Detective v Robber, ideas for blackmail...that don't involve corruption.

Emptysodabottle

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There is the detective, "the Hero", and then there is the villain, "the Robber." The Robber has been a joke of a villain---he's the type you see when the hero needs a breather or a comedy-driven episode. Inept, a punching bag, hasn't ever gotten away with anything.

And then he finds information that gives him leverage. Instead of using it directly on the hero detective, he decides to use it on the detective's wife/girlfriend, for a favor in return for silence.

Thing is, I don't the blackmail material to be anything that involves the detective being corrupt...he must remain a heroic, white knight figure. So I'm looking for other possible ideas, one so strong that the normally faithful wife/girlfriend would submit to such a demand...
 
Maybe she had some sort of past crime or unethical behaviour. Used to be a porn star? If he's a white knight type he would never have looked up that kind of stuff.

Money also works, she' stealing from her boss business for example.
 
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And then he finds information that gives him leverage. Instead of using it directly on the hero detective, he decides to use it on the detective's wife/girlfriend, for a favor in return for silence.

Thing is, I don't the blackmail material to be anything that involves the detective being corrupt...he must remain a heroic, white knight figure.

Instead of blackmail, why don’t you make it some sort of extortion? For example, let’s say that the detective is about to uncover information that will send a mob boss to prison. The mob knows that the bad guy is the detective’s confidential informant (CI). The mob approaches the CI and force him into a plot to lure the detective into an ambush. The CI doesn’t really want to get involved in being an accomplice to murder and initially wants to warn the detective through his wife about the details of the planned hit. His reason for informing the wife, instead of the detective directly, is that the CI is the bait for the ambush, and arranging a meeting with the detective plays into the mob’s plan. Once he meets with the wife he alters his plan and extorts sex from her in exchange for providing information that will save her husband’s life.
 
Nior?

If you're going for that sort of dark, Sam Spade kind of dick (pun intended), then it has to be something he can't forgive...or that will destroy him if he does.

What if he lost a witness he swore to protect. He confided a witness hideout to her or let it slip and she sold the information to the mob... maybe she was coerced...point is it has to be unforgivable. Maybe even he always blamed someone else.
 
Possibly. I personally would find it better if it was some kind of unethical act she was unaware of. Such as the leaking of police information...perhaps she spoke of something to someone that went down the grapevine and got heard by the wrong people...and the criminal knows she was the origin?
 
people can get very apologetic about an unethical act they were aware of...latent guilt and all. but if is she didn't think it was unethical, hard to convince her otherwise.

No, I mean she would view it as unethical, but she was unaware of doing the act itself at the time. Hence the example of her sharing a seemingly harmless tidibit about the case she heard from the Detective with her hairdresser, who then told a friend, who happened to be an informant for a mob boss...
 
No, I mean she would view it as unethical, but she was unaware of doing the act itself at the time. Hence the example of her sharing a seemingly harmless tidibit about the case she heard from the Detective with her hairdresser, who then told a friend, who happened to be an informant for a mob boss...

... and several people died or disappeared and the case fall apart. She figured on her own that happened because of that tidbit of information she was not supposed to even know. Still she hoped it was not the case until now when she is approached with blackmail because of it.

That's how espionage works. Agent approach someone who is trusted by someone who may have access to someone who has the information, and plants a curiosity. The question is asked up the line and information drip down. The information obtained is not necessary detailed or even correct, but most of the time all that is necessary is to confirm simple facts. That A does speak with D on regular basis, despite they supposedly don't know each other. That C was in that exact location at that exact time That D knows B is effective owner of the property in question. That D is aware of supposedly secret deal between E and F. Each of those facts on their own don't seem important, especially for a person not wholly informed about the true game, but can provide conclusive details.
 
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... and several people died or disappeared and the case fall apart. She figured on her own that happened because of that tidbit of information she was not supposed to even know. Still she hoped it was not the case until now when she is approached with blackmail because of it.

That's how espionage works. Agent approach someone who is trusted by someone who may have access to someone who has the information, and plants a curiosity. The question is asked up the line and information drip down. The information obtained is not necessary detailed or even correct, but most of the time all that is necessary is to confirm simple facts. That A does speak with D on regular basis, despite they supposedly don't know each other. That C was in that exact location at that exact time That D knows B is effective owner of the property in question. That D is aware of supposedly secret deal between E and F. Each of those facts on their own don't seem important, especially for a person not wholly informed about the true game, but can provide conclusive details.

Yeah sure it can be that. I’m just saying that if she didn’t know about the consequences of her carelessness until the criminal told her, the shock and awe of it might push her into giving into his blackmail than otherwise. We are, after all, talking about a classical character of the hero’s girlfriend/wife, who is always super faithful to her man. Even with blackmail it’ll take some strong stuff to get her to cross that line.
 
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