(Note: I had posted a version of this story earlier and was suprised to find it was reported for violating the rules. After being reviewed by the staff, it was determined to be within the rules and I was given permission to post it again. However, I had already re-written a cleaner and somewhat double-entendre version, which you see here. Since I have it I’ll post it, both because its reviewed more and out of respect for people who may have been upset by the original. If you wish to see the original, ask and I’ll post a link, though I think the extra parts are fairly clear from what happens here. Also, as always, any comments or critiques are appreciated.)


The sissy squirmed as his bottom was spanked by his daddy. Tears were streaming down his face as he grasped tightly onto his teddy bear for comfort, and only his pacifier keeping him from calling out. His diaper was pulled down to his knees and his skirt lay on the ground, leaving his bare skin open to the harsh smacks. His daddy took his time, spanking him again and again until he was satisfied the sissy had learned his lesson.

He stopped and rested his hand on the sissy’s bright red bottom, feeling the new found warmth comming off of it.

“Now little Nathaniel, did you learn your lesson?”

The sissy squrimed and looked at him through tear soaked eye lids. He didn’t answer and kept suckling his pacifier, knowing the trick.

His daddy patted his upturned bottom. “Good baby,” he said. He removed the pacifier and asked again, “did you learn your lesson?”

“Yes daddy,” he sniffed.

“What did you learn?”

“I learned not to deny to mommy or daddy that I’m a sissy baby.”

“Exactly right.” He began absent mindedly stroking and patting the sissy boy’s bottom, making him moan. “Now, remember when you came here. You played with your mommy, being her little baby, pretending to be a boy…”

The sissy groaned and the word “pretending.”

The sissy’s ‘daddy’ began speaking in an overly sweat, mocking tone. “But then she tried putting her baby in a skirt. She’s told me how you whined and complained that you were a boy, and how you didn’t want to do that… and how hard you became the second you were in pink. Remember?”

He nodded.

“It wasn’t long after until you were always in your pretty pink skirts, always a little sissy, and always loving it. But you still complained, didn’t you? Were you a naughty little liar to your mommy?” He spanked him hard.

Nathaniel yelped. “YES DADDY!”

“And whats more… I bet you never expected to be subby to a daddy, did you?”

“No daddy…”

“But the little sissy saw all the big strong men, and mommy saw how he stared… and it wasn’t long until you were in the lap of your first male babysitter, crying in humiliation, and beging for more, wasn’t it?” He spanked him again, and Nathaniel shouted.

“Yes Daddy!”

“And then you asked for something you never thought you would, to please a daddy, didn’t you?”

He blushed deeply. “Yes daddy.”

“Good baby. And yet it still seems you deny it sometimes, don’t you? Like you did to mommy and me earlier?”

“Yes daddy.”

“Was that a lie? Was that a naughty little lie?” Another spank, another yelp.

He nodded. “Yes daddy!”

“Then beg me for it. Beg to be a little sissy in pink dresses, bending over and kneeling down to please me. Tell me how much you love it.”

“Oh god daddy please no…”

He spanked him, harder then before. “NOW!”

“OW! PLease daddy! I want to be a little sissy in pink dresses, bending and kneeling to please you! I love it I love it!”

“Good. Then I have a reward for my sissy. Stand up.” He helped Nathaniel to his feet. He then reached over and pulled up the sissy’s diaper, straigtening it out.

“Now. Pick up your skirt and put it on.”

He looked at the skirt and back at his daddy. “But… Daddy?” Normally he was forced into his fetish clothes, not asked to put them on himself.

“Do it yourself. If you want it, that is. I don’t want any way for my little sissy to pretend we made him do it.”

Nathaniel glared, but reached down and pulled up the skirt.

Nathaniel was now dressed head to toe in fetish wear. Almost everything he wore was pink and was designed to drive home his feminine and infantile state. Around his waist was a flouncing skirt that was short enough to leave his patterned diapers visible. Underneath it were long, pale stockings that went to his knees and were tied in bows, then Mary Jane shoes. Above it was a pink shirt he tucked into his skirt, a bonnet, and his pacifier. Though he was still clearly male, his hair had grown long, and the clothes were cut to fit his thin stature.

Jordan, his ‘daddy,’ on the other hand, was far broader, and wearing only shorts and a t shirt. The contrast between the muscular sitting man and the thinner one in the skirt was clear.

Jordan patted his lap. “Sit down sweetheart.”

Nathanil sat down gingerly, then whined and squirmed as he rested on his aching bottom.

“Oh hush up, your diapers are more then thick enough for cushioning,” Jordan said. “Now, for your reward. And remember, you can stop this anytime you want”

He picked up a bottle of white frothy liquid and brought it to Nathaniel’s lips. Nathaniel looked at him suspiciously, then began to drink the bottle of milk.

A moment later Nathaniel gagged. “Keep drinking sweetheart,” Jordan said sternly. “And yes, that is exactly what you think it is.”

Nathaniel whined but kept drinking. The bottle tip was thin, and the liquid came out slowly, forcing him to taste each drop.

“Like that? Hows the taste? This was ordered online. I bet you didn’t know they sold stuff like it, eh?” Jordan said. Nathaniel cringed and kept drinking. “It comes other doms and real men, intended for little sissies like you. Its to prove you’ll do anything we want, even drinking something you clearly aren’t enjoying. It of course has some ‘fun’ stuff to help you fill your diapers.” Nathaniel groaned loadly at the last part, but kept drinking.

“I want you to know that this is your place. Look at you, a grown man dressed like a little girl in diapers, suckling a bottle in your daddy’s lap. Longing to be in pretty pink skirts and getting taken care of and spanked. Pathetic. But you love it, don’t you?”

Nathaniel nodded between gulps. He squeezed his eyes shut and had to fight back gags from the salty taste.

“And now you’re drinking this just because I told you to. We both know you hate the taste. We both know you could leave if you really wanted to. But we also both know that you won’t, don’t we? You love this more then anything?”

Nathaniel didn’t respond, and Jordan slowly reached down to his waste, lifted up his skirt and put a hand on the front of his diaper. He crinkled the plastic padding in his hand. Nathaniel gasped.

“Oh no? Sure seems like youre enjoying it.”

Nathaniel whimpered and pushed himself into his daddy’s hand.

Jordan laughed. “Oh ho look at you. Really loving it. Love the feeling of your pretty pink diapers, nice and soft against you? Admit it, sissy. Admit you love being humiliated or I’ll stop.”

Nathaniel nodded vigerously.

“Good baby.”

Nathaniel began to cuddle more into his daddy’s lap. He pushed the padding of his diaper as hard against Jordan as he could. He wiggled his diaper almost instinctively, moving his bottom back and forth in his daddy’s lap as he’d been taught to do.

Jordan smiled. 'Very good baby."

The bottle was almost done. Nathaniel still struggled to drink each drop, chocing and gagging at the taste.

“Keep going little one, almost there. Baby isn’t going to be able to wet his diaper unless he finishes his bottle!” He spoke in a high, teasing voice. “And remember, that is filled with a nice laxative, so finishing means your going to be in a VERY full and VERY stinky diaper soon, and we’re going to keep you in it ALLLLLLL night. Sound fun?”

Nathaniel whimpered and shook his head.

“Oh no?”

Jordan pressed down on his diaper, and Nathaniel began nodding again. He luxuriated in the feeling of the plastic padding and the humiliation of being forced to wear it. “Mmm hmm! Mmmm hmm!” he groaned, wordlessly begging for the punishment his daddy had promised.

“Now, you want to add something else to your pwetty widdle diapies?” Jordan asked.


“Finish the bottle and I might let you.” He rubbed slower, keeping Nathaniel on the edge.

Nathaniel sucked as hard as he could and tried to drink faster, resisting the urge to gag as he swallowed it all. Jordan kept rubbing his diaper slowly.

Finally the bottle was finished, and he moved it away.

“Oh god daddy!” Nathaniel shouted. "Please! Please let me!

“Let you what? Let you be my little sissy forever? Let you please your daddy? Let you fill your little diapies?”

“Yes daddy please I want it all! To be your sissy, to please you, to fill my diapers!”

“Good. And you’ll never play pretend at being a man again?”

“No daddy! Never! I’m not! I can’t be!”

“Good. And you know that even though you’re going to wet your diapers now, you’ll still have to please your daddy, you’ll still have to be a little diapered sissy, and you’ll still spend the night in a messy diaper even when you’re bored and all the fun is gone?”

Nathaniel was sobbing in desperation. “Yes daddy.”

“And you know this will prove how much you love being a little sissy in diapers, and how you’ll only ever wet in your diapers from now on?”

Tears streamed down his face. “Yes daddy!”

“Good baby. Then wet yourself.” He pushed his hand into the padding to feel him do it. Nathaniel gasped, convulsed, and lay shuddering on his lap.

Jordan let him rest for a moment, smiling down at him. He then gently picked him up and cradled him in his lap. He began rocking him.

“Good baby. Good baby. Good sissy. You did well little one, you really did,” he said in a soft voice.

Nathaniel’s eyes opened. “Daddy?” he said questioningly.

“Shhh…” Jordan said. “You were a good little sissy.” He bent down and kissed Nathaniel on the forehead. He stroked his hair and back as Nathaniel became more and more awake. When Jordan was satisfied he was rested enough, he sat up straighter and hugged him. “Now, go rinse your mouth out,” he said louder. “Then you’ll come back and finish pleasing your daddy. When you’re done, we’ll give you a nice hot bath, and maybe some cookies if you’re good, ok? How’s that sound?”

Nathaniel smiled. “Good, daddy.”

“Good, then go.” He stood Nathaniel up, patted his bottom, and sent him on his way.