A 'disconnect from womanhood' is a common experience among he/him lesbians. Similarly to how lesbians might go by masculine names or present as a butch, a lesbian may refer to themself by he/him to express this disconnect from their gender. This term is only used to identify people who do not consider pronouns to be explicitly linked to gender identity.
A he/him lesbian can be a cis woman or a trans woman. However, he/him lesbians don't always include trans women use who he/him pronouns purely because they are not out yet. He/him lesbians only include those who actively identify with and want to go by he/him pronouns for the most part.
Other pronoun-gender contrasting identities include she/her gay people, they/them lesbians, it/its gay people and they/them gay people.
Controversy
The existence of he/him lesbians has been the subject of controversy, more so than other pronoun-sexuality contrasting identities (excluding they/them lesbians). This is typically based on the misunderstanding he/him lesbian's gender identity and on the false assertion that a person's pronouns must be directly associated with their gender.
Trans Men vs. He/Him Lesbians
The term "he/him" lesbian has been criticized by some trans men and allies as being disrespectful to them and Invalidating their experiences. Some have argued that people who identify as women and use he/him pronouns invalidate the dysphoria that trans people feel.
She/Her Lesbians vs. He/Him Lesbians
Some she/her lesbians and allies have argued that the term invalidates she/her lesbians (due to the he/him lesbian experience of "disconnection from womanhood"), and romanticizes the past experiences of women forced to use he/him pronouns to avoid persecution.
Flag
The he/him lesbian flag was designed by Tumblr user Wuvsbian.