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wittlesissybaby

wittlesissybaby

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The Boss' Baby - Epilogue

Author’s Note: I started this story over two years ago. It started out as a small little idea about a man that gets dominated, sissified, and cuckolded by his Boss. I thought it would be ...

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Meet the Parents - Chapter 2

“What about your Step-Dad?” Phil asked as he attempted to fix and reapply his lipstick. It had gotten a bit smeared when Jan was grinding on his face earlier. “Will he be at dinner?”

...

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Teddy Time (Custom Caption)

As Teddy sat and played with his toys, gently sucking his paci, he reflected on his day. He had gotten all his chores done–well, the ones he was still allowed to do for his ‘age’. He spent th...

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What's Your Favorite Phrase For "Making a Dirty Diaper"

Just for fun, just to see what you think.

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Go Ask Alex Collection 2


Day 3

Day 3 of sobriety is always the hardest. I get itchy, I get...

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Feels like the First Time


“So have you ever done this before?” I asked.

“Well...I have…” Emma replied ...

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Discussion Time

As I've begun to get more acquainted with you guys and fielded some of the things you like/dislike when it comes to captions and story content, I've gotten the impression that something a lot of yo...

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Sorority Boys - Chapter 1 - The Panty Raid


The mission was simple: infiltrate the Theta Iota Theta sorority and get out with a pair of ...

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Go Ask Alex (Collection 1)

Day 1

They told me I had to write in this stupid journal every day. Somethin...

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Practice Makes Perfect


“Can I stop now?” I asked. Gasping for breath.

“Did I say you could stop?” She...

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Meet the Parents

Jan pulled up in front of the estate. It was a nice, secluded house that had its own dirt road and whit...

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Introducing the New Golden Goodnite Tier!!

I'm happy to announce that my Patreon will now offer a new Gold Tier Package! Subscribers to this tier ...

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You Should Smile More


It was a crowded club on a Saturday night. The music was blaring. A little too loud and a li...

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Weekend Services (Day 2)


I don’t know of any better way to start the day than to be awoken to the feel of your morn...

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DREAMS Daycare

I pulled the Range Rover up to the roundabout behind the line of cars. I put the car in park and pulled...

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The Boss' Baby Part 15 - Pressing Matters


“Wahhhh!! Ahhh!! Ahhhh!!” The baby cried. Amy rushed down the hall and into the baby’s...

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Monitored

 


We collapsed on the bed. Panting heavily. Our naked bodies glistening with sweat.

<...

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Weekend Services - Day 1


The knock finally came.

I had been pacing back and forth ever since he texted “omw...

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The Boss’ Baby - Part 14 Desperation


1...2...3…

Jesus, how many times did they do it last night?! I contemplated...

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Road Trip


We were barreling down the highway at 75 mph. It was a flat, open stretch of land somewhere ...

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The Boss’ Baby - Part 13 Dinner


I was sucking and licking every part of his cock. Head, shaft, balls, the space between, and...

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Play Date

The door...

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The Boss’ Baby Part 12 - The Night Out


“Enjoying your cartoons baby?” Amy asked. Kneeling down next to me and smiling.

I ...

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The Hunt - Chapter 1


“Come on, man! It’ll be fun!” Chris had said. “Just a week away from it all. Out in ...

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The Boss’ Baby Part 11 - The Replacement


“Hi honey!” Amy said as she came through the door to the house, carrying several large s...

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What do you like to see the MOST in stories?

Hey guys! Please answer the question below. I'm curious to see what you want to see the most of in my stories so I can make them better for you! Feel free to elaborate in the comments below! I love...

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The Boss' Baby Part 10 - Office Christmas Party


It wasn’t held in our office building. The company spared no expense as they rented out th...

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The Baby Shower


“Did you remember to get the diapers?” she asked.

“I did.” I said, “I didn...

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The Boss’ Baby Part 9 - The Shift


You know how when someone tells you not to think about something, that something immediately...

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Sniper Diaper


Attention: 5 squads remaining. Came the announcer's voice.

“I’ve got ...

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