Vanilla and Sugar

Takeda Masayuki entered his apartment and locked the door behind him. The fit looking Japanese-American businessman wearing a fine custom fitted suit took off his jacket and stored it away. Today had been a reasonably busy day at work where he spent time as Mr Creneth’s unofficial protégé attending meetings with him. As usual, Takeda’s practised charm and confidence seemed to work well in the office environment even though his actual knowledge of matters was lacking. Maybe he needed to put in actual time studying for this job.

He shook his head. “Nah. Too much work.” Takeda smiled. He headed to his bedroom to first masturbate and then take off the Takeda skinsuit before ordering a limousine ride back to the mansion.

Yet as he walked into his living room he found out that he wasn’t alone. A stranger was sitting on his couch, eyes locked on her phone. A light, even pale skinned woman of Japanese descent, with longer black hair tightly wrapped in a bun. She seemed to be dressed in a light blue evening dress that most definitely showed off quite a bit of her C cup chest. Together with her carefully applied eyeshadow and red lipstick, she clearly looked ready for a night out. She glanced at him and smiled warmly.

“Ah, Takeda, welcome home!”

“Who are you?” He seemed apprehensive, but not too concerned to see a complete stranger in his apartment.

“I’m your wife, of course.”  

Takeda’s eyes went wide with surprise. “Markus!”

“Mmhm.” She got up and struck a pose. “How do you like my new look?” 

“Your tits are much too small.”

“Should have expected that.” She shook her head. “Anyhow, I am Setsuna Uehara, your wife of a few years. Pleasure to meet you.” She winked, leaning in for a kiss. Takeda kissed her on the mouth while at the same time grinding himself against her.

“So I had a bit of an idea actually to shake things up. See it as a bit of a challenge, actually. How about we roleplay a regular couple, except I’ll play the woman and you’ll play the man.”

Takeda raised an eyebrow. “What, for how long?”

“Just tonight. And maybe tomorrow…and Sunday, if it goes well.” She affectionately rubbed his crotch. “We’ve got a dinner reservation at 7 at the Carvinion so we have some time .” Setsuna winked at him

“Good. I’ve been having this itch…” 

She chuckled and gave him a sweet little kiss. As much as Andrea had progressed as a person, she remained addicted to sex with Markus no matter the form he took.  “Where?”

He pointed at his rear, slapping it once to tease her.

“Well, I did bring a hollow strap on because I know you would want your wife to peg you, I didn’t think we’d start with that, but sure.” Hand in hand they walked towards the bedroom which mostly served as Takeda’s masturbation room instead. The walls were covered in naked pictures of both men and women. There was a table with sex toys to the right and on the other side a collection of different skinsuits. Setsuna noted that there were at least two skinsuits of her real self and she did not need to guess where they were from.

Setsuna reached in her purse and grabbed a black strapon of an imposing size. She started to strip out of the dress and the moment she bared her breasts Takeda groped them, while kissing her on the mouth. She could feel him remaining rock hard, his erection pressing against his pants.

“Allright, allright, give me just a moment to get it on then.” 

“Let me get it out for you.” Takeda got on his knees, leaning forward and giving Setsuna’s moist snatch good licking. Setsuna blushed, giggling a bit as the seasoned operator down below properly pleasured her. “Oh…damn…it’s been a while.”

Takeda wiped some of her moistness from his lips. “I’m just taking my time to pleasure my wife. And now…” Takeda stuck three fingers inside her, beginning to stimulate her before suddenly fisting her entirely. Reaching deep inside her womb Takeda easily found what he was looking for (which was not particularly hard to find owing to its size). From Setsuna’s womb a caucasian cock emerged that put Takeda’s to shame by size and girth. He wrapped his lips around it, getting a good taste of Markus, his favourite flavour.

“Good girl. Love it.”

Takeda pulled back and glanced up at his wife.

“Girl? Are we roleplaying or not?”

“Yes yes just…I love you, dear.”

Takeda gave her a warm smile before slipping the hollow dark blue strapon over his wife’s dick, taking time to strap it into place so it looked like she was just wearing a strap on with the cock hidden perfectly underneath it. 

“There you go.” Takeda stood up and undressed quickly, getting naked with great speed and excitement, an unshakable smile on his face. He held his dick next to Setsuna’s strap on, finding his own outranked by quite a bit in a size comparison.

Glancing at her chest, he was a bit disappointed nevertheless.

“If you’re supposed to be  playing a woman, why are you so flat?”

Setsuna raised an eyebrow. “Because this is what real women are like, dear. You know, not all women look like porn models with big fat F cups.”

“If it ain’t got tits, it’s a man. At least strap on.” He winked at her. “Some bigger tits, babe.”

“Fine, but only for the sex. Outside of that I want you to actually commit to the roleplay, please.”

“What roleplay, wife dear?” Takeda looked genuinely confused. “Are you saying our marriage is going a bit stale, because I’ve been trying! How about you put on the fake tits I bought for you!” He picked up a pair of big breasts from the mask stand, looking to be at least H cups. 

She gave him a bit of a smirk but nevertheless pressed them against her chest. Within seconds the massive tits inflated themselves and Setsuna had been upgraded from a common Japanese woman to a JAV model. Immediately Takeda buried himself in between his wife’s massive chest, groping, hugging and kissing and licking them passionately. 

“Takeda…”

“Setsumi.”

“Setsuna.”

“Couldn’t you pick something shorter? Setsuna, fine, fine.” Takeda licked one of her nipples, eliciting a giggle from his wife. He wrapped himself around her, glancing in her eyes and giving her a sweet kiss.

“I love you, Markus.”

“I love you, Andrea.” 

“Now be a good housewife and fuck your husband in the pussy.” With a smirk, Takeda stepped back and yanked at his own rock hard erection. With the ripping of skin, it came loose into something empty revealing a surprisingly red-haired vagina underneath. Takeda flung his own cock away, having instantly transformed into a male with a functioning vulva instead of a testicles and a shaft. 

“Hey! This was supposed to be vanilla, damn it!”

“When we walk out of our apartment, I’ll be the most generic man ever, we can just be a kinky couple behind closed doors. And stop moping will you. Your “strap on” is as hard and eager as ever to slide into your husband’s walls.”

Setsuna bit her lips but still approached. Takeda leaned on the bed with his legs spread wide, fingering himself with one hand while the other made a “come here” motion. As she penetrated his walls he leaned forward to grab both of her nipples and squeezing them. He pressed against her as she pushed further into him, husband and wife kissing and embracing with passion and love.

Takeda grabbed her and pushed her on her back, repositioning himself to ride her strap on with Andrea’s pussy. He leaned forward  a bit, looking a bit sweaty as his walls embraced his shaft rather tightly. They were panting now, Setsuna rubbing her tits and playing with them. Her cute girlish moans as her husband rode her made him even more aroused. Intertwined, the two of them came, Setsuna shooting her load into Andrea’s exposed pussy. Takeda continued to ride his wife until her dildo had finished cumming. 

He climbed off her, cum leaking out of his male vagina before he grabbed his dick and placed it over it. Within seconds he had become a full man once again, his cock dripping quite a lot of semen. Immediately he began to masturbate, laughing and smiling a bit.

“Allright babe, time to make some kids. Let’s go vanilla.” Takeda winked as he opened the straps around her strap on and revealed the cock underneath. Setsuna gave him a nod as Markus’ cock retracted within, shortly forming a bulge just above her vagina before flattening out into nothingness completely. Not a second later than that Takeda slid into his wife, as rock hard as he could be. He hoisted both of her legs over his shoulders to elevate her crotch for better access as Takeda slid into her.

She checked her watch.

“Five minutes. Maximum. I still need time to be presentable, after all.”

“Fine, fine.”

————————————-

Ten minutes later, two people walked out of the apartment. On the left, Takeda Masayuki, dressed in a fine business suit, his hair slightly unkempt. On the right, Setsuna Uehara-Masayuki in a proper evening dress that showed quite a lot of her cleavage carrying an expensive Louis Vutton handbag. Husband and wife (as wife and husband) holding hands as they headed out for a dinner date at one of the most exclusive restaurants in town.

The Carvinion was perhaps one of the most well renowned restaurants in the region. Every surface was lavishly decorated in an old style while the entire finely dressed waiting staff worked like clockwork to keep it running while two bouncers stood in front of the entrance, keeping an eye.

“Can I help you ma’am?” The hostess, a rather attractive brown haired woman in an upscale outfit, was standing there with the lists of reservations looking them up and down.

“I’ve reserved a table for two under Masayuki, 7 o’clock.”

She went down the list and checked for a second. “I’m sorry, I don’t see that name in our list.”

“Excuse me, I am sure that I reserved a table for two this afternoon.”

“There is no one in my list under that name for tonight. I’m sorry, but I have to ask you to leave the premises.”

Setsuna was surprised as she spoke up. “Well, my husband is a close friend of Markus Creneth and Mr Creneth would be very unhappy to hear that his friend has been denied a table after you lost his reservation.”

The host kept up her smile but gave a nod to the two bouncers who stepped forward.

“Oh. Okay.” Setsuna turned around with Takeda following her. They glanced back to see the bouncers glaring at them intensely. They walked away and turned the corner and again into an alleyway. 

“Takeda, can you pull my neck? Markus needs to make a quick call.”

“Sure.”

Takeda put both hands around her neck, tugging at the skin that easily stretched forward. Setsuna glanced at him with a smile even as her neck distorted and wss pulled forward

“Okay testing, testing. A bit more, a bit more there we go.” Halfway through the sentence Setsuna’s voice shifted into Markus’s somewhat generic male sounding voice. 

“Hold it just like that.” Her face remained mostly intact and functioning even though the skin of the skinsuit’s neck was highly distorted. Setsuna reached into her bag and pulled out her phone. She dialled the reservation number for The Carvinion and to her glee got the same hostess from moments before

“The Carivinion, how may I help you?”

“This is Markus Creneth. You can help me by letting my friend Takeda and his lovely wife have a table right now before I buy out that restaurant just to specifically fire you and make sure that the only job you’re going to be able to find in this town is AT MCDONALDS!”

“Mister Creneth, I…”

“Just do it.” Setsuna said with a big smug smile on her face. “And I’ll try to forget about your massive fuckup.” She hung up and gave Takeda a wink. The moment he let go of her neck it slapped back into place and Setsuna was restored.

With her feminine voice returned to normal she checked her hair and face in a pocket mirror.

“Allright, let’s go back, and be smug about it.” The two of them shared a chuckle as they headed back around the corner. An asian couple holding hands with the smuggest look on their faces strolling back to the hostess and the two bouncers.

“Ah, I see you’ve got his call.” Setsuna remarked with a smirk on her face.

The hostess cleared her throat. “Welcome to The Carvinion, please follow me.”

The two of them chuckled at the confused stares of the two bouncers as they walked into the luxurious dining room of the Carvinion.

Neither Markus nor Andrea were strangers to fine dining, preferring the more pedestrian vibes of the local McDoogals or a moderately upscale sushi bar but sometimes there was a need to bring their standards up a bit. The pageantry of a high-class restaurant like Carvinion felt appropriate for today and as they made their way towards the location, images of waiters in crisp garb, a full wine selection with a sommelier to match, rich and ostentatious appetisers, and a main course of opulence that almost defied appreciation.

But after dinner was finished Setsuna felt the call of nature. After kissing her husband on the cheek she headed off to the women’s lavatories. Stepping into one of the stalls in the marvellously decorated room Setsuna stepped out of her dress for a moment, folding it under her arm. Standing in front of the toilet she lowered her panties to bear her moist pussy. She closed her eyes, smiling as Markus’s cock erupted from within to settle into place, turning her from a woman to a futanari in about two seconds. 

“Hi there big guy.” She grabbed it with her free hand and aimed it properly. After finishing that she quickly “sucked in” her penis and got her dress back on ready to head back. As she stepped out of the stall though, her breath was taken away.

Oh shit. She thought as Setsuna carelessly blurted out her name. “Ellenore.”

Standing before her was Ellenore Greengrass, Markus’ ex-girlfriend, her long blonde hair in a bun as she wore a fancy dress that outdid Setsuna. The moment her name was dropped by this complete stranger she glanced at the Japanese woman before her. 

“Do I happen to know you?”

“No.” Setsuna answered much too quickly as she turned away to wash her hands. Ellenore raised an eyebrow, pulled out her phone and dialled Markus. Five seconds later the familiar tunes of Radar Love came belting out of Setsuna’s purse. Markus’ boomer taste in music had betrayed him.

Setsuna glanced back at her nervously as she hit the button to shut down the call.

“What the hell are you doing here like that, Markus?!?”

“I’m just here to get dinner, that’s all.”

“As a Japanese woman?”

“Yes. It’s fun being other people, you should try it sometimes.”

“No thanks. Hold on..then who’s the guy you’re with then?”

“That’s my husband Takeda…played by my wife Andrea.” 

Ellenore rolled her eyes. 

“So wait, what are you doing here?”

“Getting dinner on my own.” She paused for an uncomfortable minute. “Could I sit with you two, I regret not inviting my family along. This is not working out how I hoped.”

Setsuna thought about it for a second. “Sure. Always happy to talk to you Ellenore.”

“So what’s your name right now?”

“Setsuna Uehara.” 

“Alright then Setsuna, let’s go.”

—–

Takeda looked up in surprise at Ellenore sitting down at their table followed by a waiter immediately bringing her a plate and silverware.

“I’m sorry, who is this?” He pretended as if he didn’t know her.

“Oh I know what’s going on Andrea, I’m just here to join you for dinner.” She eyed him up for a moment. “Nice guy suit.”

“Thank you.” Takeda gave her a nod but glanced at Setsuna a bit insecurely. Setsuna winked at him. 

“All good.”

“Well then.” Takeda awkwardly spoke up? “Let’s carry on where we left off.” 

As dinner carried on Takeda could see it happening. The two of them were hitting it off again, this connection between the two exes (one being disguised as his wife) reconnecting as they usually did when Ellenore reached out. He resigned any chance of banging his wife that night…then and there, he could already see how the evening was going to play out.

“Markus.” Takeda interrupted, looking somewhat frustrated. Setsuna glanced up at the use of her real name. “I know you two are hitting it off so I’ll catch a cab home.” He put the car keys on the table right in front of Setsuna, leaning in to whisper in her ear.  “You owe me.”

“Thank you dear.” She kissed him on the cheek “I’ll see you tomorrow, okay?”

“Good night.”

—————-

After dinner wrapped up, Setsuna drove Ellenore to Takeda’s apartment. As they stepped out Ellenore glanced at the massive  Creneth building which was quite literally around the corner. 

“What is this place?”

Setsuna unlocked the door to the apartment and let her in.

“Takeda isn’t just a suit. He’s my protégé…and an excuse to have Andrea around at work in secret. So he has an id, a job, pays taxes, and has his own apartment. Andrea uses it to get changed and masturbate. Sometimes we bang here, and tonight I was playing his wife.” Setsuna glanced at Ellenore. “Would you want a glass of wine, Ellenore?”

“Please, Markus.”

Setsuna motioned at the couch as he went off to grab glasses and a bottle of wine for the both of them. Ellenore sat down, glancing around the room which was surprisingly absent of any sort of personal flair, sort of sterile. She turned on the TV for a bit of background noise, zapping till she found a nature documentary.

Satsuna sat down next to her, getting her a glass of red wine, before turning to glance at the TV.

“Like how it used to be.” 

Ellenore huffed and took a sip. “Yeah, except back then you weren’t an asian woman.”

Setsuna was about to speak when Ellenore interrupted her. “So is this what it would have taken to keep it going? If you’d become a crossdresser, would that have kept us together?”

After a moment of contemplation, Setsuna answered. “No.”

“Because I’m too boring for you.”

“…yeah. I told you before, you’re a fantastic woman, but every day with you was the exact same. It was nice, but by the time year two rolled around I could see the trouble coming. I’d get more and more bored, and then start experimenting around, and it would lead nowhere till a big breakup years later when we’d settled down even further. It was better to break up then than to drag it out till disaster.”

“And Andrea’s not boring?”

Setsuna smiled a bit. “Oh that woman. She’s…God, she can be a handful, absolutely so. But every day she’s got some new idea or plan or roleplay she wants to go for, and we do. And then there’s Jeanne and Olivia who each have their own tastes and ideas. Maybe I start out banging a burly male orc, go for a ride on a false horse and then ride it afterwards.” She winked. “Or we go out in public as different characters. The fun never stops. And that’s not even half of the wacky stuff we get up to.”

“Like this.” Ellenore motioned at her. 

“Yeah, exactly. I felt like roleplaying a mundane couple today so that’s what we did. Once I’m done I’ll put Setsuna back in a closet for later. For whenever I feel like it, really.”

Ellenore finished her glass and put it down on the nearby table.

“Fine. You know what I feel like, Setsuna?”

“What?” 

“This.” She leaned over and slipped her hand down Setsuna’s panties, playing around for a bit. 

She blushed. “Ellenore…”

“I would never have sex with a stranger, but somehow, because it’s you, it’s okay.”

“Ellenore, you have to move on from me. I know we’re still in touch but…”

“I’m here to get laid, Markus. Get over yourself first.” She crawled on top of Setsuna and embraced her in a tight hug as the two women passionately tongue kissed. “Unless you have a problem with that.”

Setsuna groped Ellenore’s chest with a big smile on her face. “Not at all.” They took a moment to undress, flinging their dresses aside as Ellenore sized up Setsuna’s body with a smirk. “Now get it out.”

“What do you mean, Ellenore?” Setsuna smiled. “I’m just an innocent housewife…”

She sat back down on the couch and winked while beginning to rub herself more and more. Moaning in enjoyment, she continued until suddenly Markus’ rock hard erection burst out of her vagina. 

“With a few secrets, that is.” Ellenore stepped forward and mounted herself onto Setsuna, enjoying the very familiar sensation of Markus’s cock penetrating deeply into her walls. She put both of her hands on Setsuna’s breasts as she leaned in for another kiss.

“E-ellenore.” Satsuna looked her in the eyes with a bit of a smile. 

“I haven’t forgotten about us, Markus, far from it. All of us.” She continued to ride Satsuna before suddenly getting off. “All of you.” 

“You’re giving me mixed signals.”

“Just fuck me, Setsuna, get on with it.” Ellenore rested both hands on the table and pushed her ass back somewhat. Not a mere moment later Setsuna’s cock pierced her sphincter, getting her to moan. Setsuna reached under her shoulders and groped both of her breasts, leaning in a bit forward to kiss her on her cheek. 

“Don’t hold back now, I know you can go haaaaaa..” She didn’t quite have time to finish her taunting as Setsuna’s pace seemed to increase by a lot, her grip tightening. “Oh I still know how you like it, dear, it hasn’t been that long.”

“Dear…”

“You know what I mean.”

“Do I?”

“Exes with benefits. Nothing more.”

“I was never implying anything else than that, Setsuna.”

Setsuna let out a small chuckle as she slapped Ellenore’s ass “Good, good, let’s keep it like that.”

“Come on, Come on, do it, I can feel it coming. Bring it home, boy.”

“Girl.”

“Just…” The two of them exploded into a mix of moans, sweat, fluids and cum as Setsuna leaned on top of Ellenore, filling up her ass while bending her over the table even more. Ellenore’s chest pressed against the wood. The two of them stayed like that for quite a while as Setsuna massaged Ellenore’s rear. Markus’s dick remained firmly within her rear as her hands felt her body.

“Ellenore.”

“Yeah.”

“Do you want to sleep beside me?”

“Yes, please.” Setsuna pulled out, eliciting a moan from her partner. The two women held hands as they headed for the bedroom, sharing a cute smile.