For me the most memorable romantic moments in games are all ones that are totally dark, outrageous, and hard to believe can exist in a game. Get ready to be disgusted and depressed, I have two examples that will knock your pants off.
Fable 2 is a game that gave me a lot of dark emergent stories through the romance system. I created a lady hero and set out to make her a lesbian. I found a suitable female mate in Oakvale named Violet, we got married, and I moved her into a idyllic upscale house around Bowerstone Market. For a while I kept my wife as happy as possible by fully upgrading the house, putting the family allowance as high as possible, having sex with her often enough, giving her gifts, and going for walks. But a time came when I wanted to start having kids and in Fable 2 they didn't give you the ability to adopt children when you're a gay or lesbian couple (which was rectified in Fable 3). I realized I was going to have to break up my lesbian marriage with Violet and find a male to replace her with so I could have kids.
The thing is, getting a divorce in Fable 2 isn't simple. You can't pick an option and break up a relationship diplomatically or amicably, you have to use the systems to make your mate unhappy enough for them to leave, which requires you to be a total psycho. I took all her allowance away, I stopped having sex with her, and eventually I started hitting her and things got crazy dark in a hurry. Since I had made her so happy earlier in the relationship her love values in the systems were super high and took forever to knock down, so it ended up seeming like stockholm syndrome because I kept having to abuse her to knock those values down, but she wouldn't leave because it takes so long to change status.
I would go off to Bloodstone and have crazy sex-trains with both male and female prostitutes, catching 4 STDs in a row during a visit there, and the news of my character's cheating catches up to my wife but it still didn't activate her divorce function. All of this absurd abuse culminated in me punching my character's wife and pulling out my gun and shooting it around inside our house, and finally her unhappiness was so low that she suddenly started crying, she made a declaration that she was leaving, and she ran out of the house. I didn't know how the game handled all of this so I ran after her to see where exactly she was fleeing to. That day in Fable was super moody too because it was raining in Bowerstone, so I chased her as she ran through the rain and eventually she went out the exit that leads towards Oakvale, where she was originally from. I assumed she was going back home, so a couple days later I went to Oakvale to see what she was up to and she was nowhere to be found. The place she once occupied was taken over by a completely new character. There's a lot of rabbit-holes to go down in Fable games and systems to interact with, break, and exploit, but this romance one was by far the most absurd and depressing. I ended up marrying a male and having two kids, but they ended up being a puppet family & I couldn't bond with them at all (can't even remember their names) because I couldn't ever get my mind off of my original wife Violet and the crazy dark story that unfolded there and all the awful things I did in order to scare her off. When Fable 3 came around I ended up not having any marriages, there could be a few reasons for that, but I think one of them was that I still felt bad about Violet.
That was a pretty uplifting story, it only gets worse in my second example, but luckily it's much shorter and sweeter, but it has a major spoiler for F.E.A.R. 2 for anybody that cares. My second most memorable moment in game romances was the very end of F.E.A.R. 2 where the main protagonist Beckett gets raped by the main antagonist Alma, who is long dead by the way and exists as a Paranormal Activity type of entity except amplified on a giant scale. You have to go through a terrifying end battle sequence of visions, and it's implied by the end that while you were having these nightmares in your mind, in the real world Alma was raping you because she is standing over you rubbing a clearly pregnant belly.
Best game romance ever, raped by a ghost.
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