1. Caught in a New Life Pt. 12


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

    ... dressed so we can get going?" Ms. Thompson smirked loving how Monroe instantly bolted from her lap and headed for the closet. He still didn't like the outfit in the slightest, but anything was better than going out naked, especially with his now freshly spanked bottom.
    
    The closet only held one of each item leaving Monroe no options for what to wear. The first thing he picked out of the underwear drawer was a pair of panties. They were high waisted made out of lime green satin, a lot more luxurious than the cotton ones he had been wearing before. The edges of the panties were trimmed in white lace with white lace leaves surrounding a hole in the centre of the panties. Slipping them on Monroe couldn't help but shudder, they felt so delicate and amazing on his smooth skin, it nearly instantly made his cock throb painfully in his cage. Aside from feeling great, they were the most embarrassing thing he had ever seen, outrageously girly and the right front with the strategically placed hole which forced his caged cock out completely preventing him from hiding it inside the panties no matter what. At least his flaming red ass was hidden from view.
    
    Following the panties there was a lime green satin under bust corset with a white lace overlay. It had six garter straps, three on each side ending in daisy shaped metal clips. Like always Monroe presented his back to his Nanny, unable to pull the corset tight enough on his own. It was something Ms. Thompson always delighted in, ...
    ... pulling the ribbons until he squealed for her, his waist pulled in a couple of inches giving him an instant more feminine figure. The flesh pushed out of the top even gave the illusion of small breasts. Once she was happy with he results Ms. Thompson tied the white ribbon at his back off with a big floppy bow.
    
    "Hmmm, that corset is making you look a little indecent up top isn't it Pansy? Luckily I had the foresight to get you just the thing to take care of it." Ms. Thompson said, smirking as she presented her worried ward with an old-fashioned bullet bra made out of a similar lime green satin with the pointed tips surrounded by white lace leaves. He needed some pointers and a lot of effort to get it on, but eventually he managed. The bra had rather small cups, yet due to their rigid points they still stood out obscenely, worse even was the fact that the skin hanging over his corset actually managed to fill the cups making him feel like he was actually sporting breasts much to his shame.
    
    "Perfect, now when it comes to these I want you to be very, very careful, they are way more expensive than what you wore so far so needless to say punishment of tearing them will be much more severe." Ms. Thompson warned as she handed Monroe a pair of sheer white stockings with a lime green Cuban heel, back seam and tops. If anything they felt even more delicate than his regular nylons making him insanely nervous as he really couldn't risk another punishment.
    
    It took Monroe ages just to ...