Author: Valerie

Chastity Dreams

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I’m a babysitter with a big dream. A goal, if you will. I long for a world where every cock, big or small, is locked in a chastity cage. I wish for a time when men are submissive and obedient. Their orgasms are not only controlled by women but so owned that no man could even attempt cumming without a female’s permission.

As a babysitter, I’ve been working hard to see that my dreams indeed become a reality. All those cute lil brats I sit for, every one of them gets their worthless dick locked up tight, and only I have the key!

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I got a call from Neil around lunchtime on Friday. He was whispering into the phone, and it was really difficult to understand what he was saying until finally he hissed, ” I had an accident. Can you bring me a pair of underwear? Please, Val!” I sighed heavily. The last thing I wanted to do on my Friday was go down to the school to give that naughty boy a pair of his briefs.

I’d been telling his Mother he needed to be in diapers 24/7 due to his reoccurring accidents. However, she said it was just a phase, and he would grow out of it. I wondered if he’d grow out of it a lot quicker if, instead of bringing him briefs, I brought him a pair of his babysitter’s panties.

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Are You Curious, Baby?

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“Um, Val?” you whisper as I tug the bedcovers up to your chin and begin to tuck you in. My soft hands smooth over your chest, folding the blankets against your sides. Why do you always become so curious at bedtime?

“Mmhm?” My head cocks to the side as I listen to whatever outstanding bedtime question you have for me tonight.

“What does it feel like to orgasm?”

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Plugging a Diaper Girl

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Tommy’s Mommy said he was a handful, but I know how to deal with unruly babies. As soon as his mom was gone, I told Tommy it was time for a diaper change. The naughty little thing ladies down for me, and I pulled off the saggy diaper he’d been wearing all day. Tommy started asking about what games we would play tonight, and I laughed.

Tommy wouldn’t want to play any game once the plugging began.

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Tricked Into Being A Footstool

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When it comes to babies and sissies, I’m always in control. However, I can’t help but submit to real men. James is a real man. My tummy wobbles, and my pussy melts whenever he’s around. His calm control makes me want to obey anything he says.

That’s how he tricked me into being his footstool for the evening. I came over expecting a fun submissive session. Maybe he spank me, flog me, or cane me a little and then fuck me till I was delirious, but I never imagined what he actually had planned.

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Diaper Sex

Posted 3 months ago by Valerie

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Sometimes, when I’m babysitting, I just can’t help getting turned on by nurturing such sweet things. It turns me on so much that sometimes, I bring diapers and bottles home to my boyfriend and ask him to play out scenarios I fantasize about when working.

Like last week, I came home from a weekend of changing diapers and loving on such a sweet pumpkin that I didn’t want the feeling to end. Jason got in later than normal, and when he saw the diaper on the coffee table, he knew what kind of night he was in for.

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Book Club Stinker

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Every Tuesday night, I host a book club at my house. Typically, it’s a little free because my dirty friends and I read some very spicy erotica. Definitely not for little ears, but this last Tuesday, one of the adult babies I sit for called crying. He was having a very hard day and just wanted to be around his Mommy. I reminded him that we wouldn’t be able to play because my friends would be over but that if he insisted on being close to me, I would diaper him, and we would play after book club.

He agreed and begged me not to tell my friend’s what a diaper bitch he was. Of course, I agreed to the promise without intending to keep it.

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Cucked By The Babysitter

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I’ve been Babysitting for the Petersons for as long as I can remember. Mr. Perterson is an average Dad. Kind of round about his middle, and he gets nervous around me. When I hug him, he blushes and quickly tries to cover his crotch. They are about to move away, and I’m sad I won’t get to sit for them anymore, but I thought, “What could be a good going away gift for Mr. Peterson?”

I called my friend Jeremy and asked if he’d like to help me get Mr. Peterson cucked by the babysitter as his going-away gift. He laughed and said he’d do anything for me (The case with most men in my life.)

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One of my favorite things in the world is to surprise a guy by grabbing his cock from behind. When you’re still soft, and you can feel my breath on your neck. My hand, flat, over your pants, stroking up and down. It’s such a thrill, especially when I know you’re going somewhere public soon.

I get to feel every second of your soft penis slowly filling, expanding. Oh god, the slow-growing is so damn sexy. I get to feel, in real-time, the tangible effects of my ministrations—the effects of my work. You continue to swell, like the ever-rising tide, and I am as powerful as the moon. It’s my favorite feeling when you become engorged slowly under my hand. I know that means what is filling your cock has left your brain, and I’m about to take control.

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Even when I babysit, I always sleep naked. I just can’t get comfortable to sleep if I’m twisted up in anything other than the sheets. Little Travie had been down for a good while when I decided to get undressed and climb into his parent’s bed. They would be out for the night; I didn’t see any harm in enjoying the king-sized bed all to myself instead of the bumpy day bed in their guest room.

I rolled to his Dad’s side and inhaled his pillow. God, the man smelled so good. I closed my eyes and then ground my bald little pussy into the sheets where he lays down every night as thoughts of his smile danced through my head. He’d never made a move on me, but every time I saw him, I wished that he would. Lost in the fantasy, I didn’t hear Travie come in until he was beside the bed. I pulled the sheets to my naked full breast. “What’s wrong, honey?” I tried to play it off like I hadn’t just been humping his Dad’s side of the bed. “Was it a nightmare?”

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