Option 1

The cursor hovered over the little "X" to close the tab, but he couldn't bring himself to do it.

I must be crazy. He thought. There's no way looking at it for a little while will do me any harm!

It sounded rational in his head, but he had no idea what lay ahead of him. The tab opened and he clicked on the first gif, "sissyhypno001.gif", and was immediately bombarded with images of huge cocks, cum, happy bimbos, flashing lights, and flashing words. His little penis sprung to attention and made a tiny tent in his boxer shorts. He continued with image after image, until he closed his eyes and saw cocks and cum. For almost an hour he read through the entire thread, getting lost in the images, and drinking up the stories people had left about how these gifs and how they had ruined their minds. When he finally got to the end, he immediately went back to the top of the page and started again.

John was completely unaware of how much time was going by until the halftime commentary kicked in. At that point he stepped away for a minute to go upstairs and get some food and something to drink. When he got back down to the basement he realized that he had gone up with the intention to get a soda and some chips, he had come back down with a banana and some water. As he tried to figure out how that had happened, a thought crept into his mind about how nobody likes a chubby sissy and he'd better keep his figure trim. In a similar strain there was a nagging thought in the back of his head to see how far down his throat he could get the banana.

John initially pushed that thought out of his head, but as he continued onto sissy tumblr pages, he found himself more and more curious. Whether he realized it or not, he had been stroking the banana as if it were a cock.

How hard can it be? He wondered.

Without a second thought, he peeled the banana and proceeded to bring it up to his mouth. One, two, and three inches disappeared into his mouth before he hit the back of his throat and gagged. John pulled the banana back out a bit and tried again, while actively trying to fight his gag reflex, but it was too sensitive. After a third attempt, he decided that was enough for the day and started to snack on it.

The rest of the day flew by and, even while eating with his parents and watching the Sunday night game with his Dad, John could not get the hypno images out of head. Thankfully, he had been smart enough to put on a pair of compression shorts to keep his little "clit" (as the hypno sites had called it) in check. His sleep that night was restless, filled with images of huge cocks blowing their loads. Filthy sissy sluts getting pounded in the ass, their little clits leaking and dangling uselessly beneath the monsters that destroyed their asses. When John woke up he had, for the second time, cum without touching his clit and experienced his first wet dream.

Maybe those hypno gifs had more of an impact than I thought. He realized.

Nevertheless, he spent the next week looking for new gifs, videos, audio files, and stories. Anything to help him get his fix. He even went out and spent some of his birthday money on tiny thongs that he could wear under his normal clothing. He had also started to wear wigs around the house, when his parents were out at work. Every night for the next week he had dreams filled with Sissy images and had wet dreams during the night. He also started to notice that whenever he was wearing panties and looking at sissy things his clit would start to leak, which was very exciting for him.

Soon enough it was Sunday and John was eagerly waiting for the return of Crystal. He had put on a pair of loose shorts, a simple white t-shirt, his tiniest thong on underneath, and a wig hidden under the couch cushions. Just before the 1PM game was about to end the basement door opened up.

"John?" His Dad yelled down.

"Yeah?" John responded.

"Your Mother and I are going out to a party at the Jefferson's. We'll be back later tonight."

"Okay, Dad. Have fun!" John said.

His heart began pounding as he heard the door close and watched the car pull out of the driveway. Immediately, John ripped off all of his clothes, minus the thong and put his wig on. Not a moment later a puff of pink smoke appeared at the foot of the stairs. There was Crystal, dressed in a hot pink, latex catsuit and clear six inch platform heels.