Tobias gulped. Was he actually going to do this? Nervously he looked at the door in front of him. It was pearly white, as if it had only recently been painted, but there were some signs of wear on the edges, especially around the keyhole. It was a big door, surounded by glass on all sides. The top ones were all sparkly clean, but some od the bottom ones, that were near the floor had a few smudges here and there.
Probably because of the dog, that was standing at the other side of the door. When Tobias had first arrived the dog had barked a few times, but over all it had been pretty quiet.
Tobias gulped again. The little tabby cat wore a pair of baggy jeans, a green hoodie and a black beanie on his head. On his back he carried a large backpack. It was green and made from a plasticy material. Such a backpack would be pretty good for hiking, but that had never been one of Tobi's interests. He liked video games and listening to music all day. Even he couldn't deny how useful a large backpack could be though.
Hesitantly the litte tabby cat raised a finger, ringing the bell. Immediatly the dog began barking again, but this time his barking was accompanied by a call from within the house.“SILENCE!“
Immediatly the barking turned into whimpering. Then Tobi could see a large shadowy figure behing the door. Slowly the frontdoor was unlocked and swung open, revealing a bear of a man... quite literally.
Patrick -or Rick, how he was commonly referred to- was an antropomorphic bear. A large one at that. He stood close to seven feet tall and was just as muscular as he was chubby. This man looked like he could easily flip a car over with one hand. „You're late, kitten.“ His voice was low and grumbly, like shaking a leather bag filled with stones. He looked displeased for a moment which made Tobi's heart sink into his pants. The cat was only half as tall after all and maybe a third as wide as the bear.
After a second Rick began smiling though and stepped aside, allowing him inside.
„Thanks.“ Quickly Tobi slipped inside, scratching the dog behind the ears on the way. The dog -his name was Brutus, a mutt, but very much a doberman- wagged his stumpy tail at that.
„Hey Brute.“ Tobi's voice was quiet. He sounded pretty high-pitched for a boy his age, but he had always been a little bit on the femmy side and even though he was nineteen now he looked like he was no older than thirteen. Well, that's what you get for being the runt of your litter.
Quickly Tobi took his shoes off and put them neatly next to the Bear's.
Rick nodded and started walking towards the first door to the left. „I made Irish Stew. We're going to eat something, before we start playing.“ Wit that being said Rick went back into the kitchen. Actually it was his living room, but it had a kitchen built in. It hadn't always been that way, but Rick had reowrked it, so the house was more to his tastes.
Tobi took off the rest of his clothes, after Brutus had joined his master in the kitchen. He neatly folded them and put them on a pile next to his shoes. He was completely naked underneath, except for a shiny pink collar around his neck. The stitchings on the collar were white, as were the metal parts, except for the fish-shaped tag dangling from the front, which read 'Tobi'. He scratched his neck, making the tiny white bell, that was dangling from the collar next to his tag jingle a little. Then he followed after Rick.

The kitchen smelled delicious. Rick was a very good cook. His speciality were pancakes, but his Irish stew was very tasty as well.
Tobi sat down at the table. It was already set. He shivered a little. It wasn't that cold, but going from clothed to naked made everything feel chilly.
Only a minute later Rick carried the huge pot of Stew over to the table and set it down. „Your bowl.“ Tobi picked his bowl up and held it out to the bear, who filled it with a healthy helping of steamy hot stew. After that he got himself a slice of bread from the little basket on the table and began to eat. Rick sat across from him, eating a few spoons full of stew. „You were late today, Kitten.“
„I know... sorry. I didn't get the bus.“
Rick just raised his brow and looked at the cat who in turn began to blush.
„S-sorry, daddy...“
Rick nodded and got back to eating.

„The stew's very tasty, Daddy.“
Rick looked up, smiling a little. „Thank you, Kitten.“

„Can you pass the bread, please?“
Tobi nodded, pushing the basket over to Rick, who took three slices, before he refilled his bowl.
„Thank you, kitten.“

Tobi held his bowl out to Rick. „Can I have seconds please, daddy?“
„Of course, Kitten.“ He took the ladle, filling his bowl about halfways
„Thank you, Daddy.“

After tobi was finished he leaned back, pushing his bowl towards the bear and sighed contently. Rick continued eating for a bit longer, only stopping after both the stew and the bread were finished.
Only then Tobi got up and carried his dirty dishes over to the dishwasher. Rick soon followed, carrying his bowl and spoon in one hand and the pot in the other.
After the dishwasher was filled the bear placed his hand on Tobi's shoulders and gently rubbed them. „Let's go upstairs, kitten. You look like you need a hairbrush.“
Tobi frowned a little, looking upwards at his hair. Normally he liked it short, but he knew Rick liked it long, so he had grown it out. He had beautiful blonde, locked hair. Rick always told him he looked great that way, but it was a nightmare to take care of.
Together they walked upstairs, past the master bedroom to the guest room. It was a roomy guest room. There was a queen-sized bed, with a bedisde table next to it, a huge oaken wardrobe, a vanity table with two chairs next to it as well as a small commode near the foot end of the bed, with a large flatscreen TV standing on top of it.
Tobi sat down on one of the chairs and torned on the lights on the vanity. Then he opened the drawer underneath the mirror. The amount of choices he had when it came to make-up was astounding. Everything he could need was in there.
Rick sat down on the other chair, moving it behing Tobi and picked up a hairbrush, carefully beginning to work on his hair.
Tobi was quick to apply his make-up. He had done it many times already. Every weekend for the last three years. Still he felt nervous every time he did it. He generally was a very nervous person, often overthinking even the most simple things. He still had to bring himself to come back to Rick's house every weekend.
Rick began to hum a gentle tune, while brushing his kitten's hair, causing Tobi to smile widely and get a bit quicker at applying his make-up. 
Only after he was done he really looked himself in the mirror. He looked like a cute little girl with his hair like that, hanging down in thick curls and minimal make-up.
Carefully Rick bunched up his hair and with the help of two hairbands tied it up in pigtails. Now Tobi really looked like a pretty little girl.
Rick leaned in, kissing his neck, causing Tobi to giggle and quirm a litle in his seat. He loved it, when his papa bear did that.

Next was the outfit. Rick had already prepared something and layed it out on the bed. first came the thigh-high white stockings. It was quite some effort to work them onto Tobi's legs, but after a few minutes they sat perfectly.
„You know what comes next, kitten.“
Tobi nodded and leaned backwards, spreading his legs apart as far as possible. Even for a cat he was extremely flexible, so soon his legs perfectly parralel to the edge of the bed.
Rick licked his lips, looking at Tobi's tiny sheath and balls. He gently placed a hand on them and began to rub them, causing his kitten to moan quietly.
He kept on teasing Tobi, until he could see the tip of his member emerge from his sheath and then stopped, grabbing the pink plastic chastity cage, securely locking it around Tobi's sheath.
„Turn around, Kitten.“
Tobi nodded and turned around on the bed, getting up onto his hands and knees, his tail high in the air.
Rick held a steel buttplug in his hand. It had been painted white and had a plastic diamond embedded into the end. Rick had squirted a bit of lube on its tip, which was now glistening in the light. Using a finger he spread it across the plugs surface, before pressing it against Tobi's tailhole. 
„Relax.“
Tobi took a deep breath and nodded. Then Rick pushed the plug inside, stopping only, when it was fully inside. „You're doing well, princess.“
Rick gently poked the faux diamond on the plug's bottom, causing Tobi to moan again. The tabby cat sat back down and lifted his arms a little.
Next was the underwear. A white training bra, that clung to the kitten's form rather tightly.
„Arms above your head, kitten.“
Next came the top. A powdery pink cutoff tank-top, that didn't even cover Tobi's bellybutton. It was rather loose fitting. He would have to watch out, so the halters wouldn't slip off his shoulders.
„Stand up.“
Next came the panties. More of a thong actually. Their color matched the bra, a glossy, shiny white, just like the details on his collar. Rick gave them a strong tug upwards, making Tobi groan quietly, as the fabric was swallowed by his bubbly butt and the elastics came to sit on his hips.
The underwear fit his body quite well. Rick had costumized them himself after all. The bra had a new, easy to open clasp he had cut off another bra and sewed in that one and his thong had a small pouch in the front for his balls and chastised sheath.
The last thing was a pink microskirt in the same color as his collar and top. It didn't hide much either. Every time he took a step onlookers would easily be able to see his underwear.
The skirt was adorned with a white belt, to keep it in place, but it was more of an accessory. Tobi's wide hips were more than enough to keep the skirt from sliding onto the floor.
Rick smiled down at the little Sissy sitting in front of him. „You're very pretty, kitten.“ He held a hand out to Tobi and helped him up. He led him to a large mirror, standing behind him, hands on his shoulders.
Tobi gave himself a long lookover. How much a little make-up and new clothes could change a person. When he had arrived he had looked like a grumpy teenager, but now he looked like a sexbomb. He giggled, tussling a strand of hair with his fingers and turned around, looking over his backside.
Unlike his thong the skirt didn't have a hole for his tail, so his tail donstantly kept it hiked up, his butt exposed for everyone to see.
Rick hugged him fron behind, nuzzling his neck, gently nibbling on it. It made Tobi moan again, relaxing against the bear's massive chest.
„We're going to earn some money today, kitten. A friend shipped me some toys he wants reviewed, so you and me are going to make a few videos.“
Tobi froze up, as he heard that. During their play sessions he and Rick often made videos, The bear even had a room i his basement dedicated to nothing but filming their little escapades, but they had never shown those to another person.
„B-but..“
„Don't worry, we'll make them and then you can decide, wether we send them to him, or not.“
Rick gave Tobi's bottom a little spank. „Come on, let's go.“

The room in the basement was warm. It always was. Rick liked to see his little kitten sweat, while they were at it.
The room was pretty much a carbon copy of the guest room on the second floor, except for the missing vanity table and the fact, that the wardrobe was empty. The TV was missing as well.
A huge cardboard sat on the floor, still held close by duct tapeTobi sat down on the bed, looking down on it, while Rick set up the cameras. Four tripods, all equipped with pretty expensive camcorders, all of them connected to a boom mike, that was dangling from the ceiling, just out of the picture.
Then Rick opened the box. The toys were individually wrapped in brown paper.
„We'll start out with the smallest one, alright, kitten?“ 
Tobias nodded and rick handed him the smallest package. Then Rick left the stage, giving Tobi a thumbs up, once he was behind the cameras. Tobi cleared his throat and focused on the camera right in front of him with a smile.
„Hiya world! It's me again, your girl Toby and tday me and Daddy Rick are gonna do something super exciting!“
Tobi and Rick had recorded many, many movies already, but none of them for a commecrial purpose and none of them had ever been released. Still, it gave Tobi plenty of practice when acting in front of a camera.
Still he stopped talking for a second. He knew Rick wouldn't send those videos to his friend without his permission and that made him love the bear all the more, nut still... was it time? Should he give his okay to this?
„We're gonna test a few fun toys a friend sent Daddy Rick!“ He held the wrapped toy up, o the camera could see it well. Then he unwrapped it. It was an electric blue dildo. It was kind of floppy and seemed a little sticky. Only then Tobi noticed the slip of paper, that was stuck to its side.

 „Ooooh~ This says it's a jelly dildo and the material expands, when it gets warm and wet~“
Tobi blew the camera a kiss and giggled.
Yes, he would tell Rick to send those videos to hid friend.
Slowly he got up on all fours, turning his ass towards the camera, wiggling it a little. He had a rather big butt, which was the only big thing about him. Rick loved it just as much as Tobi did.
He reached behind himself, pulling his panties down a little, so his chastity cage was still hidden by the fabric.
Then Rick stepped up. He had stripped down to just his jockstrap and picked up the dildo, giving Tobi's butt a playful spank with it.
The tabby cat giggled and curled his toes. „Daddy~“
Rick chuckled and arched his neck a little, giving the sissy's buttplug a long kiss, before wrapping his lips around the plug's base, and yanking it out with his teeth.
Tobi groaned, arching his back, his hands gripping the white, silken sheets. Then Rick at down next to him, wrapping an arm around his misdesction and -with a smirk to the camera- began pushing the dildo inside.
Rick never talked on camera. He rarely ever talek at all. He was a man of action and it showed. Slowly he pumped the toy in and out of Tobi's tailhole, which made the kity squirm and moan.
There was another camera, capturing his face, whose footage rick would later ad to a corner of the video, giving it a LP-like feel.
„O-ooooh~ i an feel it get bigger and beiiger~“
The dildo had started off at around five inches long and only one inch in diameter, but now it was already twice as long and wide, nicely stretching the kittens tailhole.
Rick stopped moving the toy for a second and pulled Tobi's panties down a little further, exposing his throbbing, chastised sissy clitty to the camera. His panties already had a wet spot in the front, from Tobi's pre. Rick called it his 'sissy tears'.
„Aaaaah~ D-daddy, can i cum? P-pretty please!?“
Rick didn't pay any attention to him. He just kept on moving the toy back and forth. In and out, watching it get bigger and bigger.
Tobi had been trained by him for many years now. He knew not to cum, unless given explicit permission, but sometimes it was extremely hard to do and everytime he came, even if it was anally he got punished severely. He loved Rick for that as well. He was strict, but not cruel.

Rick grinned, giving Tobi's ass a hard spank and finally pulled the dildo out all the way, showing it off to the camera. By now it shamed any horse out there. 
„A-a-ahhh~ Th-th-that was the... growing dildo~ 5 stars~“
Tobi got no pause. Rick pulled him onto his lap, giving him a gentle hug, his hard member sandwiched between his belly and Tobi'S back, as Tobi reached into the box again.

„Oh boy, what's this?“ Tobi had opened the next package. „Ovipositor Dildo.“ It was a tapered, black dildo that was covered in ridges and had a weirs bulb on the front.
Rick put a hand under his knees and lifted them up, once more exposing his ass to the camera. It was still slightly agape from the extreme size of the inflatable dildo.
Rick didn't waste mich time, The Ovipositor Dildo was a lot smaller than the last toy, so he pushed it all inside of the kitten on the forst stroke. Tobi moaned loudly and threw his head back. The weird bulb was pressing right against his prostate.
„Uuuuuh~ f-fuuuuck~“ Tobi bit his botom lip. Rick had prohibited him from using curse words.
„Tsk-tsk-tsk...“ Rick wiggled his finger in front of Tobi's face and began thrusting the dildo bakc and forth, a lot harder and faster than he hed with the first toy.
The ridges were hurting his tailhole in th ebest of ways, pushing and pulling his sphincter and the bulb rubbing over his prostate felt like heaven.
Tobi groaned, his lithe body tensing up as he held back an orgasm. Rick could surely sense that, so without a warning he stopped moving the toy back and forth and instead left it inside all the way, only wiggling it a little now.
Tobi cringed, shivers running up and down his spine. His face was turned upwards. He knew there was another camera up there
„O-ooooh~ I-I really like that one, b-but I think I like the first one...“
Rick arched his neck a little, whispering into Tobi's ear and giving him a little kiss.
„Th-that's not all?“
Rick shook his head and  pushed a button on the base of the dildo. Then he slowly pulled it out, showing the used toy to the cameras. The weird bulb was gone now. Tobi could still feel it press against his prostate
„O-o-ooooh~ That's sooo cool! I give it...“
Rick whispered into his ear again.
„P-push it out?“
Tobi sounded confused for a second. Then he took a deep breath and tensed his abdominal muscles.
He gasped, as he felt the egg begin to vibrate as he did that.
Again his body tensed up, the vibrating egg slowly moving towards the exit.
A third push and he could feel it press right against his sphincter.
„Aaaaah~ S-soo good~“
The little tabby cat took a deep breath and -after an encouraging kiss by Rick- finally pushed the egg out, gasping loudly, as it finally exited his tailhole again.
With a loud cluttering sound it hit  the floor and vibrated under the bed.

„G-good god, that thing is amazing! Six stars! No wait: Seven!“ He shiot a smile to the camera above him and shoved a V with his fingers. 
His cheeks were burning red and his make-up was a little runny from his sweat and tears of joy streaming down his face.
This time Tobi actually got a little break, after Rick sat him down again.
While Rick chose the next toy Tobi sat on the edge of the bed, rubbing his chastity cage and balls.
His member was straining against the plastic

Tobi got onto his knees again, as Rick handed him the third package. After that one there was only one more inside of the box.
Hesitantly Tobi removed the wrapping. This day was the best day ever. Sure, most weekends at Rick's were filled with hot and kinky sex, but this was really something special. After they were finished he'd ask the big bear if they could do that more often from now on.

„Oh, what's this?“ The third toy wasn't a dildo... Well, not really. It looked a lot like a hand drill, except it was made from plastic and not metal or wood. Also the drill part was made from latex and had no sharp edges
„H-how... Wooooah!“
Tobi squealed, as Rick pushed him over so he was laying on his shoulders, his body contorted quite a bit. His legs were now dangling over the edge ofn the bed and his chastity cage almost touched his mouth. Moaning he let his head fall back, his ass and face captured by the same camera.
Rick got onto his knees behind him and carefully pushed the drill part into his boipussy, making the kitten shiver with anticipation, as he realized how this would work.
Once the enture drill head was inside Rick started turning the mechanism.
Tobi shrieked in pleasure, as the latex toy in his tailhole began to turn.
„A-ahhhh~ O-oh m-m-my goooooooood~“ He groaned, his body tensing up, as Rick pushed it even deeper inside and began turning it faster.
Tobi squirmed indignantly, his arms ang legs flailing around. His precum was dripping from his chastity cage, dripping down onto his face, but still he didn't cum. He had never been closer though and he wouldn't even have cared about the punishment, but Rick was an expert in keeping him on the edge.
After a few minutes of that treatment Rick began turning the drill in an irregular pattern, making Tobi tense up and squeal periodically., until he pulled the toy out again without a warning And pushed Tobi back onto his back again.
The cat just layed there, panting heavily, fingering his tailhole, while his other hand rubbed his pent-up balls. Hewanted release. He needed release!

Tobi got the wind knocked out of him, as Rick threw the last toy on his chest. It was bigger than the other three combined. The kitten quickly unwrapped it, gasping in both horror and amazement, as he saw the shiny red latex canine dildo. I was longer than Tobi's forearm and thicker than that as well and the knot at the base of the toy was so hugeit brobably even drarved Rick's fist.
Tobi slowly lifted it up with both hands „I'd give that drill nine stars at least, but this big boy gets ten from the looks alone~“
The sight of that gargantuan toy had Tobi nearly forget about his own arousal, but now it hit him again, like a hammer. Moanind lewdly he began to lick the toy. So far all of them seemed to have been covered by some sort of lube and thankfully this one was too. Actually it seemed more like it secreted the lube and was not just covered by it.
Tobi opened his eyes again, as Rick cleared his throat. He was patting the bed next to him, signaling he wanted Tobi to get on his hands and knees again. Quickly the kitten cokplied and oce again Rick slung an arm around him, keeping him in place.
Then he pushed the toy inside.
Tobi's entire body rocked forward from the sheer force needed to force that giant dog cock into his boipussy. His anal walls clung to it like a vice, keeping it in place for a few seconds. 
„Oh my god! Oh my god! OH MY GOD!“
He screamed in ecstasy, shivers running up and down his spine. His muscles tensed up at random, making his hands turn into fists, making his toes curl and making his tail and ears twitch like mad.
He was in heaven! He was in hell! He was in purgatory and he was loving it!
Slowly Rick began picking up the pace, the fat knot poking against his sissies tailhole every time he shoved it back inside now and every time it went a little further inside.
Every shove made his tailhole go wider and wider, until with an audible POP that ridiculously huge knot popped inside.
Tobi screamed in both pleasure and pain, as he finally came, his load dribbling out of  the small slit on the front of his chastity cage. His arms and legs began to shake and with a quiet gasp he collapsed onto the bed. 
Rick chuckled and rubbed his head, before getting up, finally turning the cameras off.
„Well done, kitten.“
„---Thank you, Daddy...“
„So, what do you say? Can I send this to my friend?“
Tobi just nodded weakly.
Smiling broadly Rikc sat down next to him and pulled him on his lap, giving him a gentle hug.“
„I love you, kiten.“
„I love you, papa bear~“