Story of my life seems to be starting on my back, letting a partner get on in their own time and watching them get on and off several times before they're comfortable.
With women it usually involves lots of vulval rubbing against the length of my erect shaft while it's pinned to my abdomen before penetration. Extra long foreplay especially cunnilingus is usually helpful.
With guys who haven't trained their hole with plugs/dildo/toys it's usually a non-starter. Here's a bottle of lube and a S/M/L set of butt plugs. Go train yourself. Come back when you're comfortable with keeping the large butt plug in your ass for more than fifteen minutes and we'll try again. I like with when a guy already has a toy in his butt in advance--cleaned out, lubed, open and ready to go
Next best position to starting out riding me cowgirl/cowboy is relaxing prone while I slowly & gently work my way inside from behind or better yet they move as much or as little required for their pleasure.
Seriously. Nobody really tries to just jam it in do they? Sex is about pleasure not pain. Coupling not injury. I will slow someone down if they're pushing on so strongly it might injure me. It cuts both ways. Take care your junk, people.
Yes I've been with partners who claimed to be first timers. The answer to your question is yes I go easy whether it's their first time or not.
