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."
"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..."