There are other things to do as a sissy besides humping the bed or wearing a chastity cage. Don’t get me wrong, those are worthwhile pursuits. If you have not had a chance to or have been apprehensive, it is time for some sissy anal adventures. Never tried it? Okay, take a deep breath! It’s okay. Once you get the hang of anal stimulation, it will be difficult to stop. Let me suggest you start with a relaxing bubble bath or shower. You can get your body clean as well as relax the muscles.

Once you are finished freshening up, gather your lube and toys. If you have anal beads, an aneros or dildo any of them will work well. Make sure the toy of your choice is lubed up well. Water-based lubricants are best to keep the silicone or plastic some toys are made of from degrading. Once the toy is nice and slippery, begin to tease the outside of your anus with light strokes. You may gently circle your puckered pleasure hole and push your toy in slowly. Keep breathing as you penetrate yourself with gentle pressure.

If there is any pain STOP! You don’t want any internal tearing or bleeding. The object is to feel good, not hurt yourself. Safe anal play is necessary whether you are alone or with a partner. If you are a little aggressive to start, then give yourself a few days off from playing.  Never feel you have to rush a sissy anal adventure. In this case, it is always best to take your time. After you have fun it’s time to clean the toys. One tablespoon of bleach in one gallon of  hot water will kill any bacteria that may be present. Soak for twenty minutes, rinse well and dry thoroughly with a clean towel. Now you are ready until the next play session.