Alex in Wonderland

DISCLAIMER-This is a series of fan fiction, most of the characters in this series follow on from ONLINE CHASTITY by FICT which can be found in the BDSM part of Literotica. This is just my view of what the paths the original characters in the original series could have taken, You should read Online Chastity chapters 1-6 to see how Alex ended up here.

(This is the conversation that took place between Sam and Tam on the other side of the mirror while Alex was positioned in front of the silicone pussy for the first time. He could see them talking but was unable to hear them.)

"Oh my God!" Tam squealed. "Was that Alex?"

She looked over towards Sam who was sitting with a large grin on her face looking at the window that was now a mirror again. Despite only catching a brief glimpse of the person furiously fucking the silicone pussy he was clearly naked, collared, leashed, bound, gagged and wearing a pair of women's high heeled shoes.

"You would be surprised at what some men will do when they want to cum!" Sam said with a laugh. "The funny thing is he willingly put himself into that position and it's what he wants, he just doesn't fully know it yet!"

Tam was speechless, she knew what Sam's intentions were with Alex but to see it put into practice so quickly astounded her. "So he agreed to this? That's amazing!" She said.

Sam laughed again and said. "I told you he wants to cum and right now behind that mirror there is a battle going on between his brain and his cock. My money is on his cock!"

"My God that is so sexy!" Tam exclaimed.

"Why don't we move closer so we can get a better view? What do you say?" Sam asked.

Tam nodded enthusiastically, so they both got a dining chair each and sat in front of the mirror as though they were settling down to watch TV.

"Aren't you worried that he might go to the police after this?" Tam asked.

"Don't worry about that honey." Sam replied. "I turned the loft cameras on just before he arrived and gave him one final chance to avoid this and free himself from the chastity cage. He chose to lock himself back up and give me control of his cock but I failed to go into what that meant exactly!"

"You are one devious bitch!" Tam laughed and then said. "But he looks so sweet and innocent."

"Oh I'm not going to hurt him," Sam assured her. "But I intend to have lots of fun with him! I spent two hours getting to know him and his cock and right now he is feeling very very horny behind there and I know what he wants!"

Tam pondered on this and began looking around the loft to try to see the hidden cameras that Sam claimed to have. On seeing this Sam said. "I have switched off the cameras in this room honey so feel free to say what you like."

"What do you suppose he is thinking behind there?" Tam asked, still confused.

"Well he knows you saw him in the humiliating situation he now finds himself in and is now deciding if the humiliation is worth an orgasm." Sam replied. "What he still doesn't realise is what turns him on the most."

"So what does turn him on the most?" Tam asked.

"The fact that he is desperate to cum, is in bondage that he cannot escape from and has to humiliate himself in from of two women to get off." Sam said.

At this point the two women lapsed into silence an began taking sips from the coffees they were holding.

Soon enough the light in the room behind the mirror came on and they could see Alex begin positioning his cock at the entrance to the silicone pussy once again. Tam immediately took her phone out of her pocket and began recording Alex in all his humiliating glory.

"Looks like his cock beat his brain!" Sam exclaimed.

Both women leaned forward on the edge of their chairs intent on and clearly enjoying the display before them. They could see the head of Alex's cock appearing and then disappearing from the end of the silicone pussy with each thrust.

All too soon however Alex's cock was spurting his load over the back of the mirror and Alex was in the throes of ecstasy with the head of his cock showing through the back of the pussy. He was also shaking and his head was tilted back enjoying the orgasm he had clearly been long denied. As Alex came down from his high he looked straight ahead and saw the two women looking at him with obvious satisfaction on their faces. He pulled his cock out of the pussy, stood up and the room went dark again.

"That was over all too quickly." Tam said looking crestfallen.

"You have just given me an idea." Sam replied. She got her phone out and pushed a button and said. "Pet, Tam thinks you came too fast. She would like you to try again."

Tam looked at Sam with some alarm but Sam just smiled and said. "Let's see where this goes shall we?"

After a short while Sam said, "Pet, stick you cock back in and cum again for us."

"What are you going to do if he refuses?" Tam asked.

Sam merely smiled again and pushed another button on her phone. Almost instantly the light came back on an they could see Alex putting his fully erect cock back into the pussy."

"Remember, Pet, I don't like asking twice. Now cum again for us."

"What did you do?" Tam asked with a look of concern as Alex began fucking the pussy in earnest once again.

"That's a metal shock collar around his neck and connected to my phone via bluetooth." Sam replied. "But don't worry it's on the lowest setting and it just gives him a jolt to get him to do as he is told." She finished with some satisfaction.

The women settled down to watch Alex fuck the silicone pussy a second time and this time around he was clearly going to last longer. They could clearly see the anguish on Alex's face but could also see something else as he pumped away at the pussy.

"It looks like he's beginning to enjoy this. Tam said. "Look at his face. Is he smiling?"

"Well we'll have to do something about that. Sam replied. Once again Sam pushed a button on her phone, looked over at Tam and yet again smiled. "My lofthouse is full of surprises." She said cryptically.

On the other side of the mirror Alex was fucking the pussy relentlessly and was looking at the two women. Despite the obvious humiliation of the situation he found himself in he still felt incredibly horny and after all, this is what he wanted wasn't it? He found himself beginning to smile behind the gag in his mouth at his situation as he continued to fuck the pussy as he had been told.

"I think you are enjoying yourself too much, Pet." He heard Sam's voice say over the intercom. "So I thought I would do something about it."

Alex heard some machinery begin to whirl ahead and above him and noticed that two large TV screens began to descend from the ceiling on either side of the mirror. He looked at the blank screens with some trepidation as he continued his show for the two women.

"I hope you enjoy the show as much as us, Pet." He heard Sam say. "Who knows maybe this will make the internet!"

Both of the screens came to life at the same time and Alex's smile instantly disappeared and his heart sank. On the left screen he could clearly see a full frontal display of himself fucking the silicone pussy. The picture on the screen on the right clearly came from a camera somewhere behind him as he could see a rear view of himself. His eyes went wide open and he stopped fucking the pussy until he felt a jolt against his neck from the collar.

"I did not say you could stop, Pet." Sam said over the intercom.

Alex's mind was now a whirlwind of emotions. In a matter of seconds he had gone from a feeling of humiliation, satisfaction, euphoria to a feeling of utter despair.

Had he really done the right thing allowing Sam control of his cock? He kept fucking the silicone pussy knowing now that it was all being recorded and his gaze was alternating from the two women watching and his own show on the TV screens.

Yet he still found this an incredible turn on.....