The Dildo Squatting Test

Jake here has a problem. He doesn't want to be gay. He like's being straight, and that's the way he want's it to stay. The thought of bottoming for some dude is just wrong, but the thought of pounding a chick, well that's right. The truth is he's only a few inches from being a cock slut, and once there he knows he'll never be able to turn back.

He's been squatting over this dildo for what seem's like hours now, and his legs, with an emphasis on the knees, are getting quite sore and tired. So he began to falter and go down some, making the head of the dildo begin to press up against virgin anal pucker. Within a few more seconds the dildo was traveling just the tiniest bit up his anal passage.

This is a test, one he's going to pass, one he has to pass. He didn't particularly want to take this test, his was his demented, supermodel, super wealthy girlfriend Cindy who decided this. She had more or less tricked him. See he had never been able to figure out how he managed to score such a trophy of a girl, and he wasn't about to lose such a prize. He was the perfect gentleman, and after a month of waiting she finally was ready to have sex, "the best sex of your life" she had called it. But there was a catch, he first had to pass what she called a simple test. He agreed at once, as all Cindy's victims always do, but now Jake wishes he would have heard the rules first.

 The rules were that he had to squat, bare but naked over this straight up dildo, and prevent the dildo from going fully up his asshole. If he could keep this from happening and stay squatting for six hours than he could have her and all the money and pussy he could ever want. But were he to fail the test and slide completely down on the dildo, than he would become a gay, cock slut, nasty dick addicted, male whore for the rest of his days.

He didn't think it would be too hard to get through the test. He thought it to be some kind of joke really at first, until she demonstrated that she really did have magical powers and all of this was for real. Still he was a man, and he knew he could beat this. But there he was, only half way through and the dildo was already beginning to begin its voyage up his ass. He didn't know how he was going to make it for another three hours, let alone three minutes.

He told her to forget the test, that he would just leave and forget all about her. But Cindy said that wasn't an option and that if he tried to stop the test now, he would find himself in an even worse predicament. So he continued on.

A few more minutes passed, and now with his hole having adjusted to the small beginning intrusion of the dildo head, he found himself briefly wondering what it might be like  if it went up his ass just a little more. This thought scared him, but he continued on, shaking it from his head.

Another hour passed and he found the dildo sliding up a little more ways up his passage. It was amazing how smooth it felt going in, no friction, and he guessed that the dildo must have been enchanted to lube itself or something along that line. There was zero pain, just a new sensation that was setting his nerves on fire in ecstasy. He found that he wanted more. He needed more. But he knew he couldn't go down any farther no matter what these false thoughts and feelings told him. He couldn't help his dick from growing hard though, nor could he help reaching down and stroking his shaft.

After another ten minutes Jake couldn't take the want and need no more and plunged his ass all the way down, taking the entire thing up his ass and sealing his fate as Cindy's victims always do. He was lost in lust and fucked him self with that dildo till he came harder than he ever had before. His new life had now begun. And what was this new life? Well he became a male gigolo, and nothing was off limits for his clients. And Cindy was his pimp, all earnings Jake mad went directly to her. He was just now another member of her male harem, or more accurately, male collection.