literature

A Not-So Surefire Bet

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"Listen, I don't want to do this, alright?" Tyler demanded. Kevin wasn't having it. He whipped the wand authoritatively against his hand in impatience.

"Hey, this was your idea, buddy," He reminded him, "You bet me thinking you wouldn't lose. You thought for sure you would win, so you came up with the most embarrassing thing you could think to do to me." Tyler knew he was right, but he didn't want to go outright and say it. Maybe he'd go easier on him if he just shut up about it. Kevin was poised to get on with it.

"Okay, okay," Tyler reluctantly agreed, "Just make it fast. Don't drag it out longer than you have to." Kevin furrowed his brow.

"No way. I'm going to teach you a lesson," Kevin denied him, "You're not going to do any one-sided betting after I'm done with you." A knot formed in Tyler's stomach. He'd really made his friend mad and now he had control over his body. He should have never made that bet, but it was too late now. He had to face whatever was coming to him.

“Just so you know I’m in charge now, we’ll start with your height,” Kevin teased. Tyler was always jealous that Kevin was just a tiny bit taller than him. Kevin knew this, and swished the wand in a downwards motion. Tyler began to shrink, losing a few inches from his height.

“And just so you’re not stronger than me either, I think losing your muscle mass is the next step in your changes,” Kevin decided. Tyler was usually stronger than Kevin, as he usually beat him whenever they arm-wrestled over disputes. With a tap to his Bicep, Tyler began to feel his strength diminish.

“How about we arm wrestle,” Kevin teased, “If you win, I’ll stop right now!” Kevin laughed. He knew for a fact Tyler would lose.

“Hurry up,”Tyler complained, “Quick, like a bandage! Quit toying around!” Kevin seemed unmoved.

“Like you would have made it quick for me?” Kevin asked, knowing his roommate well enough. Tyler knew he was right. He would have made it long and dragged out too. He couldn’t complain otherwise he’d sound like a giant hypocrite.

“So let's give you what you wanted to see on me this whole time,” Kevin continued, “I know all you wanted to do was see me with gigantic breasts, am I right?” Tyler’s mind flashed with images he imagined from earlier. Now it was going to be from a different perspective.

“Don’t make them too big,” Tyler pleaded, “I don’t want to have any back problems once this is done.” Kevin chuckled.

“Oh, don’t worry about that,” Kevin assured him, “I know you’d love to play with your big boobs. That’s why I’m going to give you some normal B cups. Nothing you’ll get too excited over.” Tyler didn’t know if he should be relieved or angry, as this was the only thing he really wanted to get out of this whole bet. Just an excuse to play with some big boobs.

His chest welled up and increased to the right size, just small enough that he couldn’t get much enjoyment out of them, but big enough to not be able to cover up or forget about. Then, Kevin waved the wand over his shirt and it rolled upwards to cover his friend’s new breasts with a firm black bra. Kevin was out for revenge, but at least he was still practical.

“They’re so disappointing,” Tyler said, “If you’re going to turn me into a girl, why not go all out?” Kevin smiled as he heard his friend complain that his boobs weren't big enough.

“Because I’m not turning you into your dream girl,” Kevin corrected, “I’m turning you into MY dream girl!” Tyler was shocked to hear this come out of his roommate’s mouth.

“You sick perv! You’re turning me into a girl just so you can oggle me?” Tyler angrily realized.

“Well I wasn’t going to get any real enjoyment out of this, but since I’m the one with the wand, I might as well make you into something for me to look at, right?” Kevin reasoned. Tyler felt unsure on his friend’s logic

“So why don’t we do something to you that I really like then.” Kevin decided, “You won’t look like a girl without the waist and hips to match!” Tyler felt his insides rumble like an upset stomach as his midriff narrowed out and his hips widened to give him an hourglass figure.

“Gah!” Tyler yelped, “Why are you teasing me? If you’re going to give me the hips of a woman, you might as well change ALL of it instead of leaving me hanging!” Kevin laughed at his choice of words.

“Well that wouldn’t teach you a proper lesson, now would it. I’m not making this easy on you. I want to make you wish you’d never make another bet with me ever again!” Kevin declared. Tyler was nervous. He knew his roommate was trying to punish him, but he was taking it really far. But, he thought, he probably would have been just as cruel to Kevin, so he couldn’t say anything.

“Now that I’m satisfied with your physique,” Kevin continued, “It’s time for your cosmetic changes.” Tyler was relieved he wouldn’t have to feel the strangeness of any more bodily changes for now, but the thought of how his friend would make him up was making him anxious. Up until now, everything was predictable, but Tyler wasn’t sure what his friend had in mind for everything else.

Kevin waved his wand behind Tyler’s head, and the hair grew gently down his back.

Tyler had never felt long hair on his head before. It was heavier than he had anticipated and he had to consciously keep his head forward. The length of it was quite impressive, showering all the way down to his lower back.

“And now for your clothing!” Kevin said happily, “I know what I’d like to see my dream girl wearing!” Tyler’s stomach dropped a bit when he heard his friend say this. He knew what he’d like to see HIS dream girl wearing, and it wasn’t much. He hoped Kevin was a bit more conservative than he was.

Kevin swirled the wand around in order to change all of Tyler’s clothes at once. He felt like all the changes at once this time would be jarring enough. He only had so many things left to change. Tyler’s shirt changed into a tube top, losing the arms and buttoning itself tightly to him. His pants lightened to a lighter tint and the pant legs rolled up to a skirt that laid pleated on his womanly hips. His socks turned to silky nylon as they climbed up his legs to give him a pair of black thigh-highs.

Tyler was shocked to see how good he looked. He hadn’t noticed it when he had on his frumpier boy clothes, but he looked amazingly fit. As he gazed downwards, he couldn’t help but feel attracted to what he saw. He tried hard not to concentrate, as he didn’t want to lift the front of the skirt upwards accidentally.

Kevin was impressed as well. He didn’t want to say it out loud, but he was quite enjoying turning his roommate into the woman of his dreams. After so many times he took advantage of him, he couldn’t help but feel satisfied that his friend was so uncomfortable in this new body. It was just like Tyler had made him uncomfortable making all those one-sided bets. But he knew if he didn’t keep going, Tyler would just go back to his old ways again. He had to do something drastic.

“What else can you possibly change?” Tyler asked, “You know… besides giving me lady parts. Just get on with it already!”

“Hold on now,” Kevin stalled, “You still need a bit of makeup. And while we’re at it, we might as well change some other things about your face.” Tyler was frustrated. Kevin was delaying the inevitable and now he was going to make his face unrecognizable. Kevin waved the wand in front of his face and he could feel the changes weigh down on his face.

His nose shrunk down to a petite little thing in the middle of his face. Makeup applied itself; mascara on his lashes, eyeliner and shade around his eyes and a subtle pink lipstick around his lips. Tyler had just about enough of this.

“Just do it already!” he whined, “Please! I’m begging you! Just do it now! I’ll never bet with you ever again! I swear! Just get it over with!” Thankfully, Kevin felt merciful. He couldn’t think about anything else to change, so he figured he had no other choice. Kevin waved his wand around Tyler’s hips and the changes finally happened.

Tyler felt it draw in slowly. Kevin wasn’t changing him as fast as he wanted. He could feel everything slowly suctioning inwardly, inverting itself into his new womanhood. Everything collapsed slowly inward like quicksand, which was now creating a hollow void where his manhood had once been. He felt the tightness upwards as the magic transfixed everything into place. Tyler felt very strange. Maybe she was just not used to it, but she had a very real need to fill the void Kevin had made of him.

Tyler adjusted himself and sighed as she realized the transformation was finally over. Kevin stood there, eyeing Tyler and his handiwork. He really had made her the girl of his dreams.

“So you’ve had your fun,” Tyler said, “Now when are you changing me back? I know we said an hour, but come on man, you’ve put me through so much already! Don’t you think it’s time to change me back now?” Kevin thought about it for a second or two before he realized something. Something in that moment lost control and all the pent up anger in him rushed out.

“No, we’re going to change something else first,” He said slyly. Tyler felt her stomach drop as she heard that he was going to go further. She just wanted it to end.

“Since you’re a girl now, you’re not supposed to like girls anymore? Right?” Kevin whispered, “Let’s just make you like boys instead.” Tyler was scared. Kevin raised his wand to her forehead and he poked her with it.

“Hey!” Tyler shouted gruffly, “That wasn’t part of the bet! You can’t change my mind! That’s wrong! Come on, buddy, stop it. We can talk this out!”

“And that reminds me,” Kevin said slowly, “You’re supposed to sound like a girl too. Let’s just make you sound girlie too!”

“Ahhh!” Tyler screamed as she felt her vocal cords tighten a little, “Give that wand to me!” Tyler reached out to grab the wand from her roommate’s grasp. She grabbed the tip of it, but Kevin pulled back to keep it from her. The wand cracked in half and the two friends stood there in shocked silence.

“Tell me that didn’t just happen!” Tyler said slowly. Kevin looked at the busted wand and tried to think about what to do next.

“Alright, alright, we can fix this. All we have to do is order another wand and we’ll be alright,” Tyler tried to assure himself. Kevin, who was more knowledgeable about magic than his roommate, shook his head in disagreement.

“It’s not that simple,” he tenderly admitted, “When you change someone with a wand, the only way to change them back is with the same wand.” Tyler couldn’t believe that.

“What do you mean? What’s the difference?” Tyler bargained, “What kind of dumb rule is that? How are you going to change me back then?” Kevin searched his brain for the solution to the problem, but he came up empty. His lack of response made Tyler panic.

“S-so that means,” she sobbed, “I’m going to be stuck as a woman forever?” Kevin glanced downwards at the cracked tip of the wand. It hadn’t just broken but splintered off in every direction. Mending it would most likely be impossible. His silence was deafening. He tried to comfort his friend, but she teared up at the thought of never becoming a man again.

“Listen,” he consoled her, “It’s going to be alright. We’re going to do everything we can to make you a man again.” Tyler was put at least to some ease, knowing her roommate was there to help. She didn’t even blame him for any of it. It was her fault she pushed him this far and it was her fault for grabbing the wand so abruptly.

She looked to her friend and saw him there, looking completely regretful. She felt his warm hand caress her shoulder and she began to notice him. For the first time, she didn’t just see her roommate as just another guy. She noticed how strong he was standing next to her. His built frame and his handsome good looks. The magic had finally begun to course through her mind as she realised it wasn’t all so bad.

“So what you said before,” Tyler began, “Was it true?” Kevin looked confused.

“Was what true?” he asked. She gave him a sly smile and blushed as her gaze met his beautiful green irises.

“Am I really your dream girl?” Tyler asked. Kevin turned beet red.

“Well, uh, yeah, I guess,” he stumbled. He took another look at his friend’s new form. Her dainty features, her wide, sexy hips and she smiled at him with a warm glow that Kevin couldn’t look away from. It was clear Tyler had a crush on him just by the way she looked at him.

“But Tyler, don’t you want to be a man again?” he asked nervously. Tyler shook her head.

“Don’t call my Tyler anymore,” she whispered to him, “Call me Taylor instead. That’s a much better name for a girl to have, don’t you think?” Kevin stared at her nervously, but couldn’t help but agree.

“Okay, but Tyl- I mean, Taylor,” he corrected, “Is it still you in there? Are you still the same person as you were before?” Taylor giggled at the thought.

“You want to bet on it?” she joked. “Of course it’s still me. I just never realized how much of a hottie you were.” Kevin’s heart pounded out of his chest. He couldn’t believe this was happening. She took his hand and she led them to the door.

“Come on, hot stuff,” Taylor prompted him, “If I’m going to be a girl forever, the least you could do is take me out for some ice cream.” Kevin agreed and he left with his dream girl on their first date.

Tyler learns the hard way that you should never bet anything you are not ready to lose. >: )

~~~~~~~~~~~~~~

To my followers: I know it has been a long time since I have posted any of my own deviations, but bear with me. This is the first story that I have made for dA and I hope you all enjoy it. Unfortunately I have no time anymore to make animations, which is probably what you followed me for in the first place. For that I am sorry. I may one day have the drive to complete another animation, but for now it will be stories. If anyone has an idea for a caption, feel free to suggets one. Thank you for understanding.
© 2016 - 2024 VIII-Bit
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Furretscandraw's avatar

He got em bois on pics 6 and 7