The first image is by request. It looks like a manip, but if it is, I know not whose work it is, (though I have seen pics of a few real TGirls who favor Miss Monroe quite remarkably). Nonetheless, this tale takes a different turn. (though i might revisit the image with a variation for the storyline, and make it more focused on a nostalgic theme.)
Here, for your consideration, is: "Starlet"