Office Elf Isekai

I still remember the first time I landed in this strange bizarre world. A magical portal opened up and swallowed me as I was walking home. I thought I could outrun it, but I'm not as young as I used to be. I'm a balding 40 years old man. The crackling magical portal sucked me up and I lost consciousness. When I came to I was in some snazzy office building, It looked old, yet new, but still had a medieval overtone to it. There, I met Boss-sama for the first time. She was the most beautiful female I've ever seen. She was stern and regal Elf. And looked powerful. I was awash in fear and awe. 

I guess I was summoned by her from my Earth to her world. She was looking for capable magicians to help run her business empire. I told her that Earth had no real magic. I was just a regular office worker, not some Hero or sorcerer. But she told me she sensed potential, even though she was disappointed that I was a man. Boss-sama said that this world was a Matriarchal society and women held power. Plus, a new portal to get back to Earth wont open up for another 60 years. I didn't know how to respond to that.

As she showed me around her enterprise, I realized it was quite disorganized and there was too much oversight. Her castle was run like a bad business. It almost felt like my old job. Boss-sama was trying to find a place to fit me in. I felt like a new recruit. I saw lots of magical beings trying their best to file paperwork, have business meetings and keep the whole place running. I realized now why I was summoned. Back on Earth, I was a good worker. But there was bad people in position of power. I had spent years languishing in my position, while others got raises. I was a middle-man stuck in a rut.

So I decided to use my earthly knowledge to help Boss-sama improve her business; and me, I would keep my sanity. Falling into another world would drive anyone mad. And I guess I'm insane so I'll go with the flow. So after weeks of studying and learning their culture and business practices. I laid out my business plan to her. Boss-sama was mightily impressed. I guess it helped that my smartphone became a magical device akin to a magic wand. As for some reason, it's still connected to Earth. I  have the power of the internet at my disposal. 

But soon a big hurdle came my way. I was a man. Boss-sama did her best to accommodate me and implement my ideas to make her business more successful. I was climbing up in rank, gaining promotions and overshadowing established beings. Men and women were getting jealous of how I was basically becoming Boss-sama's right hand man. Soon, we will have to travel to distant lands to consolidate and create new partnerships with the business plans that I created. Wars are not fought with swords and axes but pen and paper. There would be secret meetings, duels, battles and eventual truces to grow Boss-sama, no our castle into a successful business. 

So Boss-sama turned me into a woman. She said I would turn into a beauty like her.  I didn't think that would be possible. But then again I am in another world. Boss-sama and I had gained a mutual trust. I had faith in her and her in me. We became business partners after all. So Boss-sama used her most powerful Glamour to change me and how the world perceived me. Boss-sama was left severely weakened. 

She basically used half her magical energy and pumped it into my body. Some of her attendants carried her away to bed.  I didn't know it at the time, but that transfer of energy is akin to a marriage ceremony. 

I had to hold the reins of the company while Boss-sama recuperated. Entry level workers simply knew that I was always a woman and never questioned it.  Many in higher management were upset that I, a lowly human was left in charge. But they could feel Boss-sama's energy flowing in me. And there would be immediate firing if anyone tried to takeover. So all they could do is grin and bear it. They cant complain either way cause they're getting rich and powerful because of my insight. 

I would visit Boss-sama when I can and give her briefings on meetings and quarterly reports. She said it was going to be a slow transformation as I turned female. She couldn't tell how her magic would affect a human body as humans are extremely rare in their world. But Boss-sama was hopeful and happy for us. She would tell me of subtle changes in me that not even I would pick up on. Like my lumbering male gait, was becoming more graceful and refined. 

As the days passed, I could feel my skin getting softer and my dad bod shifting into something different. It became a habit to use my phone to take selfie pictures of myself every day. It was exciting seeing my face transform little by little. I was fascinated by how my ears slowly stretched out and got pointier. My bald patches soon filled up with soft fuzzy hair. It was soon growing like a weed. I was reminded of my youth, when I had longer hair, but had to cut it when I joined the workforce, and I felt sad as it fell out with age. I chuckle as I see women coworkers try to emulate my pony tail to varying success. 

I became ever more and more slender. A paunchy belly became a distant memory. My broad shoulders shrank by the day. And my ribs hurt when I woke each morning. I couldn't take deep heavy breaths anymore. I got used to short shallow breaths. That made my voice more wispy and demure. I would have to find a way to get my points across in meetings or I'll get trampled over.

Yet, I found it interesting as I grew a few inches every day. I was a man of average height. But now that I was becoming an Elf, I found myself looking down at my subordinates. Not as an insult, just a noticeable height difference. As my height increased, I noticed my hips, butt and legs getting voluptuous. Boss-sama's magic was slowly but surely working hard to mold me into a sexy Venus of Elf pedigree. 

I was quite androgynous as the weeks went by. The few male business suits I had, no longer fit me. Boss-sama lent me her personal seamstress and I had custom attire made for me. They had silk and magical elastic cloth available. I found clothing patterns online to help me look my best. I had clothing that would rival the best fashion models on Earth. My peers were dumbstruck seeing Earth fashions on an elvish body. I found myself addicted to my growing wardrobe. Certainly Boss-sama's elven magic is affecting my mind? 

As I saw my pert breasts in a mirror one day, I realized that my life as a man was over. I was more concerned over how my figure would look like now that I had some modestly sized boobs. They were just another part of my body now. I was so focused on work and maintaining standards, that somehow I had lost my male sexual drive. Sure I would catalog all my changes, the gigabytes of pics on my phone can attest to that. But that was just some OCD since I came to this world. There was some cute and sexy elf women too. But I enjoyed their company as peers not as a lustful desire. I never masturbated to gazing my feminized body. My new womanly hands never touched my shrinking dick. I was focused on maintaining my image and helping everything stay ship-shape for Boss-sama when she came back. 

I was surprised one day when visited Boss-sama to give a status report. She handed me a lemon from a tree her garden. I didn't know lemons existed in this world. I was curious as to what this meant. Boss-sama said that she has other subordinates keeping an eye on me. Even though were far apart, she can still sense my actions since our bodies are connected by magic. Boss-sama gave me this lemon because if I bit one, it can sever the Glamour placed on me and it can return me back to a man. Boss-sama said she still feels responsible for me and still wants to give me a way out if I no longer want to stay as a woman. I thanked her for her kind gesture and made my way back to the Castle/office.

I would find myself grasping and twirling the lemon on my desk and holding it in my hand between rallies and speeches. Weeks have gone by since my transformation. I garner respect and admiration from my employees. I've raised profits and quarterly earnings and have made the business more profitable in ages. Do I really want to lose this seniority and power by turning back into an old, bald man? It's safe to say I'm addicted to power. In the half year that I've been in this world, I've done so much more than a lifetime on Earth. And I haven't even left this kingdom. There's a whole wide world out there. I miss being a man. But I know I can achieve more success as a woman.

It finally happened. One day while at a meeting, something clicked inside my head. I quickly dismissed everyone and I made it to my office. My body was throbbing and tingling. Boss-sama said that any day now our magic would stabilize. It took a further year, but Boss-sama would be back at 100%. By now, I had already visited neighboring kingdoms and set up new business plans and treaties. I had either gone by myself or with my entourage and created new partnerships and settled transactions. I had received permission from Boss-sama ages ago to conduct business personally. Our original plan was moot, but I'm thankful that I could conduct interactions on my own. I was already a complete, fully capable woman able to handle anything that comes my way. 

But this feeling was something new. A desire deep inside my bones, an exciting anxiety. A tingle in the back of my brain. Something I haven't felt since I was a man. I was horny. I loosen my skirt and toss it aside. I take out my smartphone and did something I haven't done in a while.....

Click! Flash! Click! Flash. My smartphone whirrs and chimes as I furiously take picture after picture. I use the mirror to lustfully glance at my sexy, ginormous ass. I knew how big it was, but I never knew how big it felt. My neck cranes and my eyes throb as I try to look at the best angle my body can give me. 

I cant believe how sexy I look. Like if a fog suddenly lifted from my eyes. My chest feels warm and my nipples tingle. My legs. thighs and butt are something else. My black panties ride my crack majestically. My pantyhose is almost stretching and bursting to its limit. The heft of my ass cheeks are making my feet numb. I love it. But it's not enough. My stern, steely face is hiding a cork about to pop. My sex drive has re-activated.

I glance at the lemon on the floor by my feet. I want to pick it up one more time. My hand out stretches, and then I hesitate. I contrast my life as a man and now as a woman. I know what I must do. I feel it. She feels it. We're in sync. There's really no turning back. I must go to her. We must make love and become one.

Wii Fit Trainer Hell

Yet another request done! The anon wanted a caption based on Wii Trainer. They supplied the picture and this is what my brain came up with. Lets hope they like it.

Dahlia The Succubus

An anon on 4chan's /d/ supplied the picture and wanted a succubus caption. This is what I made. I hope he/she likes it.

The Goddess Spira

Woo hoo! my 100th blogger post! One hundred tales of fantasy and adventure! Took me a while to get here. I started this caption/story site as a companion to Nevermore University. Some of my more fantastical stories that didn't really fit over there. Of course genderbending is a main component of all these little stories of mine. So I guess I could have worked them in both together. But two caption sites are better than one!

I hope to see you guys and gals here when I get to 200! I hope I made lots of fans this past year. If you dont mind, Tell me how you found this site? Did you link through Nevermore University or did you just stumble on it? Like many obsessions, I do keep track of the sites that lead you to here, but Just for fun I want to see how you got here personally! Do you have a favorite? Or one that you want to see more of? Doesn't hurt to ask and maybe I'll just take up your idea.

Just like always, thanks for reading.

Fairy Landing

There's a caption thread going over on 4chan and its held on these past few days. So I decided to give them this caption and like always, put it up here. Lets see how /d/ likes what I just made. I hope you all like it too.

Chimera Fusion

Another 4chan request done. The requester wanted these stipulations: A husband and wife are bickering over what has happened to them and the ultimately like what they have become. I think I did okay. What do you think?

The Young Swordmasters

"Swing, Thrust, Jab, Stab, Parry!" I said aloud as I was practicing my swordplay. I had a crowd already surrounding me. I've been working hard these past few years and I've gotten quite good. At sixteen, I am one of the select few to soon be promoted. I get high praises from the swordmasters at the fort. A few of the kids here too look up to me. I don't want to let this popularity go to my head.  I just love my country and want to defend it when I get better.

I'm always improving on my techniques. I'm trying a new way to stab at the wooden dummies, and hay bundles. My younger swordmates had all their attention on me. They were trying to learn my moves. A few of them were playfully copying me. I didn't mind them. They just knew enough to stay out of the way of my blade.

But as much fun as we were having, there was someone staring at me with hateful, jealous eyes. I saw him out in the distance. My so called rival Dorian. Somehow, he made it up that I, Joshen would be his eternal rival. We've both fought in mock duels. I have to admit, he's quite good. But he's always angry and bitter to other people here. He has a huge chip on his shoulder. Everyone tends to stay away from him. The swordmasters know this and they scold him greatly for it. They tell him to focus, but he just rolls his eyes and continues to sulk and do what he wants.

But today, something is off. I've seen the various moods he's in. Today, he's feeling something special. Dorian is planning something. It's been days since he's tried attacking me. I go back to my swordplay. I've been practicing for a few hours now, I'm a little tired but I dare not show it. He is pacing around and debating something in his mind. He would stare at me and then go back to mumbling to himself. I was tired of it. His glares finally got to me. I stopped, and turned around to face him. "What is it this time Dorian? What have I done that's got you so worked up?"

"You!" Dorian shouted. "It should be me who is the favorite among the recruits! If you weren't here, I surely would have climbed the ranks and been hired by the guild already!" Dorian stood tall, he was sure of his convictions. Some of the kids near him started to back away. Dorian arrogantly spoke,"But enough of that. Rivals are meant to be defeated, and today is the day I put you in your place!" Dorian opened up his cape and pulled out a strange looking scabbard, There was an ominous looking sword in it. It wasn't the sword we normally use as cadets. I stepped back a little, I've seen this weapon before. It's been locked in the vault. It's cursed.

"Dorian! Don't unsheathe that sword! It's a cursed Dark Elf item! Master Ronaldo brought it back from battle a few weeks ago. A teacher here told all of us in class not to mess with it. Don't you remember?  They had it locked it away. Why would you have it?"

"Shut up Joshen!" Dorian hissed. "I was belligerent with a teacher. They had me cleaning up the vault as punishment. They had me polishing and sharpening their stupid swords. I was doing as I was told. But being in there felt weird. There was this dark, heavy feeling in there. I realised it was this sword. The locks holding it somehow fell off. Once I saw it, I knew it was meant to be mine. So I stole it."

"Please stop Dorian! We haven't been trained yet in how to deal with magical items! Surely, that sword must have enchanted you! Listen to me! Forget about our rivalry. Drop the sword. It's dang......."

Swoosh! The sword made a strange sound as he dropped the scabbard. Dorian's face was twisted with anger as he ran at me. My eyes were focused on the sword. It looked particularly sharp. I get into a fighting stance and gripped my weapon, I'm ready.

"Arrgh!" Dorian screamed. He swung the sword at me. I jumped out of the way. I could hear a swoosh as Dorian came at me again with the sword. I blocked it with my own. Our swords were locked. Sparks were flying as our swords grinded together. Dorian somehow had an unnatural strength! I shifted back a little. But he still pushed forward. This wasn't going to be an easy fight.

"You there kid!" I shouted at a blonde boy just a few years younger than me. "I need help! Go get Master Ronaldo!" I know better to bite more than I could chew. I'm not arrogant and I know when something is too tough for me. The kid and a few others ran off. The rest were fixed on the fight.

Dorian would swing and I would block. A few of our swipes would connect. Our clothes were torn. Dorian gleefully smiled when a swipe of his sword drew blood from my arm. I grimaced a bit in pain, but I still fought on. But something wasn't right. Dorian is about as tall as me. But he looks smaller now. I could still feel the power in each of his swings. Strange, He was swinging upwards? I'm sure of it, Dorian was definitely shrinking.

With each sword strike we exchanged, I started noticing other things. Dorian's skin was changing color. And on his cheeks there were some dark tattoos forming. I know it's the sword doing that to him. He started to stumble a little bit. His clothes were getting in the way. Dorian runs back to a safe distance; and tries to roll up his clothes. I stop as well, to take a breath. I shout to him, "Dorian! Look at yourself. That sword is transforming you! If we continue this battle, who knows what you would become?"

Dorian stepped back and looked down on his body. He was startled. I saw a little bit of fear in his eyes. For a second, I thought he was gaining some composure back. But the magic in the sword knew otherwise. He looked at me and then back down to his body. "I don't care what happens to me, as long as I defeat you! Sword, I wish my clothes to be gone." The tattoos on his cheek glowed a bit and so did the sword. The clothes on him faded and then dissolved into nothingness. Dorian was naked except for the cape on his shoulders. I could hear whispers and chattering from my swordmates. Dorian is not what he used to be. Standing before us was a dark skinned, androgynous elf-like person. His hair was shaggy and his ears were more pointy. I was told that elves are a passionate race, I could see an angry passion in Dorian's eyes. His shoulders were smaller and more rounder. A few kids snickered as they looked at his chest. His nipples were big and pointy. There were other soft curves on him as well. Dorians waist looked thinner. His hips were bigger than any teenager would have. The small feet he now had made him seem surprisingly agile. As I gave him the once over, I couldn't help but look at his crotch. His thing was pathetically tiny. I didn't see his nuts. There was a tuft of dark hair above whats left of his dick. I sighed and felt a little sad over what the sword no, Dorian did to himself.....

"DON'T YOU DARE TAKE PITY ON ME!" Dorian snapped. It seemed like he knew I was checking him out! He once again came at me with extreme furor. I could feel that same unnatural strengh of his swings as our weapons clashed once more. I swung my sword in defense, but Dorian was out for blood. But with each clang of our swords meeting, his new tattoos would spread and glow brighter. His body is still not done changing. There was more jiggling in his chest. He had breasts now. I took a swing at him again and he cartwheeled backwards. Looking past the flowing cape on him, There was a definitive bounce is his ass. When he flipped backwards, his legs spread apart. I saw his new, womanly pussy. I don't know if it was the magic in the air or this being the first time I see a naked woman; but Dorian was turning me on. Funny thoughts were going through my head. In my lapse of judgement, Dorian took advantage and rushed toward me once again. He raised his hands above him. Sword in the air; I got a full look at his bouncing breasts. He took one deep swing down. I tried to parry, but metal clashed on metal and it made me drop my sword. I tried to grab it, but Dorian picked it up and threw it farther away. I was at this creatures mercy.

"Oh, so the great Joshen has been defeated by my sexy new body? I thought you were stronger that that? I've finally beat you!" Dorian twitched and shivered."This makes me so happy!" Dorian grabs one of his breasts, and gives it a hearty squeeze. "I love my new self. If I could do this to you, imagine what power this sword and I could have over others!" I could see a lustful gaze in Dorians eyes. He was relishing the moment. I could see his muscles tense up. I focus on Dorian's eyes and back to that sword. I think to myself 'Yeah, I'm going to die.' Dorian licks his lips as he gets ready for the downswing. I felt like closing my eyes, but I was taught not to face death that way. I tense up, ready to be struck down by him.....

"STOP RIGHT THERE SELVANA!" It was a deafening roar. It was Ronaldo and his mage, Cyriak! Dorian angrily turned around and faced the huge mustached man that was our swordmaster. Dorian was paralysed and his face went white with fear. Even the old Dorian knew not to mess with him. "I thought I killed you already wench? No matter, I shall enjoy doing it again!" Ronaldo looks at his commrade, "Cyriak! While I cast a spell on my sword; do try to contain the wench!" Dorian trembled and stepped back in fear. The cockyness he had when fighting me was completly gone. He totally forgot about me. Dorians eyes were now fixed on some new enemies. I managed to scramble up from the ground and slip away. The hairs on my arms were tingling, Ronaldo and Cyriak were casting something powerful.

"With pleasssure my liege!" Cyriak hissed. The slender reptillian-like man always left a chill to whoever he met. As I looked around, I see some of my younger swordmates running away and collapsing in fear. Others were stuck in place, trembling as well. We were still not used to such crazy battles. Dorian was scared, but he didn't give up. He ran screaming towards Cyriak hoping to take a slice out of him. Glowing, arcane symbols were rising from the ground where Dorian was stepping. He tried to evade and jump around; trying to avoid the spellbinding circle. But to no avail. The glowing symbols stretched themselves into ropes grabbing Dorian. I think no one could escape that magic. The sword slipped from his hands. Each rope seems to sap his strength. Dorian was trapped.

"That was too easssy!" Cyriak replied. "You put up a better fightsss before we killed you." It seemed he was a little dissapointed, that it ended too quickly.

"Wench!" Ronaldo shouted. He canceled the spell on his sword. "How dare you attack my brothers in my own citadel?" He curiously stepped closer to Dorian. Ronaldo carefully walked around and examined the restrained elf girl. He ran his gigantic fingers through his short hair. Dorian tried to shift away but the magical circle held him tightly in place. Ronaldo lustfully smelled the silky, brown elf's hair. He grabbed Dorians exposed breasts, and roughly kissed him in the mouth. Dorian squirmed; Ronaldo's facial hair was tickling him. Giving up, Dorian relaxed. He closed his eyes as he seemed to enjoy the kiss. Ronaldo stepped back and spit in disgust at the ground. "You are not Selvana. Your lips are bitter, hers were sweeter." Ronaldo shifted his body into a swordsman's stance, ready to draw his weapon.

I ran in front of Ronaldo. He was confused. "Stop Master Ronaldo! Don't kill him, help him!" I pleaded, "That isn't Mage Witch Selvana, it's Dorian! That sword changed him!

Ronaldo glared at Cyriak. "I knew letting you bring that cursed item here would cause us trouble." Cyriak looked down in shame. Ronaldo continued, "Fix that poor boy, no girl. I dont think you can take away the physical changes, but at least clear her troubled mind."

"I'm sssory child," Cyriak hissed as he walked towards him. "Sssee, There was potential in this sword. With more ssstudy, a poweful ssword masster could have tamed it. But I see it'sss now bound to you. I guessss I will havesss to train you harder to masster it." Dorian was silent but he nodded in agreement.

Cyriak pulled out a staff (out of nowhere!), and spoke a few words in some weird language. Selvana's sword levitated off the ground and started glowing. The arcane circle that held Dorian dissapeared as well. But Dorian was now floating high in the air. The tattoos on her body glowed and peeled themselves away. They floated in the air, moving towards the sword. In mulitple flashes each one went back into it. Ronaldo grabbed the falling sword and placed it back in the scabbard. The glow surrounding Dorian started to dissapear. Cyriak's magic was wearing off; she was going to hit the ground pretty hard. I positioned myself to where I think she would land. I barely caught her as she fell into my arms. I felt the soft slenderness of her back and I touched her firm thighs. I was looking down at something quite beautiful. I sighed, realizing that I was staring too long and hard at her breasts. I shifted my body to better hold her up. Her chest raised and lowered with each gentle breath she took. My heart was beating faster. I thought about kissing her, to see if she would react.

As I got closer to her, ready to plant my lips to hers, Dorian finally opened her eyes. I pulled back a little bit. We stared at each other awkwardly for a few seconds. She stretched her body and I struggled to hold her up. "Well, are you going to put me down or what?" Dorian replied. I bent down on my knees and she jumped down to the ground. Dorian stood up and looked at her new surroundings.  She stole a peek down on her body and back at me. I was staring at her new body and she knew it.

"Don't think that this is over between us Joshen," Dorian replied playfully. "I still consider you my rival. I have to retrain myself and fight you once again fairly." Dorian adjusted her cape and it covered up her breasts. "I'll just have to take this small victory as motivation, for when we next meet, I will be the greatest swordmaster." Dorian walked away from me and went towards Master Cyriak.

I think I'm in love. I couldn't help but stare at her swinging hips and jiggling ass as she walked away. "I've been defeated again" I say aloud.

Naeri

This one came out really long. And this caption is the one that motivated me to make another caption site! This one. It's kinda connected to the first post/caption. The characters here are related to the magician .

I kinda like elf girls. So I may make more of these later! :)