Raw || March 07 - 2022

v1nz

One kick was enough?😈

Of your three “regular” babysitters, she was undoubtedly the nicest. She at least did the least to humiliate or tease you.

One babysitter used her time with you to let out her inner Domme. She was exceedingly strict and any disobedience, even if it was a miscommunication, resulted in punishment. And she was extremely creative with punishments.

Your other babysitter loved nothing more to tease and humiliate you. Whether it was inviting her friends over to taunt the “diaper boy,” or just spending the entire night in Gryffindor-colored bra and panties, with thigh-high Gryffindor socks, making you wish you were a man, she left you would be positively aching down there with insatiable arousal.

But she was different. She wasn’t mean. She didn’t tease you. And, for some reason, you weren’t sure if that made her the worst.

If someone made an audio recording of her time with you, they would be convinced she was babysitting a toddler. It drove you crazy. It was one thing to be bossed around or teased. At least those babysitters acknowledged you were an adult, even if you were just a diaper boy.

But not her. Nothing she did, nothing she said, ever made it seem like she knew you were an adult. It was so convincing, so authentic that you honestly weren’t sure if it was an act.

She had never broken character once in the last five years. You tried everything you could think of to prove you were an adult, to force her to recognize—even for a second—that you were actually an adult.

Your attempts rolled off her like water on a duck. As far as you could tell, you were a toddler to her. She never let you out of her sight, except for your naps and sleepy time of course.

You had absolutely no dignity around her. She dressed you as she wished, checked you when she wished, and changed you when she wished. She blew raspberries on your tummy like it was completely normal.

You watched educational baby cartoons on a non-stop loop. And she always, always encouraged you to answer along and was just so proud of you for getting the right answers.

And nothing entertained her more than having you sing along with her to your “favorite” songs. You could never convince her you didn’t love singing and dancing to Baby Shark in nothing but a short T-shirt and soggy diaper.

All this because your bladder stopped working like it used to. All this because your girlfriend couldn’t handle your diapers but couldn’t break up with you.

But as you hear “The Wheels on the Bus” play for the 100th time, you know you need to start dancing…

Your heart was pounding like a race horse as you anticipated meeting your domme, but the moment she began talking with her firm, soothing voice, you began calming down and succumbing into a comfortably submissive state

Quarantine Cucky (pt. 2)

After hours of teasing and having her mind melted I looked at my wife completely defeated and in a puddle at our bull’s feet. He sat back on the couch and smiled while sipping on his cocktail. I couldn’t help but feel a little “Now you understand 1/100th of what I’ve gone through.”

Our bull looked over at me sitting in my chair and said, “Your call, Cuck. Does she cum, or do you?” She looked over at me with a sharp glance. “How long has it been for you?” I sat there quietly for a second and muttered, “47 days.”

He took another sip while saying, “Ah shit...” she looked over at me again and our bull said, “Cuck, you have ten seconds or neither of you cum.” I looked at her in the eyes and I could see how much I was going to pay if I chose to cum, myself. I couldn’t help it. 47 days. I finally squeaked out, “... me...” He said, “What?!” I said a little louder, “Me, I want to cum.” She sat on her knees and put her hands on them and basically yelled, “FUCK.”

Our bull laughed and said, “Damn... bold Cuck, I’ll say.” He told my wife to get up. She was so sweaty and sexy... he told her to come over to me. Her key necklace was gleaming now more than ever. He told her to take off my cage and make me cum. She walked over and looked in my eyes as she grabbed my nuts hard. She then purses her lips as she got down on her knees to unlock me. It took her a minute to get my cage off and she wasn’t gentle. She pulled the whole thing off and then I felt a crushing grip on my balls. I crumbled to my knees. She whispered in my ear, “You asshole. This is going to hurt.”

She squeezes my nuts incredibly hard and I fell down to my hands and knees. She adjusted to where she was on her knees next to me and her one hand was gripping my balls from under my ass. She continually squeezed my nuts as her other hand gripped my cock hard and started ruthlessly jacking me off. The way she had me gripped I knew I couldn’t move to another position.

The crushing of my nuts and the brutal fashion that she was basically “milking” my dick was not exactly what I’d had in mind when I said, “yes.” I felt her grip on my balls getting tighter and tighter. I finally felt the point of no return approaching. I honestly wanted it to be over. I was so excited. 47 days and this was going to be glorious.

All of a sudden... I felt her right hand release my cock completely. I should’ve known this was coming but I didn’t even think about it. I didn’t think she’d gone far enough. I thought I’d be able to keep it from being ruined. She gripped my balls so tight I collapsed with my face in the carpet.

I felt it tip. My hopes of a glorious orgasm collapsed into a blubbering heap of a terrifically ruined orgasm. I started shaking and partially bucking due to the horrible sensation... her grip on my balls kept me grounded. All of a sudden it was like a faucet had been opened and load after load of cum came streaming out of my cock. I hadn’t realized Lindsey had put her right hand under my cock and it was largely flooding into her hand.

It finally stopped and I sat there on all fours wanting to cry. She leaned closer to my head and said loudly, “Next time, what do you say?!” “You... I’m sorry.” She pulled harder on my balls and said, “What?!” “YOU, MA’AM!!” She let go of my balls and put her hand full of my cum on my mouth. I instinctively opened to start licking and she smeared it all over my face and said, “Don’t wash it off.” She got up and went to wash her hands while our bull laughed his ass off. “Worth it, or nah?” I just sat there quietly. She finally returned with a drink for her and our bull. She sat down next to him and thought she’d be able to relax.

He guided her head down and said, “Show him how you treat a gentleman.” She gave him a slow and beautiful blowjob. My view was her ass and pussy up in the air and his hand on the back of her head bobbing it up and down on his cock. While this was happening he told me to move his stuff to the master bedroom. She stopped and looked at him. He said, “That’s right. That man you just destroyed talked me into staying for a couple of weeks and working from here.” She let out a little gleeful sound and gave him a huge hug. He smiled and hugged her before he guided her head back to his cock. I got up, knees still shaking, and went to move his stuff from where I hit it in the guest room to the master bedroom.

She was not permitted to cum the rest of the night but he did fuck her in bed but came out before she came... she again collapsed in frustration and they lied down next to each other in bed. He had me get up from the side of the bed and suck him until he came. I then cleaned off his cock and made my way to the guest room.

My poor Lindsey went to bed more sexually frustrated than she ever had been. But he did more than make up for it in the days to come.

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