Message: Anal First Time?
Jenna: Hi, I want to try having anal sex for the first time with my boyfriend and we’ve been trying a few times but haven’t been able to get him in yet. How can I get started, it doesn’t really hurt but it just doesn’t go.
Congrats on trying anal, I’m sure you’re going to love it once you get started and get into a more frequent routine with it!
Make sure to go through a good warmup process first. If you’re both comfortable with it, having him lick your butthole for a while before will help you relax, then make sure to add some lube to your anus and massage it with a finger, slide the finger in gently, and after you can comfortably fit a finger or two, you can go back to trying it with his lubricated penis. As he presses gently in line with your anus, try bearing down or “pushing out” which relaxes your anal muscles and opens them up for him. Go slow, but he should be able to start sliding inside.
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