I thought this profile does a good example of explaining why some men might want to present as women.
It's about a 48-year old divorced man who was leading a routine, boring life until he started to present as a woman. Now, he's the center of attention on his university campus and he has access to spaces and resources he didn't have as a straight, white male. He's now the head of the gay & lesbian journalist association at his college and sits on a university diversity committee. His university also gave him a MLK award. Everyone knows him on campus. He's met Caitlyn Jenner. And this article was written about him. All these new things happened to him just in the short time since he transitioned in 2015.
He doesn't talk about childhood struggles with gender dysphoria. He went though high school and college with no problems. He got married to a woman and had a kid. Being transgender is only a notion he considered as an adult.
Some quotes from the article:
I’ve gone from being one more white, middle-class guy to being a transgender woman in a dress that everybody recognizes on sight,” she says. “I’m good at it, I’ve done it my way, and if they teach you anything in this school, it’s to control your narrative.”
Howe did not grow up knowing he was a woman, but always believed that something elusive shadowed his identity. For a while, he was convinced he was bisexual — nothing else seemed to fit. This label wasn’t right though. He could envision having a physical relationship with a man, but couldn’t envision having such a relationship as a man...
Howe always had a more feminine than masculine sense of self. When she went to parties before, she talked with women for the entire night. When she sensed that they wanted Howe to leave so they could discuss “girl things,” she dreaded talking with the guys. She just didn’t relate to them.
Howe’s transition journey sparked from reading Caitlyn Jenner’s July 2015 Vanity Fair cover story, where Jenner came out as a transgender woman. Howe found it interesting, and after discussing the story with a friend, Howe felt a commonality with Jenner.
“This little voice in the back of my head just screamed, ‘God that would be awesome!’ And I was like … where did that come from? I pushed it back down.”
Howe mulled over Jenner’s story and his own identity for months, eventually realizing that this could be the long-missing piece of Howe’s identity. Howe says it was similar to leaving high school believing you are good at one activity, and later discovering in college that you are better at many things you hadn’t considered...
On his conversation with Caitlyn:
“It was the strangest conversation I’ve ever had in that it was the most normal conversation I’ve had since I transitioned,” Howe says. “It was two middle-aged white guys with kids talking about transitioning, and she just happens to have the most famous children on the face of the earth....”
When Howe came out as transgender, she wrote an email explaining her choice to UO faculty. Some criticized the email and asked why she needed to be so public. To Howe, this criticism doesn’t make sense; she feels prepared for transitioning from the lessons she learned in every phase of her life...
“I get invited to things I wouldn’t otherwise, I get to do things I wouldn’t otherwise, I have Caitlyn Jenner on my voicemail! It’s because I live this life that’s completely out.”