1. No, I only went twice before my transition, and once after. So three times in total, about 3-6 years apart. I wouldn't call that "regularly" but more like "occasionally".
2. It was uncomfortable but okay. Had very kind, considerate and professional gyno's every time. It caused some dysphoria but knowing it was necessary in one way or another made it much easier to power through. I felt more weird than dysphoric being a trans guy in that chair. Like out of place in my surroundings. Especially in the waiting room though.
3. I've only had female gyno's but always thought I'd probably be more comfortable with a male one. But maybe it wouldn't make any difference at all, I wouldn't know. I think a very small percent of male gyno's are creeps so that hasn't ever worried me.
4. A small reason, so yeah kinda. My main reasons for wanting a hysto is to prevent more bleedings in the future (my periods came back after 3 years on T with stable, good levels and no one could figure out why, so I'm a bit paranoid about that possibly happening again) and cause I want a vaginectomy. Not having to visit the gyno again after hysto is more like a bonus than a reason for me.
5. Yeah once, cause I got my period back and wanted to find out if I possibly had some form of cancer or something that was causing it, but it was nothing they could find and then the periods just stopped by themselves.
6. Yes, I'd say so. They recognised the medical aspects of me transitioning and had nothing bad/unprofessional to say about it. They were cool.
7. Yes, for some reason the therapists that evaluated whether I had "GID" (as it was called back then) or not also needed to know if I was intersex or had any developmental problems from puberty, deformities and stuff like that (and would trust my word on it), so I had to get checked by a gyno as well as take a chromosome test. It was weird to me, but I guess they had their reasons so I just went along with it. I knew I needed to have the diagnosis to get hormones, surgery and my legal gender marker changed in my country.
8. The only thing close to a horror story I had concerning that was that once I somehow managed to forget to tell the gyno that I'm allergic to latex so a few minutes after the examination I had a horrible burning and stinging sensation in my entire crotch outside and inside for somewhere around 5 hours after... Not fun, but I survived.