again.

"My dick. I don't know. You're freaking me out." I told her, starting to panic.

She reached out and grabbed me. "You're freaking ME out. Seriously! Is this for real?" Her hand jerked up and down slowly.

"Uh. Yeah." I replied, dumbfounded. Her hands, now both started working me over with a purpose as my pre cum oozed out. "Oh fuck. That's good."

She leaned forward and kissed me harder than ever as her hands worked me over. I moaned into her mouth.

She moved her lips onto my ear and sucked on the lobe before whispering, "I want your cum baby. I fucking want it so bad." My panic was rising as my orgasm neared. "Please baby. Please. I want you to shoot it. Here!"

I felt her pussy lips join in on the good work her hands were doing. Guess I wasn't the only one without underwear. More dangerous for her though, wearing a skirt and all.

She left me outside of her but lifted her skirt over top of my dick. "You're making me so wet. Fuck you feel so good rubbing against me."

"Tess!" I warned.

Her lips met mine again and I noticed that she tasted like kiwi. How did I miss that before?

Her hands tightened around me and her movements all but stopped, minus her shivering. She moaned into my mouth before biting at my lower lip. Just like that, my hips shot skyward and cum released from inside of me, absolutely coating the inside of her skirt. I don't think I had ever cum that hard for as long as just then.

Tess trembled on top of me as we fought to catch our breath. We kissed passionately, but before long she flung herself over to the driver's side of the car. Leaning against the door with her eyes closed, I couldn't help but gawk at her. The sight was keeping my erection from wilting, making buttoning my jeans that much more difficult.

"Fuck. That was intense." She said before chuckling.

I laughed. "Yeah. No kidding."

Her eyes met mine as her face turned serious. "You can't tell anyone that happened."

My face fell a bit but I nodded. "Yeah. I know. I won't say anything."

I saw the relief flash across her face and then her smirk returned. "Nobody's ever told you you were packin' before?"

I mumbled under my breath before I could catch myself. "Nobody's ever seen it before."

Her hand flew over her mouth as I realized my mistake. "No. Wait. No. I didn't mean-"

Tess started slapping my arm and yelling at me. "You asshole! Are you a fucking virgin! And I just. We just. Dude I almost fucked you!"

I laughed despite myself as she peppered me with smacks. "There's still time you know." Idiot.

She leaned back and started looking around frantically. "Where's my shirt? Where the fuck is my shirt. God I could kill you right now."

I held up her shirt for her and she snatched it straight away. "Look I'm sorry." I told her. "I was just going with it."

Situating her shirt, she mumbled, "I bet you were." In a louder voice, she continued. "Nobody hears about this! Got it?" I nodded and she smirked again. "I'm serious though."

I nodded again. "Yeah. I get it. Nobody-"

I was starting to think interrupting people was her thing. "No. Dumbass. I meant it. You're pretty hung." Now I was the one smirking. "This never happened though." It did, but I nodded. "And it'll never happen again." It would, though I didn't know it yet.

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