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Sep 03, 2015 · Everything about anal sex is awkward. It's not something that most people have a ton of experience doing, so when it does happen there's a lot of, "Um, is this it?" But beyond that, it can get Occupation: Sex & Relationships Editor. Aug 27, 2013 · Sex, Sexual Experimentation, Sexuality. My first sexual experience. The writer describes her experience of playing doctor doctor with her female neighbours, and how this led to her first sexual experience.