I love anal play, and have quite the collection of anal toys, prostate massagers, and strap-ons! I love breaking in a man, and think every man should experience the pleasures of anal play often. It is important to know that you can’t just go right from wanting the actual experience anal play or a strap-on to immediately riding a large dildo or getting fucked by a strap-on. There are steps you must take in between, and these steps are very pleasurable, especially when added to masturbation.
Anal toys are a great way to begin pleasurable anal training. Toys can be small and graduated in size. I have a set of graduated pink beads that are so hot to play with! They feel amazing, and when pulled out at the right time really intensify an orgasm!
Buy a Trinity Anal Trainer Kit!
A Butt Plug Kit is an essential tool to help you graduate from fun toys to a serious strap-on. I always suggest a butt plug kit to all of my slutty playthings! When looking for a good training kit, find one that has a small, medium and large butt plug. Small can be fun for wearing anytime. During masturbation the medium can provide amazing fullness great feeling pressure. To get you ready for a dildo or a strap-on, a large is great for stretching. Go slowly and carefully!
Prostate Massagers are amazing to use when masturbating because of the increased sensation and intensity they give! While the Aneros is a popular one, I have found one called the Rude Boy that is so hot! It is curved, and designed to stimulate the prostate and the perineum. By rocking on it, you can have a hands-free orgasm with practice! I was so excited when I saw my playthings having such success with this toy, that I looked and found a G-spot toy, the Rock Chick by the same company!! I love these toys. Note they are silicone, so use water based lubes if you play with them.
Dildos are so very useful if you have no one to use a strap-on with you. Sir Mathew has weighed in on his opinions about strap-ons and dildos, and has caused quite a discussion in his blog! But I digress. There are many types, and I do have my favorites! What I love most is any dildo that is realistically shaped, and that feels real. Many dildos have a new type of comfortable “real skin” type of material that actually makes them feel close to the real thing! I like to use these realistic dildos as strap-ons. I suggest trying a real skin dildo. It will make your masturbation session so hot!
It is important to practice and create a masturbation schedule to include anal play. I adore setting up masturbation schedules for hot strokers who want to add extra intensity to their stroking fun! This is crucial to continued anal enjoyment! Good practice will have you ready when your Mistress expects you to be ready to take her strap-on. You’ll be so glad you practiced so you can please her! Enjoy your anal play!
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I have not experienced much in this realm but I imagine if I am to fully travel the path to sissiness I will become accustomed to being filled in this way. A gradual introduction seems a good idea.
Great Post Mistress:) Thank you.
Curtsey Empress Delia, Loved reading,, perhaps something for the Hot Spot on Friday?
Those plugs look scary Mistress. Perhaps sissies should start with something closer to their own size? Maybe a 3″ dildo…
Great article on having a better sex life. Thanks!