The first time they met, Keith, by default, hit on her. Of course, she didn't return the advance. Cait was already taken, and the guy was a heavy hitter. He never got hit, by either Cait or Ty, but he got the hint.

They met again and again when Keith visited Iris. Nothing really happened. Keith was always interested in the idea of taking Cait out, but he knew that was a no-go. That didn't stop him from joking with her every so often.

Then Cait died. Ty lost it. It was as if he needed her to keep him sane. A team was assembled to take him down--the Kryptonians, Atlanteans, Captain Marvel and Shadowpact. Ironically, Cait was revived soon after, and Ty wasn't there to be with her.

Keith took this chance to try and connect with her. Maybe he couldn't fill the hole Ty left, but he was funny and pretty nice. He got through to Cait as somebody she could rely on to make her laugh and feel good. Over time, Keith asked her out on an official date, and she accepted.

The pair of them were actually a good match. Keith suffered thorough meeting Arthur, who /did not/ approve of him. Cait enjoyed Arrow Family Game Nights, which she started winning because she, like Connor, did not cheat. Keith had also given up the costumed life, which made it easier for Cait to settle into a life where she didn't have to be the hero.

After two years of dating, Keith proposed. Cait accepted, and the two of them got married. They had a daughter, Mera Queen, and adopted an orphan, Derrick Raine, off the streets. Mera immersed herself in the life of a hero, and Derrick became the next Green Arrow.

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