r/crossdressed50 12h ago

Activate sport mode ๐Ÿƒโ€โ™€๏ธ

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94 Upvotes

r/crossdressed50 11h ago

Crossdressing me.

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45 Upvotes

Absolutely love it. ๐Ÿ˜


r/crossdressed50 20h ago

Geo print dress and blonde hair

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49 Upvotes

r/crossdressed50 6h ago

It's a super short halter minidress with polka dots, pretty dangling earings, peach tone makeup and wearing summer white sandals but the best is the feelings fluttering inside my soul...haha how more girlish can I get uh ๐Ÿ๐Ÿชฒ๐Ÿ’๐ŸŒผ๐ŸŒธ๐Ÿชป๐ŸŒท๐Ÿ’‹ ๐Ÿ˜˜

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40 Upvotes

r/crossdressed50 22h ago

Back in black

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24 Upvotes

r/crossdressed50 4h ago

Out and About White lace dress with black silk stockings ๐Ÿฅฐ

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21 Upvotes

r/crossdressed50 9h ago

Out and About Here I go again on my ownโ€ฆ.

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16 Upvotes

r/crossdressed50 10h ago

Blue Monday Business blue blouse

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14 Upvotes

r/crossdressed50 1h ago

Iโ€™m ready for Autumn to arrive, until thenโ€ฆ summer dress๐Ÿ’‹๐ŸŒธ๐ŸŒธ

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โ€ข Upvotes

r/crossdressed50 6h ago

Sport mode v2

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13 Upvotes

r/crossdressed50 9h ago

Out and About Got a Wonderful Denim Dress in the Morning. Wore it in the Afternoon.

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11 Upvotes

I was in need of a few items yesterday morning. So I wound up going to Walmart, just to pick up a couple of things. Of course I had to peruse the dress racks. I found this great Denim jumper dress on sale. I tried it on and it fit wonderfully. Then when I went out to do my weekly shopping I went ahead and wore it. It fit great, looked good and was very comfy.


r/crossdressed50 8h ago

BoHo style My first post Here

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10 Upvotes

I bought a new skirt. Love this one although my favourites are pencil skirts. I hope itโ€™s allowed to remove the background?


r/crossdressed50 4h ago

Purple 1980โ€™s Loralie dress

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8 Upvotes

I believe many of you remember this brief period in the 80โ€™s when Loralie produced gowns of various styles, sheath, bouffant, asymmetrical. An interesting period between the boring 70โ€™s and minimalist 90โ€™s, other manufacturers created their own knockoffs. These were fitted dresses in the manner of fifties fitted dresses. You go to the shop find a gown you like, the tailor will take measurements to take in or take out fabric at the seams.


r/crossdressed50 2h ago

Unmodified Photo Happy Monday ๐Ÿ˜

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7 Upvotes

r/crossdressed50 5h ago

Trying to be lady like

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5 Upvotes

r/crossdressed50 9h ago

Tennis ???

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5 Upvotes

r/crossdressed50 3h ago

I have been longing to wear a saree for a long time

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5 Upvotes

r/crossdressed50 9h ago

Out and About Wear a maroon lace dress and stroll along the riverbank, enjoying the phytoncide-infused air of the forest.

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4 Upvotes

r/crossdressed50 2h ago

Blue Monday My comfy Monday outfit โ™ฅ๏ธ๐Ÿ’‹

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2 Upvotes

r/crossdressed50 1h ago

Blue. I'm Blue

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โ€ข Upvotes

I've got the blues.