My wildest place isn't that wild, though some of the details, IMO, make it a little wild lol. In my early 20s, way before I ever paid an escort, I occasionally went to strip clubs with the boys. I was a decent looking guy, so the strippers were extra nice to me, especially if I paid for a dance or the back room. On this one occasion, this stripper was so hot and I felt like she was coming onto me moreso than others had. So, I paid her the extra dough for the back room. It wasn't private though.
Once in the backroom, there was couch like seating were multiple strippers could bring guys. And, there was a meathead at the curtain entrance who kept poking his head in. My lady was sitting in my lap and grinding me. This part was pretty standard. But then she reached into my pants and pulled my dick out. She stroked it a little. Then, to my shock, she let it slip in. She kept it as cool as a cucumber. Not sure if the other stripper knew. I am sure the meathead didn't because she told me to keep my cool so she doesn't get in trouble. She also told me to let her know when I was getting close.
This didn't last long, since she had worked me up quite a bit before the big surprise. I told her I was getting close. She slipped my dick out and back into my underwear. But she kept grinding me. I blew my load in my underwear. I gave her a nice tip. I went back to my seat like it was nothing. I didn't stay much longer. As I was leaving, she said, hope to see you back soon. I never did see her again though.
As for my favorite position, I like sideways, lying down, front facing. This position allows me to hold my partner closely and feel her whole body while we fuck. It allows me to DFK, lick her neck and ears, play with her boobs, lick them too, and reach around and grab/caress her ass. There is something about being in a position that allows us to come together as one while we are fucking that is a huge turn on.