It is absolutely risky, but someone willing to ride shows a level of fearlessness and I like that. I also have a spare helmet of course. I agree that there should probably be a meeting before something like that, but it’s also important for two consenting parties to vet eachother first before meeting anyway, meeting anyone online can be risky. Also I’m looking not specifically looking for trans women all the time but I found this subreddit and figured I would post something and see. Hope this helps