Lets Play Dress-up

Story by Blake_Foxx on SoFurry

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#1 of Jamie and Sam

Please support my work on patreon: www.patreon.com/BlakeFoxx

Due to a clerical error Jamie had found himself placed in the girl's dorms. It was a bit unfortunate, but he decided to roll with it until he could get things sorted out. His roommate Sam, however, seemed to like her new roomie and decided she'd help him fit in with the rest of the girls.

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Jamie sighed softly and stared up at the ceiling. It was his first day on campus, and he'd already run into issues. It seems there had been a small issue with the filing of his paper work and he found himself in the girl's dorms. He had yet to meet his new room-mate, but he imagined she'd be in for quite the surprise. It wasn't a big deal for the boy though as he figured he'd bring it up with campus and they'd sort the mess out. For the time being he'd just have to live it up with the girls.

The place was fairly bare bones. He had gotten a chance to look around earlier and the walls had been painted in neutral colors, there was a very small kitchen, a small living area, and two bedrooms. It wasn't anything to brag about, but for two college students living on campus it seemed perfect. He certainly would have had no complaints with it had it been a male dorm.

The youthful skunk wasn't too surprised about the mistake. He'd only briefly met with any officials, and given his slender frame it wasn't too hard to get things mixed up. That soft honey like voice of his, and the care he gave to his black and white fur keeping it very soft and silky probably didn't help matters either.

His thoughts were fairly distracted as he heard a tap at the door. His padded paws glided across the soft fabric of the carpet beneath him and found their way to the front entrance. Gently he turned the knob and pulled it open to find a woman standing on the other side. She was a rather charming looking arctic fox. Her fur a delicate and soft winter shade, with deep ocean blue eyes that easily drew him in.

Compared to her he felt completely a little under dressed in those casual jeans which hugged his hips and that black t-shirt which draped down over his upper body. She was dressed in warm yellow top which hugged her ample chest rather nicely and a pair of designer jeans which were a rather snug fit for her showing off her lush round backside and those hips of hers.

"Is this some kind of joke?" she questioned her expression giving a slight hint of annoyance as she gazed over the male standing in front of her, "This is the girl's dorm isn't it? Are you like my room mate's boyfriend or something?" she added seemingly growing further irritated, "Cause if I'm staying with some bitch who's already bringing guys around before I even get here, I'm gonna have a thing or two to teach that bitch." she concluded.

He tensed up for a moment, not expecting such a pretty to girl to be such a spit fire. He found himself shivering for only a moment before composing his thoughts, "Oh well umm...actually" he nervously chimed in rubbing the back of his head awkwardly, his large bushy tail swishing awkwardly behind him, "You see..there was a bit of a mix up somewhere and until I get it sorted out I'm well umm...your room mate." he explained.

Her expression quickly shifted again. At first it was a puzzled one as she processed the information, but then it swiftly changed into a more friendly and inviting look, "Oh well that changes everything!" she exclaimed sweetly and draped her arms around him, pulling him into a small embrace, "Name's Sam, and I'll be your room mate" she offered.

"Well umm nice to meet you Sam, I'm Jamie" he offered, "But I don't know how long I'll be staying here. I mean I should probably get this cleared up."

"Nonsense. Look at you, you're practically a girl anyways" she chimed in which drew a small blush from his cheeks. The fox girl pulled away from the embrace and slipped inside with Jamie following close behind. Quickly, she spun around and eyed him over once inside, "Yeah, it's hard to be sure with all the loose clothes but I could make you into one of the girls no sweat!" she told him boldly. The words causing his ears to droop a bit as his face only started to grow a deeper shade of red.

"No need to be all bashful about it. I see a pretty girl just waiting to be set free in you." she added speaking just quickly enough to prevent him from getting in any words of protest, "Yupp, I'll have you looking the part in no time. In fact, I think I'll devote my first day here into making you one of the hottest girls on campus. All the boys will go crazy for you, and we'll be able to go on double dates together, it'll be so much fun!" she added with a bit of an excited squeal.

"B..but I..." he tried to interject, but was quickly being taken by the hand and dragged back towards the bathroom.

"You wait here a moment, while I grab my bags" she told him before quickly disappearing out the door only to return a few moments with a handful of bags which she dropped in the living room. The white furred girl began to rummage around through them before pulling out a tape measure. Quickly she darted back into the room, "Found it!" she boldly proclaimed. All the while the skunk boy was gazing at her with a confused expression.

"W..what is that fo..ah!" he cried out in confusion as she very forwardly grabbed his shirt and pulled it over his head, making quick work of it. Once off of his frame she tossed it casually onto the floor below her and eyed his waist for a moment taking in the sight of his slender frame and his surprisingly thick hips for a boy.

"I'm taking your measurements" she answered as she took the tape measure and wrapped it around his waist. The girl not seeming to acknowledge him during the process. She smiled warmly once she'd gotten what she needed. Her own bushy tail wagging behind her as the prospect of dressing her roommate up excited her.

"Are you done now?" he questioned a slight twinge of annoyance in his voice at her forwardness.

"Oh we're just getting started cutie" she told him drawing another blush to his face, "Now put this back on." she ordered tossing his shirt back at him. Once he'd complied and put his shirt on, she was already taking his paw and dragging him out of the dorm room.


The college was right in the city, so they could walk almost anywhere they would need to go. This was good for Sam as she drug a reluctant skunk down the streets until they found a nearby mall. Her eyes lit up with possibility as she pulled him inside and quickly began to look around until they found a women's clothing store.

"This will be perfect!" she boldly exclaimed having kept a mental note of all his measurements.

"W..what are we doing?" he asked still just as confused as before.

"Wow you're a bit of a ditsy one, aren't you?" she questioned playfully, "I'm sure you'll catch on at some point." she mused

She began to look him over once again as she browsed through a selection of clothing. There were all sorts of cute skirts, adorable tops, silky panties, and even some really charming dresses. It was hard for Sam to make up her mind on just what she wanted to buy.

"Oh wow! So many choices!" she exclaimed as she browsed about. Before long she settled on a few different outfits and dresses along with some adorable panties. Enough to make up a complete wardrobe for her new roommate she figured.

"Geeze why did you drag me along for a shopping trip?" the skunk questioned.

"You'll see" she spoke innocently enough, "But for now we should head back to the dorms."

"Sounds good to me."


When they finally arrived back home Jamie was figuring he'd settle into his room and take a nap before heading down to campus officials to work out the details of the mistake and how to remedy it. Sam, however, wasn't quite down with the cute little skunk just yet.

As they stepped back through the front door of their dorm room Sam guided Jamie into the living room and smiled warmly to him, "Alright now it's time to see just how cute you can be." she offered excitedly her soft white tail wagging wildly.

She fished through the new buys and gathered out a few things before looking to him, "Alright, now strip" she commanded plainly

"What!?" she exclaimed in protest.

"I said strip" she spoke coldly, her eyes narrowing as he could feel the intensity of her glare burning into his own eyes, a cold chill running through his body.

"Okay geeze..." he grumbled out in protest as he pulled off his top and slipped out of his pants leaving him in only his boxers which hugged his hips, "Happy?" he questioned.

"Nope, those too" she told him, "and don't keep me waiting" she warned.

"Fine" he grumbled out and slipped out of his boxers exposing his small sheath to her.

"Oh my, don't got much going on huh? Maybe you really should be a girl" she teased, the words making his face burn crimson,

"S..shut up!" he complained.

"Well now that you're undressed lemme think" she spoke as she placed a paw on her chin as if in thought and looked around his body circling him a bit, "Okay! Yeah I got it" she said excitedly.

"Let's get you covered up a bit first" she spoke as she fished out a cute pair of black panties. The skunk boy was burning red in the face, but she didn't seem to notice or care. Lifting one leg at a time she slid the panties on and then up his frame until they snugly wrapped around his waist hiding his more lewd bits, though his small bulge was still somewhat visible, "Alright now with that out of the way sit back" she told him, but didn't give him time to comply as she chose to push him back against the couch in the living room.

"I think these should be next" she said as she found some cute white stockings from her own personal belongings. The arctic fox girl made quick work sliding them up each of his legs. The cute things going all the way up his legs, his feet looking so much cuter and daintier hidden within the fabric. Sam all the while smiling pleasantly to herself.

"Now how's about this?" she offered and fished out a pair of white gloves which she placed on one hand at a time. They stretched all the way down to his elbows. Once each of them were on she found some cute green little bows and attached them to the end of the gloves. Her tail wagging around gleefully at this point.

"Now for the best part" she said sweetly and pulled out a cute light blue dress. Jamie was burning up with embarrassment at this point, but she didn't seem to be willing to take no for an answer as she pulled him back up to his feet. She slide the cute thing on him, and he quickly noticed there was little to the back of the dress leaving his fur near fully exposed, the bottom of the dress barely covering his soft round little rear. If he were to bend over it'd surely rise up and leave little to the imagination for anyone who happened to look.

"Okay then follow me!" she exclaimed and pulled him into the restroom before collecting a desk chair from her own room and bringing it in. She had him sit on it in front of the mirror, quickly moving behind him as she started to braid his hair. It was fortune for her that the boy had such long hair it was easier to braid that way. She left two long bangs in the front and pulled the rest back into a braid and tied it off with green hair ties.

"So what do you think?" she questioned as she brushed her hands together confidently proud of her work. The boy had been totally feminized. He was probably one of the cutest things she'd ever seen and she was loving every moment of it.

Nervously twiddling his thumbs he gazed up at her, "T..this is a little umm...well embarrassing" he mumbled as his gaze turned towards the floor. It was clear though from the slight tent starting to form in the dress that he was certainly into it.

"Well I think you look great, and you certainly seem to be enjoying it" she spoke as she slipped up her own socked foot to gently press against his crotch lighting grinding up against it causing him to moan softly as his hips bucked up against her foot, "See? I had a feeling there was a pretty little slut in there somewhere who just needed someone to pull her out, and now I feel a bit of a reward's in order" she mused.

"Re..reward?" he questioned his body suddenly feeling so heated as she grinded her foot against his crotch. So silk material of the panties doing little to resist the motions which drove his heat further. The moment quickly getting the better of him as his breathing began to pick up a bit.

"Of course, I went through all this trouble to help you fit in with the rest of the ladies, I deserve a reward." she informed him.

With that she withdrew her foot and worked her way out of her pants letting them fall to the floor before her panties quickly fell along with them. Her lower half was completely exposed that tight slit of hers on full display for him now.

"So how's about you be a good little girl and get down on your knees for me?" she questioned with a smirk.

He quickly got the feeling it was less of a suggestion and more of a command. His body nervously sliding out of the chair as he dipped down onto his knees and gazed up cutely to her. From his new position her feminine scent filled his nose.

"That's a good girl" she praised affectionately, "Now get that tongue of yours to work, I haven't been eaten out in a good while, and I could use the release" she ordered.

Jamie was quick to comply as he leaned up pressing his snout up against her tight slit drawing in her scent before his tongue curiously explored along her tight sex. His ears perking up slightly to the sound of her moaning. He took it as a good sign and continued to lap at her sex, tasting her feminine juices on his tongue. His own arousal growing as a small wet spot formed in his panties.

Sam moved a paw down to grip his hair pressing his face into her feminine treasure. The boy blushing as she did so, his tongue now parting her lips as he began to curl it inside of her sex taking in as much of her juices as he could. Eagerly starting to explore her sex as his more primal instincts began to kick in.

A lewd sound began to fill the room along with their mixed scents of arousal as he licked and lapped at her sex. His tongue eagerly exploring as he made out with her sex pistoning his tongue in and out of her. The sounds of her moans growing louder and louder as he tended to her physical needs.

"A.ah damn s..such a good bitch" she moaned out in a huff her breathing getting heavier and heavier.

He continued to offer his tongue affections working more and more furiously. Her grip on his hair began to tighten as she grinded his face up against her pussy. The scent burning so strongly in his nose as he continued to work. He could tell she was rapidly approaching her climax, which only drove him to lap more furiously.

"H..here it c..comes, b..better not spill a drop slut" she warned in a heated moan as she suddenly arched her back and cried out in pleasure. Her juices flowing into his eager maw as he began to swallow down each mouthful she offered him, some of the mess soaking into his fur and dripping down his chin as he withdrew his tongue from her.

"Mmm that was fun" she mused through exhausted breaths. Sam fished her panties and pants quickly sliding them back on. Her eyes turned to face the boy who stared up at her with cute needy little eyes his own arousal quite evident. The sight only brought a bit of a smirk to her lips.

"What? Are you expecting me to do something about that?" she questioned, "I think you've been a bit of a bad girl who doesn't deserve to cum" she informed him causing him to whimper, "But I'll tell you what. If you promise to be a good girl and come out on campus as the pretty girl you are, I'll see what I can do for you. So what do you say?"

The boy was now a deep shade of crimson as he gazed to the floor, "O..okay" he muttered softly

"What was that?" she questioned.

"Y..yes ma'am"

"Good girl"