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undercoverchloe

Outfit for a Mystery Night with friends in ‘23 vs ‘25

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A subreddit for sharing your transition timelines.

undercoverchloe

Didn’t think transitioning in a professional career was possible when I started

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While /r/asktransgender and other trans groups are great, some of us have families, partners, careers, and all the other trappings of not being in our 20s any more. Here's somewhere to talk about these things and the issues we face in transitioning. This is not a fetish group or a place for chasers, crossdressers and posts attracting chasers are highly discouraged. Please be aware of our rules. Note that all new accounts will be moderated. Onlyfans and thirst traps are not allowed here.

undercoverchloe

Selfies in my office over 4 years

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A subreddit for sharing your transition timelines.

undercoverchloe

Short sleeves and linen for the summer heat

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A place to inspire you to look and feel your best at work. Share your photos or links to images and websites that motivate your style

undercoverchloe

May ‘19 to yesterday. I prefer the second all-blue outfit a bit more 😅

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A subreddit for sharing your transition timelines.

undercoverchloe

Navy or white trousers with this top?

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A place to inspire you to look and feel your best at work. Share your photos or links to images and websites that motivate your style

undercoverchloe

I’m tall (6’3) with an ‘inverted triangle’ body shape. Work ‘fits can be a challenge.

A place to inspire you to look and feel your best at work. Share your photos or links to images and websites that motivate your style

undercoverchloe

New favourite dress and hat for summer

Fashion and Clothing subreddit where users can seek advice, support, and feedback. We are a mt(x) centric community, focusing on neo-traditional and alternative fashion for the transfeminine community.

undercoverchloe

Spring charity ball, age [39] to [42]. Sad and unhealthy to fit and happy.

Were you a weird looking kid/teen that blossomed into a cutie? Share your Longbottom journey here.

undercoverchloe

First time I’ve had studio photos done since transitioning! In one of my favourite dresses, too.

Fashion and Clothing subreddit where users can seek advice, support, and feedback. We are a mt(x) centric community, focusing on neo-traditional and alternative fashion for the transfeminine community.

undercoverchloe

Summer style that I hated in early transition. Love it now.

Fashion and Clothing subreddit where users can seek advice, support, and feedback. We are a mt(x) centric community, focusing on neo-traditional and alternative fashion for the transfeminine community.

undercoverchloe

2 years HRT today! It’s traditional to take a yearly photo in this hoodie (age 40 to 42)

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A subreddit for sharing your transition timelines.

undercoverchloe

2 years on HRT today, age 42!

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While /r/asktransgender and other trans groups are great, some of us have families, partners, careers, and all the other trappings of not being in our 20s any more. Here's somewhere to talk about these things and the issues we face in transitioning. This is not a fetish group or a place for chasers, crossdressers and posts attracting chasers are highly discouraged. Please be aware of our rules. Note that all new accounts will be moderated. Onlyfans and thirst traps are not allowed here.

undercoverchloe

Went to a local WLW pub night last night and tried out a new hairstyle

Fashion and Clothing subreddit where users can seek advice, support, and feedback. We are a mt(x) centric community, focusing on neo-traditional and alternative fashion for the transfeminine community.

undercoverchloe

Staff portrait in 2020 vs 2025

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A subreddit for sharing your transition timelines.

undercoverchloe

Post-gym selfie at 39 vs 42

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A subreddit for sharing your transition timelines.

undercoverchloe

From sad dude (39) to happy lady (42)

Were you a weird looking kid/teen that blossomed into a cutie? Share your Longbottom journey here.

undercoverchloe

LBD I wore to celebrate my 42nd birthday

Fashion and Clothing subreddit where users can seek advice, support, and feedback. We are a mt(x) centric community, focusing on neo-traditional and alternative fashion for the transfeminine community.

undercoverchloe

Working out what ‘lounge suit’ dress-code means for a work dinner. Simple red dress did the trick, I think.

Fashion and Clothing subreddit where users can seek advice, support, and feedback. We are a mt(x) centric community, focusing on neo-traditional and alternative fashion for the transfeminine community.

undercoverchloe

I take a yearly body progress pic on Christmas Eve Eve

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A subreddit for sharing your transition timelines.

undercoverchloe

Christmas ‘19 to ‘24. (41 mtf, 21m HRT, 8m post-FFS)

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A subreddit for sharing your transition timelines.

undercoverchloe

Bit dysphoric with post-electrolysis jaw swelling, but I’m told my work ‘fit is 🔥, so…

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Fashion and Clothing subreddit where users can seek advice, support, and feedback. We are a mt(x) centric community, focusing on neo-traditional and alternative fashion for the transfeminine community.

undercoverchloe

First Christmas party at work where I could properly be myself (41, 21m HRT)

Fashion and Clothing subreddit where users can seek advice, support, and feedback. We are a mt(x) centric community, focusing on neo-traditional and alternative fashion for the transfeminine community.

undercoverchloe

Dec 12th, 2021-2024. 41yo MTF, 21m HRT

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A subreddit for sharing your transition timelines.

undercoverchloe

2yrs ago (on the day I accepted I needed to transition) vs today. 41, mtf, 21m HRT

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A subreddit for sharing your transition timelines.