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But if youre squeamish about having vaginal sex on your period, anal might be a good substitute in those times. While pop culture might have you believing that anal sex is an act that can just happen organically without tons of lube and prep beforehand, thats just not really how it goes. The ins and outs of anal sex, including the best tips, positions, and toys recommended by a sex expert. No matter what your anal experience, youll find something useful. Whether you need to know which lube to use, how to prepare your anus, and whether or not to expect poop, here are nine tips that everyone should know before trying anal sex for the first time. Fiction to deliverdrum roll pleasea first-time anal sex how-to guide. To replace some of that confusion with clarity, read on for tips and tricks on how to prepare for anal sex that will make it as pleasurable, safe, clean, and orgasmic as possible. You probably didnt learn how to prepare for anal sex in sex edand unlike p-in-v (or toy-in-v) sex, anal play does require some planning ahead. An anal orgasm is exactly what it sounds like orgasm thats achieved through anal stimulation. Were talking touching, licking, fingering, penetration, and more. here are my top 25 tips on how to enjoy anal sex our mission at sheknows is to empower and inspire women, and we only feature products we think youll love as much as we do. These are the most comfortable and pleasurable anal sex positions for women, according to sex experts.