1. A Body Like Hers: Day Three


    Date: 8/23/2024, Categories: Transgender & Crossdressers, Author: byBaldMerkin

    ... Serena.
    
    "Please... do it," sighed Jimmy.
    
    "Do what?" asked Serena.
    
    "You know," answered Jimmy.
    
    "I do..." said Serena, "but I don't want to do anything that you don't want me to do, so tell me, Jimmy. What do you want me to do?"
    
    "Put it in..." said Jimmy.
    
    "Put what in where, Jimmy?" asked Serena.
    
    Jimmy was panting as Serena rimmed his anus with her finger. He finally gave in and begged, "Please Serena, put... put your finger... into my... bum."
    
    "In here, Jimmy?" asked Serena as she slightly penetrated Jimmy's anus with the tip of her gloved finger.
    
    "Yes," sighed Jimmy. He tilted his hips to get more of Serena's finger inside him but she still teased him.
    
    Serena eventually pushed her finger all the way into Jimmy's bum. He sighed as he felt it easily slide into his rectum. Serena moved her finger in a 'come here' motion on Jimmy's prostate. Jimmy gasped, "Oh... God..."
    
    Serena kept fingering Jimmy's prostate and pre-ejaculate dribbled out of his penis. Jimmy panted as Serena continued to finger him.
    
    Serena abruptly pulled out her finger. Jimmy folded his torso and grunted. He grunted again, as Serena pushed two fingers onto his anus. Serena rotated her two fingers and Jimmy sighed. Serena thrust her fingers in and out of Jimmy's bum. She rubbed his prostate on each thrust. Jimmy sighed on each thrust.
    
    Serena touched a third finger to Jimmy's ring. Jimmy looked at Serena and shook his head. Serena smiled and paid him no attention, as she ...
    ... tried to push a third finger past his sphincter. Jimmy groaned as her finger slowly penetrated him to join with her other two fingers.
    
    Serena now had three fingers inside Jimmy. She pushed, rotated, rubbed and pulled her fingers in and out of Jimmy's anus. Jimmy's panting turned into low-toned grunts, which became higher in pitch as Serena thrust in and out of him, faster and faster.
    
    Serena said quietly, "Come for me, Jimmy."
    
    Jimmy looked at Serena. He grabbed his exceptionally hard penis and slowly stroked it.
    
    Serena smiled and said, "Faster Jimmy... Come for me..."
    
    Jimmy stroked his shaft faster and faster, all the while staring into Serena's eyes. Serena fingered Jimmy faster and faster, and Jimmy synchronised his wanking with her thrusts into his arse.
    
    Jimmy became lost on Serena's eyes and the overwhelming feeling of his impending orgasm. He felt his semen rush along his urethra and shoot out of his penis onto his belly and chest. He didn't break contact with Serena's eyes until some of his semen landed on his face. He flinched, closed his eyes, threw his head back and cried out in ecstasy as he kept coming.
    
    Serena kept pumping her fingers in and out of Jimmy. Jimmy let go of his penis and it seemed to bounce on his belly in disapproval. He watch as clear liquid dribbled out of his glans onto his belly.
    
    Serena stopped thrusting and said, "Is that better?"
    
    "Yes," gasped Jimmy, as he tried to catch his breath.
    
    "Good," said Serena and abruptly ...
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