1 - 20 of 35 Bookmarked Items in Crossdressing Tim Drake (DCU)
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He’s cheating on Tim! by cherryblossomx3 for Bundollier
Fandoms: Batman - All Media Types
17 Feb 2026
Tags
Summary
Dick sees Jason with someone who isn’t Tim.
The Batfamily panics.
Things get weird from there.- Language:
- English
- Words:
- 1,867
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 9
- Kudos:
- 172
- Bookmarks:
- 20
- Hits:
- 1,208
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Operation: Red Herring by AlmostSafe
Fandoms: Batman - All Media Types, Young Justice - All Media Types, DCU
29 Nov 2025
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Summary
After going undercover as Morgan Clarke, the first time he had to wear a dress stopped being the last time. There was Shannon Claire, Caroline Hill, and a few others that probably shouldn’t have worked as well as they did. The whole gender thing stopped mattering once it became routine, just faces and names swapped like armor. Nothing more.
The rest of the Bats got used to it years ago. He forgets that not everyone else has.
Series
- Part 2 of False Fronts
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Bookmark Tags:
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Rob, I Wish You Were Born a Girl by eatin_bread_n_cryin
Fandoms: Batman - All Media Types, Superboy (Comics)
19 Feb 2025
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Summary
'Really, if you were a girl I probably wouldn’t have looked at Cassie twice, you could have saved me a breakup. But I doubt you would have accepted me anyway, right? You’re attentive enough to know I would’ve fucked up the relationship back then.'
He ignores the other, quieter voice in his head asking ‘and now?’Tim catches a cold and Kon decides to stay with him. He learns the consequences of being left alone with his own thoughts and Tim's sleeping face.
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Summary
Bruce nods. “It makes the most sense. You haven’t been made, you’re the right age, and your face isn’t known in that circle. We’ll fabricate a profile and ID. You’ll go during lunch, find Everett’s bag, get the drive, and extract quietly.”
Tim just stares at him. “You want me to go undercover… as a girl?”
Steph claps her hands, grinning ear to ear. “Best day of my life.”
Series
- Part 1 of False Fronts
- Language:
- English
- Words:
- 12,166
- Chapters:
- 3/3
- Comments:
- 153
- Kudos:
- 5,790
- Bookmarks:
- 1,131
- Hits:
- 38,915
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Bookmark Tags:
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False Fronts by AlmostSafe
Fandom Batman - All Media Types, DCU, Young Justice - All Media Types
29 Nov 2025
- Words:
- 22,426
- Works:
- 2
- Bookmarks:
- 84
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Bookmark Collections:
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Dusty Reads Batman by Dust_Bunny_Meow
Fandom Batman (Comics), Batman - All Media Types, Batman: Wayne Family Adventures (Webcomic), Cookie Run (Video Game), Danny Phantom, DC Extended Universe, DCU, DCU (Comics), Green Arrow (Comics), Green Lantern - All Media Types, Justice League - All Media Types, Red Robin (Comics), Robin (Comics), Superman (Movie 2025), Superman - All Media Types, Teen Titans - All Media Types, The Batman (Movie 2022), Young Justice (Comics)
12 Mar 2026
Summary
I read fanfic, you can listen lol
- Words:
- 592
- Works:
- 44
- Bookmarks:
- 21
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Bookmark Tags:
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Summary
There was nothing to be embarrassed about. He knew that. It was logical.
Yet, there was a little less tension in his shoulders every time he put on a wig; it was easier to see with colored contacts, and he walked better in shoes that were not his. It was so satisfying to pretend to be someone else for a bit.
He was Timothy Drake, a son of a millionaire, and he was Red Robin. There wasn’t much time to be Tim, to be himself.
He’s never liked attention, and he had attention on him all the time. So what if clothing that was not his, makeup that changed his features, and hiding behind a different mask made his heart lighter and his lungs feel bigger?
Series
- Part 1 of Seductions
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Bookmark Notes:
very funny i loved wow so cute 10/10 i am so extremely depressed haha
this is still during my halal ao3 run. maybe its a reread i dont remember -
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four is not a crowd - it's just the right amount (of chaos) by CassandrasDreamworld
Fandoms: Batman - All Media Types, Young Justice (Comics)
31 Jan 2023
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Summary
Tim and Luke, the only two vigilantes currently in Gotham, are undercover on a mission to retrieve a smuggled magical item before it can wreak havoc in the city. Of course, because it's Gotham, the simple mission turns from simple to complicated fast, featuring a supervillain with a not so ice plan and some outside help getting called in.
“Red Robin and Batwing are currently stuck in an undercover mission that is going to turn sour in about ten minutes. They cannot compromise their identities and there is no one I can send as back up. Red Robin created a contingency for a situation like this and has me call you in as their back up.”
Bart’s mouth drops open as do the other’s. “He’s calling us into Gotham?”
Written for the 2023-Year of the OTP prompt event! January: First Kiss, Mission Fic, Snow
Series
- Part 1 of Cas' Year of the OTP Fics (2023)
- Language:
- English
- Words:
- 6,888
- Chapters:
- 1/1
- Collections:
- 2
- Comments:
- 27
- Kudos:
- 914
- Bookmarks:
- 168
- Hits:
- 5,665
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the world needs more boys in pretty dresses by i_take_backshots_from_shen_yuan
Fandoms: Batman - All Media Types
26 May 2022
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Summary
Red Robin comes back after an undercover mission in full drag. Conner doesn't know what to think about that.
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Cas' Year of the OTP Fics (2023) by CassandrasDreamworld
Fandom Batman - All Media Types, Danny Phantom, Naruto, The Sandman (TV 2022), White Collar (TV 2009), Wiedźmin | The Witcher - All Media Types, Young Justice (Comics)
31 Dec 2023
Summary
Non connected One Shots written for the Year of the OTP (2023) challenge! One fic a month over the whole of 2023!
- Words:
- 61,740
- Works:
- 12
- Bookmarks:
- 17
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Bookmark Tags:
Bookmark Notes:
Non connected One Shots written for the Year of the OTP (2023) challenge! One fic a month over the whole of 2023!
Notes:
1. January: First Kiss, Mission Fic, Snow
Bart Allen/Tim Drake/Kon-El | Conner Kent/Cassie Sandsmark, Tim Drake & Luke Fox,2. February: Fear Gas, "If I kiss you, will you shut up?", Established Relationship, Mermaid AU
Bernard Dowd/Tim Drake3. March: Road Trip, Getting Back Together, Mutual Pining
Stephanie Brown/Bernard Dowd/Tim Drake, Bernard Dowd/Tim Drake4. April: Canon Divergence, Peace
Bart Allen & Tim Drake & Kon-El | Conner Kent & Cassie Sandsmark & Anita Fite & Greta Hayes & Cissie King-Jones, Cissie King-Jones/Cassie Sandsmark5. May: Sick Fic, "Who are you?", Fantasy AU
Stephanie Brown & Cassandra Cain6. June: Wedding/Proposal
Tim Drake/Tobirama Senju7. July: Power Swap
Tim Drake/Kon-El | Conner Kent8. August: Storm, Meet Cute, AU of your choice
Hob Gadling & Jason Todd9. September: Shifter AU
Stephanie Brown/Tim Drake10. Oktober: Couples Costume
Tim Drake/Kon-El | Conner Kent11. November: Secret Relationship
Danny Fenton/Bruce Wayne12. December: Crack Treated Seriously, Forgiveness
Danny Fenton/Dick Grayson
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- Words:
- 13,044
- Works:
- 2
- Bookmarks:
- 24
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Summary
A set of two fics, days 1 and 2 of JayTim week. They are both the same events, but different points of view. It shouldn't matter matter which you read first, although the order of the series is the order they were written.
- Words:
- 3,078
- Works:
- 2
- Bookmarks:
- 4
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[Pod] Not Your Average Cinderella Story by Dust_Bunny_Meow
Fandoms: Batman - All Media Types
09 Sep 2025
Tags
Summary
Bruce nods. “It makes the most sense. You haven’t been made, you’re the right age, and your face isn’t known in that circle. We’ll fabricate a profile and ID. You’ll go during lunch, find Everett’s bag, get the drive, and extract quietly.”
Tim just stares at him. “You want me to go undercover… as a girl?”
Steph claps her hands, grinning ear to ear. “Best day of my life.”
Podfic of Not Your Average Cinderella Story by AlmostSafe
Series
- Part 26 of Dusty Reads Batman
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Bookmark Notes:
Gold
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Bookmark Collections:
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Three ex-Robins walk into a seedy club by Mewenn
Fandoms: Batman - All Media Types, Robin (Comics)
23 Nov 2025
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Summary
Tim didn't exactly decide to create a drag persona and become the sidekick of Gotham's newest rogue. Jason needed help, and it's not Tim's fault that his idea of a second persona is even worse than Tim's. So you see, Tim has no time for this identity crisis thing, he's too busy making sure Jason doesn't die a second time. Also, that new Robin needs to get brought down a peg or two.
Jason knows change is scary but he also knows he's right about his plans for Gotham. He even has his list in priority order:
1. find and kill the Joker.
2. figure out what to do with the stray he's somehow acquired.
3. deal with Batman, Nightwing and the rest.
Now if he could just stop with the doubts and the soul-searching and get onto the murder and the explosions…Dick has a bad feeling about everything. This new Red Hood guy, his too-clever sidekick, the new Robin, Bruce's most recent bout of brooding… Even Barbara is acting like she's got something to hide and, worse, Tim has chosen now of all possible times to implode and disappear. Dick has no time for Gotham's bullshit. His little brother needs him!
Series
- Part 2 of Two ex-Robins walk into a bar
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Bookmark Tags:
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Summary
The pairings in this series will be centered around DamiDickJayTim although it'll mostly be centered around JayTim and the timeline won't be in a specific order.
A little update; I have decided to add some of the dialogue prompts in between but I won't guarantee you I will finish writing them all.
The source of the prompts come from Tumblr from various posts but I think you might find it just anywhere.
- Words:
- 32,763
- Works:
- 17
- Bookmarks:
- 31
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Bookmark Notes:
Yes
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Two ex-Robins walk into a bar by Mewenn
Fandoms: Robin (Comics), Batman - All Media Types
02 Jan 2020
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Summary
The Red Hood has a fondness for a dive bar in the Bowery. Tim probably shouldn't have gone to check it out on his own.
Series
- Part 1 of Two ex-Robins walk into a bar
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Summary
Tim, after leaving Gotham, arrives to Paris and meets Marinette Dupain-Cheng
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Updates after around every 2 weeks- Words:
- 37,515
- Works:
- 9
- Bookmarks:
- 301
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Bookmark Notes:
read later
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- Words:
- 18,827
- Works:
- 1
- Bookmarks:
- 12
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Bookmark Notes:
part 1
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The mission (except it's not a mission) by sleepy_cat80
Fandoms: DC Extended Universe, Batman - All Media Types
09 May 2025
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Summary
the long waiting planning for the ‘mission’ except why does everyone seem familiar? More importantly why is Ra's here in the back unable to move. Also who is the blonde man standing in front of everyone more important who's the bride.
Series
- Part 3 of omg timbers mission
- Part 6 of sleep deprivation is making Tim's life difficult
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sleep deprivation is making Tim's life difficult by sleepy_cat80
Fandom Batman - All Media Types, DC Extended Universe
22 Dec 2025
- Words:
- 19,790
- Works:
- 8
- Bookmarks:
- 44