This story is part of the series:
The room was completely dark except for a small area in the middle where a table and a chair were placed. Holly entered the room barefoot. The only thing covering her skinny body was her translucent white dress. Her blonde hair was falling freely around her shoulders as she stepped into the light.
"Of your choosing" a male voice said.
Holly nodded and reached for the dildos on the table. She knew the importance of this moment and she definately didn't want to be laughed at so she looked carefully before picking one. The one she chose was definately bigger than whas she was used to but she liked pushing her limits and it definately didn't seem to her like an impossible task.
"This one" she turned around, towards the place where the male voice had come from. A small red light was flickering indicating that the camera was already recording.
"Good." Holly couldn't see anything outside but she was sure that someone lit a cigarette in the distance. "You may start" the man added after the pause.
Holly took a deep breath and put the dildo in the middle of the chair. It's vacuum based attached right away to the surface. She then lifted her dress and leaned slightly forward trying to position her vagina above the plastic dildo.
"Ass" the male voice was very firm.
Holly started sweting. Once and for all she understood the grave mistake she had just made.
"But...." she tried to say something but the camera continued its recording mercilessly.
"I won't repeat"
It was clear that she did not have any more space for hesitation so she moved her ass a little repositioning herself. Once again she took another deep breath and lowered herself. The tip of the dildo pressed against her sphincter which caused her to feel very sharp pain. Holly reminded herself about the last time she had a cock in her asshole and tried to relax in the same way.
After another 3 or 4 attempts the tip of the dildo was inside of her rear entrance. From this point on Holly started working as hard as she could on the phallus. She placed her hands behind her head and started lowering herself slowly, the lifting herself slightly before ultimately repeating the cycle. Her dress was softly emphasizing the quialitties of her skinny body, especially her tiny medium sized rocket boobs which were now bouncing gently following the movements of her body.
Holly was well aware of her task and she knew that the only way go through this was to play the game. Relentlessly she caressed the plastic toy with her ass making sure that the toy sank deeper and deeper in the abyss of her anal passage. Her tits bounced captivatingly under her airy transparent dress as she rode the dildo. Despite the cold air in the room Holly was sweating.
A silent "Aaaargh...." suddenly came out of her mouth. This was the only thing her brain managed to invent as a reaction when the nerve endings around her asshole declared an emergency. Holly had impaled herself fully on the plastic monster.
Still struggling to accomodate the full length of the dildo inside rearranging the interior of her anal tract, Holly's arms were tied behind the back of the chair, while her ankles were very tihhtly strapped to the legs of the chair. The front side of the translucent dress was then ripped and the thin cloth fell down touching the ground. Although the dress didn't hide anything at all before being ripped apart, Holly was now literally fully exposed in front of the camera.
The male then took out a small scalpel and without any warning he spread Holly's exposed cunt and with skillful movements he cut the flesh around her clitoris. Two painful seconds later Holly's clit was unhooded and throbbing. Small drops of blood were dripping down on her cunt.
"Don't you worry, little cumbot. We are almost done."
Having said that, he placed a giant vibrator on her pulsating cunt, fixed it carefully and turned it on. Holly looked down in horror as the tool was pressed firmly against her unhooded clit and was immediately turned on maximum.
Holly was quickly surprised by the pleasurable feeling overwhelming her body, but she only realized how much she craved that orgasm only a two minutes later when her brain almost melted by the waves of pleasure. This was her first time cumming with such an enormous monster buried in her asshole, but also she was on video.
Hollly having an orgasm did not meant that the vibrator will be switched off by any means. She had to endure a couple of hours of torture and pleasure until she could not make any difference what is reality.
...
a couple of months later
Holly felt the urge again. She barely made it home and her jeans were already halfway down. She looked down - between her legs was her throbbing circumcised clit. Not being able to wait any longer she pushed two fingers inside her wet cunt and started masturbating. Then she added another finger while slowly making her way towards her bedroom. When she got there, her whole fist was already inside of her greedy cunt. Holly stood in front of the mirror and continued fisting herself. Having her hand inside of her vagina she could distinctly feel the buttplug which she had kept the day buried in her ass. Then she looked her eyes in the mirror and continued until she had a brain melting orgasm.
Half naked, her cunt and plugged ass pulsating from the immense pleasure, she lied down and stared blankly at the ceiling.
"Fuck me" she whispered.