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JamieJ

@jamiejason2-0

Still a curious, inexperienced, mature crossdresser.

137 posts

Mar 2

With my good friend Samantha.

#mature crossdresser #ai generated

Jul 8

Pink Wednesday

Moving a little slowly. World Cup hangover. I think it's going to be a finals repeat. We'll see.

#mature crossdresser #ai generated

Jul 6

Love the Seattle World Cup poster. And I can’t wait for today’s match! Go USA!

Jul 5

Felt like dressing up a bit for my morning latte.

Thank you @istellasposts and everyone who got me to 500 reblogs!

#500 reblogs #tumblr milestone #thank you

Jul 5

PNW Highlight #6

Crater Lake in southern Oregon. Some of the bluest water. And if you look closely, you might see Harry on Wizard Island.

#mature crossdresser #ai generated

Jul 4

Happy Fourth of July. And thanks to Annie @anniegirlaz for the lovely swimsuit!

And go Canada! ⚽️⚽️⚽️

#mature crossdresser #ai generated

Jul 3

Morning latte on purple Friday. Looking forward to holiday weekend in the US.

#mature crossdresser #ai generated

Jul 2

Denim Thursday with some Wednesday pink as well. Can’t wait for Monday’s match!

#mature crossdresser #ai generated

Jun 30

Pink Wednesday a Day Early

Busy with World Cup tomorrow, so a little pink a day early.

#mature crossdresser #ai generated

Jun 30

Thanks to all the participants who made this such an interesting challenge! Look forward to #7.

@alyssa-ai @ai-satin-chic @anderiix @gigiprinceton2 @gigiprinceton @danni-gurrl @mohairmaster @dryndelicate @astrogurlnikkipinkai @fluffyfaza @sarahwellshunter @jamiejason @mentorcreation @aifineart @patrickdreessensworld @jamiejason2-0 @andysfantasie @celestmilena @softsmooth69 @miphisticated @hoseai

Jun 29

Monday morning

Relaxing with a book on a Monday morning. Hope your week gets off to a good start!

#mature crossdresser #ai generated

Jun 28

Friends

With good friend Katty @kattyfoxy34x

Jun 28

Seattle Pride Parade

Happy pride!

#mature crossdresser #ai generated

Jun 27

Something from the old blog

Slightly revised. I know the outfit isn't very age appropriate, but I LOVE THOSE HEELS. Working on finding a good dress.

#mature crossdresser #ai generated

Jun 27

Purple Friday P.M. Edition. Dark purple for an evening out.

#mature crossdresser #ai generated

Jun 26

A little mindfulness on purple Friday.

#mature crossdresser #ai generated

Jun 25

Denim on Thursday P.M. Edition

Out for late afternoon happy hour. @claudia1962 Ich habe das Kleid für dich getragen

#mature crossdresser #ai generated

JamieJ @jamiejason2-0 - Tumblr Blog | Tumgag