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Training and stretching your ass takes practice and patience. Whether you want to have anal sex, use bigger dildos, or you simply enjoy feeling stretched, the same principles apply. But if you want a more exact idea of what size you should begin with, play with your fingers. Lube them up, see how many you can fit in your butt, then measure their circumference.
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Anal Training 101: A Complete Guide To Anal Stretching For Beginners
How to train your anus
As anal sex becomes less taboo, people of all genders and sexualities are taking more of an interest in tantalizing the tushy. But first, you ought to know about anal training. Anal training is exactly what it sounds like: it's taking the time, care, and necessary steps to help your body prepare for anal sex. Anal training is a necessary step for anal sex. In order to ensure that the anus is prepared and comfortable for anal sex, there needs to be anal training that involves ensuring that the anus is accustomed to being penetrated.
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Anal Training- It’s Not Something You Do Once!
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The first rule of anal play is lube, lube, and more lube. Rectums do not produce their own lubricant the way vaginas do, so if you're going to be sticking anything up your bum you need to grease it up first. Everyone has their own preferences when it comes to lube. For anal play many folks myself included prefer lubes which are thicker and have more 'staying power.