This started when I was in high school, and no matter what we tried my girlfriend at the time and I could never seem to get it in, as embarrassing it is for me to admit.
But this has happened several times since then. As a result, I’ve focused on practicing foreplay, oral, and listening to what my partner wants. I go as far as to not initiate actual sex, instead letting them ask.
But this happened again yesterday and I’m a bit at a loss. I also didn’t expect to keep encountering these people this late into my life, considering most of them are a bit older than me!
Do you have any tips?