Sissy Love

Sissy Love




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Amanda's Reading Room
Transgender and Cross-Dressing Fiction: Stories, Vignettes and Captions
We’ve all encountered the standard “mad scientist” trope in TG fiction, where an otherwise normal person who happens to be highly trained in some field of science, for some reason suddenly casts aside all norms of law, ethics and morality simply to, in the examples we’re concerned with, transform a man into a woman. For me, it always begs the question Why? What’s in it for you, dude, aside from the obvious my-gender-is-better-than-your-gender power trip? Anyway, I can’t claim to have all the answers, but just for fun here’s another entry in our eternal quest. Enjoy!
I’ve certainly written my share of bodysuit stories before, so if you enjoyed this one you might want to check out “Special Delivery“, “Wesley is A Woman Now” and “One Hell of a Bodysuit“, all from last year. And there are many more in the archives (year-by-year links in the sidebar).
P.S. This is a somewhat wide caption, so here’s the JPG for all you collectors. Click the above icon for the PDF version.
Okay, what’s the one thing that every young cross-dresser dreams of being when he grows up to be a she? That’s right, a bride. But besides that, what role might a cross-dresser aspire to, one that involves wearing a pretty dress and standing in a church or a hotel ballroom in front of a lot of people? Right again: a bridesmaid! So here’s a quickie about one man who achieves that dream. (Herein, however, it appears that the erstwhile bridesmaid might not actually have been a cross-dresser at all, but just got caught up in the moment—somehow. If that’s the case, too bad for him. Also: what a waste!) Surprisingly, I haven’t often utilized the common boy-to-bridesmaid trope; I could only find one previous item in my archives: “The Bridesmaid“, from back in 2015. I’ll make a note to revisit the subject sooner than later. Enjoy!
Fessing up to one’s spouse about the whole cross-dressing thing can be difficult, even when it goes well. Doing so by choice is one thing, but when the issue is forced into the open by accident (in other words, you got caught), well… we humans have an unfortunate tendency to get a little flustered in the heat of the moment, and when that happens all the rules of logic and common sense fly right out the window. Here’s a piece of advice no one should ever take: when caught in a lie, prevaricate. Enjoy!
I know I’ve covered this topic before, but quite frankly it never gets old. To that end you might want to check out “The Female Impersonator” and “Time to Prevaricate“, both from last year. Also, alert readers may have spotted the fact that I used this photo once before, way back in 2015’s “Breaking the Fourth Wall“.
P.S. This is a wide caption, so here’s the JPG for anyone who collects these things. Click the above icon for the usual PDF version.
Not having grown up with a sister in the house, I can only imagine the overwhelming temptation the young cross-dresser must face with a grade-A source of female clothing so close to hand—particularly in the case of a slightly older sister, whose clothes (being practical) are that much more likely to fit. This caption is set firmly in that scenario, where the cross-dresser in question (of course) succumbs to temptation and wantonly indulges himself and—needless to say—chaos results (although not in the way you might expect). I’ve visited this subject before, so anyone who’s interested should check out these examples from last year: “The World’s Most Beddable Monster“, “Better Than A Boy” and “Oblivious“. Enjoy!
To coin a phrase, the male-to-female cross-dresser is her own worst enemy. We’ve all experienced the mental struggle that comes with assuming the guise of the opposite sex, and the general disapproval of mainstream society which envelopes us like an all-pervading field of radiation—much like Superman often had to contend with, or the Enterprise crew in Star Trek. So it’s time to once more revisit the topic of courage in the face of inner turmoil, as I’ve done before in captions like “Gone Too Far“, “Quality Time En-femme” and “No Choice“. Enjoy!
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