Date: Sat, 9 Feb 2008 12:34:17 -0800 (PST)
From: Randy Collins <domdad951@yahoo.com>
Subject: Humiliating Bobby 3: Update

Thank you to everyone who has email ( and sent me pictures! ) about my
story "Humiliating Bobby"  Many of you made note that I mentioned Bobby
still comes over to my house every couple of weeks and because of all the
interest, I thought I would give you an update of our meeting yesterday.

For those of you new to me and this story, I do recommend you go back and
read the origional story.  In a quick review, I am a Dom Top, Master if
you will.  I post a few times a year on CL, offering to make "your
fantasies come true" for guys 18 - 25.  Bobby was one of the replies that
I accepted.  Bobby is a skinny 18 year old high school senior who lives
here in the same town I do.  Bobby has a little physical issue, max hard
his little cock is only 2 1/2 inches long. His fantasy was to be
humiliated, and I think I did quite a good job of getting that done for
him!

This story is my property and is not to be copied for any reason.

Humiliating Bobby: Update

     With the econemy in the toilet, work was sucking so I took Friday
off making it a 3 day weekend for me.  I slept in and got up around 9am,
kicking around my too-large-for-1-person  house making a mental list of
little things that needed attention.
     Around 11, I was upstairs here on the computer when there was a
knock at my door. I heard the lock being unlocked and someone coming in.
Now this isn't rare, about 10 or so of my more favorite "trainees" have a
key to my house so they can come over and in when the need arrises...  I
instantly began to bone up a little, knowing my well planned out day was
no doubt going to take a fun twist.
     Up the stairs and around the corner comes little Bobby, his pale
little face blushing as we both know why he is here.  As he rounds the
corner he, as instructed to do every time he comes into my house, begins
to remove his pants and underwear. He puts his pants on the back of the
couch he has been fucked on oh so many times and comes to stand at my
side.
     The kid has done a very good job of maintaining the pubic shave I
had origionaly given him.  As I reach over with my right hand to fondle
the little cock, I notice he is fully boned, all 2 1/2 inches. I get a
good grip on the littlest package ever and turn him to face me.

     "What are you doing here today son" I say with a smile, truely glad
to see him. "Are you cutting class?"
     "Yes Daddy" he responded, eyes on the floor as I flicked his micro
package with my finger.
     "Are you free all day?" I asked as I let go of his weiner and pulled
his tee shirt up, over his head and off.
     "Yes Dad, untill tonight" he said still looking at the floor, face
red.

     I took in the sight in front of me, at 18 there was very little
chance that Bobby's physical features would ever change.  Just under 100
pounds, no definition on his body at all, pale little nipples that you
had to hunt to find and that tiny little cock that I made him call a
weiner.  I really like this kid, he is a good kid.  I do the most
humiliating things you can imagine to him but let someone else bother him
without my permition and they will find themselves in a Hospital recovery
room.
     "Well come here" I said as I turned my computer chair around towards
him, picked him up under the arms and sat him on my lap.
     His back against my chest, I wrapped my left hand easily around him
holding him close.  I looked over his bony shoulder to his still hard
weiner and said "you know, we should tie a string around that thing
because it is hard enough to find when it's hard, but when it isn't you
may loose it."
     Before he could comment I reached around him with my right hand and
cupped his little pea like balls and flopped his little dick around some.

     "Let's see who's online" I said letting the waste of skin fall from
my hand and opening my Out Personals window.  I grabbed my web cam and
adjusted it for a good view of his little manhood.  My left hand was
still holding him tight and I could feel his heart start to race.  While
I was opening all the windows and getting everything set he said "Please
don't" and began to squirm a little in my lap.

     I should have mentioned that I was just wearing a sweat shirt and my
red underwear when Bobby arrived and I have no doubt that my cock knew it
was Bobbys tiny little ass rubbing on it because I was begining to get
pretty hard.

     Everything was loaded and the feed looked great!  Bobby's smooth
legs were clearly visable over my much larger, much stronger legs. His
shaved smooth little hard on sticking out. You could see the red cloth of
my underwear under him, making him look even smaller.

     The messages began flooding in and I grabbed my headphones, opened
my mic and opened voice chat as I knew I could never keep up with all the
incoming messages.

     Most everyone thought I had a little kid on my lap..well I did, what
I sould have said is most everyone thought I had a 5 year old on my lap.
Word spread through cyberspace and soon we had the max viewers.

     "Bobby, jack off for all the nice men" I said both to Bobby and the
viewers.
     "No, Please NO" he said as he turned his head and looked into my
eyes, begging me not to make him do it.
     "Bobby is a little shy guys" I said as I reached around and began to
stroke his cock with 2 fingers.
     "Believe it or not guys, he is 18" I anounced "With a dick this
small he doesn't like to show it off" I said as I stopped stroking him
and moved his little package around so the massive audiance could see it
at evey angle.

     Most believed me about his age, a few didn't ( or didn't want too )
and as I had hoped, the insults were coming over my speakers so fast they
were almost on top of each other.

     "Please stop Daddy" Bobby said as he looked from his image on screen
into my face.
     "Go ahead and show the men one of your little boy loads and we will
stop" I comforted.

     Slowly Bobby reached between his legs and began to stroke his own
little meat.  Whoopes, hollars and laughter were coming over the
speakers.

     Bobby's heart was racing and his face was as red as it had been in
Palm Springs when the old Queen was feeling him up.

     "You guys want to see more of the package" I asked than moving my
cam down to show more of Bobbys skinny leges on top of mine.  I moved the
cam up to show his skinny upper body as I rubbed it for the viewers.
Bobbys eyes were wide as I moved the image up his body, I am sure he was
scared that I was going to show his face to the entire world.

     "Please NO Daddy" was all Bobby could say as he jacked his little
cock and watched the image up his body move up on the screen.

     I stopped just below his chin and played with the nubs on his chest
that are his nipples.  More laughter came through the speakers as I
lowered the cam back to his busy hand between his legs.

     "DADDY! Is this really your boy" was offered as a question.

     "Answer the nice man Bobby" I said.

     "Yes sir" Bobby replied.

     "Does he fuck you" was the follow up question.

     Before Bobby could answer I lifted him up by the armpits and spun
him around and centered him so his flat ass was now on display.  I put my
hand on his back and leaned him onto my shoulders so his flat ass was now
sticking out toward the camera....well, as much as it could.  Bobby felt
my hand go between his legs and he knew what was coming next!

    "Randy, Please don't, not in front of all these men" he begged moving
his head so he could look into my eyes.

     Now a couple of things here, he has NEVER called me by my name, it
is either Sir, Dad or Daddy.  All the things I have done to him or made
him do with others....sometimes MANY others, he has never begged like
this.  This is Southern California and the weather is quite nice and
warm, but his little body was shaking almost uncontrolably I guess at the
thought of haveing his ass fingered while hundreds of men are watching on
cam.

     The other thing any of you slaves in training, submissive wanna B's
or slut boys should keep in mind is IF you are with a true Dominate man,
you do what he wants and then he will move on.  Once you beg to not have
something happen, it WILL be worse than is would have been in the first
place.

     Back to the shaking Bobby bent over ass out, in went my middle
finger. No lube, no spit, just right up his little ass.  It was about a
week ago that Bobby had last stopped in so I knew he would be a little
tight, but still easily could take a finger.

     "OH GOD NOOOOO" Bobby screamed in both lust and overwhelming
humiliation.  Here was this high school kid with his ass getting fingered
on cam, on display to hundreds of strangers. My speakers srackled with
comments from the viewers as well as laughter. I had to block IM's
because I was aftaid my computer couldn't handle the volume..

     Bobby was flat out crying uncontrolably as I stuffed a second finger
in his ass for the pleasure of the horny men watching.  The volume of
cheers was something I have never seen before as I began to fuck my 2
fingers in and out of Bobbys ass.

     Those of you who have emailed me and asked qustions know that I am
47 and have been dominating boys for over 35 years. ( yes, do the
math...that is right ) and I have excellant control over my body.  What I
didn't notice is that I was now hard as a rock, my man cock pushing hard
against the red underwear I had on.  On my cam feed was Bobby's little
ass being expertly finger fucked and a very clear image of my own hard
cock confined.

     One of the viewers pointed that out over my speakers and the others
then picked up on it.  I had my right hand busy in Bobbys ass while my
left hand was holding the crying teen in place.  I have been invoilved in
thousands of quite erotic scenes with hundreds of guys, but even I had to
admit looking at the camera feed, this was one of the hottest.  I was so
turned on by it that my dick was in full leakage, making a very visable
dark spot in my underwhere.

     I wispered into Bobbys ear "You should have just taken it" as I
pulled my fingers out of his ass and turned him around to face the camera
again, little dick hard as ever.  I grabbed ahold of it again, shacking
it around as the laughter continued. With my other hand I removed my
underwear, my own leaking cock standing out straight.

     Bobby was still crying at the utter humiliation when I reached down
and picked him up behind the knees.  In this position his upper back
wasresting on my chest, his ass was hanging down at my crotch, his upper
legs angled up and as I said I was holding him under the knees. At 90
something pounds he is nothing for me to move around, I have swallowed
that much cum in one night at some parties, so maneuvering him around
isn't any big deal.

     "What do you guys say I make the boy cum for you" I inquired.

     The response was overwhelmingly positive as I am sure the viewers
knew what I was going to do, but Bobby didn't have a clue yet.

     Still holding the crying figure I sat back down in my chair sliding
forward a bit.  The second I began lowering Bobby he knew what I had in
mind and began screaming "No, No" and struggling.  In the position we
were in it was a bit of a challenge maintaining control of his body but I
did lower him down enough so the tip of my man sized cock entered his
recently fingered hole.

     Had he done as he was told, I would have entered him slowily.
Instead, once I was far enough into him I simply let go of his legs and
his slid nicely all the way down my cock to my balls. Bobby let out a
scream that would turn milk sour.  I had fucked him enough ( and had let
others fuck him enough ) I am sure it was not from pain. Although I am
sure is wasn't all that comfortable to have a dry cock slammed into him.
No, I am sure it was the humiliation of being force fucked on cam in
front of hundreds of strangers.

     Not one to miss an oppertunity I said "Bobby adjust the camera for
all the nice men." The still crying boy put his hand over the camera,
turning the feed to black for the viewers.

     "Bobby, these men all want to see you cum and you know you always
cum when you are fucked.  Remember in Palm Springs when you came so many
times when those men fucked you" I reminded the boy to further his
embarassment.  Now, take your hand off the camera and adjust it so these
men can see my Daddy dick up your little ass and so they can see your
little cock spurt."

     I humpped into Bobbys ass as I said that, causing him to have to
catch his breath.

     Slowly Bobby took his hand away from the camera and I guided him in
it's movements to get the best angle.  All outloud so the watchers could
hear that I was making him manipulate his own humiliation.

     Once he had the angle right, the visual was quite good!  You could
clearly see Bobby's hard little cock with just the hint of pre-cum on the
tip.  I had spread his legs nice and wide and there was a clear view of
my cock burried in the tight ass, my full balls just below and resting on
the chair.

     "Bobby, tell the men what is in your ass"

     "sniffle...sniffle...your cock" He said no longer crying
hystericaly.

     "Yes son, thats right.  Tell the men how often my cock gets in your
ass" I forced him on.

     "Every week" he said dropping his head down with the admition.

     I went on to make Bobby confess to the watching crowd that I never
call him to come over, that he comes over on his own to get fucked.  I
made him tell the crowd that he comes almost everytime he gets fucked
without even touching his cock.  I had to force him to tell them some of
the stories he had told me about how crewel the other kids were to him
when he was younger.  I made him describe how little his cock and balls
were. I made him tell all the men how he couldn't shoot cum like real men
but rather how his very small loads kind of just came out.  His crying
fit had passed and he just sat on my cock answering the questions I gave
him.  After everything I had put him through in the past months, he was
at last 100% broken, and 100% my toy.

     All this time my rod was shoved up his ass but I was only
occasionaly pumping into him.  Bobby has amazing ass muscles and was
milking my cock all on his own.

     "Let's show these men the little load your little cock puts out" I
said to him as I began to pich the nubby little nipples on his chest.

     Bobby braced for the frucking he was about to get and when it didn't
come he turned to look at me with questioning eyes.  I said for the
benifit of the "no more viewers allowed" crowd, "Now Bobby you know
better.  I have the man cock and you don't so it is your job to get me
off"

     I wasn't sure Bobby would pick up on what I was telling him so I
gently lifted him under the arm pits and then relaxed the lift.  Bobby
was still looking at me and as I did this he got the most perfectly
wicked smile on his face.

    "OK Daddy" he said.  His eyes were gleaming for the first time in the
months I have known him and I don't think anything was going to wipe that
evil grin off of his face!  After all I had put this kid through, he not
only turned the corner, he ran down the street...and I kinew he as mine
for as long as I want him!

     He turned his head back around and put his skinny hands on the arms
of the chair we were in. He used his arms to lift himself up and began to
fuck himself on my cock like a bitch in heat. This kid rode my cock like
few ever have and even with all the control I have I was having trouble
not shooting in his ass after just a few minutes.  I am glad I am in
pretty good shape but even then I had to hang onto the chair because of
the ride.

     His eyes were closed and he didn't notice that I had adjusted the
aspect of my camera so now the viewers hot only had a good view of my big
cock slipping in and out of him, his little hard cock, but a full view of
his face as he rode me.


     Those watching the event who had voice were going insane.  They were
screaming "Oh Fuck, Oh Fuck" and yelling that they were coming, etc.
Bobby was hammering his entire body down on my fat cock riding me hard
and I wispered in his ear " Hear those men moaning and cumming boy?  They
are cumming because of you!"

     The noise coming out of his throat was amazing.  It was truely an
animal growl and he got louder he more he slammed his ass onto my cock.

     That was all it took for his little brain to overload and he bagan
shooting....yup, my boy SHOT cum out of his little dick.  I watched as 3
distinct small loads shot out of his little weiner and splashed just
above his belly button.  Quite a distance for him with that little
cock!. Bobby screamed when he came " AAAHHHHHGGGG.....FUCK, FUCK,
FUCK....AAAAHHHHHGGGG"  As he began to unload his ass muscles tightened
down on my cock and in that instand I began to fill his ass with 8 or 9
loads of my man cream.

     We were both breathless and my hard cock was still in his ass and he
was out of control.  He was now lifting himself high enough so only the
tip of my dick was in him then he let go and fell hard onto my crotch so
that my just slightly softening cock was balls deep in him.  The amazing
thing to me was that this non muscled teen was doing this in rapid fire
sucession.

     Finally I had to reach down on his up stroke and pull my dick out of
his warm hole.  I was afraid that he might accidently pull up to far and
my dick would pop out then on the downstroke do some damage!
As I pulled out I put both of my arms around him and held him tight.
Even then he was still humping is body up and down.

     "Slow down little man, slow down" I said to him as his breathing
began to slow and he stopped pumping his body up and down.

    I had moved my face around to look into his as he calmed down and
opened his eyes. The first thing he saw was our images on screen now
including his face, his identity now out in cyberspace.  He turned to
face me and I braced for more tears but was surprised when he leaned in
and gave me a peck on the cheek.

     "Thanks Dad" he said with that grin on his face that I hoped I was
able to see more and more.

     I became more aware of the voices on the speakers, most claiming
that was hot, do it again, etc.

     "Thanks for watching guys, I have to get the boy cleaned up" I said
as I cut the cam feed and closed out the site.

     I wrapped my arms around him again and said "We need to get you
cleaned up son, your leaking on me."  I stood him up off of my lap and we
headed off for the shower, less than an hour to spare before he had to be
home.

End Update

     Feedback always welcome and send a pic too, I like to know who I am
talking too!  My other stories are Humiliating Bobby 1 and 2 as well as
Training Brad.