DreamMaker: Bear's Plaything

Story by ComfortableCreatures on SoFurry

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#3 of DreamMaker

Another entry of the DreamMaker series, commissioned by ProwlingJinouga

This one is a little shorter than the others, that's because we decided to split the next story into two parts. This entire thing was originally going to just be the intro to the story. (There was no way in hell FurAffinity's 250 character tag limit would have kept up with that) So have a little more fun between Rory and Cynthia before we move onto the next partner!

Want a story like this for yourself? My commissions are open, check out my page for details.

Or you can support me directly though Ko-Fi


"My roomie usually works late, but she won't mind if I let you borrow some of her clothes." Cynthia announced as she pushed open the door to her apartment in the early afternoon. The six-foot-six bear leads Rory, a five-six femboy deer, inside of the rather ordinary looking apartment. Sofa, TV, kitchenette, all fairly tidy.

She gestured to one of the doors. "Go ahead and wait for me in my room, oh, and here." She reached into her pocket, retrieving a phone and unlocking it before handing it to Rory. "Put your number in there, I like having my boy toys on speed dial." She teased, before walking off towards a door at the far end of the apartment.

Rory followed her instructions, adding his contact information into her phone as he made his way into her room. Inside the room felt much darker, even as he flipped the lights on. The walls were painted a dark gray, adorned with posters for various games. The only window was covered with heavy curtains to keep glare off the monitor on a nearby desk. A real gamer's den if Rory ever saw one.

One thing stood out though, a shelf above her bed where a sizable collection of dildos was proudly displayed, organized by size from a small otter cock to a massive stallions tool. Rory grinned, the small deer assessing the size of the toy. He was pretty sure that he was bigger, although not by much. Still, it explained why the bear had little trouble handling his supernaturally enhanced length, she has had practice.

The deer set Cynthia's phone down on her desk, and pulled the sweater he wore around his waist off. Setting it aside on the corner of the bed left Rory in naught but his boxers which left little to the imagination. His large cock plainly visible down the leg of the snug undergarments, the head of it even poking out through the leg hole.

Then he inspected the pants he had slung over his shoulder. They had been particularly tight before but his recent feminization transformation had plumped up his ass and made them no longer fit at all. He set them to the side as well, but not before fishing his phone out of one of the pockets as he was eager to check DreamMaker now that he finally had a moment to himself. The seemingly magical app that was responsible for his transformation as well as making his and his partners "fantasies come to life" and while he'd been dubious of that claim at first, it certainly seemed to be delivering on that promise.

Sure enough, he had 'Completed' his relationship with Cynthia, netting him more "transformation tokens", a currency used to unlock transformations to alter his own body in many ways. The exclamation mark beside goals cluing him in that he must have completed more of those as well, though first things first he tabbed to the store for transforming himself.

He bought the height increase to go along with the buff body he bought last time, making a mental note to go clothes shopping for this new combination soon and decided to save the other token, for now.

Then it was back to that goals tab... the odd achievement system that had unlocked earlier this morning. Seems he had completed a few more as a recap of the goals he had completed since last opening the app popped up on the screen.

"Go thirty minutes while heavily aroused without cumming." Seems he did that while Cynthia was sitting on his head...

"Have all your holes used by a single partner." The inverse of something he accomplished with Rhonda, Cynthia certainly had put Rory's body to work and he doubted she was done...

"Impregnate a partner within two hours of meeting them." Rory chuckled. It was a good thing he had purchased the transformation so that he no longer had a refractory period, otherwise the grab-happy bear might have taken things a little slower... or not, he couldn't really be sure.

As he tapped to close these goals and return to the normal goals menu another pop-up took their place.

"Congratulations, you have unlocked a partner token! Check your completed partners to spend them!" As the screen cleared, the progress bar at the bottom was once again two-thirds full to his next token.

Well, that certainly sounded interesting! Although Rory could hazard a decent guess as to what they did, he was out of time to check as Cynthia burst into the door with a bundle of clothes in one hand.

"Get up." She ordered with giddy enthusiasm. She quickly looked around before spotting her phone, picking it up with her free hand and putting the pile of clothes in its place. "Get those boxers off, cutie." She said, rummaging in the small pile for something, her ass swaying back and force excitedly as she did so.

Rory did as he was told, standing up and pulling down his boxers, his flaccid cock swinging freely between his legs now. As soon as he had them off he noticed what was in the bear's hand, a pair of light pink womens panties, which she eagerly handed to the deer.

Rory took them, staring at them for a moment. "I don't think these will fit..." He started, but Cynthia just shot him a look making it clear that this was not negotiable. She obviously wanted to see him in those panties and he decided it best not to argue further, slipping his hooves through the legs and pulling them up. As they were women's underwear, there was no space for his junk to rest, especially not endowments as oversized as his, forcing Rory to pull the panties aside as he pulled them up, allowing his cock and balls to hang out.

Cynthia smiled, holding up her phone, snapping pictures of the deer.

For a brief moment, Rory considered asking her not to share those pictures. DreamMaker had left the bear quite sexually aggressive and certain of the deer's consent towards her actions, not needing to ask permission. It certainly seemed to lead her along accurately because not only did Rory not really care about her having lewd pictures of him, he suddenly came to the realization that he didn't really care if she shared them either. Heck, the idea of strangers admiring his body was kind of hot.

Though even hotter than the thought of admiration by strangers, was the look on Cynthia's face. There wasn't even a token attempt to hide how much she was objectifying him right now, like he was a piece of meat for her to admire. He liked it.

She passed him the next garment, a pink top. It was long sleeved, but calling it a shirt was perhaps generous. The sleeves led to a normal neckhole like any t-shirt, but it barely covered Rory's chest, leaving his upper and lower waist completely exposed. On a woman this would certainly leave a lot of under-boob exposed and require extra precautions to ensure no wardrobe malfunctions happened. On Rory though, it just looked a little loose on his flat chest.

"You sure she won't mind me taking this?" he asked.

Cynthia scoffed as she took a few more pictures, moving her finger in the air to indicate Rory should spin in place for her, the deer doing so hearing the snapping of her camera. "She never wears these, I don't know why she buys them."

The last item was a black skirt, knee-length, making it the most modest of the items on offer. The length was necessary to hide Rory's own length, at least as far as Cynthia knew. As soon as he was done here he could just return his cock to its original size for the time being until he needed the... extra performance again.

"You look adorable." Cynthia said, taking even more pictures before turning her phone to show Rory what he looked like. The deer blushed, with the skirt covering up his bulge entirely, he really did look like a somewhat flat-chested doe now.

"Oh, did you put your number in here?" Cynthia asked, looking at her phone again for a few moments. "Ah, there you are." She said, a few moments later Rory's phone buzzed, prompting a smirk from the ursine. "Just making sure you aren't the type to hit it and quit it." She teased.

Rory grabbed his phone and opened the message and immediately blushed, seeing a photo of his ass in the panties when he had turned around, his little tail sticking out from them. He wondered if it was perhaps a little vain that the image was turning him on, though the smell of Cynthia's heat was beginning to fill her room too...

He quickly added Cynthia as a contact from the message, before using this moment to quickly check DreamMaker's newly unlocked feature. Opening Cynthia's profile and tabbing over to her transformations.

On this was a list of transformations, it was smaller and more concise, perhaps only transformations that a partner would themselves be interested in? It also included the two transformations that had already occurred. "Increased boldness towards partner" and "Increased sexual aggression towards partner". Well at least they were specific to Rory and he wouldn't have to worry about her getting arrested for groping someone on the bus if he forgot to turn these off.

Of the locked options, one immediately stood out. "Extreme sexual aggression." Perhaps a few minutes ago Rory might have thought twice about selecting that without preparing himself, but that was before the smell of her heat and even the sight of his own ass in panties had him aroused enough to start tenting his skirt. Now though, Rory was thinking with his cock and ever eager to experiment so he quickly spent his token to unlock it and set his phone aside.

Cynthia's eyes almost seemed to glaze over immediately, the way she looked at Rory was almost... unnerving. She took a step forward, not saying a word as she reached out and shoved the deer hard, causing him to sprawl backwards onto the bed.

As soon as he landed he tried to look up at her, the bear's shirt came flying at him, tossed onto his face as she stripped out of her clothes. By the time Rory had pulled the garment off of his face, the ursine was fully naked and she began pulling the skirt right back off of him.

Rory tried to lean forward, but a massive hand came down onto his collarbone as she mounted him, pinning him to the bed while grinding her pussy against his hardening cock. The feeling of her warm, wet pussy against his cock, the smell of her heat, and the excitement of this situation meant Rory was brought to full mast quickly. Cynthia wasted absolutely no time either, bringing his cock tip to the entrance of her nethers and slipped it between her folds as soon as he was hard enough for penetration, her hips swiftly brought crashing down to meet his.

Cynthia grunted as the deer's massive shaft bottomed out within her. She leaned forward, her heavy tits hanging over the cervine's face. Rory reached up, only for his hand to be intercepted by hers, pinned down.

With his only remaining free hand, he grabbed Cynthia by the hip. While she was bringing her hips up just to slam them back down, riding the deer's cock roughly, Rory did his best to at least participate, thrusting up into her.

"F-fuck, you really want to make sure I got you knocked up, huh?" Rory said, looking up into Cynthia's face.

Her rainbow-dyed hair had been frazzled by the frantic, sudden movements the bear had made. With no efforts on her part to fix her hair, it completely covered her eyes, with only a flash of her blue irises visible whenever she slammed back down. Rory realized he wasn't going to get an answer, she was completely out of it, her only goal was to pleasure herself on the cervine's cock.

Rory, for his part, could do nothing but lay there and let her do just that, even if he wanted to, there was no way he could overpower the ursine.

With how desperate she was just to get off, it wasn't long before her rough riding led the pair of them to a rapid orgasm. As she climaxed, her moans became something more guttural, like a roar. Her pussy walls clamped down tight, milking Rory's cock while he unleashed a full load inside of her womb for the second time within the last hour and it seemed she was far from satisfied. Taking advantage of the fact that Rory seemed to be able to just keep going, that is precisely what Cynthia did, not even slowing pace.

She kept riding him, milking more and more cum from her boy toy, each successive orgasm causing the pudgy bear's belly to distend. This continued until her womb was completely full of deer seed, the rest escaping out around Rory's member, making a mess of their fur and the bed under them.

Rory found out just how tiring thrusting your hips upward can get somewhere after the third orgasm. His body fell limp as he resigned himself to his fate as a living sex toy for this lust-mad bear on top of him.

Still, he wasn't going to be completely passive, even with one of his hands pinned down by the bear. With his free arm, he wrapped it around Cynthia and with as much force as he could muster, pulled the horny ursine in close while she wasn't expecting it. As soon as she was close enough he took his shot, opening his mouth and suckling on her left tit, doing his best to tease her nipple with his tongue.

Cynthia released a low growl of satisfaction at the additional stimulation, continuing her pace of riding Rory's cock while the deer suckled and teased her breasts with his mouth, alternating between each of the black bear's tits.

Rory spent what had to be a couple hours like this being ridden, the bear above was completely insatiable. He breathed a sigh of relief as she finally lifted herself up off of his cock, leaning back while Rory admired her naked body. Her pudgy belly, voluptuous breasts, all on a tall and wide frame that dwarfed Rory's in every conceivable way. All of this topped off with her adorable face, adorned with a nose piercing, several ear piercings and of course her vibrant rainbow colored hair.

As soon as his cock sprung free from her depths, cum freely flowed from her pussy, leaking down right back onto Rory's cock and thighs. Then without even taking a second to catch her breath, she lowered herself back down, sliding Rory's still-hard cock in between her plump ass cheeks, bringing the tip to her tailhole. With a generous amount of cum to use as lube, she lowered herself down, once again taking Rory to the hilt in one swift, forceful motion, letting out a long protracted groan as her tight rear entrance was stretched around his fat rod.

Rory moaned in tandem with her, her ass squeezing his cock tightly as the bear began to bounce on his lap once again.

Cynthia pulled on the deer's wrist, forcing him up into a sitting position before letting go of his wrist and placing that hand behind his head, guiding Rory's muzzle to her nipple, goading him into suckling and teasing her breasts once again.

From there it was a blur of pleasure as Rory lost track of where one climax ended and the next began. He wasn't even sure when they transitioned back to using Cynthia's pussy, but his cock slipped out of it all the same as he crawled out from under the well-bred ursine. Cynthia had kept using him until she passed out. Rory was tempted to join her, physically exhausted as he was, but it was starting to get dark out and he had already been here far too long.

Rory grabbed his skirt from the floor and his phone from atop where he had discarded his pants. Immediately turning off all of Cynthia's mental transformations while taking mental note that if he were to turn extreme aggression back on, that he should be a little better prepared for the consequences... and maybe get a few toys out first too, just to see where things go.

He began making his way to her bathroom to clean up, noting how much his hips ached from the heavy bear riding him for...

He checked his phone again... six hours!? Had it really been that long?

DreamMaker also had a new notification on the goals tab, checking it he saw he had completed the goal to "Have sex with a partner for four hours or more without any breaks." Looks like he was being quite the overachiever, still that unlocked him another partner token, he might save that for Rhonda.

Speaking of which, he had a missed call from the tigress. First he finished cleaning himself up as best he could, the panties he was wearing were a lost cause and just going to have to wait until he got home before he could clean them. Putting his skirt back on, Rory made his way back into Cynthia's room, collecting his jeans from the floor.

He looked back at the black bear, the sight of her large, naked body sleeping made his cock twitch. The deer wanted to say his goodbyes, but the odds of him waking a sleeping bear was laughable at best. Still, he couldn't just leave without doing anything. Rory looked around her room, grabbing a piece of paper from her printer and some tape from her desk, leaving a note on the outside of Cynthia's door for her roommate who should be home in a few hours.

"Make sure she gets something to drink. -R"

From there, Rory made his way out to the parking lot, where his car was parked beside Cynthia's. Sitting down in the driver's seat he pulled out his phone and redialed Rhonda.

"There you are, what happened? You never came back to work." She said the moment she answered, slightly concerned though perhaps more curious as to what kept Rory all day.

"I uh, got a little sidetracked." Rory said, a little embarrassed for his irresponsibility.

"Is it with what I think it is?" She asked, her tone like that of an office gossip prying for juicy details.

"Yeah, it is." Rory said. "I didn't miss anything did I?"

"Not really, but I expect all the juicy details regardless. Did you at least get the job done for Mr. Hawthorne?"

"Yeah, it was no problem. I gotta get home and take a shower, but after that you wanna get some dinner? I am starving and I've got something I wanna run past you."

"No problem. Your treat, right?" She asked.

"For my little kitty? Always." He said, chuckling.

"Great, text me when you are on your way to pick me up."

"Sounds good, see you then."

Rory had a big goofy grin on his face as they finished up their conversation, the deer losing himself momentarily in just how amazing his life had become. Even if this app disappeared tomorrow, he would be a happy man, but he had a feeling things were just getting started.