1. Caught in a New Life Pt. 12


    Date: 7/24/2024, Categories: Transgender & Crossdressers, Author: byFibaro

    ... roll the first one up in a doughnut, much to his horror his pent up arousal, the feel of the delicate nylon, the memory of how it felt on his smooth legs. It all contributed to his cage growing very uncomfortable very quickly. He couldn't believe his cock was already starting to grow while he hadn't even put these nylons on yet. He shouldn't get turned on by this, no the only nylons he should get turned on by were those Lena or another sexy woman wore, but he just couldn't help himself.
    
    Despite how wrong it felt he started rolling the stocking up his leg, grunting as his cock painfully tried to break free. So far so good, but just like the bra clip earlier, these garters were very new to him. He managed the one up front just fine, the one at the side was a little trickier, but nothing compared to what was in the back. The back garter was a real pain to deal with.
    
    When he had finally managed to clip it on his relief to get it over with was short lived as Ms. Thompson spoke up. "That won't do at all Pansy, look at those seams, they look more like a toddler drew them on than anything. Nothing but elegant straight seams will do so get started, we can't get going until you got it exactly right." Groaning loudly Monroe didn't protest, instead he started unclipping the tabs and pulling the seam straight before clipping them back on. It was a real pain, but it made him that much more carful when he put on the next stocking, meticulously making sure the seam was straight all the ...
    ... wait up, before fastening the tabs.
    
    Soon his panties and stocking tops were covered by a lime green satin underskirt though, it was way shorter than what he had worn up until this point, reaching just below his knees. It allowed more freedom of movement, but it was still very narrow at the bottom making sure his stride would remain small and elegant no matter what.
    
    A few white net petticoats followed over the underskirt preparing him for the centrepiece of his outfit, an elegant vintage looking swing dress like something a woman back in the fifties might have worn. Only this edition was that much frillier. It was made out of lime green satin with polka dots which on further inspection turned out to be daisies instead of dots. Like the underskirt and petticoats the dress reached a little below the knees, white satin bows surrounding the entire bottom hem of the dress. The flared skirt ended where Monroe's waist was at its smallest, accentuated by a wide satin ribbon surrounding his waste and tied off in a big bow at his side. From the ribbon up a row of daisy shaped buttons adorned the front, buttoning their way up to the white lace peter pan collar. Finishing the dress were a pair of short balloon sleeves reaching just past his shoulder, they had a bit too much puff to them, both trimmed with a white lace hem.
    
    Fully dressed Monroe slid his stocking covered feet in a pair of lime green patent leather pumps which just like every day so far they had increased in height ...