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Chapter 20
by InDepth
Who does he want now?
Your Gorgeous Date
Everything shattered. Sound distorted, and time stood still. Your brain refused to receive the information your ears had processed as the world closed in around you. The only sound that cut through the fog as you stood dumbstruck was an ethereal laugh that emitted from the heavens that could only have come from Emma still watching your life get stamped out like an ember. Of all the things that had happened to you, from goblin cock to bandit ****, getting locked up, cocked up and paraded around like a whore, this was the farthest you had sunk. You had had your spirit broken, your mind bent and your ass fucked beyond repair, but this was the final blade to the heart.
"No... I'm- I'm hearing things wrong, I'm fuzzy and dazed, I definitely misheard her..."
She was still looking at you with her gentle smile and sparkling eyes, her curvy figure tight against her clothes. Her beauty was enough to empty your brain again with just a glance, and just for a second, you could have been just another young man falling in love with the perfect girl.
Your bull smacked your ass as you felt the base of his flaccid cock brush between your cheeks, and bump between your legs.
"Well he's my boyfriend, but he's also my owner." Katie said with a shy smile. And any hope that you had misheard was dashed. "I- I thought only sissies had owners?" You ask, trembling.
"Well people can only claim sissies as sex slaves, as you have no rights here, but women can become sex slaves too... If..."
"If?"
Katie shuffled shyly, shifting her toe on the ground with a long, perfect leg. "If it's offered willingly..."
You didn't think it was possible to sink further.
"I know I know!" She protested, "It's embarrassing, I certainly didn't want this all out in the open so fast... I just... couldn't help myself you know..." She curled her hair and smiled a very shy smile, which changes to something else as her eyes looked a good few feet above and behind you. "I couldn't help myself..." She said again, finally looking back at you. "He just... does things to me..." Your throat caught on itself as she spoke. "His arms... His chest... His..." She looked at you and smiled a sly half smile. "... Cock." You let out a little whimper and your ass twitched. "It reaches places in me I didn't know existed... And it fills those places in ways I didn't know possible" Your mouth hangs as your brain goes numb, and insanely, your shriveled, caged cock began to strain against it's cage. "And when he gets going... When he decides he wants to use his whore, and really... I mean really... starts to fuck... with that massive cock? Oh! God, I feel like a fuck sleeve." She gushed, blushing red at the thought of it and giggling those cute giggles. "I swear I don't know how I survive it... If it weren't for the potions I'd surely be split in half... Or simply die from the overwhelming sensation... I, I just, can't describe it... He's just so.. Big. And forcefull... Hehe! And so much cum..." Through her giggles she looked sidelong at you with a mischievous smirk. "Then again... you would know wouldn't you.."
Your dignity crawled back in on itself. It was just too much that the same bull who had overpowered you, destroyed your asshole and filled you with cum in a back alley, was also fucking your crush on a nightly basis.
Even as far as sissies go, this is just bad luck.
Suddenly she came in closer, and whispered, "But honestly sissy, I'd much rather spend my dates with you." You reel back, shocked, and immediatly cower away, expecting a blow from the man still standing behind you. "Relax sissy" Whispered Katie. "Hes part of the warrior class, all of those brutes come equipped with very one-track minds. All they can think about is eat, drink, fight and, our favorite part... Fuck." Her eyes glittered, and her full yet shapely lips curled into an excited smile. "I want to go on our date, and I want to get to know you." She said with a bashful yet cheeky look.
"But, what about..?".. She cuts you off; "No, unfortunately, I am still his ****, so I'll have duties to attend, and we will definitely not be having sex. I mean look at you." Another painful stab to the gut, and yet looking in her eyes you saw there was no mean intention, it was a matter of fact. She was genuinely interested in perusing a strange kind of romance with you... And yet the idea of sex with you made her laugh and giggle. "Besides" She said, "After two years of taking his cock, sex with you will only leave me frustrated. Your place as a sissy is to fulfill all the other roles, we can go on picnics in the fields and read love poems, you can tend me when I'm sad and share a special love together. You'll barely even notice the times he needs to use me, the time will fly by, a short few hours of each day."
You didn't know how to respond. You had been surprised too many times today that your poor sissy brain was peddling to keep up. Was she seriously suggesting this? Was this really how a sissy has a relationship?
Is this what you want?
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Sissyquest
The most humiliating action-adventure RPG you've ever been trapped in
You find yourself trapped in an embarrassing RPG, and the only way to escape is to play your way through it.
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Updated on Jun 5, 2025
by Panty smasher
Created on Mar 23, 2018
by Humiliatrix
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