"Linda must be really careful with Sharon around," Jim pondered, "there's no way Sharon knows her mom is such a freak...does she?"
The thought of sexy, domineering Linda combined with the taboo of sexual activity with her pretty 18 year old daughter filled Jim's lustful thoughts for most of the way home. His cock was starting to ache, pressing into the pink sides of the cage, which added a new weight and bulge to his crotch.
Only a few minutes from home, Jim turned a corner, and stopped in shock, mouth gaping. In front of him was the biggest, juiciest ass he had ever seen, bent over in front of him.
A latina mom, bending down to pet her small dog, right in front of him, with an impossibly small pair of jorts riding up to act more like a thong than shorts. It was all Jim could do to not launch into this milfy mami's ass head first and worship her round cheeks. Jim's cock was twitching uncontrollably in his small cage, though luckily milfy mami seemed to not notice and continued walking down the street in front of him. Once she was at the next block, Jim hurriedly crossed the road and half-walked, half-ran the rest of the few hundred metres home, missing the side glance and smirk the latina subtly gave him, as Jim was filled with the nearly uncontrollable desire to hump a big, sexy ass.
Jim burst through the door of his house. No cars were in the driveway, and his sister shouldn't be home from her college classes yet, so Jim luckily had some time to himself. Jim immediately got his phone out and started looking for big booty porn, humping the air as his other hand undid his pants in the middle of the foyer. Jim groaned when he felt his cage, remembering Linda's control over him.
He ran to the kitchen, opening draws in a frenzy to try and find something that would pry the cage off of him. But to his dismay, a tool that would have any hope of success that has no risk of severe [censored] just didn't exist. With his phone, Jim googled "removing chastity cage". In his hurry, Jim had accidentally searched on the porn site, and his feed was now filled with woman clad in leather stocking, flicking, and laughing at caged cocks. Jim felt a kind of horniness he wasn't familiar with, not wanting to shove his (now caged) cock somewhere, but a horniness to the power the women in the videos showed. Scrolling down, one video showed a big vibrator on a caged cock and balls, making the cock drizzle out thick semen as the man's legs shook.
Another video showed a man tied up, with a sexy women fingering his exposed asshole as the man trembled in pleasure.
This gave Jim a wonderful idea to relieve his sexual tension. As much as he didn't want to think about his family's sexuality, his mother must have sexual needs. Sharon's mom is a freak, Jim figured his mom must have something that could help his predicament. Jim raced up to his mother's room, swearing to unpack this later, after his horniness had been dealt with. He started looking through some drawers, before finding his mother's underwear. Figuring he was on to something, Jim pushed aside some thongs and bras, making him shiver with excitement of the taboo act. Finally, his hand ran into his prize.
Jim pulled his hand out, bringing a vibrator with it, and a small pair of panties wrapped around it. It was the kind of vibrator Jim had seen online before, the women looked like they enjoyed it, and the man in the video Jim just watched certainly did. Jim jumped onto the bed, too busy to think if that was the best place, and placed the vibrator against his caged cock, turning it on.
The vibrations felt so good, unlike a sensation Jim had ever felt before. Just like the other video Jim watch, he lay on his back and began rubbing his asshole with his exposed hand, enjoying the exploratory feeling. Wanting more, Jim adjusted the vibrator to be on his balls sending shocks through his body, and his asshole pulsed against the external pressure from his fingers. The pressure was building, not like a normal orgasm feeling Jim was used to, but good nonetheless. Jim started bucking his hips into the vibrator, increasing the shocks it sent, especially when it reached down past his balls to beneath his asshole. With burst of courage, Jim angled his finger and plunged it into his ass, sending a final shockwave that sent him over the edge into ecstasy, his body trembling as he felt his thick cum ooze out of his cock. Panting, Jim enjoyed the feeling in his ass, though his cock felt different than usual post-orgasm, like it had been useless in the events, despite overall feeling more satisfied than before.
Jim looked down at the wet puddle beneath him, covering where his mother slept. Before any shame or guilt could set in, Jim heard a voice call his name.