[This story contains transformation themes => M:F, ball transformation, inflation]

When Greg’s friend Kait had dared him to challenge Emily to a game of her choosing, the last thing he expected was for her to say yes. Even more surprising was when Emily invited him to her place that weekend to play said game. That is how Greg found himself this Saturday evening outside of the massive house. The address Emily had given him had brought him to a well off neighbourhood, with multi story brick houses and triple garage doors. A classic upscale white suburban neighbourhood. Why this threw Greg off he wasn’t sure but the massive structures had made pressing the doorbell a challenge..

Ding Dong

The sound echoed, literally echoed, through the inside of the house. Shortly it was followed by the sound of pattering feet. “Hello? Oh hi Greg,” Emily answered the door, dressed in a long, fluffy grey gown that looked quite comfortable. She was a tall, elegant lady, with a soft face and a thin frame. This was actually the first time Greg had seen the woman outside of work and without the conservative outfits she normally wore he really recognized her beauty.

“Hey…” Greg struggled to say, realizing that he didn’t really know much about the woman before him. Trying to save face he settled on something safe. “So about that game?”

“Yes, of course. Come inside,” Emily responded as she gestured for Greg to enter. He followed, letting the woman lead him into her home. The place was spacious and large, well furnished, with many doors that led to rooms he had no idea what could be behind them. He must have looked stunned, or maybe he was just lagging behind as Emily urged him along. “This way,” she ushered, waving a hand to get him to pick up the pace.

“Sure,” Greg mumbles as he follows Emily. This was a woman who was clearly out of his league, and why she was so ready to accept the game really bothered him. Was it really that easy to talk to some woman? It couldn’t be. Could it? He knew he was really out of the game, but had things really changed so much? Greg pondered the question as the woman opened one of the doors in the massive space and led him inside. It was an office, well furnished, with themes of green and brown dominating the space. Emily closed the door behind him, and Greg took note of the scene before him. He noticed that there was a blanket on the ground, with a small pile of things on one end. Something there must have been electrical as there was a cord leading away from the pile and to a nearby wall.

“So… Emily…” for some reason Greg was struggling to say her name. “What are we playing?”

“Well, I was thinking about that. A game is nothing more than a challenge,correct?” Emily stated as she moved into the centre of the room. “So this is more of a challenge for you to win. Or lose, it is up to you.”

“Well… what is this ‘challenge’?” Greg responded, confused but intrigued.

“I have heard you are dependable, durable, among other things” Emily started as she bent down the rummage in the pile. “I think it would be fun to play with that” she continued as she extracted a large pink but deflated exercise ball from the pile. “If I can inflate this ball fully, you win. Else I win”

“That seems rather easy,” Greg commented, there had to be a catch. This wasn’t a challenge at all. “And who told you all those things about me?”

“Well, there would be a little bit of resistance. The ball will be within you, I think I forgot to mention that? And that would be your friend Kait.” Emily started innocently. Greg was baffled, confused, and struggled to respond as what Emily was implying was simply impossible.

“No. That’s ridiculous!” he managed to get out, but “what do you mean Kait told you?” Emily merely smiled, ignoring Greg’s confusion.

“What about if you win?” she asked innocently.

“What about if I win?” Greg's voice was elevated.This wasn’t making sense. She was playing him, playing ideas against his questions to keep him off balance.

“Well, you would get me” she commented as she let her robe fall to the ground. Emily wasn't wearing much under her robe, with just a set of black lingerie covering her tight form. Greg couldn’t help but stare, his mind sort of short circuiting in the process and leaving him dumb founded on the spot.

“I would get you?” he sort of repeated back as a question, enchanted at the sight of this beautiful woman.

“You would,” she teased in response. “Else you would not only be letting me down if you didn’t, but your friend who recommended you as well.” The teasing was getting to him, and he had to look away in order to behave.

“I’ll play this game” Greg responded, “what do you want me to do?”

“Excellent,” Emily smiled as she spoke, and with excellent dexterity she rolled the deflated ball into a tight tube. “If you could be a dear then and remove your shirt and pants, they will only make things more difficult for you.” Greg didn’t think to question why as he stripped to his undies while Emily rubbed something over the rubbery tube in her hands. Emily eyed the generic boxers Greg wore, and taking the hint he shed them as well. Embarrassing as it was, Greg really did want to win against Emily. She indicated to Greg to sit down and he diligently obeyed, placing himself centre on the blanket where she indicated. Emily sauntered over a moment later the glistening, dripping, tube now sporting its own, smaller, tube trailing from one end.

“Any other questions before we begin?” she asked as she gently rubbed the rubber. Greg’s eyes focused on those fingers as they dexterously rubbed the rod. He just wanted this to be done so he could claim his ‘prize’ so he said nothing in response. “Perfect, say ahh.”

“Ahhmphfff” Greg started to say before the large rubber rod was jammed down his throat. The material tasted bitter as it shoved its way through his mouth. His neck swelled to allow for the passage of the material as Emily switched to a two hand grip on one end to help push it down. Greg, for his part, could only flail helplessly as the tub slid inch by inch into his body. He could feel the rod, sliding deeper and deeper into his body, pushing against his back as it found space for itself within his chest. With a slow creep the rod reached his rear, exerting pressure on his member and hole before Emily’s hands finally pressed into his mouth and the tube was set in place.

“There” Emily said, slightly out of breath, a slight bit of perspiration on her brow. It had obviously taken a lot of effort on her part to get the tube into place. Greg grunted in response, unable to articulate nor move himself with the stiff rod of rubber that held him straight. A tube trailed from his mouth now, but as a small consolation he was now able to mostly close his lips. “So Greg, any regrets?” He tried to say no, to twist his head, but nothing worked. This led him to just stare blankly at Emily, who smiled as if in understanding. “Good, I don’t think I could get that out if I tried anyways”

The statement made Greg worry, if Emily couldn’t get it out now then how would she get it out later? What was the plan after he won? The thought worried him, and he hadn't noticed Emily slip away, back to the pile of stuff until a loud click sounded in the room and a motor hummed to life. Greg wondered what it was, but it was immediate what was happening when creaking and groaning started to emanate from within him. His body was expanding slowly, with sudden and unexpected jerks as the material caught on itself as it unfurled, but always exerting a growing pressure within him.

Emily started at fascination from the side lines, watching fixated on him, but Greg struggled as his belly started to round out, bigger and bigger. The aggressive jerks were going away slowly as the ball within him unfurled completely and soon he was growing rounder and rounder. His arms beat helplessly against his body and he could no longer see his legs beneath his round belly. Larger and larger he grew, till his belly was at least three feet wide. The pressure was intense, almost explosive, and Greg’s body creaked against the rubbery ball as he settled around its indomitable form.

Click

The motor went silent in the corner and the room, once noisy, was quiet again. He could hear Emily approach, step by step, but he could no longer turn his head to see her.

“Well” she started, a hand tracing down the back of his new form. “I guess you are very ‘durable’.” This made Greg happy, as it seemed he had won. With a tug Emily removed the tube from Greg’s lips, allowing his mouth to fully close. He was not able to speak, as his throat was stretched out, but it was a nice change. Emily walked around the bloated man, her fingers tracing as she walked. Those teasing fingers were like electric shocks to the man's stretched skin, making him almost hum in pleasure. “So Greg, does this mean you win my challenge?”

He had won, it was official. Now all Emily had to do was to deflate him and he would be able to enjoy her. Emily reached out to Greg, grabbing his head with two hands as she rotated him towards her. The tall woman came into view for Greg, but she didn’t stop. She kept rotating him until he was facing slightly downward, his view of her upper half obscured. Oddly she started to turn, her hands changing position around his head until he had a perfect view of her rear. It was a beautiful sight, but not one he needed, if she only could…

Squish

Suddenly Emily’s butt was all he could see and feel as her full weight came down on him. Greg’s head collapsed into his body, crushed under that firm but that wiggled back and forth as Emily shifted her weight so she sat atop her new ball. She groaned in that moment, her butt cheeks clenching and grabbing at Greg’s cheeks as she enjoyed the moment. Then she leaned forward, hopping off the ball and allowing Greg to see again. She leaned down so she was now face to face with her new ball. “I did say you would get me if you win. Only my silly ball didn’t ask what I would get if you lost. Hint, you would get me as well” with that teasing statement she planted her butt back on Greg and got to work.

Working in slow circles Emily ground herself into her new ball, rotating it at the same time. Those soft cheeks buffed at Greg’s surface, smoothing him out in a way that he couldn’t help but love. The woman took extra care with his arms and legs, working them multiple times over till they were nothing more that smudged designs on her new ball. Sadly for both parties Emily was not able to take the same, methodical treatment with Greg’s member, which had already been flattened underneath the ball when she had first gone after his face. Slowly Greg’s skin took on a glossy sheen, his defining features no more than a decal for the exercise ball beneath his skin.

With her task complete Emily stood there, admiring her work. Kait and her had been talking about this for weeks, and it had finally come together. It wasn’t that either of them didn’t like Greg, but he was too dense around women for his own good. When Kait had said “maybe if Greg spent some time under a woman's control, he would understand.” She hadn't meant this, of course, but one thing led to another and now here was Greg, her new toy. She rolled the ball over to her desk and sat down. Warm, soft, it was perfect, and Greg almost vibrated beneath her, loving it as well. Maybe in a few days she would deflate him and take the ball out, see if he could hold her up on her own. Maybe lend him out, possibly without her other friends knowing. All possibilities in their own time. But Emily knew, as she looked towards the door where Kait peaked out now, there would be plenty of time with their new toy before they returned him to normal.