[TG] Perfect Roommate

Perfect Roommate

For reducedred

By TheSpiralledEye

Tim’s lesbian roommate is sick of searching for the perfect woman, so she decides to make one. 

~

Tim really thought he’d hit the jackpot when he met Jackie. It wasn’t every day you found a good person to room with, and in this economy, it was basically a necessity. Jackie was how, with pale skin, dark hair and bright blue eyes that seemed to freeze you in place. And she was okay with a male roommate! He’d signed the rental deal with one eye on her chest, his mind already filled with dreams of the day she came home a little tipsy so he could wow her. Between her hotness and his natural charisma, it was only a matter of time before they ended up in bed together. Or so he’d thought until two weeks after moving in when Jackie had brought home Belinda. Then Sara the week after that, and finally India. 

“You’re gay?”

“A lesbian? Yeah, obviously, you didn’t know?”

“No…”

“You got a problem?” 

“No, not at all!”

Tim had no choice but to sit back and watch as his sexy, promiscuous roommate pulled more women than he could ever dream of. It was embarrassing and more than a little emasculating. It was even worse when she complained about all the women she brought home. 

“I just want one to stick,” She’d sighed one night. “Belinda had the perfect body, but she was so boring. Sara was too busy proving herself to let me help with anything. And India, ah, she had the funniest sense of humour but was always overthinking things. I just want a nice, simple, hot girl who is happy to be taken care of. Is that so hard?” 

“Look, if I had tits, I’d be all over it.” Tim joked, and they’d both laughed, but deep down, he couldn’t help but feel disappointed.

“If only, you’re perfect.” Jackie cooed, giving him a playful pat on the cheek. “If only you’d been born a woman.”

She was only kidding, if only she’d known he’d been bending over backwards to be perfect in the hopes that she might discover some latent bisexuality. So far, she hadn’t. So now he was stuck with a hot chick he could never bed as a roommate. There were worse fates, he supposed, but it didn't feel like it, especially when he had to lie in bed all night, staring at the ceiling and listening to her delicious moans whenever she brought a new woman home with her. 

“God, I’d give anything to be in that woman’s shoes.” he sighed one night as he listened to Jackie’s latest partner cum loudly. Little did he know that those words would come back to haunt him. 

~

Tim stretched and groaned; work had been killer today. After a hot shower, all he wanted to do was head to bed and relax on his phone for a few hours before eventually falling asleep. He walked past Jackie’s room and glanced inside out of habit, only to freeze. There was a pair of black lace panties sitting on her perfectly made bed. As much as he lusted after Jackie, he’d normally just close the door and pretend he’d never seen them, but tonight, something compelled him forward. Tim found himself standing over Jackie’s bed, staring down at the panties with a strange sense of fascination. They weren't anything too out of the ordinary; silk with lace embellishments and a little black bow right in the centre, and yet…he couldn’t tear his eyes away from them. 

A soft click made Tim start. He didn't remember kicking the door closed, but apparently he had. He should have turned around and left then but instead he felt the pull of the panties once more and before he knew it, they were in his hands. The fabric was soft with just the right amount of stretch from the lace outside. The inner lining though was luxurious. The pads of his fingers stroked along the underlining and he couldn’t help but wonder what it would feel like to wear them and feel that soft silk against his crotch. Tim shook his head and gave a shaky laugh.

“What the hell is wrong with me. I should get out of here before Jackie comes back and sees me holding her panties.” He could only imagine how awkward that would be to explain. 

Tim put the underwear back down on the bed and went to open the door only to feel the handle stubbornly refuse to budge.

“What the hell?”

These doors didn’t have locks, so why the hell wasn't the handle moving? He jiggled it a few times before throwing his whole weight against the door but the only thing that achieved was a sore shoulder. Wincing, he turned back to see if Jackie’s window would open, only to find something else catching his eye. The bed no longer just had the pair of black panties on it, now there was a full outfit laid out. A dark pink mini dress, a pair of black stilettos and a matching pair of nylon stockings; a party outfit. 

“Man…they look pretty.”

Tim couldn’t help it, he was drawn to the clothing laid out before him just like before; so much so that he didn’t even question how they got there. He picked up the tight fitting mini dress and rubbed the fabric between his fingers. It was softer than any clothing he owned, probably because women had much more sensitive skin. He found himself aching with jealousy, he wished he could feel it against his skin too. 

“What the hell is wrong with me…”

Tim forced himself to put the dress down but it felt wrong, his whole body was screaming at him to try the outfit on. Despite the fact that it clearly wouldn't fit. It was small, made for a women even more petite than Jackie. There was no way he could fit. Except…maybe for the panties. Somehow they were in his hands again, he stretched the fabric and a little voice whispered in his ear that he could probably fit. 

Before he knew it, the lace was scratching at his inner thighs as he raised the pair up his legs. He didn’t even remember kicking off his towel! Something strange began to happen, though, as he raised those panties up his legs seemed to change with them; becoming smooth, thin and slightly curvy. Despite feeling his muscles shift beneath his skin, he couldn’t stop himself from putting the panties into place to loving cup his cock and balls. The silky underlining felt even better than he though, so good he moaned just in time to feel his manhood disappear entirely to be replaced with a wet, warm pussy. The change was slow, he could feel his cock sliding back up into his body, leaving a hole in its wake. He should have ripped the panties off in a vain attempt to stop it from happening, but he couldn’t. Instead, his eyes fluttered for a moment in pleasure as he felt soft, velvet folds press into he silky underlining. For a moment, he was basking in the sensation, and then his hands were moving, compelled to keep getting dressed. 

“How did that? Oh God, why can’t I stop?”

His whole lower half was now female, complete with sweet, bouncy ass. That should have been enough to break through whatever weird mind fog had descended over him, but it wasn’t. Instead, Tim found himself reaching for the bra that had been hidden beneath the dress and looping his arms through the straps. 

“Oh God, oh fuck, oh fuuuuuck.”

As soon as he snapped the hooks together his shoulders cracked, turning sloped as two beautiful breasts grew to fill the cups. His waist cinched, and Tim felt himself shrink a few centimetres as long blonde hair flowed down from his skull. He could feel his nipples becoming sensitive and hard inside the soft cups of the bra. The pressure against them was getting more forceful as the tits continued to swell until they were bearly being contained. He wanted to yell in shock, but instead, when he opened his mouth;

“I fit in the dress now.”

Yes. He would, in fact, be the perfect size. He placed one leg up on the bed and slowly slipped into the nylon stockings, feeling the thin, soft material tickle against his now smooth skin. Stepping into the dress felt just as natural, and he shimmied his new bust into the perfect position to be hugged by the pink fabric. Next, he stepped into his heels and snapped the silver straps closed over his feet; he expected to wobble, but instead, he found himself perfectly balanced. 

“I…how am I doing this? Walking in heels is supposed to be hard not feel…good.”

A person in the corner of his vision made Tim jump, and then he wobbled a bit. It was only when he caught himself and realised that the person wasn't a person at all but a mirror. The woman looking back at him was a stranger—a petite, blonde-haired, busty woman he’d never seen. Yet…she moved when he moved; her expression was like a deer in the headlights.

“Is that…me?”

“Yes it is, baby.”

Jackie stepped into the reflection, Tim had been so busy admiring himself that he hadn’t even heard the door open. He turned to face her and saw that she was smiling.

“You’re not mad I tried on your clothes?”

“My clothes? Oh no, baby. Those are yours. I bought them for you, I like my woman to have pretty things.”

“Y-you’re woman?”

“Yeah, I have been thinking lately that you really would be perfect if only you weren’t a man. So I decided to change that.”

Tim’s mouth opened and closed in shock; he had so many questions they all got stuck in his throat trying to make it out. 

“Shhh, don’t worry. I know you want me. I’ve seen the way you look at me all jealousy.” She giggled in delight. “This is the best outcome for both of us.”

“But…But I’m not a woman! Even if you somehow made me look like one!”

“Oh don’t worry about that, this will take care of everything.”

She held up what looked like a thick black collar with a little metal bow made of silver in the middle. Tim was so stunned he couldn’t bring himself to stop her as she slipped it tightly round his neck. 

“A collar?”

“A choker, baby. Look how much it suits you.” 

Jackie spun him around to face his reflection again and a wave of dizziness washed over him. 

“It…it does look cute.” Tim admitted his mind felt funny, was he a ‘him’? It felt wrong to say that. 

“Don’t you think you make a good girl?”

“Totally.” Tim giggled before she could stop herself. Wait, herself, was she a woman? Yes, yes, she was. That felt right, and so did Jackie’s hands on her shoulders. In fact, they felt more than right. She found herself leaning back into the touch with a soft sigh and letting those hands slip down her shoulders to her sides, then in front to cup at her new breasts.

“Such a pretty, feminine figure.”

“I love it.” Tim groaned, there was a wetness forming between her legs. 

“Of course you do, baby.” 

Jackie’s hands continued to wander as TIm felt his mind feminising more and more. It was incredible, all these new female desires welled up inside him as Jackie‘s fingers slipped beneath the hem of her dress. She had wanted this for so long; she had never imagined this was how she would finally get her dream woman, but if this was what it took, she would be happy to comply. Especially as Jackie peeled the panties back and slipped a finger into her waiting hole. A soft, beautiful woman escaped Tim’s full lips and she relaxed back into Jackie’s touch. The fingers swirled in her hole and she shuddered, at Jackie’s mercy for as long as she would have her.