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Showing posts with the label cross-dresser

Kinktober 2021: Day 12. Celebrity

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  Marty had to hand it to the makeup artists they'd done an incredible job. From the tips of his painted toes to the elaborately styled hair piece fastened to his scalp he looked every inch the glamorous model. He doubted his own mother would recognise the shy skinny boy she'd raised in this get-up.  He suppressed a smug smile as he paused to strike a pose for the cameras. After the hours of squeezing shaving plucking padding and tucking he'd endured actually impersonating Bella on the red carpet was proving to be a cinch. All he had to do was not fall on his carefully padded butt and remember to keep his mouth shut.  Visually the illusion was perfect but the sound of his husky baritone coming from those glossy lips would surely give the game away.  He may have been reluctant at first but this was like nothing he'd ever experienced. He found himself drinking in the adoration of the crowd and loving every minute of it.  Prehaps, he thought in the privacy of his o...

Kinktober 2020; 6. Furry

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  Stealing his sister's costume and crashing her sorority's Halloween party was a great idea. All he had to do was keep his mask on and not say too much and he'd get to spend the evening surrounded by drunk cheerleaders. What he hadn't counted on was her boyfriend dropping in unannounced. Damn but that guy was persistent. Despite Jack's best efforts to give him the brush off he still managed to get him alone and things were about get really awkward for both of them!

Laundry Day

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Ted's wife didn't mind him borrowing her clothes. As long as he did his chores and kept his trim figure to avoid stretching out her outfits she was happy to indulge his sissy tendencies. In fact she thought he looked rather fetching in a dress and heels. And judging from the way their neighbours always seemed to be hanging around on laundry day she wasn't the only one that felt that way.

True face

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You've had a lifetime of pretending to be something you could never truly be. Sick of hiding behind the straight jacket of conformity you finally found the strength to take the first step. After doing some research and purchasing the necessary supplies you sat down and set to work. You didn't get it right the first time, or the the second, or even the tenth but eventually with practice you arrived at a result you were happy with. After, gazing at your reflection you watched you painted lips turn up in a smile. At last the mirror showed your true face.

A reasonable explaination

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Tags:  tg caption   sissy caption   crossdressing

Be you

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What are you waiting for sissy? Just shave your legs, pick out that pair of killer heels. Become the gurl you've always known you can be. Don't let anything get between you and your dream.

Working on his walk

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Ow! God damn it this is impossible. Haven't I done enough?  You've already blackmailed me into wearing this slutty little fetish outfit that gives me a girly figure and forcing me to wear this wig and makeup that makes me look like some kind of sexy doll. You can't seriously expect me to parade around in these ballet heels? I can hardly stand in them never mind walkIng! Now now  hun don't pout, I'm sure you'll soon get the hang of it. That is unless you want the whole team to see those pictures of you trying on your sister's clothes? I don't think that would do much for your reputation a lady's man or help you keep your position as the star quarterback. No! Please I'll,  I'll try harder.  I, I (shit I can't believe she is making me say this) I want to be a good sissy. Good  boi , I knew you'd see it my way.  Now try again and this time  give  that cute butt a bit more of a wiggle, I've seen truckers with sexier walks! *...