The Reluctant Babysitter - Part 3

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This is the final part of the Reluctant Babysitter series. I hope you all enjoy it!

Michael is feeling a bit lonely not being able to play games with his friends. However, his friend Jesse stops by for a sleepover and, with help from his baby sister, they find a new game to play.


An hour or so later, Michael felt a soft bump on his nose. He opened his eyes to find his little sister smiling up at him. He blinked away the drowsiness as he regained his senses. He remembered what had transpired just a little while ago and chuckled to himself. He truly was a pervert. Oh well... being a pervert was proving to be quite a fun experience.

Michael lifted his little sister up beneath he arms and carried her over down the hall toward her bedroom. This time, changing her diaper was indeed a trying experience. In the heat of the moment, he quite enjoyed the baby wolf messing her diaper on his lap, but now that he had to change her, he took no joy in the mess she had left him. Carefully wiping her clean, Michael made sure that any visible traces were gone. He could still see rivulets of his cum leaking from her tiny pucker.

To further ensure he got everything, Michael decided that it was time for a bath. He could definitely use one too after their playtime on the couch.

Cradling the baby wolf in his arms, he carried her to the bathroom and drew a warm bath for the two of them. She giggled as she was lowered into the bathtub. Michael sank down across from her with a relieved sigh. The warm water felt great. His little sister splashed her hands into the water, spraying him in the face. He gave her a fake annoyed look and she laughed and splashed some more. Michael reclined back against the wall and watched her as she played.

Michael absentmindedly watched her as his thoughts wandered back to his friends. While he really REALLY enjoyed the time he spent with his baby sister, he still wanted to play games with his friends. He knew his mom was right when she said that he played too often, but he didn't want his whole weekend to go to waste. The new gear his guild looted would allow their group to go farther and explore places that, until recently, had been locked to them. Michael decided when he was done with his bath, he would text his friends again to see how much progress they had made since he was gone. Another splash brought him back to reality.

With another long sigh, Michael sat forward and pulled his sister closer to him between his legs. He grabbed the soap off of the shelf and squirted a bit into the palm of his hand. He lathered up his sister's fur, making sure to wash away anything he may have missed when he wiped her after her diaper change. He rinsed the soap away and a few times, discretely rubbed his fingers over her tiny slit. Michael could feel himself getting worked up again as he washed her. After very thoroughly cleaning his sister, he cock was now fully exposed from his sheath. He grabbed another squirt of soap from the bottle and worked it into a nice lather over his cock. If he wasn't still a bit distracted with thoughts of his friends, he might have continued the pleasurable cleaning, however, he soon stopped, rinsed himself off, and his member retreated back into his sheath.

Michael pulled the drain plug and the soapy water began to empty around them. Grabbing a towel from the rack, he first dried himself then reached down for his little sister. She was shaking slightly from the cold, but a good towel-drying fluffed up her fur and made her warmer. He threw the soggy towel into the laundry basket and carried the wolf to her bedroom.

Even over the course of a couple days, changing her diaper now seemed routine to him. He laid her down on the table and placed a fresh diaper beneath her bottom. He applied a liberal coating of baby powder and taped the sides shut. Michael found a pair of pajamas in the nearby dresser drawer and, despite her kicking and squirming, managed to get her buttoned into them. Clean and warm, she smiled up at him. He cradled her again as they made their way back to the living room. If he couldn't play games with his friends, at least he could watch some TV.

The two cuddled under a soft fleece blanket on the couch in front of the TV. He popped on some cartoons that they both could enjoy. Michael reached over and grabbed his phone off the coffee table next to him. There were a few missed texts from his friends. He scrolled through them and again fired off another message apologizing for not being online. His best friend Jesse offered to stop over and bring his laptop so they could play. Michael had to remind him that it wasn't the computer that was the issue, but the router. Michael locked his phone and went to set it back down on the table, but his ears perked up as he looked down at his sister who was staring unblinkingly at the TV. Maybe they could play some games after all...

Later that night, Jesse arrived at the front door. Michael had simply enticed him with the prospect of an exciting sleepover. He introduced Jesse to his baby sister who simply cooed and went back to watching cartoons. Michael ordered the two some food from his phone and they relaxed on the couch next to the baby wolf. When the current show finished, they decided to pop in a movie, though Michael made sure to choose something family friendly for the sake of the little one.

Part way through the movie, their pizza arrived and the two devoured their respective halves. Michael fed his sister again after noting her hungry glances toward their slices of greasy food. This time it was carrots. Lucky her. The two boys joked about the movie and the goings on of the guild until the movie was nearly finished. An annoyed whine pulled Michael's attention away from the movie and back to his baby sister. Looks like someone had wet herself again.

"Well, time to change the little one," said Michael as he stood up from the couch.

"Ew! I forgot about that part. That's why I don't ever want to babysit," exclaimed Jesse.

"It's not actually the bad. Sometimes, it can even be kind of fun."

"What do you mean 'fun'?" Jesse asked incredulously.

Michael picked up his sister and motioned for Jesse to follow him. "You'll see."

They made their way down the hall to his baby sister's room. Michael stripped off her pajamas and tossed them in a pile on the floor. He placed his sister on her back atop the changing table. He motioned for his friend to come closer as he began unfastening her diaper tapes. Jesse cautiously shuffled up beside Michael, still not sure about the whole situation. Michael smiled a cheeky grin as he slowly pulled open the front of the baby wolf's diaper to reveal her tiny slit glistening under the lighting of the room. A yellow tinge marked the inside of the diaper laid out beneath her.

"Okay... you're changing a baby's diaper. I don't see what's so great about it," said Jesse.

"You're on the internet as much as I am. I know you've seen porn before. Aren't you interested in seeing the real thing?" Michael asked.

"Yeah, but, she's just a baby. Does that... stuff... even work with them?" asked Jesse.

"You tell me," Michael grinned. With a baby wipe, he rubbed gently along the baby's pussy. She made the toddler equivalent of a moan at his touch. Slowly moving back and forth, Michael did what he could to pleasure the infant while still getting her clean.

He looked over to his friend who was currently fixated on the sight before him. The bulge showing on the front of his pajama pants was enough to show Michael that Jesse was indeed interested. Very interested.

"There! Nice and clean," Michael said. "Go on. You can touch it too, but remember to be gentle."

Jesse reached out a shaky hand and extended a finger to touch the immature slit. "It's so soft!" He moved his finger along the length of her pussy, imitating what Michael had done while cleaning her. The bulge in Jesse's pants had grown considerably. Michael directed him to rub the tiny clit at the top. By this point, Jesse wasn't going to argue. He moved his caresses to the little nub and watched as the baby wolf's body tensed up and she made more pleasured noises.

"So what do you think? More fun than you thought?" cheekily asked Michael.

"Much more!" Jesse said, trying to stop himself from panting. "Do you, you know, ever do anything more with her?"

"Oh, Jesse, this is only the beginning."

With that, Michael reached down to pick up his little sister who seemed slightly annoyed that the pleasurable feelings had stopped. The two boys walked over to Michael's room. He set the naked cub down on the bed. He began to remove his shirt and motioned for Jesse to do the same. Next, he removed his pants, leaving only his underwear. The other boy looked a little reluctant to follow suit.

"Oh, come on. It's not like you have anything I haven't seen before," said Michael as he slid his underwear down past his ankles and kicked them away. His erection bobbed proudly before him. Jesse took a deep breath and removed his pajama bottoms and underwear in one go. "There we go. See, that wasn't so bad. Now the real fun begins," Michael said encouragingly. He noted that the other boy's erection was roughly the same size as his own, so he didn't have to worry about hurting his baby sister. The two naked cubs directed their attention back to the toddler splayed out on the bed, her pussy still on full display.

"Wait!" exclaimed Michael, racing out of the room and down the hall. He reappeared moments later with a small bottle of lube from his parents' bedroom. "We're going to need this to make things go easier."

Opening the bottle, Michael squirted a small amount onto the tight slit of the baby wolf. She giggled again as if she knew what was coming. Using one finger, he spread the slick liquid over her lips. He pushed a little more firmly and gently sunk his finger slightly inside the toddler's pussy. Jesse stared on with equal parts trepidation and excitement.

Inside the slit, Michael located the part that most interested him. With another push, he slid his finger further inside, gently gliding in until his finger was completely buried in the young cub. The noises she was making only enticed him further. He slowly withdrew his finger until just the tip remained inside, then pushed it back in again, this time noting much less resistance. She was thoroughly wet now and ready for whatever, or rather, whomever came next.

With a tilt of his head, Michael motioned Jesse over. He was panting openly now, clearly excited by what he was watching. Jesse stood before the cub looking down at her glistening pussy. His cock throbbed in anticipation.

"On to the main event!" chuckled Michael. He gently prodded his friend forward until the tip of his cock was almost touching the tiny slit. "Now," Michael pointed, "that's where you want to put it in."

Knees shaking, Jesse nodded and placed the tip of his shaft against the shiny pussy. He splayed her lips a bit and lined himself up where Michael had shown him. He leaned forward slightly and began to enter the toddler's tight hole. The warmth that surrounded the tip of his cock was unbelievable. This was unlike anything he had ever experienced before. The little wolf smiled up at him and moaned softly, clearly enjoying the sensation. Jesse moved his hips forward slowly, going a centimeter at a time until, at last, he was all the way in apart from his knot.

"See, I told you it's fun," teased Michael. "Now, just gently thrust in and out."

Jesse did as he was told and pulled his cock back to repeat the motion. It didn't take long for him to find a pattern. The thrusts produced a wet squishing noise that further stoked the fire building inside Jesse. With each push, he could feel the tight walls of the toddler's pussy assaulting his slick shaft. Fluid began to drip down around his knot onto the sheets below them, a sensual mixture of precum and the natural lubrication of Michael's baby sister.

Michael noticed the pace increasing as his friend continued to batter the cub's pussy with his knot. "Don't go too far now. Once your knot is inside, it will be a while before you can take it back out again. I still want a turn when you're done."

Through the sex-fueled daze, Jesse could barely comprehend the words. He vigorously powered on, moaning aloud. He was lost in the moment so much so that when he felt a soft "pop" and his knot slipped in, he just continued thrusting. The pressure pulling on his knot was too much to bear. Jesse's cock throbbed powerfully inside the tight confines of the toddler as he began to spray his seed deep inside her. Jet after jet coursed from his tip and filled her. He weakly thrusted a few more times and placed his hands on the bed beside the cub to steady himself. The pair were locked together by Jesse's knot. The seal wasn't perfect, however, as cum began to leak down onto the bed below them.

"Aw man! Didn't I tell you not to tie with her?" moaned Michael.

Finally able to comprehend the world around him, Jesse understood what Michael had been trying to tell him earlier. "I'm so sorry dude! I didn't even realize until it was too late."

Michael was a little disappointed, but he'd make this work somehow. "Yeah... no worries. I can still use the other hole."

Jesse looked at him, confused at first, before it dawned on him. "Ah! I get it. But how exactly do you plan on doing that while I'm still stuck inside her."

Michael motioned for him to lie down on the bed. He had Jesse flip onto his side and slid a pillow under the toddler in front of him. Michael climbed onto the bed on his side as well, facing his friend. With the baby on the pillow between them, he now had access to her at the same time as Jesse. "Creative," Jesse mused.

Looking over at the wolf cub tied to his friend, Michael could see that while she was perhaps a little drowsy, she still appeared to be enjoying the experience. That was all he needed to see.

Michael, still hard from watching his friend penetrate his baby sister, took hold of his cock and aimed it toward the small pucker in front of him. It winked, presumably in time with the shots of Jesse's cum still filling her slit. The ample amount of fluid leaking around Jesse's knot had thoroughly moistened the toddler's anus. As he pressed the tip against the soft, slick hole, Michael took one last look at his little sister's face to make sure she was still ready. His suspicions confirmed, Michael gently pushed forward.

The small hole expanded to accommodate his shaft and surrounded him with that astonishing warmth. Michael encountered little resistance as he inched forward. He looked down and watched as he moved further into the tight cub. She let out a soft moan again acknowledging his efforts. The sight of the small baby sliding down his shaft made Michael moan noisily as well. Soon he was up to his knot. With that, he slowly pulled back out and thrust back in again. He could feel the gentle rhythmic spasms around his cock. Michael picked up a steady pace as he pounded the toddler's anus. He could already feel the precum shooting from his tip only further easing his entry into her hole.

"Yeah. That's right. Fuck your baby sister's tight ass, " Jesse intoned. "Fill her little hole with your cum."

Despite his near-orgasmic bliss, Michael looked over to his friend. Jesse panted and smiled back at him. The extra encouragement made the situation even more incredible for Michael. The sounds of his repeated thrusting squished loudly. As his balls began to tighten up and his shaft began to pulse, Michael pushed more firmly against the toddler's ass until he felt his knot pop inside. A few more ragged tugs on his knot was all it took to send him over the edge. The pulsating anus of the baby worked to milk out everything Michael had to give and he began to flood her quivering insides with thick roaps of cum until it began to leak out around his cock.

"There it is. Fill her to the brim," Jesse cooed as he watched his friend tie the cub's anus.

Catching his breath, Michael smiled over at Jesse. The two were both tied to the toddler between them. The pillow beneath her was marked all over with their cum. His little sister was making soft moans as the two friends throbbed inside her. They would be locked inside for a while. At least his parents wouldn't be home until later tomorrow.

The next morning, Michael washed the sheets, bathed his sister, and cleaned up around the house. In a few hours, his parents pulled into the driveway. He was a little sad that his babysitting weekend was now over. He hadn't expected to have such a fantastic time. His parents praised his babysitting abilities when they saw how bright and cheerful his little sister was. His mom allowed him back onto his game which was great, but it didn't quite feel the same. He turned the computer off relatively quickly. As she passed by his room, he flagged his mom down to ask if he could babysit more often. She was certainly shocked as his request, but seeing the change in her son was more than enough to convince her that he'd changed from the hermit he used to be.

"If you really want to, you could take over the usual babysitter's job and do this more often," his mom said. "You've shown me that you can be responsible. Looking at your little sister now, it's clear that you really love her."

As she left his room and made her way back to her room, Michael smiled and muttered softly to himself.

"You have no idea."