Lil Boss Bro, Part 1

[ teen, anal, oral, humil ]

by Aabaaad

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Published: 14-Jan-2012

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This work is Copyrighted to the author. All people and events in this story are entirely fictitious.

Hi there. My name is Ricky March. I live on Nelson street with my dad and older brother Ron. Well, Ron is...like..twenty-two and lives over the new garage dad built last year, so I'm not sure if that counts as living 'with' or not. When he moved out, I got his room, which is really a bachelor suite that Dad built when he and Mom moved into the house. It's So cool, with a stove & fridge, and it's own bathroom & stuff. Anyway, after the divorce, Ron kinda looked after me a lot, and he's gotta be the bestest big brother ever. He takes me places and does fun stuff with me and won't let anyone pick on me either. People say some bad stuff about Ron sometimes, cause he's gay, which I think is really dumb. He's always been there for me if I needed someone, and I can talk to him about anything. He never laughs at me or makes fun, just explains if I'm wrong, or out in left field about something. He does tend to hug a lot, but that's ok too, cause he knows not to do it when people are around, cause I'm really too big for that stuff now. Ok, so, that's me. What I want to tell you about is my best friend Jeffy Hart, and his asshole big brother Jimmy.

Jeffy and I have been best friends..like..forever...He lives three doors down, on the other side of the street. His mom is a nurse, and she works the three to midnight shift most of the time, and sometimes on the weekends too, cause she says they don't have enough people at the hospital. I feel sorry for her sometimes. She always looks tired, but she's really nice to me, so I think they shouldn't work her so hard.

With his mom working, that means that Jimmy is in charge most of the time, like after school every day and sometimes on weekends too. Jeffy comes over to my place a lot, cause Jimmy picks on him something terrible. I don't think Jimmy likes Jeffy much, and I don't know why. Maybe he's just a jerk, and likes pushing people around. I don't think he can do that at school much. He's pretty skinny for a seventeen year old, and not very strong, so I think when he gets pushed around at school, he comes home and does the same to Jeffy. Bummer.

Anyway I'm sitting at home one night after school, when my beeper goes off. I take a look and it's Jeffy's number, so I call, and he says to get over to his place..like...right now, I gotta see this.

So I put my shoes on and scooted down the street and into the Hart residence. I call for Jeffy, and he answers from Jimmy's bedroom. This is likely not a good thing, cause Jimmy will smack him good if he's caught in there. I go into Jimmy's room a little nervously and say hey to Jeffy. He says hey, and come here and look at this. I walk over and look at the screen. Wow. There was a picture of a young guy, all tied up, with another young guy's dink in his mouth. Wherecha get that, I asks and he says he brought it out of a file Jimmy had in his briefcase. That's nice says I, and speaking of the asshole, just where would he be right now? Having him walk in right now would be the kiss of death, and I'm too young to be a homicide victim, thank you very much, and just what the hell is Jeffy doing in Jimmy's computer anyway. Where did he get the password and stuff?

Jeffy says that he found a piece of paper with the password on it, and he wanted to see what big bro had on his puter. Would it be all right for him to send a couple of files to me so we can have a look at the whole thing whenever we had time. Sure, I says, send 'em along, and we'll have a boo tomorrow after school. That seemed like a good idea, so he e-mailed a shitload of stuff to my puter, cleared them off the sent file and shut things down. Then we went out to the kitchen and got a soda and went out on the back deck and sat down for a while. I really couldn't stay long cause I had homework to do yet, so we talked about what he might have in the files and stuff, then I finished my drink and went home.

The next night after school, Jeffy came to my place and we started to open Jimmy's files. What a surprise. It was...Like..all gay stuff, and a kind of diary, only this diary was about guys at Jimmy's school, and how he thought this guy was a hunk and how he'd like to have to suck his cock and stuff. Jeffy and I looked at each other, shit eatin' grins on our faces, high fived each other and started reading. It was some interesting, I'll tell you. Seems like Jimmy wanted to be a slave for these guys, and get tied up and tortured, get taken out and thrown out of the car downtown in his underwear, and having to suck these guy's cocks while everyone watched, and made to do all sorts of embarrassing stuff. It was weird. Another file were all pictures of tied up guys being made to do stuff with other guys. Some were pretty gross, like where the tied up guy was sucking one guy's cock and another guy had his dink up the tied up guy's butt. Another one named all Jimmy's customers, (Oh I forgot to tell you, Jimmy deals hash and grass around town) and how much they took every week and how much they paid for it. We were surprised at some of the names. A lot weren't even kids, but grownups who had businesses and stuff. And a shitload of money. It also listed the people he got his stuff from, and how much HE paid for it. Adding and subtracting was something we could do and the difference was pretty amazing. No wonder Jimmy never had to worry about buying new stuff, like shoes or dvds, or parts for his car. So Jeffy and I laughed ourselves silly at the pictures and the diary, and sat open mouthed when we figured out the money thing. Fuck. I said Geez I wished we could get some money like that and Jeffy says he bet we could, and he could get back at Jimmy for being such an asshole all the time. I didn't see it, so Jeffy got this look he gets when I'm being dense and started to talk like I was a ten year old or something, and he damned near got a smack for it, cause it really pisses me off when he does that. Anyway he talked for a while, and some of the stuff made sense, and some just plain scared me. He says he needs my help and would I do it? I thought about what he had told me and reluctantly agreed to give it a shot, but if Jimmy kicked the shit out of us, when we got out of the hospital, I was going to kick the shit out of him again, and I wouldn't even come to the hospital to see him. So, he says that we gotta be ready by Friday, cause his mother was going away on a two week course for the hospital. They paid for everything and she'd get a promotion if she passed the test so she was going, even though she wasn't sure if Jimmy could handle everything for two whole weeks. So I said, what's to get ready? You just print up the stuff and stick it in an envelop and give it to him. Jeffy says we have to find out what people in our position do when they have things go the way we plan. I said oh, kinda, and figured oookaaay, whatever.

So for the next couple days Jeffy came to my place till supper and we looked through the net to get some ideas about how we were going to go about this.

Anyway Friday came and when we got home from school, everything was ready to go. Jeffy put all the file print outs in a big brown envelop, along with instructions for Jimmy to follow. They said that Jimmy didn't have to do anything, but if he decided not to, Jeffy would send the diary and gay pics to all his classmates and especially the guys mentioned in it. Man, his life would be over if those jocks knew he was queer, and wanting their bodies. As for the dope stuff, it would go to the police for them to do with it whatever they wanted.

We put the envelop on the keyboard of his computer and got the hell out of there. We didn't know how he would react and didn't want to be around to find out right away. We went over to my place, so I could grab some money, and then headed downtown for a couple movies and maybe a loooong pizza after. We kinda fooled around for a while, not really wanting to go home, but just before midnight we figured we'd better find out what was happening. When we got to Jeffy's house, each of us sort of wanted the other to go in first, so the other could scoot while Jimmy was ripping arms and legs off. We decided we both should go in together, took a deep breath and opened the side gate to the back yard. We peeked around the corner, two heads searching carefully for anything that might indicate lethal force. Boy did our eyes get big. There in the back yard, tied to one of the support legs of the deck sat Jimmy. At least we thought it was Jimmy, what with the black pillow case over his head and everything. He'd done exactly what the orders said, much to our surprise. He was sitting with his back against the deck support, ropes tying his waist and upper chest. His legs were straight out in front, tied together at knees and ankles, his feet tied to a tent peg driven into the ground. His wrists were zip tied (you know, those plastic ties that electricians use) behind the post, so he couldn't get loose, and he was bare naked. A black pillow case was over his head so he couldn't see, and if the instructions had been followed, he had a pair of his dirty underwear stuffed in his mouth, and duct taped in place. Well, didn't we just start to yuk it up. We laughed and laughed, until we were both rolling on the ground. This was just TOO precious. Jimmy started to wiggle when he heard us, but he'd done a really good job on himself and couldn't get loose. We giggled and rolled around a while, then Jeffy and I got up and went over beside him. Jeffy dug his fingers into Jimmy's ribs for a while, and we laughed again as he wiggled and tried to say something through his underwear. This was just So cool.

After a while we stopped and Jeffy started to talk to Jimmy, asking him if he understood he was now our total and complete slave. Jimmy nodded his head. Jeffy told him he would do ANYTHING Jeffy told him to do, and he would let Jeffy do anything he wanted to him. He nodded again. I thought I heard a sob there, but I must have been mistaken, cause seventeen year olds don't cry..right? Jeffy told him that he could disobey an order any time Jimmy wanted. There wouldn't be a big fight over it, Jeffy would just say fine and everything would be sent immediately. Did Jimmy understand this? Again a nod. So we sat for a little while. To be quite honest, I don't think we really believed this blackmail thing would really work, so we weren't sure just what we should do next. Soooo... while we were thinking, we moved down and started tickling Jimmy's feet. Jimmy is god awfully ticklish, and watching his feet flop around, toes wide, trying to get away from our fingers was MOST funny. He was wriggling his body, and desperately pulling at the tent peg with his legs, trying to get away, but everything held just fine. I don't know what he was trying to say, cause all we could hear was a "mmmmph," from the gag, but his head was whipping around a lot.

We did this for a while, then Jeffy said to stop, and we did. Jimmy was breathing hard, making funny sounds through his gag. Jeffy picked up a roll of duct tape laying beside Jimmy and you could almost see the light come on over his furry little head, an evil smile crawling across his face. He got up and went into the house, coming out a couple minutes later with a pair of sidecutters in his hand. He told me to start untying Jimmy's feet and knees, while he went to work on the body ropes. We had him untied pretty quick and it was funny to see him whip his feet up close to his body, knees bent, to hide his doin's from us. Jimmy was SHY...who'da thunk it? Jeffy reached around with the side cutters and cut the zip tie, so now Jimmy was completely free. This was the moment when it was either gonna be awful, and personal injuries were gonna occur, or it was gonna be great and we had ourselves a slave. We both kinda held our breaths while Jeffy told Jimmy to crawl out on the lawn and lay on his belly, and were MOST pleased when he did as directed, still with the pillow case over his head. Jeffy and I kinda crawled along with him, Jeffy carrying the duct tape. When he had laid on his tummy, Jeffy told him to put his arms behind his back and grab each elbow with a hand. Jimmy did, and with a great big shit eating grin on his face, Jeffy looked at me and pulled a long strip of duct tap off the roll. Starting on one arm, just above where the fingers came around the elbow, Jeffy wound the duct tape around the arm, over the fingers, then the hands and continued, overlapping the tape just a bit on every wind, until Jimmy had his hands and arms fully covered, finger tip to finger tip, and just a little beyond. He was helpless, unable to even wiggle his fingers. Then he ordered Jimmy to stand up. This was just SO funny, watching big bro struggle to get up on his feet. We didn't help him at all, just sat back and laughed. Finally, he managed to get up on his knees and stood up. Jeffy ordered him to spread his legs cause we wanted to get a close look at his doin's. Slowly Jimmy spread himself, and there he was, in all his bare naked glory, laid out just for us. Man..was this a rush or what? Jeffy left Jimmy standing there for a while, then went into the house. He came back with two wooden rulers and handed me one. He told Jimmy he had been a VERY bad boy and needed to be spanked. Then we started to whack his bare cheeks with the rulers. In no time at all we had Jimmy dancing around the yard, twisting and turning, trying to get away from the smacking rulers. We thought this was funny, watching his dumb attempts to ease the punishment, and the sounds coming from his gagged mouth were just hilarious. His ass cheeks and his upper thighs got really red as he danced, which was kinda cool, (Hey! That's a pun..right?).

We did this for a while, then Jeffy said to stop, and he reached up and pulled off the pillow case. Poor Jimmy had tears rolling down his cheeks, and he was getting all snotted up.

Jeffy just stood there and looked at his big bro for a moment, watching him still dancing from foot to foot trying to get his ass to cool down a bit. Then he broke up, and started laughing SO hard. He told his bro he was a little pussy boy, and had no balls, reaching out and grabbing Jimmy's balls, squeezing a bit till Jimmy went up on his toes. Jeffy pulled a bit and made Jimmy walk around the yard on his tip toes, calling him faggot and queer (I gotta tell you, I wasn't really comfortable with this, cause of Ron, but, hey, it was his big bro, not mine), then he told Jimmy he had been sitting for so long, he must be stiff, and needed some exercise, so why didn't he go and run around the block bare naked. I thought this was just So funny and now I started to laugh, especially when Jimmy started shaking his head, eyes big and horrified. Jeffy just smiled and went and opened the gate, and told him to get going, and he should hurry, cause if he took too long he would be punished and have to go again.

Well, Jimmy just stood there for a moment, looking at his little brother, then took off like a swat team was on his tail. We ran out to the sidewalk and watched his skinny butt disappear up the street, holding each other so we wouldn't fall down, we were laughing so hard. A few minutes later he came up the block from the other direction, his gonads flopping around like a sheet hung on the line in a high wind. It was well after midnight now, and the street wasn't busy at all, but lights were on all up the block, so the chance on him being seen was pretty good. He got back breathing really hard through his nose, the snot from when he was crying from the spanking running down and over his upper lip. Man, it was just gross.

Jeffy shook his head sadly, and told Jimmy he'd taken to long, and to lie on his stomach, right there on the front lawn next to the sidewalk. Jimmy kinda whimpered, then went down on his knees, and fell over on his side. Stretching out he rolled back on his belly and lay still.

We went to his feet and each grabbed an ankle and brought his feet up so his soles were facing the sky. Jeffy told Jimmy, because he'd been so slow, we were going to warm his feet up and bit. He was going to get twenty-five swats on the bottoms of his feet, then he was gonna run around the block again. Jimmy wiggled a little, and again a little whimper snuck by the gag. Jeffy and I started whacking his soles with the rulers. By the time we had twenty-five done, his legs were jerking, and his soles were nice and red. We got him up again, and watched him dance from foot to foot in the cool grass. Then Jeffy pointed to the sidewalk and said to get going. Yep, off he went, the street lights flashing off his butt as he ran.

I says to Jeffy how many times could we send him around the block, and Jeffy says that this should likely be the last, cause if the neighbours saw him, they might raise hell when his mom got home. But I shouldn't worry cause he had lots of ideas left. That's one thing about Jeffy, he's an idea man..err..not always great ideas, but lots and lots of them.

Soooo..when Jimmy came tearing back up the sidewalk, Jeffy directed him through the gate and into the back yard. Jimmy looked REALLY relieved to be off the street. Jeffy had him go up on the deck, and lay down on his tummy with his feet hanging over the side. Then he went and picked up the ropes that Jimmy had tied himself to the deck post with, and came back, tying Jimmy's feet to the edge of the deck. After that he took a zip tie and fastened Jimmy's big toes together. Be right back, he says and goes in the house. A few minutes he comes back out with an ice cream bucket filled with steamy hot water and two stiff scrub brushes. He tells Jimmy that his soles are all dirty from running around in his bare feet, and he can't let him in the house like that so we're going to clean them up.

Grinning ear to ear, we take the brushes, dip them in the hot water and go to work on the helpless soles, brushing them without mercy to get them clean again. Boy, didn't Jimmy just wiggle. He was writhing around like a snake with a broken back, and yelling into his underwear something awful. It got worse when we paid attention to the bottoms of his toes, feet flexing and wrinkling, toes splayed and wiggling desperately. This was just SO much fun. I was starting to get tented a bit from watching those thrashing feet. In a while we were finished, and Jimmy's soles were just about shining, they were so clean. We untied him and Jeffy held the door while he went inside, us guys following right behind.

We put Jimmy in the living room and Jeffy took a pair of scissors and cut the duct tape around his mouth, the outside kinda coated with snot now..ughh...and peeled it off. Jimmy made a little noise when the tape peeled off around his hair, pulling it something awful I bet. Finally Jeffy reached in and pulled the underwear out of Jimmy's mouth. Telling him to keep his mouth shut and don't say anything, Jeffy went and got a glass of water from the kitchen, coming back and giving Jimmy a drink. Jimmy got most of it down, choking a bit and having some run over, cause Jeffy poured it into his mouth kinda fast. When he had finished coughing, Jimmy asked Jeffy why he was doing this, and Jeffy up and smacked him right upside the face. He smacked him again with the other hand, and kept smacking while he told him that he wasn't to talk without permission, ever. He would keep his mouth shut or he'd get whacked every time, no matter where they were. He was a fucking slave boy, a little pussy bitch, and Jeffy made the rules, and he'd better listen or he'd be really, really sorry and did he understand. Jimmy nodded, starting to tear up and shut his yap. Jeffy says good, so get over in front of the coffee table and get on his knees.

Jimmy did as he was ordered, and Jeffy went and sat down on the couch. He took off his shoes, and peeled his socks, putting his bare feet up on the coffee table and wiggling his toes. He tells Jimmy that seein's how he had been good enough to wash Jimmy's feet, the least Jimmy can do is wash his....with his tongue. Jimmy looked really sad, almost like he was going to cry, then bent down and started licking Jeffy's soles. His tongue ran up and down those soles, as Jeffy ordered him, then flicked in between the toes, and then started sucking each toe one at a time. Jeffy, laughing at him, and calling him toe sucker and human washcloth, and tongue boy, had him do both feet three times. Then it was my turn. I kicked off my shoes (I don't wear socks much, except when it gets really cold) and put him to work slurping my toe jam. I have to admit it felt really fine, this foot licking, and I enjoyed every minute, not to mention watching this big kid who could break me in half likely, doing what I told him like a six year old. It was all very exciting..LOLOL..and I was getting excited. This was POWER, man and I was loving it.

After Jimmy had finished my feet, Jeffy had him head down to the bathroom. While he had been sucking my toes, Jeffy had put a chair in the shower stall. He had Jimmy sit in the chair, and with the ropes laying on the floor, tied him down, ropes at the waist and above the nipples secured his upper body tightly, and then his legs were spread and his ankles bound to the back legs, leaving his feet off the floor and wiggling. When he was finished, Jimmy could only squirm a bit, unable to actually move himself or the chair at all. Then Jeffy stuffed one of the dirty socks he had taken off earlier in Jimmy's mouth, tying the other one around his head, knotting it in the front tightly, pushing the gag deep into his mouth.

We stood admiring his work for a few minutes, asking Jimmy if the socks tasted good and if he minded having a shower now and some other things too. Then Jeffy reached in and turned on the cold water. Jimmy jerked against the ropes, twisting, trying to get out of the cold stream, to no use. Jeffy told Jimmy we had some stuff to do, but he had better get used to it cause he was gonna have one of these every morning till their mom got home. Then, laughing we told him to enjoy, and went back to the living room, leaving him squirming on the chair, yelling into his gag, eyes big and begging. Oh my, those eyes. I never knew how eyes could say stuff without any words. It was great!

We laughed and talked for a while in the living room, congratulating ourselves on our conquest, and thinking about what we could do with our boy for the next two weeks. You have to admit, it had potential, especially for a couple of young guys. It was just so fucking HOT to watch an older guy running naked right out in public, just cause you told him to. Makes me get a stiffy just thinking about it. (ohhh, it really does..umm..be back in a few..stiffy break).

Ahhh, there we go, that's better...now where was I? Oh yeah, We were in the living room. Anyway Jeffy gets up and goes to the basement and brings up a chain and a couple padlocks. He takes them into Jimmy's bedroom and attaches the chain to the leg and crosspiece at the head of the bed and puts on one of the locks. Ok, he says that's ready, let's go see how he's doing. We walk back into the bathroom and checked our blue boy. Well not exactly blue, but damned cold for sure. Jeffy turned off the water and we untied a shivering seventeen year old from the chair. His dingus looked like it was trying to crawl into his tummy to get warm, and we laughed at it's little size, causing Jimmy's face to turn beet red. We laughed at that too. Jimmy was stood, dripping wet and vibrating, while Jeffy tied his feet together, then made a loop in a piece of rope and slipped it over his cock and balls, tightening it till Jimmy yelped into the socks stuffed in his mouth. Jeffy gave a pull and Jimmy bunny hopped a couple steps, then we hopped him back to the living room. Jeffy went outside, and brought in the rulers, giving me one, and told Jimmy he needed to dry up a bit, so he should start hopping around the living room. We helped him along, when he slowed down, by whacking his butt cheeks, making him jerk and thrust his balls forward trying to lessen the contact. You'd have pissed yourself watching him. You really would have. He bounced around a while, with us giggling and smacking him pretty hard, his butt getting all red again, his balls jiggling up and down, then Jeffy told him we were getting tired and it was time to go to bed. We hopped him to his bedroom and his eyes got all big when he saw the chain. Jeffy made him lay down on his stomach, then put the chain around his neck and clicked the lock on. You sleep on the floor he was told cause Ricky (that's me, remember?) was going to sleep in his bed tonight, and he better do whatever Ricky wants. I thought this was pretty nice of Jeffy, giving me his big bro for the night, when he could have just as easily claimed him for himself. Sooo..is Jeffy the bestest friend or what? He told me I could please myself, and use the ruler if Jimmy didn't behave, but I shouldn't take too long cause we had all day tomorrow and he wanted to get started early. I said ok and sat on the edge of the bed. I asked Jimmy if I took the socks out of his mouth, was he gonna be good? He nodded, and I told him the same rule went for me as for Jeffy. He wouldn't talk unless I told him he could and did he understand? He nodded again, so I get on my knees and undid the knot in the sock and freed up his mouth. He kinda worked his mouth a bit, but was really good and didn't say a word. I kinda sat there for a few minutes thinking about what I should do to him. Hey...this was all new to me, so I thought about it a bit. That's what I do, I think things over before I get into it, not like Jeffy who holds his nose and cannonballs before he gives it any thought at all. It did occur to me that I still had a terrific hard-on, and Jimmy was a hard-on expert, so to speak, at least he should know how, judging by the stuff on his computer, even if he had never actually DONE it with anybody. Hmmm, had he done it with anybody? So I asks him if he actually had blown anybody ever. To my surprise he nods yes, and I ask who. He tells me that he'd sucked Sammy Shield's cock. Sammy was Jimmy's friend, they hung together a lot, so now I knew why. I asked how many times, and he says lots of times. So I asks if Sammy was making him suck his cock, and Jimmy says yeah, Sammy let him suck his cock once, then threatened to tell everyone at school if he didn't do it regular. So I asked him if Sammy was his Master or something, and he says no, not really, but he kinda has to do what Sammy says to do, although he doesn't make him do embarrassing stuff, just sex things. Now wasn't that just interesting? Just when you think you know somebody..go figure.

So I drop my pants and undies and plonk down in front of Jimmy, kinda sticking my woodie in his face and tells him to start making the swelling go away. I skittled up close to him, my legs on either side and ol faithful rubbing his nose. Didn't he just glom onto me and start working up and down. Jeez it was like getting hooked up to a Hoover. I gotta tell you, I've never had anything like it in my whole short life. Getting the idea I liked it? You betcha. I didn't last very long, (hey! it's not like I'd been doing this sort of thing every day you know) and in no time at all dufus had a mouthful of Ricky cum. He didn't gag or nothing, just swallowed like it was chocolate pudding. Wow. I was thinking this was gonna be a GREAT year. Anyway I found I was pretty tired about then, so I took off my tee, got into Jimmy's bed and got ready to go to sleep. I thought about it for a couple minutes, then took a pillow, and got up again and put it under Jimmy's head. Then I took the spare blanket and covered him with it. Seemed to me he'd been pretty good, blowing me without whining or anything, so there was no reason to be mean. He took a chance and said thank you, figuring I wouldn't spaz about him talking when he wasn't supposed to, and I told him no problem. Then I got back into bed, turned off the light and went to sleep.

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