As a trans person (albeit zero transition), and someone who identifies as bi, I may have some stuff to add to this convo.
If I’m taking home a lady, who is packing a dick, it’s going to be a moment of surprise for me. I’m going to react with “oh shit okay,” and that may be psychologically damaging for a transwoman. I don’t mind that she has a penis, not at all, and I’m going to probably still bed her (ayeee), but there’s that moment of “oh wait hold on, i’ve got to replan my game here for blowing her mind” haha But also, for me as a trans person? That moment of surprise? That flicker in someone’s eye, when you’re showing them all of you in the most vulnerable position, that’s damaging. This isn’t just to protect you as the person who is surprised. It’s to protect the other person as well.
For me, personally, I will always, always always inform someone that I’m trans and I use a strap-on. I’ve told even straight men this, and some of them have been okay with it (because I’ll switch with them because I actually really love penetration). Some of them ask that I don’t use a strap on and we just have sex “normally” and some have actually gone “okay…I’m curious…let’s do this.” But you have to give them that opportunity to, so to speak, make that “game plan.” Or that look of surprise is going to hurt.
It’s extremely important that if you know you’re going to have sex with someone, all parties need to be informed. HIV status, genital status, yes large dick status (if it’s actually extremely large because yeah that can be a huge deal breaker for a lot of people) and anything else that is vital to the the phrase of: consensual sex. I won’t get into the legal side of this (hi I’m about to be an attorney in less than a month), but there’s actually legality and consent issues. You can be sued for example, for not disclosing STI’s. Does this mean you have to tell someone IMMEDIATELY upon meeting them? Hell no! But this is to protect you and the other person. Informed sex is the best sex. Bisexuality does not mean “no sex with trans persons” (at least it doesn’t for me, fuck maybe I’m pan idk idc), it means I like whatever you identify as, male or female, whatever, i don’t care. But I still need to know what you’re packing so that I can make sure the experience is the most pleasurable for you and i don’t hurt you with my look of surprise, even when it’s not malicious, again, that game-plan is important.
Also, I know a straight guy who’s with a trans lady who has not undergone bottom surgery and she wont. She told him in a mess of tears and you know what straight guy did? He said it didn’t matter, but he was just glad she told him so he knew what to expect.
These don’t all have to end in tragic stories, and sometimes they will. But guess what, those people don’t deserve you (as the one who must inform) and if you’re the person turning them away, I’m not going to explicitly judge you, but I am going to frown at you for deciding their genitals make up who they are as a person and not the person you were starting to feel comfortable enough to have sex with. But that’s a whole other conversation and this is already pretty damn long. But at the end of the day, it is their decision, and we have to respect that. Not everyone is going to be comfortable with a trans person, and ya know, that’s just how it is. I’m not going to force a person to be comfortable with it, I’m not going to hate them for it. As I said, I’ll frown. But again their decision and their sexuality is valid too.