The best places to start.
- FuckBunny:
I recommend Elf Sternberg's website, specifically the one about anal sex.
URL is http://www.halcyon.com/elf/altsex/analsex.html
- i-Village.com message board item: we both want to try anal sex but the pain is too intense. suggestions?
surprising pro-anal considering the site
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10 Rules of Anal Sex by Jack Morin
more swell advice
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Masculinfinity
Gay male site, but women are taken into account where applicable. Pics too. Lotsa interesting advice, but I think the question about the oil can was just made up to go along with the pic.
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Wet, Dry, Man, Woman: Heterosexuals and Anal Sex
mostly an AIDS prevention discussion, but contains lotsa neat info on how widely anal sex is practiced, variations in different countries, power dynamics, and taboo, with references to studies and articles.
Advanced Techniques
You could use a hospital stay.
reading