Numerous initial encounters with anal sex are either accidental or inadequately prepared, often resulting in a negative first impression of anal-related activities. Many couples shy away from discussing anal play, and as individuals, we tend to dismiss it hastily, particularly if prior experiences were unpleasant.

These self-imposed taboos deprive many of us of the potential enjoyment of anal sex and the satisfaction both men and women can derive from anal penetration.

This guide to first-time anal sex will walk you through anal experimentation and penetration, guiding you to progressively explore on your own, with a partner, or with anal sex toys to cultivate a fulfilling anal sex life.

Get clean
It goes without saying that if you're sexually stimulating an area that's usually devoted to pooping, you will need to ensure that your anus is squeaky clean. Have a relaxing bath beforehand and thoroughly clean the area. Many anal sex beginners like to use an anal douche  to guarantee complete and utter cleanliness, and it's something we highly recommend too.
If you're conscious about your lover seeing your anus in full for the first time, why not gently shave or wax the skin between your butt cheeks to make sure they're porn-flick worthy? You'll be surprised how much more relaxed and confident this will make you.

Use lube
Don't even think about attempting any form of anal penetration without using some form of lubricant. There's a raft of great lubes available for you to buy but the best ones are the thick, specially formulated anal lubricants.

Start Small
If this is your first time trying anal sex, it makes sense to start off by using your lover's fingers or a beginner’s butt plug.

Using a small toy prior to play warms up the area, familiarises your anus with the feeling of penetration and helps to relax the muscles. You lover should start by lubing up the plug or their finger and start off with the tip, then gently work their finger or plug in until it is submerged.
You should continue to do this with up to three fingers or by going from a smaller to a larger butt plug, but only if you're still feeling comfortable and pleasured. Don't forget to use lube on each finger you insert. If and when you're ready, you can move up to larger insertables, such as a dildo or a penis. Just remember to take your time, and keep any thrusting slow, and gentle. You may decide you like it harder or faster later, but for now, keep things simple while you find what you like.

Clean up
After each time you've finished having anal sex, make sure that you thoroughly clean your anus and the toy or body part used to penetrate you.  If you used any toys, remember to give them a thorough clean with soap and water or a sexy toy cleaner and store them separately once dry.