Beginner’s Guide To Anal Stretching

Beginner's Guide To Anal Stretching

Anal sex is a common stop in the BDSM journey. We recommend most people try it because it could be extremely pleasurable and fun. However, for some beginners, it’s a real daunting game. They view anal sex as taboo and are afraid of the pain. For the most part, though anal sex takes up more room in your bum, it won’t cause any functional change to digestion or defecation. Furthermore, if slowly trained and carefully practiced, you could get pain free intercourse. Refer to our guide and stretch your anal carefully for enjoyable anal sex and play.


To enjoy the anal encounter, there’s always some preparation to do require more time and patience. Firstly, a satisfying poo to empty yourself is a must. Then use a good douche or enema to deep clean yourself. Take your time with this to avoid embarrassment during the play. Next, you need to be mentally relaxed. Otherwise, nervousness results in tense muscles which make penetration more difficult and painful. A glass of wine or a sensual massage will melt all your stress away.

Getting Started

You know yourself best, so trust your gut. At this stage, your bum is ready for the big time. So start by inserting your one finger, moving it in a circular motion slowly and carefully. If you feel comfortable so far, feel free to move on to two, or even three fingers. When you’re comfortable with how many fingers you can take, and you’re feeling ready you can move onto your smallest plug. Remember there’s no rush. Insert it into your anus and slide it back out until it starts to feel uncomfortable. Wait for a moment and then repeat the process until you’ve gobbled the plug up the whole. Once you find you are comfortable with taking a butt plug of this size, move up to the next size and repeat until you have that gaping hole that you’re after. Always apply plenty of lubricant throughout this process! And next, it’s your man’s turn.

Safety Tips

  • Stop if you experience any excessive pain or bleeding
  • Use plenty of lubricants
  • Don’t force your stretching device in if you are experiencing any severe discomfort or pain
  • Give your body 2-3 days to recover between stretching sessions

Want to learn more about anal sex? Read Beginner’s Guide To Anal Sex.