Anal Plugs | The Tale (TAIL) of Goldilocks

Anal Sex, Anal Play, ANal Scenes, Anal Plugs, The Tale (TAIL) of Goldilocks


Anal Plugs | The Tale (TAIL) of Goldilocks

When I first start TTWD, This Thing We Do, I was ready to learn how to have “anal sex”.  Myself being a vanilla wife, Mr Fox and I partook in anal sex maybe once or twice a year either by accident, (you can read about the accident on this link) or for his birthday! LMsAO!  My biggest conundrum was finding the ANAL PLUGS that worked for our play,scenes and training.

We can start my tale just as The Tale of Goldilocks and the Three Bear’s Latter Variations began.  I had found a new house and needed to try several anal plugs, like 4 different sized plugs before finding the one that is “just right”.  


This one is too short!

This one is too hard!

This one is too big! 

I was perplexed… I’m was in desperation of finding, “Just the right anal plug.”

I have tried angled, round, short, tall, big and small…..

I guess I had “The Tale or “TAIL” of Goldilocks Anal Plug Experience…..

 I always thought I had the pickiest “asshole” out there! No PUN intended,  (Not talking about my husDOM….) Sorry, Sir that was just too tempting… Just playing …. AML&s!

BUTT, after talking to literally thousands of submissives and subMrs I am NOT so special, many subs out there have the same issue or experience.  I wanted to write this post so all you new submissives know there is “Just The Right Anal Plug” out there for you. Don’t settle or endure! You keep trying them all. Try different materials and sizes and you will get it “JUST RIGHT!”

Finishing up, I am going to ask for your comments at the end of this blog post, Tell me where you are at IN YOUR TAIL/Tale… !


Read my post:

Beginning Anal Play & Sex | Mid-Life Married & Monogamous

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  1. Dilemma! What haven’t you tried lol?

    I’m afraid mine would be woefully generic and inadequate.

    Perhaps you’ll have to get one moulded especially!

      1. There was a company advertised in Diva magazine, this was a few years ago now. Custom sex-toys… I can’t remember the name, silicone ones at least…

        Try googling ‘silicone custom sex toys’.

        It was more dildos and stuff, in the mag… but I don’t see why they couldn’t do other things?

        Or you could try asking someone who works in a sex shop, they may have more idea what they are on about, there may be something already out there lol

        1. I’m definitely looking at that tomorrow morning…. Thank you soo much. If I go that direction I will keep you posted! So funny thinking maybe I could have a cast if my asshole made…. LMAO!


          1. Hahaha technology these days eh… seems anything is possible!

  2. My Sir and I went shopping for my first butt plug about 2 years ago. I did not know which size to buy so we picked out one that he thought was a good choice. I had never put anything in by butt before and when it was time to put the plug in, even with a lot of lube, the plug was too big. He was surprised, guess the thought that my ass was not that tight. So I went back and got the smallest size and started with that. It worked out and later graduated to the one that we originally picked out. Now I have graduated to a little larger size from the second one.

  3. Sir and I have been having anal sex since we were twenty and for a short while it was fairly consistent. It generally consisted of one vanilla position and I would just lay there letting have what he wanted with absolutely no pleasure, and even pain most times. We haven’t experienced butt plugs yet, but are planning on purchasing over the summer in a “starter” pack of three and work from there. We have since stopped having anal sex until we better train my body for it but practice on a smaller scale with Sirs fingers. You know, after they are trimmed and manicured and covered in silicone based lube.

    1. Thanks for commenting, Next month is anal play in the month of May…. Watch for our anal follow up Chat at end of month. HUGS!


      1. Sad day when you really want to do the May anal play but Master Orion and I are separated for 50 days due to my new account with work. Any tips, LK, for some solo practice to surprise Master Orion when we are reuinted again in August?

        1. You definitely can do some work on your own. The part where you can just get yourself used to the massage and finger… Get out your wand and a probe if you want and just play there getting used to the tip of it and learn how to relax that muscle… Good Luck !! Let us know how it goes… HUGS! LK

  4. You definitely can do some work on your own. The part where you can just get yourself used to the massage and finger… Get out your wand and a probe if you want and just play there getting used to the tip of it and learn how to relax that muscle… Good Luck !! Let us know how it goes… HUGS! LK

  5. I have a question after reading this. It probably sounds like a funny question, but what does “just right” feel like in anal play? I mean..what is the goal? As you are trying different sizes and shapes…what sort of sensation are you looking for? Is anal play about pain? Enduring for Sir? Is it about the mental aspect…feeling conquered? Is it a pleasure sensation? Does it feel good? Is it stimulating…does it lead to orgasm? I know these questions probably seem crazy, but….I just would like to know…what is the goal of anal play? Thanks

  6. Angelica, If anal is enduring then it’s no fun. I always encourage everyone to start at the beginning anal play is where it’s at and work your way into adding the penis into it. This post describes it best, . You slowly learn to enjoy “anal play” then someday anal sex. I used tohate the idea and now I enjoy it…. only because we figured (fingered) it out slowly that anal play doesnt always include a penis every time. HUGS!