Hi Guys, First: lube, lube, lube!!! Be gentle,slow,slow, slow and rhythmic. Work your cock in a tiny bit at a time. Think only of her feelings the first few minutes. I too had a "missed and slipped in" excruciatingly painful 1st entry years ago. Thought I'd never let anyone ever try again. 25 years and a gentle, wonderful lover later I am a true "backdoor" lover. I love it by itself, after oral orgasm, or after both oral then intercourse!!!! If you take your time, get your cock in as slowly and gently (your mood must be patient and gentle too) as possible. Once you are in, she will will beg u to go so deep and u will enjoy her pleasure almost as much as your own!!! It is such a wonderful orgasm! I wish all men liked anal entry. I orgasm more from anal than missionary entrance!!! OOOOOhhhhh---Ahhhhhh!!!!!!!! OOOOOOOOOOHave fun!!!! Hope yourwomen become ad-dick-ted like Me!!!!!!!