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A Present and a Sore Bottom

Posted on 16/11/202320/01/2024 by Sissy billie

 Last week saw everyone having a busy week with work.  I had a couple of days on the road and a short trip into London for an afternoon to meet up with one of my work contacts to give him a brief on one of my recent jobs. but each evening had me back home.

Alice on the other hand was away for 3 days at a workshop  at her head office in London, her company arranged hotel accommodation as it worked out cheaper than everyone travelling back and forth from their homes and losing part of their working day.

While she was in London she took the opportunity to do some shopping and one of the items that she picked up was a present for me.  

I wasn’t aware of this gift until Sunday afternoon when Madam told me to join her in her bedroom and I was presented with a long glittery box with a ribbon closure.  I was told to open it.

Inside was a new black dildo, complete with a set of balls and a suction base.  I lifted it out and immediately realised that this was certainly thicker in girth than the other ones.

Madam pointed out that this one was 9 inches in length and to use her phrase “a bit thicker for you.”  the other concerning thing that I noticed was that it has a lot more ridges, lumps and bumps.

The new present next to my foot for size

Madam pointed out that the new toy would also fit in her strap on harness and that it was her plan to try it out later that evening, once Sir had gone home.

I was told that I should take my new toy to my room and “try it for size” and see how I would get on with it.
Well the test run with the new toy was the following:
  • Yes it is bigger that my other toys.
  • Yes the ridges and bumps to add to the feel as it goes in and out of my hole.
  • It does make me gasp, especially once it is all in.
  • The last 3 inches are thicker and I needed to go very slow with that part as it does stretch me out.
  • You know when you get to the bottom 3″ as I can feel that slight insert/kink in the length and it gets more difficult and uncomfortable from that point onwards.

So after a bit of work and plenty of lube I could take the full length of my new friend, but the last 3″ were definitely not taken at any sort of pace.

Having had a bit of fun training with my new toy, I thought that I would be ready for the evening’s activity with Madam.  Well that is not quite the way that it went.

Madam’s strap on is a 7″ smooth anal dildo that she has added a textured cock sheath to increase it to 8″ and to increase the girth.  This is the toy that Madam likes using on me and from my point of view it is a good and fun toy.

 However, as you can see from the photo, there is a slight difference in length and definitely a difference in the girth. Madam informed me that her reason for selecting this toy when she shopped was having seen all the lumps and bumps on the monster dildo that Poppet Subslut has –  the tentacle – Poppet’s double stuffing

Thankfully Madam didn’t decide to copy everything as the Tentacle would split me in two – and don’t listen to Poppet when she says that that beast is easy to take, as my dear friend is such a size queen!

As it was Madam had fitted the new toy onto the harness and I was told to apply some KY to my sissy hole and to lean over the end of the bed.

I asked Madam if she would go easy at the start as the last 3″ may cause me a problem, Madam’s reply was that she wanted to see how well I would cope with the extra girth and what type of noises she would get out of me!

Well, Madam wasn’t gentle and I squealed quite a lot when the lower part of the dildo is pushed in and out of my hole repeatedly at a number of different paces.  Also it had me leaking quite a bit once Madam go into her stride!

Madam continued to fuck me for about 45 minutes, in a number of different positions.  All with the same results, the first 6 inches were easy to take and all of the bumps and ridges played havoc with my prostate, but the girth of the lower part certainly had me stretched, and there was times when Madam was quite relentless in the abuse and stretching of me.

Once Madam had finished with me, we were both in a bit of a state, both physically tired out and I had my emotions shot to hell, added to which my stretched hole was quite sore from the abuse.  We both lay on the bed and just cuddled together until such a point that we had both calmed down.
Monday morning found me being very careful in my choice of knickers for the day as I wanted something soft and light to wear as my sissy bottom hole was still rather tender.  As I kissed Madam off to work that Morning her parting words to me were that I clearly need more practice with the new toy.  I have a feeling that it will now be quite a regular play thing for both Madam and myself, and I suspect that I may have a few more mornings to look forward to with a slightly tender ass hole.

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3 thoughts on “A Present and a Sore Bottom”

  1. Poppet Subslut says:
    17/11/2023 at 6:55 am

    billie – what a wonderful toy Madam Alice got for you, i imagine she will be using it on you a lot before, perhaps, going bigger?

    Like all things in life practice makes perfect and you'll soon find that your slutty hole is craving more and bigger still. Mine most certainly does. And yes, you'd be surprised at what your hole can accommodate.

    It also looks like it could be good for oral training? i imagine you'd drool like a rabid dog fellating that.

    p
    x

    Reply
  2. sissie billie says:
    18/11/2023 at 12:17 pm

    P,
    behave Dear, you sound like you are getting a little bit excited!
    give me time to get used to this one before we start to consider anything bigger!
    billie xxx

    Reply
  3. Sara E says:
    05/12/2023 at 8:48 pm

    billie- how thoughtful of Mistress Alice!
    Though I have to say, your story makes me shudder a bit. The size, girth, and veins! Oh my.
    Most surprising was the 45 minute session! I’m sure it was cuddling aftercare. I’d be wrecked, too!

    Reply

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