Part One
When I was eighteen in the early nineties, I spent a month of my summer between high school and college with my father and stepmother. They managed a large apartment complex in central California and had hired her son, Collin, to help with the maintenance in exchange for an apartment. When I arrived, I was surprised to learn her (she was considerably older than my father) grandson, Jesse, was also visiting and we were going to be sharing the spare room.
As an only child, this did not thrill me. I was used to having a room and a bathroom to myself and for the next month, I'd have neither. We had nothing in common other than we were both eighteen. He came from a rich family and cared about labels, while I scoured thrift stores for clothes that merely fit. I tended to be more cerebral in my endeavors while he played the jock. As he had arrived before and was staying after me, he'd claimed the bed and all the available storage, relegating me to an air mattress on the floor.
He became annoying almost instantly. He could tell I was gay and would make all the standard comments culled from eighties movies reran on MTV. His favorite thing was to exit the shower wearing a towel, enter our room to find me sitting on my mattress reading, grab my head and press it against his towel covered cock, usually saying something like, "Yeah, you know you want that dick faggot." To which I would respond with an eye roll and then proceed to get ready for the day.
The first week we spent our time helping Collin with maintenance items like painting and cleaning in exchange for cash. Actually, I ended up doing most of the work, but Jesse was fine taking half the money. By the end of the week Jesse and I had developed a weird brotherly tension between us, and I was happier than ever that my mother had the right to an abortion when she became pregnant a few years after I was born.
On Sunday morning, my father and stepmother had gone to church, leaving Jesse and I to sleep in. He'd gotten up before me and done all his preening and came back into the room waking me up in the process. I raised my body off the bed and as I did, Jesse did his favorite joke of pressing my head into his crotch. Only this time he decided to repeat it a few times and on the last pulse of my head his towel slipped off and my face pressed into his naked cock and balls.
My eyes bulged at the site of his junk. He was hung like a donkey. Despite all of his preening on the rest of his body, he'd left his full bush of brown hair intact around his genitals. I couldn't stop looking at it.
I was taken out of my dick trance when he yelled, "What the fuck? You really are a faggot." He held my head in place as he wiggled his hips back and forth, making his cock and balls slap against my face. Of course, the danger in doing this was that his cock started to get hard.
I flicked the end of his cock and made him jump a little. "Looks like you might be a little gay too."
"Kiss my ass! I'm not a fucking faggot."
"You rub your dick on my face, you tell me to kiss your ass, but you're not gay?"
"Fuck you!" He grabbed his towel off the floor, rewrapped it around him, and hunted through his plethora of colorful underwear. He even went so far as to put the underwear on under the towel. Suddenly he was shy.
I went into the bathroom and took my shower. The thought of Jesse's cock and balls made my little four-inch dick as hard as a rock. Thinking about his teenage masculinity made it take just a couple of strokes with conditioner for lube for me to spray cum all over the baby blue tiles.
After my shower, I came into our room wrapped in a thin pink towel, the only one left in the linen closet. Jesse laid on bed in his red jockeys and started in on me almost immediately. "Aw, got on a cute little pink skirt."
"Leave me alone."
He got off the bed and stood next to me in front of the dresser and we both stared at each other in the mirror. "You got to see my unit, I should get to see yours." With that declaration, he ripped the towel off of me. Our bodies were so different in size. He'd worked out and played football in school making him thick with a small tuft of chest hair in the center of his tan pecs that led to a treasure trail into his underwear. I, on the other hand, was painfully skinny and almost translucent in my paleness. The only meat on me was on my ass that I must have inherited from my father's side.
Jesse's eyes darted down to my tiny cock and balls. "What the fuck is that? Goddam, you're almost a woman bitch."
I quickly bent over and pulled out a pair of briefs from my bag, but in my haste, my ass pressed back and rubbed on the front of Jesse's underwear. In an instant his went hard and it became so uncomfortable for him he had to pull the waistband away from his body to let his cock unfurl. When he returned it to its original position, Jesse's giant cock stretched from the center of his body all the way out to his left hip bone. Its girth was so immense, it pulled the waistband and the elastic of the leg hole away from his body, giving a little peek at the pink organ. He glanced over to the clock and then back to me in the mirror.
"What time does church get out?"
"They're evangelicals, I've seen it go past noon."
He pulled down his underwear and flicked them off his feet. His cock jutted straight out of his body, straight and proud, just like he was trying to be to the world. "Suck it."
"I'm not sucking your dick."
Jesse slapped me hard across the face, sending me down to my air mattress. He quickly joined me, straddling my face and pinning my arms down. "Suck it! You got it hard; you can take care of it."
Luckily, he didn't look back at my own erection tenting my white briefs. I opened my mouth and he pushed into my throat, making me gag. The sputtering and coughing made his dick even harder. Thankfully, he was an eighteen-year-old man, and it only took a few strokes in my wet mouth before I felt his load dump into my gullet. When he was done, he slid back and sat on my chest with his heavy cock resting in the small divot of my clavicle. He slapped me again. "Don't you fucking tell anybody about this."
I nodded a confirmation, and he jumped off me and back into the shower. I'm assumed he needed to wash the sin away. I on the other hand, was more than happy to go the rest of my day smelling his cock and balls all over my face. The smell of his cum was everywhere in my nose. While he showered, I jacked off into a tissue.
After our encounter, the tension between us went from brotherly tension to an all out cold war. All the hatred he had for himself enjoying being with another man he took out on me with little slaps and quips about me being a girl.
It lasted for a week until my father asked us to move a stove from storage into an upstairs unit and then make sure it was cleaned out for the painter. The heat and humidity of central California in the summertime took its toll on us and by the time we'd gotten the stove in place we were both drenched in sweat. He took off his shirt, ran it under the cold tap, and then put it back on. He looked around the empty apartment, "Looks like it's cleaned out to me."
"I'll go check the bedroom."
In the bedroom I looked around to make sure all the areas the painters would touch were clear and during my investigation, I found an old Playgirl magazine. The model on the cover was unnaturally tan with a thick mustache and even thicker bush surrounding a decent looking dick. I walked back out to the kitchen where Jesse was contorting his body to get a drink from the tap.
"Look what I found."
Jesse grabbed the magazine away from me and started flipping through it. "Damn, I'm bigger than most of these guys." Then he rolled up the magazine and popped me in the crotch with it. I doubled over in pain and went to my knees. "Same can't be said for you, can it?"
I shot him a look of anger amidst my pain.
Jesse unzipped his pants and pulled his cock out the side of his briefs. "Since you're already on your knees, how about you take care of me again?"
His cock grew exponentially as he made his request. I knew I shouldn't reward his shitty treatment of me, but I couldn't help myself. I opened my mouth and started sucking on his meat. He placed a hand on the back of my head and set his own pace. Occasionally I would look up and see him in a state of bliss with his eyes closed. As he was getting close to coming a voice rang out from behind me.
"Fuck, you two are better than porn." I spun around on my knees to see Collin grabbing his bulging crotch through his swim shorts. Collin was ten years older than us, with a hairy round thick body. He only had one outfit, a tank top, swim shorts, and flip flops. His main hobbies were smoking pot and jerking off to half scrambled porn on cable. Despite his seniority, he was still finding himself.
Jesse was quick to say, "Don't tell grandma."
"Only if I can watch."
"You want to watch?"
"Yeah, you to look hot together. Come on little brother, get that dick back in your mouth."
I turned around and put Jesse's cock back in my mouth. The surprise of Collin had made it go soft, but the advantage of youth meant it went hard the instant I slid my tongue along the bottom of his shaft. Off to the right I saw Collin, slip the elastic waistband of his trunks under his large tight balls and start stroking his thick chubby cock.
Jesse seemed to like showing off his domination of me. "Fuck yeah cunt suck on the big cock. Why don't you show your big brother your little faggot clit?"
"Yeah, little brother, show me what you got."
I undid my jean and pulled them and my underwear down, exposing my little dick and my ass to my stepbrother.
Collin came over and bounce my tiny package off the top of his bare foot. "Damn, that is small."
"Told ya. Not even sure it qualifies as gay having this little bitch suck my dick." Jesse said as he got harder in my mouth. Just a few strokes more and I savored the taste of his nut in my mouth. So much cum came out of him every time he came. When Jesse was done, he pulled his cock out of my mouth, rolled the last pearl of cum out, and wiped it on the end of my nose.
Collin quickly stepped up with his chubby cock. "Come on little bro, finish me off."
It must have been quite some time since Collin had anything but his own hand rubbing on his cock, because in less than a minute my stepbrother's jizz was coating my tongue. It wasn't as sweet as Jesse's, but it was thick enough to chew.
"Damn little brother, you got a nice mouth," Collin said popping his waistband back into place. "Have to keep those talents in mind for the future. Now, get your pants pulled up and let's get over to 207 and rip up that carpet." He noticed the magazine on the floor and picked it up. "Nice, have to keep this for when that pretty mouth isn't available."
Later, it felt weird and sexy to be sitting around a Sunday roast with four family members, two of which I'd swallowed earlier in the day. After dinner we sat in the living room watching somebody win money for their funny video and ate the apple pie my stepmother had made. When he was finished eating, Collin looked over to Jesse, "You play any video games?" Jesse replied with a list of games he was familiar with, a few of which Collin had for his console. "Want to come over to my place?"
Jesse agreed and then Collin looked at me, "You play?"
"No, not really into video games."
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"Come on over, we'll teach ya."
I knew damn well they weren't interested in me learning anything more than how their dicks tasted four hours later in the day. But I was kind of interested in learning that fact too, so I acquiesced.
Just inside Collin’s apartment and he undid my pants and they fell to the floor. "Get undressed. Clothes are for men and that ain't you tonight."
"Yeah, show off that little clit you got."
They laughed as I undressed and then laughed even harder when they saw I was erect.
"Damn, little bro, you must want some more of our man meat."
They sat on the couch, and each took a controller. "Get over here and suck us off while we play," Jesse commanded.
I got on the floor between his legs, undid his pants, and pulled them down around his ankles. The moment my tongue made contact with his cock; it went rock hard. On my hands and knees with his feet rested on my back, I sucked him off. Even after cumming that afternoon he came fairly quickly.
"Come on over here little bro. I ain't gonna be as quick though and pay attention to my nuts."
I crawled over to my stepbrother and slid his swim trunks down to his feet. His cock took some coaxing to get hard and I spent the better part of an hour going between his cock and his balls while he played against Jesse.
"Oh my God! Let's pause the game real quick." No more had I heard the button on the controller click than my stepbrother shot his wad into my eagerly waiting mouth. "Fuck, that was even better than this afternoon. You're really getting to be a pro at this."
Just then the front door opened and shut and a rugged looking biker wearing only a loose pair of jeans stood on the little tile area trying to be a foyer.
"Damn Robby, ever heard of knocking?"
"Sorry, usually there's nobody here. I was just wondering if you had money for weed, cause Paul's got some to sell."
"No, I don't have any cash on me." And then Collin paused and looked down at me. "But I got this excellent little cocksucker here. Paul wanna trade a blowjob maybe?"
Robby shrugged his broad tan tattooed shoulders, "I'll ask. Be right back."
Collin looked down at the surprised look on my face, "What little bro? I'll let you have a toke."
"I'm not a hooker Collin."
"You like sucking dick. You're good at sucking dick. Haven't you ever heard that old saying, 'do what you love, and you'll never work a day in your life'?"
"I don't think that's referring to prostitution."
Robby came back in the apartment with an older biker sporting a Harley tank top, jeans, and shiny leather boots. His skin was tan and thick like leather and contrasted with the grey close cropped facial hair he maintained meticulously. He pointed at me and said, "I take it that's the cocksucker?"
"Good eye Paul."
Paul undid his jeans and sat down in a ratty old armchair as he lowered his pants. "Come on over here and let's see how much pot you’re gonna get for Collin."
I crawled over to Paul's open legs and started to tongue his massive balls while his thick cock grew in my peripheral. "Fuck yeah, bitches always forget the balls, but this motherfucker starts with them."
When I saw the skin of his cock stretched tight, I started to suck it. The scent of his crotch after a long day in his jeans was amazing.
Jesse started laughing, "Look at that cunt winking at us while he sucks cock."
Collin laughed as Robby got a look at my sphincter doing its little dance.
Robby squatted behind me and rubbed my asshole. "Is this bitch a virgin?"
"Probably," Collin replied. "You ain't fucked him yet have you Jesse?"
"No," he said defensively, as if sticking your dick in a guy’s mouth was way less gay than sticking it in his ass.
Soon, I felt Robby's thumb rubbing inside my hole, then a wad of spit hit the crack of my ass and was rubbed around by something, but not a finger. It took a while for me to catch on it was Robby's cock.
"Hey, wait a minute, that's my little brother you're about to fuck."
I heard the distinct sound of paper tender crumpling. "Will fifty cover it?"
"Fuck yeah."
With that I felt Robby's cock slide into my hole as I screamed onto Paul's thick cock. He didn't wait for me to get used to, he just started annihilating my hole. As I slowly got used to it, I was able to give more and more attention to my first client of the evening. Paul's cock was so tight, and his balls had pulled on either side, and then suddenly the saltiness of his cum flooded my mouth as he groaned through clenched teeth.
Robby was the next to unload into me. It felt odd having his warmth shooting into my insides. When they both left, Collin had fifty dollars and a baggie of weed.
Jesse had another erection.
"Come on over here and take a drag on this joint. It'll make your ass feel better."
While the weed didn't take away all the pain in my ass, it certainly dulled it. I dozed on the floor as Jesse and Collin continued to play.
A sharp pain in my used hole woke me up a while later. Collin and Jesse had tired of their game, and both wanted to get off again, but this time by using my ass instead of my mouth. Collin’s cock slid in and out of me as Jesse looked on. "Hey, look who's awake. It's the whore with the little clit."
"I can't wait to use that little cunt of his."
Collin twisted me onto my back and started jackhammering into me with all his weight. Soon his face contorted, and I could feel that warmth again inside of me.
"Okay Jesse, it's your turn."
Jesse got down on the floor, flung my legs over his shoulders, and slid his hard cock into me. He pounded my ass even harder than Collin had and the new sensation around his cock was too much for him. In less than a minute his cum was shooting inside of me.
Afterwards, Collin said we had to go home since he needed to get up early. In the darkness of our shared room, I heard Jesse rustling around on his bed. "What are you doing," I asked.
"My dick is hard again."
"Again?"
Jesse got out of bed and came down to my air mattress. He ripped off my sheet and slid my white briefs off me, balling them up and shoving them into my mouth. I felt his spit in the crack of my ass and then his hard cock sliding into me as he used his body weight to lay on top of me.
"Fuck this hole feels good." He pinned my upper body down with his forearm while he used my ass to masturbate into. It wasn't long until his teenage brevity got the best of him, and he was nutting into my hole.
He got off me and went back to his bed, falling asleep almost instantaneously. I quietly jerked my little cock and wiped up the results with the underwear he'd used as a gag.