“Cum in my ass,” Toby begged as I fucked his tight cunt with his skinny legs pressed against my muscular chest. My cock hadn’t seen a wet hole in months, so I wasn’t going to turn down the opportunity to breed this barely-legal cum dump, even if I was married to his sister.
“I want my brother to come live with us,” my pregnant wife Shannon announced a month before our baby was due. Toby was my wife’s kid brother, always the baby of the family. He had just finished high school, but had no plans for college or any type of work.
“I’m going to have my hands full when the baby comes,” Shannon explained. “Toby could be a big help to us.” At the time, I envisioned Toby changing diapers and maybe giving the baby a bottle. It hadn’t yet occurred to me that Toby’s real job would be to drain my balls—nightly.
Toby was still in high school when I met Shannon. I pegged him as a slut for cock from the start. He liked chorus, dance, and theater. His only ambition in life was to be a backup dancer for Sabrina Carpenter.
When I chided Shannon for not telling me in advance that her brother liked dick, she was indignant. “Toby isn’t gay—he’s just artistic,” she insisted. Artistic, my ass. The boy was gayer than a rainbow flag. And any doubt I had was settled by the way he would look at me.
Any straight man who has ever stepped foot inside a gym knows what it means to be objectified by a gay man. The stares. The longing gazes. Though flattered, I always knew with certainty when a dude wanted me. Toby wanted me from the start, but it would take me a few years before I wanted him.
I’m not a predator, but I usually get what I want. After months of no sex with my pregnant wife, I wanted Toby—his tight ass, specifically. But I needed him to make the first move. If Shannon ever caught us, god forbid, I needed her to believe her brother was the one to seduce me, and not the other way around.
So I devised a plan. The night Toby arrived, my wife cooked his favorite spinach lasagna. I played up my machismo and wore a tight shirt that showed off my muscular physique, a few buttons undone to show off my chest hair.
“My, you look nice,” Shannon cluelessly commented as I sat down to eat with them.
“Well, having Toby here is a special day for our family,” I replied and gave the boy a wink.
Toby was practically salivating at the sight of me. A bitch in heat. Had my wife not been there, I’m sure he would have pulled down his pants and gotten on all fours right on top of the table for me. I had won the first round.
The second round occurred later that night after Shannon went to bed. “Join me on the patio,” I invited Toby while pouring myself a scotch. “I won’t tell your sister if you want a pour, too.” He declined the scotch and grabbed himself a Coke from the fridge.
“You seeing anyone?” I asked as we settled into a set of patio chairs. I kept the gender of “anyone” neutral, hoping that Toby might confess to being gay. It would have been easier if the little bitch would have admitted that he liked dick. “Anyone special in your life?”
“Nah,” Toby answered timidly while checking out my muscular arms with a furtive side glance.
I got Toby talking about his high school graduation, making a point to adjust my junk as he talked. His eyes were fixated on my crotch, yet he didn’t dare make a move for it. But I already had another plan in motion.
Suddenly, my phone rang—an alarm that I had set to sound like a ringtone. “Mind if I answer this?” I asked Toby. “It’s my buddy Greg.” Toby nodded his approval as I pretended to answer my phone.
“Greg,” I boomed to nobody on the other end. “Damn, buddy. It’s great to hear from you. Yes, Shannon is doing well. Yeah, the baby will be here in a month. But I’m telling you, buddy, my balls aren’t so good. We haven’t fucked in months.”
I looked over at Toby and his eyes were wide. He was clearly eavesdropping and taking note.
“Yeah, dude. I’m totally backed up,” I continued with my fake call. “And her OB said it’ll be months after the birth before she can handle my big cock again. Shit, man. I’m so desperate, I’d stick my cock in any warm hole that I could find at this point.”
I looked over at Toby and the boy was salivating again. Mission accomplished.
“Hey, Greg? Lemme call you back tomorrow. I’m hanging out with Shannon’s brother Toby now.” And then I pretended to end the call.
The silence was palpable. I could almost see the wheels turning in Toby’s head. Finally the boy spoke.
“Uh—is that really true?” he asked softly. “Is it true that it’s been months since you and Shannon—uh—”
“Fucked? Yes, Toby. Your sister and I haven’t fucked in months,” I confessed while taking a sip of scotch and trying to stifle a smile. “The doctor advised against it when my big cock was causing her to have discomfort. But, Jesus. I shouldn’t burden you with these things, Toby. A man has needs, but my needs are not your problem.” I was laying it on thick.
Toby was quiet again, but his eyes were on my bulge and I was, quite purposefully, allowing myself to get hard. “Maybe I could help,” Toby offered, not taking his eyes off my tented pants.
“Help? I don’t understand,” I shrugged, feigning confusion. “How could you help?”
“You know. You could—” Toby hesitated in a near whisper, “you could fuck me.” Bingo.
“I’m no faggot,” I protested indignantly. “I don’t fuck guys. I’m not gay.”
Toby jumped up to settle me, his hand on my meaty arm. “No—no. I know you’re not gay,” the boy stammered. “But that doesn’t mean you can’t fuck me. I’ve been fucked by lots of straight guys.”
And there it was. Not only had he finally admitted to being gay, he also admitted to taking lots of cock as I suspected. I was going to enjoy fucking this slutty bitch, and now it was time to make it happen.
“I think you’ll enjoy my hole,” Toby added for good measure. “Tops always say that I’ve got a cunt made for cock.”
“Christ, when you put it like that, Toby, how can I refuse?” I agreed while downing the last of my scotch. “You sure you want this?” I asked knowing the boy was itching to get my big cock inside him.
“Yes—I want to help,” he wholeheartedly agreed as he took me by the hand and led me inside the house and to his bedroom. To my delight, Shannon had put Toby in the downstairs guest room, far away from our bedroom upstairs. I could fuck the shit out of the boy and she would never hear a thing.
I went to take a pre-fuck piss in the adjoining bathroom once we got to Toby’s room. When I came out, he was stretched out naked on the bed waiting for me. I dropped my shorts and pulled off my shirt.
“Holy FUCK, you’re huge,” Toby gasped when he caught sight of my big dick.
“Don’t worry. I’ll start out slow,” I assured the boy. I then climbed between his skinny legs, spit on my cock, and began to work it into his puckered hole. “Bring your legs up to your chest,” I directed him, pushing his knees upwards. “I like this position. It makes your hole feel more like pussy.”
“Have you ever fucked a guy?” Toby asked as I prepared to mount him, my cock pressed against his hole. I ignored the question, not wanting to reveal how many dudes that I had fucked while drunk off my ass in college. Quickly, I thrusted balls deep inside the boy.
“FUCK, you’re thick,” Toby gasped as his hole clenched around my cock.
His tight cunt was amazing. It felt so good to finally have my cock back inside a warm, wet hole. Toby began to relax. I could tell he was enjoying the ride as I gave his hole some slow, deliberate strokes.
“Jesus, you’re tight,” I marveled, picking up the pace, pounding him harder.
“You like my cunt?” he asked, gripping me from within. “Is it tighter than my sister’s pussy?”
“Don’t make me answer that,” I plunged deep, his eyes rolling back into his head.
I was jackhammering him hard, reveling in not only the feeling of a warm cunt, but the sublime victory of getting my wife’s brother to give up his ass to me. It was so fucked up, so wrong, but that only made his hole feel all the better. Over and over, I continued to pulverize his quivering cunt.
“Cum in my ass,” Toby begged, my balls slapping against his sphincter with each thrust. “I want to feel you unloading inside me—breeding me just like you bred my sister.”
The thought of once again shooting my wad into a warm cunt instead of into my fist or down the shower drain was overwhelming. I was trying hard to hold back my load but, after months of no pussy, it was a losing battle.
“FUCK—I’m gonna bust,” I barked urgently, the cum rising in my shaft.
“Yeah, fucking breed me,” Toby moaned as my cock began to pulse and spurt inside of him.
“SHIT—DAMN,” I grunted, flooding the boy’s guts with a massive, backed-up load. I soon collapsed upon him, my sweaty body melding into him as I kept my cock in his hole.
“Are you still hard?” Toby asked after several minutes, my big dick still buried in his cummy hole.
“Fuckin-A,” I gasped in shock, looking down at my cock within him. I was still hard. That never happened when I fucked my wife.
Pushing myself back up into a plank above Toby, my cock still inside him, I began to pound out another load into the boy. Then another. And another. I seeded that sweet boy cunt with four loads before I called it quits.
I then dragged myself back upstairs and got into bed with my sleeping wife, leaving Toby on his bed with cum streaming out of his gaping hole. I fell into a deep sleep, the type of slumber that can only be achieved when a man has completely emptied his balls.
The next morning at breakfast, Shannon poured me a cup of coffee as Toby munched on a bowl of Frosted Flakes. He kept shifting his weight in his chair, likely because his wrecked hole hurt like fuck.
“You two boys must have been up all night drinking and talking,” Shannon accused playfully while handing Toby a cup of coffee. “It looks like neither of you got much sleep. I hope this doesn’t become a bad habit.”
Toby gave me a furtive, knowing glance as I replied to my wife, “Sorry, babe. I can’t make any promises. Boys will be boys.”
Stories are fiction and intended for readers 18 and up. All characters are assumed to be legal, consenting adults.
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