Tom Byron did a magazine layout with a lovely transexual in the 80 s and even suck her dick, here is a recent rogue interview where he talks about that
There were some pictures posted recently on the net of you and what appears to be a transsexual.
Oh, it was a transsexual, absolutely.
So the pictures are real?
Yeah, I did a still shoot in like 82 or 83. You have to remember, that time was still part of that sexual revolution thing. It was hip to be bi and experiment. I have never been attracted to men, I'm still not. I don't think men are attractive, but there was something intriguing about a man who looked like a woman. It was purely experimentation to see what it was like. I felt weird when I was doing it. It was kind of a sick thrill, but I knew it wasn't my cup of tea, but I did it. So what? I did it twenty years ago, it doesn't mean I'm gay. It was just something I experimented with. I am from the old school way of thinking, if it feels good, do it. I don't pass judgment on other people's sexuality and I don't expect them to pass judgment on mine. I like my ass played with, because I happen to be male, I happen to have a prostate gland and it happens to feel good. I don't care what the guys in the pool hall fucking say. To me, homophobia comes from people struggling with their own sexuality. I don't care what other guys think, especially Ramsey.