Family Tutor

[sexyfrat23]

Justin had just gotten out of his last final of his junior year of college and was finishing packing up the remainder of his stuff. His parents had already came up the weekend before to get almost everything, Justin just had to grab a few last minute things and then he'd be on his way out to my car. See, my younger cousin had just finished up a tough year at school. He hadn't had much time to come back home on breaks because he was doing poorly in a few classes and had to stay to get some help.

I hadn't seen him in forever, and gladly offered to pick him up when my aunt asked me to. I mean hey, what's family for right? My cell went off in my lap, conveniently set on vibrate and sitting right on top of my dick, the vibration causing me to get a little aroused. 'Be right out' said the text, and sure enough, Justin was sitting in the passenger seat ready to roll two minutes later. "Hey Justin! Long time no see, how'd the final go?"

"Ugh, it went terrible. I don't think I did well at all. It looks like I'll need you to tutor me some more in a few things this summer, I need to make sure my grades go up," Justin said with a smirk.
"Oh yeah, well I know a few things we can get started on right away," I replied. With that I leaned over and slid my hand over my cousin's bulging crotch. It had been months since our last session... and I had a feeling he was ready to get down to business. But first, a history lesson:

My cousin is three years younger than me. We had always been close and got along great. Our brothers were the athletes, we were the smart ones. Well, until Justin hit senior year of high school. He had already stayed back once, and now at nineteen he had to fight to graduate. Between all of his classes and getting his stuff out for college he had been having a rough year, and my aunt wanted me to help him over the summer so that he'd be ready to go once he started in the fall. I had seen his class list, and I knew I wouldn't have any problems helping him out. I let her know a day that I would be free to help, and told him to come over prepared.

The day came, and I completely forgot I had to tutor him. I was home alone, and due to my spare time, raging hard on and awesome internet connection, I was perusing some gay porn when my cousin walked into my bedroom unannounced. The look of shock on his face was priceless, not because it showed fear. His face showed curiosity.

'Having some fun there Mike?"
"I was until you fucking barged in, Jesus Christ I forgot you were coming" I was scrambling to put clothes on and was feeling awkward when he walked over and started to click away at some pics on my screen.
"I always wondered what it would be like to have my dick sucked by a guy. They always say that a guy would know better since he knows what he likes."

My family had already found out I was gay two years earlier. Justin had asked questions and was overall supportive. It seems he was curious too.

"Yeah I tend to give some pretty good head. You should try it sometime." I said, jokingly.
"Maybe you can tutor me on that instead of this boring shit I have to read."

With that my jaw dropped. Had I just heard him right? Did my cousin really just say that?
"I was kidding Justin."
“I wasn't. I kinda want to try it." He was smiling and was sitting on my bed in such a way that he was trying to hid his crotch. I walked over and sat down next to him and then put my hand on the front of his pants. His cock was rock hard, and when I touched it Justin let out a light sigh.

"You sure about this Justin?"
"Yeah Mike, suck me please. I want to see what it's like."

He began to take off his clothes, and I began to get hornier by the second. My cousin was about 3 inches shorter than I was. I was 6 feet tall; he was about 5'9. We were pretty much opposites in appearance; I had blonde hair and blue eyes and fairly toned body, he had brown hair, brown eyes and wasn't as fit as me. The biggest difference was his body hair...he had a gorgeous treasure trail flowing from his belly button to his cock, and a nice patch of fur over his ass. I was almost drooling as I sat down next to him. I started to massage his shoulders, relaxing him. I told him to lie down on my bed, which he did, and I started to let my hands wander.

My hands slid over his pecks, twisting his nipples as I went. Sliding over his stomach, teasing his belly button. My fingers swirled the hair just below his belly button as my hands made my way to his dick. His dick wasn't as impressive as I had hoped, but I could care less. It was about 5.5 inches, kinda thick...but I could handle it. He had nice, low hanging balls, which I cupped in my hand as my left hand gripped the shaft of his cock, which by now was leaking a steady stream of precum. I jerked him for about a minute and then made my move.

My lips kissed the underside of his cock, tongue darting out to lick off the precum that had made its way to the tip of his penis. I licked it all up and then wrapped my lips around the head of his dick. He was breathing heavy now and I knew he probably wouldn't last long. I slid the rest of his cock into my mouth, lips wrapping around the base. He let out a gasp, and then I went to work.

I used my left hand to grip his dick while my right hand caressed his body. His cock was rock hard and he was breathing heavier with each thrust into my mouth. I was in a steady rhythm and he was beginning to get more into it. Just as his breathing got the heaviest he moaned...

"Mike I'm cumming...”
With that I took his entire cock into my mouth just as his dick erupted with a huge cumshot into my throat. He let rip at least 5 or 6 shots, which I happily swallowed. I licked at his cock and sucked any remaining drops out of him before letting his dick out of my mouth.

"That was fucking awesome...I didn't know you were going to swallow!"

"Yeah...one of my talents. Did you enjoy that?"

"Yeah....can we do that every time I come over?"

"Yeah, as long as you don't tell anyone. It has to be our little secret."

"Works for me...”

And so it began.....

 

[clarinetboy]

ok. your story is confusing me. at the beginning it seems like your talking in third person and from there it spirals downwards.

 

[Autolycus]

ok. your story is confusing me. at the beginning it seems like your talking in third person and from there it spirals downwards.

A paragraph break at line five and all should be clear!

 

[monkeyboi87]

I love the fact that it starts by telling the story only to find the story is being told by the main guy. I helps to relate to the character. well done mate, its all good so far. x

 

[wowsers30]

i enjoyed it, any chance of the story continuing?

 

[sexyfrat23]

Yes, it will continue. And will be a long continuous batch of stories...and they're true.

 

[DonQuixote]

SexyFrat,
Welcome to JUB and the Story Board, and thank you for your pole-warming installment!

I look forward to hearing more about your experiences.

Thanks, again.

 

[sexyfrat23]

Lesson 1 - Lose the gag reflex

It had been nearly a month since the initial encounter with Justin. He was involved in the typical summer activities...beach, sun, being outdoors with friends..and I was actually doing the same. About halfway into June he sent me a text saying that we needed to get together for some more lessons. I had to figure out what types of things I'd be teaching him, I didnt want to start off too advanced but I wanted to keep challenging him. I settled on teaching him how to suck a cock. I mean hey..I didn't want to be the only one doing all the sucking.

He came over that Friday night, looking cute as ever. He was wearing some basketball shorts and a black tank top. I gave him a quick hug then we went to my room. My parents had gone out for the night so I knew we were in the clear there. He hopped on my bed with a smirk and said 'So, you gonna work this load outta me cuz?"

"Nope, you came over for a lesson, and that's exactly what you're going to get."

The look of shock crossed his face and I got on the bed next to him.
"It's your turn to learn how to suck a dick. This isn't gonna be a 1 way road here. You suck me I suck you we all make out on the deal."
"yeah, I guess that's fair. So what do I do?"
"First don't you think you should take my clothes off...and lose yours in the process?"

Justin smirked and started to undress. He pulled off the tank top he was wearing, exposing the cute treasure trail I loved so much. As he slid the basketball shorts off I realized he wasn't wearing any underwear. His dick was at full attention but I wasn't worried about that. Once he was naked, he came over to me and began undressing me. Shirt came off in a flash and as he slid my pants down, the look on his face went from giddy to worried.

"Mike, your dick is huge!"
"7.5 inches..it's not bad."
"How am I going to get that all in my mouth, I'll choke."
"Thats why you need to lose your gag reflex. Remember how I deepthroated your cock as you came? You'll be able to do that to, you'll just have to practice."
"I guess...so what do I do?"

"First, you need to get to know the dick. Grab it with your hand, jerk me off a bit. With your other hand play with my balls. Caress my legs...do whatever you want. Don't look at it like it's on fire, it's not going to kill you and I promise I won't choke you with it. After that, give it a few licks. Lick the base, the shaft, then the head. Once you get it a little wet, wet your lips and wrap them around the head and gradually go down, swirling your tongue as you go down. Take as much as you can this time..we'll have more practice later...now get to work."

Justin took hold of my raging boner with his right hand and cupped my nuts in his left. While he massaged my aching balls gently he was slowly gettting into a rhythm of jerking me off. After a minute or so he looked up at me and said "now or never" and began licking the base of my dick. I was ecstatic. He was licking up and down my cock, which was throbbing and fully erect. He gradually made his way up to the tip of my cock, and just before he got the head in his mouth, I watched his swirl his tongue across his lips to make sure they were nice and wet. I was in for a treat.

He got the tip of my dick in and started licking all around the head. The feeling was amazing, and I told him he could go at his own pace. He was licking like my dick was a tootsie roll pop and he wanted to know what was at its center. IF he kept licking and sucking like that it wouldn't be long. He got about half of my cock in his mouth and then gagged a little.

"Mike that's as far as I can go."
"That's ok..like I said..practice. Just stay at that area and use your hand like you're jerking me off..lick and suck as you go up and down."

Back in his mouth my cock went and he went to town. I could feel myself getting ready to explode and I grabbed his hand.

"Justin I'm going to cum."
"So cum." And he sucked my cock right back into his mouth.

I blew soon after that. He tried to swallow as much as he could, but some ended up dribbling out the edges of his mouth and back around my dick. After my dick stopped dribbling out my cum, I pulled him up on top of me and gave him a hug.

"Good job. Nice going for your first time."
"I tried, I couldn't get it all and I couldn't swallow it all either."
"Like I said, you'll be practicing. Soon enough you'll be able to take it all."

And practice he did. Over the next few months of the summer he had plenty of lessons. He picked up 69 along the way, and we did this in a variety of ways...Me on top, him on top, side to side. Each time he got a little bit more of my cock in his mouth or could go down further before gagging. One day in late August we were 69ing on his bed, with him on the bottom, when I pulled him to the edge of his bed and let his head dangle.

"I'm going to face fuck you. I'll make sure I don't go too deep..just suck like you've been doing."
"ok..go."

I slid my dick into his mouth and started to face fuck him. I was getting a steady rhythm going and while doing so I had started to suck him again. I could feel myself getting close, so I tapped his thigh. This had become our signal so that we wouldn't have to stop sucking. After tapping him, he tightened his lips a bit. As I yelled "I'm cumming!" he did something I wasn't expecting.

Justin reached around me, grabbed my ass, and pulled me into him. All 7.5 inches of my dick disappeared into his mouth and deposited a huge load right down his throat. He was swallowing every drop and just as he finished sucking the last bits of cum out of my cock, his own dick erupted in a geyser of cum that showered his hairy chest. Since I don't like being messy, I licked every drop off of him and then licked the drop that had formed at the edge of his cock.

"Jesus Justin, that was fucking great!"
"Yeah, I didn't think I'd be able to do it, but I wanted to try."
"Well guess what, you just passed that lesson. Good job."

With a smirk, he looked at me and said "What am I learning next?"

I let him leave that day without knowing what was in store for him. I figured it's best to be surprised.

 

[DonQuixote]

SexyFrat,
Very nice. Very hot.
I see this is an "all practical lab work" course.

 

[TimWhite07]

Very very nice. This is a great story. Can not wair for the next lesson to begin. hehe. Many people can get some pointers from you.

 

[justmekevin]

this is incredibly hot.
can't wait to erupt for the next lesson.

 

[sexyfrat23]

Lesson 2 - Playing in the crevice

Justin had gone home that night pretty pleased, and I spent that night thinking about where I'd take him next. I had plenty of ideas, but wanted to keep things going slowly so that I didn't go too far, too fast. I had the perfect thing in mind, and it would segway perfectly into lesson 3, which was exactly the lesson I was looking forward to.

I texted Justin about a week later and let him know I was ready to show him his second lesson. I got a back, and I let him know that I'd text him a day and time. Luckily for me, my family doesn't stick around the house much, and I had the entire house to myself for the weekend. I let Justin know to come over on Friday night ready to learn a lesson or two, and then I began to prepare my lessons.

Justin stopped by Friday night after he went to the gym. Mildly sweaty, he walked into my house smiling from ear to ear.

"I'm ready to rock and roll, what's on the agenda?"
"First, a shower. Go strip down and start the shower for me."

We walked into the bathroom and he started the shower. I leaned against the end of the sink and watched him while he started to undress. First off went the shoes and socks..nothing special there. Then off went his top. As he slid it up over his head I caught a glimpse of his cute treasure trail leading into his pants. I started getting a little excited now, as he started to slide his shorts and underwear down his legs. I could tell he was getting excited too, because as he slid his pants down his dick was going from limp to full attention. I stopped him before his pants came off..

"Wait, pull those back up and turn around..then do that again."

With a smile, the shorts went back up, and he turned. He started sliding them back down, first exposing the top of his crack, then sliding further. His tight little ass was now in plain site, the furry cheeks already driving me wild. As he got down to his ankles, he bent, exposing his furry hole for me. I was rock hard now, and since he was naked and I was naked, we both got into the shower.

Justin got in first and I followed. He was already under the stream of the water when I stepped in facing him, our dicks hitting against each other. I pulled him into me, kissing against his collar bone. I slid around until I was behind him, arms keeping him pressed against me while my cock pushed its way against his crack, hoping to slide between his cheeks. I stopped it there, grabbing some soap from the tray. I started lathering him up, massaging his body as I went. As my soapy hands got to his cock he let out a sigh, my hand gripping his dick tightly while my left hand slid down to grab his ass. I couldn't take it anymore, so I washed the soap off of he and I and then we got out of the shower and dried off. With that, I led him to my room.

"So what am I learning tonight Mike?"
"Tonight you learn that your ass is just as fun to play with as your cock"..and with that I pushed him onto my bed, face down. His ass was driving me wild, but I knew I had to take this in steps. I spread his legs open and knelt at the edge of my bed, right between his legs. His hole was puckered shut, closed off, not knowing what was in store for it.

"You ready for lesson 2?"
"Yeah, let's go"

I grabbed each cheek and spread them apart, his tight little hole waiting for me. I flicked it once with my tongue and listened to Justin let out a slight gasp. Flicked it again and definitely heard him gasp again. Third time was the charm, as I licked from the underside of his nuts all the way across his hole and up his crack. His moan was loud enough that the neighbors could have heard him.

"You like that huh?"
"Yeah, keep doing that"

I started rimming him more vigorously, teasing his hole with my tongue, rubbing his cheeks, biting each side from time to time. Justin was really getting into it and started to push himself back onto my tongue as I licked. He even went as far as to reach back and spread his ass for me. I had rimmed him for about 10 minutes when I stood up behind him, his hands still holding his cheeks apart.

"Why'd you stop?"
"Cuz I have something else in mind, you ready?"
"I guess?...he said, a little worried.
"Relax, I'll be gentle."

He let go of his cheeks and brought his hands up above his head. As he did so, I knelt back down and gave his ass a few more licks to get his hole nice and wet. I stood back up and put my thumb against his hole, caressing in a circular motion.

"This may sting a bit, but just relax, I'm not going to hurt you."

I started to push my thumb inside of him, going slowly. He tightened up, and I had only gotten my thumb far enough to have his asshole closed tight around the first knuckle.

"Relax..it'll get easier, I promise."

I started to massage his back with my left hand while my right still had my thumb inside of him. I could feel him relax a little, so I started to push a little more. I pushed while he moaned louder, until finally my entire thumb was inside of him and his asshole was wrapped tightly around the base of my thumb. With my other fingers I began to caress his balls and cock, rock hard and dripping.

"Mike that feels weird, are you done?"
"My thumb is all the way in...and no, I'm not. Just relax and watch what I can do"

With that, I began to move my thumb in slight circles inside of him, watching his hands ball into fists as his moans grew heavy. I was flicking back and forth across his prostate and I could tell I was driving him crazy. I started to pull my thumb out, until I felt his hole tighten as I got to the first knuckle, so I slid back in. I was listening to him breathing and didn't want this to end so soon, so I slid my thumb out and turned him over. He looked puzzled, until I grabbed him and flipped him around so that his head was hanging off over the edge of my bed.

He opened his mouth almost instinctively as I thrust my cock down his throat. Clearly lesson 1 had worked, because he didn't gag at all. I started to really face fuck him while he jerked his cock fiercly. I bent down and took his cock in my mouth and started to suck him off, only to have him grab my head and force me all the way down his shaft, burying my nose in his pubes. He blew a huge load right in the back of my throat, which I swallowed happily. With that, I blew an equally big load in his mouth, which he actually swallowed entirely as well. Once he let my dick slide out of his mouth I laid down next to him on my bed.

"If that's what getting fucked is like I don't think I want to do it Mike"
"Why, you were getting into that."
"Yeah, but that was your thumb, your cock is bigger than that!!"

"That's what lesson 3 is for Justin, you'll be ready in no time...trust me"

 

[DonQuixote]

SexyFrat,
I'm ready for lesson 3!
Definitely ready for someone to assist with a lesson one or two, too, lol.

Thanks for the morning wake up.

 

[sexyfrat23]

Lesson 3 - You only get one cherry, make it count

Since the family was all away for the weekend, I invited Justin to stay over for the entire weekend. I had many lessons planned, unbeknownst to him, and I was going to get them all in so that he could use everything he learned in future weekends. After he finished swallowing my load, we ended up cuddling in my bed, watching a movie. Once it was time for bed, instead of go sleep in one of the spare bedrooms, Justin stayed with me. As we lay in the bed cuddling, my dick couldnt help itself and sprang into life, pushing itself against Justin's furry crack.

"Jeez Mike, you'd think you want to fuck me tonight or something" he said with a smirk.
"Not tonight, but tomorrow night I will be."

His face went from goofy jokester to deer in headlights.
"Mike, I thought your thumb felt weird in my butt. Your cock is huge, are you fucking crazy!?"
"Don't worry, I'm going to take it very slow and I'm going to allow you to tell me how deep or fast you want me to go. I promise. A lesson is a lesson, so either you're up for it or you miss out."
"Well, I guess I can try it. But if it hurts we're done."
"I promise.." and I gave him a hug and a smack on his ass and then we went to sleep.

The next day went by with a blur. Justin and I pretty much just relaxed by my pool all day, grabbed some dinner and enjoyed each others company. I could tell he was a little awkward because he was thinking about the action that'd be taking place later in the night, so I just tried to keep him as relaxed as possible. Later that night we went to my room to relax and watch another movie, although Justin didn't realize the movie we would be watching was a gay porn flick I had popped into the DVD player when he wasn't looking.

"Mike, what the fuck?!"
"Exactly...take pointers.."
I hopped onto the bed and started play wrestling with him. I stripped his shirt off without even trying while he struggled to remove any of my clothing. By the time he had gotten my shirt off I had unbuckled his belt and had pulled his pants and boxers down to his ankles. His cock was flopping around, semi hard, and as I turned him over and spanked his ass, the guys on the tv were just starting to fuck.

"Mike I dont know if I can do this...it looks like it hurts."
"It depends on the top. If they don't care about the bottom, then it may hurt. If they want the bottom to enjoy it as much as they do, they make sure the bottom is ok the entire time. Bottoms don't always just sit there and take it, they can dictate the action to."
"But these guys have been fucked before, I haven't?!"
"Well lucky for you, you have me to pop your cherry. I already told you that I'm going to go easy on you..this time..."

I yanked off his jeans and then removed my clothes. I straddled him with my ass in his face and leaned down to take his throbbing cock in my mouth. Without me even asking, Justin buried his tongue in my hole, licking up and around while he moaned from the attention his knob was getting. I let his dick slide out of my mouth before I grabbed his legs and rolled him up so that I could get at his hole. My tongue found the cute little target and went town. His dick was dripping drops of precum and I knew he was getting into it.

I took my middle finger and began swirling it around the edge of his hole, teasing him. As he continued to rim my ass, I slid my finger inside of him, making an easier entry than my thumb did. He let out a loud moan as it found its target, and then as I began to play with his prostate he buried his face in my hole while moaning and panting. I knew it was time to start lesson 3.

I rolled him onto his stomach, legs spread out, ass open and waiting for me to take it. I could see he was ready, but nervous.

"If you're ready, I'm ready. Like I said its all on you."
"Do we need a condom?"
"Well, I'm 100% clean...but it's up to you."
"Well..I'm ready Mike, just be careful with me."

I grabbed the bottle of lube that I had in my nightstand and applied an ample amount to his hole. It tightened with the coolness of the lube, but loosened up as my finger again slid inside of him to get him ready. While I fingered his tight hole I was putting a good coat of lube on my now raging hardon. I couldn't believe I was going to take my cousins cherry. I was almost drooling knowing that my cock would soon be pushing its way past those furry cheeks, into the ready and willing hole. With one last push in and out of my finger, it was time.

I positioned myself between his spread legs, cock aiming right for the prize. Knowing anal is just as much mental as it is physical, I wanted to get him into it. I put the head of my cock against his hole, listening to him sigh, and then pulled back.

"You want this cock?"
"I think so.."

Not a good enough response. I smacked his right cheek and asked again..
"You want this inside of you don't you?" as I pushed the head of my cock against his hole again.

"Yeah! I'm ready Mike.."
"That's what I wanted to hear...now as I'm pushing in, you need to kinda push out with your asshole. It'll make it easier for me to get my cock inside of you."
"Ok"

I gave him one more smack on the ass for good measure, then I made my first move. I put the tip of my cock against his hole and started to push. I didn't receive any resistance, surprisingly, and was making decent progress, slow and steady. His breathing was picking up and I saw his body tighten. I was about 2 inches in and I had hit the first barrier...

"Justin you need to relax now..IF you want this dick you need to let me know."
"I want it Mike, I just gotta get used to this..."
I lowered myself down and whispered into his ear "then relax babe" and kissed the back of his neck...and with that, the floodgates opened.

I could tell Justin had relaxed, because that ring opened up and I began to slide deeper. Inch by inch disappeared into his furry hole as his moans grew louder and louder. With one final push, and a yelp, I buried my dick inside of him, his tight hole wrapping around the base of my throbbing dick.

I wrapped one arm under his chest and laid myself down on top of him, cock still firmly planted inside of him so he could get used to the feeling.
"I'm completely in, are you ok?"
"Yeah...oh my god this feels so weird."
"I'll take it slow unless you say otherwise. It may hurt for the first minute or two while you get used to having a cock inside of you.."
"NOW you tell me, after you've already gotten it in?!"
"Don't worry, once that passes I'm going to fuck you so good you'll never forget your first time."

I started to slowly pull out, letting each inch pass slowly through his furry hole until pushing it right back into him. Each slow pull and push resulted in a long sigh as I pulled out and a slight moan as I slid in. He was wincing as I pushed in, but as I worked my dick into him more and more I was seeing he was relaxing. Once I saw him bite his lip as I pushed deep into him, balls slapping between his thighs, I knew he was ok.

"You like that don't you?"
"Yeah, I'm getting used to it....it kinda feels good."
"Oh, you wait...I'm going to have you moaning louder than the dude in that porn vid."
"Well what are you waiting for?..."
Don't have to tell me twice.

I lifted myself up so that my arms were holding me up, and slid out until my cock came close to sliding out of him only to ram my full 7.5 inches of meat right back into him. He moaned loudly, and before he could say a word I had pulled my dick out again and rammed it home, balls slapping between his legs, his cheeks nestled against the base of my cock. Three or four hard thrusts later he started getting mouthy.

"Oh yeah...oh fuck....Mike...Mike keep going...fuck me Mike, I want it.."
"You want it harder?"
"Yeah, fuck me good, you want me louder than the guy in porn right?" he said with a smirk. Kid didn't have a clue..

I went into high gear and really started to give it to him. Long pulls out followed by deep, fast thrusts in. His moans grew louder, but not loud enough yet. Deeper, faster I went..his ass bouncing with each thrust as his hole swallowed every inch of my cock. His hands made fists in my sheets while he bit into my pillow to muffle his yells. I grabbed a fistfull of his hair and pulled his head up..

"I want to hear you.."
"oh god...then just keep fucking me."

I was noticing that this position wasn't allowing me to really dominate his ass the way I wanted, so I lifted him into doggie style. With each thrust I was pulling his body onto my cock, making him take every inch.
'oh fuck mike...oh fuck....oh my god..keep fucking me.."
Still not loud enough, so I lifted myself up, standing over him doggie style. I put my hands on his shoulders and really started giving it to him. His yells got louder, and after a few hard thrusts he was finally moaning louder than the video.

"fuck yeah Justin...you like that huh.."
"yes...keep..fucking..me...ohhhh"

I was really punishing his hole...and knew I'd probably be cumming soon, and wanted to see his face when I released my load inside of him. I pulled out of him and flipped him onto his back and pulled him to the edge of my bed. I took this second while my cock wasn't in him to notice that his hole was nice and open. Without another second I slammed my cock into his ass, getting an even louder yell from him. His ankles were propped on my shoulders and I grabbed his waist and was really fucking him good. He started to moan louder, and louder, and I could see in his face that he was close.

"..ohhh godddd...oh my god....Mike..Mike...I think I'm cumming.. I think I'm gonna cum...oh my goddd"

With that I gave him harder thrusts, and on the 3rd of 4th deep thrust his cock let loose with a huge blast of cum, the first drop landing on the edge of his lips. I didn't want to miss this, so as I fucked the cum out of him I leaned down, licked the drop of cum, and then kissed him, tongue passing his juice into his mouth. I pulled up and looked him in the eyes

"you gonna take this load?"
"yeah, give it to me..."

As I started to cum I pushed deep into him...pushing in deep with each spurt of cum that left my dick. I watched his face as I did this, watching his eyes close, biting his lip, smirking. As the last drop oozed from my dick, I pulled out and laid on top of him.

"oh my god Mike that felt great...I didn't know I could cum without touching my cock!"
"Yep, I'm a good top..what can I say.."
"Did I pass the lesson?"
"God yeah....well, when it comes to giving up your cherry for the first time. The real question is, are you glad you were fucked by me?"
"mmm hmmmm...can we do that more often..."
"tell ya what...here's the deal. We can do that more often, but you have to pass every remaining lesson first."
"what other lessons are there?"
"you've already gotten fucked in 4 positions. I need to teach you all the rest. If you fail to finish any of those, you get to start back with this lesson...face down, ass up waiting for my cock."
"how many other positions are there?"
"plenty, sound like a deal"
"of course it does..if getting fucked by you makes me cum that hard every time, I definitely want to keep going with these lessons."

Exacty what I wanted to hear. I kissed him on his forehead and then we jumped in the shower. After a quick little glimpse of tv, he fell asleep beside me. I went to bed that night with the biggest smile on my face. Lesson 4 would occur the next night, and had the potential to cause my cousin to slip up and have himself back face down on my bed, biting pillows...moaning louder than a porn star.

 

[Trevor6]

Such a hot bunch of lessons. Very nasty story.... thanks!

 

[closet-boy15]

WOW!!! That was hot!

 

[DonQuixote]

SexyFrat,
You keep writing a hot tale of kissin' cousins.
It's a good thing this is guy on guy, and there are no "other considerations"
to have to worry about, just two close to each other guys enjoying each other's bodies.

 

[sexyfrat23]

Lesson 4 - Always be ready for the unexpected

Justin woke me up the next morning with a slap on the ass.
"Morning cuz!"
"Morning sexy...hows that ass feel?"
"Not bad actually, want to teach me some more?"
"Relax...it's still early, we have all day. But since you ask, I have a proposition for ya"
"Oh yeah, what is it?"
"Since I'm the teacher and you're the student, from now on we handle things like this..whenever I say I'm ready to give you a lesson, you have to be ready too. when I say suck, you suck. When I say drop your pants and bend over you better drop your pants and bend over. If you don't do that at any step of the way, you fail that lesson and you start back face down on this bed, ass up, with me fucking you for as long as I say."
Justin looked like he was considering the offer, slightly worried by the looks of it, before answering "Ok, just don't make any lessons too crazy..I don't want to fail any!"

Justin was surprising me by how enthusiastic he was for all of this. He wasn't realizing it, but he was becoming very submissive when it came to taking my cock..which wasn't necessarily a bad thing. If trained correctly he would become a great sex partner. I had a few things planned out for the day, and after he accepted my proposal I knew I'd be testing him very hard today. Let's see what he was made of.

We hung out by the pool most of the day, catching some sun and just relaxing. Around 2 we went inside to grab some food and a couple of drinks, and I was ready to give him the first demand.

"Justin, I think you need to give my cock some attention."
"Huh?! Oh, right! So whip it out then."

I dropped my bathing suit to my ankles and my dick hang there, waiting for Justin to swallow it into his mouth and get me hard. He didn't waste anytime, getting onto his knees and licking the tip of my dick before getting it all in his mouth. Before he could let it slide back out I said:
"Don't....you're gonna get it hard just using your mouth. Time to see how you do with cocksucking and your gag reflex..now go.."

Justin kept his lips wrapped at the base of my cock, his hands grabbing my ass to keep his head against my hips. His tongue started to swirl up and down my shaft and I started to get harder. Justin was really trying to keep it all in his mouth, opening wider and pulling himself into my crotch. Just as I was almost fully hard I could see him almost gag, but he didn't, he took every inch of my dick and with that I pulled it out of his mouth.

"Nice job...you passed that with flying colors. Now drop those trunks and show me that hole."
With that he stood up and took his trunks off in one motion, turning around and bending against the counter top. I knelt down and started to rim his gorgeous hole while I milked his cock.
"Go in my room and get the lube."
"Right now?"
"What did I say this morning, whenever I say go, you go..remember."

Justin ran up the stairs and I could hear him rummaging around to find the lube. He came down a second later, with my dick going slightly limp.
"Since you took so long, now you get to make me hard again."
Didn't even have to force the issue, he sucked my dick until it was a raging hard on and then looked at me with a 'what's next?' face.

"Stand up and bend against the counter like you just were. Time for position 5..stand and deliver." I lubed up my dick to make it nice and wet and then slid two fingers inside of him to get him lubed up. He jumped when my fingers slid it, but his moaning let me know he was down for it. I postioned myself behind him and got ready.

"Remember, push out while I push in.."
"I will..remember I'm still new at this.."
"relax babe, I won't hurt you.."

I pulled his ass closer to me and put my dick against the crack of his ass...teasing him. I grabbed my dick and slid the head up and down, teasing his hole.
"Mike....fuck me please." Good job Justin..

I pushed my cock against his hole and started to slide myself into him. I was making a much easier time of it today, which surprised me. He was already moaning lightly, but by the time I had my cock fully embedded up his hole he let out a loud yell.

I grabbed his hips and started to fuck him, slowly at first, but picking up speed. His moans were already loud, but he was getting into it. He was biting his lip, slapping the counter top, and pushing back onto my dick as I pushed into him. He wasn't as mouthy as last night, but that's ok with me. Before he got too excited, I gave him another test.

"Come here, lay down on the rug over here."
Justin walked into the living room and laid down on the carpet, not knowing what was next. I walked over, positioned myself over him, and then dropped into him, cock head just pushing past the outer ring.

"I want you to give me 30 push ups. I want your ass to take every inch of my dick on the way up, and you better not let it slide out on the way down. 30 full pushups...start when you're ready."
"Mike, I'm not good at pushups..and I think I'm going to have trouble staying focused with your dick inside of me.."
"Well if you want to pass this lesson, you better find a way."

Justin got into a push up position and started his task...moaning and sighing along the way. He got through 15 pushups without a problem, his hole swallowing my dick completely and then keeping it tight around the head of my dick on the way down. It was around 21 that he started having trouble. I could see his arms shaking, his body quivering. At 26 I had to start getting loud with him.

"You have 4 more, you better not fuck up now."
"Mike I don't know if I can do this..."
"You can...now go, I'll count them off."

27!...he got all the way up and dropped down..ok there.
28!...as he got to the top of his pushup he still had an inch of my dick to take.."Get it higher Justin, you're not there yet." he did, then dropped down.
29!..same problem as the last pushup, only this time he had a good 2 inches left. "You better get the rest of my dick in there Justin, you're soo close now. Let's go." He found some strength and got it in, then dropped.
30!..."Last one..let's go Justin!" He was struggling...moaning loudly...taking inch by inch of my dick as he forced his body up. He got all of my dick in him, then started to drop fast to the floor..exhausted. Then he realized he had to keep the head of my dick inside of him. I knew he wasn't going to stop himself, so I grabbed his hips and pulled his ass back into my cock, making him yell loudly. I held him there for a few seconds then let him lay on the ground.

"Good Job! I didn't think you'd get that last one."
"Yeah, but I almost let your dick out..."
"That's fine, I gave you an assist. Time for position 6..you're going to control this one."

I walked him over to one of the couches, while I sat down.cock ready and waiting. "You're going to have a seat right on my dick...and you can ride it however fast or slow you want...you can control the pace. But you can't get off until I cum inside of you.
"Ok, do I face you or face away from you?"
"Face away from me first...I want to watch your ass while you bounce on my cock. I'll tell you when to turn around."

Justin lowered himself onto me, moaning softly as it slid inside of him. His pace started off slow, but picked up pretty quickly. He was really fucking himself good, dropping his ass right on my dick, his furry hole swallowing each inch completely. I could feel his cock dripping cum against my thigh, so I made him get off and turn around to face me. He straddled my hips and lowered himself back onto my cock, bouncing up and down, his dick slapping against my chest. I pulled his head down to mine and kissed him hard on the lips, while giving a few hard thrusts into him. I slammed him hard, biting his lip as I rammed it home, and then I rolled him off the edge of the couch.

Justin's shoulders rested on the ground while I rolled his legs down, positioning myself over him. I started to pile drive his ass, deep and hard. Justin grabbed my ankles, almost digging into the skin whle I fucked him silly. I watched his cock throb, his eyes roll into the back of his head...and then with a long moan he blew a huge load into his face, cum hitting him right on the lips, running down his cheek. The tightening of his ass as he came, and the cumshot to his face pushed my over the edge. I pulled my cock out of his ass and pointed it right at his face as I let my own load go. I caught him in the mouth with two bursts and the rest hit his cheeks.

I grabbed some tissues and wiped the cum off of his lips before giving him a kiss.

"Jesus Mike, I thought I had to make you cum!..You just blew all over my face!"
"I told you to always be ready for whatever I say....I changed my mind mid lesson, so I showed you another position and then gave you a facial. You still passed..."
"Thank god..I don't know if I can last anymore today with all of this action."
"You'll last...especially since you have another lesson tonight."

 

[DonQuixote]

SexyFrat,
Where do I sign up for private tutoring?

 

[sexyfrat23]

Lesson 5 - Respect your teacher

Justin had been passing each test pretty easily, so far, and I knew I wanted to really test his boundaries...as well as his ability to take orders. We had showered and cleaned up after our fuck session and had decided to go grab some dinner. We ate at a downtown restaurant and then decided to head to a movie.

Once we got to the theater we stocked up on all the typical movie goodies, grabbed a seat..and watched the previews roll. We had sat in the very back, top row, of the theater at my urging. As the first preview started rolling I reached over and put my hand on Justins crotch..massaging his dick through his pants.

"Mike, what are you doing?! There are people in here with us!"
"Relax, they're all way ahead of us and they're watching the flick not me grab your nuts..Trust me...and what did I tell you? You don't do something, you fail."
He looked worried, but released his grip on my wrist and let me continue working his cock with my hand. I got him relatively hard, and then I unzipped his fly and pulled his cock through his fly.
"Just stay looking forward..and this is when you don't want to make too much noise.."
"Ok..."

I went down on him like no one was watching. Tongue swirling around his head, hand sliding up and down while my lips sucked tightly at his skin. He was gripping the armrests so hard his knuckles were going white and I could hear him moaning softly. I worked his cock over for about 5 minutes before his body tensed and the cum shot out of his dick so hard that I could feel it smack against the back of my throat. I didn't swallow a drop, instead I let his dick slide out of my mouth before sitting up and kissing him, swapping his cum into his mouth, allowing both of us to swallow some.

"Now you know how your cum tastes.." I whispered with a smirk..
"Thanks...I wasn't expecting that at all Mike..."
"good..now be a good younger cousin and get my dick in your mouth pronto."
"Mike I'm nervous we'll get caught.."
"You should be more nervous about what I'll do to you if you don't have those lips wrapped around my cock in 30 seconds..remember..you fail..you pay the price."

With that, Justin moved into a squatting postion and pulled my cock out of my jeans. He got the whole thing into his mouth in a hurry and started to suck me like a champ. I was hard instantly, and true to prior lessons, Justin didn't gag once. He was working my dick over good..getting me going while we were surrounded by strangers. As I neared my climax I tapped him on his shoulder and he deepthroated my cock and took the entire load of cum right down his throat. He licked my dick clean and then tucked it back in my jeans. He smirked at me and sat back in his seat, and we finished the movie and headed back to the house.

I let the rest of the day go by without any new tests. I think Justin was always expecting some sort of request, because anytime I said "Hey Justin!" he'd glance over nervously. Most requests were little things...change the channel, toss me a pillow..stupid shit that you'd ask someone for normally. Finally, at around 7, I called to him while he was in the shower.

"Hey Justin!"
"Yeah?"
"I'm putting out something for you to wear for me once you get out of the shower."
"Okay, I'll be out soon!"

About 5 minutes later I heard Justin coming down the hall towards my room. He entered with a smirk on his face, making me smile even wider. There stand Justin, nice and toned, treasure trail leading to his package wrapped up in a nice jockstrap. He did a little turn to show me his meaty ass, with the furry crack begging me to slide my dick in between.

"Jockstrap huh?"
"Yeeup. Makes for easy access whenever I decided to fuck you silly later. You'll never know when I'll make my move..so you better be ready. For now, come lay on top of me and lets watch a movie"

Justin jumped on my bed and laid in between my spread legs, leaning against my body as we watched some TV. As I played with his nipples and carressed the hair on his stomach, I could see his dick coming to attention.

"Justin.."
"Yeah Mike."
"Why don't you get up and spread those cheeks for me to lick that sweet hole of yours."
"Ok."

Justin got up and stood with one foot on each side of me. He reached down and spread his gorgeous cheeks to expose his tight little hole. I dove in, flicking and licking around and inside of him, listening to him exhale deeply and moan softly.

"Sit on my cock.."
"But Mike, there's no lube.."
"Then I guess you better spread those cheeks and let me get you nice and wet, and you better get my cock wet...or it may hurt.."
"Mike, can't I just get the lube..?"
"No..do you want to fail.."
"No sir..."

I got his hole nice and wet, while he got my cock ready, and then he moved down and started to take the jockstrap off.

"Excuse me..that stays on..you leave that on while I fuck you."
"Oh..ok."

Justin knelt down and straddled my legs..ass hovering over my cock. I watched him reach back and spread his cheeks, while lowering himself onto me. The head of my dick pushed against his hole, and with a little resistance, started to slide in. I watched as Justin slowly swallowed every inch of my cock inside of him until his still spread ass was resting on my groin. With that, he let go of his cheeks andlet them wrap around my dick...well, whatever wasn't already in him.

"Before you start riding me...heres your test. We're going to see how long we can fuck before either of us cum. If I come first..you pass. IF you cum first, you fail..and you'll be punished appropriately. So whatever you do..you better do whatever you gotta do to keep that cum inside of you until I say you can blow..got it?"
"I don't know if I can do that Mike...I like having you fuck me..and I'm afraid you'll make me cum again before you do.."
"Either yes or no Justin, make up your mind.."
"Yes sir...now please just fuck me."

I pulled him down so that his arms held him up while he bounced on my cock. I grabbed his waist and started to pound him good, his dick restrained in his jockstrap so he couldnt jerk himself off. I fucked him like this for about 10 minutes before I rolled us onto our sides. He had lasted this long and I was really giving it to him, so I was impressed so far.

I was fucking him slower now, sliding in and out while I held his right leg in the air. He was picking up more and more positions as we went and hopefully he'd figure out which he liked the best. I fucked him slowly and deep for a good 20 minutes..and still he was holding out.

"You liking this Justin?"
"God yes...I don't know how much more I can take Mike.."
"Well I'm not even close..so you better figure it out."

He had a worried look on his face...but he seemed ok. I pulled out and changed my position so that he was still on his side..almost in the fetal position. I slammed my cock back into him, making him yell, but smile at the same time. I started to fuck him harder, making him yell and moan.

"Mike, oh god Mike..you're gonna make me cum!"
"You better hold it in Justin!.."
"I'm trying!..oh god..keep fucking me...harder!!"

I pulled out and pulled him to the corner of the bed, so that his legs were each draped to one side of the corner, his ass positioned just right on the corner of the bed so I could stand and deliver with power.

"Reach back and spread these cheeks!"
"Yes sir.."

Justin reached back and spread his ass wide..his hole not as tight as when we started but tight nonetheless. I slid my cock back into him and really went to town on him. I grabbed his waist, pinning his arms inside so that he kept his cheeks nice and spread. His hole was really taking a pounding and he was taking it like a man. We had been fucking for nearly an hour now and he was still going strong. I let his hands free and he let his cheeks slap back around my cock. I kept pounding him hard, the bounce making his bubblebutt jiggle with each pound. He reached out and grabbed the sheets tight while I continued to fuck him hard.

"You like that position stud?"
"Yes..keep..fucking.....harder!"

I started fucking him like there was no tomorrow. I was pulling almost completely out of him and then slamming myself back in with a passion. He pulled his legs up and locked them around me, while I grabbed the band of the jockstrap and pulled him back with each thrust into him. He was really yelling now, moaning so loud I thought the neighbours would hear him..when he started to whimper..

"no...no Mike...slow down.."
"No...you're loving this too much.."
"Mike I'm gonna cum.."
"I'm close too...you better hold it..."

I'm not going to lie, I kind of wanted him to fail this...just so I could punish him. So I really started pounding him..

"Spread those cheeks again boy!"

He reached back and spread them...his legs still wrapped around me..

I was pounding him relentlessly...listening to him moan and yell..screaming my name. Then, I felt his body tense...and he started to yell between moans...

"Mike...no...I'm...cumming....."

I kept pounding him, feeling his hole tense up as he shot his load into the jockstrap. Just as he finished cumming, I released all of the cum I had left in me deep inside of him. I fucked quite a load into him and then pulled out..

"you better keep that load inside of you...you came first...this is your only redemption...hold it in..!"
"Mike..I'm trying..."

I smacked his right cheek that made him yell..

"try harder because if you let my cum get out you fail.."

I watched him trying to keep his hole tight..but I knew that because of our major fuck session he was probably exhausted. I had fucked him good for nearly an hour and a half..

"Mike..Please.."

And just like that, his hole relaxed..and the first drops of my cum oozed back out of him..

"I'm sorry Mike..I failed...what now?"

I could see the smirk on his face, and wondered if he secretly wanted to fail too.

"You'll find later...for now..cleanup. And don't wash that jockstrap..keep it and remember this night.."

Punishment may not be as bad of a thing as anyone was thinking..