As the night progressed, Mistress Michelle and Miss Flowers continued to torment their sissy maid. The maid, now completely humiliated and aroused by his feminine attire, could feel his cock throbbing in anticipation of release.
Miss Flowers, armed with a leash and a riding crop, led the sissy maid to the dungeon. The stench of leather and sexual tension filled the air as they walked. Upon reaching their destination, the maid knelt down before his mistresses, head bowed in submission.
"Tsk tsk, your cock is so hard," scolded Mistress Michelle, running her hand along the bulge in his panties. She then removed the panties from his body, revealing his fully erect cock.
Miss Flowers chuckled and took hold of his shaft, her soft hands running up and down his length. The maid moaned softly as she felt her mistress's affectionate touch.
"You like that, don't you?" Miss Flowers purred, her eyes filled with devilish delight. The maid nodded vigorously, unable to tear his eyes away from her.
Suddenly, Mistress Michelle's hand grasped his cock firmly and began to stroke it steadily. The maid couldn't believe his luck – he was being pleasured by his two mistresses at the same time! As she watched Miss Flowers tease his nipples with her fingers, the maid let out a deep moan of pleasure.
"That's right, you filthy little sissy," Mistress Michelle growled. "You belong to us now." She continued her strokes, working his cock faster and harder until the maid felt an intense wave of pleasure wash over him. With a final thrust, he came in a powerful orgasm, his cum shooting across the room.
Both mistresses watched with amusement as the maid collapsed in exhaustion. Michelle then sat down on his face, her pussy just inches from his nose. He could even sniff at her butt!
"Eat me," commanded Michelle, grinding her hips against his face. The maid eagerly obliged, licking and sucking on her pussy tenderly. As he performed his task, he couldn't help but feel a twinge of arousal again.
Finally, Michelle pulled her pussy away and stood up. "Time for a little surprise," she purred, handing the maid a dog bowl. "Drink up, sissy."
He looked into the bowl, confused. It was filled with his mistress's pee! He knew what he had to do, but the thought revolted him. Slowly, he brought the bowl to his lips and took a sip.
It tasted terrible, but he drank it all down. When he was finished, Michelle sat down on the floor and let him clean her legs with his tongue, ensuring that he didn't miss a drop of her precious pee.
As the night came to an end, the maid knew one thing for sure – he was property of his mistresses now, body and soul. He would do anything to please them, no matter how humiliating or degrading it might be.