I was 14, he was 16. I was uncertain about my sexuality, he was straight and experimenting. Well first time it was complete disaster! No knowledge whatsoever... you can imagine. Oh boy, the pain! So we stopped before we even started.
But he talked me into it few weeks later - he made some research into the subject, he said, so he now knows, he must go slowly and that the lube is needed (thank God the dialup Internet was available at that time). I was scared because of the first experience, but I agreed to give it another go. And what an complete difference it was! We used some home avalailable cream as a lube. He was gentle even the first time, but the second time he was extra gentle and I was in charge of the the process, so to get inside lasted about 5 minutes, but it was worth it. It felt just amazing! From that momet I sort of knew for sure the boys are my thing.