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Chapter 106 by sipainting sipainting

This is FUCKED UP. Do you stay the night?

I don't have a car or a cell phone, what else can I do?

You decide to spend the night to see what the morning brings. You can't deny the fact that the sex after Chase's winning match was mind-blowing, the best orgasm you have ever had - by a large margin.

But now what?

You find a pink, baby doll nighty hanging up in the closet. It is barely there, a whispy thing which cups your breasts and floats around your thighs with a gauzy ruffle.


"Wake up!"

The covers are ripped off the bed. It's freezing!

"What... what time is it?" you say, groggy and blurry eyed.

"5:15am. It's time you learned how to make breakfast for Chase. This is critical. He needs energy before his morning run."

"Oh... okay."

You get up, but too slowly for Mrs. Chamberlain, apparently, because she grasps you by the wrists, lifts up the hem of your baby-doll nighty and gives you two efficient slices on your bottom from the rod.

"OWW!" you cry, turning to her, your eyes watering.

"Awake now? Let's go."

You follow her out to the kitchen where she shows you how to make a disgusting protein and energy drink. Chase walks out, in his skin tight running shorts and compression shirt and gratefully takes the drink from you.

"You're making my morning drinks now?"

"Yes, from now on," Mrs. Chamberlain answers for you.

WHAT? You look at her, eyes wide. Now you have to make breakfast for Chase every morning at this ungodly hour?

"Awesome!" says Chase, oblivious. "Thank you." He grabs your butt through the gauzy, barely-there nightie and pulls you into to a full-on lips and tongue kiss, before finishing his drink and heading out.

"Back at 9," he says.


While Chase is out, Mrs. Chamberlain has you clean up the kitchen and then shows you the recipes for all of Chase's morning breakfasts. Then she tells you to shower.

When you exit the shower, she hands you a pair of pink, "boyshort" panties.

"Put these on," she says.

You look at her for just a split second, then rush to obey. Already the threat of her cane on your bottom is having its intended effect!

Embarrassed, you finish drying off and then drop your towel, now fully naked in front of Chase's MOTHER (!!), you step into the panties and then draw them up your legs. Surprisingly, they're made of a stiff, not-at-all stretchy fabric which is super tight and requires some wriggling to get on, but finally, you manage it.

They are sculpted so they cup your buns and ride up, intimately, into your ass crack. Worse, there are two big cut-outs that your bare buns stick out of. You squirm, trying to get comfortable.

Worse, you can feel you can feel a bulge in your crotch, pressing directly against your clit.

"Turn around," she says. When you do, she pulls the waistband tight and you hear a soft *snick*. "Excellent."

"What... what was that?" you ask.

"You're locked in. The panties are made with cut-resistant fabric and the leg holes and waist-band are wrapped and reinforced."

You look at her, dumbly, not comprehending.

"They're chastity panties," Mrs. Chamberlain explains.

"You mean, Chase and I..." you stop, not wanting to say it out loud, in front of her.

"Correct. You and Chase can't have sex unless I allow it," she says. "Oh, I imagine that if you tried really hard, you could probably find some tool to cut these off, but then that would be the end of your relationship with Chase, and you wouldn't want that, would you?"

"No," you admit. "But how will I go to the bathroom?"

"Come to me and ask, and I will be happy to unlock you when necessary," she says. She holds up the key for you to see, it's attached to a chain which she puts around her neck. "Now, let's put you on low-simmer, shall we?"

She double-taps the plastic bulge in your panties, which must be some sort of pairing signal, because she then plays with her phone.

"OOhhh!" your eyes go wide as the plastic bulge hums to life, softly humming against your most intimate spot. You open your mouth and pant, your nipples tingling.

"Now every time it goes off, I want you to say: 'I want to suck his cock.'"

"I want to suck his cock," you say, breathing hard.

"Unless you're talking to Chase directly, then you need to say, of course, "I want to suck *your* cock. DO you understand, Jenny?"

"Yes, Mrs. Chamberlain."

"Very good."

"Oh! I want to suck his cock!"

"Excellent," she purrs. "Now give your future mother in law a kiss."

She pulls you into a hug, pressing her body against yours and then pulls you in to an intimate, lip-on-lip kiss, her tongue invading your mouth. She's not an unattractive woman at all, so you lean into her, enjoying her attentions.


When Chase gets back from his run, you serve him a larger breakfast as he cools down (pancakes, syrup, bacon, orange juice - how many calories does this man eat a day?? you wonder, astonished). You are dressed in a "gym bunny" outfit picked out by Mrs. Chamberlain - skin-tight shorts, sports bra showing generous cleavage and pink sneakers with white socks. Your hair is up in a pony tail and you have done your makeup with bright pink lipstick.

"Oh! I want to suck your cock!" you say, the vibrator going off in your crotch.

"Go for it!" Chase says, wickedly.

"No," Mrs. Chamberlain says. "Not until you've earned stars for workout and practice."

"Oh, Mommm!" Chase whines.

"Remember our goal: US Open Semis."

"Surely, one blowjob won't--"

"No exceptions!"

"Jenny?" Chase looks at you, beseechingly. You can see the bulge in his gym shorts. He is HORNY.

"Sorry, Chase," you say. "I have to obey your mother."

"She got to you already?"

You can still feel the hot, burning stripes on your bottom from this morning's caning.

"Yes, Chase," you say, eyes downcast.

"FINE," he says, not happy.


After dishes, Mrs. Chamberlain has you join Chase for his workout.

"He want's his woman to be fit," she explains. "Here. I've made a workout plan for you."

And so you and Chase work out together. His workout is a series of strength and conditioning exercises, with weights and a variety of special machines. Yours is more basic, some walking and jogging on the treadmill followed by a long series of exercises with some hand dumbbells. Chase helps you interpret the workout plan and shows you the motions.

"She's working your chest," he says, slyly.

"My chest?"

"Yes, so you'll have nice firm breasts."

"Oh..."

Something about the thought that your boyfriends MOTHER has designed a series of exercises for your BREASTS feels weirdly invasive.

"And these are for your butt," he points to the next series which seem to include a lot of 'lunges', 'leg lifts', 'hip thrusts' and 'squats'.

You look over at Mrs. Chamberlain who you can see through the glass door and partition that separates the exercise room from the kitchen table where she's working on some documents with her laptop. She looks at you with an intense look.

'She's training my body to her son's perfect fuck-toy,' you think to yourself. Just then, the vibrator goes off.

"I want to suck your cock!" you say, surprised.

"Then let's do it," Chase says. "Let's just go into the bathroom and do it."

"I can't," you say.

"Why not?"

"Because if I did, it would displease your mother, and she'd punish me."

"PUNISH YOU?" Chase asks, eyes wide. "How? Has she punished you already?"

"Yes," you say, eyes downcast. "She caned my bottom."

Chase looks between you and his mother (which he can see through the glass door).

"No," he says, fiercely. "No. She can't do this. I won't allow it."

With determination, he goes over to his mother in the next room. Although you can't hear what they're saying, you see him arguing with her, pointing to you, and being very demonstrative. All this while, Mrs. Chamberlain looks at him with a steady gaze, cool as a cucumber. Finally, Chase is finished, and he stands there, staring at his Mom, awaiting her decisions.

And she gets up, grasps him by the ear, and then forces him over the table!! You watch, aghast, as she pulls down his gym shorts, exposing his bare bottom in its jock strap. She then fetches a cane from the kitchen counter (was that there all along??) and proceeds to cane his bottom!!

You can hear Chase yelling and shouting as she canes him, her arm raising up and descending with all her weight, slicing the wooden rod onto his bottom with vicious swipes. Eventually, his shouts become softer and conciliatory and she lets him up.

He is crying!

Mrs. Chamberlain fetches a tissue from her pocket and gently dries his tears, holding him close and talking to him in soft, motherly tones. Chase looks like a chastened little boy. After a bit, she motions to you and tells him something. He looks over at you and nods, meekly to her. Then she takes down his gym shorts, which he steps out of before returning to you in the exercise room.

You stare, astonished, as Chase stands before you with no pants on, his cock clearly outlined in his jock strap.

"I want to apologize, Jennifer," he says, his face bright red. "It was wrong of me to put you in a position of having to choose between your obedience to my mother and my selfish desires."

"Oh," you say. You look down. You can't help staring at the enormous looking bulge in his crotch. WOW it looks big. "That's okay," you say, finally.

Just then the vibrator goes off.

"Oh! I want to suck your cock," you say. "So bad," you add.

"Mom did say that, if you wanted, you could reward me with a kiss - just a kiss - after every exercise."

"Did she say where I should kiss you?"

"No, she didn't," he says, looking at you and grinning.

You kneel down before him and place a gentle kiss right on the tip of his penis, through the nylon fabric of his jock strap. You look over at Mrs. Chamberlain who looks back at you with an inscrutable look.


"Mrs. Chamberlain? I need to go to the bathroom," you say.

Both of your exercises are done, and Chase is showering.

"Very good," Mrs. Chamberlain says. "That was an excellent exercise session," she adds, leading you to the bathroom. "Chase is not usually so diligent. I think you're having the intended effect on him."

"Uh... okay. I hope so?"

She unlocks your panties and then sits down on a bench, checking out something on her cell phone.

"Uh.. Mrs. Chamberlain?"

"Yes, dear?" she looks up at you.

You hesitate. You can tell that you are a hair-breadth's away from additional punishment. DOES SHE REALLY EXPECT YOU TO GO TO THE BATHROOM WITH HER SITTING RIGHT THERE?? You think to yourself.

You shift back and forth.

"What is it, dear?" she asks.

"Nothing," you mumble.

Your face flaming bright red, you wriggle out of your panties as Mrs. Chamberlain returns to her phone. You sit on the toilet, and after a minute (where you close your eyes and desperately think of something else) you are finally able to release your bladder. You feel hot prickly sweat over your scalp.

You have never been so embarrassed in your life. And you thought you could never get more embarrassed, until Mrs. Chamberlain picks up your panties and inspects them.

"Goodness," she says, "they're quite wet, aren't they? Soaked! Well, no matter. I'll fetch you a fresh pair. Go ahead and get in the shower, dear."

You turn on the water, adjust the temperature, and then get in and start soaping yourself up.

GOD, you are SO HORNY!

Your fingers work their way down to your pussy. Just a few strokes is all it would take...

"You're not doing what I think you're doing, are you, dear?" Mrs. Chamberlain pulls aside the shower curtain and sees your fingers deep in your twat. "Oh dear," she says, reaching in, she grabs your wrist and pulls it out of your crotch and then places it against the wall. She fetches another cane (ARE THEY IN EVERY GODDAMN ROOM IN THIS HOUSE? you wonder) and gives you four vicious swats against your wet bottom, causing you to moan in pain, tears springing to your eyes.

"No orgasm for you," she explains. "We need you horny and ****. That's what will motivate Chase the most. Now finish up, like a good little bunny," she says. "Chop, chop."

You stare at her through your tears. Who is this woman?

After your shower, Mrs. Chamberlain helps you dry off and then locks you back into the panties. When you're done with your hair and makeup, you discover a cute tennis dress on your bed which you put on. The skirt is so short, that any little motion exposes your crotch and your bare buns which are revealed in the cut-outs of the panties.

The vibrator resting over your clit an crotch goes off, full-blast.

"FUCK," you gasp. "I WANT TO SUCK HIS COCK!"

It's not stopping! You quickly finish putting on the long socks and sneakers and run out to the kitchen, where you discover Mrs. Chamberlain holding her finger down on her cell-phone screen. She releases it when she sees you, and the buzzing stops.

"There you are," she says, wickedly. "Now come, join us for lunch."


After lunch, it's time for Chase's practice sessions. This is done on the court where you are his assistant, running around and fetching tennis balls, keeping count of his practice repetitions, and reading off the next exercise from the typed sheet provided by his mother (in consultation with Chase's private coach, you find out later). Exercises are specific, like practicing drop-shots, back-hands, back-and-forth volleys, etc.

And, of course, after ever exercise is complete, you give him a kiss. At first it's just kisses on the lips, but then it gradually becomes more intimate. Kisses on his sweaty chest (HE SMELLS SO GOOD), then on his cock, on the inside of his thighs, and with your nose nestled into his buns.

And, of course, at random times you are constantly saying, "I want to suck your cock." Of course, you say this while staring directly in his eyes, and Chase absolutely LOVES IT.

By the time the exercise sessions are done, you are both so horny, you can barely stand it.

"What's next?" he asks.

"Nothing," you say, consulting the sheet. "It just says, 'give Chase his reward.'"

"What's that?" Chase asks.

You look up to the second story of the house, where you see Mrs. Chamberlain staring down at you as she works in her office. She sees you looking and sees that your complete with a question on your face. She holds her fist up to her mouth and then mimes a cock being sucked with her tongue pushing out her cheek.

"Oh!" you say, running over to Chase and kneeling down before him. "I get to suck your cock! For real this time!"

"Hell with that," Chase says, lifting you up. "We're fucking!"

But he quickly realizes that your panties won't budge.

"What the FUCK?" he says, ****.

"They're locked on," you explain. "And your mother has the key."

Chase looks at you, his eyes wild with desire. For a second you fear him -- it seems like he could strike you, or run upstairs to confront his mother -- **** seems just a moment away.

And so quickly, desperately, you drop down and pull off his shorts and jock strap and grasp his penis in your hand. It's already hard. He looks down at you with wild eyes. You look up, give the tip of his dick a deep, wet, kiss, and then say "I want to suck your cock."

And then you do, drawing it into your mouth as deep as you can, then applying as much suction as you can.

It doesn't take long. You give him your best blow-job, keeping your teeth away from his member, sucking him down as deep as you can and grasping and playing roughly with his balls.

"OH GOD, OH FUCK!!!" he screams, shooting his seed, holding your head and thrusting in and out of your mouth as you desperately try to hold on, his cum leaking out of your mouth in rivers and splotching down the front of your white tennis dress.

And he goes on and on, shooting for a second time, like a man possessed. You do your best to swallow, his sticky, salting splooge running down your throat and into your stomach.

And then you glance up and you see Mrs. Chamberlain staring at you from her second story window...

... smiling.

Do you stay, or do you call it quits and leave?

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