I had a shared 'first time' for two experiences. It was the first time I had anal sex and then had my partner eat my pussy. I underestimated how painful anal sex would be; I knew nothing of how to make it better or how to prepare myself for it. My partner was equally unprepared, although he seemed to enjoy himself.
I remember all the care he took in making me comfortable, easing my head down to the bed, as he gently massaged my pussy. I remember getting wet for him, but not caring. I used to think it was an embarrassing thing to be so wet and disgusting. I remember him rubbing his hard cock between my legs and getting it drenched in all my juices. Feeling his cock against my clit made me so excited for what was to come.