023. Lovers
It seemed as though he was destined to fail at every romantic relationship he might ever have been involved in before it even started. He might have a great deal of luck in finding and making good, lasting friendships. However, as soon as he realized his feelings, as soon as he started wanting something more, something would happen and tear those chances to shreds. The irony of it wall was that something had always been Conan.
With Ran, he had been well aware of his own feelings since at least the middle of junior high. However, he hadn't really started planning to make his move until their almost date at Tropical Land. But before he could do anything, the Black Organization had struck, and he had been de-aged by ten years.
And even as Conan Edogawa, Shinichi had considered several times, actually tried a few, to tell Ran everything, including his feelings. But he would transform back into Conan too quickly or be reminded by Haibara how dangerous his life really was now that he involved with the Black Organization.
Then, he finally brought down the Black Organization, but he was getting far too much media attention. With the possibility of being bugged, however illegal that might have been, there was no way in hell he could tell her who he really was.
And then, he had fallen for Kaitou Kid, the phantom thief with a strict adherence to his own strange moral code. At first, Shinichi had known he could never say anything because he had had the body of an eight year old, but when the depth of Kid's trust was revealed to him, the detective had started hoping for more.
The very next day, he was magically Shinichi again, but all hope had died once more. If Conan hadn't disappeared so suddenly, Shinichi might have had a chance. But as it was, Kaitou Kid blamed Shinichi Kudo for everything wrong with Conan and now seemed just a few steps away from hating him.
So, it was official. He was doomed to die alone without a lover, because Shinichi somehow knew that his hear had forever been stolen by Kid, even if the thief did not want it. This was one treasure he would not be able to return.