First to Fall
“Ngg…What happened?” Tails groaned, his head rising up. He quickly realized his hands and legs were being held by cuffs, connected to chains, linked to the ground. He was in the air, in an X position, his gloves and shoes gone.
The room was dark, empty of all life beside him. Not a sound was heard, save for his own breathing. “Who are you? Why have you kidnapped me?” He asked the darkness, but was not met back with an answer.
Behind a one way window was a humanoid figure, lean, with a crown on his head. He heard a computerized voice say, “Subject is awake.”
He nodded his head, smiling as he replied, “Begin.”
The black floor opened up and long, metal tentacles slithered out of them and into the air, moving silently closer to Tails. At the end of all four tentacles was a glass syringe, ending in a sharp metal point. The sound of somekind of rushing liquid was heard as they were filled with a glowing, pink substance.
More tentacles came down from the ceiling, though Tails couldn’t see these. He would feel them though, as his head was caught in a pair of cold, metal hands. What followed was something rubbing against his lips, cheeks, and around his eyes.
Suddenly, the lights turned on and Tails was blinded for a moment as his eyes adjusted to the light. When he could finally see again, he saw a girl in front of him, staring into his eyes. She looked like a temptress, and he blushed, ferociously. Her lips had a thick layer of orange gloss on them, with matching mascara around her eyes and a faint, pink blush on her furry cheeks. Her eyelashes were longer, and each blink had a flirtatious gleam in those eyes. It was at that moment he realized something.
He was staring at his reflection! A mirror was being held by a pair of robotic arms, letting him see the results. The mechanical arms had glued eyelashes to his face and covered him in makeup until he looked like somekind of hooker.
“Ah!” Tails gasped as the syringes suddenly stabbed him at each arm and leg, and began to inject the pink substance into his body. As they did, the metal doors behind him slid open as a young human walked into the room. Once the syringes were empty, the metal bounds were opened, and the two tailed fox fell to the ground, coughing and hacking as the human watched. “Who are you? What did you do to me?!” He screamed, raising a hand to wipe off the makeup off his face, before falling over in pain.
“Don’t worry. It only hurts for a few seconds.”
Tails suddenly felt his body change. His skin became softer, and his crotch was tingling. He looked down and saw his dick and balls hanging from between his legs, his cock rock hard, and yet no bigger than a couple of inches. He felt his ass burning hot and turned around, seeing it grow in size, rivaling a certain female bat’s. He soon felt the same burning sensation on his hips, and his body soon became hourglass in shape. In fact, his entire appearance, save for his hard, little cock and lack of breasts, seemed like a fox counterpart of Rouge the Bat.
The orange fox suddenly felt something poke his cheek, and he would quickly realize that the human’s cock was rubbing against his face. The man had grabbed his head and rubbed his cheek against his erection, his pants tossed aside.
Normally, Tails would have attacked or flown off to escape, but he suddenly felt a painful urge for something he never expected. Sex. He craved it. He desired it. His body and mind lusted for sex, but not just any kind. His body felt a new longing for submissive sex with another man. Laying on his back while a real man fucked him, while he dressed up like a girl.
“C-cock,” he whispered, surprised to hear his voice so high and feminine. His painted lips wrapped around the hard dick and he began to move up and down on it, wildly sucking on it, the sound of his feminine moans filling the air. The blush on his face was soon met with his own, natural blush as he loudly sucked the rod.
Tails couldn’t believe what he was doing, but he couldn’t stop himself. As soon as his tongue touched the hard meat, he became addicted, and the sound of a cock being sucked by lips was music to his ears. With a loud pop, he was pulled off by the man, who held the back of his furry head in his hands.
“Hold on there, slut. What do you think you’re doing?” The human growled, keeping Tail’s mouth just out of reach of the cock.
The fox stuck his tongue out and waved it, just barely missing the drool covered cock. His eyes looked up at the human’s and he swallowed his spit as he replied, “I-I want your cock. Please, let me suck it.”
“Only gay sluts would suck cock when they’re wearing makeup. Is that what you are?” The human teased, smiling cruelly as tears were seen on the corner of Tails’ eyes. The fox nodded, but the man still refused. “Say it.”
“I’m a cock loving slut! I’m a gay, slut! Please, sir, let me suck on your strong, perfect cock,” the fox pleaded, his voice sounding like a girl’s. The human smiled as he grabbed Tails and lifted him up, before bringing him down, slowly pushing his erection into the changed boy’s asshole. “AH! It hurts…”
“Shut up. You just admitted to being a slut, and a real slut can take a cock up their ass!” The human showed no mercy and just pushed his dick deeper into Tails’ new, large, tight ass. He eventually stopped, when Tail’s ass was to his balls, letting the fox get used to it. “How does it feel now?”
“Good…Filling. It feels so good, sir.”
“Call me Master. Now wrap your arms around my neck,” Master ordered, placing his hands on Tail’s ass and lifting him up, only to bring him down on his cock. The slut let out a series of girly moans, before gasping cutely as the human kissed him.
Everything started coming together, or falling apart, one might say. Tails embraced his Master, his muffled moans filling the air as he rode the cock. Cute little gasps and screams were mixed in, as the man slapped his fat ass and their tongues wrestled against each other.
Master suddenly pulled away from the kiss, watching Tails lick up the trail of saliva between their mouths, before he suddenly stood up, dropping the fox on the floor. He looked up at the human in confusion as he just smiled, smugly.
“You want more? Turn around, get on all fours, and shake that big booty for me, but if you do, you become my slave. You’ll think of yourself as a slutty, faggot who loves wearing girl clothes and makeup. If you become my slave, you’re my slave forever. There is no way out, and no one above me. Your choice, whore.”
Tails gazed at the human man and then at his still hard cock. He saw a drop of his pre cum leak out and drop down, hitting the ground. The girly fox licked his lips and spun around, quickly shaking his huge ass.
“Talk dirty, slut. Let me hear you embrace being my slave.”
“Fuck me! Fuck my ass, Master! Tame it! I want nothing more than your hard shaft!” The humiliated and blushing fox no longer cared for his friends. They were the past, and his Master was his present and future.
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A few days after Tails first fucking, the boy had since mastered imitating a girl. In fact, Master found ‘her’ doing ‘her’ makeup as his machines worked. She was applying another layer of lipstick to her lips as she watched his machines, helping when needed.
'She' was wearing a pink corset, and matching high heels. His twin tails swayed, as if inviting any gazers to come and fuck his ass, and each of his nails were painted orange, like his lips. On his ass was a tattoo. A pink heart, with the words COCK LOVER, in gold, within it.
He suddenly smiled and turned to see his Master walking in. Tails walked towards him, his hips swaying like his tails, before he threw his arms around Master and kissed him. “Fuck me, Master. Right here. Right now.”
END
I love humiliation, and one of my favorite kinds is fucking a straight boy, like Tails, and turning them into a gay, girly, slutty, bitch.
Tell me if you want more, and which male Sonic character you want next. If you would want a prequel explaining who this Master is, tell me, and I’ll include it. If you prefer him ambiguous so you can put yourself in his position, then tell me, and I will keep it unknown.