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wittlesissybaby
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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 morning wood in someone’s mouth. I woke to the sound of the little slut sucking and slurping and moaning like a hungry whore.

After I fed him his breakfast in the form of a hot, creamy load of spunk, he informed me that my breakfast was on the bedside table. Bacon, eggs over-easy, hash browns, and toast.

Holy shit, I could get used to this! I thought.

“Clean up.” I said around a mouth full of eggs. “I have some friends coming over today.”

His eyes got wide at that. I don’t know if he was terrified, embarrassed, turned on, or all three. But he said nothing, just scampered off into the other room.

I left my empty plate on the bedside table. Knowing he’d take it and clean it up without me even having to say anything.

I hopped in the shower, shaving and washing my cock and balls after what it had been through lately. By the time I got out and changed, the buzzer to the apartment rang.

The sissy appeared in front of me with panicky eyes that said “what do I do?”

“Go answer the door, slut!” I commanded, as if it were obvious.

The sissy gulped, shuffling with trepidation as it got to the door, sighed, and opened it.

“Ayyyy! It’s the sissy!!” They exclaimed. My friends Chaz, Adam and Kyle laughed in amusement at the sight. I obviously warned them what would be waiting at the house when they came over. Chaz and Adam were both gay and seemed unphased. Kyle, who was mostly straight or a little bi-curious, seemed slightly uncomfortable, but smirked nonetheless.

The sissy hung its head in shame, but still dropped and curtseyed obediently. “Good evening gentlemen,” it said in a squeaky, shaky voice. “Please come in…”

I was actually very proud. The guys needed no further prompting, slipping past the sissy and coming in to shake my hand and pass out hugs.

“Have a seat guys! Y'all want a beer?” I asked.

“I’ll take one!”

“Make that two!”

“Three!”

I nodded to the sissy, who scurried off obediently, bringing back several bottles of beer and passing them out to the guests.

The guys took them absentmindedly as they relaxed on the couch and made small talk. We started playing video games like Rocket League. Two of us taking the controllers while the other two talked trash and took over for the loser.

“Wait...is that a diaper?” Adam asked as the sissy bent over to scoop up some of the empty bottles, giving Adam a view up her skirt. She froze. Everyone else stopped to look.

“Show them, sissy.” I commanded.

The sissy sheepishly placed the bottles back on the coffee table. Her hands trembling as she grasped the hem of her poofy skirt, then lifted it up.

The guys roared with laughter, slapping their knees and stomping in hilarity.

“That’s fucking rich!”

“I didn’t know they made them that big!”

“Does he...use them?

“Of course he does! Look between his legs!!”

I nodded at the sissy, she knew exactly what that meant: you’re going to go. Now.

The sissy sniffled, looking down in understanding. She started clenching, straining a bit, her eyes squinting as she began using it to my command.  The sheer amount of power I felt in that moment was immeasurable.

“Look!” one of them exclaimed. They all stared at the blue line forming down the middle of the diaper as the soggy yellowish tint of the sissy’s wetness began to seep through.

I was satisfied. She was learning to go on command in a timely manner, so no punishment had to be enforced. Well, not much. “Tell them what you did, sissy.” I ordered.

She pleaded with her eyes as they began to well up, biting her bottom lip in shame. I simply nodded as if to say “go on, don’t make this worse for yourself.”

The sissy sighed and whimpered “I...i wet my diapy…” in the most high-pitched, pathetic voice I’d ever heard. The guys all laughed again.

“Do you poo in it too?” Chaz asked.

The sissy flushed, then nodded her head shamefully. They groaned in disgust at that, making the sissy blush harder.

“Let’s not do that while we’re around please!” Adam said flamboyantly, wrinkling up his nose.

“He wears a plug to control himself,” I told them, to which Chaz and Adam nodded. Kyle took a second to understand.

“How do you keep him so...controlled?” Chaz beckoned, obviously curious.

I smiled at that, “It’s easy when they enjoy it like he does. Don’t let his face fool you, he’s having the time of his life right now. But I have another insurance policy.” I nodded at the sissy again, “Pull your diaper down, slave.”

I thought the sissy’s head was going to explode from turning so purple as he carefully grabbed the waistband of his diaper and slid it down. Ropes of precum were leaking from his cage as his soggy diaper was dropped to his ankles.

Kyle’s eyes went wide. Chaz and Adam had no shame as they leaned in closer to get a better view. “What is that??” they asked in awe. “Does it keep him from touching himself??”

“Until I allow it.” I said proudly, pulling on the chain around my neck and showing them the tiny key.

“WOW!” they exclaimed. “How long has it been??”

I turned my head to the sissy, allowing her to answer for herself.

“Th-three weeks, sir.”

“Oh my god!” Adam shouted, “I couldn’t make it three days!”

“More like three hours!!” Chaz quipped at his boyfriend.

Adam shook his head laughing and took another sip of his beer. “Turn around, let me see your plug!”

The sissy whimpered, but followed the stranger’s order. Turning around, bending over, and spreading his cheeks to display the pink, jeweled buttplug to everyone.

“Woww! And such a nice ass too!” Adam said, slapping it and making the sissy yelp in surprise. He sipped his beer again. “Take it out.” He commanded.

The sissy looked at me for reassurance. I nodded. “Do as he says.”

She bit her bottom lip and reached back with her manicured nails, tugging the plug until it came free with a Plop!

“It’s winking at me!!” Chaz laughed, referring to the sissy’s poor, puckering hole.

“Nice shave job though! Do you get it waxed?” Adam asked, and the sissy nodded.

“Y-yes sir…”

“Oooh! A proper little slut!” Adam joked, he took a last swig of his beer, emptying it. I could see an idea forming in his head. He took the nose of the empty bottle and placed it to the sissy’s asshole that was still on display.

She gasped in surprise.

“Hold still!” Adam commanded, face screwing up with concentration as he pressed the neck of the bottle into the poor little sissy’s butt. He pushed it 3 or 4 inches in until the neck completely disappeared, leaving only the wide, flared base hanging. “Hold it!” Adam said as he let his hand go, causing the bottle to dangle down awkwardly. The sissy squeezed so as to not let it drop to the ground.

When Adam was sure it wasn’t gonna fall, he smiled. “Good girl! Now go get me another one!”

The sissy’s eyes were wide as it waddled awkwardly. Shuffling its feet as much as the diaper around its ankles would allow. The bottle swaying back and forth between his cheeks precariously. She made it all the way to the kitchen before the sound of shattering glass came.

“Awww! Almost!!” Adam laughed. Sitting back and scooping up the controller so he could resume playing.

After a while, the sissy came back in with another beer. “Here you are sir…” she squeaked.

“Good girl,” Adam said, taking it. “Now about that other one...does your Master give you spankings when you misbehave?”

The sissy’s eyes widened in horror. “Y-yes sir…” she whimpered.

“Well then I think you need to turn around…”

Again the sissy looked at me for help as she turned and bent over the coffee table, but there was none coming from me. My friends were having fun.

“Can I borrow your belt, Chaz?” Adam asked, standing up and placing his fresh beer down.

Chaz smiled as he started unbuckling, then yanked his leather belt through the loops and handed it to Adam.

The sissy’s diaper was still around his ankles. His cage dangling between his legs and leaking ropes of precum. At least he was enjoying it.

Then the first hit from the belt slapped across his backside. The sissy gave a surprised yelp.

“What do you say?” Adam asked.

The sissy screwed up her face as she said the old cliche that anyone does when they get spanked: “Thank you, sir! May I have another?”

And Adam obliged.

Chaz leaned back to avoid the back strokes of Adam’s pelting of the poor sissy’s backside.

After about 30 or so, the sissy was stomping back and forth on her feet in pain, making her diaper crinkle.

“Would anyone else like a turn?” Adam offered. Kyle immediately shook his head, staying quiet in the corner, but Chaz smiled and took his belt back from Adam.

Chaz was the stereotypical “male” of the couple, so his strokes were a lot more aggressive than Adam’s. The sissy gave genuine squeals and cries with each swat.

“Does your master fuck you?” Chaz asked, smacking the sissy’s cheeks with his hands and squeezing. The sissy sniffled and nodded. “What about your mouth? Do you like it in your mouth too?” And again the sissy bobbed her head as tears fell to the coffee table.

“I knew you were a little slut!” Chaz chided, raring back to deliver more strikes with the belt.

“I think that’s enough,” Chaz said after another 20 slaps. “Don’t want to make him bleed…”

The sissy pulled the diaper up around his bright red cheeks and sniffled as he said “Can I get you anything else, sirs?”

“I’ll take another beer.” said Adam, and Kyle nodded for one silently.

“I’ll take a blowjob.” Chaz said, smiling as he put his belt back through the loops. Adam laughed too, apparently not perturbed.

The sissy flushed as he went off to fetch the beers. When he came back, Chaz already had his zipper down.

“You don’t mind, do you?” Chaz asked me. I spread my hands and smiled “By all means, it’s what he’s here for!”

The sissy looked a little defeated and used as she dropped to her knees between Chaz’s legs. He let her fish his dick through his boxers and out of his zipper.

Kyle averted his eyes, but Adam and I watched as the sissy sighed and took Chaz’s semi-hard dick into his mouth with trepidation.

Chaz groaned as his cock started to harden, and the sissy became more enthusiastic. Closing her eyes to block out the distractions.

“Ahhh man! She sucks a better dick than you!” Chaz said to Adam, who proceeded to smack his arm and laugh playfully. Chaz picked up the controller and resumed playing the game “So who’s up next?”

We played a round of Rocket League while Chaz got his blowjob. The sissy had finished him even before we finished the game. Ironically, Chaz’s goal explosion went off right as he was exploding in the prissy sissy’s mouth.

“Thankk you shirr” the sissy said with a mouth full of Chaz’s spunk. But he wasn’t even paying attention, he was focused on the game with his slimy cock still out.

I could tell that hurt the sissy’s feelings a bit as he gulped down the load.

“Anyone else need anything?” I offered, being the gracious host I am.

To my surprise, Kyle spoke up for the first time from the corner: “Can…can I…fuck him in the ass?”

I smiled, “Sure, but you’re gonna need to go in the other room for that one.”

Kyle had a hint of a grin as he stood up off the couch (maybe a little too quickly) and went to the guest bedroom. The sissy gave me a futile, pleading look before crawling in behind him.

Soon the sound of the mattress springs and the sissy’s squeals could be heard over the crowd of the games. We all tried not to laugh too hard.

******

After a couple of hours the guys started packing up and leaving. “I had fun,” Adam said as they headed out the door, “but maybe not as much fun as these two!” He said with a wink at Chaz and Kyle.

We said our goodbyes and they closed the door behind them. I turned to the sissy, “get everything cleaned up and dinner ready.”

The sissy began gathering the empty bottles and snack wrappers and gave everything a good wipedown. Even vacuumed and mopped.

It really was nice having him around. Not having to worry about cleaning up after a drunken hangout, or even what to cook afterwards. Speaking of, there was a wonderful smell coming from the kitchen.

“Tuscan chicken with parmesan crusted asparagus,” the sissy said as she set my plate in front of me. She was visibly drooling, probably craving the taste of something other than the cock and cum she’d been fed all weekend. But I had to stay consistent.

I kicked the bowl of kibble at my feet. “I prepared something for you too.”

I thought she was going to burst into tears right then and there. But she bit her quivering lip and got onto her hands and knees and started reluctantly munching at the dog food.

Once we cleaned both of our plates, the sissy took them and retreated to the kitchen. “Meet me in the bedroom when you’re done.”

Her ears perked up at that. She must have been expecting another fucking. Too bad.

******

I was sitting at the computer desk when she tiptoed in. I didn’t even look up from the porn I was watching. A little prissy sissy— not unlike the one behind me—was getting pounded by a giant black man. The sissy’s moans were blaring from my speakers, along with the metronomic clanking of the sissy’s clitty cage with each thrust of the big black man.

I didn’t even look at the sissy in my room, just snapped my fingers and pointed down. He knew what that meant. He crawled underneath my desk, took my cock out, and got to work.

Almost every man has dreamed of getting his dick sucked while watching porn, I was lucky enough for that dream to become my reality. The sissy between my legs was doing work while I watched the sissy on screen get worked.

There were whimpers coming from below as my cock breathed fresh air. “Can I please get my cage off??” He pleaded. It must have been driving him crazy, everybody around him getting to cum, even those on screen, and he had to sit in his little plastic prison while he was having the weekend of his life.

“Absolutely not.” I said without a second’s hesitation before pulling him by the wig back onto my dick.

The sissy on screen was getting on her knees, mouth open, ready for her money shot. I had my sissy do the same. Me and the guy on screen both painted our respective sissies at the same time with our hot, milky jizz.

The sissy on screen was allowed to swallow and mop up, mine wasn’t so lucky. I pulled him back onto my cock to continue sucking my sensitive head. Squeezing him to let him know to go slow.

As my post-orgasm high wore off, I got a devious idea.

“What did you say your girlfriend’s name was?”

I could feel his jaw tense around my cock, and practically heard his stomach drop.

“I asked you a question.” I growled impatiently.

“Macy” he croaked.

I pulled up Facebook. “Macy..not a terribly unpopular name, let’s see what happens when I narrow it down by area…” I clicked a few buttons exaggeratedly. I could feel his heart throbbing through his throat as he nervously kept sucking. “Hmm…Macy Davenport…Macy Knightly…Macy Metcalfe…” he stopped on that last one. “That’s it, isn’t it?! Macy Metcalfe? Let’s see what she’s up to…”

He audibly whimpered. I knew I was in the right spot by how much he was squirming.

“She’s a cute one isn’t she? Blonde hair, nice tits, banging body. Yea…I can see why you like her. Looks like she’s out for a Bachelorette party this weekend. Does she know where you are? What you’re doing right now? What you’re wearing? Maybe we should tell her…”

He tried to pull my cock out. To beg and plead. But I forced it back down.

“You will do as I say or I will send her a message with a picture of you in that outfit with cum all over your face, do I make myself clear?!”

He nodded with those big doe eyes.

“Good.”

I wouldn’t do that to him, of course. But he didn’t know that. After all, we just met yesterday.


To Be Continued....

Comments

Well worth the wait, can't wait for the next installment!


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