So besides my partner orgasming, my next favourite part is when he first penetrates me, my rectal tissue is being stretched and I make this facial expression where my eyes almost close completely and my mouth is an O shape. I have a mirror beside my bed and love watching myself being penetrated up my ass. Its more of a feeling of stretching muscles more than a minor pain (unless something rips which thank goodness has never happened). I also love watching the start of anal in porn too, often more in straight porn because women are usually smaller, thus with proportions their assholes should be that much tighter. Of course, when the guy cums is the best But its the best when the bottom or girl has earned it !