I have been seeing a guy for 4 months; only oral play, masterbation, frott, etc. We're both anal virgins, so we bought an aneros and small prostate dildo to make baby steps toward anal sex; have not used them yet. We both want to try, but are hesitant. I did play around with a dildo in college and enjoyed it; just not sure how your ass ages (20 v 40 yrs old) and if it is more painful with age. We also bought condoms and anal lube, which from reading these threads is very important. I've read many thread here and there seems to be 50/50 split on cleaning out with enema vs. just having a good BM to clear the way. This forum is very good at giving advice and being kind, so any tips would be appreciated.