I only do outcalls, all arranged in advance. As I’m not at my best after 10:00pm, there is an additional charge for bookings that end after this time. That said, there is one client I sometimes meet at 8:00pm, but he always books for three hours even though we are done in three. Additionally, even when I do overnights and multi-day bookings, clients know to leave me alone after a certain time!
Would I see clients late at night if I took on the day bookings and incalls? Maybe if it was a well-known regular, but anyone else, no, and definitely not any new clients. Over the years, the only enquiries I have about late night bookings are always problematic in some way, either because there is a mention of drinking, drugs, or wanting to just see how the booking develops - the latter always makes me think they’re possibly going to push boundaries or more likely, going to try to massively overstay.
So, back to you -
I think the fact you’re hesitant is hugely telling and would suggest that your intuition is already telling you no. I always think that if you’re asking others for advice about whether to do something, it’s because you need persuading to do something. That’s never a good reason to proceed with anything, particularly something you’re not sure about.