Crisp Looks After the Boys

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#5 of Commission Works

Another 10k commission for :iconFriskeCrisps: and for the first time featuring some of my own characters, the brothers from my Looking After the Boys series!


*Ding Dong*

The loud doorbell reverberated through the house after Crisp pushed the button. He stood there fidgeting nervously as he waited for the occupants to answer the door. This would be his first ever babysitting job that extended over consecutive days, he would have to stay over several nights as well. The parent offered him much more than he normally charged so it wasn't really an opportunity he could pass up. He gripped his backpack strap tighter as he heard light footsteps on the other side of the door.

"Hello?" A little voice said as the door cracked open. The white-furred wolf pup stuck his head around the door to look up at Crisp.

"Hey little guy! My name's Crisp and I-" He stopped short as the pup whipped the door open to reveal he was wearing nothing a tight little pair of white with red piping cartoon briefs.

"Oh you're Crisp! You're gonna be our babysitter for the weekend!" The little pup's tail was wagging fast.

"Y-yeah uh...that's right." Crisp blushed slightly, taken aback by the cub's boldness. Crisp looked up to see a much larger, adult wolf walking towards them.

"Collin, what'd I say about answering the door in your undies? Go get some clothes on and tell your brothers to do the same." He pat his son's head then the boy scampered off somewhere else into the house. "Heh sorry about that, I'm Robert. You must be Crisp."

"Yes, nice to meet you sir!" Crisp said professionally as he could as he shook the white furred wolf's hand. "And you don't have to apologize, I've dealt with a lot of kids before."

"Heh, well my boys have no modesty. I told them to behave especially well this weekend but...well I hope you don't mind more of what you just saw." Robert chuckled slightly then stood aside to invite Crisp in. "So I have the guest bedroom setup for you, or if you're more comfortable on a couch we have a pretty comfortable one."

"Oh I'll...probably just take the couch then, I wouldn't want to dirty up a room for myself or anything." Crisp said as he walked through the house to the kitchen with Robert.

"Fine by me, whatever you'd like. So like I said in the email, I bought plenty of frozen meals for dinners, lunches. There's raw materials for you to cook if you're so inclined, and I'm leaving my card here so you can order out for pizza or something." Robert held up his credit card then set it down on the counter. "If I see any weird transactions in my history after this I'm comin' after you."

"Heh, you don't have to worry about that sir." He laughed along with the older man at his joke. "So what about their bedtimes and such?"

"Well they don't really have a set bedtime over the weekend, but just tell them around ten to hit the hay, and obviously they're old enough to bathe themselves. So just tell them to take a bath and they'll handle themselves."

Crisp nodded along as the older man gave him more directions and information about his boys, apparently they could be pretty mischievous but they were told to try to restrain themselves more than usual this weekend since they had a new babysitter. As the two were talking they heard laughing coming from down the hall then three little identical wolf pups barreled out into the living room.

"C'mere boys, meet your new babysitter Crisp." Their father said, making the boys walk up to them in a line. "Crisp, this is Collin, Sam, and Mike."

Robert pointed each of them out as he said their names but Crisp just looked between all three of them, baffled how he'd ever manage to tell them apart. There wasn't even a height difference, they just all looked like the same kid.

"Alright boys, I gotta get going so I can catch my flight. You three be good for Crisp ok? If he tells me you were bad when I get back I'm gonna tan your hides ok?" He smirked at his boys as he threw his duffle bag over his shoulder.

"Ok daddy!" They all three said at once. Crisp noticed there was a slight difference in all of their voices, but they had shuffled around as they went to hug their father so he lost track of who was who.

"Crisp, if you need anything at all you have my cell number. I'll see you all in a few days!" He waved at them all before finally heading out the door.

Once their father was gone all three boys looked at each other, giggled, then looked back at Crisp. The grey wolf gulped a little, having suddenly become the center of attention.

"So uh. What do you boys wanna do?" Without even answering the boys started to strip right in front of him. They started with their shirts first then they all gripped their shorts. "Woah woah woah what are you guys doing?! K-keep those on, didn't your dad tell you to...wear clothes?"

"Hehe yeah, but he's gone now and we never wear clothes at home!" One of them giggled sounding like the boy who answered the door for him, Collin. "Are you embarrassed seeing us in our undies or somethin'?"

"N-no not really but it's just uh...I mean it's...polite?" Crisp was trying to think of a reason to tell the boys they couldn't strip in their own house.

The boys just giggled and looked between each other. Collin was about to say something but one of his brothers grabbed his shorts from behind then yanked them down, once again exposing the white and red cartoon underoos Crisp had already seen him in. The boy laughed out then pounced his brother down. His round butt now wiggling at Crisp, who stared at the colorful graphic on the boy's undies.

"G-guys? P-play nice now, don't hurt each other or anything!" Crisp gulped again as he watched the two roll around on the floor. The third brother seemed content to just sit on the couch and watch them while still in his shorts.

"We're just wrestling! We never hurt each other!" Collin shouted and giggled as he grabbed a hold of his brother's shorts then yanked them down to his knees exposing the boy's similarly themed underoos, only his were white with blue piping and had a different character on them. "Ha! Gotcha back Mikey!"

"Yeah but I got you first!" Mike laughed and wiggled under his brother as he let him pull his shorts the rest of the way off. His tiny bulge now rested against Collin's rump. The two shared a knowing smile then turned their attention to Sam, the last of them wearing any shorts.

Crisp watched as the two underwear-clad brothers shuffled over to Sam on their knees. The two each grabbed a leg of his shorts then slowly began pulling them down. They got caught a little right below his waistband of his briefs, causing the brothers to giggle. Once his shorts were clear of his thighs they were greeted with the sight of his tented underoos.

Crisp meeped softly at the sight of the young pup pushing out the front of his colorful briefs. He was familiar with the occurrence because it happened to him a lot, he had no idea it could also happen to cubs.

"Hehe jeeze Sam! You got this just from watching us?" Collin giggled and reached a hand onto his brother's crotch. Sam yipped then pushed his hand away, but not before Collin gave his tent a few rubs.

"C-Collin not in front of our babysitter! We don't even know him!" Sam blushed hotly.

"W-what are you boys...doing?" Crisp asked, his gaze trying not to peek at Sam's little undie tent.

"We're just playing around!" Mike said and laughed. "Sorry Sammy got all hard in front of you."

"H-hard?" Crisp blushed as he felt himself grow slightly excited in his pants. These cubs obviously knew their stuff, maybe even more than he did.

"Yeah Sammy's a perv sometimes, his weiner gets all hard just from watching us play sometimes." Mike piped up and giggled, then got playfully punched by the blushing Sam.

"That...happens to you boys too?" Crisp stared at them, baffled.

"Yeah! See?!" Collin reached back at Sam's lap but this time he grabbed the waistband of his brother's cartoon briefs then yanked the front down, allowing Sam's throbbing little member to bounce up freely. The other pup shrieked out in embarrassment.

"Colliiin!" He pushed his hand away then quickly stuffed himself back into his briefs, but the damage had already been done, Crisp had gotten an eyeful of the boy's rock hard little penis.

The grey wolf stepped back a bit, his heart beginning to race. These cubs were much more knowledgeable than any other kid he'd babysat before. They also seemed to be very friendly with each other. He felt himself throb a bit in his pants which frustrated him since he was feeling so weird around these boys. He looked at the boys after having been lost in his mind for a moment to see them all giggling with each other as they looked at him.

"W-what?" His ears folded back slightly and Mike just shook his head.

"Nothin' Crisp...hey we're hungry!" Mike said causing his brothers to shout in agreement.

Thankfully the pups themselves ended the awkward situation that Crisp found himself in. His mind returned to that of a babysitter then he went off into the kitchen to find some frozen meals for the boys to eat.

Crisp had hoped that as night began to fall that the boys would want to cover up more, but they stayed in their different colored underoos all night. After they had dinner the boys occupied themselves with a gaming console on the large TV in the living room. Crisp sat on the couch as the three of them sat in front of the TV with their eyes glued to it. He found it hard to shake the image of Collin yanking down the front of his brother's underwear. He'd never babysat any kid or kids that were as...rambunctious as these three.

His eyes periodically shifted from the TV down to the little underwear clad pups and their little butts. He wasn't used to cubs being in their underwear as he watched them, but he felt that if this is how they usually were around the house he had no place to say they had to be dressed. Aside from what happened earlier, and the lack of clothes, this was just like any other babysitting job.

As the trio played their game, Mike took periodic glances back at Crisp. Every time the older boy was watching the TV but he was gonna try to fix that. He shifted and laid flat on his stomach, then spread his legs a bit, granting the babysitter a view of his cloth-covered rump and taint. He winked at his brothers as he wagged his tail, trying to get Crisp's attention.

Crisp took notice of the pup's new position and risked a quick peek, it was almost like he was purposely showing-off to him. As he gazed at the pups supple mounds that were hugged tightly by his briefs the boy looked back at him with a smirk. Crisp's eyes immediately shot up to look at the ceiling, but he knew he'd been caught.

As the night grew older Crisp periodically checked the time on his phone, before he even had to tell them it was time for bed the boys were already yawning sleepily.

"Do you guys usually take a bath before you go to bed?"

"Yeah usually." Collin said as he stood up and stretched while yawning. "C'mon guys."

As the other two stood Collin grabbed both of their waistbands then yanked their briefs to the ground. He took off laughing down the hall while his brothers stumbled out of their underwear then sprint down the hall to get revenge on him.

Crisp blinked and shook his head. He had no idea what just happened but now there were two pairs of briefs on the floor and now the water was running in the bathroom. He swallowed heavily then slowly made his way down the hall to check on the boys. The bathroom door was slightly ajar and he could hear laughing and splashing from the other side. He put his head against the door but didn't peek inside.

"You boys almost done in there?" Crisp asked after a few knocks on the door. He was used to having to supervise some cubs while they bathed, but these three were old enough to where he didn't feel the need to. Even if they didn't care about modesty, he felt like they deserved their privacy.

"Yeah! We're just finishing up!" One of them called from inside.

Satisfied, Crisp walked back into the livingroom to start setting up the couch for him to sleep on. There was already a pillow and several blankets that Robert had left for him. He stripped off his pants while keeping his red sneakers on, leaving him in his low hanging shirt and a pair of stripped grey boxers. As he sat back down on the couch he heard the boys leave the bathroom and scamper off to their room. He sighed in slight relief and sank into the couch more. This was only the first day and already he could tell it was going to be an experience.

"Hey! Are you gonna sleep out here tonight?" Collin said as he suddenly appeared over the back of the couch, causing Crisp to nearly leap up.

"Gah! Uh, yeah I was gonna sleep out here. Are you guys going to bed now?" Crisp pulled the blanket over his lap to cover his boxers.

"Yeah we are, g'night Crisp!" The pup said and turned to walk back down the hallway. Crisp lifted his head to look back at the boy then turned red in the face again as he saw the boy stark naked. Their father really wasn't kidding on their complete disregard for modesty. He let out another sigh then laid back down.

It didn't take long for the house to go silent, as Crisp was about to fall asleep he turned the tv off. Unbenounced to him however the boys never went to bed, they were in their room plotting with each other. They waited a safe amount of time before quietly sneaking out of their room, clad in only their briefs, and into the living room where their babysitter slept.

"We gotta be quiet guys, we don't wanna wake him up too fast." Mike whispered as he lead his brothers around the side of the couch. They found crisp sleeping soundly on the couch, covered nearly entirely by a blanket. Mike carefully peeled down the top of the blanket until he was completely uncovered, exposing his boxers and shoes he still wore.

"Why'd he wear his shoes to bed? What a weirdo." Collin quietly giggled as he reached up and began to tie his shoelaces together."

"What are you doing?" Sam asked in the background, not having fully committed to messing with their babysitter yet.

"Making it so if he wakes up he can't get away." Collin smirked at his brother. As he tied the shoes together Crisp groaned out and shivered slightly from not being covered anymore. They also noticed that the older boy's boxers were slowly starting to push upwards.

"Must be having a good dream." Mike said, licking his lips as he reached for the waistband of Crisp's boxers. He slowly and carefully pulled them down, releasing the older wolf's slowly hardening shaft. "Jeeze he's big."

"Still not as big as daddy." Collin chuckled as he reached up to fondle Crisp's fuzzy balls. This caused Crisp to stir more and his cock to harden further. His hands wandered up further onto the grey wolf's shaft. It throbbed in his hand violently from barely even being touched.

Crisp stirred in his sleep as he slowly grew more conscious as he felt a strange feeling welling up inside of him that he'd never felt before. Slowly he opened his eyes and let out a soft groan as he felt something rubbing on his penis. He looked down at his crotch to find two small pairs of hands stroking his shaft up and down. With a look of horror on his face he looked at the cubs kneeling next to him and smiling. He yelped out and tried to leap up off the couch but he found his ankles were tied tightly together somehow and ended up falling onto the floor.

"Hehe told you tieing his shoes together was a good idea!" Collin giggled as they watched their babysitter flail around on the floor.

"W-What are you guys doing?!" Crisp asked loudly as he tried to pull his shirt over his throbbing erection.

"We were just havin' some fun with you, you looked like you wanted to have some." Mike grinned down at the older boy.

"W-why were you touching my...penis?!" Crisp had to remember not to use a vulgar word in front of the young pups.

"Because that's the best way to play with each other!" Collin got down on the floor next to Crisp, sporting a little tent in his briefs aswell. "You've never played like this with anyone before?"

"L-like what? I-I don't even know..." Crisp stammered out, blushing even hotter now that he noticed the pup sporting a little tent.

"You've never pawed-off before?!" Mike and his brothers stared in disbelief at the much older wolf. Crisp's face was now brighter than ever, feeling embarrassed that these three cubs knew something so mature when he didn't. They all sat in a small circle around their babysitter. "Want us to show you how? Its super fun!"

"G-guys I don't think I should do anything like this with you, you're so young." Crisp said still practically glowing red and still throbbing hard underneath his shirt. Seeing his shoes tied together by the mischievous brothers around him and them trying to convince him into doing something he definitely felt he shouldn't be doing had him very flustered.

"Psh! That doesn't matter, we do this all the time with our other babysitter." Collin smiled warmly up at the older wolf as he reached into his lap to grab his throbbing shaft through his shirt.

Crisp let out a faint whine as he felt the boy's small hand grip him once again. He was trembling violently as he watched Collin rub him up and down his entire length. It felt wrong having someone so young touch him there, but he couldn't deny that it was an amazing feeling. He looked over at the other two and saw they had their hands stuffed down the front of each other's briefs. He felt he was going to regret this, but in the moment he just wanted the feeling to continue. He lifted his shirt off his his cock which allowed the boy to stroke him directly.

"N-nnghh...that feels good." Crisp panted out hotly as he leaned back a bit.

"Hehe see?! Told ya you'd like it!" Collin's face began to light up and he began to stroke faster. "Do you wanna try it on me?"

Crisp looked at the pup in surprise. He looked so cute and innocent but what he was asking was obviously so naughty. He looked down at the little pup's tent then slowly reached a shaky hand over onto it, eliciting a soft cute moan from the boy. He clumsily rubbed the tent between his fingers as the boy began to stroke faster. He looked back down at the little hand pumping up and down on his shaft and at the sight of his tied-together shoelaces. He felt an intense pleasure building up in his groin, one he'd never felt before and one that was so powerful he started to let out a high whine until he finally bucked up and began to shoot a powerful load high up into the air only to have it land back down on his shaft and stomach.

"Wooow! You squirted out so much!" Collin leaned in to examine the aftermath of his handjob and was taken aback by the sheer amount Crisp managed to produce.

"Jeeze he did! I've never seen anyone squirt so much!" Mike chimed in as he crawled over to them. He licked his lips as he stared at the still-throbbing member. "Think we should clean him up?"

"Hehe maybe we can show him that tomorrow." Collin winked at his brother.

"S-show me what?" Crisp panted out as he gasped to regain his breath.

"What it's like to get your peepee sucked." Collin giggled out cutely.

"W-what?!" Crisp looked wide eyed at the cubs again. He thought these boys couldn't possibly get any more intense. "Why on earth would you do that?!"

"Because it feels really good and it's fun to be the one doing it, right Collin?" Mike asked as he stood up, tugged the front of his briefs aside then stood above his brother as he remained seated. He wiggled his stiff little cocklet in front of his face.

"Hehe yeah!" Collin shouted as he leaned his head forward and wrapped his lips around his brother's penis.

Crisp was absolutely shocked at what he was seeing. Not only was this a thing that people actually did but he was witnessing two young cubs doing it. Collin bobbed his head back and forth a few times before he pulled his head back to smile at Crisp.

"See? It feels like pawing only like a billion times better!" He giggled as he wiped his mouth of saliva. "Wanna try it?"

Crisp continued to stare at them wide-eyed. They all were looking back on him hoping for a positive answer, even Sam who was quietly jerking himself off with his penis pulled through the front of his briefs. He looked down at the cummy mess of his lap and weighed his options: he was still rock hard and definitely wanted to feel something even better, but he also didn't want to jump the shark with these kids and do anything they suggested with him. He sat there trembling slightly as he tried to make up his mind, but to his surprise it was Sam who made it up for him.

The, up until this point, quiet and reclusive cub crawled towards him on all fours then lowered his head down onto his cock. Crisp seized up and froze completely as he stared down at the pup who was eagerly bobbing his head up and down on his shaft. His eyes fluttered and he moaned out in a release of total pleasure.

"Saaam! Don't hog him all to yourself!" Mike whined as he and Collin quickly got down on either side of Sam with their heads shoved in Crisp's crotch. Suddenly all three of them were sucking or lapping at the older boy's cock and balls.

Crisp couldn't believe this was happening. He had three boys with their muzzles in his crotch and their asses up in the air with wagging tails. They seemed to really enjoy what they were doing and he couldn't bring himself to complain about the treatment he was receiving. They took turns sucking on him and the two that weren't sucking were tongue bathing the rest of his junk. Between all the licking and sucking Crisp quickly came again, this time with less force and a smaller amount but still respectable to the boys. It so happened that Sam was the one who got to finish him up. Crisp tried to protest for the pup to pull away but Sam kept his lips locked around his shaft and happily drank down every last drop that the older wolf managed to push out.

Sam leaned back and smiled at Crisp as he wiped his mouth clean. His tail was swishing back and forth happily behind him. Collin and Mike joined him in sitting up straight. They all giggled with each other as they looked at their sexually exhausted babysitter. They had done the job they set out to do and now they were tired.

"We're gonna go back to bed Crisp." Collin said with a cute smile. "C'mon Sam, I'll help you and Mikey when we're back in bed!"

The three once again scampered off back into their bedroom through the dark house, leaving Crisp alone, panting and still trying to comprehend what just happened. He slowly and clumsily pulled himself back up onto the couch since his shoes were still tied together. He untied them and just let the laces hang loose as he laid back down flat. His heart was still thudding hard and still had some adrenalin coursing through him, so he wasn't going to sleep anytime soon.

The next morning Crisp felt a draft blow through the fur of his exposed body. He looked down to find he was completely naked from the waist down now, including his socks and shoes. He sat up and frantically began to look around for his clothes and when he couldn't find those or the backpack filled with other sets of clothes he packed for the weekend. None of his stuff was to be seen anywhere.

"Boys?! Where'd you put my things?!" He shouted through the house, not knowing where they even were.

"Oh you're awake!" One of the boys said as he rounded the corner from the kitchen. He was wearing a different pair of superhero underwear than any of them were wearing last night so Crisp had no idea who this one was. "We hid them, and we took your undies too because boxers are yuck."

"Come on are you serious? I can just be walking around with just a shirt on here." Crisp folded his ears back slightly.

"Why not? It's more fun that way." The pup said and giggled.

"Because you guys may like being naked all the time but I don't." Crisp stressed his last word with a hint of authority.

"Oh fine, I'll get you some clothes back then." The unidentified pup said then walked off somewhere else in the house. He returned to the couch then held up underoos similar to the ones he had on, they were primarily white with red piping, and had a single symbol on the white front with some sort of graphic on the back that Crisp couldn't see. "Here ya go!"

"No. I want my clothes back, there's no way i'm wearing those." He tried to look stern at the pup but he was completely unphased.

"You said you didn't wanna walk around in just your shirt, and we're not gonna give back your clothes. So you can wear these or 'nuffin." The pup giggled again and Crisp slowly began to realize this must be Collin.

"Collin, please I don't-" The older wolf started to say but stopped when Collin tossed him the bright little cub undies. He looked down at them, they were themed off of some new superhero that had its own cartoon now and had a picture of the titular hero across the entire rear of the briefs. He looked back up at the pup who was just smiling and waiting patiently for him. Crisp sighed, stepped into the briefs, then pulled them up as he stood. He hadn't worn anything like this since he was Collin's age, or even younger. To his embarrassment he was scrawny enough that the kids sized garment actually fit him snugly but not tightly. He looked down at Collin who immediately burst into laughter.

"Ahaha! Guys! I got him to put them on!" He shouted and laughed. His brothers came into the living room to witness Collin's triumph and they too began to laugh.

Crisp was all kinds of flustered now, he had three boys who were half his age laughing at him because they managed to get him to wear a pair of their incredibly cubbish underwear. To his shame he felt himself start to strain against the tight soft fabric of his new briefs. He pulled his shirt down a bit to try to hide it from the boys but they had already taken full notice.

"Hehe wow he's really easy to excite." Another brother said, who Crisp assumed to be Mike. He walked up to the older wolf then lifted his shirt up with one hand and reached for his growing bulge with the other. "If he gets hard in these he's gonna rip 'em open."

The three of them all giggled again and now with a little hand rubbing his bulge Crisp grew to his full length inside the briefs, with his cock aimed to the side against his leg. The other boys walked around him to get a full three-sixty view of him in the little briefs.

"Guy's come on...this is so embarrassing..." Crisp whined out as he looked down at Mike's hand rubbing his shaft through the underwear.

"Hehe yeah but you like it! This says you do!" Mike said as he hooked two fingers in the waistband of the briefs Crisp was wearing. He tugged them down just enough to where his cock sprang up but his balls were still warmly inside the briefs. His cock throbbed at the pup's chest-level. "You wanna have more fun like last night?"

"I...don't think we should do that again..." Crisp said half-heartedly.

"That's what they always say!" Collin giggled as he jumped up onto the couch behind Crisp then quickly yanked his shirt up over his head. As the older wolf struggled with Collin over his shirt Mike went right to sucking the big cock sticking out at him. He could hear the muffled yelp and moan from under his shirt. Sam went around between Collin and Crisp then began to rub the grey wolf's buns as they were hugged tightly by the pair of underoos he had on.

Collin managed to free Crisp's shirt from his head then tossed it across the room. He murred as he looked down at his brothers sexing up their babysitter again. Mike was rock hard in his own briefs while Sam hadn't quite gotten fully boned up yet.

"Nnngh guys! C-cut it ooout!" Crisp practically howled out. He could easily overpower them but he didn't want to accidentally hurt one of them or himself considering his cock was buried in a muzzle full of teeth. He just stood there on wobbly legs as the boys once again made him feel amazing. He was so wobbly he began to worry he might just collapse. "B-boys I can't stand up anymore...m-my legs are gonna give."

"Ok, but we're not done." Collin said as his brothers pulled away from Crisp. "Just get on yer paws and knees, ok?"

Crisp could have refused, but at this point he was so boned-up he wanted desperately to continue, so he obeyed the much younger boy. He got down on all fours then the boys quickly got back into their spots. Mike laid on his back then scooted beneath Crisp so he could suck on his cock again as it dangled. Sam got behind the older wolf then to Crisp's shock, pulled the back of his briefs down to begin lapping at his tight virgin hole. He gasped out, digging his nails into the carpet as he received his first rimjob. Finally, Collin came around to his front and got on his knees. Crisp was face-to-face with the cub's throbbing little hardon as it was covered by the image of another cartoon character.

"You wanna try suckin' on it? It's ok if ya don't want to." He looked down at Crisp with the best puppy eyes he could manage. To his pleasure the grey wolf nodded his head after several seconds of inner turmoil deciding what to say. Collin hooked his index fingers into opposite sides of his fly then quickly fished out his little two incher through it. It throbbed along with his heartbeat from the excitement.

Crisp stared at the young appendage for several long seconds before finally opening his mouth to accept it into his maw. He winced in preparation for it to make him gag, but to his surprise it didn't taste anything like he thought one might taste, it was just...fleshy. He very easily enveloped the boy's entire shaft, knot and all. The cute gasp that Collin let out in response told Crisp he was doing something right as he used his tongue to drag along the underside of the small cock. He began to suck on it much like one would a popsicle.

"A-aaah~ Y-you're good at this!" Collin moaned out as he gently gripped Crisp's pointy ears. He squirmed slightly as he watched his little penis slide in and out of Crisp's muzzle.

Crisp was practically surrounded entirely by the boys now, one was sucking him off, one licking his tailhole, and his face was buried in the last one's crotch. He could have never even conceived being in a situation like this, it all felt so strange and wrong, but he was actually enjoying it, especially making the cub in front of him feel good. He tried to mimic the motions that Mike was doing to him to suck Collin better, though were as Mike could barely take half of his shaft into his mouth Crisp was able to suck Collin all the way in.

Several long minutes passed of their impromptu orgy when Crisp heard Collin moan and whine more than usual. He was about to stop blowing him when he suddenly felt something warm and salty spurt onto his tongue. He grimaced a little at the taste as he pulled away to watch the pup spurt his last string of semi-clear cum onto the floor. Collin shakily lowered himself onto the floor.

"J-jeeze Crisp...that felt so good." He huffed out and smiled weakly. "Are you gonna squirt soon too? Mike was saying how much he wanted to taste you."

"N-nnngh yeah I think I'm gonna...t-they're really good at what they're doing back there." Crisp looked down his chest at the boy greedily sucking on his penis. He huffed and wiggled his hips a little as Sam licked more firmly against his hole and he neared his climax. The boys must have been able to tell he was close because they hastened their efforts even more, which drove Crisp right over the edge. He gripped the carpet hard as he began to pump rope after rope of his seed into Mike's mouth, who graciously gulped it all down with a soft murr.

They all rolled onto the floor together, with Collin wiggling snugly up against Crisp. As they lay there Crisp periodically would rub one of the boys through their briefs, either on their bulge or butt. It still felt incredibly naughty to do but it was a thrill. Collin in-turn, reached his small hand down to rub Crisp's impressive looking bulge in the underoos he had on.

Eventually they all just passed out together on the floor for an hour or so. Crisp was the first to awake again to find Collin clinging to him still. He smiled as he pet the boy's head, then allowed his hand to drift down his chest, past his stomach, then to the boy's little lump in the front of his briefs again. Collin let out a soft grunt as the intimate contact woke up up.

"W-wha? Did we fall asleep?" He looked up at Crisp who just nodded. "Awh man, I hate sleeping during the day."

"Well we still have all afternoon to do something if you guys want to." Crisp sat up to rouse Sam and Mike.

"Oh! We could go swimming!" Collin said with his tail wagging.

"Oh right, I forgot you guys have a pool." Crisp stood then walked over to retrieve his shirt.

"Nah let's go swimming at the lake!" Collin got himself hyped up at the suggestion and it seemed to rile his brothers up too.

"Yeah! The lake! There's this spot we found with a little waterfall that's so fun to jump off of! And there's hardly anyone ever there!"

"Heh alright alright, if that's what you guys wanna do. I'm gonna need the rest of my clothes back though!" Crisp smiled at the boys. They ran off into their room then very quickly came back each dressed in a different colored speedo. They handed a small pile of clothes over to Crisp but right away he could tell they weren't his. "What are these? I said my clothes."

"We still don't wanna give 'em to ya, one of our other babysitters forgot these here. They should fit you!" Collin and his brothers chuckled as they watched Crisp unfold the jeans and socks they gave him. The jeans looked very short and the socks were purple with green stripes around them.

Crisp saw no point in arguing with them. If he did they would go back and forth for who knows how long, and given their stubbornness he would just eventually lose out anyway. With I sigh he lowered the jeans so he could step into them then pull them up. They weren't very tight on his legs but they cut off just above his ankles. He whined a little to himself as he pulled the socks on over his feet and heard the quiet giggling of the boys. At least they gave him his own shoes back to wear. When he had them on and stood back up straight he blushed at how much of the socks he could see between the tops of his shoes and the bottoms of the high-cut jeans. The boys just laughed more at the sight.

They gathered up a bag of towels and a few shirts for the boys in the unlikely event they wanted to cover up then all piled into Crisp's car. It wasn't a very long drive to the lake that the boys were guiding him to, they probably could have walked but Crisp wanted to limit the amount of people who saw him to the most possible minimum. He did have to walk past the most populated part of the lake's beach though, catching glimpses of people turning their head to look at him, and possibly the three little speedo-clad white wolf pups that guided him along.

When they reached their little "private" spot Crisp quickly realized why it was so deserted. There was practically no place to even sit between all the slanted rocks and vegetation. There was just the small makeshift path that lead to it. The boys immediately ran off and jumped into the water. Crisp got splashed ever-so-slightly and shivered as the water seeped into his fur.

"Gah that's freezing! How can you guys stand to swim in that?" Crisp said as he rubbed his arm to warm up the spot.

"Psh this isn't even bad! We've swam in here when it was like, Fall before!" Mike shouted from the center of the water.

"Yeah and we're used to it, we've been coming here for yeeaaaars!" Collin chimed in as he surfaced near the shore. "You'll get used to it too! Come in with us!"

"W-what? No its way too cold for me, plus I didn't even bring a bathing suit." Crisp looked around for an adequate spot to sit where he wouldn't get all dirty.

"Just go in your undies then." Sam said causing his brothers to loudly agree with him.

"No way! There's so many people around! Anyone could walk by and see!" He peered through the water and saw he could easily make out the boy's speedos beneath the surface because of how clear the water was.

"No one ever comes by here! And if they do and see us they leave because it's not big enough for a lot more people." Collin walked up to him dripping wet and looked up at him with the same puppy eyes that got Crisp to suck him off.

"Guuuys can't you just swim by yourselves and lemme rest for a little while?" Crisp folded his ears back and whined as Collin continued to use his cuteness against him. He pulled his eyes off of Collin, resisting his begging puppy eyes.

"Come on, what's more embarrassing, swimming in a pair of our undies or someone seeing you in those dorky shoes and socks?" Mike teased as he swam closer to the two on shore. He noticed Crisp turn bright red and smirked, having known he stuck a nerve. He pointed at the older wolf's feet. "Nobody could see your undies, but everyone can see those!"

"Yeah just come in, you look so dorky right now." Collin didn't quite catch up on what Mike was doing but he noticed Crisp was getting flustered so he decided to pile on top of what Mike was saying.

"G-guys...just let me sit and watch." Crisp crossed his ankles a little in embarrassment.

"We're just gonna keep teasing you until you come in!" Mike taunted and smirked at his blushing babysitter.

Crisp let out a defeated sigh. These boys were the most persistent kids he'd ever met and they were absolutely relentless in getting what they wanted. He knelt down to untie his sneakers, step out of them, then stuffed his socks into them after he'd pulled them off. He looked around one more time before unzipping the small jeans and dragging them down to the ground. He stripped his shirt off then set his pile of clothes somewhere where they wouldn't get wet or dirty. His ears folded back tightly as he felt the gentle breeze blow through all the exposed fur on his body. With only the white and red cub briefs on he slowly stepped down into the cool water. He needed to get in as quick as he could so no one would see him but every single strand of fur was standing on end as he put his feet into the water.

"Hehe better hurry up, I think I hear someone coming." Mike said.

Crisp yipped then quickly ran in until he was waist-deep. He looked back at the shore and saw no signs of anyone coming. He glared at Mike who was laughing and swimming away from him. He was shivering violently until he felt one of them swim up and wrap their arms around him. He looked down and saw Collin, identified by the bright orange speedo he was wearing.

"See?! It isn't that bad when you get in more!" Collin said as his tail wagged happily underwater.

The boy's body heat was actually warming Crisp up enough to where he wasn't uncomfortably cold. He smiled at him and kept him close as he waded in deeper until the water was chest-high. He began to shiver hard again until Collin wrapped his arms and legs around him and clung to him like a backpack. Crisp murred from the warmed Collin was providing. As he stood there trying to retain what heat he could he felt one of the other boys swim up to him under the water. He looked down just as Sam surfaced in front of him.

"Isn't this spot the best?" Sam asked as he pressed himself up against Crisp's front like Collin was doing to his back.

"Yeah it's actually really nice." Crisp said as he reached his hands out under the water for the cub's speedo. To the boy's surprise he began to firmly rub his little cock through the spandex of his speedo. The moans the boy began to let out got his brothers interested.

"What are ya doin Crisp?" Collin asked as he leaned his head over Crisp's shoulder. His question was answered when he felt his babysitter's hand on his butt. He let out a soft moan then swam around to Crisp's front so he was shoulder to shoulder with his brother. He felt Crisp's hand gently squeeze his little bulge just like he was doing to Sam.

Crisp smiled a little as he made the two boys in front of him moan and squirm in the water. Mike quickly swam over to them after having jumped off the waterfall, taking his place on the opposite side of Sam. Crisp shifted his hand from Sam's bulge over onto Mike's, finding he was already rock hard inside his speedo. His smiled turned into a slight grin as he reached both hands over to the new arrival then used them to yank his speedo down underwater. The pup yiped out in surprise but then began to melt into pleasure again as Crisp began to playfully tug on his little spike. As he kicked his legs his speedo slipped further down until it came completely off and floated up to the surface.

The boys were all treated to getting boned up by their babysitter. Crisp would alternate between stroking their cocks and rubbing their butts. He had become increasingly comfortable with touching them like this and even began to enjoy it. Collin had tried to swim away at one point but Crisp caught hold of his leg then began to pull at his Orange speedo. The boy giggled and playfully fought back but eventually Crisp pulled the boy's speedo all the way off and held it above his head like a trophy. As he proclaimed his victory he felt a single thick drop of water peg him square in the center of his head. He looked up into the sky just in time to see a single bright streak of lightning flash through the sky, followed seconds later by a ear-shaking boom of thunder.

The thunder seemed to take the boys by surprise, they all yipped in unison as it rang out. They looked into the sky at dark grey clouds that had not been there literally 15 minutes ago. The boys, especially Collin, yelped out again as a second ground-shaking boom echoed through the trees around them. They began to swim towards the small shore as it began to rain moderately down on them. Crisp reached for this clothes but with his legs so wet there was no way he could possibly get them on. He silently cursed the fact that all he could do was wear his shirt. He looked back at the boys, each of them was still sporting a full hard-on. Sam and Mike had their speedos on again, but Collin's little red rocket was swinging around freely because Crisp was still holding his speedo.

Thunder boomed out again and the rain continued to fall harder as the group scrambled to get through the small wooded path. Crisp had offered Collin his speedo back but the pup wanted to waste no time in putting it on. He ran to the car with his little stiffy bouncing up and down with each step, meanwhile Crisp was tugging the front of his shirt down with one hand and carrying the beach bag with the other. Little did he know that every person they passed to his car got an eyeful of the colorful cartoony picture on the butt of his briefs. Once they got to his car they didn't even bother putting towels down because of just how drenched they were. Crisp fired up the engine then put the heat on full blast because now he really was freezing. He looked back at the boys in the back seat, they were trembling now too but each of them was still hard. He smirked at the thought of all the people who saw them like that. He wasn't even sure if they could be embarrassed, but it sure seemed like they were.

They made it back to their house just as the storm reached its maximum intensity. Lightning was constantly lighting up the sky while the thunder rattled their ears. Once they were inside they finally took out their towels to dry down as much as they could before dripping all over the house.

"Man that came out of nowhere, you boys ok?" Crisp asked. They seemed to be at least a little rattled by the storm but Collin looked scared. He knelt behind the boy and began to help him dry off. He smiled a little as he heard the boy murr, then reached down to his still naked crotch to give him a few affectionate strokes.

"Collin doesn't like storms, he always clings onto our daddy when they happen." Mike said as he dried his tail.

"B-be quiet Mike..." Collin sounded embarrassed for the first time.

"Hey it's ok buddy, I don't really like storms either." Crisp said reassuringly as he rubbed the boy's back and his little sheath. "Now come on let's get some blankets and get nice and toasty."

Crisp reached over and slowly tugged Sam and Mike's speedos down for them. It was just now when the boys were completely naked in front of him that he noticed they had varying splotches of silvery fur on their packages. Each had a different pattern that made them completely distinct from each other and their pure white fur. Crisp stood to strip himself as well. With his shirt off he looked down to see the underoos he had on were basically completely see-though. Luckily he had his shirt to cover him, or so he thought.

Since he had stripped them of their speedos, the boys figured it proper that they pull down Crisp's briefs in return. They each leaned in to lick Crisp's cock once it was free of the soaked underwear, causing the older wolf to moan and start to get hard. Once his adult cock was sticking straight out in front of him they tugged him by it onto the couch. Sam ran off to get some blankets while Collin and Mike began to get friendly with Crisp again.

"Why are you so weird with shoes?" Mike asked rather bluntly as he rubbed Crisp's cock.

"W-weird? What are you talking about?" Crisp look confused and embarrassed by the question. He blushed hotter when he saw Collin scoot down off the couch then get between his knees. He was the only one of the three of them that hadn't sucked his cock until he came yet and it seemed he was making it his turn now.

"You were getting all hard in your undies back at the lake when I was teasing you about them." Mike smirked at Crisp as he watched his brother lower his muzzle on Crisp's cock.

"I-I uh...I don't know. I just uh..." Crisp folded his ears back as he throbbed out a dab of precum onto Collin's tongue.

"He probably just likes shoes, like us and Daddy like undies." Sam said as he came around the couch with the blankets. "We should put them on him and see what happens!"

Mike and Sam ran to the front door where Crisp had placed his clothes then came back with Crisp's shoes and the striped purple socks they gave to him earlier. Each of them took a foot then slipped a sock onto it, causing Crisp to curl his toes up and pant out in slight urgency. The view he had right then was amazing: one boy bobbing his head up and down in his lap, and one boy on each leg getting ready to put his shoes on for him. Mike and Sam slipped the sneakers over Crisp's feet, making the older wolf's breath hitch. They began to tie his shoes into tight knots and just as the pulled the final loops apart Crisp's entire body shivered violently as he began to shoot early into Collin's mouth, a massive surprise for the boy.

"Awwh, I barely even did anything!" Collin sat back after wiping his mouth and swallowing everything Crisp just pumped into his stubby muzzle. He frowned up at the grey wolf who just looked back at him and covered his face in total embarrassment.

"Hehe better luck next time Collin!" Mike laughed out as he hopped back up onto the couch next to Crisp.

Collin and Sam crawled up onto the couch too, with Collin getting onto Crisp's lap and Sam on the opposite side of Mike. Collin fit nicely on Crisp's lap since he was so light and scrawny, the older wolf's cock even stuck up between his thighs which he began to play with once he was comfortable.

The group cuddled close together as they listened to the raging storm outside. Crisp continued his even treatment of the boys that he started back at the lake, gently stroking each one of their sheaths until they got hard. Collin squirming on his lap and rubbing his fuzzy little sack against his throbbing cock kept Crisp rock hard the entire time. At one point Sam ducked under the blanket at the same time Collin let out a cute high pitched moan. The blanket lump above Collin's crotch began to move up and down.

Crisp brought his hands up and began to rub Collin all over his little body, focusing on his chest, stomach and inner thighs. It was hot knowing the pup was getting sucked by his brother underneath the blankets. So hot in-fact that Crisp needed to see it for himself. He peeled the blanket up to see Collin's little cock disappearing into Sam's mouth. He throbbed hard between Collin's legs as he watched the cub-on-cub blowjob unfold before him. He reached his hands into Sam and Mike's laps to stroke their hardons as he continued to watch. Soon enough Collin bucked upwards and let out his ecstatic moan as he began to squirt inside Sam's mouth. Crisp chuckled and held the boy close as his orgasm died down, leaving the pup exhausted.

For the rest of the storm the group continued to naughtily cuddle with each other. Crisp had been pushed onto his side and his leg lifted into the air so that Mike could shove his muzzle between his cheeks. In doing so Crisp's head ended up in Sam's lap so he happily sucked the boy into his mouth, all the while keeping Collin pulled tightly against his front so his cock continued to stick through his young thighs. Crisp was completely relaxed with what he was doing with the pups now. As the storm ended and it was alright for them to turn the TV back on, he was the one that got down in front of all three of them. He gave them each a personalized blowjob as they sunk into the couch while watching TV. He got each of them to cum in his mouth, even a little from Collin.

After he got the last one to cum he asked all of them to lean over the back of the couch. It felt great when Sam and Mike did it to him, so he was gonna try tongue bathing their tailholes. He wiggled his nose between Collin's cheeks then tentatively began to lap at his hole. The boy threw his head back and howled in pleasure as he did, prompting him to lick even more. The other two were just as receptive of his tongue, each squirming and spreading their cheeks themselves so Crisp could lick them better.

By the end of the night they had all had taken each other's penises into each of their mouths multiple times, and had all came an uncounted number of times. Unfortunately the boys grew tired and Crisp had to tell them it was time for bed. He was prepared to spend a lonely night on the couch again when the boys offered to sleep with him in the guest bedroom. He couldn't say no to them. They each slipped into a snug warm pair of briefs, including Crisp who "borrowed another colorful pair from them. They all crawled under the covers of the queen-sized bet then snuggled tightly together. Crisp's hands drifted around to each boy's bulge all the while he had all three of their hands groping a different part of his. It was an incredibly nice way to fall asleep, Crisp was definitely a fan of it.

The next morning Crisp was the first to wake up. Collin was still clinging to his side while Sam and Mike were curled up with each other. Crisp carefully slipped his hand down Collin's underoos to give him a light squeeze. The boy just groaned and squirmed in his sleep. With a chuckle he slipped out of the bed without waking any of them then walked out of the room to grab his phone from the living room. He wore nothing but the cub briefs out into the rest of the house. He found his phone on the coffee table and saw it was nearly noon and that he had three messages and two missed calls from the boys' father Robert. He gulped a bit then opened the messages first.

Hey, I caught an early flight back home, should be there in about an hour or so.

I'm almost there, you boys in the mood for some breakfast?

You guys home? Can ya unlock the door for me?

Crisp's heart leapt. All those messages were sent over an hour ago. He spun around then nearly shrieked out in absolute terror as he saw the tall white wolf standing in the hallway. His body lurched so much he actually knocked himself off his feet. He looked up at Robert expecting him to shout at him or grab him, but the older wolf just laughed.

"My boys got to you too eh? Gah I told them to behave." He walked over and offered Crisp a hand to help him up.

"W-what? What are y-you...how long have you-" Crisp has his ears folded back tightly against his head and was trembling as he looked up at the entirely non-menacing white wolf.

"Oh I've been here for a while now. I saw you guys all sleepin' together and I didn't want to disturb you." Robert just reached down and lifted Crisp up onto is feet by his shoulders. "Cute undies, they responsible for those too?"

Crisp just nodded silently as he used his tail to cover up his underwear.

"Those scamps. I found your bag of clothes in my room by the way, I'm guessing they hid them from you." Robert made no effort to disguise the fact he was checking Crisp out.

"Y-yes sir...s-so wait...you...know what happened?" Crisp asked still trembling.

"Well i can make an educated guess based on past experiences." He smirked, making Crisp's heart leap. "I know you're probably not at fault, my boys are the honriest beings in existance."

"Y-you-?" Crisp stammered out but couldn't find any words to say. Robert reached into his pants and pulled out four crisp hundred dollar bills then handed them to him. "W-wait this isn't-"

"For your troubles." Robert said with a smile on his face, saying 'troubles' sarcastically.

"W-wow! Thank you sir!" Crisp's tail tried to wag as he held it in his hands against his crotch.

"No problem, I'll put you on the short list for babysitters I trust now. Are you gonna head home now?" Robert tilted his head to get a peek at the side of Crisp's briefs.

"Y-yeah I suppose I probably should. I'll go wake up-"

"Daddy!" Three little voices shouted as they ran down the hall. Robert knelt down and opened his arms to receive his son's for a big hug.

"Heeey boys! Didja have a good time with Crisp this weekend?" He kissed each of them on the forehead.

"Yeah! He's super cool!" Mike said as his tail wagged a mile a minute.

"Heh good, well he's gotta get going now so say your goodbyes." He stood back up, but not before stealthily squeezing each of their brief-covered cheeks.

Still in just the underoos the boys made him wear, Crisp knelt down and hugged each one of them and told them how much a blast he had with them. They hugged him back and said they had a fun time with him too. Crisp stood up and took his bag of clothes towards the bathroom to change but Robert stopped him.

"Keep the briefs...as a bonus." He winked at Crisp as he reached down and rubbed the grey wolf's ass.

Crisp yelped in surprise which just made the boys and their father laugh. He got dressed in front of them since he would be wearing the underoos home now then gathered the rest of his belongings up. They all walked him to the door and was surprised to see Sam and Mike holding his shoes waiting to put them on for him. Their father watched on in curiosity as his boys slipped the sneakers onto Crisp's feet then tie them for him. Crisp was blushing brightly and sporting a bit of a tent in his shorts as he said his last goodbyes to the boys.

"I'll see you guys later sometime ok? Have fun with your dad!" He waved at them as he got into his car. He watched as the three underwear-clad pups and their father waved back at him until turning around to disappear into their house.

Looking after those boys was something Crisp was going to remember for a long time, until he got the chance to see them again!