Making Up for Lost Time 4: The First Time
lunarrush

Alden sat down in his new car seat, an excitement swelling in him that swallowed everything else, including his apprehension over being treated like a cub in public. He blushed lightly as the lap bar was snapped into place, overtop him. The straps snugly held him back into the soft seat and left him feeling totally secured.

Ray waved goodbye, and Alden couldn't help but wave back like a little cub. Ray just smiled and then started back into the mall. Alden could hardly believe the day he had just been through was real. Some small part of him expected to wake up. But the rest of him was very aware that he was awake. He began to take notice of a feeling that had been building all day. A sort of hyper-awareness of his emotions and senses. He shifted his weight in the seat and felt his diaper crinkle. His diaper... it was almost hard to believe, it had all been happening so fast. But now, here he was, strapped in a comfy crinkly diaper, in a car seat. He gave a half-hearted effort to escape his seat. The straps held him safe into the soft seat, and the lap bar left no access to the buckles keeping him there. He melted a little into the baby seat. He was stuck, and he was starting to realize he liked it that way.

He closed his eyes with a happy murmur. Everything felt so strong right now. He could still feel the rush of bravery as he bent down to kiss the zipper on Ray's shorts. The memory was so vivid that he could feel the metal pressing against his lips from Ray's erection. With a smile, he realized that he was quite fond of that bunny's cock. Soft yet firm and warm and delicious in his maw. And how it produced so much of that cream that he was learning to love to swallow.

Just yesterday, he had never been with a guy at all, and now he'd sucked off two of them. It was all happening almost too fast. Almost... because somehow, he knew that Sombra was in control, and he could just trust her to handle all this stuff, and that made it all okay.

Alden felt his cock harden in his diaper as he thought about the two guys he'd sucked off. He wiggled in his seat again, just to feel the diaper crinkle some more and grow even harder.

"Hey, squirmy," Sombra teased. She was looking back at him with a knowing smile.

Alden blushed harder and lowered his ears a bit in shame. It felt wrong to be caught enjoying this. He was so caught up in his own little world that he hadn't even noticed that they had already left the parking lot and were driving down the road.

"Now, now, baby butt..." Sombra chided, "No going all droopy eared on me." She leaned over and popped his new purple paci back into his maw.

Alden was stunned as she did so. Immediately looking out the window of the car, afraid that someone would see him with a paci in a car seat. Sombra was having none of it, though, and just insistently held the paci there.

"Suckle," she said with a more commanding tone.

Alden obeyed. Working the paci with his maw did calm him down a bit.

Sombra just smiled, "See?" she asked. "Trust me to handle it, and you'll be fine."

Sombra turned back to the front and continued talking with Arun. But Alden wasn't really paying attention to them. He couldn't. Too much was keeping his mind occupied. Was this little space? He felt like colors were more vibrant, that he really saw them now, and wasn't just aware of them. The texture of the cloth on the seat and the sunlight through the window, everything hit his senses harder now than it usually did.a

As he took in his surroundings, he heard the suckling of his paci and smiled. Of course, he was still suckling. Sombra told him too, and he wasn't about to disobey. Being so controlled and getting to be so little made the good feelings return full force. He squirmed just to feel his diaper again and felt his cock reharden.

Heh, ‘cock' was the wrong word. Big boy's had ‘cocks,' Arun and Ray had cocks. He wasn't sure what he had, but he knew it felt wrong to call what was in his diaper a ‘cock.'

Alden relaxed into his seat, closing his eyes; he was content to just be in the moment. He was vaguely aware that Sombra and Arun were still talking, but he could hardly pay any attention to that right now.

Alden floated back to reality as he felt the car come to a stop in their driveway. He wasn't sure if he'd actually taken a short nap or just sat there half asleep in his natural high. The kitty felt more grounded now and wondered what exactly pushed him in and out of that state. One thing was for sure, and that was that Alden was a little apprehensive about going back into their house, all too aware that he was still expected to ‘pay' Arun for all the stuff he just had been bought. He knew he was really excited to try sex using his rump and not just his maw. But still... What if he was no good at it? Arun had already paid... What if Arun was disappointed in his ‘performance'? Alden knew he had no skills in that area to speak of...

Alden snapped out of his worries as he realized they were unloading the stuff from the back of the car and had just left him in his seat. He tried to get a look back to see some of what they bought, but the car seat held him mostly in place, and he couldn't get a good look. Pouting slightly, he wondered when they were going to get him out, but it seemed their priority was on getting the things they'd bought for him inside first.

Alden watched as Sombra and Arun took some of the bags and boxes inside, trying to guess what some of them contained. Of course, he knew there were all sorts of new diapers for him to wear, and blushed at the thought of the lavender ones Ray had convinced his sister that he needed. Somehow, the idea of wearing a girly diaper was more blush-inducing than even an ordinary one, but he knew that was kind of the point.

The kitty got a perfect idea for how helpless a toddler would feel as he sat in his car seat. He was both a little anxious and, truth be told, a bit bored as he waited for the others to return to get him out. Arun started taking more of the gear inside alone, and Alden knew Sombra must be setting up something inside for him right now. They'd left the back window cracked, and though it was a little warm in the truck, it was nothing he couldn't handle.

Alden bent forward, testing the straps of the seat a little more seriously now to see if he could get at the buckle between his legs at all. Between the five-point harness hugging him tightly back into the seat and the long lap bar, he couldn't get at the button at all. It was a genuinely dominating moment, especially as he felt his bladder start to thrum again for release.

Since he had one of his new premium diapers on, Alden didn't feel very worried about leaking. So, he simply let go with a sigh of relief. The warm pee flooded the front of the diaper, dribbling down around his balls and getting quickly wicked up into the waiting padding. He could feel it getting warmer as it got wetter, and could even feel it expand slightly to press against the crotch strap of his seat.

The kitty couldn't help himself as he squirmed down just enough in the seat for the strap to firmly press his own wet padding to his crotch; he felt his ‘thing' harden immediately. He giggled, supposing that ‘thing' would have to do for now till he knew a better word to call his little kitten parts. He humped the crotch strap gently into his warm wet diaper. He was starting to get desperate to get off. He didn't mind so much pleasuring others even when he didn't get off himself. In fact, he kinda liked it. But it felt not very fair for his own needs to be ignored. He wanted to get to cum too. And it was starting to make him wanna pout about it. As Alden slowly rocked in his car seat, he wondered if the hunky bear would wanna claim his ‘prize' soon... After all, he'd probably spent at least a few hundred on it today already.

Boredom was setting in stronger as he watched the bear bring more and more into the house. He wanted out of the baby seat but knew this was all part of the experience. The straps holding him back kept him sitting in the car like a good boy while the two of them sorted everything out inside, and it made him wanna slip back into the little mindset for a moment as he considered what they would do if he whined that he wanted to be out...

Alden felt a slight rush of sheepishness as he looked at the clock in the front seat of the truck. It had only been a few minutes. Had he really been nearly reduced to whining like a toddler by that short of a wait? The kitty sat up in his seat, shifting back a bit to let his crotch pull away from getting squished by his strap as he looked out the window.

That's when he realized there was more than just Arun and Sombra around. He could see a few people walking down the street on the opposite sidewalk. One college kid, a short brown fox, had even stopped and was just kind of watching what was going on as he waited on a bus bench by the corner.

Alden diverted his eyes from the fox, not ready to face someone new seeing him like this just yet. He looked back up at the clock as it ticked over another minute. That settled it, he was bored, god it felt like the diapers were really pushing him into a little mindset. He wished he had his phone or, more fittingly, a coloring book to play with while he waited. He knew they couldn't leave him in here that much longer. Still, with every second dragging and no distraction from his babyish predicament, all he had to entertain him was his mind wandering further into that submissive childish space it'd fallen into already.

Alden was just starting to think he needed to try and nap this time away when the door beside him flew open. The kitty jumped in place as far as his baby seat would let him at the sudden movement. He turned to look and realized Arun was standing there, a grin on his face as he started to unbuckle the squirmy kitten from his kiddy bondage.

"Heh, ready to go inside? I saw you squirming a lot, and thought maybe we'd better get you out since Sombra's got most of what she needed to do taken care of," Arun teased as he pressed the button between the kitty's legs.

Alden just nodded, noticing for the first time in a while that he still had his paci in as he felt the straps loosen, and the lap bar pulled up and over his head. As he got out, he realized the fox had just caught a look of the full-grown college kid in his car seat. Of course, he didn't say a thing about it, but the amused look on his face told the abashed cat all he needed to know.

Arun held Alden's hand and led the way to the door as his other hand reached into a pocket to remotely lock the truck. The cat couldn't help but wonder what they'd set up already as he tried to focus on not waddling too hard while the fox was watching him. As he finally reached the door, his blush was palpable, but his tail was also twitching in anticipation of what awaited him inside.

Arun opened the door up and led the way inside, and Alden's mouth nearly fell open in surprise. He could see there were a few empty boxes in the front room and could see Sombra was busy with something in the kitchen. His room was open, and he could see a few stacked packs of thick diapers waiting for him just inside as well as an unopened box. The important bit, however, was the playpen sitting in the corner of the room.

It actually seemed to simply be some rather tall walls that could be fitted together and changed into any shape. The way Sombra had set it up only took four sections and, of course, the gate. The pen took up the entire corner of the room, and unless the gate was opened, Alden couldn't imagine getting out of the enclosure very quickly at all.

Arun led him over and opened up the gate for him, and Alden realized the thing was big enough inside that he could easily lay down. A thick, soft pad had been set on the floor, and a few babyish items such as a teddy bear and a few building blocks had been sprinkled around for effect.

Alden blushed at the thought of being sat in here while the others were busy setting everything up, but before he walked in, he felt a sudden tug and realized the bear had pulled down his pants. Of course, it made sense. After all, they had to keep an eye on the state of his diaper, didn't they? He obediently stepped out of the pants now around his ankles and wondered if his blush was ever going to go away.

Of course, the room was going to take a little bit of rearrangement to accommodate this new addition. For now, they'd simply slid the couches together to get them out of the way. It looked like the pen could be set up to be even bigger than this if they wanted, but in the small college kid apartment, this was about as big as it should be.

Alden felt the bear guide him to lay down on the soft pad in his new pen. It felt kind of like a mattress, though perhaps a bit more malleable and less springy. As he laid down on it, the kitty imagined what it would be like to take a nap in here. As Alden laid down on his front, he felt the bears big strong paw cup his padded rump.

"Soon," Arun said with a squeeze.

Alden shivered in excitement. He still didn't know if he was gonna be any good at sex, but it felt good that the bear was so very obviously interested in fucking him. Alden felt wanted and sexy and desirable and cute. He'd never felt like this before, and he liked it a lot.

"Ha!" Sombra laughed, returning to the room. "Can't wait to test the merchandise, eh' Arun?"

Arun looked a bit like a kid himself now, one who just got caught with his hand in the cookie jar.

But Sombra just smiled and said, "Well, you sure paid enough for plenty of sessions with him. Feel free to get to it as soon as you want."

Alden was hard as a rock in his pampers. Arun seemed to be weighing his options, but the hunger in his eyes said his answer pretty clear before his mouth managed too.

"I do have to go to work soon..." he said.

Sombra just smiled and said, "Alright, we've got almost everything ready." She turned to Alden and added, "Wanna come see what we've got for you in your room?"

Alden wasn't sure why his sister was beaming so much just to get to control him like this, but he wasn't gonna question it. "S-shure," the kitty replied around his paci, a light mewl escaping as Arun's strong paw finally released its possessive hold on his bottom. He may have only been in his playpen for a moment, but he knew he'd be spending a lot of time in there in the future, and so wasn't bummed to have to leave it so soon.

Arun helped the kitty to his feet. Taking his hand, he guided Alden to his room. As Alden got to his feet, he glanced in the kitchen and saw a booster seat with straps set up on one of the kitchen chairs and a new trash can. The kitty knew precisely what it was for, smell-proof diaper disposal that didn't require running to the dumpster every time he got a change.

The two of them continued into his room, where he noticed his underwear drawer had been emptied. In place of all his undies, the drawer was now stocked with all kinds of diapers. Atop his desk, Alden could see a few babyish toys that had been attached to the desktop, reminders of his childish predicament even for times he'd be studying. Finally, he saw something around his bed, and it brought both a smile an embarrassed flush to his face.

It wasn't quite a crib, but it was as close as you could get without the actual thing. Bars were installed along the two sides of his bed, not against the walls, and it looked like the ones on the long side could be lowered somehow. They'd not bothered with the parts of the bed against the wall, after all, those would do more than their fair share to keep him in. Yet, as he looked, he realized that unless the sides were lowered, he'd definitely have a hard time getting in or out of the surrounded bed.

Sombra stood beside it with a satisfied grin on her face. She looked a bit sweaty, something she wouldn't otherwise tolerate unless it was to fulfill one of her plans. Alden just stood, speechless as he silently wondered how much all this had cost.

"So, what do ya think of your new bedroom, little bro? We wanted to get ya more, but couldn't really afford it right now," Sombra asked with a grin. She reached forward and removed Alden's paci, placing it inside one of his dresser drawers.

"I... Sombra... this is amazing!" Alden said as he moved over and gave his big sister a huge hug.

"Awww, thanks, little guy. Now you've just gotta start earning it all," Sombra teased with a wink.

Alden just gulped, freezing in place a little bit.

Sombra sensed his hesitation. Her commanding business tone returned as she said, "That's right, my little diaper prostitute slut. Arun outdid my expectations by at least tenfold. You've got way more gear to get started then I'd dreamed and at least two months worth of diapers already stored for you in this room. That means one thing kitten. You owe him... a lot... of sessions already."

Alden felt his fear rising, he suddenly felt like he was in way over his head.

"Calm down, kitten," Sombra said.

She placed a hand on Alden's head and gave him a scritch between his ears. It helped to calm him a little. Sensing her progress and wanting to go in for the kill, Sombra moved in closer. She wrapped an arm around Alden as if to hug him, but instead, one hand cupped his padded rump, and the other was pressed to his diaper front, cupping his bulge there. Alden was surprised to learn how hard he was, given how nervous he felt. Sombra's hand in front patted his bulge lightly while her hand on his rear alternated between patting and squeezing his crinkly rump.

"I know you are scared," she said. "I know you need me to be in control right now. But once in a while, I need to hear you consent to what's happening, out loud, kitten, like a big boy. Understand?"

Alden just nodded.

"Good," Sombra smiled. "So here is what's gonna happen. I am gonna tell you some true things about you, and you just have to repeat a little of it back to me. Okay?"

Alden nodded again. He felt almost painfully hard in his diaper, and it felt weird and wrong but also right to have his sister touching this erection that was more intense than any he'd ever felt before.

"That's my good baby," Sombra praised. "So, you are a diaper slut kitten. You are too weak and shy to have fun on your own. So your awesome older sister is gonna help you out. You are gonna have a blast. But it won't always be easy. Some of it will just be a job. But it's the best job a kitten, like you, could hope to have while in college. Diapers and all this baby gear costs a lot of money. So you are gonna get cum pumped into your maw and up your rump for pay. A thing I know you enjoy anyways. And it's gonna fund you being a college baby boi. Got it?"

Alden meant to nod, he really did, but he was a little frozen at the moment.

Sombra pressed on, "So here is what you are gonna say. You're gonna say ‘Sombra, I wanna try being a diaper slut kitten, and get paid to be a cum dump.' Okay?"

Alden opened his mouth to speak. But no words came out. So Sombra lifted the hand on his rump and brought it down in a single forceful swat.

"S-Sombra..." Alden had forced outta him. "I-I..."

Alden looked around. He knew he wanted to say it, but he was afraid. So, suddenly, he shut his eyes and forced himself through it really fast, just like he did with kissing Ray's zipper, just to get it over with before he could think himself frozen again.

"I wanna try being a diaper slut kitten and get paid to be a cum dump," he blurted out.

Sombra hugged him for real now.

"Good baby," she said. She turned to Arun and said, "He's all yours."

Arun had just been watching the show transfixed, sporting his own throbbing erection.

Sombra smiled and said, "There's a big bottle of lube on the bedside table. Make sure to use plenty, after all, he's a butt virgin."

Sombra moved over and quickly collapsed the bars down to nearly flush with the mattress. Arun unfroze himself and walked over to pick Alden up, effortlessly holding him like a baby and carrying him toward his new crib. Arun laid Alden on his back on his bed and then climbed up over the top of him.

The bear looked down into his eyes with unmasked lust as Sombra walked out of the room but left the door open. Alden blushed as he realized she'd done that so she could check-in at any time without alerting them, but was quickly brought back to the situation at hand as the bear Reached down and undid one of the tapes on his soggy diaper.

Alden just whined in humiliation. He was still wet. And was about to get fucked. Somehow having this ‘adult' moment play out this way felt extra belittling, though Arun didn't seem to mind at all.

Alden lay back, wholly dominated as his diaper front was pulled open. He watched as the bear slowly pulled off his shirt and tossed it aside. Then, he unzipped his pants, letting his obviously hard dick spring out, still tented by his boxers but no longer contained by his jeans. With a little finagling, he slipped his pants and underwear down and off, letting them rest at the foot of the pen as he looked down at the blushing kitty with sheer lust.

The bear started to gently kiss his smaller companion, pressing his lips to Alden's neck at first and then slowly working his way up to kiss and nibble the kitty's ear. Alden just ‘mumphed' at first, feeling varying degrees of tingling as the bear kissed along his body and then gasped as his ear was gently teased by the bear's tongue and softly held between his teeth.

Alden wasn't quite sure what to do in response, but it seemed that was perfectly fine with the dominant bear atop him. Arun continued to kiss, slowly grinding his dick against the kitty's own exposed member, letting him feel the size difference and the power and control in Arun's motions. Alden began to moan. He felt the bear's hands massaging his arms and sides, holding him in as the big guy slowly worked himself into a sexual fervor.

"Start me with your mouth," Arun instructed, moving up, so he was straddling Alden's chest. His cock looming large in the kitty's face.

Alden knew it was a command and not a suggestion. Opening his maw, he took the bear in. He whined again at the slight taste of baby powder and his own pee on the bear's cock after their rubbing. But it was still a cock he loved to have in his mouth, and the slight flavors were soon forgotten as he began to lick and suckle in earnest.

Arun smiled down at him. "You look so natural there. Looking up at me. Mouth full of cock. This is where you belong, kitty cat," he said.

Then, Alden watched as the bear's hand reached through the bars and grabbed the little bottle of lube on the nightstand. The kitty could see a picture of an erect red fox on the side of the bottle of thick white lube. Arun pulled out of Alden's maw and began to lube up his pole while it was still in Alden's face, slathering the vicious white fluid all down his length. It looked a lot like cum, and Alden realized that was part of the appeal as he saw the bear's fingers gently smearing the slick yet thick goo.

Arun let his dick boop Alden slightly on his nose, getting a small spot of the cum lube there before he moved back down the bed. He grabbed Alden behind his knees with one strong paw and raised his rump up and away from the wet diaper it had been laying on.

Alden's dick was as hard as it had ever been, dribbling precum from its tip as it begged for attention. The moment was progressing quickly, and all seemed entirely out of his control.

Alden felt one of the bear's lubed fingers press against his back door and clenched his teeth as it pushed in. The stretching was a bit painful at first, but as the bear started to slowly swirl the finger inside him, the feeling began to quickly fade and be replaced by the naughty pleasure of being filled in there with someone else's body part.

Then, Alden felt the pressure of a second finger working its way into him. He moaned, higher-pitched than before, and pressed down against the fingers despite the return of the stretching sensation. This time, it took a little longer than it had the first, but soon enough, his anal muscles relaxed and simply let the fingers go to work. His hips bucked in time with their gentle swirling, his cock dribbled even more precum as the bear thoroughly prepared him.

Finally, Alden felt both fingers pulled out, and his ass closed for a moment, flexing as it slowly closed around the space the two fingers had been working in. The emptiness didn't last long, however, as Alden felt the tip of the bear's well-lubed dick press in. The moan that left the kitty's lips was extra loud as the first inch of the bear's prick pressed firmly into his rump. His ass twitched around it, trying to expel the invader as it stretched him open even wider than the fingers at their prime, but only really serving to massage the bear's prick.

Arun paused there, letting Alden's ass slowly accommodate to the length as he held it firmly in place, "Ready to get bred?"

Alden's hands held the blanket below him firmly. The stretching feeling was intense, but slowly growing more tolerable as the bear let him get used to it. He wanted it to continue but knew Arun had paused for a reason. He groaned aloud, his hips bucking up a bit but held firmly enough in Arun's hands to keep his body's reactions from pulling off the length.

Finally, his ass stopped twitching so hard around the invading member, and the stretching sensation started to feel better. Alden's hands stopped clutching the blankets so hard, and he opened up his eyes to look into the bear's face as Arun watched and waited for the sign he was to go on. Alden blushed, he knew words would fail him, but he could still nod despite the moans coming steadily through his lips.

Arun chuckled as Alden nodded, then shifted his position gently. The bear took a moment to line the kitty up, then Alden felt the bear's length start to thrust in and out. It was an odd sensation at first, as the prick massaged the muscles of his stretched out pucker he couldn't help but draw breath sharply through his teeth and grab the blankets again. As he tensed up, the bear slowed down, this time with three inches planted firmly inside him.

Alden's ass twitched as he tensed, and soon he realized that tensing up like this was making it harder. He actively took a deep breath, telling his body to relax as his hands unclenched the blankets. As he loosened back up, the bear started to press and pull again, this time a bit more insistently.

A new sensation was starting to join with every press. The feeling of his prostate getting every inch of that thick prick slid along it. The pleasure combined with his attempt to relax made it much easier on him as the bear's hips started to thrust more enthusiastically with every press. He could feel everything getting slicker as more of the lube on the length worked into his ass along with the bear's own dribbling precum.

Alden's length had so far been ignored. The bear changed that in a single movement. He lifted a bit higher, and as he started to thrust down, one of his hands found its way to the kitty's stiff length and started to tug. In this position, every dribble of precum from the end of Alden's prick soon found its way on his chest, and somewhere he knew if he went over, it would go all over him.

Alden couldn't get so much as a word out as pleasure racked through him. The stretching, while still technically there, was barely an undercurrent to the electrical pleasure coursing through the kitty with every thrust of the bear's thick length into him. Yet, Arun wasn't done speeding up just yet; after all, he still had two inches of dick that hadn't found their home inside him yet.

Alden moaned louder as he felt Arun rise up, lifting him by the hips and using the new position as leverage to pound down and home. In this position, Alden felt even more thoroughly dominated by the bear's thick prick, and he realized his own dick was now positioned so every drip of his precum landed right on his face. As his own drips fell on his face, he half wondered if that's what Arun wanted: to make him cream all over his face. Yet, Alden was too far gone to really think about it right now.

Alden's eyes closed as he lost himself in the sheer rush of the moment. The pleasure rocking through his body made his hips want to thrust back onto the prick burying its way into him, but his position ensured he had no control over that as the bear's length buried itself time and again up his ass. Then, he felt the slap of the bear's hips tapping his ass and the slap of his big balls and knew he'd finally managed to take the whole thing.

Alden moaned as his cock twitched against the bear's working fingers. He knew he wasn't going to last too long. He wanted to make this last, but the kitty didn't know how much more of this he could handle as a long rope of precum snaked down and landed right on the tip of his nose.

Alden groaned as the bed rocked below them. The springs creaked, and he could hear the mattress bumping the wall. Shame floated to the surface for a moment as it occurred to him that the neighbor must be aware by now, replaced almost immediately by drool-inducing pleasure as the bear went harder and harder. All he could care about at the moment was this all-consuming pleasure, and as he felt the bear's balls start to twitch and felt him hilt home, he knew just what was coming next.

The sweet, warm man milk spilled into him, instantly making him feel fuller as the bear's hand squeezed around his own length. He bucked up...moaning as the wave of warmth threatened to teeter him over the edge. Then, with one final squeeze, he didn't have any further choice. Alden rocketed over the edge, his cock spraying his seed down and all over himself as the bear kept him aimed so that he'd give himself a facial. His cum gummed up the fur around his face as he moaned in sheer orgasmic bliss.

As he came down, Alden realized he had some of his own spunk in his mouth. He quickly swallowed it down, a blush on his face as he saw Arun grinning down at him. The bear's cock was still hilted up his ass firmly, and he could feel the warm sticky goo surrounding it as he came down from the bliss of orgasm.

Arun pulled his cock from the kitty's ass and lowered him back to the mattress and his almost forgotten wet diaper. Arun used the wet diaper's crotch to wipe his dick off before pulling the padding back into place on Alden. The tail tape and front tapes were secured back into position, holding the diaper back where it belonged.

The ache up Alden's butt came back full force. He felt like what he imagined a used condom would feel like, and as his rump started to dribble into the padding, he realized exactly why the bear had rediapered him like that. Now, every drop was either going to be inside him or drooling out into his waiting diaper, giving him the sheer sense of being utterly dominated and babyish at the same time.

As he laid down, Alden saw Sombra move from where she'd been standing by the door. He realized he didn't know if she'd ever left or how much she'd seen, but she had her phone in her hand, and the kitty knew she'd recorded at least part of that. Sombra ended the recording, and then Alden heard the click of the camera as she took a few pictures of his cum dabbled face.

"I'm sure that this will make great marketing material with the kinds of guys we'll be dealing with," Sombra teased as Alden moaned beside the bear, who'd rolled to the side and was still recovering from the exertion.

Alden's ass twitched continuously, feeling simultaneously empty since it no longer had a thick rod inside and completely full since it was still dribbling thick jizz into the diaper taped to his butt. Alden moved a hand up to wipe off his face but felt it pushed aside as Sombra bent in and with her own finger gathered a large glob of Alden's own cum. She smiled at him and then slid her finger into his maw and fed the cum to him.

"That," she said, "is what you've been missing you silly, shy boi. And no brother of mine is gonna be a virgin in college."

She gathered another large glob of cum from his face with her finger and fed it to him as she continued, "Stick with this kitten, and you'll be getting a lot of this feeling from now on."

Arun hugged Alden in from the side as if to agree that he should keep doing this. And Alden knew that he couldn't just stop now anyway. He suckled the third glob of cum off of his sister's finger as exhaustion started to overtake him. He knew he needed to rest before he did anything else, and he could only imagine what it was for the bear since he'd basically had him lifted the entire time.

Having gotten all the significant globs of cum off of Alden's face and into his maw, Sombra switched to baby wipes to finish cleaning his face.

"Awww, you two look adorable cuddling there like that," she said. "How about you two have a little nap, and I'll come to get you up in a bit? Ray texted me, he's gonna stop by after work to hang out and maybe for some fun."

This momentarily jolted Alden back awake, "W-wait, I... you mean there's more today?" Alden said, wondering if his rump could take another pounding.

"Maybe, it depends on a few things. Just gotta remember, sometimes you'll be taking multiple guys a night, maybe even multiple guys in a row. So this is something you'd better get used to," Sombra said as she walked to the closet and picked up a spare blanket.

Alden whimpered as he felt the blanket draped over him. Arun just cuddled into him from behind. He wasn't sure if he could handle more than one in a day if they were always that intense. Maybe, however, the bear had gone extra hard just to make his first time special. He groaned as his ass continued to twitch, and watched as Sombra went to the door and flicked the lights off.

With the blinds closed and the lights off, the room was undoubtedly dim enough to sleep in. Alden felt a wave of tiredness coming over him, and could tell the bear behind him was already starting to drift off. Yet, as he continued to lay there and felt his ass drooling more of the load into his waiting pampers, Alden realized he had something to take care of before he went to sleep. After all the stress his body had just gone through, his bladder was telling him he needed to go, even though he'd just wet himself in the car.

Of course, it was much harder to wet like this. The way the bear had Alden cuddled in and how he was lying down made his body want to tense up. It felt like he was about to wet the bed despite the thick diaper taped to his butt. Of course, it was reconciling those two thoughts that was the hard bit.

Alden laid back, trying to relax and let go. For a moment, he felt like he just couldn't, and it made him squirm as he tried to overcome his toilet training. Of course, Arun was already breathing deeply behind him, so he tried to limit his squirming, so he didn't wake the tired bear.

The kitty's own exhaustion showed as he yawned. He moaned as he felt a splash of pee finally escape into his waiting diaper, and finally managed to relax enough to let the rest of it out. The sensation of laying down and wetting was way different than doing it standing up. He did his best to adjust his diaper, and his boi-part within it, so the pee wouldn't dribble out into his bed before the padding could absorb it.

As the thick, soft diaper soaked up his pee, he blushed. Horny or not, that was an incredible sensation. The stream refused to build beyond a trickle as his potty training fought against his conscious mind to try to keep him from wetting the bed. But soon, he finished, blushing as he realized the bear hadn't even woken up while he'd been rewetting his already used diaper like a baby.

Finally, with his bladder satiated for the moment, the kitty started to drift off. He knew that these diapers felt too good to not get to keep wearing. And if sex with guys was gonna pay for it, then he'd happily manage even the not as fun sessions. Just to keep his diapers on his rump. Besides, he'd really really enjoyed all the sex he'd had so far. Comforted by these thoughts, his exhaustion drug him swiftly into dreamland. His mind was still catching up to his life's radical changes these past two days as he dreamed about diapers and sex and being a college kitten boi.

---

Alden woke as he felt the bear behind him moving. He opened his eyes to see Arun sitting up in the crib in the dimly lit room. The clock on the bedside table showed it was about four in the afternoon.

"Alright, that was a pretty good rest. Ready to get up?" the bear teased as he gave the kitty a gentle kiss on the cheek.

Alden yawned loudly and stretched. He moaned as he felt an ache in his tail hole, he was definitely feeling stretched out from getting his virginity taken. As he groaned, he heard the bear chuckle.

"Yeah, I tend to have that effect. Let's go get you some pain meds," the bear teased as he shuffled over the still laying kitty and started to fumble with the side of the crib.

Alden realized that Sombra must have raised the side of the crib, locking them in for their nap. Arun frowned as he messed with the crib's side, fumbling with the latch and trying to get it to lower. Alden noticed it wasn't moving at all and wondered what was up. Looking around, he saw the device sitting beside the alarm clock, and his blush returned, he now had a baby monitor on his nightstand.

Of course, since that was the case, it didn't take Sombra long to walk in. She gave the bear a knowing smile, moved over, and easily unlatched the pen.

"The lock I put on there only opens when it's near my cell phone. Its to keep silly babies from getting out on their own. Of course, the top's still open if there's an emergency, but baby Alden better be ready to explain himself if he gets out of bed without permission," Sombra teased.

"Oh, well, I guess that's a pretty good idea. What will I do when I'm babysitting him for you, though?" Arun asked, scratching his head awkwardly at the implication that he was a baby too.

"Oh, that's the best part. The app it came with can be given limited time permission to anyone I choose, so I can give you what you need if you come over to watch," Sombra teased as she watched the naked bear stand up and start to search for his boxers.

"Ah, alright then," Arun said as he located his boxers on the floor and pulled them on.

Alden sat up, groaning as he felt the soreness of the workout he'd been given again. Sombra moved in, but instead of helping him up like he'd expected, her hand went immediately down and checked his diaper.

"Hmm, let's go ahead and change you into a fresh one," Sombra noted aloud.

Alden whined, it felt more embarrassing discussing his used diaper out loud now that he wasn't horribly horny.

Sombra simply said, "Stay lying right there, and I'll change you."

Alden stayed lying on his back as Sombra Gathered the supplies and came over to his side while Arun finished dressing.

"I'll see you both soon, I am sure," the big bear said.

"Definitely," Sombra replied. "Let's get drinks soon. And you still prepaid for a lot of time with my baby bro here. We'll work out a rate soon, so we know how much. But consider this first time on the house, as a bonus for all you prepaid for today."

Arun chuckled and then waved a quick goodbye, leaving, presumably for his job that afternoon. Meanwhile, Alden just lay thinking. It felt kinda wrong, some of this. Like lying there, pretending to be helpless as Sombra got ready to change his diaper for him. I mean sure... he liked it... but maybe he wasn't supposed to like it? For now, he knew that the main thing keeping him in place was this strange fear of disobeying Sombra. Sure she always was the ‘take charge' one before now. But they were still siblings before, now she felt like this force he was supposed to obey, and that was new and strange to really think about.

Sombra pulled free the first tape on his diaper, and then the second, lowering the front, she set to work with a baby wipe right away gently but swiftly cleaning up around his groin. This part was weird to Alden too... he and Sombra had always respected each other's boundaries before. They'd never even seen the other naked, at least not since they were little kids and shared a bath: something Alden at least was too young at the time to even remember anymore. And now here she was opening his diaper and handling him like this... And all like it was no big deal...

Alden went to say something to ask about all this, but as soon as he opened his mouth, Sombra started talking.

"So here is what I am thinking," she said. She was speaking calmly and even. Alden could tell she was thinking through her words carefully before she spoke them.

"We are onto something here, kitty. I think this is gonna work really well. But it is gonna be a lot of work, especially for me. Now I don't mind it one bit. But I do think it's only fair that I am compensated for this work. Don't you agree?"

She had Alden's penis pulled up a bit and was wiping down his balls, in this position, Alden found it hard to disagree with much of anything... So he just nodded quickly.

"Good..." Sombra said. "So here is what I am thinking... There are three areas for the funds to go when you make some money. One is the actual stuff we need to buy: like your diapers and the other gear we got for you. Plus, all the stuff I still wanna get later. So the first thing is the actual stuff, but then the other two are my and your personal pay for doing this."

Sombra raised Alden's legs with one hand and, with the other, got a new baby wipe and started cleaning the slimy mess of cum and pee between his cheeks.

"I am gonna change a lot of diapers for you, little bro. I am gonna keep you in them full time. No toilets, at all. So that's a lot of diapers for me to change, seeing as you are not allowed to change yourself. From time to time, as a treat, I'll even put you further into cub mode. Like by bathing you or bottle feeding you, etc.... So I'll need to be paid for my sorta ‘babysitting' services for one. And then there is also the business side of things. I'll round up your customers. And I'll make sure you stay safe as you work. Stuff like that..."

Alden heard all of that, but his mind was still stuck on the no toilets at all idea. So... that meant... Sombra intended for him to mess his diapers? Part of him wanted to ask about that, but Sombra just kept on wiping his rear as she talked.

"So there is my pay. But, of course, you deserve to be paid too. You're gonna be the one taking cock from every guy that pays and that I approve of. So even though the diapers are kinda part of your pay, you deserve to make some actual cash for that work too."

Sombra decided Alden was clean and set the last wipe down, but kept his legs raised. With her free hand, she brought a finger to his back door and very slowly began to apply pressure.

Alden grunted in surprise and shakily asked, "S-Sombra?"

"Hush now kitten," she said. "If I am gonna be your... manager..." she had stopped herself just in time from saying ‘pimp' "Then I am gonna need to make sure my main asset is in good working order."

As her finger gently and slowly slid into Alden's still slightly creamy back door, she wiggled it back and forth a bit to check for damage. When she found his prostate, she stroked it a few times and was happy to see her brother's cock start to stiffen slightly. Alden just whined and clamped his eyes shut.

"Relax baby bro," Sombra said as she extracted her finger. "Nothing ‘incestuous' is going on. We are never gonna have any sort of sex, you silly boi. I am just making sure you are healthy like a good big sister should. And also making sure our little money maker here is okay for more work. I mean... You have no idea how many boys like you that I see. Wanting sex but hardly getting any. Sure, most of them wanna hump tail and not get their tails humped. But still, we can provide a service here. We can make a little money, keep you happy, and keep me from needing to find a new job, all in one."

Sombra lowered Alden onto a fresh diaper and dusted him with baby powder. She was rubbing in it as she asked, "So what do you say?"

Once again, since her hand was practically cupping his package as she massaged the powder in, Alden felt like she literally had him by the balls as she asked her questions. But then again... nothing she said made him really wanna jump up and tell her ‘no,' so he just gulped and said, "O-okay."

Sombra's grin was at an all-time new record for devious intensity.

---

A little while later and Alden was laying on the couch with his head in his sister's lap. She was stroking his head gently while her other hand held a baby bottle filled with milk that Alden was nursing on as the two of them watched TV. Sombra had let Alden watch as she prepped the bottle and added a few drops of a pain killer for babies that come in liquid form. She had said that she'd try to mix his medicine into his bottles as often as possible, and Alden wasn't sure if she'd been joking or not...

The couches had been rearranged to better accommodate the new playpen while he napped earlier. Alden also noticed most of the boxes were gone. The extent of what had been bought had been loaded into drawers or unpacked into new furniture. As Alden nursed, he noticed that this was definitely a sized up bottle. The nipple let out enough milk with each suck that it seemed like it wouldn't take him long to finish it, and he wondered if it was a thing they bought at Ray's store. After all of the commotion of the last two days, this moment, odd as it may have seemed a week ago, felt calm and peaceful now.

As Alden lay watching TV and nursed on the bottle, he felt the ache in his rear fading. The drops in his bottle were doing a good job, though he still felt a little sore after the boning he'd gotten earlier. Alden was wondering if he still was loaded with bear spunk up his rump or if it had all dribbled out while he napped. Then a knock at the door made him jump in place a little.

"Relax It's just Ray," Sombra said. Then she turned to the door and shouted: "Come in."

Of course, as the door opened and Ray walked in, it didn't exactly diminish Alden's tensions too much to see a familiar face. After all, it was because of Ray he was in these cute diapers in the first place. He still remembered his domination at the hands and cock of the spunky bunny standing in the doorway as he looked over and gave Sombra and Alden a smile.

Embarrassed to be seen like this, Alden tried to pull away from the bottle he was working on. But Sombra held the bottle firm in his mouth.

"No kitten," she chided "There's only a little left, you can finish."

Ray chuckled at the sight before him, saying, "So I see the little guy's still enjoying his diapers then."

The bunny was apparently gonna get straight to the teasing as he walked in, closed the door, and then gave Alden's cheek a pinch. Alden groaned around the nipple in his mouth as he worked on the last bit of milk it had to offer. He was lying in nothing more than one of his new premium diapers and a t-shirt.

"Yep, had to give him a little change earlier since he had wet, and his rump was cummy, but nothing we couldn't handle," Sombra said.

Ray looked a little down, truth be told he had wanted to be the one to take this cuties virginity, but by the time he knew it was available, the bear had already got dibs.

Sombra noticed, and with a smile, she said, "Just wait for him to finish this bottle, I've got a surprise for you."

Ray perked up a bit and sat by Alden's feet.

"You got him back in a new diaper after his change..." he said. "How long were you thinking of keeping him padded?"

"I am gonna take away his toilet privileges for the entire time he is in college, so at least four years," Sombra said with a grin.

Ray's eyes lit up as Alden just whined.

"Really!? So, messing and everything then?"

Alden's eyes shot wide open while Sombra just nodded, looking as if it was no big deal.

"Well... has he messed yet?"

Sombra shook her head no, "Not yet."

"But he's been in diapers over 24 hours by now..." Ray thought out loud... "The little guy must be trying to avoid it."

Sombra thought about it and then gave Alden a look that said that if he was, then she was disappointed, adding "Hmm... maybe? What do you say?"

"I say I'll be right back!"

Ray jumped up and bolted out the door, returning moments later with a bag from his car. He pulled out a small jar and began to unscrew the lid. Sombra just laughed.

"Ray, you delightful pervert! Why didn't I think of that?"

Ray just blew Sombra a kiss and fished out a transparent pill looking thing.

"Messy diapers are a tough step for new littles, they often need a little help," Ray explained.

Sombra pulled the now empty bottle away from Alden's face and said, "Well, since you were so nice and got them for him, I'll let you give the naughty baby his medicine then."

Ray pulled Alden off of the couch. He then sat down and pulled Alden down on top of him, pulling him, so he was laid out over with his rump right over Ray's lap.

"What are you gonna do?" Alden asked.

"Just give you a little help cutie. So you learn what your diapers are for," Ray said.

Ray undid the tail tape on Alden's diaper and lowered the back, exposing his butt. Then with one paw, he lifted Alden's tail, and with the other, he began to slide the transparent pill into Alden's rear.

Sombra meanwhile had set up her phone to cast images to the TV. She showed Ray the pics and video she took, culminating in the video of Alden and Arun's first time. Alden burned with humiliation as the footage played every huff and moan and squeak of the bed. Ray just slowly fingered Alden. Not content to just hold the medicine in place, he let his digit slowly slide in and out of the rump he was watching get pounded on TV. Every now and again, Ray would shift slightly in his seat and let out a soft moan himself.

When the video ended, Sombra said, "See, I look out for my boys. You may not have gotten to be his first, but you got to watch at least."

Sombra was grinning, and Alden was slightly hoping that the embarrassment would make him pass out.

"Can I have a copy of all that?" Ray asked.

"For sure," Sombra said.

Ray moaned louder this time. Sombra shot him a quizzical look causing him to blush. He pulled Alden's diaper back into place and redid the tail tape.

"I have a confession to make..." he said. "I've taken some... performance-enhancing drugs in prep for tonight."

Sombra just laughed, "So that's why you've been squirming and moaning even more than the one getting fingered!"

"Yeah... and I know, I know, You shouldn't take em' too often. And I don't. But I mean we sell them, they were right there, and I did promise this little guy a real ‘stress test,' and I can't do that if I just blew as hard as I did this afternoon.

Sombra replied through a giggle saying, "I guess this night can't count in the record books then."

Ray laughed, "Yeah, or we'd need an asterisk."

"But I'm glad. We need to know what he can handle so we can get him to work for real, and there is no one I trust better than you to do that test," Sombra said. She looked at Alden and then added, "Well... I'd tell you to get to it, but you just popped a suppository up his rear. You'll have to wait..."

"Can I start with Oral?"

Sombra just gave Ray a quizzical look. After all, wouldn't that defeat the point?

"Trust me, Sombra, trust me. You know I have high production even without these pills. And since I took one of em anyways, I am gonna have plenty left over tonight, even after I feed him some cream."

Sombra shrugged, "Okay, him being in that position will help move things along anyways. And I love how he just glows when he's fed cum."

"H-hey!" Alden said.

"Oh hush, I know you love to get some cream," Sombra said.

"Get this on camera," Ray said. "His first messy diaper, and he'll mess it while he's sucking my cock."

Sombra smiled, then held up her phone and clicked record.

Alden tried to interject here, things were spiraling out of control again...

"I... I-I don't..."

"Shush..." Ray hushed him down.

Ray pulled Alden off the couch and pushing him into a kneeling position on the floor. Ray pet the top of Alden's head as he held him there.

"You are such an adorable little guy," Ray said. "I can't wait for you to warm up to me so we can talk for real. I know right now the whole thing feels like it's moving too fast, and you are frozen like a deer in the headlights half the time. But it's ok. Trust your sister is looking out for you. Heck, trust me, I'm looking out for you too."

Ray thought for a moment and then added, "I want you to consider that maybe I'd like to date you."

Sombra quirked an eyebrow at that... She knew Ray wanted a boyfriend who he didn't have to be ‘monogamous' with, but she never expected it to be her brother. Then again... did she really oppose? This was pretty much her best friend here, and if he liked her little bro that much, then she'd consider it. Ray was clearly trying to jump in before he missed out like he did with Alden's v-card.

Ray kissed the top of Alden's head and then fished out his package.

"Start by nuzzling and sucking on my balls," he ordered.

Alden hesitated for a second, but then leaned in and started kissing and licking on the bunny's orbs. Ray resumed his soft moans right away, gently bucking forward now and again as Alden worked his balls. Alden was trying to do a good job, this was a whole new idea he had to consider now... Actually ‘date' Ray? He never really had a boyfriend before... And the thought of it made it a little less embarrassing to be servicing the guy. Now he was more than just a cum dump like his sister had called him. Now he was a potential boyfriend to this hot bunny.

Unfortunately for Alden, this position put him on his knees and leaned forward to suck on Ray's balls. So with his legs bent and his butt stuck out, he felt the medicine up his rump start to work. Alden's eyes shot open wide as he ‘mumphed' around the bunny bits in his maw, while the other two broke out laughing.

Ray possessively grabbed Alden's head, saying, "Keep going."

Alden kept on sucking on Ray's balls. His sister really wanted him to... ‘mess'... himself??? And he'd have to do it with them watching? And on camera?!

Ray kept his firm grip on Alden's head. "Go ahead and suckle," he said.

Alden took Ray's length into his maw, still trying to think of a way out of having to poop in front of these two.

Ray moaned louder as he felt Alden's maw wrap around his member, god he loved cat tongues and how they felt.

Alden was tensing up, trying to hold back the building pressure to fill his diaper.

Ray was still moaning slightly. He seemed to be fighting not to cum already. He kept his firm hold on Alden's head and began to buck lightly into his maw. Saying, "You really ought to just relax and let go kitty... You know, I break ‘tough guys' for fun all the time. But that's not a ‘relationship' kinda dynamic. If I took on a ‘boyfriend'... I'd rather him just be well behaved. That's what I'd want. A ‘good boy.' Can you be a good boy? Can you be a cute little baby boy and fill your diapers like a good boy should?"

Alden closed his eyes, his ears folded back in shame... Maybe it would be best to just be ‘good.' He knew he'd lose this battle if he fought it... Perhaps it was better to just give in willingly?

Alden whined loudly, but let himself relax, and with the medicine he'd been given, it started to happen fast.

The look of submission on Alden's face almost set Ray over the edge already. But as Alden began to grunt and ‘unf' slightly around Ray's cock Ray lost it. To him, it felt almost like he could feel Alden messing though his mouth around his cock. The involuntary sounds he made connecting the experience for them. So as the massive mess started to build in Alden's diaper. Ray went a bit weak in the knees and began to fill Alden's maw with spunk.

Ray moaned so loud Alden was sure the neighbors heard and straightened himself back up. Alden meanwhile was struggling to swallow all Ray was putting out.

"That's what these pills do kitty," Sombra said, speaking over the sound of Alden's gulping, "they send his cum production into overdrive. He's gonna need to blow at least 4 times tonight."

Ray's orgasm was finally starting to slow down, and so though a huff, he managed to say, "That's why I wanted to start with oral... It wouldn't do for me to blow as soon as I stuck it in."

Alden swallowed the last spurt, he felt like he'd just chugged a large glass of cum and couldn't believe that Ray was capable of making that much, even with some sex drug enhancement. He went to pull off, but Ray held him tight.

"No baby, keep suckling on the tip for a little first, there is still some left in the shaft to get," he said.

Alden shifted back a little to suckle on Ray's tip. The movement causing him to shift the mess in his diaper against his rump and bringing his attention back to the fact that he'd just messed himself. Dealing with the bunny's own massive load had distracted him from the weight he was putting in his pampers. And... was he wet? Alden whined... He was messy, and he couldn't remember wetting himself... was he that distracted by Ray? He never felt like such a huge baby.

"Can I change him?" Ray asked.

Alden whined anew.

"Sorry, buddy," Sombra said, "but he must learn early that he's just gotta come to me for diaper changes, no matter how bad his diaper is, it's okay, and I'll change it. So I can't be ‘dodging' his first messy one."

"But..." Ray tried to think of an excuse to get to change Alden, this was another of this little guy's ‘firsts' he was about to miss out on. "But... it's also important for him to learn to be okay being in a messy diaper... Shouldn't we make him wait a bit?"

Alden was getting ‘embarrassment fatigue.' It's only possible to be so embarrassed for so long before you go a little numb, and he was getting there. So he passively suckled on Ray's tip even though he long since had gotten all the cum as they talked over him like this. He was just content to let it all happen at this point.

"Hmm... alright," Sombra said. She turned off the recording and, with a mischievous sparkle in her eye, said, "I promised our mom that I'd call her tonight anyway, she's still worried about her baby."

Ray laughed. Alden wondered once more if he was dreaming... Surly, Sombra wasn't about to call their mom... right?

Everyone heard the first ring of the dial. Alden Froze, Sombra had them on speakerphone!

The situation was becoming very erotic for Ray. He knew Sombra was a deviant, but there was something crazy ‘hot' about how kinky this move of hers was to him. Alden was still kneeling in his first-ever messy diaper and had a cock in his mouth, and now their mom was potentially gonna pick up the phone and be an unwitting part of this moment. His cock thoroughly spent just a moment before, began to twitch back to life.

A second ring was all it took, their mom had clearly been waiting for this phone call.

"Hello? Sombra?"

"Yes... I'm here," Sombra said.

You could hear their mom breathe a sigh of relief. Sombra just rolled her eyes silently as if to ask, ‘what did you really think was gonna be wrong?'

"So... How are you?" their mom asked.

Ray bucked his hips once to get Alden's attention, pushing his half-hard cock deeper into and then mostly out of Alden's maw again. Alden looked up in fear. Surely Ray wasn't gonna do this now!?

Ray just grinned and made an exaggerated sucking motion with his mouth. Clearly, wordlessly asking Alden to start to suck again.

Alden gulped... but then began to suckle as softly as he could. Better to obey the wordless request than to risk Ray asking any louder. This whole mess felt so ‘unholy' to him... he hated how rock hard he was in his diaper, though... there was no way he liked how kinky this was... right?

Sombra smiled at the scene and said into the phone, "I love you mom, you know I do. I love you a lot, and I think we need to talk more often. But let's be honest. Right now, it's not me you wanna know about. You wanna know how your baby is doing? Am I right?"

Alden was suckling as quietly as he could manage. But it still felt waaayyyy too loud to him in the moments when no one was talking.

Their mom was used to Sombra's sass and shut it down right away, "Is it so bad I am worried about him? You know he never was as ‘streetwise' as you are!"

Sombra just grinned; she actually liked how her mom always paid her a compliment when she was also trying to ‘correct' her.

"Sorry, mom. You are right. I didn't mean to be rude. And trust me, mom, I'm taking great care of your ‘baby,'" Sombra said, putting way too much emphasis on the word ‘baby' for Alden's liking.

Alden shut his eyes. Ray's dick had reached full mast again, and so suckling had gotten a little louder. But, he had figured out that if he stopped suckling and just kept his maw on Ray's dick and lapped at the tip with his tongue, then it was pretty much silent. And he subconsciously hoped that if he couldn't see Ray, then Ray wouldn't be able to ask him to get any louder again.

Their mom meanwhile just breathed a new sigh of relief. "Thanks, Sombra," she said. "I'm counting on you, ok? Just... I know you are strong and I know you can do this. Just... help him get acclimated to life away from home. Alright?"

Sombra smiled. Truth be told, she was a little bothered by how worried their mom was. As it meant she didn't fully trust her to just look after her baby bro without needing to be told. On the other hand, it was totally overshadowed by how much mom obviously cared about both of them.

"I promise mom," Sombra said, "he's gonna love it here."

Sombra clicked the phone off of speaker and put it up to her ear. She ‘uh-huh'-ed to something Ray and Alden couldn't hear as she pulled the two of them apart and stood Alden up.

Ray felt like he understood a little bit better why Sombra did that phone stunt. Their mom was too worried that she wasn't looking after Alden. And so, even if only in a way that their mom would never know about, she liked to put in her mom's face the fact that she was *very* much aware of how much of a baby Alden was. More aware of it, in fact, than even their mom was. As their mom still thought that Alden hadn't been in a diaper since he was three years old.

After a few more moments, Sombra told their mom that she'd put Alden on so he could talk, and thrust the phone into Alden's face.

Alden held the phone there, glad to finally be in some control of this moment again and determined to hang up the phone before he'd hand it back to Sombra to potentially put on speakerphone again. As he stammered out a ‘hello' to his mom, he was irrationally worried that she could smell the cum on his breath through the phone.

While Alden and their mom talked, Sombra whispered to Ray, "Go on then, help him get used to the feel."

Ray was amazed at how much of a sinister deviant Sombra was. I mean sure, he always had some idea; it's part of why they were friends, after all, they were a lot alike in that regard. But still, usually, he only heard blips from her after a night out or saw her pregame as she was on the hunt. They both went their separate ways, after all, when they found their prey. Her a straight girl and him a gay guy, they never saw what the other got up to when it was time to get it on. And Sombra was less of a ‘talker' than he was. But now he knew, Sombra just might be able to go step for step with his own level of deviance. And it made him respect her all the more.

Ray walked up to Alden and extended a paw, cupping the bulging seat of his diaper and gave it a squeeze. Then he smushed the contents into his rear gently.

Alden's heart was pounding like mad. He needed this phone call to end soon. Yet, he also knew their mom missed him a lot and didn't want to rush her off the phone. He tried to stay composed as they talked a little more.

Ray moved around behind him and hugged him from the rear. He pressed his still wet cock against the seat of Alden's diaper and began to slowly hump against Alden's rump. Squishing the mess there further with his cock.

Alden finally arrived at a natural pause in the conversation. "I've... got to go," he said. "Sorry to cut this so short mom, and I promise you that I'll call you tomorrow, and we can talk at length for an hour if you want, but I've just got to go right now."

Luckily their mom didn't seem to mind at all. "Of course, honey," she said, "You go do your thing. Just know that I am here if you need anything, okay?"

"I know mom," Alden replied. "Love you."

"I love you too, sweetie," she said.

Alden hung up the phone and rounded on Sombra, about to yell at her for the first time in he couldn't remember how long. He couldn't believe she would do that! What had almost happened...

Before he could get out a word, however, Sombra had him held by the maw once more. With a paw wrapped around his mouth, she had him silent and shocked for a moment, and into that moment, she spoke.

"Do you really think we woulda let anything happen?"

Alden thought for a moment...

Sombra continued on, "Do you know what a sub is, kitten?"

Alden had heard of ‘subs' before, they were the ones that got tied up and whipped in BDSM. But he never really liked BDSM.

"You are a sub. And we are doms," Sombra said, indicating to herself and Ray. "It's a dom's job to know a sub's boundaries and to never cross them."

"If we did, we'd be bad doms," Ray chimed in.

"Yes, yes," Sombra agreed, "And if a lousy dom *ever* gets his hands on you, I will personally *murder* him. But we are good doms. So trust us. We are smarter than you, baby butt. And we know where your ‘absolute boundaries' are. And we won't make you go over them."

She paused a moment to let that sink in before continuing, "However... as doms, part of the fun for us is to make you sorta play ‘chicken' with those lines. We enjoy that," She was smirking now, "You probably won't get it, cause you are a natural sub, but that's fun for doms. So you get your fun, sweetie, but we get ours too, that's the trade, and that's not all of it, but it is one large part of the sub-dom relationship."

She let Alden's maw go and dropped her hands to her sides. Alden could tell she was giving him an ultimatum "So it's up to you... Do you think you can handle that trade or not?"

Ray put his hand back on Alden's rear. Wordlessly saying that they were okay dealing with his literal shit if he was willing to let them have their fun too.

Alden knew what the answer was right away. He couldn't just give up his diapers now, he loved them too much. Not to mention, the sex had been a game-changer for him almost as much as the baby stuff. Sombra was right, he'd maybe of been a virgin forever without her help, and now here she was making it all happen for him.

Alden felt a little guilty. "Sorry, Sombra," he said.

Sombra just ruffled his head fur.

"No need to go all droopy eared," she said. "I know this is all new to you, and you are still learning. Just try to have a little more faith going forward. We never woulda really let that get outta hand. We were just messing with you a bit."

Alden just nodded. Sombra smiled and then stepped forward, wrapping him up in a hug.

"Truth be told? I am proud of you, kitten. Being a sub takes some bravery. And you've let us throw you in the deep end pretty damn fast."

"Heh, for sure," Ray agreed, punctuating his statement with a slap to Alden's rear.

Sombra pulled back but left her hands on Alden's shoulders.

"Now, in a moment, I am gonna change your diaper kitten. Then I am gonna let my best friend pound your ass until he works through that pill the silly bunny took."

Ray lit up, "Ohh... you're my best friend too, Sombra!"

Sombra just giggled, boy's were so silly. Of course, even Ray would wait for Sombra to say it first. She figured something about having a penis made you a little dumber and less able to put your emotions out there. A thing she'd need to talk to Ray about if he was gonna actually date her emotional little bro.

"Now, it'll leave you sore as hell, sweetie, and you may not like that part. But it's good for you. It'd gonna do two things. One, it's good practice, like training for your butt. And two, I trust him not to go too far. This way, we'll learn where your line is for later when you are working to earn these diapers you love so much, and you are with someone I don't trust as much. I'll need to keep them from going too far myself. And to do that? I need to know where too far is, kitten. And Ray has graciously volunteered to test that out for us."

Alden nodded. Something about Sombra made it so when she was talking, it all seemed to make a lot of sense. It was mostly only when he wasn't talking to her that he thought up reasons why she may be wrong.

"Good," Sombra said with a smile. She kissed Alden on the forehead and then said, "Now, lay down in your playpen. The mat in there is easy to clean if we need to do so afterward. And I'll be there in just a moment to change that stinky diaper, sweetie."

Ray quickly interjected, "What if I bribe you?"

Sombra looked his way, but Ray continued on, "He already knows pretty clear by now that you are willing to change him. Listening to us talking let him know that you expect to change him, and he's not allowed to change himself... Is that enough? If he knows you had to be paid to relinquish the responsibility... does that make it enough?"

Sombra thought a bit... Then sighed... "I guess..." she said, "I guess I got your first diaper change since you were a baby yesterday. Maybe I don't need your first messy change too. I wanted this to be a thing we can share kitten. For you to know, you are an adult toddler, and it's okay to come up to me with a mess in your pants, and I'll take care of it. To know you are not just some holes that I rent out for cash but that I love you and will take care of you. But... Ray's practically my ‘other brother from another mother,' so I guess... if it's him... and he really seems to like you..."

Ray was regretting jumping in now; clearly, this meant more to Sombra than it did to him, and she was about to give it up just for his sake...

"Actually... that's sweet, and I love you for being willing, Sombra. But... How about I just watch this one?"

Sombra smiled. At least Ray had been first to say ‘I love you' to her. She loved him as a friend too, even if she'd make him wait a little longer to hear it. But she liked that he understood how much this meant and relinquished his request.

"How about you be the first guy he's ever rimmed you kinky bunny?" she asked, sticking her tongue out and waggling it for emphasis.

Ray giggled.

"He needs a distraction anyway, so his first change isn't too intense. Sex is so foreign to him that he can't think straight when its happening, and I don't want his first messy change to be all tense and a bad experience."

Ray jumped at the opportunity, leading Alden by the paw and laying him down in his playpen on his back.

Alden winced as his rump met the playmat, squishing his mess around more firmly under his weight than the bunny yet had. Things were so far out of control that he had been silently letting it all happen so far. Just submissively listening and taking it all in. He was touched at his sister's words just now, though, and after her chiding earlier to trust her and let her be in control, it felt like the wrong time to speak up and tell them ‘no.'

Ray stepped out of his shorts completely. Now naked from the waist down, he lowered himself, so his rump was smothering Alden's maw.

"Start by licking baby, then kiss it, and then stick your tongue inside and I mean all the way inside, and then randomly alternate all three," Ray said, giving a crash course on analingus.

Alden whined but began to lick Ray's tail hole.

Sombra returned with the supplies she had gathered and then stopped to snap a few pics and record a brief video of the scene.

Ray winked at the camera and moaned. The time and the stimulation were letting the effects of the pills work their magic, and soon he'd be very ready for round two.

Sombra moved into position. She set her phone aside and then parted Alden's legs, bending them at the knees, so they were propped up. She pet his inner thigh a bit, even leaning down to kiss lightly at his leg just above his knee.

Alden relaxed a bit. He was on stimulation overload, but Sombra knew how effective a little reassuring touch was for cats. So, emotionally exhausted by the day's events, he just melted into the moment and let it happen. He was lapping at Ray's tail hole as Sombra pulled the first tape on his diaper. And, remembering Ray's instructions, he made himself dive his tongue inside as Sombra popped the second tape.

Alden expected a very foul taste. But it wasn't so bad. He tried not to focus on any taste as there wasn't much to taste at all... at least compared to what he had feared. But the flavor made itself known anyways. It very ‘musky,' very ‘Ray-ish,' if that was a thing. Alden realized that he may not love this, but he could manage it, whenever the bunny wanted, it wasn't so bad.

Sombra, for her part, just couldn't resist. They may be the grossest pics she'd snapped yet, but she just had to do it. Even as a hardened dom, some part of her could scarcely believe what she'd accomplished. In barely more than a day, she'd gotten her virgin brother laid, turned him into a willing sex worker, and a lifestyle kinkster. Here was the proof of the last bit right here, that he'd gone all the way and messed himself and was waiting for a change from her. She needed to document the proof. So she snapped a few pics of his exposed scat in his open diaper.

Her proof in hand, she quickly got back to work before the moment could sour. She used the wet front of the diaper to wipe away the bulk of the mess and then set to work with baby wipes.

Alden felt it all. But trying to do a good job for Ray, he realized, was indeed keeping him from really being able to die from embarrassment as Sombra cleaned his poop.

"You are really good at this, Alden..." Ray said through a moan. "Even though you keep forgetting the kisses. Try to mix in some kisses, cutie."

Alden paused, kissing meant using a little suction. He certainly didn't wanna draw anything out of Ray's butt and into his maw... But he had to trust them, so he obeyed, and gave Ray's tail hole the smallest of kisses. And of course, nothing came out, Alden's fear was, of course, unfounded. So, now knowing it was safe, he grew bolder and mixed in kisses with the licks and tongue probes, like Ray had asked.

Sombra worked a little bit longer before she figured she was about half done.

"Go ahead and get off now, Ray," She said.

Ray obeyed and rose up, so he was off of Alden's face.

Sombra and Alden locked eyes for a moment as Sombra was wiping his butt. Her smirk told him she was in charge, and yes, this was embarrassing for him. But also... more than that, it told him that this was okay... Alden relaxed more and let the change keep going. So this was gonna be a regular occurrence... He could handle that...

Ray grabbed Sombra's phone and recorded the last half of the change. He knew she liked to have her proof and that this moment was worth saving to her.

Sombra kept working to wipe Alden clean. Alden looked down the camera and just let his face be seen. He remembered Ray's words about how porn is better when you get a good look at the sub's face and wanted to be a good baby at this moment for the recording, so he let his face be recorded for as long as he could manage before he turned away with a blush. Sombra finished wiping him and then slid a new diaper under him. She massaged in some powder before taping him shut and then had him roll over so she could inspect the playmat to see if it needed to be cleaned now, but it was still clean. She taped his used diaper into a ball and handed it to Ray to throw away.

"We have a diaper disposal trash in the kitchen that keeps smells inside," she said.

Ray ended the recording walked off to throw away the used diaper while Sombra pulled Alden up into a hug.

"You are my baby now," She said. "Some parts of your job may be a little hard from time to time, but I bet you'll love most of it, and you are still an adult after all, so a little hardship is good for you. But never forget, you are my baby, and it's okay to use your diapers. Heck, its mandatory, and so is it for you to have me, or someone else that I approve of, change them for you. Okay?"

"Thanks, Sombra," Alden said, hugging her back. "I... um... I really like my diapers..."

Sombra snorted a laugh. "No shit," she said. "Cub time is gonna be your reward kitten, for being good. You'll always be in diapers, but time as a baby is a treat for good kittens. Got it?"

Alden nodded.

"Good," Sombra said.

This had all been working better than expected, and she wondered just how far she could take this.

Ray returned from the kitchen. He was still naked from the waist down, and his erection was looking particularly needy for some attention at the moment.

Sombra eyed it and then slapped Alden's rear.

"I guess I better let you guys get to it," she said, suddenly all business again.

Alden was only slightly jarred. Sombra had always been like that, going from emotional to ‘composed' as soon as she wanted to.

Ray took Alden's paw and began to lead him towards his bedroom. Alden knew he was looking forward to sex with the bunny. And besides, he kinda liked the idea that this was how he was gonna earn his diaper money, and looking around the apartment, he realized just how in debt he already was. Ray's discount had gotten all of this stuff, it had essentially doubled what they'd been able to buy. And Alden just knew Sombra was gonna make sure that he'd be paying back every cent of savings to the very horny bunny.