Getting My Cherry Popped by My Stepbro

An unexpected car mishap leaves Milo and his stepbrother Capa stranded in the middle of nowhere. They spend the night at a roadside motel, where their brotherly bond is tested.

I stood at the stove, preparing breakfast. Pulling my phone out of my pocket, I checked my neck. The redness had subsided a bit, but it still ached.

Milo, my stepbrother, rushed downstairs, and I swept my dark locks, covering the bruise. “Smells good, Capa.” He pulled up to the table, wearing his wrestling jersey and the chain I brought him for his 18th birthday.

I noticed his battered knuckles as I served his favorite scrambled eggs. “Bacon?” I offered. He reached out and grabbed a handful. As we ate, I tried to get him to tell me about his bruised fist, but he kept his eyes fixed on his plate, avoiding my gaze.

It was senior skip day, and while Milo had planned to hang out with his boys at the lake, I opted to stay home and relax. I didn’t want to risk running into Eric.

“What time do you want to leave?” I asked.

“Got plans,” Milo replied.

“What plans? All you’re going to do is sit around and play on that damn computer all day.”

Ignoring his comment, I cleared my plate and put it in the garbage disposal. “Like I said, I have plans. Deal with it.”

Milo looked up from his plate and announced, “I took care of Eric.” He reached out and swiped my hair away from my neck. Pushing away his hand, I retreated to the living room. “Don’t walk away, Capa!” Milo hollered.

“fight back! You can’t let people push you around.” Milo demanded, his voice softening. “You’re not a punching bag.”

I broke for the stairs. “I don’t need you going around beating up on folks. Graduation is next week, and I can’t wait to get the fuck out of this country-ass backward town.” I slammed my door and leaned against it, hoping to hear Milo’s footsteps.

Milo had been in my life for 10 years when his mom hooked up with my dad. They never got married. Titles weren’t their thing. The moment I laid eyes on him, I knew he was hot — tall, dark, and handsome, like the romance novels say. No, Milo was more than handsome… he was hot. We aren’t blood, so it’s fine, right?

I’d be leaving for college soon, so I needed to make my move — well, more significant moves. I’d made advances, but he seemed to be oblivious to them. Milo was too busy shagging all the senior girls at school. I was surprised he hadn’t come down with STDs. Did he ever raw-dog them? Would he if we did it? Pacing the floor, a smile lit up my face as I thought of an idea. I knew when to take my shot.

Graduation was done, and I wanted to bail, so I enrolled in some summer classes at State U.

I cringed at the thought of what Jill had texted me. I didn’t want to believe it, but deep down, I knew it was probably true. Milo was a player.

I finished packing, but I couldn’t help but feel a bit meh that the folks wouldn’t be able to see me off to school. At the same time, it gave me more time to focus on the Milo situation.

Jill was the only person I confided in about my thirst for Milo. She said she was 99.9% he’d be down to dick me down… because he fucks everything. I’m unsure if that’s a good or bad thing. Milo was indeed a bit of a slut, but who isn’t? Well, I’m not… I’ve never done anything. Not a blowjob, handjob… nothing.

I switched off my phone and continued packing. Tomorrow, I’d be at State. My dad gave me a credit card for emergencies only, he said. Milo offered to drive me up to State. Three hours was more than enough for things to pop off.

Milo worked under the hood as white smoke rose from the engine. “What do you think the problem is?” I asked, stepping back from the car.

“Not good, bro,” he replied, wiping the sweat from his forehead. “Generally, when there’s smoke coming from a car, it’s not a good fucking sign.” He leaned forward, checking the various wires. Sweat glistened as he worked shirtless in the Alabama heat. It had to be 102, but it felt like 110.

“It’s hot, okay?” Frustration crept into my voice. “I told you we should have taken Dad’s Beamer.”

“Don’t start freaking out. I’ll get you there in time for orientation.”

For some reason, Milo decided to take a back road because it would save us 30 minutes. Not a single car passed as we sat idle for over an hour. It was getting late; the sun was setting. Who knows what would come out once the sun went down?

“I got a text. The truck is ten minutes away,” Milo said, closing the hood.

The tow truck arrived and towed us to town. The car wouldn’t be ready until tomorrow afternoon, so we checked into a nearby motel. They only had single beds available, but I didn’t mind sharing.

Milo laughed as we entered the room. “I guess you’re sleeping on the floor.”

“Haha. Funny.” I said.

I put my bags down and won first dibs on the bathroom. Milo, being the impatient asshole, burst through the bathroom door. He stripped down to his birthday suit and jumped in the shower. “You’re taking too long.”

My eyes drifted to his crotch as he stepped into the shower. “Hurry up and get ready,” he shouted over the running water. “There’s a bar next door, they don’t card.” I finished my business, left, and closed the door. “Also, you don’t have to steal glances. It’s cool, we’re bros,” he yelled through the door.

A smile pulled across my face.

Noted.

My cock throbbed underneath my jeans. My tongue moistened my lips as the vision replayed in my head as I lay on the bed. I needed a release.

Rummaging through my bag, I pulled out the lotion and assumed the position. I could picture him moving his hands over his soap-filled body as he scrubbed every inch of his flesh.

I pictured my tongue coursing down Milo’s neck, then across his broad shoulders, then down to his bubble of an ass. I’d take my time and slide my tongue down the crack of his ass as the water cascaded down the center of his crease.

I twisted my nipples while I pumped my cock. The thought of tasting Milo sent cool shivers coursing through my veins. I could no longer hear the shower running. I could hurry and rub one out, savor it for another time, or wait for the real thing with Milo.

Milo padded into the room. “What are you doing? His meat hung low. I diverted my eyes and placed a pillow over my crotch.

“It’s all yours, bro.”

Puzzled. “Huh?”

“The shower,” he smiled as he toweled off.

Lifting from the bed, “Ah… right.”

I’d finish in the shower.

The dive bar was a claustrophobic, smoky hole in the wall, and after two hours, I was ready to escape. I watched as Milo danced with some big titty woman that was twice his age.

The waitress, dressed like a cowgirl, interrupted my thoughts. “Another Shirley Temple, hun?”

“The check, please,” I replied, my eyes still fixed on Milo.

“Leaving so soon,” she said in a thick southern drawl.

The waitress followed my gaze to Milo and his new friend. “Your girl?”

I shook my head, curling a strand of hair behind my ear. “Nope.”

“Boyfriend?”

“Can I get a rum and coke instead? And no, not my boyfriend.”

Milo and his new friend staggered over to me at the bar. His voice boomed over the music and shouted into my ear. “Bro, did you see that shit?”

I forced a smile. “Yep, it almost looked like y’all were fucking.”

Milo laughed and pulled me in for a hug. “Yeah, we’re about to.”

Flaunting a mouthful of gold teeth. Milo’s friend introduced herself. “He’s a dancing machine,” Cindy said, wrapping her arms around Milo and kissing him.

I rolled my eyes and scanned the room for the waitress.

“I need a favor,” he slurred. “Chill here for a few while me and Crissy — “

“Cindy.” I corrected.

“Dude, whatever.”

“Milo, do you think — “

“Sssh.” He pressed his finger to my lips. I balked. Not wanting to know where that finger had been. Probably inside Cindy.

“Fine.” I sighed.

They staggered to the door, lips locked, with Milo’s hand down her pants.

The waitress returned with my drink. Cindy was fucking everything up. I had hoped that Milo and I would get slapped out drunk, and he’d finally pop my cherry.

I downed my drink and asked for another.

That bitch had to go.

Shivering from the cold concrete beneath me, I huddled outside the door with a tight grip on my bottle of rum.

“Yes. Yes. Yes, right there, baby, don’t stop,” Cindy’s voice escaped through the door.

God, they were an hour in. I guess Milo wasn’t a two-pump chomp.

I put my ear to the door. Milo was silent. He must have taken his cues from porn stars. The guys never made noise. Is that a rule? Seems odd.

Cindy’s screams continued, “Oh yes. Harder, harder!”

What’s he doing to her?!

I turned up the bottle one last time and tossed it into the trash, but I missed it. It spattered near a Jeep in the parking lot.

A bear of a man in torn briefs stepped out of his room, pointing to a black jeep. The pieces of glass had landed near his tires.

He walked towards me in a huff. “What the fuck are you doing?”

Perplexed, “Who the fuck are you? I’m minding my business.”

I noticed his many tats and his pecker slipping through his worn briefs. I struggled to get up. As soon as I made it to my feet, his fist connected with my face, knocking me back down to the ground.

A woman’s voice shouted, “Johnny! He’s a kid! Stop it!!”

“I’m gonna teach him a lesson,” Johnny growled.

I popped back to my feet, fist raised. “No, I’m 18. I’m a man!“ I yelled back.

Johnny landed a few more punches, knocking the wind out of me.

“Fuck!” I yelled in pain. Slumped over, I tried to catch my breath. “Ok, I’m a kid, dude, that’s enough,” I begged.

Milo burst through the door, eyed the dude, then jumped on his back and took him down, landing blow after blow.

“Leave my brother alone,” he continued his assault.

“Stop it!” the man’s girlfriend cried out.

“Fuck him up!” Cindy roared from the doorway.

The man slammed Milo into the wall. A small crowd gathered to watch the spectacle. I gathered my strength. Landing two heavy slaps across the dude’s face and two swift kicks to his nuts.

“Two points!” I shouted. Johnny slumped over in pain. “You kicked me in the nuts?” he said, confused.

“Johnny, get your ass back in the room.” His girl snapped and tugged him up. Back in his room they went, whimpering in pain.

My attention turned to Milo. I knelt to check. Nothing looked broken. “What the hell were you doing out here?” Milo asked.

“Listening to you fuck ol’ girl,” I said, helping into the room. The room looked like a tornado had hit. I grabbed a hot towel to clean Milo up.

Cindy gathered her things. “I’m going to peace out, fellas,” Cindy said. “Thanks for an interesting night, but I got warrants.” She scribbled her number for Milo and peaced out.

I dimmed the lights in the room. “Sit tight,” I said, walking into the bathroom to get fresh towels. Milo had stripped down to his boxers. It was a sight to see.

“You’re so caring.” Milo piled the pillows behind him as he set up.

I brushed the towel across his cheek. “I’d like to think so.” I grabbed my first aid kit from my bag and searched for alcohol and bandages.

“That was a nice kick to the balls.” Milo punched my shoulder playfully. “You did. I’m proud of you,” he said, his steely grey eyes fixed on me. I’m not sure what it was, but this look felt different. Milo took my hand and caressed it. “You okay?” he asked in a soft voice.

“I’m good. Thank you,” I smiled. “I’m sure I’m going to feel like crap later.” We both laughed.

Milo motioned up from the bed. “A hot shower would help,” he motioned up and padded to the bathroom.

“I’ll join you,” I said jokingly.

Milo shouted from the bathroom, “There’s room for two!”

A nervous laugh escaped my lips. I paced the floor, wondering if I should take him up on the invite. Or was it a joke? “Oh shit!,” Milo exclaimed from the shower. “This feels amazing.”

He was joking. I sat on the bed, head in palm… overthinking. I stood up and ripped my shirt and jeans off. Only my tighty-whities remained with my stomach in knots. Palms sweaty.

The water shut off. Milo stepped out wrapped in a towel. Water dripped from his toned body. His body was perfection. Tight abs, a toned wrestler’s body. He strolled over to me as I stood frozen in my undies. He gave me a once-over. I was hard. He smiled. “I told you there was room for two.”

I looked up to meet his gaze. I was 6’2”. Milo had to be around 6’4”. “I guess it’s my turn.” The words escaped my lips.

I could hear my heart pound away in my ears. He leaned in. His lips met mine, igniting a spark that sent waves of electricity coursing through my body. As he pulled away, I took a deep breath. All that escaped my lips was a breathless “Wow!”

Milo reached for a rolled joint and a lighter on the TV stand. He flicked open his lighter and inhaled as the bottom end turned red.

With a deep inhale, he exhaled a plume of smoke into my face. I coughed uncontrollably. He laughed and passed the joint. I took a long drag and exhaled.

“This is what you’ve wanted, right?” He asked, his eyes fixed on me. He led me to bed. Milo crawled from the foot to the head, kissing his way up my body. A whimper escaped my lips with each kiss.

I couldn’t find the words to explain. Instead, I pulled him closer to me, feeling his strength and warmth envelop me. “This is nice,” I whispered.

“Milo,” I said in a hushed tone. “It’s my first time.” I looked for assurance.

He layered kisses along my neck, up my chin, to my lips, to the tip of my nose. “Mine too. Well, with a guy.” His lips pressed against mine, this time slipping his tongue into my mouth. My hands palmed his head.

My heart swelled with a mixture of fear and excitement as I gazed into Milo’s eyes, feeling vulnerable. I squirmed in delight as his hands pinned me down to hold me in place. His tongue entered my ear, lapping in the canal. His teeth gnarled on my earlobe.

My toes curled, and my body trembled with each touch. It was more than I’d hoped for. This wasn’t just sex… it was much more. Milo flipped me over onto my stomach, pulled down my underwear, then massaged my ass with his firm hands.

“Put your head down on the pillow and keep your ass up,” he said in a stern, commanding voice. His fingers slid up and down the crease of my bottom.

I felt his tongue wiggle inside me. I collapsed onto the bed. He pulled my ass back into the air. Milo explored my walls deep with his long, acrobatic tongue.

Moans escaped my lips as I fisted the bed sheets. Another loud grunt erupted from my throat. I couldn’t stop myself from reaching back and forcing him deeper inside me.

“Mmm,” Milo said, coming up for air. He flipped me over, and I placed my legs on top of his broad shoulders. “You ready for this?”

I nodded and held on to his waist. He reached for the lube and placed a generous amount on his dick and my hole. Milo silo eased inside me. I pressed my hand against his stomach to keep him from going too deep.

“Slow,” I begged.

“Relax, don’t tense. I’ll ease my way in.”

“I am.”

“You’re not. Let me in.”

He caressed my nipples and then twisted them as he worked his hips into me. Milo eyed me and adjusted to my facial expressions. After some minutes and tons more lube, my body finally relaxed my body. I wanted all of him.

“Can you take more?”

“Yes!”

“Then push back,” he urged.

I matched his rhythm and forced myself onto his throbbing cock. My head flung back as he drilled harder and deeper into me. My hands grabbed hold of his hips as they flung harder and faster, hitting against my flesh.

The slapping of his balls against my taint echoed throughout the room. It was the sound of hot, sweaty bodies coming together for a mighty purpose.

“How does that feel?” Milo asked. My arms wrapped around his waist, pulling him closer to me.

He rose with a labored breath and continued to fill me with his thickness. His hand wrapped consensually around my neck. His tongue traced over my lips.

Pulling his cock from my ass. He straddled me, then ran his cock along my lips. “Open.” Milo’s baritone voice demanded.

I gagged as I tried to deep-throat his cock. I pulled back for a second. His hips flexed and followed me. Milo pressed his cock farther into my mouth, stretching my mouth while holding my head in place.

I grabbed the base of his cock to take control. Saliva dripped from all sides of my mouth. I bobbed, slurped, and licked, then pumped his cock until my hand became a blur.

Milo’s aggressiveness was a turn-on.

I wanted more. Having his balls slapped against my chin as he assaulted my mouth.

Milo erupted, spraying his warm load down my throat and on my face. “I’m cumming!”

His juices dripped down the side of my mouth as his throaty grunts filled the room. The thrust of his hips continued as I lapped my tongue over the head of his cock.

My eyes glanced up at him, and a crooked smile appeared across his face as he tried to free his cock from my mouth. I didn’t want to let it go. He crashed beside me. Running his fingers through my hair as he gazed into my eyes.

He reached across my face, scooped his load, and placed it into my mouth. “Looks like you missed some.”

I pumped my cock until I felt my balls tighten. It wasn’t going to take much for me to cum. Within seconds, a stream of cum shot from my cock and into the air, landing in my hair and on Milo’s shoulder. My body went limp, but I continued to feel the aftershock of that massive release.

He ran his fingertips down my entire body, adding to the sensation. We weren’t in a hurry to clean up. He scooped up behind me, placed his arms around my waist, and pulled me close into his embrace.

The release I’d been waiting for.