LADY ALEXA

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SISSY BOY’S WEEKEND

8 October 2015 by Lady Alexa 21 Comments

I’ve had a few requests to ask how my sissy boy husband Alice felt about her first outing as a sissy boy in front of other people. It was our first Femdon event. Surprisingly, considering she is often reluctant to be a sissy she told me that she did actually enjoy most of her first Femdom event. However, she had a funny turn the afternoon beforehand due to severe nerves.

I thought she was going to pass out but after a lot of sugar from a large bar of chocolate, she was ok.

I was a bit naughty and made my sissy boy wear a tiny tartan miniskirt with a pair of stockings and a tiny G-String. She wasn’t that comfortable with this but never mind.

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What sissy boy was comfortable with though was that it was a Femdom event so all the Ladies there had seen feminised men before and many of the men were feminised so Alice was no different really.

chastity devices

She doesn’t like to stand out too much. I decided at the last minute that Alice wouldn’t wear her long brown wig. I wanted her to show her male hairstyle with hair-clips with flowers to show she was male underneath. This was a added humiliation, I thought. I quite like that look anyway.

Here’ she’s my sissy boy husband is in the little skirt and stockings in the hotel room before the event.

Alice mini skirt
I really must teach her to stand like a girl

First off was the Ladies tea party. Only Mistresses were allowed except for those sissies and girlies who served the food and drinks. Alice actually volunteered which surprised me and she did a fabulous job.

maid to serve book covers

She told me she quite enjoyed this and was very embarrassed when one of the other Mistresses told her what a pretty name she had. I made Alice remove her shoes to show the Ladies her pink toes nailnails and they told her how pretty they were too – cue more embarrassment.

Such great fun. For me.

Sissy boy in a tartan schoolgirl miniskirt
Alice in her tartan schoolgirl miniskirt

There were party games which Alice did not want to play but I made her. In the end, she didn’t mind too much – I think. Alice wasn’t too happy that one Mistress spanked her bum a little too firmly in the spanking game with a paddle and left a large bruise.

woman spanking a submissive man

Another Mistress wanted Alice to paint her toenails pink which I made Alice do. I enjoyed seeing Alice at the Lady’s feet. We’ll be doing this again and more. The Mistress was very happy too.

Alice seemed to enjy doing this too and all was fine until I told the Mistress about Alice’s pretty little pink G-String. I told Alice to lift her little skirt to show the Mistress.

Unfortunately for Alice, her knickers were so small that her movement made her little bits fall out much to our amusement and Alice’s complete embarrassment.

feminized and pretty book series covers

Finally, Miss Treat introduced us to electric play. You attach two electrodes, one to her clitty and one to her other pussy balls and turn up the power little by little. It was safe and really fun and once again, surprisingly, Alice liked it.

sissy in a tartan skirt

Regular readers know how much I like to play with her clitty and pussy balls in a naughty way so this was fun for me too. Gentle torture.

So all in all, our first femdom event was a great success. Alice enjoyed most things too. I think the time is ready for another increase in her ‘encouraged’ feminisation. Now let me think what I can do. SOmething very naughty.

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Filed Under: Female led relationships, forced feminisation, forced feminization, Sissy Tagged With: feminised by wife, forced womanhood, humiliated husband, husband in a dress, husband in a skirt, husband in female clothing, married sissy, petticoated, Sissy, sissy boy, sissy maid

Comments

  1. Jennifer Cox says

    10 October 2015 at 21:29

    (I posted above incorrectly as a reply. Apologies if you see this twice).

    Nice to know that Alice enjoyed painting nails. I would respectfully suggest that you extend this to Alice performing a full pedicure and foot massage. I’m sure that you would also enjoy this. 🙂 There’s plenty of good tutorials available on-line, such as https://www.youtube.com/watch?v=mnbg-XhM3Qk. That’s how I learned, not from that exact video, but you get the idea. My Mistress at the time seemed very pleased, even though I’d never been able to practice beforehand. I enjoyed this too. However, I also had to perform this service for her friend, another Mistress, but who did not have such nice feet. This was less enjoyable. Make of this what you will! 😀

    I’m sure this is a skill which Alice should attain and which would benefit you greatly. It’s also one which I’m sure would be appreciated by your new Mistress friends.

    P.S. I think Alice has great legs – I can see why you would want to see them as much as possible!

    Reply
    • Lady A says

      12 October 2015 at 07:48

      Thank you Jennifer, I’m always pleased to receive comments, even twice! I really enjoyed watching Alice perform toe nail painting on another mistress and I really will extend this task for her in the future to all manner of foot tasks on other ladies. As for Alice’s legs for me it’s a mixture of seeing her lovely long legs and humiliating her with so much of her body on show. She did receive comments at the event on her legs. Her face was a picture.

      Reply
  2. maggie says

    10 October 2015 at 08:36

    When is Alice getting her ears pierced? I hope she saw other feminized persons watering earrings and is now more prepared. At our home, we are making slow but steady progress. I have given my girl a week to think of a new name for herself. I have changed tactics, based upon reading your blog. Now my girl is more involved in our journey. She gets to suggest, but I decide. For example on our weekend maintenance spanking, she chooses the implement, but I decide the duration. She can choose between a skirt, or dress, but I decide the exact color and piece she wears. Similarly, with panties, thongs or knickers and styles of her bra. After expressing my disappointment, girl has been practicing and has now got adept in donning and used to wearing her bra.
    Once she gives me the choices , I will christen her with her new name. I have told her that she must think of at least five female names, all relating to flowers. I love flowers.
    Our progress on feminization is satisfactory.
    Love, Maggie’s.

    Reply
    • Lady A says

      10 October 2015 at 12:49

      Sadly the ear piercing is on hold at the moment. Alice wore pretty drop earrings at the event which were clip-ons. Nice to hear that my blog has influenced you. I love your idea about giving your girl a choice between a skirt or dress. I do something similar at times although at other times, such as for the event, I chose both her skirt and knickers.I did let her choose her shoes, stockings and blouse. I also enjoy making her tell me how nice a certain dress or skirt feels or to look at women’s clothes web pages and tell her to choose her favourite clothing items. Do let me know as soon as she has a name. I love the flower idea.

      Reply
  3. chloecashmere says

    9 October 2015 at 22:57

    Lady A. Chastity is the next step! It emasculates, renders even more submissive and after about a week, the feminine feelings when putting on womens clothes is so much more intense. i even put myself in chastity as it is such a powerful feminisation tool. chloe x (p.s. since writing my blog regularly i have had soooo many likes and friendly words from real women and girls who are very enthusiastic to see a male feminized. Maybe most women really do like to see gurls like me humbled and feminine like we dream. x

    Reply
    • Lady A says

      10 October 2015 at 08:23

      No chastity is not on the agenda for Alice Chloe, Alice has a duty and she has to perform for me.

      Reply
      • chloe cashmere says

        12 October 2015 at 23:13

        forgive me Lady A, i didn’t mean to suggest anything about You or Alice’s situation. Since i currently have no female partner, all my clitty is useful for is diddling and ruining my desire to be feminine and therefore absolutely needs to be locked away.

        Reply
  4. mayshe11 says

    9 October 2015 at 20:57

    To quote: “I think the time is ready for another increase in her ‘encouraged’ feminisation. Now let me think….” Lady A.

    I believe that the faux pas of mounting and penetrating Alice would make her feel those panties she’s putting on really do fit well.

    And for the penetrator possibly a graduation from Mistress to a Headmistress.

    Reply
    • Lady A says

      10 October 2015 at 12:41

      So much better to use Alice for my pleasure in other ways.

      Reply
  5. Veronica says

    9 October 2015 at 13:24

    It must have been wonderful for you to meet a group of like-minded ladies and enjoy their company. It sounds like Alice did too. I can just imagine her kneeling at another Mistress’s feet painting her toenails – that must have been such pleasure to watch – the girl you have trained for so long doing so well. I am certainly looking forward to you taking Alice further down her path. Thank you so much for sharing your experiences with us. xx Veronica

    Reply
    • shelby says

      9 October 2015 at 15:31

      Lady A the way you have trained Alice and she is shaping up is inspiring for wannabe femmes like us, I and others such as me would surely be thankful to mistresses like you and Veronica for showing the way we could live the way we want….

      Reply
    • Lady A says

      9 October 2015 at 20:14

      Hello Veronica, I’m pleased you like reading about my experiences. It really was wonderful meeting other women like me and I learnt a few things too. Yes Alice was fine. There’s still a little way to go with Alice but we’re getting there.

      Reply
  6. sadie says

    8 October 2015 at 21:57

    Gurl thinks that Y/you are both very lucky to practice living the way Y/you want……Congrats!

    ~sadie

    Reply
    • Lady A says

      9 October 2015 at 07:44

      Thank you Sadie, we should all live the way we want.

      Reply
      • shelby says

        9 October 2015 at 12:53

        Absolutely Lady A

        Reply
  7. shelby says

    8 October 2015 at 17:19

    oh lucky Alice

    Reply
  8. jen smith says

    8 October 2015 at 17:07

    Sounds like this was a great first outing. I love the nice dose of humiliation Alice received. I hope she really enjoyed being on display and being subservient to all the ladies!

    Reply
    • Lady A says

      9 October 2015 at 07:52

      Hello Jen. Yes it went well. Alice doesn’t really like being on display but was ok with being one of many other girlies, a safety in numbers thing. I think she had a nice little dose of humiliation but I think I could do more in this area. I have a couple of VERY naughty ideas for next time. Alice reads this so I’m not saying what just yet.

      Reply
      • jen smith says

        16 October 2015 at 16:55

        I can’t wait to hear what you end up putting Alice through!

        Reply
  9. corsetjane says

    8 October 2015 at 15:11

    O my…! So pleased You enjoyed it Lady A…and also alice (a bonus)! Was intrigued to hear how she felt as i try to imagine how i would be in the same situation.. as a natural exhibitionist i would definitely have volunteered for games.. lol.. not so sure about electro play!
    i suspect that You will, indeed, be pushing her limits a bit more.. can’t wait to find out more (sorry alice!)…
    cj 🙂

    Reply
    • Jennifer Cox says

      10 October 2015 at 21:24

      Nice to know that Alice enjoyed painting nails. I would respectfully suggest that you extend this to Alice performing a full pedicure and foot massage. I’m sure that you would also enjoy this. 🙂 There’s plenty of good tutorials available on-line, such as https://www.youtube.com/watch?v=mnbg-XhM3Qk. That’s how I learned, not from that exact video, but you get the idea. My Mistress at the time seemed very pleased, even though I’d never been able to practice beforehand. I enjoyed this too. However, I also had to perform this service for her friend, another Mistress, but who did not have such nice feet. This was less enjoyable. Make of this what you will! 😀

      I’m sure this is a skill which Alice should attain and which would benefit you greatly. It’s also one which I’m sure would be appreciated by your new Mistress friends.

      P.S. I think Alice has great legs – I can see why you would want to see them as much as possible!

      Reply

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