iiinova — where your digital self keeps evolving

Reposted by Ivy (TheOfficeFemboi)

Tiny Gay Pirate @tinygaypirate.bsky.social · 5h

552096

Reposted by Ivy (TheOfficeFemboi)

Chuckuddin @chuckuddin.bsky.social · 13/10/2026

boo(bies)

31982463

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 10/10/2026

Let’s sit and have a chat. Don’t worry, I’ve got all day💖 #crossdressing #womensofficewear #womensblouses #genderfluidfashion #femboytrap🌈

020

Reposted by Ivy (TheOfficeFemboi)

Anibal @aitodracon.bsky.social · 04/10/2026

⚜️🔱Good day to YOU🔱⚜️

3597

Reposted by Ivy (TheOfficeFemboi)

Brie 💕🇭🇹🍄🪷🐝 @moonchldbrie.bsky.social · 04/10/2026

In my chic era🍾🥂

7426

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 04/10/2026

I really never do fit checks that much, but this is special!💖 #crossdressing #womensofficewear #womensblouses #genderfluidfashion #femboytrap🌈

040

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 04/10/2026

Cute outfit check! Whenever I have something to do, it’s better to get all dolled up for it💖 Don’t you?💋 #crossdressing #womensofficewear #womensblouses #genderfluidfashion #femboytrap🌈

030

Reposted by Ivy (TheOfficeFemboi)

Madeleine @madeleine1016.bsky.social · 14/09/2026

A woman is often at her most beautiful when she’s laughing so hard she forgets to look composed. #NaturalBeauty #Happiness #SelfLove

51198

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 19/09/2026

She makes me look like such a Doll, doesn’t she?💜 Thank you so much as always, Isabella💜✨

010

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 19/09/2026

After posting this cute outfit in my stories saying how much I wanted to wear it before going back to work, little did I know that the wonderful @franbeit.priv_ on Instagram made this beautiful piece of me wearing it. #crossdressing #womensfashion #androgynousfashion #digitalfanart #queerart

031

Reposted by Ivy (TheOfficeFemboi)

Monteiro @monteiro.bsky.social · 07/09/2026

Best Labor Day movies. I’ll start:

Screencap of Lily Tomlin, Dolly Parton, and Jane Fonda arm in arm, walking through the office in 9 to 5.

3506671799

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 07/09/2026

Happy Labor Day, Darlings! Undo the tie, open the collar, unbutton the shirt… Relax 😊💖✨ #crossdresser #opencollaredshirt #genderfluidpride #upskirting #labordayweekend

021

Reposted by Ivy (TheOfficeFemboi)

GenderPlay Books @genderplaybooks.bsky.social · 02/09/2026

Follow up to.our most viewed video of this year! youtube.com/shorts/mg31g... Oh no! Mom wants to have a chat about those clothes?! #crossdresser #genderbend #m2f #transfem #femboy #comic

132

Reposted by Ivy (TheOfficeFemboi)

Otter beef. 🦦🍯 @zekeytheotter.bsky.social · 01/09/2026

Here’s my belly in case you want to rub it, bro. 👉🏼👈🏼🦦

2786760

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 29/08/2026

Felt sexy this sexy last night to start off the weekend, try not to fight over me Boys🏳️‍🌈💖👄🏳️‍🌈✨ #furcoats #sexyboyz #femininemen #underwearmodel

010

Reposted by Ivy (TheOfficeFemboi)

Mr. Tyler CroOoOoOoOok @mrtylercrook.bsky.social · 25/08/2026

My favorite Dolly Parton meme.

A twitter interaction where someone posted a photo of Dolly Parton looking hot as hell in black and red lingerie. Someone else replies to the photo with "Well then wha the hell did Jolene look like???"

289941892

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 23/08/2026

The best part of most Sundays, you get to sleep in and wake up to feeling relaxed. 💚🔥

020

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 23/08/2026

My sea foam blue satin pajamas feel so nice and comfortable, I’ve been thinking about button down pajamas lately and these were definitely what I needed to feel comfortable and sexy too~💚✨ #crossdressing #genderfluid #androgynousfashion #womenspajamas

061

Reposted by Ivy (TheOfficeFemboi)

LifuX @lifux.bsky.social · 21/08/2026

True story 🐈‍⬛ #LifuX #Cat #Cats #Catsofbluesky #Caturday

1086399717

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 15/08/2026

It was truly a lovely Saturday of volunteer work, and seeing new faces. Same preppy look, new beautiful experience… despite the heat🥵😍💖✨🏳️‍🌈 #womensformalwear #preppyfashion #womenspoloshirts #liprouge #genderfluidstyle

060

Reposted by Ivy (TheOfficeFemboi)

The Spaceshipper 🚀 @thespaceshipper.com · 14/08/2026

🚨Now available🚨 All Sections Alpha: The Making of Space: 1999 "In 1976, Tim Heald's The Making of Space: 1999, provided fans with a fascinating guide into the making of the series with numerous insights from the cast and crew. All Sections Alpha brings the original book fully up to date..." 🔽

All Sections Alpha: The Making of Space: 1999 cover art

38815

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 09/08/2026

Personally, I like my collars nice and open with a jacket. A full open collar on a woman’s shirt is a power statement. An open collar is gives an edgy and daring vibe to a look that promises confidence and is a true feast for the eyes.💖✨ Please, let me know what you think

020

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 09/08/2026

Do you prefer to wear the collar out and over the jacket, or do you prefer to wear the collar in a manner that it’s mostly tucked within the confines of the jacket’s lapel? 🙏🏳️‍🌈✨ #womensprofessionalattire #bosslady #womensbusinesssuits #genderfluidstyle #opencollaredshirts

131

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 08/08/2026

I thought you were building a dic- Deck! I thought were building a deck~😅😍”

120

Reposted by Ivy (TheOfficeFemboi)

American Scruffy 🏳️‍🌈 🇺🇸 🇵🇸 🇺🇦 🏳️‍⚧️ @scruffygaydc.bsky.social · 06/08/2026

Sometimes when you lose your way in the fog, you end up in a beautiful place! Use the truth as a gleaming beacon that pierces through to find your way.

3451

Reposted by Ivy (TheOfficeFemboi)

GenderPlay Books @genderplaybooks.bsky.social · 03/08/2026

Our Resident cat girl is in over her head! youtu.be/Ly91isx9EXs Out now #catgirl #scifi #genderbend #transgender #m2f #lgbqt

021

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 28/07/2026

If you see this, we IMPLORE you to post a picture from whatever device you’re using without explanation.

010

Reposted by Ivy (TheOfficeFemboi)

Nerdist @nerdist.bsky.social · 13/07/2026

New poster for Spaceballs: The New One 🎬

521612234

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 12/07/2026

I saw a lot of boats yesterday! Mostly a handful of Chris Craft motor boats and one Dutch sailing ship. Yes I also have an unhealthy obsession boats⚓️ #boats #newengland #connecticut #regatta

030

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 12/07/2026

I’m really pleased with how far I’ve come in expressing my genderfluidity through Crossdressing. I’ve really come so far compared to when I first started dressing up back in late 2018.

050

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 12/07/2026

Well I am officially 28 years old!🤍☺️ First Pic: The Genderfluid Office Worker (2025) Second Pic: The Genderfluid Office Worker (2018) Time really does fly by, doesn’t it?♥️ #womensfashion #whiteblouse #lipstick #crosssdressing

030

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 04/07/2026

This cute Country Boi is wishing you a Happy 4th too🇺🇸🎊✨

061

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 04/07/2026

Happy 4th of July to all my American moots🇺🇸🎊 I watched the Tall Ships Parade hosted by NBC and Melody Mendez looked truly amazing in that beautiful navy blue polo shirt with those white khakis and that darling gold necklace, definitely an outfit I’m really inspired to try out soon! 💙✨

020

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 28/06/2026

Please follow my digital art page: @ivyliner.bsky.social if you want to see more of my work, I’ll have more new art over time.😊

040

Ivy (TheOfficeFemboi) @nickplaysdressup.bsky.social · 28/06/2026

I hope all of you have had a very Happy Pride Month. 🏳️‍🌈 I am also a digital artist, I created this original character for Pride Month back in 2024. Aren’t They cute?🥹♥️✨ #digitalartist #crossdressingmodel #originalcharacterart #genderﬂuid #pridemonth2026