That's really good advice, @RoaringtoLangClegintheDark, to choose someone to speak to one to one, and just one topic to speak about with them: whichever you think they will be most interested in eg sports, or prisons, or the Cass report. Be patient, non-aggressive, and don't expect them to have background knowledge. But they are your friends, and presumably intelligent, ethical people - so hopefully they will eventually understand.
Also, I'd say don't worry too much if you don't think you expressed it brilliantly or they don't come over to your point of view. It takes time, but this is how we get people to think about it for themselves: even to realise that there is something to think about.
It took a long time for me to realise there was something to think about, something amiss. Like most people, I had a generalised woolly #bekind positivity towards Trans people. About 3 years ago, a colleague patiently explained to me why he was protesting against a specific harm to women caused by the Trans Rights movement (Hampstead Ponds in North London becoming unavailable to the local Muslim women because Transwomen insisted using the women's pool as well as the men's and the mixed). After he explained, I agreed it wasn't fair and wished him luck with the protest, but still didn't see that there was a wider problem. It took several more years for the penny to drop - and when it did I felt rather stupid not to have seen the wider context!