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It's essential to recognize that people's experiences and identities are diverse, and there isn't a single reason why some male crossdressers may eventually start dating men. Each individual's journey is unique, and their dating preferences are influenced by a combination of personal experiences, emotions, attractions, and self-discovery. Here are some factors that could contribute to this scenario:

  1. Sexual Orientation: Crossdressing and sexual orientation are distinct aspects of a person's identity. While some male crossdressers may identify as heterosexual (attracted to people of the opposite gender), others might identify as homosexual (attracted to people of the same gender) or bisexual (attracted to both genders). A male crossdresser who identifies as homosexual might naturally be more inclined to date men.

  2. Self-Exploration and Discovery: Engaging in crossdressing can lead individuals to question and explore their gender identity and sexual orientation. It can be a part of the process of self-discovery, where someone learns more about themselves and what they are attracted to.

  3. Gender Expression and Attraction: Crossdressing can challenge traditional gender norms and expectations. Some male crossdressers may find that they feel more comfortable expressing their feminine side and that they are attracted to men who appreciate and respect that aspect of their identity.

  4. Shared Interests and Understanding: Dating men who are accepting and supportive of their crossdressing can create a sense of understanding and shared interests. This can foster a strong emotional connection and a sense of belonging.

  5. Acceptance and Authenticity: In a relationship with a man who is accepting of their crossdressing, some male crossdressers might feel more authentic and free to express their true selves.

  6. Fluidity of Attraction: Some people experience shifts in their attraction over time, and their preferences may evolve and change. This fluidity can apply to both gender identity and sexual orientation.

  7. Personal Growth: Engaging in relationships with different people can lead to personal growth and a deeper understanding of oneself. This growth can influence dating preferences.

It's important to remember that everyone's journey is unique, and there is no "typical" path for male crossdressers or anyone else when it comes to dating. The key is to respect and support individuals in their exploration and expression of their authentic selves, regardless of their dating choices.

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