The fact that Pennywise lives in the sewers and has a very different lifestyle compared to the reader. The reader is from the normal human world, and Pennywise exists in a world of horror and chaos. Bridging this gap would be extremely difficult. Moreover, Pennywise has his own set of rules and instincts which may conflict with the relationship, like his need to kill and cause fear.
One big challenge would be the nature of Pennywise. He is a malevolent being who feeds on fear. The reader would constantly have to deal with his dark side. Also, society would not understand such a relationship. People would be horrified if they knew the reader was in love with a monster like Pennywise.
A major challenge would be trust. Pennywise is known for his deception and trickery. The reader would always have doubts about whether Pennywise truly loves them or is just using them for some other purpose. And for Pennywise, understanding human emotions like love fully would be a struggle as he is so used to preying on fear and negative emotions.
One challenge would be Orochimaru's reputation. He is known for his dark and often unethical experiments, which would make the reader's family and friends likely oppose the relationship. Another challenge is Orochimaru's own nature. He is very self - centered and power - hungry, so he might struggle to truly put the reader first in the relationship.
One challenge could be Kaiba's pride. He's used to being in control and having things his way. So, admitting his feelings for the reader might be difficult for him.
Well, it might start during a strange encounter on a stormy night. The reader is out in the rain, and Pennywise appears. Instead of running away, the reader is drawn to Pennywise's otherworldly appearance. Pennywise, sensing this unusual connection, decides to approach the reader rather than terrify them, and from there, the love story could gradually unfold.
Society would be a big problem. Hidan is a criminal in the eyes of most. The reader would have to deal with the stigma of being associated with him. People might shun the reader or even try to harm them. And Hidan's violent nature and his penchant for killing could be a huge obstacle for a healthy relationship.
One challenge could be the fact that Peter Pan doesn't age while the reader does. The reader would have to come to terms with growing old while Peter remains a boy forever. It might create insecurities and doubts in their relationship.
One major challenge would be the Joker's insanity. His unpredictable and often violent nature could put the reader in constant danger.
Another challenge is the difference in their lifestyles. Lloyd is used to a life full of action, danger, and the need for secrecy as a ninja. The reader, on the other hand, may lead a more normal life. Adjusting to each other's worlds can be difficult. For example, the reader may not be able to always keep up with Lloyd's fast - paced ninja life, and Lloyd may find it hard to adapt to the simplicity and routine of the reader's life at times.
One challenge is Danny's secret identity. He has to constantly hide his ghost - fighting side from the reader, which can lead to misunderstandings. For example, when he has to suddenly disappear to deal with a ghost, the reader might think he's avoiding them.
One challenge could be Sasuke's past and his focus on revenge. His single - minded pursuit of power and vengeance might make it difficult for him to fully open up to the Anbu reader. Another challenge is the secrecy and duty of the Anbu. The reader may have to keep their relationship hidden from the rest of the Anbu and the village, which can put a strain on their relationship.
One possible challenge could be the difference in their natures. Alucard is a vampire, often associated with darkness and death, while the reader is likely a normal human. This difference in essence might lead to misunderstandings. For example, Alucard's nocturnal habits and his need for blood could be hard for the reader to fully accept. Another challenge is the long - lived nature of Alucard. He has seen centuries pass, while the reader has a relatively short lifespan. This could create a sense of impending loss for both of them, with Alucard dreading the day the reader will die and the reader perhaps feeling inadequate in the face of Alucard's long - term experiences.