1. Clean up. If you’re worried about coming into contact with feces, go to the bathroom to clear out your bowels. You can also shower first, or do your experimenting in the shower, or wear a latex glove with lube on it during anal play.
2. Exercise. Try some anally focused exercises, clenching and unclenching your sphincter muscles. Anal kegels can be done in sets of 12; try doing a fast set and a slow set. During the slow set, exhale on the relaxation portion of the exercise.
3. Add lube to your finger and your anus. The tissue of the rectum is sensitive, it doesn't self-lubricate as does the vagina, and it can suffer little micro tears and abrasions quite easily. So be gentle when you explore, and use lots and lots of lubricant—try Entice by Babeland or Maximus. These thicker lubes are great for anal sex because the don’t evaporate as quickly. Our Bootie Plug plus Sliquid Lube Combo is a great way to get started with butt play.
4. Get to know your butt. Start by feeling around the outside of the hole. There are two sphincters of the anus, the outer one, which creates the pucker that you can see, and the inner sphincter that you can feel a short ways up if you insert your finger in your anus.
5. Go inside. If you’re playing in the shower, ease a fingertip just inside your ass. If you’re lying on your back or side, insert a well-lubed finger or anal toy. If you meet resistance, push out as if you had to go to the bathroom and push your finger in at the same time. Peridise Plugs come in beginner and advanced sizes, and are a great toy for getting to know your anal muscles.
6. Experiment. Do some clenches and releases while touching yourself so that you can feel the changes in your asshole. Try rubbing in tiny, concentric, circles around the rim of your asshole. Notice whether there are any particularly sensitive spots. Don’t feel you have to go very far inside. Just explore and enjoy yourself.