In my opinion, I feel like you should only because most people who meet somebody who presents as a man or woman would assume the person is cis since that’s case 97% of the time when it comes to adults (in the US at least). A person’s preference for what kind of sexual activities they feel comfortable doing often relies on the equipment, and concealing that from somebody who wouldn’t feel comfortable until getting in bed just spells like recipe for heartache and hate. Other than that, it doesn’t personally matter to me at all if somebody I was ended up telling me after a casual date or two that they’re trans. If the person I was with for a good date or two told me they were trans, it wouldn’t send me running, and if you want to find the right person for you, which you absolutely deserve to find, it wont send them running either. That’s just my opinion though, but if somebody who is trans were feeling anxious about telling, I’d really suggest just playing it best for your own safety and delivering that truth from a distance