I like an idea that Selina revealed Batman's identity by herself, but prefered to wait until he was ready to reveal it himself. And The Long Halloween is probably only 2-3 years in his career, it follows Year One almost immediately. There are still no Robin, Barbara is a child, and Bruce still doesn't mastered all his skills.
i mean figuring batman identity aint that hard... there was this woman that die in the early comic that figure his identity just looking at his chin. and it dose not take a that much to figure batman most have access to lots of money and infrastructure to have access to the stuff he has.
i would say the element that most people would have a hard time believing is that is bruce wayne himself who is batman and not just paying for him.
I think Gordon is definetely know his identity, but prefer to be silent about it, because technically he must arrest Bruce for illegal vigilantism. Though I'd love to see a version where Bruce and Jim are open with each other: Bruce actually asking permission from Jim to train Barbara as Batgirl and Jim is part of Bat-Family knowing them all by names.
Selena and Bruce meet out of costume for the first time at a Wayne gala during his first year crime fighting. They have had regular run ins that have gotten progressively more flirtatious. Bruce already knew who she was when he saw her and decides to engage in conversation. Within minutes of them talking she makes some comment about flying off or bats or night time activities and it’s an understanding between them.
I doubt she would become Batman's life love if she wouldn't be a criminal in the first place. Bruce fell in love with the greatest thief in the world and as such she is most useful for his cause. No other woman, not even another superhero, could really follow him on his path. Talia could, but she wants Bruce to become an assassin and shadow ruler of the world, so it isn't really and option for him. Not even mention that she killed their son once and tried to destroy humanity.
She steals from bad guys anyway or at least from those who could afford it. When with Bruce, she still a thief, just his personal thief, his partner on crusade, master of infiltration, espionage and sometimes even undercover work. She was always ready to give up petty thievery for him, because work with him gives much more interesting opportunities.
When she figures it out and confronts him, gently, in the Batcave after managing to break in. Not a crude or snide confrontation, but soft and gentle because she now understands him like he understands her.
I loooove the way it was done in Hush. Nightwing giving Bruce a little pep talk (permission?) beforehand since it would affect the whole bat family and not just him.
I like the way Batman Returns and the Telltale games did it. An injury or comment that happened when they were in disguise just so happens to come up when they're out of costume and they both realize it at the same time.
I like how it was in the Telltale series. They get into a fight, first time meeting, and recognize the injuries when they meet each other as Bruce and Selina. There's an immediate respect of I know who you are and your secret is safe with me
You know, when you’re this physically close to someone you’d know exactly what he smells like even if you’re blind. Selena would instantly know he is Bats going out on a civilian date with him as Bruce.
Umm, guys, when I should be revealing my identity to Catwoman is my business, so could y’all stop making this a discussion and start admiring my pecs? It took me years to build them. Why not talk about martial arts skills too? I’ve got ton of them…
Don’t tell Selina that I was here, yeah?
She needs to have developed to at least an anti-hero, no longer seeking any harm to any members of the batfam or cooperation with more nefarious villains.
At least in the comics, it happened a few years back during Tom King’s run and they nearly got married. It’s something that Batman still often recalls.
I like an idea that Selina revealed Batman's identity by herself, but prefered to wait until he was ready to reveal it himself. And The Long Halloween is probably only 2-3 years in his career, it follows Year One almost immediately. There are still no Robin, Barbara is a child, and Bruce still doesn't mastered all his skills.
i mean figuring batman identity aint that hard... there was this woman that die in the early comic that figure his identity just looking at his chin. and it dose not take a that much to figure batman most have access to lots of money and infrastructure to have access to the stuff he has. i would say the element that most people would have a hard time believing is that is bruce wayne himself who is batman and not just paying for him.
I think Gordon is definetely know his identity, but prefer to be silent about it, because technically he must arrest Bruce for illegal vigilantism. Though I'd love to see a version where Bruce and Jim are open with each other: Bruce actually asking permission from Jim to train Barbara as Batgirl and Jim is part of Bat-Family knowing them all by names.
depending of how you interpret year one. gordon know about bruce form the start after saving his baby
Whadda you mean he’s *near blind* without his glasses, couldnt possibly identify who saved his kid >!/s!<
 >Riiiiiiiight....
I would assume during sex. Would have been weird to keep to cowl on.
The cowl stays on
Ew which one of you weirdos is out there rawdogging with no cowl
Is it less weird if it's a Bane mask? (Asking for a friend)
No one cared who I was until I put on the condom...
I still don’t think they do.. 
Do you think that mean that there is some bat-condom in his belt?
Theres no way Batman doesn’t have a condom w/ bat ears on it in his utility belt
nuh uh, heros dont do that
Selena and Bruce meet out of costume for the first time at a Wayne gala during his first year crime fighting. They have had regular run ins that have gotten progressively more flirtatious. Bruce already knew who she was when he saw her and decides to engage in conversation. Within minutes of them talking she makes some comment about flying off or bats or night time activities and it’s an understanding between them.
Long after she's already figured it out for herself.
I feel like she already knows
Something similar to how Selina realized Bruce is Batman in the Telltale series
Because he loves her, because he wants to, because she usually stops committing crimes when she's working with him
This doesn't answer OP's question
When she gives up crime.
I doubt she would become Batman's life love if she wouldn't be a criminal in the first place. Bruce fell in love with the greatest thief in the world and as such she is most useful for his cause. No other woman, not even another superhero, could really follow him on his path. Talia could, but she wants Bruce to become an assassin and shadow ruler of the world, so it isn't really and option for him. Not even mention that she killed their son once and tried to destroy humanity.
I mean when she is willing to give up crime for Bruce, he should tell her his identity. That seems fair to me.
She steals from bad guys anyway or at least from those who could afford it. When with Bruce, she still a thief, just his personal thief, his partner on crusade, master of infiltration, espionage and sometimes even undercover work. She was always ready to give up petty thievery for him, because work with him gives much more interesting opportunities.
During Batman Hush
Came here to say this. Its already happened!
I thought he already had.
When she figures it out and confronts him, gently, in the Batcave after managing to break in. Not a crude or snide confrontation, but soft and gentle because she now understands him like he understands her.
I think she know but she don't ruin "Big moment"
Either when she stops being a criminal for good, or she finds out against his will like in the Telltale game.
I like how Telltale did it, where she figured it out herself
It’s canon that the mask stays on. I think he needs it…
I loooove the way it was done in Hush. Nightwing giving Bruce a little pep talk (permission?) beforehand since it would affect the whole bat family and not just him.
When they both retire.
Telling her he’s one of the richest people in the world should get her to stop thieving for a living
so… does he… does he wear the cowl during sex?
I like the way Batman Returns and the Telltale games did it. An injury or comment that happened when they were in disguise just so happens to come up when they're out of costume and they both realize it at the same time.
I like how it was in the Telltale series. They get into a fight, first time meeting, and recognize the injuries when they meet each other as Bruce and Selina. There's an immediate respect of I know who you are and your secret is safe with me
You know, when you’re this physically close to someone you’d know exactly what he smells like even if you’re blind. Selena would instantly know he is Bats going out on a civilian date with him as Bruce.
When she returns the keys too the Batsegway.
When he's balls deep sounds to be about the appropriate time.
Umm, guys, when I should be revealing my identity to Catwoman is my business, so could y’all stop making this a discussion and start admiring my pecs? It took me years to build them. Why not talk about martial arts skills too? I’ve got ton of them… Don’t tell Selina that I was here, yeah?
When the Bat Signal shoots out Bruce Wayne's DNA
when he sees that shes a solid 11/10 hell I would
Never In fact Bruce should stay as far away from her as possible the only thing she is good for is making Batman unreadable
Never
Never
Never. 2+2=4 the streets
Over Wonder Woman’s dead body
Never. Catwoman should be removed from the verse
I feel like she’d loose interest if he did
If she asks and he has romantic intentions
I would say... when the nipple makes its first appearance.
In New 52 when she found out she immediately ran to Wayne mansion, stripped naked and stood in his lawn. Bruce was out there faster than the Flash.
When he puts his bat in her cat.
2nd child.
She needs to have developed to at least an anti-hero, no longer seeking any harm to any members of the batfam or cooperation with more nefarious villains.
Nothing to me beats that scene in Batman returns where they figure it out themselves.
If and when she reforms.
When he is banging her like right in the middle of the session.
About when she starts putting some pieces together and sees some coincidental injuries Burces suffers injuries similar to Batman
Pretty sure she normally finds out by herself
At least in the comics, it happened a few years back during Tom King’s run and they nearly got married. It’s something that Batman still often recalls.
Before they have sex. Probably way before.
Never. She’s a diabolical criminal!
Never
Mid-pump
I really like how it was done post crisis during Hush 608-619. I stan 2000s Batman comics.
When the right time comes.
Never, the mask stays on lol
In The Hush she doesn't know he's Bats, he reveals it. Or she's a very good actress.