i love anal sex. the main thing you have to remember is to breathe. if you clench up in anticipation, it'll hurt more. but then again, i love that initial penetration into my ass and then having my partner pull his dick all the way out and then plunge into my ass again and again and again. my pussy makes enough juices to lube up 20 dicks to fuck my ass. but my lube of choice would be astro-glide. when i first had anal sex, my partner lubed up his cock, and my anus then slowly inserted his dick into my ass. he held it in there til i relaxed a bit, then he began his slow thrusts. eventually i began to love that pain from getting fucked in the ass. relax and enjoy every anal moment. 'cause your ass is way more sensitive than your pussy. and i cum more when i get fucked in my ass than my pussy.