Tom and Serena
“But please! Tell me why you won’t go out with me. I love you,”
don’t know anything about me. How can you love me?” Serena asked.
“You just like to look at me.”
did just that. He looked at Serena, and was struck again at how
attractive he found her. Serena was not very tall, a bit heavy, and was
hardly a beauty. But she had something that Tom found irresistible. He
had known and liked her since the first day of orientation at college,
and even gone out with her a few times. But it was not till his French
class, during an interactive language drill where the instructor had
flashed scenes of French life that it all clicked for him. Serena looked
just like the women of southern France, olive-skinned and freckled,
large breasted and slightly rounded. Exotic and sexy. Now, three
semesters later, he was hooked. Serena represented the opposite of
everything he was: Midwest, conservative, and boring.
right about one thing, and wrong about another. I do love to look at
you. I think you are gorgeous. But I also know about you. Your parents
came from France...”
you speak it like a native.”
native what?” Serena said.
ignored her. “You love coffee, books, jazz, and modern art.”
that’s why you love me? Because you like coffee too?”
Tom said. “Its... I just do. I like everything about you. I can’t
stop thinking about you. I would do anything for you. Anything you
looked evenly at Tom, not speaking for a while. “Anything is quite a
lot. Ok, I will make you a deal. If you can do everything I ask, I may
change my mind about you. Come to my apartment tonight around eight
I’ll be there. God, thank you!” Tom said.
reached out, and grabbed his shirt near the collar. She twisted it, and
looked him in the eye. “I am serious about this. You do as I say, and
maybe we will be spending time together. But the minute you screw up,
you are gone.” Twisting his collar harder, she said “You got
at her evenly, Tom answered, with a bit of shake in his voice, “Yes.
And I am serious too. I will do anything.”
let go of his shirt, and turned to walk away. Looking back, she said
eight Tom was at Serena’s house. He did not quite remember what he did
between the time she had left him and his getting there. He remembered a
shower and a shave, and not much else. But here he was, about to knock,
looking at a note taped to the door.
it said. “Come around to the back door.”
stepped back and looked at Serena’s apartment. It was a typical
college town conversion: an old two story house converted to an
apartment on each floor. There was a whole row of identical houses, each
one converted to student apartments. The back door was reached by going
down the driveway shared with the house next door, and up the step. He
looked for a name to be sure it was the same apartment, and not one that
had been divided again on each floor. What he saw was another note.
inside the porch.” Inside the porch there was another note. “Take
off all your clothes. Put these on. Kneel down. Wait” The “these”
were a pair of handcuffs. A real pair, heavy, and made of chromed steel
. With no key in sight. Tom thought for just a moment before beginning
to take off his clothes. But he imagined Serena watching him through the
window onto the porch, and started to undress. He carefully folded his
clothes and put them onto the floor, then put on the handcuffs. He then
kneeled down, and waited. It was several minutes before he heard
anything from inside, long enough for a person to wonder if this was all
a risque college prank. Oddly though, Tom was certain that this was
real, and he began to be more excited than he had ever been in his life.
Suddenly there was the sound of the inner door opening, and Serena was
framed in the doorway.
up and come in,” she said. Tom followed her into what turned out to be
the apartment’s kitchen, and was shocked to see that Serena had a
roommate. “Are you going to stick around for this Anna?”
was a tall, thin, very attractive blonde. “No, I promised my study
group that I would help work through some calculus problems.” She
looked Tom up and down in the way Tom had seen men look at pinups.
“But send him to me when you are done with him. IF you decide to keep
Serena said, as Anna got up to leave. “I guess it’s just you and me
lover.” Serena grabbed the handcuffs, and led Tom to a door that led
to the basement stairs. “Careful. I would hate for you to fall and
hurt yourself,” she said, then laughed.
first Tom did not get the joke. Then he looked around the basement, and
began to understand. He saw a huge X of wood against the far wall;
hooks, some with ropes hanging from them, on every exposed beam; coat
hooks along one wall filled with every conceivable type of whip, chain,
and leather restraint.
waited until Tom completed his survey in stunned silence. “I certainly
don’t want you to hurt yourself. That’s what I want to do.”
turned and looked at Serena. As if in answer to her next question, he
see. Get your ass over there and raise your hands,” she said, pointing
to a spot in the middle of the room. Tom walked over to the spot, and
noticed that he was under one of the hooks that had a rope strung
through it. He raised his hands, and Serena hooked the end of the rope
to his handcuffs, pulled it tight, and tied off the end. “Spread your
legs,” she said. Tom spread them, and Serena tied first one, then the
other to a rope that stretched from a post on either side of him.
Standing up, Serena looked Tom in the eye and said, “Don’t put any
weight on your hands. The cuffs have no give in them, and they will hurt
stood in shocked silence. Serena took both her hands and ran them over
Tom’s body from shoulder to thigh, then walking around behind him, she
kept her hands on him as she felt his body from ass back up to his
shoulders. “You can leave at any time. Just tell me you don’t want
to do something, and I will stop and let you go. But that will be the
end of it. I won’t see you again.” Walking back around in front of
him, Serena grabbed each of his nipples between a thumb and forefinger.
She suddenly twisted them while pulling up. “Do you understand?” She
he squeaked through gritted teeth.
said Serena. “Now let’s begin.” Serena walked over to the wall,
and came back with a leather cat-o-nine-tails. “This hurts, without
doing any real damage. It’s a good way to start.” Serena swung her
arm back, and let it come forward in a wide ark. Tom screamed, and
leaned forward to try and avoid the blow, rising up onto his toes to try
and get out of the way. Serena sighed, and then, hit him again. “Now
lets get serious,” Serena said, and started to hit him quickly, and
hard. Tom began to yell, and squirm out of the way. As the force of the
blows became harder, and more frequent, he began to gasp, and then beg.
you want me to stop? Do you want to go?”
please stop! But not if I have to go. It hurts, but I won’t go.”
answer,” Serena said, putting down the cat. “I was about done
anyway.” Walking around in front of him, she again played with his
nipples. How does this feel?
about THIS,” she said, as she pinched his nipples and twisted them.
God, that hurts. Stop!”
no lover. Not stop. Say, “I want to go now.” SAY IT!”
Not go, just stop! I won’t go unless you kick me out!”
may change your mind before the night is over. I am certainly going to
try and change it for you.” Serena let go of his nipples, and walked
to a shelf against the wall. She came back with a pair of alligator
clips. Then, pulling out on his nipples, one at a time, placed them on
him. “Let’s see how long you can stand that,” she said. Serena
then walked behind him, and grabbing him around the neck, as if hugging
him from behind, pulled him close and spoke into his ear. “This is who
I am. How do you like me now, baby?”
love you!” Tom said through gritted teeth. “Do your worst. I will
still love you!”
I did my worst, you would not be alive. But, you are doing fine so
far.” Sliding her hand down to his ass, she said, “I should have had
you clean yourself out. But I did not want to give you any warning. Next
time, if there is a next time, I want you clean. Until then I will just
have to use something other than my hand.” Going back to the cabinet,
she returned with a butt plug, that had a pump attached to it. “Open
wide!” Serena said, then quickly pushed the plug up Tom’s ass. “I
think you will enjoy this. I know I will,” she said, then began to
pump up the plug.
first the feeling in Tom’s ass was just uncomfortable. But then it
began to hurt, and when the cramps began, it started to hurt a lot. Tom
began to twist himself in his restraints. “Please he said!”
gave it a few more pumps, then let out some air. “Very good. I am
impressed. I can’t wait to use my cock on you now. And I
will...later.” Going to where the rope holding his handcuffs was tied
off, Serena unwound the rope, and lowered his arms. “Bend over love. I
want another shot at your ass.” Serena pulled the rope down and tied
it to a hook in the floor. “Stay on your hands and feet, or else,”
she said. Walking over to the wall, she came back with a riding crop.
“This will hurt a lot more. Say whatever you want, but I won’t be
listening until I am done.” With that Serena again pulled her arm
back, and this time swung the crop at his ass. Tom let out a screech,
and tried to pull away. Serena laughed, and swung the crop as fast, and
as hard as she could. As she swung, Tom began to cry and scream, and
begged her to stop. Serena continued to hit, harder and faster, until
Tom’s legs gave out and he flopped on the floor. Serena, almost as if
his falling were an act of defiance, only hit him harder.
Serena finally stopped, Tom’s ass was covered with a mesh of thick,
red welts, some of which were bleeding. Throwing the crop down, Serena
fell to her knees next to Tom’s head. Leaning down, she whispered in
his ear, “How do you like me now?”
Tom, in broken sobs.
pulled Tom’s head into her chest, and said, “Oh!” almost like a
child, surprised with a special gift. As she pulled his lips to hers, he
remembered, vaguely, being helped up the stairs, being cleaned up, and
being tied to the bed. He remembered much more vividly Serena sitting on
his chest, and stripping off her top. He remembered Serena cuming again,
and again as she rode his cock, twisting his nipples, and squeezing his
balls. Then nothing for a bit, as he fell asleep, or maybe passed out.
Early the next morning, he woke on his stomach, with Serena sitting on
the back of his legs. He tried to roll over, and discovered that his
hands were tied behind him. Serena got off of Tom, rolled him over, then
helped to pull him up to his feet, and said, “That was the most fun I
have had, maybe ever. We are definitely picking up where we left off
later. But now I have a promise to keep. I told Anna she could have you
when I was done. And since I am going to keep you, you have a job to
do.” Serena pulled Tom close, kissed him, and then spoke directly into
his ear, “Don’t embarrass me. You will not like what I do if you
don’t please her and do everything she says.” Then before letting
him go, Serena gave his left nipple one more hard twist. She pushed him
out the bedroom door, then down the hall to Anna’s room. Anna was
waiting, wearing a pullover that came to just below her ass.
on in lover. I was kept up all night by your screams, and now I am a
little pissed. Did Serena tell you how horny that makes me?”
watched Anna close the door, and then turned to crawl back into bed. She
was just beginning to doze off, when the noise started. A thumping
sound, punctuated by screams of joy, and pain. Serena closed her eyes,
listened to the sounds, and waited for it to die down so she could get
back to sleep.
was almost noon before she gave up, and went to get something to eat.
“Now,” she thought, “I’m getting pissed”. She finished her
meal, she began to plan how to take it out on Tom.
was leaning against the door jam as Tom was propelled into her room.
“Hurry up, Tommy boy. You don’t want to make me madder than I
already am.” She stopped him when he got to the foot of her bed by
putting a hand on his shoulder. “On your knees!” she said, kicking
him behind the knee. Tom fell onto his knees, and almost toppled over,
unable to control his balance or stop his fall with his hands tied
behind him. “Stay up straight!” she said. Walking in front of him
Anna added, “You have not learned much have you? When you are told to
come, you come, and kneel. You say, “How may I serve you?” And you
wait for a response. Got it?”
Anna slapped Tom full across the face. “I did not say to say
“yes”. Anna slapped him again, “Now lets try this again.”
paused for a moment, then said, “How may I serve you?”
SLAP! Anna gave Tom two quick slaps across his cheeks, one with each
hand. “That was for the delay. I can tell I will have to do some
training before you meet my standards.” Anna walked to the table
beside her bed, and put on a pair of fingerless gloves. “These are so
I don’t wear our my hands working you over. So far you seem pretty
dumb, and will need a lot of correction.” Anna ran her hand over
Tom’s head, then grabbed his hair and pulled his head back so he was
looking up at her face. “Or maybe I just kick you out now, and tell
Serena I don’t find you acceptable. She might castrate you before she
kicks you out, but either way you won’t come back here again. Is that
what you want?”
Now lets see what Serena has been doing to you.” Anna walked behind
him, and looked at his back and ass. “Cute tush. I am surprised Serena
didn’t put the moves on you. Then again, she said you were hooked. And
since you’re here, she must have had a plan.” Anna looked closely at
the marks that lined Tom’s ass in every direction. “Boy she did a
bang up job on your ass. Bend over and put your head on the floor!”,
Anna snapped. Then, kneeling on the floor next to him, she began you
knead his ass with her hands. “I bet that hurts! I can feel how deep
the bruises go. And still you stuck around. You really are hooked. I am
proud of that girl! We will have to see how much you can take. But
that’s for later. Now I have something else I want to do. Get on the
scrambled up, as best he could with his arms still tied, then leaning
forward he plopped on the bed. “Move forward!” Anna said. I want
your knees under you, legs spread, and your head down on the bed!”
moved to comply, and realized how open and exposed his ass was. He
though that Anna was going to get a belt or some such thing and start
beating him. And though he did not know how he could handle more abuse
of his ass, he had long since given himself over to his new role. The
pain and the abuse was secondary. What really scared him was that he
might be told to leave, and never come back. He felt Anna get on the
bed, and tensed for the first blow. Instead he was startled by her
finger, cold and slick, probing his ass crack.
had better relax, or this will hurt even more,” she said, as she
slipped first one, then two fingers in his ass. “Nice. Tell me, did
Serena fuck your ass last night?”
Mistress. All she did was inflate a plug in my ass.”
virgin, no less,” Anna said. “Well, after today, you won’t be a
virgin. You’ll be a slut,
and a whore, and my personal bitch.” Anna moved off the bed, and
walked around in front of Tom. “Look up, bitch!”
looked up, and saw that Anna had on a strap-on dildo that looked more
than twice as large as his own cock. A groan escaped him before he
realized it. “Impressive, isn’t it! Its my ‘Kong Dong’, over
nine inches long, and three inches wide! I want you to imagine this
rammed up your ass! Last chance to run, bitch. Once I rape you with
this, we’ll own your ass, inside and out! So, what do you say?”
could not look away from the fake cock. As close as it was to his face,
it looked larger than a horse’s cock, and he began to shake with fear
and humiliation. Still he could not face the idea of being forced to
leave, and never seeing Serena again. “I’ll stay.”
Anna grabbed Tom’s ear and twisted it hard. “Not good
enough, bitch! I want to hear you beg for it! Beg me to rape you!”
said, through a voice strained with fear, “Please Mistress. Rape my
ass. I beg you.”
what I am going to do bitch.” Ann got back on the bed, and positioned
herself between Tom’s legs. “How does this feel bitch?” she said
as she ran the head of her cock up and down the crack of his ass.
“Does this feel good?”
it did. Tom began to wiggle his ass in response. Anna held his bound
arms in one hand, and used the other one to stroke his body. “That’s
right bitch. Wiggle your ass. Show me what a slut you are. Beg for
Mistress. Please fuck my ass. Please!”
fuck. Rape,” Anna said, and grabbing his arms with both her hands, she
rammed her cock into Tom’s ass as hard and fast as she could. Tom let
out a shriek and tried to crawl away, but only succeeded in pulling Anna
down onto his back. “That’s it bitch. Move for me. Let me know you
feel it!” she said, as she began to pump in and out of his ass.
screaming was continuous now. He screamed and begged for Anna to take
the dildo out of his ass, thrashing about and trying to get away. Anna
rode him, and continued to pump the fake cock in and out of Tom’s ass.
The combination of his screams, movement, and her excitement had caused
her to cum almost immediately, so she was ready to settle in for a long
fuck. “Yee-Ha. Ride’um cowboy. Keep moving that ass bitch. This is
great!” she said, and continued to rape his ass. “I can do this all
day, and you had better too!”
Tom began to tire. His cries became less loud, and his movements less
violent. “What, is that all you have bitch? I bet I can make you buck
some more!” Anna said. She reached under Tom’s chest with both
hands, and grabbed both of his nipples.” Get ready bitch,” she said,
and dug her nails into his nipples. Tom’s screamed again, and tried to
buck Anna off of him. Anna pinched harder, and ground her cock into his
began to moan as Tom’s violent bucking caused her orgasm to build. She
twisted harder, and dug her nails in deeper. Tom’s screams climbed the
scale, louder and higher until it was a high pitched shriek, and his
bucking under her became a rapid fit of gyrations. Finally, with a
scream of “Oh God!” Anna came and released his nipples. She
collapsed on his back, breathing heavily. Tom too could only breath and
try to recover, uttering small cries whenever Anna rubbed her
forefingers over his sore nipples. Eventually she pulled her hands out
from under him, and pushed off of him. There was a sucking sound as she
pulled the dildo from his ass, and Tom responded with a groan.
nice. We will be doing that again. But now its time for more
training.” Anna untied Tom’s hands. “Get off the bed.”
rolled off the bed, and immediately fell to his knees, and said, “How
may I serve you?”
are learning. Maybe I won’t have to beat you to a pulp after all.”
Anna stood close to Tom’s face, swinging her fake cock under his nose.
Tom began to fear that she wanted him to suck on the dildo. “Get a
good look at it Tommy boy. You are going to become good friends with
Kong here. Serena’s is not quite as thick, but its longer than mine,
and I am sure she will want to show you how good hers feels too.”
Grabbing his hair, Anna turned Tom’s face up to her. “Take this off
of me and put it by the door. You can clean this later. Then come back
over to the bed.”
carefully unhooked the strap holding the dildo harness, and slowly
lowered it off of Anna. For
several second he had a clear view of her body from the waist down. She
was slim, with a slight swelling at her hips, a small patch of curly
blonde pubic hair, and what could only be described as a gorgeous cunt.
He could see her juices dripping from her lips, and smell the mix of
sweat, cunt juice, and a hint of latex from the harness. “You’ll be
getting an even better look in a moment, bitch,” she said, as she
stepped out of the harness.
carefully set the harness down next to the door, at once terrified and
fascinated by the size and shape of the cock Anna had used to rape him.
Turning back to the bed he saw her leaning back against the pillows
propped by the headboard. “Up here bitch. Crawl between my legs, and
clean me out. I want to cum at least five times in the next hour.” Tom
got down on his hands and knees, and crawled to the bed, then up between
Anna’s legs. Beginning at her knees, he began to kiss up her leg,
pausing to give a slight lick with his tongue between each kiss. When he
got to her cunt he first kissed across it, and back down to her other
knee, then moved back and planned a big kiss in the middle of her cunt.
“Very nice. Keep that up, and I may not let you go back to Serena. Now
do as I say....”
the next hour Anna gave explicit instructions on how she wanted to be
licked, sucked, and tongued by him. She showed him how to slowly build
her to a huge orgasm, and how to bring her off quickly so that she could
enjoy a long, slow session. He was amazed at how much juice her cunt
could produce, and at times it seemed like she could ejaculate like a
man when she came. Twice she squeezed his head so hard with her thighs
that he almost passed out. Once when sitting on his face, his tongue
deep in her cunt, she reached out and pinched his nose closed so that he
DID pass out. When he came to, Anna was riding him, bracing her hands on
his chest, telling him to fuck her harder. Tom raised his hips to meet
her downward thrusts, and kept pace with her as she fucked him faster
and faster. Finally, as she came, Anna reached down and twisted Tom’s
nipples again. Tom screamed, and froze with his hips arched in the air,
while Anna ground her pussy onto his cock. Releasing him, they collapsed
together, both catching their breadth.
Tommy boy. You bitch. You definitely have your good points. It is going
to be fun having you around. I think I had better return you before I
decide to keep you for my own.”
felt dizzy as Anna helped him stand, and pushed him down the hall to
Serena’s room. Noticing that she was not there, Anna pointed to the
rug at the foot of Serena’s bed and said, “Down boy!” Tom
literally fell to the floor, and was asleep before Anna had left the
went looking for Serena, and found her in the kitchen.
fun?” Serena said. Anna grinned as she sat down.
is one nice fuck toy you have there. Are we going to keep him?”
think so. He’s the same year as me and in the same program, so we
should be able to keep him for a few years if we want,” Serena said.
Looking at her friend, she asked, “so what did you do to him? I
thought I was going to have to help you bury the body a couple of
smiled and said, “I introduced him to Kong. The slut loved it. You
know his nipples are very sensitive. Pinching them really gets him
That gives me an idea. Where is he?”
left him in your room. He’s sleeping on the floor.”
I want to go to the hardware store and get some stuff for later. And one
special toy I want to make to hurt his nips.”
and your toys. If you make any more, we won’t have room for them in
we run out of room, I’ll start hanging them from him. In fact, lets do
that now. I want to make sure he does not go anywhere while we’re
gone.” As Serena headed for the basement, she said, “I want to try
that portable X-frame again. The last guy we used it on cried like a
little girl, but I think Tommy is made of better stuff.
followed Serena down to the basement, thinking about the look that Tom
would have on his face when he woke up. Already she was getting wet...
knocked on Anna’s apartment again, and was surprised that there was no
answer. When they had finished doing calculus the night before, she had
told Anna she was coming by to pick up the extra assignment that she had
missed. But it looked like no one was home. Thinking that everyone must
still be asleep, she let herself in, and looked for a note.
anyone home? Anna, its Nancy. I am here for the homework!” Nancy
waited, but still heard nothing. “Darn.” She decided to wait, and
sat down in the living room. Glancing about for something to read, she
picked up a music review magazine, and looked up reviews of new
releases. Listening for some sound of Anna coming home, she heard
instead what sounded like a dull thumping from down the hall. Curiosity
got the better of her, so she decided to check it out.
noise was coming from Serena’s room. Pushing the door open, she was
startled to see a young man bound and gagged on the floor. Startled, but
not shocked. Everyone knew of Serena’s likes in sex, and Nancy had
seen much worse at Serena’s invitation. There was that time when the
frat pledge broke into Nancy’s sorority, and what Serena did to him!
Nancy tried to push the image out of her mind, but instead remembered
how hot it had made her. Looking down at the captive, Nancy said,
“Caught in the spider’s web? You should be more careful.”
down, Nancy examined Tom. He was on his back, with both his hands and
legs crossed under him. Bars held both his legs open, and his elbows
apart. She could tell that somehow the contraption kept both his hands
and feet together at one point under the middle of his back. “Gosh,
that looks like it hurts. You must be trussed up so they can eat you
later. Tell you what, why don’t you help me pass the time?” Standing
up, she said, “Be right back. Don’t go anywhere!”
headed for the basement, looking for something she had once seen Serena
use. It took her a while, but she found it hanging on a hook with some
other gags. Running up the stairs, she went to Serena’s room, and
stood next to Tom. “Got it,” she said. Now this will be fun.”
Sitting on the floor, Nancy pulled off her shoes and socks, pulled down
her pants, then stood up. Then she slid off her panties, and said “I
bet you have had a lot of this lately! Want a closer look?” Nancy
fingered herself, enjoying the wetness that was making her fingers
slick. Nancy stood over
Tom’s head, and squatted down. “Hey, take a look at this.” Nancy
held an odd looking device in front of Toms face. On one end it looked
like a gag, but the other, it looked like a dildo. In the middle was a
flange that obviously was designed to fit over a mouth. Grooves were cut
into the side, and the flange had holes in it under each groove. “Ok,
lets switch gags,” Nancy said, and unbuckling his gag, pulled it out
of Tom’s mouth.
I ...!” Tom began to say, but stopped as his head exploded in pain. Nancy silenced him by slapping both his ears between the
palms of her hands, hard.
called ‘boxing your ears’. If you say anything, I will do it again.
I don’t want to know who you are. Just shut up, and enjoy.” Nancy
inserted the new gag in place, pulling it tight around his head. Then,
lifting herself up over his face, she lowered her cunt onto the dildo
attached to the gag. A low, long sigh escaped from her mouth as the
dildo slipped in. “Ohoooo. Nice.” Then, kneeling over Tom’s head,
she grabbed his hair, and began to move his head up and down.
eyes bugged out at the pain of having his head moved up and down. He
tried to scream, but the gag worked as designed. All that happened was
that the dildo end began to vibrate with his effort to cry out. Nancy
groaned in pleasure, and pumped the dildo in and out faster. Suddenly
she came in a torrent of juices. Looking down, she saw the Tom choking
on the fluid, trying to breath through his nose while swallowing her
got up, and collected her clothes.
and Serena came home, laughing and joking about the reaction of the
sales clerk at the hardware store when they told him what they wanted.
Serena picked up a note on the kitchen table, and gave it to Anna.
“Hey Anna,” she said, “what’s this?”
read, “Anna. Came by for the homework. You were gone, so I will have
to get it later, Nancy. P.S. I used Serena’s new toy. See you
said Anna, “is from Nancy. I guess Tommy boy will have an audience
and Serena looked down on Tom. He was still trying to breath through his
nose while swallowing the remainder of Nancy’s nectar. “It looks
like Nancy took our boy for a little ride.” Anna said. “God bless
her, I did not think she had it in her. I don’t think she has even
dated a guy.”
knew she could be a player,” replied Serena. “You should have seen
her face when I butterflied that guy at her sorority.” Serena stuck
her finger in the still wet juices pooled around the dildo, tasted it,
and smiled. “I think we have to have her over tonight,” she said as
she scraped up more of Nancy’s cum, and rubbed it inside of Tom’s
nose. Tom, for his part, began to turn red with the effort to breath.
“I think its time we let Tommy boy loose. I bet his arms and legs must
helped Serena roll Tom onto his side, and Serena unlocked the small
padlock that kept all the restraints locked to a ring behind his back.
One by one she unhooked the cuffs on his arms and legs from the ring,
and helped him uncoil. Not that it helped. Tom stayed on his side, still
in pain, trying to get his muscles to work.
can’t believe that thing does not cut off his circulation. How do you
come up with these gadgets?” Anna said.
spend damn near every free moment fantasizing about this stuff. You
should see the ideas I came up with that didn’t work.”
have, if you remember.”
worked just fine,” Serena said. “He never bothered you again, did
never bothered anyone again, I bet. I doubt he can get it up yet. So,
are you planning anything like that for Tommy boy here?”
way. This here’s my little toy,” she said stroking his cock. I’ll
mark him, and if he tries to leave before I am ready I will give him his
nuts as a going away present, but other than that I am not planning
anything remotely as bad as that.” Serena playfully slapped Tom’s
nuts. “You hear that lover? I am not going permanently damage any
important parts. Of course,” she said, while taking one nut between
her thumb and fore finger, “I am going to hurt you. But I think you
like that,” and squeezed his testicle. Tom began to thrash around of
the floor, and screamed into the gag. “There,” Serena said, “that
got his arms and legs moving.”
guess the cramps have worn off,” Anna said, and laughed. “Now
guess we get this place, and him,” Serena said, while slapping his
ass, “cleaned up for tonight. You want to call Nancy and see if she
wants to come over?”
Let me get Tommy boy going, and then you can have him.” Serena said.
She helped Tom to his feet and unbuckled his gag. Dropping it on the
floor, she walked to an overstuffed chair against the wall. “Come
here,” she said.
immediately moved to her, and kneeled down at Serena’s feet. “How
may I serve you,” he said.
Serena said. “Anna did a lot with you in just one session. Then again,
you were ready for all this, weren’t you?”
do know that as long as you stay with me, that this is how it will be.
You will serve me, and I will give your body pleasure,” Serena stroked
his cock with her foot, “and pain,” then kicked him in the nuts. Tom
groaned, and fell forward, and Serena caught him by the shoulders.
“Tell me now!” she said. “What are you thinking NOW!”
much I love you, and how hot you make me!”
looked down, and saw what Tom meant. Though she had meant to put some
force behind her kick, and had caught him full on the nuts, his cock was
hard, and standing straight up. “Very nice.” she said. “Have use
for that. But first, suck on my clit.”
leaned back in the chair, hooking her legs on either armrest. Tom leaned
forward and licked her cunt from the bottom, all the way to the top,
trailing his tongue up her slit until he found her nubbin. Then using
his tongue, he pulled her clit into his mouth, and began the gentle
sucking that she had indicated she preferred the night before. “Very
nice,” she said. “Very, very nice.” Soon Serena was writhing in
the chair, and suddenly, with a scream, she pulled his head into her
crotch, wrapped her legs around his head, and came violently.
relaxed her grip, and pulled his head from her crotch. Tom gasped for
air. “Almost done,” she said. “Now I want you to take that
cock of yours and fuck me,” she said as she leaned back in the chair,
again resting her legs on the arms.
stood up, and using the back of the chair as a brace, leaned in and
guided his cock into Serena’s cunt. “Yum,” she said. Slowly at
first, then faster, Tom began to fuck Serena. So many times, so many
ways, he had dreamed of just this. Was it less than 24 hours since he
first was invited into her house? And how many times had he done it
since last night? He had lost count. Not that it mattered. Each time is
was better than before, and each ache, each additional humiliation made
him want Serena more. He began to fuck as fast as he could, feeling his
you dare cum without permission,” Serena said.
“Wait...for....me...to...ah!” Serena began her own orgasm. “Now,
God damn it! Cum NOW!” and Tom came with her, collapsing on Serena’s
body. She held him for a moment, then whispered in his ear, “One more
thing lover. Eat me out again. I want you to eat your own cum.”
kept his face frozen as he slid to his knees. Slowly he leaned in, but
hesitated to begin. “Do it now, or I guarantee you will be eating more
than just your cum. I have a lot of boys like you dogging my heals, and
I can line them up if you want, and make you eat me out after each
one!” Tom began to lick her cunt, digging his tongue deep into her
cunt. “Suck it out, lover boy! You know,” Serena said, “you will
have to pay for that hesitation. I won’t tolerate your failure to do
what I say, when I say it. And I have to warn you, Anna has a
hair-trigger temper, and if you do that to her, what she does to you
will make you wish I had punished you instead,” Serena put her hand
under Tom’s chin, and lifted his face from her crotch, “and believe
me, you won’t like what I do one bit!” Serena let go of Tom’s
chin, and he returned to her cunt. “Hurry up. You still have to
service Anna before tonight, and you have a lot of cleaning to do. When
you finish cleaning here,” she said, leaning back in the chair with
her eyes glazed over.
again found himself kneeling in front of Anna. “All this talk of
cleaning,” she said, “reminds me that you never cleaned up Kong.
Since it is still dirty, we might as well use it. Get it for me, and put
it on me.” Tom went and got ‘Kong’, Anna’s oversized dildo and
harness. Returning to her, holding it in his hand, he still could not
believe how big it was, fully 9 inches long, and almost three inches
wide. Tom held the harness as Anna stepped into it, then fastened it
around her waist. Cinching it tight, he looked at the huge cock just
inches from his face, and then looked up at Anna.
choice,” she said. “You can lube it with your mouth, or take it dry.
Which do you want?” In response, Tom moved to the bed, lay on his
stomach, lifted his ass, and spread his cheeks as wide as he could.
rape me, Mistress,” he said.
pain over humiliation? Good choice. It would have been sick, but I would
have fucked your face for all it was worth, then taken you up the ass
anyway.” Anna moved behind him. “This will hurt,” she said. “And
you know how much I love that!”
tried to pull his cheeks apart, hoping that the dildo would fit in
without too much pain. Anna waited as Tom strained, holding the head of
the cock just at his entrance. Shortly Tom’s arms began to vibrate as
he strained to keep his ass open. Just as his arms began to shake, Anna
leaned into him, and grabbing Tom’s hips, thrust into him as hard as
she could. It was a repeat of her earlier performance, and his reaction
was the same, though this time his hands were free. Tom tried to crawl
away from his tormentor, but Anna just hung on, thrusting with her hips.
Tom thrashed under her, screaming and trying to buck Anna off of him.
“That’s it fuck boy. Move your ass for me. Grind your ass while I
continued to crawl until his head hit the headboard. “No place to go
bitch! So stay there and move your ass!” Tom screamed, but did as he
was told. Anna responded by fucking him harder as she approached her
orgasm. Anna came much more quickly this time, but even so managed to
hold off cuming for over half an hour. By the time she did cum, Tom was
crying, and begging her to stop. Anna’s orgasm brought some relief,
though Tom’s ass was still stretched and sore.
Anna lay on him for a moment, then turned his head to the side
table where she kept her clock. “Less than an hour,” she said. “If
we did not have so much to do for tonight, I wouldn’t stop in less
than two hours. I guess to make up for it I will have to go for twice as
long next time.” Tom whimpered in response.
off of him, Anna’s cock made an audible sound pulling out of his ass.
“Get this thing off of me, and get it clean,” she said. Tom moved to
comply, and walked, gingerly, to the bathroom with ‘Kong’. Serena
greeted him when he got in, and surprisingly, gave him a hug.
see you met Kong, she said. I wondered what she was doing to you. Clean
that up, then get in the shower yourself. You’re a mess!”
cleaned, then dried the dildo and harness. He climbed into the shower,
and scrubbed himself as best he could while avoiding the parts of his
body that were in greatest pain. To help he kept the water a bit cold,
and by the time he was done, he was shivering. Getting out he shower he
found a clean towel, and a maid’s apron. The apron covered his front
from his nipples to crotch, just barely, and nothing in back.
girls had him help clean, all the while tugging at the apron, and
reaching under to pinch a nipple or the head of his cock. When they were
done to the girls’ satisfaction, they had Tom take off the apron and
walk downstairs. Pointing to the workbench along the wall, Anna said
“down boy.” Turning to her friend, she said, “Ok Serena, what do
we have for the slut today?’
laughed, and said to Tom, “We went shopping today. Anna’s comment
about your nipples gave me an idea, and I had to try it out.” Serena
pulled a plastic box from a bag atop the bench, and held it up, “Ten
foot of chain. About 10 lbs.” Reaching back into the bag, she pulled
out two small bags, and said “Alligator clips, of the style known as
‘battery clips.’” Setting that down, she held up four paper clips.
“And this will make something called “Serena’s Caress. Now
watch in disbelief as Serena opened the packages. First holding the
chain by one end, she folded it back on itself till she had measured it
into thirds. Holding the chain by the middle segment, she bent two of
the paperclips so that the formed hooks, and she wired the hooks to the
chain. She did the same with the ends of the chain, then picking up the
clips, wired one to each paper clip. She spread her arms so Tom could
see the result. Suddenly he realized that the four clips
were equidistant. She had made a long chain with four alligator
clips spread evenly along its length. Holding up the middle two clips,
Serena said, “These are going on your ball sack.” She let the chain
drop from her hand, but held onto the ends. It made a clanking thud as
it hit the floor. “These,” she said, holding the clips on the end,
“go on your nipples.” Gathering up the chain, Serena put ‘The
Caress’ on the bench, and pointed to the center of the room. “Go
there.” she said.
bothering to stand, Tom crawled to the center of the room. Looking up he
could see he was under a beam that stretched between two posts. Eye
bolts were spaced up each post and along the length of the beam.
“Stand up,” Anna said. Tom stood, and Anna lifted his left
arm into a padded cuff that hung from where the beam met the post. She
did the same to his right arm, then stepped back. He heard a cranking
sound, and saw Serena turning a mechanism he recognized as a winch for
hauling boats out of the water. By tracing the ropes that were being
taken up back to where they were attached, he saw that they were
attached to him. The ropes were the cuffs that Anna had attached to his
arms. Slowly the ropes raised his arms, then the began to lift him off
his feet. Just as he began to stand on his tiptoes, Serena stopped
turning the winch. Anna then went to one of the posts, and pulled
another padded cuff attached to a rope, and attached the cuff to his
leg. Repeating the process, she attached his other leg. There was no
winch attached to these ropes. There did not need to be. Anna just
tugged until his foot jutted out to the side, and tied off the rope.
Then she did the same to the other side, leaving Tom dangling from his
arms, spread eagle in the air.
stepped back, only to be replaced by Serena. She held “The Caress”
in her hand. “It will be a while before Nancy gets here, and we
won’t need you till then. But I wanted to leave you with something, to
make the wait more interesting.” Slowly, methodically, Serena attached
one clip to is left nipple. Tom yelled as the teeth bit into his nipple,
but Serena just smiled. She then attached the first of the middle clips
to his ball sack, and the second next to it. She finished by putting the
last one on his right nipple. Stepping back, she said, “That will hold
you until Nancy gets here. I will come down every half hour to take of
the clips and massage some blood back into your nipples and sac.
Then,” she said laughing, “I will put it back on.” Tom groaned,
and the two woman headed for the stairs. At the stairs Serena turned
back. “By the way,” she said, “when Nancy gets here, we are going
to offer her a treat. She gets to be the first one to gather ‘The
Caress’ up...and drop it!”
both ignored Tom’s screams as the went up the stairs.
watched as the women came down the stairs. At first he thought it was
Serena coming down to relieve the pressure from the alligator clips, but
then he saw one, two, then three pairs of legs as the came down. They
were laughing and making jokes, and taking their good natured time. Last
was the woman who had fucked his face earlier that day with the dildo
gag. At the time he did not know her name, nor did she want to know who
he was. But he guessed this was the ‘Nancy’ they talked about
inviting. When Nancy saw Tom hanging, spread eagle off the ground, she
put her hand over her mouth, as if to keep from breaking out laughing.
my God!” Nancy said. “How did you get him up there?”
told him to get in, and Serena cranked him up,” Anna said. “He
doesn’t seem to mind, do you Tommy boy?”
your name is Tommy. We meet again, fuck-face. Did you enjoy our little
tryst?” What’s with the jewelry?”Nancy said.
one of the reasons we invited you,” Serena said. “My boy here has
been sporting his new toy for the last hour, and we thought you might
get a kick out of being the first to put it to use. The other reason,”
Serena said, “was to tell you this.” Serena grabbed Nancy’s arm
just below the wrist, her thumb on the back of Nancy’s hand, a hold
called a ‘goose-neck come along’. She pushed in with her thumb, and
twisted her arm down, forcing Nancy to her knees. “Don’t play with
my stuff without asking. Understand?”
fuck YES!” Nancy replied. “Let go of the arm, ok?”
no problem,” said Serena, “end of subject.” She walked over to
Tom, and gathering the chain in her hand, said, “Let me show you how
this game works. The chain is about ten feet long, and weighs about a lb
per foot. As you can see, it has four alligator clips on it, one on each
end, and two in the middle. We attached the ones on the end to his
nipples, and two,” Serena lifted part of the chain out of the way,
“are attached to his ball sac. The idea is to do this,” Serena said,
as she dropped the chain.”
scream was so loud that it startled Nancy, which in turn made Anna burst
out laughing. Suddenly all three women were rolling with laughter, as
Tom swung in his bonds, saying “Please God, no, oh Jesus, no, no
don’t do that, oh PLEASE.”
was the first to recover, and turned to Serena. “You have got to be
kidding me. How could you do that! God, what did you do, rip his tits
I hope not,” Serena said, laughing. “Look.” Serena un-clipped on
of the nipple clamps, and pinched Tom’s nipple. “Red,” she said.
She pulled on his nipple, and Tom screamed. “Sore, too. But no blood.
Skin is a lot more tough than you might think. And its hard to cut
someone with an alligator clip. But I am sure it hurts like hell. Want
to try it?”
went quiet for a moment, then said, in a subdued voice, “yes.” She
gathered the chain up in one hand, and said, “What do I do?”
drop it, you dumb ass,” Anna said.
giggled, and said, “You mean, like this?” Again Tom screamed, and
pleaded for them not to drop the chain, but this time he bucked in his
restraints, causing himself to rock back and forth. Nancy quickly
gathered the chain up again, and said, “How’s this? And this!” she
said as she did it again. Tom’s screams were continuous now, and his
body had begun to sway in and out.
the tenth drop, Serena said, “Stop for a while. I want to check his
nips.” She quickly removed the clips from Tom’s nipples, and then
his ball sac, inspecting each. “Look,” she said, pinching Tom’s
left nipple. The women looked at his nipple, red and scraped by the
clip. There was obvious thickening of the skin as the area swelled from
the abuse, but no evidence of real damage. “The other is the same. His
ball sac is even better, though I bet it hurts just as much.” Then
rolling his nipple between thumb and forefinger, she said, “Its very
sensitive now. That’s what I wanted. Tomorrow I want him crying every
time I run my tongue over it.”
massaged his nipples in her fingers, alternating between gentle rubbing,
and vicious twists. “I want each of us to do ten more reps, then we
can cut him down.”
pushed to the front. “Me first.” Picking the chain off the floor,
she snapped on the four clips. “Ready for me, bitch?” Tom tried to
answer, but before he could say anything, Anna dropped the chain. By the
time Anna had done it ten times, Tom was crying. The area underneath the
clips was rubbed raw, and the area on his ball sac was red and scrapped.
After inspecting it, Serena decided to move the nipple clips to one
side, and do the same for the ones on his sac.
was next, and this time made each drop a slow, agonizing production. By
the end Tom was babbling incoherently between screams. Again Serena
examined him closely, and found no permanent damage. Nonetheless, she
moved the nipple clips to the other side, and found yet another spot for
the ones attached to his sac.
mused out loud that there was no point in doing this anymore. Tom was
obviously broken, and hadn’t done anything interesting for the last
twenty minutes. Serena looked at her with a smile that said clearly,
“You don’t know shit,” and walked up to Tom, putting her arms
around his neck. She said, softly, but clearly, “we are almost done
with this love. Just ten more, and you won’t see this toy for the rest
of the night. Just ten more. But you have to ask for them. And I don’t
want you making a big fuss when it happens. So do it for me.”
looked down as he gently swung back and forth. He closed his eyes, and
said “Please Mistress, drop the chain.”
no, love. Look at me. I want to see your eyes. I want to see your pain.
Tom looked at his love, and said, almost in a clear voice, ‘Please
Mistress, drop the chain the first time.” Serena gathered the chain,
and without preamble, dropped it. Tom jerked, but gritted he teeth, and
said, “Mistress please, drop it a second time.” By the time he had
asked for the tenth drop, Nancy was almost in shock, and even Anna
way he could do that if it hurt him that much before. He must have been
faking!” Nancy said.
you like to try it?” asked Anna. Nancy looked at her, but did not
respond. Serena, picked up a towel and wiped down Tom’s chest. Small
streaks of blood were clearly visible on the cloth. Serena untied the
rope holding Tom’s feet, then went to lower him from the ropes that
held him in the air. Tom swayed as his feet touched, but was able to
stand. Serena tied off the rope, and then released his arms. Holding him
closely, she guided him to a mat on the floor to rest.
turned to Nancy, and said, “Would you like to see what we have been
doing to my slave?” Nancy came over and kneeled next to Tom. Serena
pulled him onto his side so Nancy could see the marks on his back and
ass, the oldest of which were from more than a day ago, and had begun to
darken, revealing deep bruising. Nancy traced the ugliest with her
fingers, making Tom wince with each one. She then ran her hands up and
down his back, feeling the scrapes and cuts, and watching Tom flinch and
whimper. Serena rolled Tom onto his stomach, and spread his legs. Nancy
saw the ugly bruising in his ass crack, and spread his cheeks for a
did this?” Nancy asked.
Tarzan meet Kong,” Anna joked.
has a dildo she loves. Its rather big, so she calls it ‘Kong’. I am
afraid my boy here had several run-ins with it,” Serena said.
Nancy said. “How big is this thing?”
than any real cock you’ve ever fucked,” Serena said.
don’t fuck real cocks,” replied a blushing Nancy. “I don’t like
a gleam in her eye, Anna said, “If you want, I can show it to you. I
keep the beast upstairs. Tommy boy just got done cleaning it for me
before you got here.” Reaching out, she took Nancy’s hand. “Come
on,” she said, leading Nancy to the stairs. Looking back over her
shoulder, Anna asked, “Do you need help with him?”
Serena said, and watched them leave. Serena lay down beside Tom,
stroking him gently. “Shush,” she said. “We’re done for tonight.
Later, after you rest, we can play. And you’ll have some fun
too...after a while.” Slowly,
Tom began to breath more shallowly, then, he began to snore. After a bit
she heard a thumping, and yells from upstairs. Raising her head to
listen closely she could distinguish yells of both pain an pleasure.
Laying back down, she continued to stroke Tom as he slept. She pulled a
cover over him, and lay down next to him, cuddling close to share the
makeshift bed. Her last thought was to try and remember to ask Anna if
she had fucked Nancy in the ass, cunt, or both.