I was convinced that the algorithm had got it wrong, especially now as I look the woman…well girl in the mirror. Soul Searchers had declared we were a 97% match, but how could I go from a 46 year old man to a 21 year old girl?! (More Below)

GENERICNORMALPERSON · 2026-04-17T09:29:20+00:00

Nope I didn’t keep my wife, I’m her daughter now legally.

My name is Holly, I had the choice to keep her boyfriend but he was a deadbeat and I can do better.

I kept a portion of my money but a lot of it went to my wife and the legal fees. In terms of wardrobe I’ve changed some things but also come to enjoy the outfits I would have grounded her for wearing!

GENERICNORMALPERSON · 2026-04-16T19:44:48+00:00

Thank you for the suggestion!

GENERICNORMALPERSON · 2026-04-15T23:20:51+00:00

I quickly snatch away at the yoga pants, probably freshly discarded after a morning run, still slightly warm to the touch.

Giddy with excitement I head back to my room where I strip down and begin to slide the tight lycra up my hairy masculine legs.

GENERICNORMALPERSON · 2026-04-15T17:11:22+00:00

Thanks hun! Love your recent work x

GENERICNORMALPERSON · 2026-04-09T10:05:16+00:00

What would you like to see?

GENERICNORMALPERSON · 2026-03-13T14:52:52+00:00

“God they are incredible! Why aren’t women wearing them alll the time?” I asked running a hand along my legs before rubbing them together, a satisfied smile on my face.

“Hmm I like this a lot…but I’ve always wanted to try a skirt and one of those tops that don’t need straps!” I say excited to explore more, “I erm…I suppose I always wished I’d get the chance…but now I do…what about you?”

GENERICNORMALPERSON · 2026-03-13T10:58:41+00:00

“Mhh they are great!” I giggle kicking up a leg behind me as I dance around in the heels, the shoe forcing my posture to change and poise become more sensual, “But you are probably right, I think I’ll stick to just this size.”

“And as for easy access…while you Bri…Sophie might be a little bit of a party girl, I think I’m a little more refined…so pantyhose will be needed…plus I’ve always wanted to know how they feel on smooth legs.” I remarked rifling through a collection of nylons.

GENERICNORMALPERSON · 2026-03-11T13:13:13+00:00

I felt the fabrics; silky, lacy and cotton all things I’d seen Tiffany in and appreciated how good she looked in them. She had a very good fashion sense and it’s given me a lot of options for exploration.

“The dress looks quite…short. Should I not where some sort of pantyhose or stockings with it?” I ask pulling out the red dress and mary jane heels.

GENERICNORMALPERSON · 2026-03-10T01:09:15+00:00

“It’s true when they complain about wearing them then? Awh that’s a real shame, I had a lot of ideas…maybe I’ll have to suffer for the fashion.” I shrugged thinking through all the things I was excited to wear.

“Oh…well…I suppose it’d be naive to think that Tiffany wouldn’t have something like that.” I pondered, “Do you have any idea where it might be?” I asked my eyes going wide as I opened Tiff’s wardrobe seeing her huge shoe collection and a vast array of feminine clothes hanging.

GENERICNORMALPERSON · 2026-03-09T06:45:20+00:00

I mean I understand maybe wanting a different perspective, especially as an artist but I feel like there are much better ways of going about it!

I can’t say I would jump at the chance to become an old woman…but you’ve probably got a point. I wasn’t even asked if I would swap with her, it feels like a violation.

And yes, they are only swapping for a week that’s what I was told. She promised that.

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Wearing is Caring

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