Date: Sun, 31 May 2009 20:41:09 -0700 (PDT)
From: Jon D <playbuddy123@yahoo.com>
Subject: Robby Joins the Crew - 4

Disclaimer: This is a work of FICTION. Any similarity between my characters
and real people, places, or events is merely a coincidence. This story
contains descriptions of imagined sexual activity between teenage boys. If
you are not 18 years old or if it is illegal where you live to read
material of this kind, please stop here. If this story might offend you go
to another site. Everyone have fun and enjoy. You are invited to send
comments or story ideas to Playbuddy123@yahoo.com

Robby Joins the Crew -- 4

"You know, Tommy isn't the only guy around here that likes you!"

Robby's words to me in the car were both confusing and unsettling. "What
the fuck?" I said, for the second time in less than a minute. "What did he
mean by that?" I asked myself. "And that kiss?" It wasn't the kind of kiss
a brother gives to a brother, even if one of them is gay.

As I headed into the house, I didn't know what I should do. Part of me
wanted to go to my room and hide out. Another part wanted to go talk to
Robby and find out what was going on. The part that wanted to go hide out
won.

I changed out of my school clothes and put on some worn, but very
comfortable jeans, an old T-Shirt, and a pair of thick cotton socks. I
flopped down on my bed and stared at the ceiling, going over what had
happened at school. I had been forced to make a choice, and in the end, I
decided to treat my brother like any other recruit for the Crew. That meant
I had watched him suck dick, take a cock up his ass, and finally even taken
me back there. I couldn't believe it, I had fucked my own brother. Then, if
that wasn't enough, he had just kissed me, and practically told me he had
the hots for me.

"Jake?" Robby said softly from the doorway of the bathroom that connected
our two rooms.

"Yeah?"

"Can we talk?"

"Yeah, sure," I said softly, looking in Robby's direction.

Robby came over to the bed and stood awkwardly.

I slid over and motioned for him to lie next to me.

"I'm sorry," he whispered.

"Sorry for what?"

"I shouldn't have said what I did in the car."

"I'm confused," I said gently.

"Yeah, I thought you would be."

"Robby, were you trying to say that you like me, you know, like a boyfriend
or something?"

Robby was quiet for a long time. "Yeah," he said, so quietly I almost
didn't hear him.

I turned to look at him. A small tear slid from the corner of his eye and
ran down his cheek. He gave a little sniff.

"I don't know what to say," I finally managed to whisper.

Robby turned toward me and I saw sadness in his eyes.

"I know," he said.

He touched my face softly, and ran his fingers through my hair. As we
looked at one another, I could see his tears increase. Then, without
another word, he quickly got off the bed and headed back to his room.

* * * *

Robby and I are typical brothers I suppose. There have been times when we
were close, always playing together, getting along fine. Then there were
those times when he acted the part of the bratty little brother, and I
couldn't wait to ditch him and go play with my `real' friends.

For the next few days I tried to sort through what seemed to be competing
feelings. On the one hand I loved Robby as a brother, even if he was a pain
in the ass sometimes. On the other, he appeared to be falling in love with
me, and that made me uncomfortable. I thought it was because I was totally
convinced I liked girls. But, with all the stuff going on with different
guys in the Crew, I wasn't so sure any more.

Now, whenever Robby and I were in the same room, there was an awkward
silence. Mom and Dad started to notice. It was only a matter of time before
Dad decided to say something.

"Jake," Dad called to me one evening as I walked past his study.

"Yeah, Dad?"

"What's going on between you and your brother?" he said, putting down some
papers.

"You know, just the usual," I said as casually as I could.

Dad is successful in his business, in part because he has an incredible
ability to read people, and almost know what they are thinking.

"Bullshit," He said quietly, raising an eyebrow.

I stood in the doorway of the study, and we sized each other up, like in
those old western movies. Two gunslingers facing off, wondering who's going
to make the first move.

"You're not going to tell me, are you?" Dad said matter of factly.

I shook my head slowly, "Can't, not now," I said softly with a pleading
look.

"Alright, but it's your job to fix this," Dad said gently but
firmly. "You're older, I expect you to take care of your brother, no matter
what this is about."

"Yes, Sir," I said, looking at the floor. "May I go now?"

"Yeah," Dad said with a sigh.

* * * *

It was the last hour of classes on Thursday when I was given a note
directing me to come to Headmaster Winters' office. It's unusual for me to
be called there, so I couldn't help being nervous. I went over the last few
weeks in my mind, but I couldn't think of anything that would have gotten
me in bad with him, so I relaxed a little. Reaching his suite of offices,
the secretary announced me, and let me go straight in.

"Jacob, thanks for coming."

I thought to myself, "Like I had a fucking choice?"

Dr. Winters, waved me toward a chair, and it was then that I saw there was
another kid in the room.

"You know Ian Grey, I presume."

"Yes, Sir," I replied.

Ian, in fact, was one of our recruits. He glanced at me and smiled.

"Jake, I'd like you to consider tutoring Ian in math. It's a subject he's
had some trouble with before coming to St. Adrian's, and I want to get
working on it with him, so he doesn't fall behind."

I nodded, "Yes, sir, I'd be happy to help."

The Headmaster smiled, and looked at me from behind his desk. He slowly
twisted the gold ring on his finger. I knew he had gotten it when he had
become a member of the Crew years ago as a student. I also knew it was his
way of pointing out to me that this was more than a simple tutoring job.

"I know there can be a lot of distractions at the start of a semester, but
we want to make sure promising students make grades, don't we?"

I thought to myself, "The son of a bitch knows. Just a few weeks into the
term, and he already knows who our new recruits are." I realized I had
underestimated him. He knew much more about what was going on than I had
imagined.

"Yes, Sir, you have my word. I'll do everything I can to see that Ian gets
the help he needs."

Dr. Winters nodded. "Right, well now that's taken care of, I suppose you
may want to talk things over a bit. I have a faculty meeting, and in a few
minutes Ms. Bahr will be leaving for the day. You can use my office if you
like." The headmaster smiled and picked up a leather portfolio.

"Thank you, Sir," we both said almost in unison.

As the door closed, I looked at Ian. "So, do you really have a problem with
math?"

Ian nodded, giving me an embarrassed look. "Algebra really sucks! The rest
of my grades are excellent. I guess I'm just a slow learner when it comes
to math," he laughed.

I smiled. "Don't worry, we'll get you through."

I looked at the freshman recruit just a couple of feet away from me and my
dick twitched. I don't know what it is about knowing that a recruit has to
do anything they are asked, but, fuck, it sure makes a guy horny! Ian is
about the same height and weight as Robby, he's cute but in a nerdy kind of
way, his glasses give him a kind of Harry Potter look.

"So, if I'm going to help you with math, what are you going to do for me?"

Ian blushed. He apparently knew where this was going. I gave him a
mischievous grin, and looked toward the office door.

"Lock the door," I said softly, "I think we need to discuss a few things."

Ian gave me a brief look, and then got up, locked the door, and came over
to where I was sitting. We stared at one another for a moment and then he
watched as I slowly undid my belt, pulled my zipper down, and opened up my
trousers.

"For starter's let's see how good a cock sucker you are," I said, glancing
down at my crotch.

Ian put a hand on my chair and got down on his knees in front of me. The
way he did it made me wonder if he had once been an altar boy. He slowly
reached into my pants with his right hand, opened the button in the middle
of my boxers, and fished around in the opening until he found my dick. He
pulled it out through the hole and gave it a couple of soft strokes and
smiled.

"You've got a nice one."

"I have a nice one!" I corrected him, "do I have to tutor you in English as
well?"

"No, Sir," Ian blushed, embarrassed at the scolding.

I smiled inwardly, "little freshman fuck,' I thought to myself.

Looking down I saw that my dick was twitching and growing hard. "He likes
you," I chuckled as my cock swelled in the kid's warm hand. "Be nice and
give him a kiss!"

Ian bent down and softly kissed the end of my dick. He looked at it for a
moment and kissed it again.

"Now suck," I said firmly.

Ian licked the head of my cock, opened his mouth, and took me in. He slowly
and tenderly licked the head and stroked the shaft. He went down a little
further on the second attempt and still further on the one after that.

"Yeah, that's it," I moaned as my cock responded. I thrust my hips up as
Ian licked me. "Yeah, suck on it," I grunted, enjoying the warmth and
wetness of Ian's mouth as he bobbed up and down on my dick. It felt good,
but I expect a lot from a recruit. "Is that the best you can do?" I teased.

Ian looked up briefly with my cock halfway down his throat. His eyes
basically said, "Fuck you!" I suppose he didn't like being teased about the
kind of job he was doing. But then he started to work harder with his hand,
mouth, and tongue, really starting to get into it. I was amused at how
seriously he was now taking this. It was as if he was going to show me that
he really knew how to suck a dick after all.

"That's more like it," I moaned, putting both hands on his head, helping
him get the pace. "Keep this up, and I'll put your name in for cock sucker
of the year award." I chuckled.

Ian looked up at me again, and this time managed a smile, my dick still
firmly planted in his mouth.

"Now show me what you can really do."

I let go of his head, leaned back in the chair, and let him do whatever he
wanted to please me.

Instantly, I found turning Ian loose on my dick was the best thing I could
have done. I have never had such a great blow job. His warm mouth, the
wicked and nasty things he did with his tongue, how he played with my pee
slit and washed my pole, all were incredible. His hand steadily jerked me,
and the combination of all these did the trick. I felt my orgasm start to
build. I knew I was getting close.

"Gonna cum," I warned the kid, putting my hands back on his head. I pushed
him down on my dick, making sure he wouldn't pull off. "Ya gotta swallow
it," I told him as I fucked deep into his mouth.

Ian gagged a couple of times when I went too far, but I was already feeling
the tingle and couldn't stop to worry about that.

"Oh fuck," I grunted, "here it comes!"

My dick jerked and cum shot out the end. Three long spurts of cream blasted
into the kid's mouth and a fourth, weaker one, dribbled out.

Ian sucked, swallowed, and then sucked again. I held his head by the hair
and moved him up and down on my dick.

"Yeah, suck it," I moaned, feeling my cock jerk, "suck my dick."

Ian wrapped his tongue around the head of my cock as the last of my cream
oozed out. I felt his mouth pull at my shaft as he drank down my juice, he
practically sucked the cum out of my nuts.

I took a deep breath, slowly relaxed and loosened my grip on Ian's head. I
let go and slumped down in the chair. The freshman took his mouth off my
cock, licked his lips, and swallowed the last of my sperm. Then, he went
back down on me, swirling his tongue around the head of my dick.

I grinned, seeing that his glasses were slightly tilted on his face.

He finished licking me clean, pulled his mouth off my cock, and
straightened his glasses. He sat down in front of me with a satisfied
smirk. We looked at each other and he gave me a silly grin.

"So, are you going to put me in for that award?" he giggled.

I laughed, "Cocksucker of the year?"

He nodded with a smile.

"Maybe, we'll have to see, the year isn't over yet."

Ian giggled.

"I'll give you an A+ for today though. That's one subject you don't have to
worry about," I grinned.

"You'll still tutor me in math though, right?" Ian asked with a blush.

"I promised the headmaster," I said quietly. "That means I'd tutor you in
math, even if you didn't know a dick from a donkey's ass."

"Thanks," Ian whispered, and then he got a puzzled look, "a donkey's ass?"

"Never mind," I laughed.

I started to zip up and buckle my belt. I gave Ian a playful smile. "So, is
your ass as good as your mouth?"

Ian really blushed this time. "My ass is better." He giggled.

"Well, you just past your oral exams, next time be prepared for a quiz on
that."

"Yes sir," Ian smiled, "I'll look forward to it!"

* * * *

As Max drove Robbie and me home that night, I knew we had to talk this
thing out. It felt awkward to be sitting only three feet from each other,
and yet emotionally we were miles apart.

"Dad knows there's something going on between us," I whispered, trying to
make sure Max wasn't able to hear.

"He does?" Robby asked quietly.

"Yeah, but he doesn't know what."

Robby nodded, staring out the window, his sadness evident.

"Let's meet in the TV room after dinner," I suggested.

Robby nodded and turned away again.

* * * *

Our TV room, well theatre room actually, is fairly large with a big screen
television, Blu-ray DVD, surround sound, and six sofa/sectional pieces that
you can put together any way you want. There is a popcorn machine in the
corner by the bar, and we have hundreds of movies.

I was watching "Twilight." Dad had put big money into the studio, and we
had been given a copy of the DVD months before it was released to everyone
else.

Robby came down after I had been there for maybe half an hour. He flopped
on the couch next to me wearing sleep pants and a three wolves T-Shirt.

I turned the volume down on the movie.

"Hey," I said softly.

"Hey," Robby said back quietly, with a touch of hesitation.

"I'm sorry," I whispered. "This whole thing with you being a recruit, the
Crew, and being my brother and all is really messing with my mind."

"Yeah," Robby said sadly.

"Chip said I had to treat you like all the other guys," I tried to explain.

"But I'm not like all the other guys!" Robby said angrily, "I'm your
brother!"

"I know," I rolled my eyes, "that's what I'm trying to say, I shouldn't
have done anything with you."

Tears filled Robby's eyes. It didn't take a genius to know that wasn't what
he wanted me to say, apparently he thought we should be doing a lot more.

"You said you like me, like, as a boyfriend?" I said softly looking deeply
into my brother's face.

Robby nodded his head. A couple of tears fell down his cheeks. I held out
my arms, Robby crawled over, and I wrapped my arms around him.

"Sorry, I still don't get it," I whispered, hugging him close.

Robby's tears turned into sobs. I held him, rubbed his back, and tried to
comfort him.

He cried, and deep down my own sadness grew. I hated to see my brother like
this. I wanted his pain to go away. But I truly didn't know what to do. I
wasn't sure I could say what he wanted me to say.

"Do you love me even a little?" Robby whimpered; his head buried deep in my
chest.

"God, Robby," I sighed, "How can you even ask that? Of course I love you!"

I paused, "It's just that I don't know if I can love you the way you want
me to."

Robby mumbled, "So it didn't mean anything when you, I mean, when you
were... you know... doing stuff to me?"

"It was so incredible," I whispered, "fuck, it was amazing," I said
softly. "But, I don't know what you mean by `mean something to me.'"

Robby was quiet for a moment. "Well, it meant something more to me. It was
more than just getting you off," he whispered,

I sensed he was crying again. "I need more time to figure this out." I
finally sighed, "Can you hang in for a while?"

Robby nodded his head.

"Thanks," I said softly.

Robby looked up, his eyes were red from crying. He seemed to think for just
a moment and then crawled higher on my chest and kissed me. It was a soft,
momentary kiss. He looked into my eyes, and when I didn't resist, he leaned
in again and kissed me a second time, this time deeper.

My dick stirred. `Fuck, he's a good kisser,' I thought as I started to bone
up. I knew I needed to stop this.

"Robby, we better not," I started to say, he touched a finger to my
lips. He looked at me and gave me a tender smile.

"Just let me make you feel good, okay?" he said softly.

A moment later he put his hand on my crotch. He slowly rubbed the fabric of
my sleep pants, brushing the soft cotton against my now hard cock. When I
didn't object, he went further, feeling me up and squeezing my dick.

"That feels nice," I finally managed to say, enjoying his touch.

"Yeah," Robbie giggled, "this is the first time I've had a chance to play
with this,"

"You have your own toy to play with," I chuckled, as he grinned at me. He
gave me a mischievous look, reached inside my pants and wrapped his hand
around my shaft.

"But yours is way bigger," he smiled, giving me a stroke. He slowly pulled
on my cock, massaging it, and teasing the head. I let him play with me for
a few minutes.

Robby looked up every once and a while and smiled. He was enjoying this,
and it felt really good, but I knew I would soon want more. A hand job is
never enough for me. I was trying to figure out how to tell him, when Robby
spoke up.

"I'll be right back," he said quietly, got to his knees, gave me a quick
kiss and then practically ran from the room.

"What the fuck?" I thought. My dick was as hard as a rock and standing
straight up. My sleep pants were now down around my ass. I reached for my
cock and stroked myself, trying to figure out what the hell was going on. A
couple of minutes later Robby ran back into the room and tossed some lube
at me.

"You ready to fuck some ass?" he said in a playful but challenging way.

"What?" I grinned.

"Well, Mr. I'm a member of the Crew," Robby teased, "this recruit needs a
dick!"

I chuckled as Robby turned around, pulled his pants down briefly, and
wiggled his bare ass at me.

"You do, huh? Well, I guess I better give you one, then," I smiled as Robby
smiled back.

I lubed up as Robby lay face down on the largest of the sofas. Pushing my
pants down to my feet, I left them in a heap as I walked over to the
couch. Robby stared at my throbbing cock all the way. I crawled on to the
sofa and put my legs on either side of his, straddling his rear end.

"You sure you want this?" I said, softly stroking myself a couple of times
while Robby looked over his shoulder at me. I remembered how the other
recruits had talked about how sore their asses had been when I had finished
fucking them. I'm long and thick, and I knew Robby's butt hole was in for a
beating.

"Yeah, I'm sure," he whispered, and tucked his head into his arms as if not
wanting to look.

I gently pulled his sleep pants down in the back. As his full crack
appeared, my cock twitched, "Damn he's got a cute ass," I said to
myself. Robby raised his hips off the sofa just enough so I could pull his
PJ's all the way down. I tugged at them until they slid off his butt and
down to his knees.

I rubbed Robby's back with my hands while I let my dick slide playfully
between his cheeks. Robby whimpered, apparently pleased with the feel of my
cock against his bum. I leaned forward and aimed my cock head deeper into
my brother's crack, this time probing for his opening.

"Here it comes," I whispered, pushing down, positioning the head of my dick
against Robby's hole.

Robby grunted as I added pressure. I felt him try to spread his legs as if
to open his ass for me. He gave a little yip as I apparently pushed too
hard and hurt him.

"Sorry," I mumbled, "God, your hole is tight," I groaned as I pulled back,
and then pushed forward again. But still no luck, I couldn't get in.

"More lube," Robby whined, when it was clear I still wasn't going anywhere.

I looked around and found the tube on the floor. I squirted some onto my
fingers and then spread Robby's cheeks. I even put a squirt right on his
pucker. The tube made a farting noise as the jelly came out. I eased my
middle finger into my brother's butt hole and twisted it around. Robby
moaned, clearly enjoying the feelings my finger was giving him. I tried to
stretch and widen his hole.

When I thought he was ready, I inserted a second finger, and then added
some more lube. Finally, we were ready to try again. This time when I
pushed, my cock popped through Robby's ring, and slid a couple of inches
into his rectum. He yelped, I think it was more out of surprise than
pain. I held myself there, letting him get used to me. Then, when I sensed
he was ready, I moved further into him.

"Oh yeah, fuck, that's nice!" Robby moaned when he finally seemed to
relax. I slowly eased forward, making my way deeper up his rear end.

I lay down on his back and then gently thrust my cock as far up his ass as
it would go. I didn't stop until I felt my nuts against the back of his
legs.

"You got it all, bro," I whispered in Robby's ear as I started a slow but
steady rhythm of thrusts. "Like the feel of my cock in your ass?" I grunted
as I dicked my brother again and again.

"Yeah," Robby whimpered, "I love it."

Robby's ass was gripping my shaft so tightly I couldn't believe it. "Your
ass is so sweet!" I groaned as I nuzzled Robby on the back of his neck and
licked his ear.

"Yeah, fuck me," Robby whimpered as I dug my cock head around in his butt,
searching for new places to explore. I twisted and turned it wanting to
feel every inch of his rear end.

"Oh God, that's nice," he whined.

I thrust a little faster; my breathing was becoming shallower, and the
tempo more urgent. I thrust harder and dug deeper. I pulled all the way out
and then stuffed my dick back in giving it another twist.

"Give me your ass," I grunted, tugging at Robby's waist, urging him to push
his butt back at me. Robby pulled his knees under himself, so I could do
him doggy style, his head down and ass up.

I slammed my dick into my brother again and again, rubbing his back,
pushing his T-shirt up toward his head, so I could rub his bare skin.

My balls slapped against his upturned ass. I was getting close, real
close. I fucked him harder. "Yeah, that's it, gimme your ass," I thought to
myself again and again, fucking him as fast as I could. I held him by the
waist and pulled him back onto my dick, urging Robby to submit to me and
the ass pounding I was giving him.

"Gonna cum," I grunted as I felt my dick swell, and my balls pull up.

Robby grunted and stroked his dick, whining, "Yeah, cum in my ass. Oh fuck,
do it, shoot it up my ass!"

That was all I needed. My dick jerked as it started to shoot one of the
biggest loads ever. "Shit," I grunted, "cumming, Oh God, I'm cumming!"

Robby whined and pulled harder on his cock. As I filled his ass with sperm,
he took in a breath and held it. I felt his ass ring clamp down tight
around my dick, and, from the sounds that Robby was making, I was sure he
was squirting his load.

"Do it," I moaned, urging him on.

"Oh fuck!" Robby whined as he pushed his ass back onto my dick, grinding it
from side to side. "Fuck me!" He pleaded, Fuck me, hard!"

I thrust into him as hard as I could a couple of more times, and then held
my dick deep inside his ass and twisted it, grinding the head around and
around. I held it there as long as I could. But, as much as I tried, I
couldn't keep it hard. Robby whined in disappointment when I finally had to
pull it out of his ass.

Robby flopped face down, and I lay on top of him for a moment, and kissed
him behind the ear. We were both covered in sweat.

"That was amazing," I whispered.

"Yeah," Robby said dreamily. We were both quiet for a long moment.

"God, my ass feels like you drove a truck up there." Robby giggled.

I laughed.

I rolled off Robby's back, and managed to turn him to his side, so we could
lay face to face.

We kissed gently for a few minutes.

"Thanks, Jake," Robby said softly, blushing.

"For what?"

"For fucking me," he smiled.

"This doesn't make me your boyfriend you know," I laughed gently.

"I know," Robby said, "I'll settle for just having sex for a while!"

We lay there, kissing and touching for a long time. The feel of my brother
next to me was wonderful. Mom and Dad were spending the night in the city
at a charity event, so we had the house to ourselves, well except for Max.

Robby's eyes were heavy. I knew he was tired, so I hugged him close. He
fell asleep in my arms, and I in his.

* * * *


Thanks to those that have written with story ideas and encouragement.
Comments are welcome at Playbuddy123@yahoo.com You can find a list of my
other stories by looking in the Prolific Authors section under the heading
PLAYBUDDY. Thanks everyone. Jon D