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Rated: 18+ · Interactive · Dark · #1859167
Teenage boy tries to sneak in to a womens adult sex party and things get out of hand
This choice: Debra Mars comes next  •  Go Back...
Chapter #6

Encounter from Debra Mars

    by: TrampleFantasy Author IconMail Icon
If Jack thought his ordeal was over he was dead wrong. Just then the very last guest arrived, Debra Mars.
Jack saw her walk up and felt mesmerized by her brunette beauty. She was skinny with a long, sexy pair of legs on her. Jack had to admit that the six women who'd shown up for the party were real lookers, but mesmerized as he was by their beauty, his thoughts were always interrupted by them standing on him. Like now, with Debra.
She noticed him and nervously lifted the right foot wearing low heeled brown sandals and put it on his chest. When she seemed to decide he truly wasn't real but some kind of toy she then climbed heavily on him. For her slender size she was no lightweight, definitely up to 150 pounds due to her tall height. Her superb pair of legs was graced in short khaki pants, nicely tanned skin with a pair of feminine white sandals. She trod on Jack's hand and didn't seem to feel Jack's poor fingers beneath her lovely heels.
Her other sole dug into his thighs and she was getting heavy for him but Jack couldn't dare shout loudly as he wished to do. He was beginning to feel so small, like something squishy to be flattened beneath the moderate heel of the pretty Debra who seemed to take it for granted he should be trampled on. Suddenly, there was the feeling of her heel digging into his hand; her foot slightly increasing the weight upon it till Jack felt like Debra's whole body was supported on that one hand.
While she kept trampling on that hand, only then did Debra ring the bell and soon Jill opened up. There was music and laughter coming from the doorway and Debra took a moment to praise Jill for the thoughtful foot mat.
It was almost impossible for Jack to stay impassive while the beautiful Debra shifted her foot's attention from his hand to his crotch as she chatted with her hostess in front of the door. Now both her heels were walking up and down his chest like he really was a foot mat, before turning round and giving Jack a good long look at her round ass while she walked down to his balls and stepped directly on them with the heels of her sandals.
Nnnooo nnnggggggghhh Jack thought in silent, extreme pain.
Debra began rocking her foot firmly to poke into his ball sac as his cock throbbed from the cruel contact. "Where ever did you come up with such a delightful idea?" Debra asked Jill, who happily began to explain how she'd purchased the sex doll for them to have some fun with, only for Helen to suggest they use it as a foot mat to start with.
"Nicely done, Jill," said Debra. "I do like a bit of trample play. It's warmed me up to really have fun."
"Well then come on in," cried Jill. "And now that everyone's finally here I guess it's time to take the silly thing inside. Such a bother having to carry that bloody doll back and forth but from everyone's happy attitude I can tell it's doing its job."

You have the following choices:

1. Jill takes him inside

*Noteb*
2. More uninvited guest comes by

*Noteb* indicates the next chapter needs to be written.
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