Daily Free-Write May 18, 2021: Diaper Training my Boyfriend Pt. 14

Note: This is the final chapter of DIaper Training my Boyfriend, but there is a possibility of a spin-off, which is hinted at in the end. Let me know what you thought of the story in the comments!

CW: spanking, cbt

Continuation of May 17, 2021 "Diaper Training my Boyfriend Pt. 13"

Pt. 1 Pt. 2 Pt. 3 Pt. 4 Pt. 5 Pt. 6 Pt. 7 Pt. 8 Pt. 9 Pt. 10 Pt. 11 Pt. 12 Pt. 13 

"Why do you need to be spanked, Tommy?" I asked again. "Tell your Mama Bears all about it."

"You c-c-c-can't be serious!" he said, looking frantically from me to the three women watching us. "Cyrus! I..."

"That's the first problem," I said. "You know what you're supposed to call me. Go on then, spit it out..."

"But I- I- I- ...But I-"

I raised my hand and he gulped.

"D-daddy," he said, squeezing his eyes shut. "I'm supposed to call you Daddy."

"That's right, baby boy. And what else?"

He looked at me with his puppy dog eyes but answered anyway once he saw it wasn't working, his cheeks as red as two glowing coals. "No complaining and no disobeying the grown ups..."

"Including?" I asked, pointing to myself.

"Including Daddy...." I then pointed to Melinda, Nia, and Cassi. "And my... M... M-Momma B-Bears," he sputtered, almost unable to say it due to sheer embarrassment.

"And do you remember the conversation we had this morning baby boy?"

"I sure do," said Nia, causing Tommy to hide his face in his hands and shake his head.

"I can't believe this is happening..."

"Believe it, baby boy," said Cassie, stepping forward. "You clearly need it."

"Sorry, baby bear, but she's right," added Melinda. "I changed your diapers the other night because you weren't able to do it yourself.{

"But I..."

"The conversation, my dear boy," I said. "Where I said we would not have this conversation again. Where you agreed to be my baby boy unconditionally... and agreed that if you tried to weasel out of this again, what would happen?"

"You'd...." he huffed as if he himself couldn't believe he was saying it. "You'd spank it out of me."

"That's right, baby boy," I said. "And what kind of Daddy would I be if I allowed my little boy to go back on his promises and make a liar out of himself? And me?"

"N-not a very good one.... I guess..." he whimpered.

"That's right. Very good, baby Tommy. You're so smart. So what's gonna happen now is I and every Momma bear you disrespected (which is all of them) are going to spank that little hiney until baby learns his lesson. And you are going to lie there and take it like a good little boy. Do I make myself clear?"

He nodded, too terrified to do anything else. I shushed him and guided him over my lap and pulled down the back of his diaper. "Just remember, baby boy. This is for your own good."

*SMACK* *SMACK* *SMACK*

He howled at the first strike, and by the fifth, he was actually struggling. But I let it slide and passed him off to the strongest of all of us, Melinda. I figured if anyone could subdue him and soften him up for the rest of us, she could.

"Sorry, baby bear," said Melinda as he was passed off to her. "Sometimes momma bear has to lay down the law. Even for adorable little baby bears like you."

*SMACK* *SMACK* *SMACK*

He was flat out bawling at this point. But it wasn't over yet. Nia came next. She was quite strong herself, but she started off with a gentle touch holding and rocking the distraught boy until he calmed down enough.

"Can you be a big boy for your Auntie Nia and take our smacks? I'll only give you three if you cooperate."

He sniffled and nodded, and she gave him a hug before giving him her spanks and she gave him a hug after. He even thanked her, which just proved what a subby little boy he was.

Finally was the petite and sweet Cassie, who had a mean looking heart crop in her hand and an evil gleam in her eye.

"Little Tommy," she said in a sweet, high, and disappointed voice. "I'm not doing this to be mean. In fact, I think the fastest and least painful way for you to learn is to make sure you never ever make the same mistake twice."

"I-I-I won't. I promise! Please!"

"Oh, I know you won't, little Tommy. I'm about to make sure of it." She sat down and patter her lap. "Come one, little Tommy. Crawl to me."

He was forced to crawl across the bed and lay over her lap for his own spanking.

"Now you can take 10 regular spanks, or just three extra special spanks. But I warn you, the three will hurt more."

Tommy immediately asked for the three.

"Okay, little boy. You asked for it. Just remember, if you do everything I say as soon as I say it, you won't ever have to experience this again."

He nodded, shivering as he braced himself. Then she told him to spread his legs apart. He obeyed. He gasped when he felt the crop come to rest against his sack.

"NO WAI-" *THWAP* "AIEEEEEEE!!!"

His screams filled the room and I winced involuntarily, appreciating that particular pain the way only another testicle-owning person could.

"Spread your legs, Tommy," she said.

"N-n-n-no! I c-c-c-can't!"

"Spread them now, or else you get three more special spanks," she sang. She was evil. Even I was scared. He tremblingly obeyed for two more smacks to the testicles.

*THWAP* *THWAP*

He was left a blubbering mess, but with three loving Momma bears converging on him, he was soon smothered in more love than he knew what to do with, and he was soon brought down back to earth, and to a more calm and coherent state of mind.

"What do we say to your Mama Bears for helping you learn this valuable lesson, little Tommy?"

"Th-thank you," he squeaked, utterly humiliated as I made him thank them all for spanking him and teaching him how to be a good baby.

"Diapers are in the closet ladies. I'll leave the rest to you. Oh, and you might want to hold off on Mr. Buzz Buzz for a little while... just... trust me. I think even I'm going to be walking funny for a minute."

I went downstairs and gave the ladies the chance to do their part. It wasn't easy, since I was used to being in control, but I knew it was the best thing for them and Tommy to cement that relationship. Our little family was growing. And although I knew there would be tears, it looked like with their help we would be quickly past that stage and Tommy would come to accept his new life.

Tommy was soon back on the couch nursing his bottle as before in the care of his Mama Bears. All he had on was a Caring Bears shirt. His new diaper was clearly visible because of the no pants rule and already showing the results because of it. Especially since they had chosen a diaper with a faint yellow indicator strip that turned bright blue at the first sign of moisture. One by one the guests arrived, and Tommy squirmed and writhed but he was held in place, unable to squirm away and hide his baby lifestyle due to Melinda's strong grip.

"Shhhh... there, there." Melinda gave the front of his diaper a little squeeze as she held the bottle in his mouth to muffle his protests, and soon he returned to nursing on the bottle. "…That’s a good boy, baby bear..."

Everyone had, of course, been forewarned, and nobody backed out of the game. Whether because they accepted this change in roles, or because of sheer morbid curiosity. Everyone showed up, some fussing over how cute Tommy was and others ignoring him completely. Ultimately, once the games started, Tommy's dorky charm came through, and things began to click into place into their normal game-night rhythm, well, with a few exceptions.

For one, no one could agree who got to hold Tommy, so he was passed from lap to lap and allowed to help people with their moves and pieces. He whined at first but when Cassie told him he would be playing baby games on the carpet while everyone else played adult games, that shut him up real quick. Soon, he was making clever remarks and silly faces that had people laughing like normal (and sometimes awwing).

Between games, he was checked. It wasn't that hard to see how wet he was; the growing bright blue strip was clearly visible across the room. But he was like a new baby to the Mama Bears and just as exciting to most of us so when he was checked, it triggered an avalanche where almost everyone had to check themselves 'just to be sure'.

On the second check, everyone agreed that it was definitely time for a change.

"Right here on the carpet?!" Tommy squeaked, realizing that he wasn't going to be changed in the privacy of the bedroom anymore.

"Baby boys don't get to be modest," said Nia. "I don't think anyone else has a problem with it, do you?"

She looked over to the rest of us and we all shook our heads no.

"I'll help!"

"Me too!"

Ultimately, even our friends who hadn't volunteered to help ended up gravitating toward Tommy, not wanting to miss out on what was happening on the living room floor.

"Oh wow, it's so tiny!" said Percy.

"Toldja he was a baby," said Cassie. "He even makes stickies like a baby."

"N-noooooo," he whined, but he was immediately shushed.

"The grownups are talking, sweetie," I said. "Sorry, Cassie, what were you saying?"

"Oh yeah, right into his diapers every time. It's so cute!"

Everyone laughed, and several people wanted to see, so with much wheedling, I was persuaded to allow them to demo with Mr. Buzz Buzz.

"Okay, okay. I suppose his balls are feeling a little better now. You can give him one. But that's it. And this is for educational purposes only."

Poor Tommy was made to lay there as Cassie brought out her favorite toy to show everyone how a diaper baby cums. "See? He's almost there already."

Tommy was soon brought to an adorable panting mewling climax as Cassie gushed about just how cute his little panting orgasm sounds were. She wasn't wrong, either, though some of the spectators were clearly more in the 'turned-on' camp like I was.

After that, the game part of game night was pretty much shot, and we all retired to the couches to snack and chat. Obviously, the topic of the night was Tommy, and everyone had their two cents.

"You know," said Cassie, "Bonobo females are known to ambush aggressive males and get them to cum to curb their aggression. I think the same idea applies to fussy little guys like Tommy..."

"I had to change this little gremlin the other night," said Melinda. "He had the cutest diapers... you know the ones, Tommy, the ones with the baby animals? I didn't see a man that night, just a cute little baby bear. Yes, I did, and it was adorable. Mama Bear said so, so deal with it!"

"These two are adorable together," said Nia. "I swear, Cyrus has a fan club at the store, though. Hey, if you need a boyfriend that isn't a baby, I could help set you up Cyrus." She gave me a wink as he glared at her.

From then on, game night continued with the new normal. No one could deny just how cute Tommy was as his baby self and as time went on, Tommy was transitioned to baby clothes and more babyish things appeared in the apartment, including his very own playpen. Soon, he ceased being embarrassed and got used to his role as my adorable baby boy. Once that happened, he was very happy, although I took plenty of opportunities to make him blush when I coud.

Tommy even got a new playmate in the form of Jay-Jay, who had taken me up on my offer and contacted the man on the business card I had given him. But that's a story for another day.