TYLER:

    For the past couple of weeks, I was a man on a mission: stretching my hole out as much as possible. Uncle Dixon had lent me his dildos and butt plugs, and he made a promise: "Once you're ready for it, you can try to take my dick."

    I'd never been more determined to make someone deliver on their promise, so I did my part of the bargain. Every night after finishing my homework, I locked myself in my room and I fucked my ass for at least half an hour. A couple of times I even went to school wearing a plug. I was making excellent progress. I was now able to take the smallest toys with no resistance whatsoever. Of course, my uncle's cock was much thicker, so it would still be a challenge. After conquering the medium-sized dildos, there was only one toy left to try: the Thick Boy.

    The Thick Boy was a realistic dildo that had the same girth as Uncle Dixon's dick. In terms of length, it was even longer than my uncle's cock. I knew that if I was able to take the Thick Boy, I would have no problem getting fucked by a man. Uncle Dixon never lent me the Thick Boy, because we both assumed it was way too big for this stage of my journey. But one Thursday evening, after using the largest of the toys I had in my room, I decided to go to Dixon's house and try out his girthiest dildo, which he kept in a box in his closet.

    Using a spare key to unlock the front door, I walked into my uncle's house. The place was empty. Uncle Dixon spent most of his time at work these days, renovating the beat-up properties my dad bought. I went up to the bedroom and into the closet, where I got naked and used some of the lube I'd brought to prep my hole.

    From a large box that contained a few of my uncle's remaining sex toys, I pulled out the Thick Boy. "Where should I do this?" I asked myself out loud. I didn't want to mess up my uncle's sheets. Spotting some raggedy towels on the shelf in front of me, I laid them down on the floor and decided to attempt to lower myself onto the dildo right here in the closet.

    I'd been using smaller toys in my room earlier tonight, so my ass was already opened up. Still, it was a significant challenge to take the Thick Boy. Squatting down onto it, I tried to focus on my breathing and go slowly. At one point I considered giving up because it was too uncomfortable, but I soldiered on. Next to me, within arm's reach, was my uncle's hamper full of his dirty clothes. I managed to reach over and pull out a pair of boxer briefs that were on top of the pile.

    "Fuuuck!" I moaned as I buried my face in the worn underwear. The smell was so strong! Uncle Dixon must've worn them all day yesterday. His musk sent a tingle all over my body and stimulated the further loosening of my asshole. The Thick Boy went deeper inside. I wasn't able to take the whole thing yet, but from what I could tell it was at least halfway in. 

    For the next fifteen minutes, I fucked myself in my uncle's closet, wondering if he would be home soon. Finally, I heard the front door open. I was about to shout out to let Uncle Dixon know I was upstairs… but then I heard my father's voice.

    "Fuck," I swore quietly. I didn't want Dad to know I was here. He'd ask me what I was doing here, and it's not like I could say, "I came to use one of your brother's sex toys."

    I slowly took the Thick Boy out of my ass and I stood up, waiting to see what would happen next. I couldn't make out what Dad and Dixon were saying downstairs, but I did hear the TV come on. Thursday Night Football was on. Shit! If they were planning on watching the whole game, I'd be stuck here for hours. But merely a few minutes later, I heard two sets of footsteps climbing up the stairs.

    I rushed to the closet door and pushed it closed almost all the way, leaving a one-inch gap, just wide enough for me to peek through. I thought I was imagining it, but my uncle walked in wearing nothing but socks… and sporting a raging boner! That's when I realized I must be mistaken: the second man wasn't Dad, it was some stranger that sounded just like him. But to my utter shock, it was indeed my father that followed Uncle Dixon in the bedroom! He was fully dressed in the business suit he'd worn when he left for work this morning.

    "Get on your knees," Uncle Dixon ordered Dad, which I thought must be some sort of a joke.

    Any second now, I expected Dad to start yelling at his brother for this strange prank. Instead… Dad did as he was told and knelt in front of Dixon! My own dick throbbed at seeing my uptight father submissively stare up at his younger brother's cock. What the fuck was going on?! Have they done this before? Has Dad ever done anything with a guy before? He looked pretty nervous, but he also eyed Uncle Dixon's cock the same way I did, with hunger and lust.

    "Go on. I know you wanna touch it," my uncle continued.

    As soon as the words left Dixon's lips, Dad reached up and grabbed his thick dick. He stroked him up and down a few times, visibly mesmerized by his big brother's tool. Dad even used his free hand to tug on my uncle's balls. I was so turned on by this unexpected turn of events that I started to leak precum all over the floor of the closet. Carefully, I wrapped my fist around my boner and I began to beat off, watching my own father sucking off Uncle Dixon. My other hand made its way to my hole, which was still loose from the giant dildo. 

    "Why don't you give it a taste now?" my uncle said to Dad, somewhere between a suggestion and an order.

    I was absolutely mind-blown. I'd heard of brothers jacking off in the same room growing up or stuff like that, but this was next level! My Dad looked up… and he slowly leaned forward to taste Uncle Dixon's precum. He only worked on the head, like he was just testing the waters. The way he went about it definitely seemed like this was his first time.

    "Try to take more," Dixon coached, just like he'd done with me not that long ago. "Breathe through your nose and relax your throat."

    Uncle Dixon's hands went to the back of Dad's head as he guided more of his large cock into Dad's mouth. Fuck! My own prick squirted so much precum, there was a whole puddle of it on the floor by now. For some reason, seeing my Dad suck another man's cock turned me on like crazy. What made it even hotter was that they were brothers! I shoved another finger in my hole, and felt like my balls were about to explode.

    "Who knew my straight brother had such a hot throat," Uncle Dixon growled, getting more and more aggressive with Dad. He continued to fuck my father's face, going faster and rougher… until he finally started to cum in Dad's mouth! Seeing my father swallow spunk pushed me over the edge, and I came as quietly as possible. Although I did my best to keep the noise down, my orgasm was so intense that I lost my balance and fell against the door, causing it to jostle slightly. That's when my uncle looked up and spotted me. Shit!

    Thankfully, Uncle Dixon didn't mention to Dad that he saw me. Instead, he merely helped my father up to his feet, and the two fell into a fraternal embrace. Still fully clothed, my father's suit was covered in sweat – and what seemed to be cum seeping through his pants.

    They exchanged a few words I couldn't hear, except for my uncle telling Dad, "Not bad for your first time." Dad smiled humbly, and he left the room after giving his brother another hug.

    I didn't move, I didn't breathe, as I listened to Dad's footsteps down the stairs. Eventually, the front door opened and closed. That's when the closet door suddenly swung open.

    "You can come out now," my uncle announced, his back turned to me as he walked toward his bed.

    "I… I… I can't believe what jus—" I started before my uncle cut me off.

    "What the hell are you doing in my closet?" Dixon asked gruffly. I wasn't sure if he was really pissed off, or just trying to sound authoritative.

    "I came over to try the Thick Boy," I said quickly. "I used all the other toys you gave me and I figured I was ready for something bigger."

    "Were you able to take it?" my uncle asked, his tone calmer and more curious now.

    "Most of it, yeah," I replied proudly.

    "Get on the bed," Uncle Dixon barked, stroking his semi-hard dick that had just blown a load down my dad's throat.

    I did as my uncle told me, getting on all fours on the edge of the mattress. I didn't want to disobey him, not after breaking into his house and spying on him. I could tell Dixon was looking at my hole, which was still covered in lube and pulsing nervously. 

    I turned to look at Uncle Dixon… and saw that he was once again fully bricked up, stroking his erection while admiring my ass.

    "You said you're ready for something big…" he said slowly, showing off his thick dick, which was still glistening with my father's saliva. "Prove it."