[Draft] A Christmas to Remember (Issei TG) (Patreon)

It was Christmas time and Issei laid in his head, staring up at the ceiling of his room. For the first time in a long while he was alone in his bed and he wasn’t sure how to feel about it. Usually, he would feel something soft and wonderful pressed against his body, but this time he didn’t. Either that or none of the girls had snuck in yet to do so. The night was still young and anything could happen at such time in the night.

This would be the first Christmas with him and it unnerved him. He had gotten to see everyone again  He wanted everything to go well for him and the girls on holiday. This would be the first Christmas that he and all the girls would share together and he wanted everything to go perfectly. He had visited their family and spent time with them as much as he could to get a better idea of what he should get them. As much as he wanted to say he knew them well enough, it never hurt to hear from someone else what they think might make a good gift.

It had been a hectic night to get the last things he needed to get his Christmas shopping done and prepare his gifts, but he managed to do it. Which had taken him a while to get done and fight off many people. He didn’t have that much experience when it came to wrapping stuff and it showed. Even now he could easily see his gifts as if they were right in front og them and he was tempted to take them from under the tree and start again for the tenth time.

Issei sighed as he hoped onto his bed, his eroge game forgotten not giving the distraction he needed. The young man closed his computer and hopped onto his bed. He laid there staring up at the ceiling as the voices of doubt whispered in his head. He groaned as they grew louder telling him he hadnt gotten good gifts, that his wrapping was bad. All sort of things that made him question his efforts and want to go back out and get some new gifts.

“No! I’m not letting you get to me!” Issei cried as he shook his head and tried to think of beautiful girls in naughty thoughts. The more he thougt of the girls the more his worries eased as he envisioned them in various outfits. A grin formed on his face as he remembered the girls in swimsuitsand various other outfits. Some Christmas themed naughty outfits posing for him seductively. “Much better.”

For a moment he considered getting back into his game, but then sighed. If it hadn’t helped him before then he doubted it would help him now. The young man thought sbout what he should do from watching TV, reading a book, or even just taking a walk and seeing some of the Christmas decorations. None of them seemed appealing, especially the last one where a lof of couples would be doing the same. Not to mentoon that he might run into some carloers.

Instead he crawled into his bed, not even caring that he was still in his casual clothes. The soonner he went to bed, the sooner Christmas day would come and he could hopefully put all of his worries behind him and celebrate with the girls. He closed his eyes and tried to drift off to sleep again. It would be a long day tomorrow, and there was going to be a lot of stuff to do. So many people to visit and parties to attend. It was going to be a full day thing.

A noise caught his attention that made the Red Dragon Emperor get up. He went downstairs with narrowed eyes, hoping the presents he had gotten for the girls were ok. He curled and opened his hands ready to call upon his powers on a moment’s notice. If it was some burglar then he was going to make them regret trying to sneak in here. Especially if he was trying to steal the presents that he had bought. He had put everything he had into getting the girls those presents and he wasn’t going to let anyone steal them. He heard stuff being moved and placed down and peeked into the living room where the presents were and his eyes widened at what he saw.

There standing under the tree was a man dressed in a classic Santa outfit. He placed his hand in the bag and a flash of light went off from it, that the young man almost didn’t see. He pulled a present out of the bag and placed it with the other presents.

The man did it again and another lightbcame from the sack. He continued to repeat this process over and over again.

Issei could only stare wondering if this was truly happening. Out of all the things he could have expected froma burgalr seeing them putingnstuff there was the last thing he would have expected. The moment his stupor died down he narrowed his eyes. He stepped forward and summoned the Boosted Gear. He demanded. “Hey what are you doing in here?”

The man jumped from the sudden yell and he turned and Issei could see that he had a long white beard that was as white as snow. The young man could see he had a large belly that poked through the thick coat that he wore. He relaxed at the sight of him instead of being angry or scared.

“Oh young Issei Hyoudou, or would your prefer Hyoudou Issei,” the man said with a gentle smile. “I had thought you would be asleep by now.”

The brunnete was thrown off that this stranger knew his name and tried to think if he had seen him before and if what he wore was a disguise. The beard looked to real snd he could see small tufts of white hair of hair on his cheeks. It didn’t seem like he was wearing make up with how rosy his cheeks look and there was no uneven smudges on his face. He could say with certainty that he didnt recognize the man the more he looked.

A thought entered his head that he wasn’t sure was possible. A possibility that he hadn't considered.

“Santa?” Issei said. The power he gave off wasn’t holy, and didn’t feel anything like he had before. questioned, staring at the man who could only be the legendary figure of Christmas.

“Indeed I am young man,” the man said, making Issei's jaw drop.

“You’re the real santa? I mean shouldn’t you be pretty busy with how big the world is and how many families are there? What are you still doing here?” Issei questioned, the hostility he had moments ago gone. His Sacred Gear vanished in a bright light, but he didn’t notice.

“Oh trust me I am, but I have a lot of help who makes sure that I’m not on my own doing this, helping me deliver gifts for everyone,” The jolly-looking man smiled as he placed. All of the other reindeer help me out and make their own deliveries.”

Issei quirked a brow as he imagined reindeer sneaking into someone home. His jaw dropped as he imagined some reindeer man hybrid with a sack of its own place presents down by a Christmas tree. He shook his head. That line of thinking would only give him more questions that he wasn’t sure he wanted the answer to.

The boy could scarcely believe that the Santa Claus was right in front of him. The more he thought about it, the more he should have thought the legendary saint was real. If Angels, demons, gods, and everything else supernatural could be real, then santa had to be. Still it didnt change the fact that out of all the people who he could have possibly met in hid life, he was talking to Santa of all people. Suddenly all those years of not believing in Santa made him feel bad.

“You have been through a lot this year,” the old man said, bringing Issei out of his thoughts.

The legendary figure of Christmas placed a hand on Issei’s shoulder. Normally Issei would have been a little cautious, but now he couldn’t bring himself to fight it. The revelations of the holiday figures being real and his words made everything he had gone through coming forward. All the fights that he had, his powers, his friends, all of it. A part of him was still waiting for thr moment he would wake up in his bed amd find everything he had gone through had been part of a long elaborate dream.

“As bad as some of the stuff you have gone through is, you have changed for the better. You were on the naughty list for quite a bit due to your actions. While I understand you young men can’t help yourself around pretty girls, it doesn’t give you the right to peep on them whenever you want.”

Issei blushed and chuckled sheepishly. The words hurting a little and making him feel somewhat guilty about doing so, even though he had been doing stuff like that for years. There was this grandfatherly aura about him that put him at ease around him and made his words have more meaning. A part of it had to be who he was coming from as well. Santa was a childhood idol of his after all.

“I’ll stop doing that from now on, especially since I got so many girlfriends,” Issei promised.

“A good woman can change a man for the better, along with the hardship he faced. Its good to see that despite everything you hsve adjusted well to the changes in your life as well,” the man said. “Well since you saw me this time, why don’t I give you an extra present just for you. A Christmas wish.”

“A Christmas Wish,” Issei muttered.

“Yes, whatever you want. Just wish it and you will have it,” Santa Claus said.

Issei frowned and tried to think of what he would want for Christmas.

He had done everything possible to get the girls the best presents he could think of and had talked to other people they were close to, to help give him ideas and get them. Still, he could wish for something nice for himself and the others, but the thought of asking for something selfish just didn’t sit right with. His mind went to the others and a look of acceptance flashed on his face.

“I wish I could give my friends a Christmas to remember that they will always look back on fondly,” Issei said.

The older man stared at Issei for a moment before a jolly laugh left his mouth. “Ho ho ho, I should have expected that. Well if that’s what you want then it’s yours, but I need to get a move on. I got so many presents to deliver and so little time. Last thing I need is an earful from the misses for being so late.”

Issei chuckled in understanding. He didn't want to do anything that would purposely anger or sadden any of the girls. “Good luck santa I hope the rest of the night goes well.”

“You to young man and I hope you have a great Christmas day and that you enjoy your wish,” Santa Clause said with a wink.

In a flash he was gone from the room, leaving Issei alone. He looked around wondering if there was any sign of him. On the floor was footprints with what looked to be glitter. The young man crouched down and ran his hand over it. He studied his finger and smiled.

“Wow,” the brunette said.

Well at least now he could say he met Santa. Maybe one day he could visit his workshop in the north pole. It would be something to actually see it one day. Maybe he would be able to go there one day with his friends and the rest of the girls. It would be cool to see the place for himself one day. Would be cooler if he could take his kids he had in the future with him as well.

Suddenly his body felt warm, as if he was standing in front of a fireplace. Just as quickly as it came over him it passed, making the young man blink. The young man looked around as he tried to find the source of it. A cold shiver went over his body and he hugged himself, rubbbing his limbs to warm himself. He steadily breathed in and out.

“Huh,” Issei said out loud, noticing something was off about his body.

The Red Dragon Emperor looked down at his arms and saw they were clean of any hair on them, as if the hair there had been shaved. He ran his hands slowly over his limbs and didnt feel any trace of hair on them, as if the small hair that lined them had been picked clean. He tried to think of how he could suddenly loose the hair on his arms, but couldn’t think of a time where he could have. Not to mention he remembered having hair there earlier. He pulled the front of his shirt and saw that there was no longer any hair there.

“What the how could I have lost my chest hair!” The young man cried.

A thouht struck him. If the hair on his chest was gone along with the rest on his arms then what about the rest of his body hair. The first thing he checked was the hair on his scalp and was pleased to see that the hair on top of it was still there. His eyebrows were still there thankfully and felt the same, though he would need a mirror to be sure. He checked his lower body and saw the hair on them had vanished as well. He ran his hands over them and was shocked to find that they were just as clean of hair as his arms were. The young man checked the rest of his body and was horrified to see that they were just as clean as his limbs no matter where he looked.

“Hey Santa I think something is wrong,” Issei called out, hoping he would receive some form of response. He looked around the room hoping to find some sort of response like a card or light but nothing happened.

His hair started to grow out as if a magic spell had been performed on it, making him shiver as it crawled down his back like fingers just barely grazing against his skin. The young man flinched as they traveled down his body, wondering when it will finally stop. If it wasn't for the hair tie he used to keep his hair in place then it would have spread down his back like a wave of chocolate. It finally stopped growing when it reached down to his lower back, resting just above his butt.

“Ehh!” Issei cried as he grabbed his new mane of hair and flinched from how soft it was. It was just like Rias and Akeno’s hair in terms of softness. He let it go and breathed out through his nose.

“Okay where is this going? Is this because of the wish I made? If so then I don’t see how getting rid of my body hair and making mine longer will make this a Christmas to remember for my friends!” Issei cried as he racked his brain, trying to figure out how this could have happened from hid wording.

The young man shivered as his legs suddenly felt as if someone was brushing them lightly through his shoes. The young man kicked off his shoes and saw his socks were loosening. He pulled off his socks and jumped when he saw his toes were getting smaller. He stared as the rest of his feet started shrinking, almost as if he was getting younger. The change continued upwards, his legs slimming down to match. The young man shivered at how loose his pants were against his legs, almost as if he was wearing a pair that were a size or two larger then what he normally did.

Issei shivered as the strange feelings on his legs suddenly changed from soft snd gentle brushing to a pleasent massage. The massage grew more intense as the young man’s thighs swelled making him gulp as the pushed his pants out. He gasped and could feel his masculinity rising at attention, as thoughts of them belonging to a curvy cutie entered his mind. Just like with his feet, Issei could only wonder how big they were going to get before they finally stopped growing. His developing thighs pushed his manhood between them as they grew. When they seemed to be twice their normal size they started to slow down. They finished growing when he had huge thick sexy thighs that crushed his masculinity against the side of his pants.

“Ahh,” Issei gasped and tried to adjust his pants

His pants legs felt like they were trying to suffocate his legs. He moved to slip his hands into his pockets, but he could barely do. When his hands reached the bottom of his pocket he frowned at how tight they were, his hands feeling like they were trapped in a vice grip. He struggled to pull them out and frowned. If he used his full strength he would have been able to take his hands out easily though that would mean destroying his pants in the process, something he wasn’t willing to do. Money might not be an issue, but he wouldn't want to say the reason why he destroyed them was because he had trouble getting them off. That would be something he would never hear the end of it he did. When the young man finally pulled his hands out of his pocket without destroying his pants he let out a relieved sight. It was a small victory but one he would happily take.

His glee quickly died when he noticed something was off about his hands. He gasped when he noticed that his nails were growing longer, getting a more refined look, just like the girls after they had come back from a salon. As soon as his nails finished changing, the power over them spread to the rest of his fingers. The top of his digits slimmed down and the change traveled down as well. The calluses he had gotten from months of training and fights getting smaller by the second. Soon he was left with dainty womanly hands that looked so similar to anyone of his girlfriends.

The changes didn't stop there and continued up his arms, almost as if they were a bad infection that was corrupting his body. The moment it reached his biceps, the muscles he had gained visibly deflating as if they were being let out of a balloon. He rubbed his new arms and was thrown off by how much sleeker they looked.

“Damn it, Issei think! How is this going to help give you a Christmas to remember!” Issei said. His wish had to be playing a part in this. It was the only thing he could think of that made some sense.

He frowned as he went over all of the changes happening to him. There had to be some connection to them all that he wasn't seeing. Small feet, but thick thighs. Long brown hair. Slim dainty womanly hands.

Suddenly it all clicked in his head what was happening with him and he frowned. For a moment, the world stopped to him and he was standing in an open field with an imaginary mirror in front of him. A busty gal could have torn her top off, sending buttons flying over the place and a few even pelting him in the face and he never would have noticed. When he came out of his shock his mouth dropped as he looked over his changing body again.

“You gotta be kidding me!” Issei cried. “I’m turning into a girl!”

As if to punctuate and tell him he was right on the mark his waist started to curve inward. The young man gulped as he placed his hands down on the side of them. His hands moved in tandem with his slimming waist, making him want to hurl. It finished changing when he was left with a slim sexy waist that rivaled Xenovia’s.

“This is Christmas! It shouldn’t be like a genie’s wish!” Issei moaned. “This doesn't help me at all!”

The young man held his stomach as the next change came from it as if it was gurgling. After a moment it started to soften and his hands moved against it, making him gulp as his stomach moved. The abs he had earned from training and fighting, started to recede and get smaller as if he was putting on weight. His stomach finished changing into a tight sexy core. He prodded his stomach and his new slim finger barely went in.

“Oh great,” Issei moaned as he continued to press his hands into his stomach and see its new limits. The more he pressed it, the deeper his frown became. He had worked hard to get those muscles and he knew the girls liked them as well.

The young man didn’t get to ponder his changed stomach for long, as his face started to contort and shift, eliciting moans from the changing young man. His facial structure shifted as his face softened. The brunette’s lips puckered and his nose caved inward as it became a small cute pointed nose. His eyebrows started to sting as if hair there was being plucked by small tweezers. The young man ran his fingers over his brow and could feel them getting smaller.

When the changes stopped, the brunette ran his hands over his face and flinched from how different his own face felt. If his new body was anything to go by, then he was sure that his new face was that of beauty. He ran his fingers over his brows and frowned at how much smaller they were. He didn’t need a mirror to know they were now more refined and suited his new face as well.

“Ok think Issei a lot has happened to you already, which means there isn’t much left. Your still missing the boobs, the butt, and-” Issei stopped short as the full realization of what might happen next hit him full force.He paled and let out a gasp.

“No I don’t want to lose my boys!” Issei cried and held his balls and scrotum, blushing slightly.

As if responding to his fears, his lower body started to change. He could feel a pull on them and he held them tighter. His lips puckered and he teared slightly at the pain he was feeling, but he refused to relent. His scrotum slipped between his fingers and quickly slipped into his body, making him gasp. The changing young man kneeled down as he tightened his hold on his last one, his hands shaking in pain and arousal from what happened. He winced again as one of his balls slipped into his body, making him moan.

All that he had left of his male identity was his one remaining ball and he had no intention on losing it. He growled as he held tighter on his last buddy and the pain grew as it continued. It was as if he was playing tug of war with the force as someone else helped the other force through dirty tricks like tickling him. Suddenly it slipped from his fingers and he moved to grab it, but before he could it slipped inside his body, making him shiver in ecstasy.

“No!” Issei cried as his vice suddenly rose higher in pitch, making him wince at the new womanly voice that left his mouth. It was the perfect kind of voice that he would have wanted to hear talk dirty to him, and fill his mind with perverted fantasies.

The devil patted his throat and didn’t feel anything of his adam’s apple as if it had been. As startling as that was, there was much more important thing that he had lost, that he needed to check. He reached down below and immediately noticed that something else was there in place of his manhood. Something that could only be a new vagina. With this he was without question a girl. The new girl pressed down below and shivered at feelings her fingers brush against her new organs. A perverted grin crossed her face and for a moment the idea of seeing what it would be like to slip her fingers appealed to her.

Now that her genitals and voice had changed all that was left were two pairs of things to show up. She wasn’t sure which one she wanted to show up right. As much ass he loved boobs, she wasn’t sure she wanted them on her.

A warmth came over the young woman’s lower body that centered on her butt. Suddenly the heat there spiked, making her quiver.

“Oh!” Issei cried and held her flat butt. She gave his butt a few tentative squeezes and paled when he noticed there was a bit more fat there then there had been previously. The young woman blushed from its continued growth and rolled her hips, noticing the way it bounced and adding to the pleasure she felt. She continued to squeeze her butt, biting her lips as she did. The more she squeezed the happier and pleased she was by her groping.

“Ok guess we’re going with the lower set first,” Issei said a little disappointed. As much as she liked boobs it might be worth holding off it was more pleasurable. Besides they were her favorite body part anyone on a girl’s body. It would be like putting a cherry on top of it all. She was sure that when it reached her boobs it would be worth the wait.

Her behind soon pushed against the confines of her pants just like her thighs had, making her joy grow. At the very least if she was turning into a girl she was going to be a delightfully thick and curvaceous girl. A small rip filled the room, but she didn’t care about it as it continued to swell. The tear grew, and she didn’t mind in the least as it grew bigger. She continued to molest her own ass as if it would be her last few minutes on earth.

When it was finished growing she looked over her shoulder and preened at her big booty. A huge thick round booty that would have garnered attention from everyone. It would have been impossible for her to fully grasp it in her hands, even in her male body. She gave it a delightful hard smack. She giggled in glee as she watched it bounce and wiggle for a few seconds. When it finally stopped she stood straighter and looked down at her chest.

“And now we get to the best part!” Issei cried as she eagerly placed her hand on her chest.

She licked her lips in eager anticipation.

The young woman’s chest ballooned out and quickly formed into small lump that her new dainty hands could hold with ease. She lustfully groped her chest as her new bazongas swelled in her hands. Her nipples grew in size and aroused her further. The pleasure she felt grew and it only served to incentivize her to continue what she was doing. She panted as a heat built up between her legs. It continued to build as she pulled and played with one of her nipples, as she continued to squeeze the other. Her tits finished growing when they became huge F-cup boobs that looked to be as large as melons.

Isei slowed her groping and examined them, causing her pleasure to lower slightly. She stared at her new heavy rack with a pleased expression. She could easily tell that she was bigger then most of the girls, and rivaled Akeno and Rias’s racks in terms of size. Now she wanted nothing more then to see for herself and put her new boobs right against hers and compare them.

The thought of the girls made her frown and remember how this situation started in the first place. How was she going to explain this to the girls when they got back. She didn’t know if Santa was actually known to be real in the supernatural. If he wasn’t then how was he going to change back.

“This wasn’t what I meant!” Issei said as if the legendary Christmas figure would respond to her. “Change me back!

The new woman did not receive any form of response if he had heard her. She stomped her foot on the floor and let out an indignant sigh. The young woman almost fell over from the weight of her boobs almost pulling her down and it was only her quick reaction that saved her from making a scene.

Another shiver went through her spine as her clothes suddenly felt very different to her, as if the fabric had suddenly changed.

“Wait I’m not done?” Issei gulped. “What else is there?”

Her ill-fitting clothes tightened across her body making her gulp, worried about what the next change might be as large splotches of red and white suddenly appeared on them. The shirt sleeves on her top broke off and traveled down her arms.They rested on her lower bicep and continued down to her hands and formed into long red opera gloves. The top of her shirt receded, exposing her new cleavage as the part around her neck moved up and became a tight fitting choker. The top of her pants and the bottom of her pants merged together.  The bottom of her pants tore open and became a red skirt with white trimming. A large black belt appeared and wrapped around her slim waist and wrapped around it.

Her pants legs broke off from her lower body and started shrinking. The pants went down to her mid thigh and tightened as the bottom of her pants wrapped around her feet. A small heel formed in the back of them that lifted her off the ground as they rose higher. They finished changing into bright red thigh-high boots.

For a moment, the brunette thought she was done changing, until something plopped on her head and she reached up to grab it. She pulled it off and to her shock it was a bright red and white Christmas cap. The new woman placed it back on her head. Out of everything that had happened this was the least awkward thing to her.

Now that her clothes had finished changing, Issei ran to the window. The young woman almost toppled over from the bounce of her new boobs and her heals working against her. She jumped when she saw herself,her new boobs bouncing.

“Oww,” Issei cried as she her her boobs and tried to steady them, earning a moan from her own touch.

The new woman studied herself in the mirror, marveling at her newself. She knew she had become a sexpot, but seeing the new her only reinforced it and made her realize how much of one she was now.

“Damn I look good,” Issei admitted. She cocked her hip amd placed one of her hands, just like Akeno and Rias had done to him when they were showing their boobs off to him.

The brunette squeezed her own bust and a perverted grin spread across her face as she shivered in delight. God was this what the girls felt whenever she played with them. If so, then why didn’t they play with them more? She would have loved to have her boobs groped all the time in that case.

“Issei!” A familiar voice cried that made the former young man freeze. She turned and saw her loved ones standing there, staring at her in shock.

“Oh hey guys,” Issei said awkwardly with a weak grin. She waved at them and could her boobs jiggle slightly from her actions, making her smile grow. As weird as it was the delightful bounce of her new bust was a relaxing feeling when it wasn't too hard. She hoped they could fix the situation in a day or two. She wasn’t sure that she would be able to hold out being a girl unti next Christmas.