That was, until Teddy had moved closer, wearing only a thong, her nipples pressing against Gabe's chest as one finger traced up his cock cage, tormenting him back into an unequal state of animal lust.
The next day she let Gabe out of his cock cage for a bath. Gabe was nearly hard before she unlocked it, the skin painfully grinding against the holes in the plastic sheath. She had to slap his hands away few times as Gabe tried to involuntarily grab at his desperate impatient sex.
"I guess I'm gonna have to be the one that washes that stinky thing," Teddy said with a sigh.
Gabe really should've thought about it. He should've wondered how someone who looked at his penis with such jest could have actually put it inside of them.
But Gabe was too horny to think clearly about his own romantic fantasies.
The teen remembered how she rubbed the washcloth on his cock, clearly enjoying the shuddering gasp that he let out. it was everything, every touch, every tingle running up the length of his urethra, making Gabe feel as though he could shoot right then.
"If you cum all over my hand, this all starts over, and you get two weeks," Teddy said.
She took him so close right to the edge that Gabe was the one who had to break away, retreating underneath the bubbles of the bath, desperately grinding his penis against the side of the tub before being able to control himself.
Gabe might have cum just like that into the bath water if it hadn't been for her bittersweet threat.
Then she shaved him, making her brother do the lathering, until Gabe was completely bare and beautiful. Inspecting her work, she slapped her hands together, then shrugged her shoulders.
"I thought it would make it look even bigger but oh well. Get back in your cage."
And that's how the week went. While staying at her house, Gabe did all the chores, fucked himself on command with the dildo, and suffered as she teased him. She did everything she could, finding all sorts of costumes, dressing in front of him, flaunting her body, Gabe unable to even touch her. Even if he could, unable to do anything with his limp, caged dick.
Gabe was worse than a squire, feeling every desire about the naked girl parading around in front of him, relishing in the attention she got from keeping him keyed up, perpetually on the edge of orgasm.
It was the last day, one week of chastity, but Gabe knew better than ask. He waited at the house all night while Teddy was out, cleaning and rubbing his balls, the only way he could achieve any sort of stimulation.
Gabe even thought about using the dildo.
He was in her room, folding her lingerie when Teddy came home, carrying a strange black plastic bag.
"Oh right," She said, pretending to forget. "That's today. Okay, I'll unlock you. I suppose you've been good enough to fuck."
She undressed, making a presentation as she stepped out of her clothing slowly. Her fingers teased Gabe through the cage, again causing him to swell like she had so many times over the week. She was agonizingly slow, eventually unlocking his cock cage, pulling out his stiff hanging prick from the plastic. To his surprise, it didn't get hard, not that quick, not even as she started stroking for him.
For a second there, it was like Gabe couldn't even feel her touch. His cock was so used to being restricted that the sensation barely registered. There was a moment when she was on her knees in front of him when Gabe imagined what it would be like to have his sister's wet mouth completely engulf my 4 inch long cock, taking him at once in her mouth and sucking him until all of his load splashed out onto her naked body.
"You've been so good today, I'll let you touch one part of my body before I fuck you."
It was such a terrible choice to make. But almost immediately Gabe pointed at her breasts, wanting to know most of all what they felt like without the towel between them.
On the plus side, I'd at least get to feel her pussy with my dick right?
She took off her black shirt, laughing a little bit as Gabe awkwardly moved his hands forward, cupping around her nipples, pawing at them. He'd seen them so much over the past week, but he'd never touched them
"Now, now that's enough," Teddy commanded. "Pull down your pants and bend over the bed.
Gabe did not miss a beat, completely naked from the waist down.
"Now close your eyes..."
Gabe didn't dare at this peek. He didn't want to take the risk of pissing her off- stopping her right before he was so close. It had been an awful week, the boy's cock was hard and rubbing against the side of his mattress, so ready to feel the inside of his sister's vagina for the first time.
Gabe heard the rustle of something being unwrapped, then felt something moving against his butt. He tried to move away for a second, but Teddy grabbed him by the balls, pulling hard and down. He submitted, letting out a howl of pain. Then Teddy started grasping the shaft, stroking him as she moved forward. Gabe tried to move, but she squeezed tightly. He stayed still fighting a little bit as the strange thing made its way inside his ass.
Gabe tried to clench, but his hole opened up, accepting the new dildo with a wince of pain.
"You said you wanted your sister to fuck you, right?" Teddy said.
Now she was fucking him, just not in the way he always imagined.
The worst part was how hard Gabe was. After a week of being denied, his cock sprang awkwardly up as she moved inside of him, humping the side of the bed as she fucked her naughty brother.
She pulled out again, squirting lube on the shaft of her strap-on. Gabe couldn't help it; he turned and saw it. The thing was fucking huge! It must've been three or four times his size, and so thick...
Gabe didn't have much time to look at the dildo or harness before she teased him with the tip in his already abused hole.
But something about it felt unnaturally awesome.
"You want me to stop?" She asked before ramming it into her brother again.
"No, please don't stop..."
The worst and most chilling thing of all was that Gabe meant it
There had been lube, Gabe didn't know how he would've taken it otherwise. But she hadn't explored him first with her fingers or warmed him up at all. There was just the large head of her oversized toy cock burying into him, driving into his ass, making Gabe see stars and shout obscenities as the boy threw himself away from her monstrous dildo.
Gabe didn't know what was in it for her. He guessed it was a sense of sadistic pleasure that bubbled through to the surface. She never came, never even taking her panties off, her breasts heaving with each thrust.
But she laughed. That harsh penetrating sound burned in Gabe's ears as she watched him thrash around on the bed trying to claw his way free from the ravaging in his ass.
But now came the change. His ass adjusted, finding a weird, sick sort of pleasure in the rubbing of the big cock against his prostate. Yes, it was too big. It hurt, filling him up completely, but Gabe threw himself back at her, doing half of the fucking, lost completely to lust, not able to understand why how he could submit to such a submissive act of femininity.
"You like this, huh? You like being fucked like a gay dude?"
She made Gabe admit it.
Gabe didn't care that she was making him turn in his man card. There was nothing Gabe wanted more than to have this feeling keep going forever, to expand in his ass again and again until the boy forgot all about his cock, the source of such desire and misery all through this week.
Teddy's hand touched his shaft, her hips bucking against Gabe's as perspiration dripped down her face. strap on sliding in and out of him with such force that he thought he'd snap into at any moment. But Gabe didn't. He grew closer and closer to the edge, about to come in any second.
Gabe didn't ask.
He just couldn't.
He was too overwhelmed with the pleasure inside his no longer virgin hole.
Gabe didn't even think it was her hand on me that actually caused him to cum. She was barely moving it, more focused on using her hips to thrust into him as fast as she could.
The boy started coming, the normally rapturous ecstasy compounded by the week of denial. The first shot of ejaculate shot violently out, landing on the bed near his face. She let go, leaving her brother cruelly rubbing against the bed trying to coax out the last bit of pleasure from Gabe's cock, his face rubbing against the semen stained sheets.
Gabe didn't know it at the time, but his orgasm had been ruined. The last few shots came out hollow, leaving him still her desperate plaything.
She pulled out, the pain worse yet incredible, leaving Gabe lying in a mess of my own cum.
But technically, he was no longer a virgin.
His sister had really fucked him good.
