Daily Free-Write March 23, 2021

Continuation of March 22, 2020, “Diaper Training My Boyfriend Pt. 7”

“Thanks, Mama bear,” said Tommy.

“Aww, you’re welcome sweetheart,” Melinda replied, smiling at my beautiful adorable, very drunk boyfriend. When he reached for his pants, she pulled them away. “No, you can’t have your pants back. Look, they’re all wet!”

Tommy crossed his arms and pouted. “But I don’t want anyone to see me inna diaper, Mama bear. It’s too embarrassing.”

“But sweetie, you everyone’s already seen you in a diaper, haven’t they?”

“Well… yeah…” he said, reluctantly.

“Tell you what, why don’t we get you into a nice cozy-comfy bed for a little while to sleep it off. I’ll get you some water and you can rest until it’s time for Daddy to take you home. Sound good?”

He nodded his head. “Kay!”

She laughed softly. “You’re so cute, even when you’re drunk. Okay, baby bear, let’s go. Whoops,” she said, as she helped him off the table only for his legs to give out under him when his feet hit the floor.

“Okay, that’s not happening. Mama bear’s just gonna hafta carry you.”

One look at the guns under her rolled up sleeves told me that wouldn’t be a problem. After lugging around crates of wine and stacks of trays and dishes day after day, she had more than enough strength to overpower and carry bothof us to bed she really wanted to. Sure enough, she hoisted him up without so much as a grunt, having him wrap his legs around her waist as she supported his thickly diapered butt with one arm.

“I’ll be back,” she said to me. Then, she strode out of sight.

I stumbled back to the table where our glasses still sat, along with the remnants of the snack platter, and of course the puddle beneath Tommy’s seat. He had really soaked those pamps. I was getting hard just thinking about it. And the fact that Melinda had jumped in to help was just icing on the cake. She and Carter really were two of the coolest people I knew, and I felt lucky to have them on staff.

I began to clear off the table, but just ended up stumbling and dropping the platter to the floor. Carter showed up and helped when he saw what had happened.

“You just take it easy, boss. I’ll clear the table. I guess I went a little overboard with the wine tonight.” He had a pained smile, obviously feeling guilty for our state of inebriation.

He quickly cleared off the table and disappeared into the château. Moments later, Melinda strode out dusting her hands. She looked at me and opened her eyes wide for a second as she gave an exaggerated sigh. “Oh, that Carter… he is in so much trouble for feeding that little boy so much wine.”

I nodded. “Yes. Carter’s fault. All his doing!”

“And as for you, boss, or should I say Daddy? You’ve got some explaining to do yourself!”

I gulped. Her hands were on her hips. Never a good sign.

“W-w-well, what do you wanna know?” I asked.

“How about you start by explaining why he called you Daddy back there?”

“Well,” I began. “It’s a long story, but basically… we’ve incorporated his diapers into our relationship.”

“Uh huh,” she said, working her jaw as she took in this information. “You gave us the heads up about his diapers, but you never mentioned that part.”

“I didn’t think it would come up… I mean, I didn’t mean for it to go this far tonight…”

“Okay, hold up,” she said, holding up a hand. “Did you do this on purpose? If you take advantage of this poor boy, I swear, boss or no boss…”

“No!” I said. I honestly hadn’t. Well, at least I hadn’t planned on her being the one to change him. “Honest! I thought he would have enough protection to last him through most of the night, and I’d change him before we left. We both just got a little carried away.”

She didn’t look fully convinced.

“Uh. Huh. You oughtta go in a diaper too, with all the bullshit coming out of you right now.”

Shit. She had read me.

“Okay, okay,” I said, knowing when I was defeated. “I’ll admit I kinda planned for something like this to happen… but I thought I’d be sober enough to take care of him myself! I didn’t mean for you to get involved.”

“Yeah, well you clearly need help.”

“What are you-“

“I’m saying that he needs a mama bear to look after him when his Daddy is too busy, or too… incapacitated… to do so.”

I blinked in surprise.

“Well,  that’s actually something I wanted to talk to you about…”

“Sure, but first thing’s first, you are not driving home like that.”

“No, I figured I wouldn’t be after all that wine. I think Carter was going to give me a lift.”

“That’s all well and good, but that’s not what I meant,” she said, patting the diaper bag on her shoulder with a grin. I hadn’t even noticed it until then.

“Uh… what are you doing with that bag, Mel? Mel?”

She pushed her sleeves up higher and walked toward me.

“Hey now, I’m your boss.”

“You think that will stop me? You saw what happened to your boyfriend. Wouldn’t want you having an accident too.” She reached into the bag and pulled out another thick diaper as she drew near.

“Hey! C’mon now! Please! I already said I’d give you two a bonus and vacation hours if tonight went well!”

She shook her head and placed her hand on my shoulder. “Sorry, boss, but we need to set a good example for little Tommy. And after the little stunt you pulled, that poor boy shouldn’t be the only one going home with no pants. Maybe after this, you’ll think twice before playing these little games with your poor defenseless boyfriend.”

“I’ll- I’ll double your bonus!” I said, in one last desperate bid to escape total humiliation.

She stopped and appeared to think, tapping her chin. “With extra vacation time?”

“Yeah! Sure! Whatever you want!” I said.

“Whatever I want, huh? Alright… then here is what I want.”

I listened to her proposal and a grin spread across my face.

“Lady, you’ve got yourself a deal! By the way, do you like board games?”