AVERY:

    Watching Chase breed his dad's ass was one of the hottest things I'd ever seen – but being asked to take over filled me with anxiety. Chase wanted to watch me fuck John after he'd so expertly drilled his hole. How could I compete with something like that? I'd never fucked anyone in my life. What if I did something wrong, or if I lost my erection halfway through because of nervousness?

    Chase's dad kneeled in front of me on all fours, showing off his cum-filled hole. That was Chase's cum in there… Fuck, John was so lucky to have his own son's jizz inside him. I couldn't help but wonder if I'd ever experience that sensation, far in the future. But for now, Chase's question lingered in the air: "Avery, you wanna try him out next?"

    "Yeah, okay, I'll do it," I said. Although I was self-conscious about my performance as a top, I didn't want to appear as a coward in front of Chase.

    As I knelt behind John and got in between his legs, Chase reached down and spread his father's asscheeks for me, inviting me to aim for the middle. I licked my lips and took a deep breath… before pushing inside my friend's dad.

    The first thing I noticed was how velvety soft his insides felt. Sure, he was already loosened up by his own son, but I could still feel a nice tight grip along my shaft. I'd heard plenty of guys talk about fucking, but never thought it would feel this amazing!

    It took me only seconds to bottom out inside John, who groaned loudly and appreciatively. He pushed back with his hips, making sure he had every inch of my dick inside him. In the meantime, Chase came to stand behind me, placing his hands on my shoulders and giving me a little massage while watching me nail his dad. John started gyrating his waist, fucking himself on my dick as I did everything I could to prolong my orgasm and not cum too soon.

    "Hell yeah, Avery. Look at you! You're fucking my dad!" Chase noted encouragingly, his hands tightening their grip on my shoulders. "C'mon, show us what you can really do."

    I didn't say it out loud, and I probably never would, but I was incredibly appreciative to have Chase here seeing me through my first time as a top. I reached down and held onto John's waist, and I started slowly pumping in and out. Now that I was actually thrusting my hips, it felt even better! I could feel pleasure beyond my dick – I could feel it in my balls, my taint, and even my asshole. It was no wonder Chase loved to fuck so much. As for John, he looked back over his shoulder, biting his lip and moaning as I made his loose hole my own.

    "How's he doing, Dad?" Chase asked him.

    "Amazing. His dick feels so good. Just like yours did, son," John moaned, now aggressively rocking back with his hips to meet my every thrust.

    "I wanna see you breed him," Chase leaned down and whispered in my ear, sending me into overdrive.

    I began to fuck John as fast and as hard as I could. With my eyes closed, I got lost in the moment, breathing in and inhaling both Chase's and John's musk. John somehow managed to clench his hole tighter, trying to milk a load out of me. I couldn't hold back and I finally released, adding my own spunk to Chase's. I cried out and I shot rope after rope of fresh jizz inside my friend's dad!! Holy fuck!

    After an intense cumshot, I finally pulled my dick out and I opened my eyes. Looking down, I saw my spunk as well as Chase's cum leak out of John's sloppy hole.

    "Phew, I'm gonna go take a shower. Thank you, boys," the man announced coolly, hopping up like he didn't just get fucked on the hardwood floor by two teenagers.

    Chase patted my shoulder one last time and then offered me his hand so I could stand up. My legs were wobbly so I appreciated it when he pulled me into a sweaty hug. "You did amazing," my buddy whispered in my ear, smacking my bare ass playfully.

—

    Late that night, Chase visited my room and joined me in bed. Although we were both naked, we spent a couple of hours without having sex or even talking about anything sexual. We just chatted about prom, graduation, college… There were so many changes coming for both of us. After this summer, we wouldn't even live in the same city anymore, let alone in the same house.

    At one point, Chase took my hand and held it as we both looked contentedly at the ceiling. After a couple of minutes, he said, "I think my dad really liked getting fucked by you."

    "Haha, not as much as he liked getting fucked by YOU, I bet," I replied. "I mean, after all you're his son. Plus you're so much more experienced than I am."

    "I mean, the only way to gain experience is to keep doing it," my buddy remarked with a smirk, letting go of my hand and wrapping his right hand around my soft cock instead. A second later, he started to stroke it.

    "Yeah, I mean, next time I see your dad I'll be happy to fuck him again," I remarked, feeling blood rushing from all over my body to my groin, spurred on by Chase's touch and the memory of breeding John.

    "Why wait for my dad? There are other people you can fuck," Chase grinned. "I'm already in your bed."

    "Wait… Are you saying I can… I m-mean, do you want me to…?" I stuttered, finding it hard to believe my jock buddy really wanted me to top him.

    "Oh just shut up and fuck me."

    He suddenly leaned in, planting a kiss on my lips and gripping my cock even tighter. We started making out and I could suddenly sense how hungry Chase was for me. By now I was fully hard, coating his hand with my precum, and wondering: was I really about to fuck Chase's ass?

    Before I could hesitate any longer, Chase started to slide down the mattress and slip my cock into his mouth. I groaned loudly as he deepthroated me easily, proving he really had practiced quite a bit on his dad over the past few months.

    "I swear I can still taste my dad's ass on your dick," Chase whispered, kissing the tip of my tool and licking up the precum that I shot at his words. "You ready for me?"

    Chase didn't really bother waiting for an answer. He got up and straddled my waist, facing me. He quickly spat in his palm and worked some spit into his hole. He reached back and grabbed my boner, holding it firmly at the base so he could sit back onto it. His eyes screwed shut as my cockhead pushed into his hole and finally popped in. He grimaced, steadily forcing his ass down to take my dick.

    "Fuuuck dude, you're even tighter than your dad," I grunted, reliving the sensations from earlier in the day. This time, they felt ten times more intense. With Chase's muscular body weighing down on me, I started to thrust up into him as much as I was able to, squeezing my glutes with each thrust.

    "Gimme a sec to get used to it," Chase gasped, pushing down on my thighs to slow my movements.

    I immediately stopped, not wanting to hurt him in the slightest. Chase took over, slowly and gently rocking his hips. Gradually, I could feel him relax enough for me to start thrusting again. His asshole was clenching my shaft; simultaneously, his dick was leaking precum onto my stomach, showing me he was clearly enjoying himself.

    In a move that surprised even me, I sat up and wrapped my arms around Chase's torso, rolling us both over so that I could be on top of him. Chase smirked and he settled against the mattress, his hands reaching up to his ankles to spread his legs into a split. Just like that, I held myself up in a push-up position… and started fucking my best friend. 

    As the minutes ticked on, I felt more confident and did my best to slam into him as hard as I could. Each time I landed, Chase let out a whimper and more precum shot from his cock. The noises he made worried me, so I slowed down and tried to take it easier.

    "Don't stop, keep going," he insisted stubbornly.

    I realized the sounds he was making weren't sounds of discomfort – but moans of pleasure. This was even more evident when he let go of his ankles and wrapped his legs around my waist. One of his hands then shot to dick, jerking himself off as I pounded into him over and over again.

    Once I was fully inside him, my thrusting accelerated. The volume of his moans got louder and louder with each of my thrusts. Between that and the bed squeaking, I wouldn't be surprised if we woke up my dad.

    "Your ass is amazing. I can't believe how good it feels," I gasped. "I don't know how much longer I can last."

    Chase's free arm came to the back of my neck, pulling me closer into a kiss. Our mouths collided and our tongues swirled together. My inexperience as a top was starting to show and I felt myself getting closer to an orgasm that I simply couldn't control.

    "C–Can I cum inside you?" I asked, pulling my head upward to look down at Chase and his sweaty torso.

    "Do it, man. Fill me up!" Chase said.

    I went back to fucking his hole as hard as I could, which was much easier now that I'd loosened him up. Chase closed his eyes, his face showing pure bliss as he jerked himself off even faster. His hole began clenching – almost convulsing – and I soon saw why. Chase was shouting and shooting his load, showering his chest and abs with fresh cum. The effect this had on my dick was immense, making me nut almost at the same time. I buried my load in his ass, breeding someone for the second time today.

    When my cock slipped out of Chase's cum-filled hole, I plunged my tongue in his mouth, giving him one last wet kiss for the night. I half-expected him to get up and go back to his room, but my buddy stayed in my bed – and in my arms. I shut the light off without saying a word and continued to cuddle with Chase until we fell asleep.