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Chapter 1

"No! Please give me another chance!"

Naruto cried out in shock, tears building up in his eyes while his twin sister Mito snickered in the background before being silenced by a pinch to the ear by Kushina, giving her a warning glare. 

"....Naruto, I'm sorry but this was the third time you failed to pass the exam. I don't see a point in wasting any more of your life away at the academy. You are already 16 years old, it's time to look for a different career path. Not everyone has what it takes to become a shinobi.... there's no shame in that." Kushina said with an awkward smile. "While you may have slightly above average chakra reserves due to being an Uzumaki.... it just isn't enough to overlook everything else. Your father made a lot of powerful enemies before he died and they won't stop at nothing to kill us... it would be a death sentence if you stepped a foot out of this village-"

"ITS NO FAIR! I failed because you never trained me like you do Mito!" Naruto yelled angrily, pointing at Mito who poked out her tongue tauntingly. "If you jus-"

"ENOUGH!" Kushina snapped in annoyance. "You should already know she needs extra training due to containing the Yin half of the Kyuubi. No amount of arguing is going to change my decision mister! Now go to your room! I will find something for you to do in the morning!"

With a huff an angry huff Naruto went upstairs and slammed the door.

Kushina released a sigh of sadness before leaving together with Mito to train, having promised to teach her a new fire jutsu. 

2 years later

"Mito! What did you do with my clothes!" Naruto shouts angrily, rushing downstairs in nothing but a towel. 

"They're in your room," Mito said with a raised eyebrow.

"No the-"

Naruto was silenced with a slap to the face.

"How dare you accuse me of lying! While I did throw out those old raggy clothes I took the liberty of preparing an entirely new wardrobe and put them in your new room. " Mito emphasized as Naruto rubbed his stinging cheek. "A room befitting your new status," Mito said in a serious tone much to his bafflement.

Gritting her teeth Mito continued.

"I'm tired of seeing you laze around doing nothing while mouching off the clan funds. You are a grown-ass man yet you don't even attempt to find a job! You're an embarrassment to the clan! The only reason you haven't been disowned yet is because you keep guilt-tripping mom over her supposed favoritism!" Mito yelled making him look down at his feet in guilt. "Too bad for you I'm in charge now! 

Naruto gave her a surprised look.

"You mea-"

"Yes, I'm now the new clan head!" Mito declared proudly, "Mom decided to retire and is taking a well-deserved vacation, she won't be back for a couple of months," Mito said with a sinister grin making Naruto shiver. "I feel a loser like you is unfit to be a real Uzumaki so my first decree as clan head is to create a subdivision of the clan and make you our first-ever branch member, Congratulations." She clapped mockingly.

Naruto opened his mouth to protest but was slapped again.

"I hear any protest and you are out on the streets! Now let me show you your new room," Mito said with a strained smile, pulling Naruto's arm she dragged him to a life-sized painting of the Kyuubi in the laundry room and slid it to the side revealing a hidden entrance. "This is the previously unused servants' quarters... now it's your new living space." 

Mito explained escorting him into the room.

It had to be the smallest room he had ever seen. The room was a third of the size of his old one, with a small uncomfortable-looking futon in the corner and the majority of the space being taken up by a massive Wardrobe with a mirror on it. 

"Cramped isn't it." Mito said mockingly, "But it's more than a failure like you deserve."

Naruto flinched at that, not understanding why his sister hated him so much.

Opening the wardrobe Mito tossed a pile of clothes on the bed.

"This is your new uniform, get dressed." Mito motioned for him to hurry up.

Naruto took one look at the clothes and cringed, glancing at Mito in confusion.

"I'm not joking," Mito demanded in a strict tone, making him glance back at the exit in consideration, wondering if being disowned was the better option.

"...fine," Naruto mumbled in defeat, reluctantly removing his towel and putting it on.

Taking a deep shaky breath Naruto stepped into a pair of white women's panties and struggled a bit to clip on a matching padded bra. Next, he put on a black servant dress that reached to his ankles along with a white apron. Slipping on black high-heeled shoes Naruto stumbled around as Mito grabbed a bonnet and placed it on his head. 

"Stand up straight" Mito ordered in a harsh tone, making Naruto go stiff as a board.

With a sneer, Mito laughed

"Never much of a man to begin with, this look suits you" Mito taunted much to Naruto's embarrassment. "So here are the new ground rules..."

6 months later

"Naruto, are you sure you want to go through with this?" Kushina asked again with a tinge of sadness in her voice. "Once you go through with this there's no turning back."

In the middle of a complex sealing matrix was a naked Naruto covered in multiple seals.

"N- Yes." Naruto said seeing Mito shoot him a deathglare.

Sighing in sadness Kushina went through some seals.

"True Transformation Jutsu"

Naruto writhed in agony as the seals glowed a bright pink color as they wrapped around Naruto's body like a cacoon. After a few minutes, the seals dissipated leaving an unconscious sexy bombshell of a woman behind. Hovering over him Kushina checked him over with a medical Jutsu finding nothing wrong.

"I guess we no longer have a son, but another daughter." Kushina looked at her transformed son sadly, no longer seeing the uncanny image of her late husband. 

Mito on the other hand was ecstatic to see her brother finally lose his manhood.

'Oh, I wonder who I should set hi-her up with.' Mito chuckled sadistically.