For trying out cruising and loosing your bottom virginity I can't recommend bath houses enough.
Surely you'll get nervous, but some go there just to use the sauna. So if you visit without the expectation to pop your cherry this very visit, you might feel more at ease and have better chances getting to know someone you gel with nicely. At worst, it'll remain a spa visit. That's how I bottomed the first time and I was rather happy with it.
It also helped me to ease into the role of being the bottom and effectively letting people use me for their pleasure by knowing that I'm at a somewhat public place and not with a stranger at home alone, so surrendering the often more active role felt easier.
If you're super inexperienced a butt plug is your friend though I think.