Tails could hardly believe the situation he was in. Yet, he couldn't help but force a strained smile. He had really fallen hard now.
At that very moment, his friends had come over. They had not seen him for weeks and wanted to catch up on him. Sonic, Knuckles, Amy, even Cream. They didn't catch him crossdressing, and Tails thanked the Gods for that, but they did come to him at a very inconvenient time.
See, Tails was masturbating. And he wasn't stroking his dick, he had actually bought a new toy. Something called an aneros. A lot of people on the forum said that it was the perfect toy for a first timer, as well as a reliable favorite for veteran femboys. They even sent him instructions on how to get the best feelings out of such a simple toy.
Usually, he did the deed in his basement or his bedroom, but for whatever reason, he decided to masturbate in the living room. So there he was, naked—well, he was always naked, now that he thought about it, so nobody was any the wiser—with a toy up his butt, a pillow over his hardened dick, and surrounded by his friends.
"So, Tails," Sonic said, sitting next to him on the couch, "what cha' working on?"
"H-Huh?" Tails squeaked out.
"You know, you usually keep to yourself this long when you're working on something," Sonic continued. "What is it? Some sorta mech suit now?"
"Uh, n-no," Tails stuttered. "I've just been . . . t-tinkering . . . on some stuff, and thinking . . . about myself mostly."
"You sick, Tails?" Knuckles asked, and leaned over from his recliner to touch his forehead. "You seem hot."
"And what's that smell?" Amy noted. "You've been cleaning up here, Tails?"
Cream took a whiff of the air. "It smells a little stinky, but . . . also sweet?"
"Y-Yeah, umm . . . I was doing something with . . . uh . . . sulfur, and sprayed some stuff to get rid of the smell."
"Well, whatever," Sonic said. "Hey, I can tell you've been cooped up in here for a while. How about we go out and get some fresh air, huh?"
"Yeah! Let's go play!" Cream cheered and rushed over to him. She grabbed his arms and nearly pulled him out of the seat and revealed his secrets to all his friends.
But Tails, by sheer willpower and shame, kept to the couch like white on rice.
"I-I don't know guys, it's . . . pretty late, don't you think?" he asked.
"Night life, baby," Amy said. "Come on, it's been so long since we've last hung out."
"Yeah, we can go to that Italian place you like, check out some bookstores." Knuckles gave Tails a playful punch on the arm. Needless to say, he wanted to tear the echidna's head off his body, or make love to him on the spot.
The punch sent a tremor to the toy in his ass and tricked his brain into giving him a tiny orgasm. He bit his tongue to cancel out the pleasure, but he couldn't help but squirt out a few drops of clear cum onto his pillow. His body shuddered and he nearly moaned.
"O-Okay," Tails let out, hoping he didn't sound too sensual. "L-Let's go."
His friends cheered. Sonic smacked his shoulder. Knuckles punched his arm some more. Amy patted his head. And Cream tried to yank him off the couch again. Tails didn't know that he could both hate and love a group of people as much as he did. He kept his cool and his ass seated.
"I'm going to get changed," he said. "You guys can go to the garage and pick out which car to take."
Sonic and Knuckles jumped in the air, high fived, and ran out of the room. Amy followed behind. Cream lingered a bit and sat beside him.
"U-Um, Cream?" Tails stuttered. "Aren't you going?"
The rabbit girl tilted her head. "Something seems off about you."
"W-What do you mean?"
"You look . . . prettier?"
"Oh, uh . . . thank you?"
Cream giggled and, unexpectedly, kissed his cheek. "I like it. You look nice."
Tails blushed as the girl ran off to the garage. Once he was in the clear, he covered the wet spot on the couch cushion with his wet pillow, and hoped that nobody decided to stay the night. Without even taking the aneros out of his ass, he rushed upstairs to his bedroom to change.
He looked at himself in the mirror. He saw his slim body. The trail of liquid between his thighs. His nipples that barely poked out of his fur. He turned around and saw the plastic grip of the toy in his ass, ravaging his body even as he stood there.
A single thought crossed his mind.
I don't want to take this out, Tails realized.
But that was a stupid thought. He had to take it out . . . right? He couldn't spend the entire night with his friends with that thing in his ass . . . right?
"I can't hide my boner," he said, and quietly muttered, "no matter how little it is."
The slight self-degradation pleasantly sent a shiver down his spine. He knew, deep down, that there was something wrong with him. Something in him had changed. He had to stop. And yet, as if possessed and against his better judgment, Tails went below his bed and took out a box. It contained something that he never really had the guts to try, but always wanted to.
A chastity cage.
That would hide his boner, the problem was, he was hard. But the forums did talk about this. Sometimes, horny femboys got hard just imagining wearing a chastity cage, one solution . . . was to flick your balls. The pain would cause you to go flaccid, so long as you weren't a huge masochist.
Tails looked at himself in the mirror. He placed the chastity cage in front of his penis. There was still time to back out. To put the cage away, take the aneros out, and have a normal night with his friends. But the angel on his shoulder was gone. The devil controlled his right hand, his fingers.
Flick. Flick. Flick.
His boner was gone, as well as his self respect. All that was left was a hopeless pervert, caged up and ass filled. He put on a pair of shorts, normal shorts for normal boys. As well as a t-shirt, with no depraved writing or image whatsoever.
Tails put the key inside the drawer beside his bed and gave himself one last look. Nobody could tell that there was a pervert underneath the clothes. His penis ached inside his chastity cage. The aneros, nothing more than a hard piece of plastic, violated his prostate with each passing moment.
He almost backed out, if it wasn't for Sonic calling out for him.
"Hey, Tails!" the blue hedgehog yelled. "You coming?"
"No," Tails whispered. "I'm not."
And he left to join his friends.
