Did they have any real relationship in any canon or continuity comics, movie or TV shows? A real romantic relationship between the two? Not that I have ever seen. And I have read hundreds and hundreds of Batman's comic book appearances, and participated in many online discussions about them, so I probably would have run across a reference to it at some point.
As you say, there have been times, in one continuity or another, when Poison Ivy kissed "Bruce Wayne" or "Batman," usually in an attempt to either kill him or hypnotize him. One example of the latter motive -- moving in close in order to place "the filthy rich Bruce Wayne" under her control for a while, rather than trying to use her powers to kill "Batman" on the spot -- occurred in the part epic "The Long Halloween" in the late s, written by Jeph Loeb and drawn by Tim Sale.
In that instance, it was Catwoman who finally rescued him -- ironically, Selina Kyle and Bruce Wayne had recently been dating, without knowing each other's secret identities, and this was why she, as "Catwoman," finally invaded Wayne Manor to find out what had gone wrong with her dear Bruce lately! But I cannot think of any comic book in my collection, nor of any episode of a cartoon series, in which we've been led to believe that Batman whether as "Batman" or as "Bruce" was hugging and kissing Poison Ivy of his own free will, and whispering sweet nothings into her ear, and so forth, just because he really liked her a great deal and wanted her to stick around and be his girlfriend.
As you say, at one time or another, he has been powerfully attracted to several other women who often run around in costumes, sometimes actually dating them for a while, and sometimes it never really goes anywhere -- but Poison Ivy doesn't seem to have ever honestly gotten him all that interested in seeing her as a potential love interest.
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Bearing in mind that he knows all about her powers and chemical concoctions, so if he ever did start feeling really interested in her as a woman, he or his friends would naturally fear she was up to her old tricks and "cheating" by zapping him with a super-enhanced pheromone or something. I think you modified the question while I was trying to answer it. So now I'm adding a paragraph.
On the part about "did they ever have sex? I'd say it was one of those situations where individual readers were free to assume whatever they wanted to assume had happened "between issues of the series, behind closed doors. Year one Batman Shadow of the Bat annual 3.
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10 Things That Happen When You Meet A Good Guy After A Toxic Relationship
The Dominant and Controlling Partner An overly intense person who exhibits characteristics of dominance and control -- someone with a temper, who pouts, withdraws, and has to have his or her way. The Narcissist Narcissism can be hard to detect because, in part, they are great at hiding their self-interests. They are the perfect chameleons, seemingly highly tuned in to your wants and needs. Nevertheless, everything for the narcissist directs back to self-interest. Further into the relationship, you may notice that narcissists are punishers and if you don't do things that fulfill their ideal, they become upset and withdraw.
10 Things That Happen When You Meet A Good Guy After A Toxic Relationship | Thought Catalog
Narcissists are manipulative and will do anything possible to accomplish their goal. You may notice that all the conversations are directed towards them. They may not even ask you about your interests or experiences, never mind your feelings. The Damaged Soul Then there's the person who is so badly damaged from their own childhood wounding, there is no way that they can be in a healthy relationship, not without serious therapy.
Many times the caretaking child becomes the caretaking adult and gravitates to this kind of person. It is extremely important to be aware and recognize this and override the impulse to think that you can make a difference in this person's life. Rescuing is an addiction in itself, and can only lead to serious problems later on in the relationship. The One Without Empathy Another sign to look for is a person lacking in empathy.
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Empathy can be taught, but if it's missing in an adult, it requires a lot of therapy for rehabilitation. Again, knowing yourself is the key to recognizing your tendency toward these bad dating patterns. As you use your self-awareness to begin to break free and move toward healthier relationships, one of the most important questions you can ask yourself about someone you are dating is this:
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