My Madam's FLR

A blog about a happily married couple and our Female Led Marriage

Menu
  • About Us.
  • About John
  • billie’s weekly routine
  • Contact Us
Menu

A drippy sissy weekend

Posted on 01/06/202303/12/2023 by Sissy billie

 From Madam Alice.

Evening everyone, I thought it was about time that produced a blog post again.  I have been occupied over the last few weeks making sure that billie has been OK after spending time having to deal with his family.

I’m happy to say that he seems to have done very well and seems to be back to his normal self.  after almost 3 weeks dealing with family matters he is has almost caught up with the items of his work that had to be put on hold.

However I thought that it was time to get him back into his usual routine.  

last weekend I set him a few tasks to complete to ease him back to the submissive mindset that I like him to be in.

The challenge was to spend a number of 30 minutes sessions where he has to use his 8″ dildo.  The aim was for him to stick it to a wall, chair, stool or small table and to fuck himself with the aim of achieving an anal orgasm.

The thing that I find interesting with this is that billie is far more anally focussed for his pleasure so this is a task that he enjoys.  It is rare that he achieves an anal orgasm in a single session, it happens as the time builds or in this case as he completes more sessions with his false cock.

With these 30 minute sessions I may tell him that he is only allowed to ride the dildo slowly or to I may set a condition that he does 5 minutes slow and then 1 minute as quickly as he can and then to repeat. I like to mix the conditions up so that as he approaches his next session on the dildo he doesn’t know what type of pace he might get.

If I think that he is building up to an orgasm too soon I will tell him that this session will be slow.

A particular favourite is to get him to spend 5 minutes warming up with a slow fuck, and then to spend 3 minutes sat  fully impaled on the dildo then 7 minutes at a slow pace, then 4 minutes sat impaled then 5 minutes at any paced that he wants  then stop for 5 minutes fully impaled and then he has 5 minutes to try and cum.

The thing with this is that last 5 minutes is rarely enough to make him cum but once he finishes  and gets off the dlido he will start to leak quite a lot.  I like this when it happens as it is almost that he has been edged to the brink of orgasm and just has to be content with a ruined orgasm.

My dear husband spent quite a bit of the weekend being a very drippy sissy.

Well   if you excuse me it is Thursday night and I need to get ready to carry out billie’s weekly review and I think some one may be getting a bit of a warm bottom this evening.

Category: Uncategorized

7 thoughts on “A drippy sissy weekend”

  1. Anonymous says:
    04/06/2023 at 8:28 am

    Hi, this makes me so horny. Does Billie have to do this under your supervision? As part-time Sissy, I can occasionally show that I can make myself ready with a dildo. It's a bit different than what you're doing. I then have to wear a collar, which is attached with a chain, waiting for my goddess. Then she throws a dildo on the floor (tile floor) and I can go ahead. it's completely up to me what I do but it starts with the dildo all the way deep inside me and I have to wait for her approval, only then can I try to cum. Something that is very difficult for me to do. But I very much recognize the leaking. it is very frustrating to be very horny and not be able to cum. But that is the intention of my goddess…

    Reply
  2. Ms Alice says:
    04/06/2023 at 3:36 pm

    From Madam Alice:
    Some of it was supervised and then at other times I would occasionally look in on how he was doing. There are times when I'd just leave it upto him what pace he should take.
    while I like having him frustrated it also does give him pleasure and I'm all for that for him. He knows what "hits the spot" for him. keeping it to 30minute sessions but spaced out over the day and the weekend means that frustration builds rather that the building to an orgasm, It is more of a self created ruined orgasm, which as a Mistress amuses me. (I can see that your Goddess probably has the same view as me.)

    I also like seeing my husband leaking in frustration its a delightful humiliation.

    Regards

    Ms Alice

    Reply
  3. Anonymous says:
    06/06/2023 at 2:00 pm

    For Sir to pop round anytime and get a release,or two, must be incredibly frustrating and humiliating for Billie yet so satisfying for you all.

    Reply
  4. Ms Alice says:
    08/06/2023 at 5:29 am

    John doesn't pop round, he arrives and settles in. I'd say that we all enjoy each others company.
    While there is quite a bit of humiliation and frustration for billie, john also deals with billie's needs as well.
    Ms Alice

    Reply
  5. Anonymous says:
    08/06/2023 at 5:46 am

    Thank you for replying Ms Alice. What a fabulously solid relationship the three of you have, it is very inspiring and warming to read.

    For me the nub of Billie’s frustration and humilition, if I were She, is the disparity of ease of release for Sir/John compared to her own and Iove to read the posts which detail or imply that.

    Great blog and one I always check for updates. Keep up the good work.

    Reply
  6. Poppet Subslut says:
    11/06/2023 at 8:15 am

    Madam Alice – you know how jealous i get of billie when i read posts like this. i am now fully anally ('pussy') focused just like billie and Owner knows this. If i am lucky She may choose to have me fuck myself or stretch me out with Her large tentacle dildo but only enough for me to start getting warmed up, not enough for me to really leak or have a ruined orgasm. As soon as it is evident my excitement is building i have to stop. billie is very lucky in getting fucked long enough to leak as she does.

    p
    x

    Reply
  7. Sara says:
    11/06/2023 at 1:19 pm

    Madam Alice-
    Thank you for this post, and for your care of dear billie these past few weeks.

    I love your idea of getting him “back on the saddle,” as we say in the States. Devilishly fun! I’d actually like to maybe institute that here, I’d Wife would go for it.

    Your randomizing the sessions is quite interesting.

    I’ve been fortunate to have sissy anal orgasms before like this, but not often. The place king of the toy in various places is quite entertaining. One thing we learned was to note the “ring” left by the suction cup, to avoid sissy questions by others!!!

    I’d be dripping myself no doubt, and in fact, hve to watch my trouser spots right now!

    Yours, Sara

    Reply

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Recent Posts

  • Poppetsubslut’s Blog site
  • Amusing myself and entertaining my husband
  • Changes and Absence makes the heart grow fonder….
  • Knowing me too well, a blast from the past!
  • A Month of Frustrations

Recent Comments

  1. Angela Brown on Amusing myself and entertaining my husband
  2. The Head cuckold on Amusing myself and entertaining my husband
  3. Sissy billie on Thursday Review – Spanked and humiliated
  4. Angela Brown on Thursday Review – Spanked and humiliated
  5. Angela Brown on Thursday Review – Spanked and humiliated
  • Blogs That I follow:
    • https://saragirlsissy.blogspot.com/
    • https://poppetsubslut.blogspot.com/
    • http://controldecastidadparamujeres.blogspot.com/
    • https://suddenlysubbie.wordpress.com/
    • https://msscarletuk.wordpress.com/
    • http://naughtygurl-triss.blogspot.com/

Archives

  • March 2025
  • February 2025
  • January 2025
  • December 2024
  • November 2024
  • October 2024
  • September 2024
  • August 2024
  • June 2024
  • May 2024
  • April 2024
  • March 2024
  • February 2024
  • January 2024
  • November 2023
  • October 2023
  • August 2023
  • July 2023
  • June 2023
  • May 2023
  • April 2023
  • March 2023
  • February 2023
  • January 2023
  • December 2022
  • November 2022
  • October 2022
  • September 2022
  • August 2022
  • June 2022
  • January 2021
  • December 2020
  • November 2020
  • October 2020
  • September 2020
  • August 2020
  • July 2020
  • June 2020
  • May 2020
  • April 2020
  • March 2020
  • February 2020
  • January 2020
  • December 2019
  • November 2019
  • October 2019
  • September 2019
  • August 2019
  • July 2019
  • June 2019
  • May 2019
  • April 2019
  • March 2019
  • February 2019
  • January 2019
  • December 2018
  • November 2018
  • October 2018
  • September 2018
  • August 2018
  • July 2018

Categories

  • anal
  • Ankle Boots
  • basque
  • blog
  • body suit
  • Bra
  • butt plug
  • cage
  • Cami tops
  • chastity
  • cuckold
  • dildo
  • drippy
  • driver
  • emasculate
  • emasculation
  • humiliation
  • Kerri
  • knickers
  • leaking cum
  • lingerie
  • Love
  • Madam
  • maid
  • maid uniform.
  • Master
  • nylon
  • organza
  • paddle
  • panties
  • photos
  • Poppet
  • Sara
  • satin
  • shapewear
  • sissy
  • Skirt
  • spanking
  • Stilettoes
  • Stockings
  • submissive
  • suspenders
  • tights
  • Uncategorized
  • valentines day

© 2025 My Madam's FLR | Powered by Minimalist Blog WordPress Theme