Cruel Tease - Chapter 2: Pain for the Sake of Amusement

Here's the second chapter in my original (and mostly real) story!

Cruel Tease - Chapter 5: Aching For Release
Cruel Tease - Chapter 4: Bring The Pain
Cruel Tease - Chapter 3: Abusive The Privilege
Cruel Tease - Chapter 2: Pain For The Sake Of Amusement
Cruel Tease - Chapter 1: A Poor Decision

The Cast:
Colin - a grad student who was silly enough to ask Linda to be his keyholder.
Linda - a redheaded cocktease with a vicious dominant streak.



Linda had yet to allow Colin to cum since they had adopted their new relationship. Linda was obviously enjoying the attention, but Colin was beginning to regret the arrangement. His swollen balls ached terribly and Linda was never too busy to schedule time with him to make it worse.

Today, she had arrived shortly after dinner wearing a tight white top that showed off her deep cleavage and a short plaid skirt that came down to just below her ass cheeks. She bounced into the room, ordering Colin to stop what he was doing and drop his pants.

"I went shopping for you today!" Linda said breathlessly. "And I totally picked up some fun toys to use on you."

"Um. Thank you?" answered Colin, thrown off by Linda's sexiness and the pain coming from his trapped cock's swelling. "Do I need… I mean, thanks, but do you really need anything else to… use on me?"

"None of that, say thank you and don't spoil my mood," Linda hissed. She grabbed his balls dangling under his chastity tube and pulled him close. "You keep saying things that make me think you need more discipline and I want to stay entertained, so I got some new… implements. First, let's get those hands out of the way."

Linda stepped behind Colin and cuffed his wrists after he removed his shirt. She moved in close so his hands were pressed against her pussy and her breasts rubbed against his back through her shirt. She slid her hands in between his arms and body and caressed his abs. Her fingers slowly worked down towards his cock, straining and beginning to drip in its prison. Linda breathed heavily in his ear, flicking her tongue against his neck. Colin gritted his teeth as his cock tried to break free and painfully failed. His balls felt leaden and the familiar ache was growing as Linda's red fingernails reached the base of his cock.

"These are my cock and balls and I've been thinking about some fun things to do with them," Linda said as she tugged on Colin's chastity tube, his cockhead turning purple-ish against the plastic jail. "It looks like the cage has been doing a number on you," Linda commented. "Just how much cum do you have in those balls? Are they nice and full and sensitive? Would it hurt you terribly if I just gave them a little squeeze and tug?"

Colin moaned as Linda circled her fingers around his sack and began to pull downward. She smiled up at him as started giving his sack slight jerks.

"I just don't know if I want to take you out of your prison to tease you… or if I just want to tease you like this," Linda said. She suddenly leaned in and delivered a stiff uppercut to Colin's balls. Colin crumpled into a ball on the floor. "No, I think I'll have fun with you without taking off your belt."

Linda leaned over Colin’s curled up body, the key to his cage swinging out from between her ample cleavage. Linda’s new handcuffs kept Colin’s hands out of the way as her foot slid out of its heel and onto his face.

"Let’s start with some foot worship. Lick my foot clean. I've been walking all day, and my toes are all sweaty." dropped her other shoe and put her second foot over his mouth and nose.

Colin took her foot into his mouth and did his best to lick clean the beautiful toes of the woman who had just crippled him. The sweat was salty, but the giggles his tongue produced encouraged him to focus on being thorough. When she was sure he had done a sufficient job, Linda pulled her foot out of his mouth and slapped his cheek with it.

"Don't be a toe-whore. It's so disgusting to have you slobbering all over my cute tootsies. And you're not supposed to enjoy this, you're supposed to be cleaning your princess! Roll on your back, it's time to do the other one."

Colin turned on his back, trapping his arms beneath him. Linda put her bare foot on his stomach and stood up with her full weight on him. Colin let out a gasp as she dropped her other shoe and put her second foot over his mouth and nose.

"Drink it in, while you lick it clean. Gawd, you're such a little perv. Look at how hard this is getting you. Please, like you've really got a chance to cum."

When she was finally satisfied with the cleanliness of her feet, Linda stepped down.

"Ok, chasty, it's time for me to cum! Would you like to make me cum?"

Colin nodded his head. Maybe if he got her off really well she'd let him cum too? Linda uncuffed his hands and laid down on Colin's bed. As she stretched out, her short black skirt rose up her soft legs, causing Colin to whimper at the sight. His cock was hard in its cage, deformed and swollen.

"Alright, slut, get out the new vibrator I just bought out of the bag. I want you to make me cum with it... Hurry up, it's been, like, forever since I last had an orgasm!"

Colin quickly rolled over and scrambled to Linda's bag of goodies, all the while thinking about how long it'd been since she'd allowed him to cum. Those thoughts were interrupted when he found Linda's new vibrator. His mouth literally dropped open in shock. The container it came in was clear plastic, so as to show off the massive battery-powered dildo inside. The rubber-like material glistened as if the fake cock was already soaked in pussy juice. It was black and it looked like it was very serious about pounding some white girl pussy today. The dildo was 16 inches from its swollen tip to the giant balls and it was as large around as a soda can.

"Pretty hot, huh?" Linda asked. "Bet you're kinda jealous, because it's so much bigger than your teeny weenie. Don't worry, sugar, I only want to fuck it because it's just much larger than you. That's the only reason. Not like I have a deep emotional attachment to it, like I do with you. So don't be jealous. Now, bring it over here and get to work using it to please me."

Holding back tears, Colin opened the package and took the mammoth cock out. He inserted the two rechargeable batteries it needed to vibrate and rotate the head slightly. Then he shuffled over to the bed on his knees, holding the dildo out in front of him.

"Oh, quit moping, and get to it - I wanna cum!" Linda said in a bitchy tone. "Slowly ease that monster into my tight lil' pussy. Then build up to ramming it in full length. Put all of the strength you have in those little girly arms of yours into it, sissy. I deserve to be fucked by a real man, but since there's not one here - do you're best impersonation of one."

Colin was forced to stretched the pussy of this beautiful woman who refused to let him have any sexual enjoyment. To use this dildo, much larger than his average sized dick, to bring her to a shuddering climax. Soon, Linda was biting her lips, clenching the sheets with her blood-red finger nails, and arching her back off the bed as wave after wave of orgasmic bliss racked her body. Drips of sweat beaded up on her gorgeous legs and rolled down her thighs.

Colin, with he face right in between her legs, had to plunge the cock into Linda over and over again with no chance to even avert his eyes. His cock, so far denied pleasure under Linda's control, throbbed in its pink plastic prison. Precum oozed slowly from the cramped head as his balls continued to ache.

"Oh, oh, Colin... Colin... I don't... don't want to let you cuuuuuum!!!" Linda manged to say in between orgams. "Keep fucking me with that big... black... cock... oh, oooooo. Yes! Yes, harder harder! Never going to let you cum!!! Harder, harder! Keep you locked up and... oh, gawd, yes, yes YES!!!"

Linda collapesed on the bed, obviously exhausted from her repeated orgasms. Colin very carefully withdrew the enourmous dildo and inched back from the bed wanting not to disturb her. Linda lay still, enjoying the afterglow, for quite some time. Finally she sat up on one elbow.

"Nice work, homo. Gawd, it feels so good to cum on a big, fat cock. But you probably know that already, right?" Before she had sat up, Linda had decided what direction she was going to take this evening before she left Colin - still locked up and unsatisfied, of course. "Are you just going to sit there staring at my pretty pussy? If you love my pussy so much, you should want to worship it every chance you get..."

"Oh, I do love your pussy, Linda! I would love to worship it, right now if you'd like."

"Gawd, you're so eager. It's pathetic. No, I don't want you drooling all over my hot box like you did all over my toes... I want you to lick my pussy juice off my new black friend there in your hands."

Colin's lip began to tremble - why was Linda suddenly so mean to him? He had proposed this whole chastity thing in the first place... he'd thought it would be fun and a great way to have some kinky sex with Linda. Instead, here he was on his knees, getting ready to lick a giant black dildo clean of Linda's fuck juice. How had things gone so far off track?

"Quit stalling, faggot. Or do you not want to get out of that cage? Maybe you didn't hear me during that last screaming orgasm, but I think it'd be super hot to just leave you locked up for ever and ever... so maybe it'd be in your best interest to do what I say? Don't you think?"

The reality of Linda's words cut through Colin's hesitance. He set the dildo on the floor in front of him and got on all fours to reach the base of the cock with his mouth.

"That's right, start at the base. Give the balls a once over with your tongue, too. They were slapping against my pussy pretty hard. Then work your way up to the very tip. Not so fast, cocksucker. Make sure to cover the whole thing in your cuckold kisses. And don't worry, I won't make you suck it. Tonight. Tonight's just about you licking dick, not sucking it." Linda laughed as her comments made Colin sob.

"You know what, slave boy? If you want to cry, I'm happy to give you something to cry about," Linda sounded more than her usual post-orgasm bitchy. She walked behind Colin and grabbed his swollen sack. She pulled his tender balls back between his legs. "Close your legs together and keep your lil' balls out behind you," Linda ordered. "Now, in between licks on the only cock in the room that's allowed to fuck me, I want you to beg me to kick you in your poor, blue balls. And be convincing, because I want to see if it's been long enough that I can punt the backed-up cum out of them yet."

"Puh-please, kick my balls, Linda" Colin's voice wavered as he snuffled along at the base of the dildo. "I would really l-love it if you would really k-k-kick them hard."

"You want it? You got it!" Linda laughed triumphantly. She hopped onto her left foot as she swung her right one back and then slammed it forward into Colin's balls. Colin dropped to his elbows as his arms gave out. "You better still be licking that cock. Just 'cause I decided to do what you asked and kick your balls doesn't mean I'm going to let you out of your other work. Plus, you're getting one kick for each orgasm I had. Did you keep track? How many times did I cum?"

"I... I think four times, Linda," Colin said through gritted teeth.

"Wrong. Six times. There were two smaller orgasms mixed in. But because I'm feeling generous, I won't add any punishment kicks, even though you were wrong. Don't let it happen again."

"Oh, thank you, thank you, Linda! I'm sorry and I won't make that mistake again."

"Good, I want you paying very close attention to me while I'm cumming. Now, let's get started with your six kicks. Keep licking that cock while I put my shoes back on..."

Cuckold Captions 6-10

I love the idea of a long-term girlfriend refusing to have
sex with her boyfriend because it might hurt their
relationship. So, of course, she's got to fuck other guys!

If you locked an average man in chastity and he knew
the only times he would be allowed to have an orgasm were when
he was playing with himself while he listened to his wife's stories
about sleeping around... how long before he literally
begged his wife to fuck other men?

I'm gonna go with 3 months. Maybe 4, max.

Yes, she agreed to help you work out your cuckolding fantasy.

And yes, she promised to make sure the bulls weren't
anyone you knew. But that was before she really got into it.
And, really, what are you going to do to stop her, cuckold?

How is she supposed to keep track of all of the real men she fucks?
There are so many! That's hardly a fair request to make.
Plus, why do you care? Not like you had a shot at being one of them.

Being locked in chastity by a beautiful woman is a dream come true.
But what if she started to taunt you with the possibility of her
getting her sexual needs fulfilled by real-man bulls. Would
it still seem like a turn-on as she flirted with them in front of you?

Chastity Captions 11-15

Well, would you look at that? Thanks to Google Analytics, I just found out that my lil' blog about smut, whores, and sexual deviation has been visited by people on every continent on the planet! (Not counting Antarctica, of course) That just blows my mind!

And, as if that weren't enough, just yesterday the blog had its 250th visitor! Then today, that number jumped to 275! I'm so happy that there are people out there that are entertained by my... um... content? Yeah, content! So, to celebrate - how about some more captions!

I suppose it'd be a bad idea to give your key to a hot,
dominant girl who didn't find you attractive...

One of my favorite things about chastity is the potential
for teasing that it brings up. Mmmm, teasing!

Chastity: A wonderful way to exploit
one fetish and tie it to another!

Sometimes chastity isn't the means to an end, it's the end itself.

I love dominant women. Especially those with jobs that
put them in control. And I love hot girls in rubber. So a
cute redhead in a rubber uniform who wants to lock
me into chastity? Yes, please!

Cruel Tease - Chapter 1: A Poor Decision

This summary is not available. Please click here to view the post.

Cuckold Captions 1-5

Just because you're locked in chastity doesn't mean that she can't (won't) enjoy herself... in fact, it means that she's going to be having more sex than she would let you give it to her. Turns out, there are a lot of hung studs who are more than happy to pound the stuffing out of your woman. A lot. So you better get used to the idea of being a cuckold as well as being a chaste sissy boy.

Every pornstar should have their own cuckold boyfriend
to torture with their fuck-anyone-but-you lifestyle.

It's so funny what aspects of her cuckolding you that you don't mind.
And what aspects absolutely destroy you.

Where other men - all other men - are allowed to go,
you are never, ever able to visit. Even briefly.

You'll be doing both.
It's just a question of which will be first.

Don't be presumptuous.
You can give her gifts, but it takes a whole
lot more to gain her favor.

Electronic Relaxation Assistant - Ch. 1: First Day

Sometime great erotic art inspires more great erotic art. Sometimes very directly. Sparrow, whose adult art galleries are posted over at the Hentai Foundry, created a very inspiring image.

In response, a short story was written by user Nikova. It was good, and I enjoyed reading it. But I thought didn't take the potential of Sparrow's chair quite far enough... after all, why build a chair that forces the inhabitant to suck any cock put in front of them, if you don't take full advantage of it? So here is my rewrite and extension of that story. Enjoy!

Chapter 1: First Day
Jill sighed, grateful to have successfully auditioned for the Electronic Relaxation Assistant job. The tests... they were much more intense that she had imagined. She had been asked to take a nine inch dildo in her mouth as soon as the interview had started. As she had started, they reminded her that anything less than "balls-deep" would constitute failure. They said that the cock, "... should go down your throat like it belonged there." She'd been in for a long, humiliating day full of gagging, wiping away tears, and gagging again during all of those tests.

Well, she showed them! She forced each and every dildo and cock they put in front of her deep into her throat - over and over until the hiring managers had smiled in approval. The men in the group had become visibly uncomfortable, having to shift their increasingly hard cocks around in their slacks. Then her breasts, bouncing in their D-cups, were fondled and groped and tweaked and squeezed by the interviewers. In the end she had been given the job... after she agreed to relieve the pent-up spunk from every male hiring manager in the group. She had caused their cocks to swell, after all.

When Jill returned for her first day of work, they tied her hair back into two over-sized pigtails. She was given a red plaid skirt, like she was in high school again. It was short, just above her mid-thigh. She was also issued a simple, lacey red bra and a black long-sleeve mesh underneath that. A make-up artist applied a thick coat of long-lasting lipstick and topped the look off with some mascara that she said was, "proven to run at the first sign of your eyes watering." Finally, she was ready to have clients sit on her face and make her gag on their balls.

She arrived at her workstation, with the empty machine ready for her to begin. She checked in and was told to go sit down at her station. As she sat down she noticed a credit card scanner with a note above it that said, "$5 USD Per Cock, Unlimited Time" in bold print. She barely had time to think about how unusually cheap that was before the machine locked her into place. Each arm and leg was held down by a metal sheath. She was immediately was locked in. And she had been advised that the restraints would be set on a timer release, so that she would be free to go as soon as her time was up. Until then, though, she wasn't going anywhere. She laid her head back onto the chair's soft headrest to wait for her first customer.

She glanced at the next closest chair. It was over to her side and it was empty. And it was dripping in a viscous liquid. She thought, "That... that can't be cum. Right? There's so much of it... the girl would've had to have been choking on dick for days..." The cum was pooling around the base of the chair, as well as over most of the chair itself.

When she looked straight ahead with her head resting on the comfortable cushion, she faced a seat for her customer. The customer's seat was oriented so that if a client sat in the chair, their cock would be directly in her face. She smiled as she thought about how close her mouth would be as soon as a hung stud sat down.

Jill's thoughts were interrupted by one of the facilities resident nurses. A beautiful young girl in her early twenties, the nurse wore the standard latex uniform. The short skirt and low-cut blouse showed off her supple legs and large breasts. The nurse's uniform was black with pink trim, indicating two years of service. This nurse's job was to maintain the ERA and to convince potential clients that they really did need to visit the "service area". Nurses were notorious for using all manner of sexual teasing and provocation to encourage clients to use the ERAs for relief.

The nurse smiled at Jill and popped an Extensible Breast Assistant onto each of her perky tits. The smiled turned into an evil grin as the nurse twisted the control dial from "light" to "heavy" stimulation". The nurse's eyes darkened with sadistic glee as she tapped the "Nipple Stimulation - Heavy (Chew)" button.

The strange EBA device strapped on her D-cups immediately caused her pussy to drip with arousal. The nurse took this opportunity to insert the Extensible Vibrating Assistant into her.

"You requested both the vaginal and anal EVA attachments, correct?" asked the nurse.

"Yes, ma'am," Jill responded, blushing her embarrassment.

"Of course. You would." The nurse's contempt for her was thinly veiled. "Well then, I don't think I need to bother asking you which size attachments you'd prefer."

"I don't really..."

"No. You'll be getting the largest we have. Actually, the largest vaginal attachment we have is twice as long and thick as the largest anal plug. So I'll just give you one of those for both your pussy and ass." The nurse was obviously enjoying her control of the situation. The chart indicated she'd not had much experience with anal and to use a small plug. "And don't worry, I'll do my best to find a couple with a bunch of bumps and ridges. Just to keep you interested."

Jill didn't mind the EVA. She wasn't told of the length of each dildo, but she had stuffed herself with plenty, and knew she was ready for it. The nurse smiled at her and gave each large rubber cock a quick kiss on the tip before locking it into the EVA system. Jill tried to relax as both her tight pussy and asshole were suddenly very full.

"Oh! It looks like your first customer is here!" said the nurse. "I'm done with you anyway, so I'll get out of the way. I'll be back to release you at the end of your shift in 12 hours or so."

The nurse's tight ass looked glorious in her latex skirt as she flounced away, very pleased with herself. Jill had only signed on to do brief 4 hour shifts, but the nurse thought it best to really break the little whore in on her first day.

Jill tried to protest her alarm, but was interrupted by the arrival of her first customer. He was a young black man. She'd never been with a black man and she was a bit nervous, but she felt a fantastic new sexual thrill. But the black man just stood there, waiting. Soon a teenage black boy walked up. He glanced at Jill shyly.

"Check this bitch out, my man! You gonna be riding her throat!" the man said. The boy had a big smile on his face, but Jill could tell he was still a bit reluctant.

"Are you sure it's really ok? I mean, shit, 5 bucks is all?" he asked.

"Fuck that noise - that ho prolly volunteered for this shit 'cause she loves it so much and shit. Prolly cream her panties when she gets her mouth on your dick. Now get to it, I got shit to do."

The younger black boy walked up slowly.

"Whatcha 'fraid of? Get your cock in there! Time you stopped jackin' off and started using whores like this to get off."

He inserted the money and the station openned for him to enter. The few walls that separated Jill's station from every other station were transparent, in order to minimize privacy. The hope was, as the hiring managers had mentioned, for the clients to encourage each other to be as cruel and brutal as possible. In this case, the boy's 3 older friends were watching with pride as he took his pants off, then slid his bulging underwear down. His cock, a soft six inches, hung down.

Jill noticed the three friends had large cocks as well. In fact, they were huge! She could see the outlines from her position as they started to get excited. Meanwhile, her customer was starting to get hard. His balls were sizable, and, to her amazement, the shaft was growing to an unnatural size! She drooled in anticipation as she watched it reach a firm twelve inches.

He threw one leg up and over the seat facing Jill. His balls now hung down making a shadow over her face. He laughed as he pointed his rigid cock downward toward her mouth, and she felt the ERA mechanisms beginning to operate. The stimulation of her nipples increased substantially, as did the rate and power of the dildo thrusts into her no longer tight asshole and pussy. The chair arched her back a bit, causing her to moan and also making her mouth gape open further. This gave the young man all the time in world to shove his cock into her mouth. Doing so cause her to give out a muffled gasp. He shuddered and moaned, feeling the warmth, as he slowly began to slide himself further and further in. She was at his mercy, what little there was of it. He was balls-deep in her throat, forcing all twelve inches in within a single minute. Gagging, tears streamed her eyes. She made delightful choking noises that made he stretch for every additional centimeter of cock to torture her with. She wanted to flail, but her limbs were locked in, and kept her immobile. Regardless of what she wanted, he was going to use her mouth and throat until he made her take his load.

---
It was took quite a while... her throat eventually accommodated his cock to a slight degree, but her discomfort increased as her facefucking continued. When he finally erupted, it was amidst a torrent of cursing and full-length cock thrusts pulling out completely before ramming back in to the hilt. Her eyes went wide, feeling the seed gush and slip down into her stomach. There was so much, it began to seep out around her lips. It tasted too good to be some teen's cum receptacle! She finally came as waves of humiliation as to how she'd just been used overcame her. She gasped for air when he decided to finally pull out. He smiled and made sure to wipe all of the extra cum and spit on his cock onto her face.

Then pulled up his pants and walked out of the workstation, where he was congratulated by his friends. After they talked amongst themselves briefly, they turned to look at her, faces grinning. One started to walk toward her as the other two argued about who would go last.

"No! No! Not all of them! Not in a row!" she thought. She let out muffled gurgles, unable to speak with the massive cumload still clogging her mouth and throat. It was going to be a long, long day...

By the time all four left, Jill was nearly unconscious from lack of oxygen. Her lips were swollen and her blood-shot eyes were rolled back in her head. Her mascara, as promised, had run down both of her cheeks due to all of the tears generated by her repeated gagging.

"Oh, don't be so dramatic," the nurse said as she walked up to Jill's station. "They didn't pound your mouth that hard. And there were only, what, four of them? At 10 to 12 inches each, that's only about 45 inches of cock shoved down your throat. You better be ready to handle more than that quickly, you've got a big day of clients already scheduled for tomorrow."

The nurse turned off the breast stimulants and the dildo machine turned off. "Go to the prep room and lick up the cum in your hair and all over your face. Then get dressed and get out. I have to clean up all this filth you didn't swallow."

Jill nodded dumbly. Her throat was too numb to speak, and her whole jaw ached painfully. Her limbs were sore from where she had pulled against the restraints as she'd been gagged and choked over and over.

"And don't worry - I'll be sure we keep all of this left over cum from your clients today. I'll personally force-feed it to you first thing tomorrow. We have this lovely inflatable dildo gag that can work as a pulsating funnel. It actually shoots loads... well, you'll see it tomorrow. Now get out of here."

Jill wobbled to the prep room, still trying to collect herself. A smile grew on her face as she thought about all of the hard work she'd put in today. The smile faded as she reached the prep room and picked up her payment for the day. As a new ERA, she recieved 20% of the money she generated. At $5 each, Jill's day of repeatedly having her throat abused and her mouth and face used as a cum dump by four men had earned her a whole $4.

What did you think? There are another two chapters I could adapt (a visit from a shemale and a malfunction in the chair). I also have some thoughts for a story on why the nurse is so mean to the workers (what happened to her, do you suppose) or maybe Jill or the nurse knows a sissy boy that would be just perfect for the chair? Let me know what you all would like to see and I'll take a shot at it!

Chastity Captions 6-10

Here are another 5 chastity-related captions... Enjoy!

This may be my favorite caption of all the ones I've
made so far! I would always, always fly
with BlueBall Air. You can't imagine what happens
to passengers if their flight is canceled...

Got to love a beautiful redhead with dick-stiffening DSLs.
So soft and plump, don't you just want to blow
load after load all over them?
What if she knew that? And she had your key?

Some guys try to get hot girls drunk, in hopes
that the hottie will lower her standards and they'll have
a shot. But some unlucky bastards get hot girls drunk only to
find out they become even crueler, more sadistic teases!

More tongue torture for locked cocks!
Is there anything hotter than a sexy woman using her tongue
to remind chaste boys of what they're missing?

Quick, name 3 real life places where it would be

more painful to be locked in chastity than walking
from booth to booth at a porn convention to meet
all of the beautiful and talented women...
Now, what if those women knew you were locked up?
And that you were constantly teased by your wife/gf
by being forced to watch their videos, even though you're
not allowed to jack off any more...