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Description
Part 2 of 6, wherein Guy dresses as Jessica for Halloween, and gets his first sexy time. Hope ya'll enjoy! ^.^

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As the weeks past following the party, Guy became intrigued with the character whom he had dressed as. He discovered she was called Jessica Rabbit, from the movie Who Framed Roger Rabbit?; a femme-fatale lounge singer and the undisputed queen of cartoon sex symbols. His curiosity soon evolved into interest, and then fandom, saving and creating various fanarts, memorizing the history of the character and her world, and buying some Jessica Rabbit collectables. As Halloween approached, the idea of dressing as Jessica again became more and more appealing. Eventually, Guy caved and asked an ecstatic Gabby to help give life to Jessica once again for Sue’s Halloween party. Gabby agreed to do so, on the condition, that Guy be able to apply the makeup and clothing himself. Guy apprehensively agreed, and Gabby would spend an hour every for the next few weeks teaching Guy in the ways of makeup application, walking in heels, feminine decorum and body movement, and even how to raise his voice’s pitch to become more feminine. When the time to get ready for the party rolled around, Guy cleared his body of hair with Nair, before Gabby glued on prosthetic hip, buttock, and breast pads, and tied him into a waist cincher, giving him an even curvier figure than his previous time as Jessica. Guy then set about the almost ritualistic makeup application, transforming his face into a feminine beauty. After dressing and gluing the wig to his head, Guy was ready to head out to the party.

Throughout the party, ‘Jess’ flourished in her role as Gabby’s returning cousin, using ‘her’ newly found talents to keep his identity as Guy under wraps. Throughout the shindig, Guy and a stranger, dressed as old-school cartoon character Betty Boop, found themselves catching glances at one another. Before his five minutes in heaven with Trey, Guy had found his libido, like the size of his genetalia, to be lacking. Since then, Guy had been finding himself attracted to various good-lucking people he encountered, both male and female. As the night progressed, Guy and Betty found themselves in an intimate spot in the bathroom, where they gave into their desires, their lips and tongues crashing against each other’s. The action moved to an unoccupied bedroom, where as soon as Betty began to remove her panties, Guy remembered the truth of his own sex, summoning the courage to tell her that he was a guy. A non-plussed Betty replied that she was into it, and was not even bothered by his tiny cock, knowing a plethora of ways that the two could pleasure each other. After making Guy have an anal douche, for the next several hours, Betty sucked on Guy’s clitty and pleasured his asshole with fingers and tongue, while Guy in turn did the same to Betty’s butt and pussy. The session came to a head when after playing with Guy’s anus enough, Betty introduced a beginner’s strapon to the mix, bringing their lovemaking to new heights, and anally pleasuring Guy in ways he never imagined. Once he awoke the following morning, Guy took the walk of shame back to his dorm, where he spilled the details of his night with Betty to Gabby, who gorged herself on every detail.

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Part 1 -

Mature Content

Part 2 -

Mature Content

Part 3 -

Mature Content

Part 4 -

Mature Content

Part 5 -

Mature Content

Part 6 -

Mature Content

Description
Part 2 of 6, wherein Guy dresses as Jessica for Halloween, and gets his first sexy time. Hope ya'll enjoy! ^.^

////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////////

As the weeks past following the party, Guy became intrigued with the character whom he had dressed as. He discovered she was called Jessica Rabbit, from the movie Who Framed Roger Rabbit?; a femme-fatale lounge singer and the undisputed queen of cartoon sex symbols. His curiosity soon evolved into interest, and then fandom, saving and creating various fanarts, memorizing the history of the character and her world, and buying some Jessica Rabbit collectables. As Halloween approached, the idea of dressing as Jessica again became more and more appealing. Eventually, Guy caved and asked an ecstatic Gabby to help give life to Jessica once again for Sue’s Halloween party. Gabby agreed to do so, on the condition, that Guy be able to apply the makeup and clothing himself. Guy apprehensively agreed, and Gabby would spend an hour every for the next few weeks teaching Guy in the ways of makeup application, walking in heels, feminine decorum and body movement, and even how to raise his voice’s pitch to become more feminine. When the time to get ready for the party rolled around, Guy cleared his body of hair with Nair, before Gabby glued on prosthetic hip, buttock, and breast pads, and tied him into a waist cincher, giving him an even curvier figure than his previous time as Jessica. Guy then set about the almost ritualistic makeup application, transforming his face into a feminine beauty. After dressing and gluing the wig to his head, Guy was ready to head out to the party.

Throughout the party, ‘Jess’ flourished in her role as Gabby’s returning cousin, using ‘her’ newly found talents to keep his identity as Guy under wraps. Throughout the shindig, Guy and a stranger, dressed as old-school cartoon character Betty Boop, found themselves catching glances at one another. Before his five minutes in heaven with Trey, Guy had found his libido, like the size of his genetalia, to be lacking. Since then, Guy had been finding himself attracted to various good-lucking people he encountered, both male and female. As the night progressed, Guy and Betty found themselves in an intimate spot in the bathroom, where they gave into their desires, their lips and tongues crashing against each other’s. The action moved to an unoccupied bedroom, where as soon as Betty began to remove her panties, Guy remembered the truth of his own sex, summoning the courage to tell her that he was a guy. A non-plussed Betty replied that she was into it, and was not even bothered by his tiny cock, knowing a plethora of ways that the two could pleasure each other. After making Guy have an anal douche, for the next several hours, Betty sucked on Guy’s clitty and pleasured his asshole with fingers and tongue, while Guy in turn did the same to Betty’s butt and pussy. The session came to a head when after playing with Guy’s anus enough, Betty introduced a beginner’s strapon to the mix, bringing their lovemaking to new heights, and anally pleasuring Guy in ways he never imagined. Once he awoke the following morning, Guy took the walk of shame back to his dorm, where he spilled the details of his night with Betty to Gabby, who gorged herself on every detail.

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Part 1 -

Mature Content

Part 2 -

Mature Content

Part 3 -

Mature Content

Part 4 -

Mature Content

Part 5 -

Mature Content

Part 6 -

Mature Content