1. Take a shower
Hygiene is very important in anal sex. It makes it more pleasant and makes you feel more confident. So take a shower to make sure you're nice and clean when you get started.
2. Take your time
This type of sex is not suitable for a quickie. Especially if it's the first time you're trying anal sex. So take your time. Make sure the both of you can relax, so you can enjoy it to the max.
3. Get to know your body
You have two sphincters: an internal one that you cannot control, and an external one that you can control. Take your time to relax them both so you can avoid pain. This can take a while. Don't rush it, get to know your body.
4. From stimulation to penetration
Take it easy and follow the process slowly. Start with careful anal stimulation. Your partner can carefully touch your anus and slowly increase pressure. If it feels nice, you can take it a little further and carefully insert a finger, for example. Always use a good amount of anal lubricant. The next step means inserting multiple fingers, go slow and make sure it doesn't hurt. After that you can experiment with an anal toy. With a thin vibrator, thin dildo or a starter's butt plug you can experiment and discover whether anal sex is something you like. As soon as the anal toy results in a pleasurable feeling, you can try to start with penetration by the penis.
5. From anal to vaginal is an absolute NO GO!
Never go from anal penetration to vaginal penetration! That's asking for trouble and infections for the woman.
Always use a condom, A condom protects against infections and STDs. Sadly. anal sex increases your chances of contracting an STD. A condom also makes it easier to switch from anal sex to vaginal sex. Take off the condom, put on a new one and you're ready to go!
Always use a lubricant. The vagina has a natural lubricant, the anus doesn't. Use a water-based lubricant. These are safe to use in combination with a condom.