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Shana the Golden Wasp, an Altmer OC, treasure hunter and assassin who's skills include illusion, poison, aphrodisiacs, weaponized cross dressing and good old fashioned ACTING! Look, ya ever see Peking Opera? He's basically sexy villainous Peking Opera. I'll give you a character intro/writeup at the bottom.
In grand tradition, will probably take me a day or two to get a good gallery. I expect extra challenges with him, thats why I put him off so long, which I'll get into below, but first, this is 50 samples. Feel free to download my dataset to see what you're working with.
I tried to get a good mix, in general he wears a concealing cloak and hood with padding, lipstick, and eyeshadow, so you can't tell what he is unless you're looking really close even with the hood down, got some of him in a swimsuit, sarong, and sun hat that I think would fool most people. I got a few where you definitely can tell he's a guy. There's a few of him kissing Karin, I forgot to put in keywords, but I'll post some examples, if you plug in "Karin", and black hair, white skin, blue eyes, female, sly features, you oughta get her.
I took out the 1girl, 1boy qualifiers where I could, I've done some decent gens of him just with prompts in the past (you can see my gallery), I try to always play fair, ya know, use actual neutral prompts, I don't believe in just sticking a pretty blonde altmer with big gazoombas in front of you then having you rely on your imagination that its a guy under there, I wanna get there organically!
So a typical prompt for him might be something like:
male blonde altmer female impersonator, elf, 35 years old, smug with matching orange eyes, golden skin, blond hair, red lipstick and eyeshadow, long cloak and hood, pointed ears, red nails, seductive. Negative prompt: object pass through, cleavage, ears going through hood, white skin, breasts
(Unless you want them!)
It may also help to put androgynous, ambiguous gender, feminine style, etc.
Here's an advanced one for the swimsuit look:
Male blonde altmer female impersonator laying in a beach chair filing his nails, 35, smug with orange eyes, golden skin, alluring, feminine features and presentation, cover full body female bathing suit with chest padding, very high neckline, slim and thin build, red lipstick and eyeshadow, red nails, hair free, slightly breezy beach, beach sun hat with sun glasses on top, red flower pattered beach skirt draped and covering lower torso and hips, subtle male hips and figure but overall feminine build. ((((Negative prompt: Muscles, Soft focus, cleavage, caucasian, muscle, abs, well defined shoulders, muscular, muscular legs, facial markings, biceps, abs, flat chest)))
See, you've got 4 challenges here: Generally when you specify male, AI thinks muscle, so you gotta compensate for that (unless you want him buff). Ear pass through for the hood, in which case, I suggest just not mentioning the ears, AI's tendency to slap a pair of giant visible breasts on him, its tough to get it to understand padding, and most importantly, AI generally picks one or the other. You present to it as a woman, its going to assume its a woman, so its really tough to communicate that its a female presenting male. Course, you could always do intersex or just simplify things and make him a girl, he makes a real pretty girl. But me, sometimes I like a challenge. Oh, and I suggest not using "cross dresser" because AI interprets this as a cross like a crucifix.
(After testing, the real challenge is convincing AI its a guy, so you can really lay on the male qualifiers and lay off the female, odds are you're still going to be fighting an uphill battle to get a guy)
And now the writeup (and by the way, gets mentioned in Chapters 2 and 4 of Her Best Work in Red and touches off that whole timeline if you want a really deep cut)
"Shana", an amoral thief, treasure seeker, cross dresser and sometimes assassin from an upcoming adult fanfic "Sting of the Golden Wasp".
Little is known about the thief known as the Golden Wasp, not even the origins of their nickname. It may be that the name is derived from a suspected preference for frenzy poisons, or for her preference for rare treasure, although this is pure speculation. The only facts agreed upon is that the Golden Wasp is a woman who is likely knowledgeable about the Dibellan order and skilled at manipulation and infiltration, while favoring targeting Dibellan temples. Whether this is because of a personal hatred of the order or greed for their most guarded treasures is unknown. It seems there might be at least some substance to the latter as there is evidence of loose gold and jewelry left behind from some of these thefts and only specific items missing from their vaults. Though what those items may be remains a secret the Dibellan order refuses to share with guards and researchers.
There is a rumor that Hamal, the mother priestess, has even contacted the notorious assassin Karin Frost-Fang for assistance in determining the identity of the Golden Wasp and dealing with subsequent disposal. Given Karin's reputation and the mother's character, this rumor is more likely a vicious smear against the mother's character than apt to be true.

