A Sister's Revenge Ch. 05

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Michael, not seeing the man approach, was concentrating solely on his visit to the mirrors. He didn't notice Cindy holding back out of sight. She did so because she was interested to see the outcome of this meeting between these two transvestites once their worlds collided. 'God,' she thought to herself. 'I'm such a horrible slut!'

Seeing himself at last, Michael gasped, "Cindy, god, I'm...I'm beautiful! I really am! Wow, and my tits are really scrumptious looking even with the dress covering them. I mean really fantastic looking! I love this new bra you gave me, and the oomph it gives me.

"And along with the new feminine front, the dress is even more beautiful and fits just perfectly. And my face, its so...its so...Oh Cindy you were so right, to look like this after all I've been through with Mother and sis brings about so much more happiness and a real desire to live and continue on like this."

"You sure are one heck of a beautiful dame, that's no lie," came an deep, sexy masculine reply from behind, acknowledging everything Michael had said about his image.

The man had remained out of viewing range of the mirrors but finally stepped into view, and, quickly approaching the lad, gently took Michael into his arms and, while both were facing the mirrors, he began playing gently with Michael's breasts and nipples, rubbing and squeezing them to an almost painful yet sweetly blissful hardness, while kissing him first along his sweet smelling neck, with gentle, teasing licks and sucks. Then, turning him around, the man moved his mouth up and began to kiss him passionately on his pink painted lips.

"Oh my, oh, oh, tran, trans, transyl..." a flustered bewildered and beguiled Michael tried to cry out.

Each attempt to get the safe word out was smothered back into his mouth by the passionate, devouring kisses and smothering embraces given Michael by the older, more mature man attempting to so devour him. After gathering his wits about him, Michael had somehow become overwhelmed now by the intensity of his own suddenly stirring passions and nonplussed he found himself grabbing the man's face and lustily kissing him back.

"Oh my," said the man after that kiss broke up. "Oh my yes, little girl. Damn it all now, kiss me again, you sexy little bitch you."

During this kiss, however, Michael felt the man's hand start to run up his stockinged thigh, worrying him greatly. He tried to push him down, to push him away, trying to keep him from his secret hidden there below. But the man was much too strong and too demanding to be put down and kept from his goal by this seemingly teasing lass. He pushed up harder and harder, while Michael tried to hold him back with all his might.

'Oh my god,' he thought. 'What is going to become of me now?'

"Mister, mister," he shouted weakly in a gasping voice. "Please, please, Stop! Don't! Stop!"

"Don't stop? Sure, little lady. Anything you say"

At that the man slid his hand gently yet insolently into Michael's panties. When the boy felt that barrier breached, he gasped in shame and growing excitement, feeling his resistance slowly melting away.

Unable to keep this mean yet truly handsome man's hand from exploring further, Michael felt his finger actually explore even more until it found its way underneath his gaffe to just graze whisper-like along the underside of his cock, then begin to slide up and down the shaft in the little room that was allowed him to perform this maneuver.

Upon feeling that luscious, delightful sensation of the finger caressing his shaft like that, Michael, so terribly embarrassed and shamed, yet so delightfully enchanted by it all, shot a stream of cum into his gaffe which coated the man's fingers. He then fainted dead away.

"Oh my," the man said, gazing in wonder at the lifeless but still sexy form in his arms, his hand still firmly encased in the tight confines of the young man's gaffe. "I definitely wasn't expecting that."

Still, once he was able to withdraw his hand covered with the boy's seed, the man greedily licked up the tasty treat, knowing for sure there would be many more such treats to come from this girly boy in his arms. All he had to do was find a way to wake him up. 'Hmm...' he wondered. 'Perhaps with a kiss? Hmm...Only one way to find out. After all, it worked with Snow White.'

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AnonymousAnonymousabout 4 years ago
Lucky Boy

The way they are feminizing Michelle he is so lucky. The way I think only a caring women could and will do for Michelle and to find a young adonis so early in her transformation. I think everyone reading this like I am can't help but want to be Michelle. To be made up and then dressed with care. So SEXY!

AstrepocrithAstrepocrithover 10 years ago
Fantastic

Great stuff so far. We all get a little mixed up sometimes on names and such just try and find an objective third party to proof read you. You come up with the gold and the form they polish it. (Who isn't busy these days?). The fainting bit shouldn't become a deus ex machina try instead a blissed out kind of trance the Japanese even have a word for the faces and state of being "ahego" or "fucked silly". Otherwise it is great stuff very detailed and sexy. Keep up the good work just don't work yourself too much life is strenuous much less designing someone else's life from the ground up.

P.s. please don't shrink his cock there is just something innately sexy about such a cute feminine beauty with a garter and suspender framed cock that flops about during a hard ride in ways you just can't have with a tiny cock (especially if they cum brings to mind a fire hose that has been dropped with messy results. In this case sexy messy results). I agree with the previous statement about the whole thing being totally against Cindy's character to do something along those lines seeing as how the last of Michaels masculinity would be sapped away it would more than likely drive him to desperate action like Cindy's brother took.

AnonymousAnonymousover 10 years ago
Fantastic

Please for the love of all that is good don't shrink his cock... Cindy is supposed to be balanced and loving but not telling him that she is shrinking his penis is going further than the sister and mother. Just please please do whatever you want to his breasts or anything else but don't make me hate Cindy because she is being underhanded as well. Having a big cock is the perfect foil for his blossoming femininity, and it makes him more than just some sissy who ends up with a shriveled clit.

AnonymousAnonymousover 10 years ago
Sister's revenge?

A good story so far but who is melissa? and why is it called sister's revenge if his sister is no longer involved. You started it with the sister but soon mother took over and now they are both out of the picture. Why is michael not fully feminized by his sister maybe with a little help from her mother and a little guidance from cindy but his sister is doing everything. Now for the rest of the story maybe a little suggestion Michelle gets revenge on her sister.

AnonymousAnonymousover 10 years ago
Good read

just need to be more careful with the character names

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