I don’t know. It’s weird. My first time just kind of happened. I did not know I was supposed to prepare. I did not do an enema. I did not prepare my hole by inserting increasingly larger things in it to expand it beforehand. I did not even have condoms or lube so we used Vaseline. I just relaxed my hole and he went in slowly. I didn’t know what to expect but it felt great. I came, He came inside me. It was only later I learned you were supposed to prepare and that it was supposed to be painful the first time. I know that this is not what most guys have happen but thought you should know it’s not necessarily difficult the first time. In my case, ignorance was bliss.