Anal in the Trailer Park

Casey hooks his caboose up to the pleasure train and rides it to ecstasy.

  • Score 9.5 (29 votes)
  • 1952 Readers
  • 2292 Words
  • 10 Min Read

“Aren't you Kelly's son?” my lover asked as I straddled his lap and reached back to line his leaking six incher up to my entrance.

I nodded my head as I lowered myself so that the head touched my hungry pucker, then I sank myself all the way down and smiled at him as his dick slid into my ass. With a curious inflection, I asked, “How did you know?”

He gently caressed my glowing face as my rectal walls gave his shaft a squeeze, then he said, “We saw you in the car with her. Then we saw you and Gary talking outside.”

Right beside us, his older brother marveled, “You're so fucking lucky.”

“Yeah, she's a really great mom,” I cooed, then I started my ride up and down his pleasure stick. “Gary's a really great guy, too.”

For obvious reasons, there was a sexual charge in the air as I enjoyed a delicious cock ride with my cute conquest. Mom had encouraged me to go introduce myself to him and his entourage when she noticed me ogling him, but I was hesitant. She told me they'd all be happy to get to know me, but had no idea just how right she was.

At the moment, I was being pleasured by 18 year old Riley. I'd deemed him the cutest of the bunch when I spotted them walking through the complex after spending time on the basketball court. His babyfaced features were noticeable from afar, but up close they were enough to take my breath away. His complexion was almost flawless, with olive toned skin and full cheeks that framed his almond shaped green eyes. His lips had a natural shine to them that made them look wet and kissable. Running along the span above his upper lip was a patch of barely visible light brown peach fuzz that made it look like he had been trying to grow a mustache his body can't quite produce yet.

I didn't realize earlier that his two companions were his big brothers, Conner and Evan. And now that we were all in the same room, I could see the resemblance in them all. Conner looked like a slightly older and noticeably bigger version of Riley, and a skinnier, younger version of Evan. He shared all of Riley's facial qualities, minus the boystache. His face was full, too, and he had the same eyes as his baby brother. But he had a dusting of freckles on his cheeks that gave him a charming appeal of his own.

His dick was bigger and more developed than Riley's, too. While Riley had a modest ring of pubes that framed the base of his teen boner, Conner had a thick patch around his nicely developed cock and a full bush that covered his pubis. His prick was lined with veins that seemed to bulge through the skin along his shaft, and I was very excited to take it for a ride.

Likewise, Evan was an older, even bigger version of both his brothers. With a clean shave, a winning smile and a muscular build, the brown haired hunk seemed to command the respect of Riley and Conner. I could feel their reverence and longing for his approval in every glance and interaction I observed between them. And I could see his protective, loving posture when it came to them, too. The walls in their living room were filled with old and new pictures of the trio, and I wondered how long they'd lived together.

Almost as if it were the natural order of things, Evan had the biggest dick of the bunch. It was probably 8 inches or more, and I honestly wondered if I could get my mouth around it because it was so thick. It was rock hard and sticking straight out from his lush mane of pubes. His balls were low hangers and looked like they weighed a pound each. I know my imagination was running wild, but it was seriously that big!

As I was learning, they knew my mom and stepdad.

Mom offered to introduce me to them, but I begged off in a panic. I'm not exactly social, so meeting guys through apps is all I've ever done. So I guess it's only apropos that I met this hunky trio on Grindr while I was cruising for some nearby dick while mom and Gary were out shopping.

“I've never seen you over there,” Conner remarked, and I gave him a questioning look as I rode his little brother's cock while the scintillating sensation of anal intercourse poured over me.

“How do you know my mom?” I asked with a sensual inflection, trying to suppress my moaning long enough to find out more.

Conner responded by slipping the end of his thumb through my lips so I could suck on it, then he revealed, “We hang out sometimes.”

Unable to contain myself, I let out a strong moan as the flavor of a top filled my mouth while his brother studded me.

“Do you smoke with them?” Evan asked as my head lulled back in ecstasy. I opened my eyes halfway and shook my head no as it became clear to me why they were hanging out with my folks. “Gary gets the best kush from his job.”

With that, Conner took his thumb out of my mouth and grabbed my head, then he planted a long, sloppy and delicious kiss on my mouth that set off a series of rectal contractions inside me. As my asshole squeezed Riley's prick over and over, he threw his head back and nutted inside me. My vision blurred for a moment, then the room came back into view and Conner broke our kiss. We shared a smile, then I heard the wet smack of a pair of lips parting. I turned my attention back to Riley and saw him gazing into Evan's eyes with the dreamiest smile I'd ever seen in my life.

Before I dismounted, Riley treated me to a mouthful of stiff tongue while his rod throbbed with authority between the walls of my rectum. Our tongues disengaged and I slowly pushed up with my knees, expelling his talented prick with a moist crackle that filled the otherwise quiet room. Then, with a gentle grip, Conner guided me to his lap so I could take his dick for a ride.

With desire leading the way, I straddled his dick and cooed as it pushed through my eager entrance. My boner was on fire, standing at a 45 degree angle and oozing precum at a continuous rate while my pooper throbbed around my lover's prick. I bit my lower lip as he rested inside me, placing my hands on his shoulders while I got lost in his eyes.

“You're so fucking cute,” he spat, and I responded with a shy smile.

“You're really cute, too,” I answered, my voice husky. “You feel so good inside me.”

“Does your mom know you take it in the ass?” Riley asked, and I shrugged.

“Maybe,” I said with a casual inflection. “I just came out to her today.”

“We won't say anything,” Conner assured me, giving his younger brother a disapproving frown before turning his attention back to me. “You've never smoked out with your folks?”

With embarrassed eyes, I shook my head no and admitted, “I've never done pot before. I know my mom and Gary do it but I never have.”

With that, I cast my shy eyes at my top and he gave me a sweet smile as I rode his cock up and down. I smiled back, then gravity took care of the rest as our lips met and our tongues started dancing. I let loose with a strong moan and added a forward thrust to my hips.

My rectal walls felt like they were engulfed in the sweetest fire ever as they squeezed my lover's prick over and over. His chest started to heave, then he sighed into my mouth with half opened eyes and I knew he was cumming. I responded by speeding up my hips, anxious to milk his cock for its load so I could ride Evan's big dick before mom and Gary got home.

We broke our kiss, and much to my delight, Riley leaned over and planted another kiss on me while he pinched my nipples under my shirt. When my kiss with the cute 18 year old ended, we shared a goofy smile while I dismounted his brother's cock. Before I could kneel in front of him and suck it clean, Riley sprang into action, kneeling between his brother's legs and wrapping his lips around his dick like he was greeting a long lost friend.

I bit my lower lip and watched the show for a moment, then Evan's touch against my bare butt brought me back to the moment. With a horny thrill running through me, I quickly straddled his lap and used my fingers to guide the end of his dick to my hungry entrance. With a soft moan, I lowered myself and accepted its length, loving how my sloppy boy pussy swallowed it greedily.

“How's that, cutie?” he asked me, and I gave him a sweet smile.

“Feel's so good,” I told him, then I began and up and down ride on his dick that made my eyes roll back in my head. “It's really big.”

“You like that?” he asked knowingly, and I nodded. “I'm glad you came over tonight.”

My head was swimming with pleasure as I leaned back with my hands on his knee caps, anxious to feel his thick pole smashing against my prostate. With a passive smile, I declared, “I'm glad I came over, too. You're all really cute.”

And with that, the hot 24 year old hissed sharply and added his load to my generous collection. While he was breeding me, I leaned forward and rested my head on his shoulder with a relaxed smile on my glowing face. He rubbed my arched back and blew into my ear, then he swatted my left butt cheek to encourage me to dismount.

With my fanny seeded, I got back into my pants and prepared to walk back to the apartment. Much to my delight, Riley took my hand and walked me home while my body sizzled from the triple dicking I'd just indulged in. He walked me to the door like a gentleman, and treated me to a French kiss before I went inside. It was really cute how he made sure I got home safely, even though it was only a 300 foot walk for me.

“Can I see you again?” I asked, and his eyes lit up with excitement.

“Okay!” he said. “Me and my brothers usually hang out with Gary and Kelly to smoke a few pre-rolls. Maybe while they're smoking we can head back to our apartment and be alone.”

“I'd love that,” I sighed dreamily. “Can I text you so you have my number?”

With a goofy smile, he took his phone out and we swapped texts. I sent him a pride emoji and added him to my contacts, then we shared a final kiss on the lips. With a dreamy sigh, I went inside so I could call dad while I waited for mom and Gary to get home.

I went to my bedroom and plopped down on the bed, still feeling the afterglow radiate from my body after three cock rides in a row. With a flushed face and an ear to ear smile, I called dad.

“Hey peanut,” he said as soon as he picked up.

“Hey dad,” I said, feeling endorphins burst in my chest just from the sound of his voice.

“You having a nice visit?” he asked, and I sighed dreamily.

“Yeah, but I miss you,” I lamented.

“I miss you too, babe,” he assured me. “Is everything okay?”

“I came all the way out,” I reported.

“How'd it go, son?” he asked with a smile in his voice.

“Really good,” I answered. “I came out to mom on the way here, and I came out to Gary after supper.”

“I'm proud of you,” dad said affectionately.

“Thanks daddy.”

“You feel better now?”

“I feel a lot better,” I cooed. “There's something else I wanted to tell you.”

“What's that, peanut?”

“I got laid,” I boasted. “There's three guys who live in the apartment complex and they're really hot.”

“Did you score with all three of them?” he asked knowingly, and I bit my lower lip.

“Yeah,” I said, my voice breaking. “I also got laid with a guy behind the movie theatre.”

“Such a horny boy,” he praised me. Then he made my ass shiver by telling me, “You'll be getting laid again as soon as I pick you up, son.”

“I can't wait, dad.”

“Me either, babe. I love you.”

“I love you too,” I sighed. Then I shyly added, “Mom and Gary are taking me to the bookstore in Waverly. They said I can get a couple toys, but I wanted to ask if it's okay with you first.”

“Of course it is, peanut,” he said. “What are you planning to get?”

“I wanted to get a dildo and a butt plug,” I said, my voice husky. “I want the dildo to vibrate.”

“You need daddy to add some money to your account?” he asked me tenderly.

“I have some money,” I chirped. “Plus mom and Gary said they're buying it for me.”

“Okay babe,” he said. “Have fun tomorrow, okay?”

“I promise, daddy. I love you.”

“I love you too, peanut,” he said, then we hung up and I sighed with contentment. 

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