Weekend Services - Day 3

My breakfast was waiting on the bedside table again when I woke up, but the sissy was nowhere to be found. I ate my biscuits and gravy while I contemplated where he might be. Did he leave? I thought as I chewed my bacon. Did I scare him away last night with the threat of outting him to his girlfriend? But then I heard clanking in the kitchen. I breathed a sigh of relief as I finished up my last bite of eggs.

The sissy was in his skimpy maid outfit with a pair of pumps clanking on the tile floor. His rubber gloves were buried in the soapy sink as he washed the dishes from breakfast. I added my plate to the pile, noting he didn’t already have a plate of his own.

I placed a hand on the small of his back and, for the first time this weekend, he recoiled at my touch.

“Everything okay?” I asked.

He nodded meekly. Like there was something bothering him that he didn’t want to say.

“What is it?” I questioned, “Is it about last night?”

He looked at me quizzically, like he was trying to figure out what I was referring to. Then the recollection flashed across his face, he smirked a bit, then shrugged, shaking his head.

Okay so it wasn’t that. “Then what is it?” I beckoned, “are you over this? Do you not want to play anymore?”

His eyes got real wide and he shook his head back and forth frantically. “No Daddy! I do!” He squeaked, speaking up for the first time, “I really do! It’s just…”

He crooked his head to the side and nodded backwards, like he was referring to something behind him.

I got the hint. He wanted me to fuck his ass again. Something I had neglected the night before.

So I bent him over the sink. Roughly. Hard enough to make him squeak and pant excitedly, but not so hard as to hurt him. I could feel myself growing inside my pants. I hiked his skirt with one hand and used the other on my zipper, and that’s when the stench hit.

The jolting of his body must have cracked whatever shell was keeping the smell in his diaper in tact. As soon as I sniffed the air loudly he burst into tears.

“I’m sorry, Daddy!! I’m sorry!! I couldn’t hold it!!” He cried. “I was going to change myself before you got up, but I didn’t want to do it without your permission!!”

His knees quivered in fear and trepidation. Like he was afraid I would be disappointed, or he was disappointed in himself.

“Please.” He begged, turning around to face me with those glazey doe-eyes, “please let me go get cleaned up. I want you to fuck me. I need you to fuck me! Please!”

He looked so pathetic, biting his bottom lip and clenching his legs together. This weekend must have been hard on him. Getting to live out one of his biggest fantasies, but having his little clitty caged the whole time. Other than a tiny bit of leakage, he hadn’t gotten relief the entire duration. His little balls were probably swollen and blue, and I wanted to keep it that way.

“No. You’re not changing just yet.” I said, and watched his face droop in disappointment. He probably wanted to cry, to beg and plead some more, but he just nodded. “You do look hungry though,” I said, lifting his chin. “Did you have breakfast this morning?”

“Not yet, sir, honest!” He squeaked, drying his tears and sniffling. “I was just going to have some kibble—”

I pressed a finger across his lips to silence him.

“Nonsense.” I said, “you made me breakfast every morning, so I think it’s time I gave you breakfast that Daddy made…”

He looked at me bewildered for a second, then saw me indicate my dick that was now through the zipper of my pants, and understanding washed over him.

“Of course, Daddy…” he whimpered, trying to mask his dismay.

He dropped to his knees in his dirty diaper.

With my dick in his face, his pity changed to intrigue. Like he was mesmerized by my cock and was lured right in. He took it in his mouth hungrily, wrapping his painted lips around it, moaning softly as he started sucking.

He took me deep, looking up at me through his fake lashes, batting them at me with my cock down his throat and barely choking or gagging. He came up for air, then buried it deep again. Bobbing back and forth, sucking and slurping. His diaper crinkling softly as he shifted on his knees. I ignored the smell, knowing it was humiliating for him, and focused on how great his mouth felt.

The little bitch really was great at sucking cock. Especially for never having sucked a real one until this weekend. All that practice I made him do on those dildos really paid off.

He was “mmm” “mmm” “mmming” on my dick like a little pornstar. I listened to him sputter while I grabbed his ears and fucked his face. My balls were wet from his drool as they bounced against his chin. His “mmm’s” changed to “gluck gluck gluck’s” and he was tensing his legs and pressing them together while my dick slid in and out of his throat. He must have been in agony inside that cage, but that was what he deserved. He was my plaything, and I was the only one who would get to cum.

And cum I did. I grunted and groaned as the first shot of jizz hit the back of his throat. He sputtered, but recovered. Enough to allow me to continue pumping my warm seed into his mouth. It felt like several seconds before I was finally done. He sat there with my cock in his mouth, sucking out any remaining juices before pulling it out, opening wide to show me the puddle of protein, then gulping it down.

“Thanks for breakfast, Daddy” he smiled.

I chuckled as I put my cock back in my pants and zipped up. I said nothing more, leaving the room and leaving him on the floor.

“C-can I go change my diaper, Daddy?” He called.

I rummaged through my video equipment by my desk until I found what I was looking for. “No,” I said simply when he crawled in.

“Are you gonna make me stay in it all day?” He asked, voice quivering.

“No.” I said again. I checked the settings on the GoPro in my hands, setting it to video mode and hitting the ‘record’ button. I reached down between his cleavage and attached it to the hem of his outfit where his breasts would be.

“What are you doing?” He was genuinely confused, this was probably the first time the whole weekend I was doing something we hadn’t previously discussed.

“I’m not changing your diaper,” I told him, but that probably wasn’t a surprise by now, “and you are not changing your diaper.”

“Wh-who is, then?” He whimpered.

“I don’t know,” I replied, shrugging. “Depends on who in this apartment complex is willing to do so…”

He stared up at me in a mixture of shock and disbelief. His mouth agape.

“You’re going to go around knocking on doors,” I explained, “and you will ask anyone that answers if they will change your diaper. There’s a group of four girls above me, maybe they’ll be interested!”

He tried to protest, tried to plead, but I gently grabbed him by the arm, lifted him, and steered him to my door. He was starting to sniffle and cry as I shoved the diaper bag in his arms and pushed him through the threshold, but I ignored him. I knew he had a thing for public humiliation, even if he didn’t want to necessarily face the reality of it. But that was too bad, because before he could say another word I slammed the door in his face and locked it tight.

******

He came back 3 hours later in tears. Even his knock at the door sounded defeated. His diaper was drooping heavily now, and his face was flushed with sweat and shame.

I tried not to smirk as I removed the camera from his cleavage, but I couldn’t help it. The sissy continued to hang his head while I plugged the camera into my computer and pulled up the footage.

It started off a little shaky. Like it was vibrating from the sissy trembling so much. I could hear his breathing and even the thumping of his heart against the camera. The sissy’s first attempt was in the room right across from me. She reached up with a tentative hand and rapped at the door.

Mrs. Heckles, a woman in her mid-50’s opened the door, her eyes immediately going wide.

“H-hi…i was w-wondering if…” but before the the sissy could say another word the door slammed in his face.

And so it went for the next few doors. People either didn’t answer, slammed it shut as soon as they did, or hollered through the peephole “get lost, freak!”

One man actually did answer the door, and didn’t slam it immediately after. “Ohhh, well don’t you look pretty…” he said. Stepping out of his apartment to walk around and inspect the sissy. The sissy quivered as I guess a hand was placed on her shoulders, and the man creepily whispered into her ear, “what’s a pretty thing like you doing around here?”

“I…i uh…need a d-diaper change…”

“A diaper?!” He asked incredulously, leaning forward and lifting up the sissy’s skirt without asking. He sniffed, turning up his nose. But his creepy smile remained. “Well…maybe I could help you with that if you…help me out.” He winked, reaching between the sissy’s legs. His expression changed as soon as he grabbed the diapered crotch.

“What is…” he said, peeking into the diaper. “Are you…a boy?!” His face turned red, a mixture of rage and repulse. “Get the fuck out of here you…you creep!” He said just before strutting back into his apartment and slamming the door.

The sissy’s sniffles could be heard as she ascended the stairs. Her heels clanking on the concrete.

The next door she knocked on was the girl’s room above me. Vanessa (I think is her name) answered the door. Her lips could not contain the laugh that burst out. “Girls! Come quick!” She called.

There was bustling from inside as three other girls joined the first in the doorway. They were all about college age. Maybe older.

“Oh my! What do we have here?” One of them giggled.

“Our very own maid service??”

“Good! The place could use a good scrubbing!”

“Ya’ll I think…I think she’s wearing a diaper…”

They gasped collectively. One came up and lifted the sissy’s skirt, leaning back as the smell hit her in the face. “Ooof, a dirty diaper, at that!”

One of them was brave enough to peek inside. Squealing at the sight and frantically fanning her face with her hands at the stench, running back over to the group for “safety”.

“It’s a boy, too!” Another one said, indicating the tiny bulge at the front.

“Wow! Someone is really good at doing their makeup!”

“Of course it’s a guy, no woman would wear such a tacky outfit.”

“He just wants to go around and clean while looking sexy, that’s all. Right, freak?”

The sissy must have nodded his head. “Yea—erm—yes. But I also need my diaper changed…”

The girls looked at him for a long while. “Tell you what,” one of them said, “if you clean our apartment top to bottom, we’ll change you.”

They pushed the door open and parted a path for the sissy to walk through and into the living space.

“Vacuum is here, mop and duster over there.” They explained. “Don’t use the Mr. Clean on the wood, the alcohol strips the varnish.”

The next hour or so of footage was rather uninteresting, just a first person perspective of household chores. The only interesting bits were when the girls would tease him. Coming up next to him to take selfies for their Insta. Following behind him with air freshener because he was “stinking up the place”.

“Don’t go stealing any of my panties, maid!” One girl said as he entered their room. “I know how you sissy bois can be! I have a brother who’s like you, I had panties go ‘missing’ all the time in high school!”

When it was finally finished and everything was done to their satisfaction, the sissy stood there awkwardly.

“C-can I have my diaper ch-changed now?”

The girls looked around at each other on the couch. As if just now thinking about it.

“Who wants to be the one to do it?”

“Psshh! Not me!”

“No way!”

“Absolutely not!”

“Well someone has to!”

“Do we, though? I mean…what is he gonna do? Report us? Call the police? Haha! Yes, hello, 911? I’m a grown-ass man dressed like a french maid and I can’t get these girls to change my messy diaper…”

“But we told him we would…”

“Then you do it, Chloe!”

The girl screwed up her face, like she immediately regretted saying anything. She sighed, nodding to the sissy. “Lay down.”

The camera shook and crackled as the sissy clambered to the floor eagerly. The diaper was probably nice and ripe at that point. Chloe sighed again as she knelt in between his legs, taking the diaper bag he handed to her.

The other girls crowded around, keeping their distance, but making sure to have a good view with their cameras.

Chloe gathered the necessary supplies from the bag: wipes, powder, and a fresh diaper. She also brushed her hand against one of his dildos.

“Oh my!” She gasped, pulling out the big 8-inch dildo. The girls cackled and clapped, then shrieked when Chloe tossed it at them.

Once they settled down Chloe turned back to the task at hand. She cringed noticeably as she began pulling off the tapes, like they were nails on a chalkboard to her.

She grasped the front of the soggy diaper, taking one last gulp of fresh air before pulling it open. When the full, unobstructed smell punched her in the face, she brought two fingers to her nose instantly. Using her other hand in an attempt to waft away the smell.

The girls further away started laughing at the chastity cage.

“What is that?”

“I guess it keeps him from masturbating…”

“But why would he do that to himself?! Isn’t the point of him dressing like this so he can…?”

“I dunno, ask him!”

They all looked at the sissy in silence, awaiting answers expectantly.

“M-my Master makes me wear it…” the sissy croaked.

“Ohhoho he does?”

“What else does he make you do?”

“Play with a big dick, obviously…” one of them said, indicating the dildo on the floor.

“Or maybe he’s practicing. Is that it? Do you practice on the dildo so you can be ready for your ‘Master’s’ cock?”

The sissy wriggled uncomfortably.

“Does he make you suck him? Does he fuck you in your wittle butthole??”

The camera bounced from him nodding. The girls laughed.

Chloe chuckled, but still seemed overwhelmed by the task in front of her. Her eyes were watering from the smell.

She reached a tentative hand over and grabbed a wipe. Still keeping her nose plugged with her other hand as she reached between the sissy’s legs. She let out a squeamish whimper, then released the breath she was holding.

“I’m sorry! I’m sorry! I can’t…” she exclaimed, shaking her head and waving her arms back and forth. “It’s just too gross! I’m sorry”

She was at least nice enough to help the sissy tape the diaper back up over the sound of his silent sobbing.

After he was pushed out the door, the sissy’s gait changed as he descended the stairs. He stopped at one point, looking down at his diaper. He seemed to deeply consider changing it himself. But he thought better of it. Instead, he headed back to my room.

******

The sissy’s head was still bowed in shame after I clicked the footage off.

“Well, you certainly tried,” I told him. “Go get cleaned up.”

His eyes lit up momentarily, then narrowed skeptically. Like he was trying to figure out what the catch was. When I said nothing else, he grabbed the diaper bag and scrambled into the other room.

He came out minutes later holding his folded up, swollen, stinky diaper. He went to the trashcan to dispose of it.

“No.” I said, stopping him. He stood there frozen, confused.

“Give it to me.”

With fear and uncertainty, he extended his arm and handed me the hefty pair of Huggies.

I started unfurling it. “Unfortunately, you will be punished for not completing your task,” I said.

After opening the contents of the dirty diaper, I placed it down flat on the floor. “Kneel.” I commanded.

The sissy’s eyes got wide with horror, she knew we had discussed this before, but I don’t think she thought it would come to fruition. She didn’t argue, though, even though her knees were shaking as she knelt down onto them.

“Hands behind your back,” I said. Feeling a little bad, but knowing I had to be stern.

She looked like a frightened puppy as I circled her. “You were given simple instructions,” I said. “But you couldn’t do it…now you have to face the consequences…”

I placed a hand on the back of his head, nudging it forward.

“N-n-no!! Please!! No!” She begged as her face moved closer to the filth. But she didn’t stop me. She knew the safeword. She knew to employ it when things got too extreme.

I waited with her nose inches away from the mess for her to say it. But she didn’t. So I shrugged, then pressed her face down into the mush.

“Mmmmmphh” she groaned through her tightly sealed mouth as her face made contact. I made sure not to press it too deep, giving her room to breathe before I wrapped the ends of the diaper around the back of her head and taped it shut.

I had to be quick now. Even though this was something the sissy would probably masturbate to for the rest of her life when it was all over. But I still didn’t want her suffocating on her own feces.

I got behind her and pulled her fresh diaper down below her bum. Squirting some lube down her crack as I lubed up my own. The sissy was leaking loser tears through her cage. She seemed to be enjoying her predicament. She held her face off the floor to keep it from getting smushed.

I pressed my cock into her hole and started working it in and out. The sissy let out a muffled groan, still keeping her lips sealed and hands behind her back. She was forced to use her abs to keep her diapered face off the floor. Overall, it was a pretty silent fuck, with the sissy trying so hard to keep her mouth shut and her torso up.

As I built up speed and momentum, the sissy turned her face to the side to rest it on the ground. Apparently avoiding much of the defecating turmoil that way.

The diaper squeaked against the floor as I pounded her. Pumping in and out of her until I finally unloaded my seed into her asshole.

When it was done, the sissy waited for me to pull out. Both of us breathing heavily. I smacked his ass twice indicating he could stand. “Go shower,” I said, then laughed as I watched him blindly walk through the apartment, arm outstretched, bumping into stuff with my load leaking from his asshole until he finally found the bathroom.

******

I didn’t even recognize him when he came out. His makeup washed away, his wig removed, and he was in a normal T-shirt and jeans. He almost looked like a man again. Well, as much of a ‘man’ as he could muster.

“So…” he said, in a deeper voice than I was used to. “Do you think you could…unlock my cage now?”

I smiled as I pulled the keys off the chain from around my neck. “No,” I said firmly, “but you can do so when you get back home.”

He had a defeated look on his face as I pressed the keys into his hand. Other than his leakage, he hadn’t achieved full release since he’d been here. I could only imagine how blue his balls were.

“Well…I should be going…” he said, shrugging.

I nodded. Not really knowing what to say. Over this entire weekend we hadn’t even kissed. I used his holes more times than I can count and I don’t even know his real name. I barely even know who the fuck he is!

It was a little awkward as I opened the door and let him walk out. But before I closed it he turned and asked in his manly voice, “Do you think we could...do this again some time?”

I looked at him for a long while, and finally said, “How about next weekend?”

His face lit up and he said in his sissiest voice, “I’ll be there, Daddy!”

THE END