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Chapter 3
by Sacremas
What's next?
Chloe's Prompt
Character 2: Chloe, transgender
Chloe description (added to Frank's base template): It would be a unique one. Mistress Daria had hired him to fuck her submissive, a transgender girl named Chloe. Frank was normally only interested in women, but Daria had prepaid his fee with a little bonus, and the picture Daria had sent of the petite and cute Chloe wearing only a dog collar and a chastity cage on her small cock made him more eager to take the job.
Sex Scene: Frank arrives at Mistress Daria's large house, where the mature woman is dressed in a dominatrix outfit. Chloe is on her knees next to her, naked except for a chastity cage around her small cock and a dog collar. Daria orders Chloe to suck his cock, and she does so, even if she seems scared of it. She takes him down her throat, causing Frank to shudder in pleasure, not many could suck like that. Daria then tells Chloe to get on the bed and spread her legs, Chloe quickly complies, then Daria pulls a huge buttplug out of Chloe's ass. Frank shoves his cock up Chloe's flexible ass, her chastity cage bouncing on her big balls as he actually gets his entire cock into her, a rarity for him. Daria sits next to her and pets her and talks gently to her, while Chloe just moans. Frank fucks her ass hard, before Chloe suddenly squeals and shouts for her mom, who Frank is shocked to realize is Daria, before Chloe has a powerful prostate orgasm, her petite body shaking. Daria tells him to pull out, and makes Chloe suck his cock until he comes in her mouth, whereupon Daria kisses Chloe deeply, sharing his sperm. Frank leaves confused but satisfied after the most unique sexual experience of his life.
This prompt sometimes causes the AI to go off script, like having Daria dominate Frank as well, or Frank to be super kind and considerate and unlock Chloe's cage and suck her cock and similar.
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The Adventures of a Gigolo
The AI-generated stories of Frank's big dick exploits
A series of AI-generated stories, all of them featuring the same main character, a gigolo with a huge dick.
- Tags
- MILF, Dominatrix, BDSM, Trophy Wife, Anal, Strippers, Cuckhold, Cheater got caught, Redhead, Queen of the Night, Vampire, Wonder Woman, Goddess, Muscular woman, Female Bodybuilder, Huge Cock, Male Prostitute, Gigolo, AI Generated, Single Mom, Cervix Penetration, Student, Spectators, Bulging belly, Hot Nerd, Cock Worship, Transgender, Chastity Cage, Buttplug, Bimbo, Goth Girl, Thicc, Occultism, Sex Ritual
Updated on Jan 21, 2025
by Sacremas
Created on Jan 6, 2025
by Sacremas
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