How old are you, R76? I'm genuinely curious.
I find it really interesting when people mention Barbra Streisand especially as a gay icon because her music may as well be elevator music to my ears. I find her bland beyond being able to tolerate, and she seems to have a pretty off-putting personality to boot. I know one gay person who likes her music and he is older, in his 60s now, and she still isn't one of his favorites. His favorite is Stevie Nicks.
It's interesting how (as with all people) there are stark generational divides among 'gay icons,' and yet people of older generations always in my experience believe that the gay icons of their generations are icons to all younger generations.
All my adult life, older people have assumed and implied that I LOVE Barbra Streisand, Liza, Judy Garland. It's very weird to me. I'm not very familiar with Streisand's music but what I've heard I sort of loathe. I'm hardly familiar at all with Liza's music, only with pop culture parodies of her wackiness. And I do love The Wizard of Oz but that is the extent of my knowledge of Judy.
I do love some old Hollywood actresses—Bette Davis, Katharine Hepburn, Lucille Ball, Rosalind Russell—but not musicians.
Meanwhile, while I grew up listening to and like pop music by Madonna, Britney, Mariah, Whitney, even Cher post-'Believe,' none of these singers is a 'gay icon' to me. They're all good at what they do and their music is fine but I have never associated my gayness with them. Madonna comes the closest because she always incorproated creative gay men into her antics and appropriated from LGBT culture. Cher is a favorite of drag queens, so there's that. Still, to me, neither 'feels' like a gay icon.
My favorite musician is Tori Amos, and to me, she feels like a gay icon because I am gay and her music resonates most with me and with a lot of other misfits. She started playing piano professionally in a gay bar at age 12 and she always has stated her respect of gay men but without pandering to 'the gays' and making rote statements for the sake of selling to us. Her concertgoers are probably a majority gay despite her reputation for appealing to angry goth girls. So to me, she feels like my gay icon if I have to have one, and yet few people consider her to be one—despite her eternally supportive and sizable following of gay gen Xers.
All this is meant to relate to the question of fitting in with the gay community. My musical interests reflect my standing in a gay community. I understand what are considered mainstream interests to gay people but I don't personally relate well with those assumed intetests, and I identify with other things that feel to me to have something to do with my sexuality, but those things are not considered at all by most people to have anything to do with being gay. For example, I love Tori Amos's music. I love visual arts. I love reading and writing poetry and literary fiction. I always thought, growing up in isolation with no gay friends, that these probably were common interests with many gay people and honestly I continue to be surprised that no gay people I meet are creative in any way and instead they are ultra-conformist whose whole lives are competitions to outdo their peers in terms of (in order) looking 'hottest,' having the nicest home, having the biggest income and the most prestigious job, and so on.
I have always been a bit of a social misfit and growing up, I always attributed that to my sexuality. Then I grew up and learned being a gay man in a gay community is *entirely* about fitting in in every possible conformist way. Gay men seem to reject anything at all outside of a standardized norm and this caused some cognitive dissonance for me for years because I really, truly thought of gayness as not just what you do with your genitals but also as a 'Renaissance man/woman' type of spirit. As it turns out, I'm a misfit among straight people because of my sexuality and a misfit among gay people because of my artistic interests and deviation from standards.