Kept, part IV
By The Timid Freshman
Angela subjects Joel to the ultimate in humiliating domination, and he will never be the same.


Joel reached for the doorknob, his naked body trembling in anticipation and
fear. Angela had ordered him to report to her bedroom when he finished
cleaning her house, and he was finally done. He had no idea what was in store
for him. Was she going to make love to him, as she had done last night? She
did say that she might be giving him another chance to please her. Or did she
have something else planned--more cock and ball torture, for instance? That
would certainly give her pleasure, Joel thought with a shudder. But surely she
wouldn't--she had promised not to hurt his balls any more as long as he was
good--and except for his unfortunate remark that morning, which she had
already punished him for, hadn't he been good the whole day? But then, a
sudden horrible thought occurred to him--what if he hadn't cleaned the house
to her satisfaction? Would that mean he was a bad boy? Joel visibly winced at
the memory of the punishment Angela had meted out on his genitals--her penalty
for his premature ejaculation. His balls were still sore from the thrashing
they had endured at Angela's hands, though the freezing ice water she had next
applied to them, while painful, had prevented them from swelling. Much.
Nevertheless, Joel didn't even think he had it in him to make love with her
again. Though, he thought, the pain might make him last long enough to satisfy
her and earn her good pleasure. At least he could be relatively sure that she
probably wouldn't be breaking out the ball whip or hot wax; she had ordered
him to her bedroom, after all, and not back to her dungeon.

Taking a deep breath, Joel entered the room, and was instantly bathed in
candlelight.

Angela had lit what looked like a thousand candles, all over the boudoir. They
saturated the room in a warm, flickering glow that put Joel slightly at ease.
The soft orange light was infinitely more comforting than the unearthly blue
flames that illuminated Angela's backyard dungeon.

Angela herself was standing in the middle of the room, next to a king-sized
four poster. She looked absolutely stunning in a crimson corset. Her hair was
down, and her eyes bore seductively into him, pulling him forward. As he shut
the door behind him, Angela beckoned him to her with a crooked finger, her
lips parted ever so slightly. As he padded towards her, he could feel his
penis twitching with anticipation. Maybe he could survive this after all.

And then, as she shifted her weight, turning slightly to the side, Joel
noticed her extra accessories for the first time.

In one hand she loosely held a leather bullwhip, dyed the same crimson hue as
her lingerie. Joel abruptly stopped in his tracks. The whip was ten times
bigger then the tiny ball whip she had beat his testicles with the night
before. Was she planning on beating something else? But in the next moment,
the bullwhip was forgotten--it was what he saw next that really made his blood
run cold.

Fastened around Angela's waist was the unmistakable sight of a strap-on
vibrator. Long and red, it protruded straight out from her pelvis, looking
like nothing so much as a red-hot frankfurter, albeit with a slightly
enlarged, slightly ergodynamic rounded-off tip.

And suddenly, Joel felt like a fool--of course, Angela had told him this was
coming! "Seeing you bent over like that," she had said as he cleaned her
floors on his hands and knees, "makes me want to strap on a dildo and fuck you
right in that sweet little ass of yours." Joel had assumed she was kidding,
especially when she giggled and flirtatiously shoved him, but now this was
revealed to be a fatal error.

Joel's life flashed before his eyes. The first sixteen years of uneventful,
normal life. The divorce of his parents. Dana's introduction into his life and
the subsequent six months of female domination. Losing his virginity to Angela
the night before, and the torturing of his cock and balls only minutes later.
And now, just when he thought she couldn't torment him any more than she
already had, he was facing an unprecedented anal rape at her hands. Never had
Joel faced anything that could prepare him for this new debasement. Sure, Dana
had anally penetrated him on numerous occasions, but only in the shower with
one soap-covered finger, and never against his will. This was something
altogether different. Something altogether terrifying.

Joel's adrenaline skyrocketed, pulsing like a flash flood through his veins.
His mind blanked, totally consumed with the primitive flight-or-fight
response. But Joel's stepmother had trained him well--her conditioning had
made him unable to even consider the idea of victorious combat against a
woman. And so he ran.

He had barely turned and reached for the doorknob, when the bullwhip stopped
him cold. It hit the door with an ear-splitting crack, missing his hand by
inches. He froze in place, shaking violently with fear.

"Oh no you don't, Honey," purred Angela the dominating cougar, clear amusement
in her voice.

The whip flashed again, splitting the air with lightning speed. But rather
than cracking it again, Angela flicked her wrist in an expert motion, causing
the whip to wrap around Joel's arm. She pulled it taut, tightening its hold on
him while simultaneously jerking him backwards, knocking him flat on his ass.
Wasting no time, she leapt onto the bed, snaking her end of the whip around
one of the bedposts and increasing her leverage. She then began to pull it
towards her, dragging Joel closer to the bed, all the while giggling with
delight.

Scrambling to his feet, Joel seized the whip with his unbound hand, and pulled
hard, leaning backwards in order to add the weight of his body to his pull.
But Angela was too quick and too smart for him. Jumping off the bed, she swung
around the post and darted towards him. The unexpected slack once again threw
him off balance, and he fell to the floor a second time, still hanging onto
the whip with both hands in a fruitless attempt to keep his balance. Taking
advantage of his momentary disorientation, Angela leaned over him, seizing his
unbound wrist in her hand. Before Joel even knew what was happening, Angela
had quickly wrapped the whip around both of his forearms, effectively binding
them together. Joel's eyes widened in horrified realization. She had already
immobilized his arms within seconds; if he didn't act fast she would have him
completely hogtied!

But his fear was getting the best of him. His legs were shaking too hard for
him to stand up, and he could no longer push himself up off the floor, thanks
to Angela's binding of his arms. All he could do was try and use his legs to
push himself across the floor and away from the bed, his voice shaking as he
cried out in frustrated, unintelligible terror.

But he was no match for Angela, who was calm, collected, and in complete
control. Joel's hampered condition gave her plenty of time to tie her end of
the whip in a secure knot around the bedpost. Joel was now bound to her bed.
His escape had been cut off.

He whimpered in fear as she crouched over him. Smiling down cruelly at him,
she reached behind her back and produced a pair of red, fur-covered cuffs. "I
thought I might have to tie you down for this, Sweetheart," she taunted. "Most
boys need to be—ahem—‘persuaded' for their first time." Grabbing his leg and
bending it back, she quickly cuffed his ankle to the foot of the bed. "It's
useless to resist me, Joel Honey," she cooed, running a finger down his chest,
over his stomach, and onto his limp penis. She fondled it deftly for a few
seconds, and then took his balls in her hand. Joel flinched violently,
remembering the ball-busting she had given him on the previous evening. "You
know, I really should bust your balls wide open for this insubordination," she
said. "Especially after our conversation this morning."

"Please don't," he cried, tears streaming down his face.

"Then obey me, Joel," she commanded. "I can make your life a living hell;
remember that. Now why don't you stand up?" she suggested.

Angela helped him to his feet, and then wasted no time in looping the whip
around the bedpost a few more times, until his hands were bound tightly to it,
stretching his arms above his head. He caught another glance of her strap-on
and began shaking in panic. "Please don't rape me!" he cried.

"I follow one rule," Angela said, slowly circling his trembling form. "I don't
rape virgins. I have some friends who do, but the one dignity I allow my
victims is the choice of holding on to their virginity." She leaned in close.
"So I guess that makes you shit out of luck, little boy," she whispered,
teasing him by sticking her tongue into his ear; a foreshadowing of what was
to come. "Guess you shouldn't have fucked me last night, huh?"

"I'm sorry!" he cried. "I take it back! Please!"

"Silly boy," she laughed. "You know as well as I do that you'll never get your
innocence back. If I were you, I'd be more worried about that little act of
defiance you committed just now."

"I'm sorry!" he yelled again. "Please forgive me, please!"

"Mistress Angela doesn't forgive," she said cruelly. "Mistress Angela
punishes. Now, I have been merciful enough not to punish your balls again
(Which is more than you deserve, I might add), so I must find another form of
discipline. I believe your stepmother uses spankings, does she not?"

"Y-Yes ma'am," Joel stammered, tears streaming down his cheeks. He watched as
Angela walked around the bed and up to a bedside table, where she retrieved a
bloodred riding crop. "I think five lashes will be sufficient, don't you?" she
asked, absent-mindedly tapping her thigh with the crop.

"N-No.." whimpered Joel. "P-please no.."

Angela strolled lazily around the bed, stopping behind Joel. Without warning,
he felt an intense sting as Angela struck his naked rear end. His body
convulsed as he screamed in pain.

"Not enough?" she asked tauntingly. "I quite agree. What do you say to ten?"

Joel had no choice. The more he protested, the worse his punishment would be.
"Y-yes ma'am," he finally sobbed.

She hit him again, and he danced in agony as he wept uncontrollably. The next
lash hit him squarely on the inner thigh, and the pain increased dramatically.

"See, darling?" she said. "If you don't hold still, it just hurts worse." Joel
did his best to steady himself as the next strike landed right on his left
buttock.

"This'll tenderize that sexy little ass," she laughed as he hugged the
bedpost, biting into the wood with his teeth. She struck him again.

Six more times she lashed him, until his whole butt threatened to lose all
feeling. "There, there," she whispered, kissing him on the cheek. "It's all
over now, Sweetie. Now it's time for the fun part."

Angela leaped up onto the bed and stood directly in front of him, his eyes
level with her pelvis. The vibrator was sticking directly in his face. The
sight of it chilled him to the bone, but inside his heart a glimmer of hope
flickered. Did this mean she did not intend to use the dildo on his asshole?

But just as quickly, she killed his hope. "I want you to lube this up for me,
Sweetie," she told him. "Your saliva is the only lubricant I'm using, so be
thorough." Taking hold of the sides of his head with her hands, she forced the
vibrator into his mouth.

It was the most humiliating experience of Joel's life. Angela thrust her hips
in and out, forcing Joel to give her a blowjob. He salivated as much as he
could, dreading the next few minutes of this nightmare. His tears flowed
freely onto the dildo as it passed in and out of his mouth, giving the red
rubber a wet, salty taste. Even as Angela debased him, fucking his face
mercilessly, Joel was grateful that the vibrator wasn't any larger. It was
only slightly larger than Dana's finger; roughly the size of a hot dog. He
prayed it wouldn't hurt much when she raped him--prayed she wouldn't split him
in half. Dana had made her promise to return him in one piece...perhaps it was
only this small mercy that had prevented Angela from selecting a larger probe.

After a few more moments Angela backed up, pulling the dildo out of his mouth.
She quickly unwrapped the whip from the bedpost, although she left his wrists
tied together. The reason for this quickly became evident. Striding across to
the front of the bed, Angela snaked the whip through the bars of the frame,
and then pulled it back towards Joel. The result was that his torso was forced
down into a prostrate position, and he was soon face down on the bed. Angela
tied the whip off, making another knot around his forearms. He was tied
securely in place. Jumping down from the bed, she used her foot to push his
free ankle towards the other bedpost, spreading his legs wide. Crouching down
to the floor, Angela reached under the bed and pulled out a spreader bar.
Adjusting it for his widest possible stance, she fastened it securely around
his ankles.

All this happened in a matter of moments, and before he knew it, Joel was
completely bent over double and spread-eagled, his asshole completely
vulnerable. He could see nothing but the bedsheets and the pillows. He was
totally at Angela's harsh mercy.

Angela stood up and smiled to herself. Silently, she pulled a condom out from
between her breasts. She had purposely kept this hidden from Joel in order to
psychologically torture him, but she had no real wish to physically harm the
boy. She was only interested in his violation and sexual humiliation, and the
other rule that Angela lived by was never do any permanent physical damage.
Besides, the lubricated condom would give her a smoother ride, which would
make for a more pleasant orgasm, thanks to the inner stud that snugly
penetrated her own vagina, and the vibrating inner knob that pressed against
her clitoris.

Angela approached Joel's waiting ass, placing her hands on his hips. The tip
of the vibrator nudged up against the separation between his ass cheeks. He
began to weep uncontrollably, sobbing into the bedsheets.

"Please don't," he begged, his voice nearly unintelligible through his tears.

"You brought this on yourself, Joel dear," Angela smiled, as she
absent-mindedly ran her hands over his hips and buns. "If only you would have
satisfied me last night, you wouldn't be in this situation."

"But you p-punished me already!" he wailed pathetically.

"Oh, this isn't punishment, Sweetie," she answered. "This is simply my way to
make sure you give me an orgasm. Since you obviously can't please me with that
trigger-happy cock of yours, I've had to take matters into my own hands."

"I could give you oral!" he shouted. "Please, Mistress, let me use my tongue!"

"Please," Angela scoffed. "Don't make me laugh. If there's anything you're
more clumsy with then your dick, it's your tongue. I'd die of old age waiting
for you to give me an orgasm that way. No, I'm afraid it's the strap-on for
you. But don't worry; this always works perfectly. Now," she continued, "since
I've given you two orgasms already, I expect at least two in return. And you
know--what the hell, I'll take a third for good measure. So I'm gonna continue
to pound that sexy little ass of yours until you pay up." Reaching between her
breasts, Angela pulled out a tiny remote control that would activate the dildo
and trigger the vibrating sensation. She pushed the button, and the vibrator
hummed to life. The noise sent Joel into an even greater panic.

"Nooooooo!" he cried as Angela spread his ass cheeks, his body bucking as much
as the restraints would allow. But it was no use. Taking a firm grip on his
hips, Angela slowly thrust her pelvis forward, pushing the dildo into his
anus.

Joel howled in humiliation as he felt the vibrator enter him. The vibration
reverberated through his body, feeling like thunder made tangible. As the roar
of his pulse pounded in his ear, coupled with the waves of vibration coursing
through his frame, his butt involuntarily clenched. Immediately, the pain of
penetration increased dramatically. He screamed in torment.

"Relax!" Angela commanded forcefully. Terrified and traumatized, Joel obeyed,
and the pain went away. "Now push," she said, sweeter this time. "Push against
me. Your sphincter will open and I'll slide right in."

Still defiant, Joel clenched his ass tighter, hoping to keep her from getting
in any further. The hurt flared right back up, and he yelped in pain. "I'm
coming in," she shouted, "whether you like it or not!" She thrust her hips
forward, and Joel felt as if he were being split in half. Frantically, he
obeyed her command, unclenching his ass and pushing his sphincter outward. The
pain vanished again, replaced with a filling sensation as the dildo slid in
all the way, completely filling him up. He felt as if he had been grafted on
to Angela's body; like the strap-on had become a part of him.

Angela slowly began to rock her hips, thrusting the vibrator in and out of
Joel's rectum. The stud in her vagina slid up and down with every motion she
made, and the vibrating knob massaged her clitoris vigorously. She increased
her speed, gradually fucking him faster and faster, moving in and out, her
fingernails digging into his hips. Joel moaned in discomfort as she penetrated
him over and over again, but Angela moaned in pleasure. She was fastly
approaching orgasm. Five strokes later, her insides exploded with pleasure.
She cried out in ecstasy, her legs trembling, the muscles in her vagina
contracting frantically around the stud. She gasped and moaned with pleasure,
her bosom heaving.

"One down!" she yelled, slapping Joel's ass playfully, riding him like a bull.
"Two to go!"

The vibrator was thrusting much more smoothly now, as Joel's asshole gradually
became accustomed to the invading force. Angela picked up speed, and Joel's
body shook harder with each thrust. He had never felt more violated in his
life. He had no control over his body whatsoever. Even his penis was
inexplicably beginning to stiffen, he realized in horror. Each thrust of the
dildo was making contact with his prostate, and the pressure sent unmistakable
messages to his sexual organs. His body obeyed the signals, and his penis
reached full erection just as Angela reached her second orgasm.

She was fucking him faster than ever now, her hips thrusting violently,
driving the dildo in and out of him with reckless abandon. Joel grunted and
panted as Angela raped him, and the pain and discomfort began to turn into
intense pleasure as the tip of the vibrator stimulated his prostate. Disgusted
with himself, Joel nevertheless could not stop himself from feeling this
strange illogical enjoyment. It was like his first experience with Dana, when
she had forced him to orgasm by pumping his penis into the sink. Only about a
hundred times worse. Out of his control, his moans of discomfort became moans
of pleasure as he felt himself quickly approaching climax. He had never been
so confused in his life.

Without warning he exploded in orgasm, semen rushing out of him at breakneck
speed, splashing against the bed, soaking the sheets underneath. Through the
pounding of blood in his ears he could hear Angela crying out in pleasure. She
had reached her third orgasm.

Several seconds later, she collapsed against him, her body draped over his.
For several seconds they lay there, panting in unison. Then Angela remembered
to switch the vibrator off, giving Joel's anus some much-needed peace. They
spent a long, motionless moment on the bed, their sweaty bodies joined
together, Angela draped over Joel's back, Joel lying in a pool of his own cum,
their ragged breathing the only sound in the room.

Finally, Angela slowly pulled out of him. He lay panting on the bed, a
convoluted mess of tears and sweat and cum and shame. Angela gave his ass a
playful slap, causing him to jerk violently in fear.

"There, you see?" she breathed heavily. "You can be a very good bottom when
you put your mind to it." Taking a moment to gently stroke his back, she
crossed around the bed and began to untie his wrists. "Now don't you try to
escape," she smiled, "or I'll break out one of my bigger models and we'll do
this whole thing over again. Not that I'd mind, of course, but something tells
me you might not survive a round with the ‘Goliath.'"

His eyes screwed shut, Joel meekly nodded his head. Angela spent the next few
moments untying his wrists. He rubbed them wearily as she freed his ankles.
When he was finally and completely unbound, he collapsed into a heap on the
floor.

"Well, well," said Angela, looking appreciatively at the sizable cum stain on
the foot of her bed. "Looks like I'm not the only one who had a good time.
I'll have to tell your stepmother how much you enjoyed our little tryst."

Joel shut his eyes tighter, tears running down his cheeks, his face flushed
with shame. All he wanted to do was crawl into a hole and die.

"No matter," Angela continued, striding casually across the room to her
closet. "You can wash those sheets tomorrow morning. In the meantime, I will
allow you to sleep at my feet tonight."

Joel nodded his head but made no other movement. He continued to sit in a heap
on the floor as Angela changed out of her fetish wear and into a nightgown.
When she was finally dressed for bed, she helped him up off the floor and onto
the foot of her four-poster.

As he lay there silently sobbing, Angela blew the candles out one by one,
until a solitary light flickered at her bedside table. Climbing into bed, she
extended her feet towards his face.

"Kiss my feet," she demanded.

Joel did as he was told, and Angela smiled and blew out the last candle.

In the pitch darkness, Joel cried himself to sleep. And as he wept, he could
hear Angela pleasuring herself to the sound of his tears.

******************************************************************************
***

The next morning was largely and mercifully uneventful. Angela made Joel wash
the sheets he had stained, but other than that, she demanded nothing more of
him. Today was the day she would drive him home, so shortly before they left
she locked him back into his chastity belt and allowed him to get dressed.

Joel spent the entire ride home in silence. For her part, Angela acted as if
he wasn't in the car at all, singing along to the radio as if it had been a
perfectly normal weekend. Maybe it had been, for her. For Joel, it had been
the most traumatic experience of his life. He never thought he'd see the day
when he'd be viewing his stepmother as a source of comfort, but he couldn't
wait to be back at home with her.

When they finally pulled into the driveway, Dana was waiting for them outside.
She looked fabulous in a stunning green dress with a plunging neckline that
highlighted her own stupendous cleavage. As soon as the car came to a complete
stop, Joel threw open the door and bolted towards his stepmother, throwing
himself into her arms and resting his head on her soft, ample bosom.

"Oh, my," said a surprised Dana, returning her stepson's embrace. "Good
heavens, Angie, what did you do to the poor boy?"

"He's still in one piece," said Angela as she turned off the ignition and got
out of the car. "Though the same can't be said of his virginity, I'm afraid,"
she laughed.

"Well, well, well," said Dana, looking down at Joel with a look of pride on
her face. "So you've made my little boy a man."

"I don't know about that," Angela said as she walked up to Dana and Joel. "He
sure makes love like a boy; he couldn't satisfy me to save his life."

"Oh, really?" Dana deadpanned, breaking off the embrace and holding Joel at
arm's length. "I'm very disappointed to hear that," she said, glaring at her
stepson.

"Not as disappointed as I was Friday night," Angela laughed. "But I made sure
to punish him thoroughly for his failure. His balls will probably be sore for
the next couple of days, by the way."

"Well, I'm glad to hear that," said Dana, "but when Joel is a bad boy outside
of the home, he gets punished here as well. Isn't that right, Joel?"

"Yes, Ma'am," said Joel quietly, resigned to his fate but fairly confident
that whatever Dana had in store for him, it wouldn't be as horrifying as what
Angela had put him through.

"I certainly hope you found a way to make things up to Miss Morrigan," she
continued.

"Oh, don't worry about that," grinned Angela. "When he couldn't give me any
orgasms, I just took them out of his ass." She reached over and squeezed
Joel's butt playfully, causing him to jump nervously back into Dana's arms.

"Oh, no," frowned Dana. "Am I going to have to check him out down there?"

"He's fine," said Angela with a dismissive wave of her hand. "I used the
‘Pretty Princess' model on him. It's not much bigger than a tampon. His butt
will be sore for a few days, but he won't even feel it by the end of the
week."

Dana smiled wistfully. "I remember my first Pretty Princess," she said with an
air of nostalgia. "Seems like ages ago."

"Seems like just yesterday for Quickdraw here," laughed Angela. "I don't think
he'll be forgetting our night together anytime soon." Joel screwed his eyes
shut in shame, burying his face in Dana's bosom. "As a matter of fact, when I
was finished with him, there was a nice little love stain on my sheets."

"Oh there was, was there?" said Dana, smirking at Joel. "Why, you little
slut," she said to her stepson. Joel felt tears forming in his eyes all over
again.

"In all seriousness, though, Dana," Angela continued, "I really recommend
starting him on orgasm training sessions. I've found them to be quite
effective in some of my boys."

Dana nodded thoughtfully. "Sounds like a good idea," she said. "I think I will
start him on those today. He's been needing some new training anyway; this
would be just the thing. Would you like that, Joel?"

"Yes, Ma'am," he said quietly, knowing he could give her no other answer.

"Sure," said Angela. "If you do them every day, you should see a big
difference in as little as a month. He should be lasting much longer by then."

"Tell you what," said Dana. "Why don't you come over and try him out in a
month? You can see if his performance has improved any."

"Oh, that sounds wonderful," said Angela, much to Joel's dismay. "We can make
a party out of it; it'll be so much fun."

"Then it's settled. Joel," said Dana, once again breaking off his embrace. "I
want you to go to your room, take off all your clothes, and wait for me on the
bed. I'll be in after a while to start your training, and when we're finished,
we can discuss your punishment for not satisfying Miss Morrigan."

"Yes, Ma'am," said her stepson, resigned as always to his fate. He made his
way towards the door, groaning to himself as he walked into the house.
Whatever she had in store for him, he hoped it wouldn't be too bad. He had a
good feeling about the orgasm training, though. Something told him he just
might be about to get more chances for climaxing during the week. But as he
headed for his room, he knew one thing was for certain. His life had taken
another unexpected turn, and things would never be the same again. Somehow he
knew he would be seeing a lot more of Angela Morrigan in the future.