What does Jenny do?

She Keeps Moving Through Categories (Cuckquean, BDSM, Cumdump)

Chapter 8 by TheNexus

Jenny love seeing her sister tied up to a tree, but decided she wanted to move on. She moved back to the list and spotted a word she didn't recognize. She clicked Cuckquean and hit enter.

* * * *

The screen once again showed Keith's room. There he was, pounding away into Grace again doggystyle. For a moment Jenny thought she might have messed up because this was very similar to what was happening before she went through the categories. But then Grace turned back to face Keith and showed her face...except it wasn't Grace. It was Grace's best friend Michelle.

The camera panned around and Jenny could suddenly see her sister was standing in the corner with her phone aimed towards Keith and Michelle. She was filming the scene. Her other hand was deep in her underwear, obviously fingering her pussy. Her eyes were glazed over in lust as she looked on in awe at her boyfriend fucking her best friend.

She moved towards the mating couple and moved the camera so it was in front of Michelle's face. Jenny realized that Grace was essentially treating this like a movie and she was the director.

"Oh god that's hot. Keith, grab Michelle's hair and pull back while you slam in to her. And both of you pick up on your dirty talk. Really treat me like shit!"

Keith did as asked pulled back hard on Michelle's ponytail. Michelle's winced at the momentary pain but she clearly enjoyed it. The girl overcame the pain and pleasure and stared into the camera in front of her.

"Keith is so fucking big, filling me up! I at least deserve his cock, unlike you, Grace. You're such a nerdy virgin. You'll never get to fuck his big delicious white cock!"

Grace was going wild at this, picking up her pace and rubbing her clit hard. She was licking her lips and biting them off and on. After a few moments she looked up at Keith expectantly and he got the cue.

"God, Michelle's pussy is so tight! It milks me so well! No other pussy can possibly feel as good. Especially not yours, Grace. It's probably all loose and flabby from all those dildos you use when I'm pounding Michelle."

Grace closed her eyes in pleasure at the degrading talk aimed at her. She moved her hand up to her left nipple and twisted hard. Jenny still wasn't sure what cuckquean meant exactly, but she was getting the idea. She was also curious at Michelle's "virgin comment" and moved her cursor over to Grace's profile.

All be damned... Jenny thought. Apparently in this reality Grace had never actually had sex. It seemed she had masturbated quite a bit, used plenty of sex toys. Hell she had even given some blowjobs. But she had never actually had a dick in her pussy. Still curious Jenny went to the relationship tab and saw that Grace had been dating Keith for over 2 years, but they had never done more than the occasional blowjob. The program said that they were in a "one-side open relationship." Jenny guessed that meant that Keith slept around and Grace...didn't.

Jenny thought this was all pretty hot, but wasn't really the most exciting, though she did like the sight of Michelle naked and getting pounded. Alas, she had other categories to explore.

Jenny went back to the list and selected BDSM. She hit enter and a flash followed.

* * * *

The screen was still dark and Jenny thought she might have messed something up. But then there was a momentary bright flash and she could she Keith and Grace sitting in two chairs. Then it went dark again. Then another flash. It dawned on Jenny that her sister and her boyfriend were in a movie theater!

Jenny messed with the camera and zoomed in on the couple. It adjusted and got rid of the darkness and flashing. Such was the magic of the Master PC. With everything now visible Jenny saw that Keith was just eating popcorn and Grace was just... sitting there. It looked pretty normal. She glanced back at the program and saw that the BDSM category was indeed selected.

Jenny was a little confused when she saw that Grace's glasses were a bit fogged up, which wasn't that weird since Grace had a mask on. Jenny's own sunglasses mask tended to fog up when she had them on with a mask. It was just part of it. But then Jenny looked at her sister's mask and saw that it was slightly wet, which was odd.

Jenny looked around at the camera features again and saw there was an x-ray option. She clicked that and like magic her sister's mask became see-through. Now she could see that her sister had a ball-gag in her mouth! And that wasn't all. Looking down her sister's body, Jenny could Grace had on a whole bunch of naughty gear.

First her whole body was wrapped around with shibari rope. It was in a really sexy pattern and perfectly framed Grace's tits and ran down underneath her crotch. Speaking of her tits, the tied up Asian girl had nipple clamps that were chained together up to a hidden collar she had on. The clamps looked like they hurt and the girl's tits were purple. Further down Jenny could see that there was a vibrator taped on top of her sister's clit.

Jenny adjusted the x-ray a bit, allowing her to see inside her sister (which was a bit weird). With this she could see that Grace had a large vibrator shoved up her pussy and it was shaking violently. She also had particularly large metal butt plug up her ass. Based on the view it looked like the vibrator and plug were moving around back and forth, but Jenny realized it was just her sister squirming.

Jenny moved the x-ray view back a bit and saw that her sister's legs were also tied up and so were her hands. Basically Grace was sitting in the chair and couldn't move while her tits, clit, pussy, and ass were all stimulated. The girl was shaking in place unable to do anything but take it all.

Jenny turned the x-ray all the way down and just laughed at the scene. From this perspective it didn't look like anything was amiss at all. It really just seemed like her sister was sitting there watching the movie. Keith was eating popcorn and sipping on his soda. There was another couple literally two seats over.

And then Grace suddenly shook. And then again. Jenny checked her sister's stats and saw that Grace had just had an orgasm. Then her eyes went wide when she was there was a tracker. It seemed this was Grace's 8th orgasm since the movie started... and it was only halfway over.

Jenny reached back down to continue rubbing herself and she moved back to the list to pick another category. She looked at the list and picked up that sparked her interest: Cumdump.

* * * *

Another flash and suddenly Jenny was looking at what was unmistakable a living room in a Frat House. She saw plaque up in the corner and realized it was Keith's Frat. And speak of the Devil, there Keith was standing with a group of his brother's. Just like the exhibitionism category earlier, it looked like they were all standing about something in the middle of the room.

Jenny moved the camera around and upward and what she saw shocked her. Kneeling on the ground in the middle of the room was her sister.... or at least she thought it was her sister. It was hard to tell with all the cum on her. Grace was wearing a school girl uniform (which Jenny was positive her sister didn't previously own. The outfit was streaked with countless ropes of jizz. The blue was stained white with all the cum.

And Grace's face was an absolute mess. Globs of jizz were stuck in her long dark hair and her glasses were coated in a sheen of cum. Jenny was sure that Grace probably couldn't see a thing. Drops of cum hung off the sides of the glasses, sticking to her cheeks and pooling underneath the lenses on the poor girl's eyelids. There was tons of cum everywhere dripping down her chin, down her neck, and on to her stained outfit. Grace's nostrils even looked like they had some cum in them.

But that wasn't what really shocked Jenny. That was reserved for Grace's mouth, which was opened as wide as possible. It was filled to the brim with cum. Jenny couldn't even see her sister's teeth, only the girl's tongue stuck out and only barely. There must have been two full cups of semen in her sister's mouth. And Grace was just sitting there taking it!

Jenny was actually pretty disgusted at the scene. She barely liked guys sexually and she found cum pretty gross. But then again, seeing her sister become a literal cum dump was incredibly hot.

Jenny stared in awe as she realized all the Frat bros had their cocks out and were jerking off around Grace. One of them walked up to Grace, aimed his cock at her mouth, and shot off a couple of ropes of jizz. The first one missed entirely and hit Grace's neck. The second and third ropes made it into the girl's mouth, but it was too much and overflowed the cum receptacle. The jizz flowed over Grace's lips and spilled down her chin.

Suddenly another boy walked up and did the same. And then another. And another. Jenny was furiously fingering herself and despite all the scene she had been through, was finally approaching her own climax. The Camera suddenly zoomed out and Jenny saw that the crowd had grown bigger. In fact, there was a long line leading out of the room. There was probably 25 guys in line, all of them with their dicks out stroking.

And that was what did it for Jenny. The thought of her sister being the cum dump for an entire frat pushed her over the edge and she screamed in ecstasy. Her vision faded black for a moment from the overwhelming feeling and her head fell forward onto the keyboard.

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