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Auntie Stephanie

@auntiesteff

A more refined and mature me. Thanks to @girllymadison who christened me Aunt Steff @jamiejason2-0 whose ageless elegance inspired Stephanie to grow up @rayesretreat for being my confidante and best friend Find my wilder side @steffigurlworld

88 posts

Jun 18

For those who already know me, this picture represents my truer age, guess if you want to, but a lady never tells.

All images here are AI enhanced, just so you know.

Hugs&Kisses

Aunt Steff

#mature crossdresser #my feminine journeys #ai image #my face

9h

Staying on the blonde theme…

#mature crossdresser #ai image #my feminine journeys #auntie steff #crossdresserlife #trans is beautiful

11h

Auntie Steff grown up hippie.

#mature crossdresser #ai image #my feminine journeys #bohostyle #hippie

Jul 20

Just basic off the shoulder LBD with a plunge. Steff trying out blond hair.

#mature crossdresser #ai generated #my feminine journeys #auntie steff

Jul 20

Steff and Jamie shared the evening out. We’ve been told we look like sisters. That’s a nice thought 🥰

#mature crossdresser #my feminine journeys #auntie steff #jamiejsson2 0 #ai image

Jul 19

#mature crossdresser #ai image #my feminine journeys #auntie steff #silver hair #crossdresserlife

Jul 18

#mature crossdresser #ai image #my feminine journeys #silver hair #auntie steff

Jul 18

#mature crossdresser #ai image #my feminine journeys #auntie steff #crossdresserlife

Jul 18

#mature crossdresser #my feminine journeys #ai image #silver hair #auntie steff #crossdresserlife

Jul 17

Found this pink floral dream of a dress.

Seems to fit all the right places.

Jamie and Steff ❤️

#mature crossdresser #ai image #auntie steff #jamiejsson2 0 #my feminine journeys

Jul 17

One of life’s photo memories that stays with me from trips past. Not my photo but I’ve had this view many times. ❤️✈️

#travel #sunset #clouds #sky #auntie steff #air travel

Jul 17

Jamie auntiesteff and Katty We adore our beloved Patrick he’s the best.

Pretty cool being all together. Patrick is a handsome guy. What time is on the grandfather clock?🔍

#beautiful ladys #mature crossdresser #my crossdresser life #my feminine journey #jamiejsson2-0 #auntie steff

Jul 17

When you find a dear friend, hold her tight ❤️

#mature crossdresser #ai image #auntie steff #jamiejason2 0

Jul 15

While in south Florida the manager of the Miami Playboy Club saw us. Invited us to wait tables for the VIP men. Of course we agreed. Oh what a night 😅

#playboy club #mature crossdresser #ai image #jamiejason2 0 #auntie steff #kattyfoxy32x

Jul 14

An elegant night with Jamie, Steff, and Katty

#jamiejason2-0 #auntie steff #kattyfoxy32x #ai image #mature crossdresser #crossdresserlife #trans is beautiful

Jul 14

@sexyzette

This my newest transgender friend, Suzette. She is gorgeous. If you haven’t seen her blog, go check it out. ❤️

#Sexyzette #trans woman #mtf trans

Jul 13

Wicked

We are cruel and unusual

Enter at your own risk🖤

#mature crossdresser #ai image #disney cinderella #auntie steff #jamiejason #kattyfoxy32x

Auntie Stephanie @auntiesteff - Tumblr Blog | Tumgag