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AN UNEXPECTED DIVERSION

22 July 2025 by Lady Alexa 44 Comments

I have all these wonder plans to deepen our FLR and expand my husband’s sissyness, and then things take a small diversion. As John Lennon said in one of his songs, life is what happens when you’re busy making other plans.

I suppose the diversion wasn’t that much of a change, but I’d been thinking one thing and something else happened.

I arranged to go and see Jenny again. Jenny is a naughty transgender lady with a nice big clitty who gave my husband Girl her first experience of kissing a penis, as I wrote about here.

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My idea was to have dinner at her place, and then to take Girl on the next stage of her journey to full-on sissy love. She’d taken another sissy transgender, Poppy, in her mouth too, but I’d let her finish Poppy off with her hand.

What I wanted next was for her to take sissy juices in her mouth and swallow them.

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However, the evening took a different turn which I enjoyed, so I let it run. We ordered a delivery, so that no one had to bother with cooking, and we could get down to business. I decided on a whim that Girl should be the waitress for the evening: laying the table, putting out the food, serving drinks and then clearing up while Jenny and I chatted.

I then had another idea: Girl would do all this naked. This led to Jenny finding Girl’s clitty interesting and we both played around with it while waiting for the food to arrive. I slapped it about, but Jenny wanted to rub it and kiss it a little. I told her not to let Girl orgasm, but otherwise she could do as she pleased. Girl was hers to play with. Jenny liked this very much. Girl less so which made it funny.

The food arrived and, after Girl served us naked and then cleared up, I made her stand in front of us as we sat. I showed Jenny, in close up, Girl’s neat little pubic triangle and her smooth balls. I did consider telling Girl to kneel between Jenny’s legs and give her the full blowjob. Jenny seemed more interested in having Girl’s clitty to play with, so I let things run.

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Girl was mortified with humiliation although her erection showed it was hardly unexciting for her. Jenny rubbed it gently and tickled Girl’s balls asking if she enjoyed that. I made Girl answer; I love her to have to admit to enjoying these kind of things. She does and I wanted her to tell us.

Jenny said she’d like to give Girl a blowjob. “It’s yours to play with, Jenny,” I answered. “Just don’t let her cum.”

Oh that was such fun to watch. Girl’s face as I laughed at her getting a blowjob from Jenny was exquisite. Jenny stopped at just on the point of no return for Girl. Perfection. I suspect Jenny knows exactly what to do.

Jenny has two other transgender friends and asked if we could do this again with her two friends next time. We’d have another dinner party with Girl serving naked and available to touch and play with. I hope it can be arranged in the next month or so. I’m thinking that Girl should give all three a blowjob; let’s see how it plays out.

I so want to see her take a sissy’s cum in her mouth. I also want to see her serve naked with four of us dressed up in our beautiful frocks. Now that sounds like a fun evening.

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Filed Under: Female led relationships, Sissy Tagged With: bdsm, cfnm, Forced bi, humiliated husband, Sissy, sissy husband, transgender erotica

Comments

  1. donnagirl says

    28 October 2025 at 12:01

    Lady Alexa. I have been following you and girl for a long time and I am always wishing that I was girl and in her place. You have done a wonderful job of training her to be a sissy and I think she really enjoys being one. You are an inspiration to all of us sissies. I live alone and try to be as girlie as much as I can. I would love to be trained like you have done with girl. I hope girl gets to swallow some cum for you soon. Reading about your latest adventure with girl serving you and another sissy naked really got to me. As soon as I started reading my usual soft limp clitty went from almost 2 inch limpness to a very hard huge 4 inch clitty. It has not done that for a very long time and felt wonderful. I want to thankyou very much and I am looking forward to future events. You give lots of hope to sissies like me. Donnagirl

    Reply
    • Lady Alexa says

      29 October 2025 at 17:14

      She does enjoy it as the size of her erection shows when I do these things to her. She needs a shove but likes it that way I think

      Reply
  2. Suzii says

    12 August 2025 at 13:44

    Lady Alexa,

    It sounds like all three of you had a very enjoyable evening. Whilst your plan to have Girl take cum in her mouth didn’t materialise this time it sounds as if there will be ample opportunity for Girl to be introduced to swallowing at future soirees.

    Who knows, perhaps they may provide you with the opportunity to meet your other desire of cuckolding Alice, I very much look forward to hearing how this develops and how Alice adjusts and comes to terms with these developments.

    Suzii xx

    Reply
    • Lady Alexa says

      12 August 2025 at 17:34

      There’s time for everyting. Everyday life tends to limit opportunities

      Reply
      • Penny says

        30 August 2025 at 08:35

        It surely does 😪💋

        Reply
  3. Jan says

    1 August 2025 at 15:03

    I find this incredibly arousing, I am looking forward to hearing more about these events. I cannot conceive of myself as doing any of these things, I would be quite literally disgusted even by the thought in proximity of these things happening, but I think that is exactly what arouses me so much. The fact you knowingly, and gently, ‘force’ him to do these things against his will, using your feminine powers of persuasion I’d imagine is indescribably hot to me. I know this is all consensual and you take his limits in regard, but you are, it seems, if not crossing at least heavily eroding his boundaries for your own pleasure, which somehow is inexplicably sexy to me.

    The fact you do it with a soft, sort of nurturing power makes it all the better, than if you had done it with a brutal regime, because it speaks to your powers of subversion instead of merely enforcing something. By subverting him, it seems you ‘own’ him all the more than if you had simply ‘controlled’ his actions through punishments or whatever. And the correlative of you owning him more is that he is more ‘owned’ by you, which I suppose speaks to, at least my, fantasy.

    I wonder if and if so, in what way, these events are arousing to you, or are they more on the funny/interesting side of things? Do you actively pleasure yourself watching Jenny play with your Girl, do you get a power rush, knowing you are the cause of his apparent misery?

    Reply
    • Lady Alexa says

      1 August 2025 at 17:49

      It’s a mix of arousing for me and highly amusing too. It’s a power rush

      Reply
      • Penny says

        30 August 2025 at 08:42

        If only all wife could understand this . A lady in charge navigating expertly like you do . For you very own frill . And Alice’s too . As I bet she would never want to go back to a vanilla relationship. Love you and your wonderful work lady Alexa.💋💋💕💓

        Reply
    • Roy says

      27 October 2025 at 17:11

      This is exactly what I wish I could have articulated. This is exactly the beauty of the kind of power that Lady Alexa has. The way you are able to bend Alice to your will. But at the same time knowing that Alice is actually excited and loving every minute. She just needed you to show her how much she wanted it all. Alice is indeed the luckiest man alive. Forgive me Lady Alexa, I only use the term ‘man’ instead of ‘sissy’ to be able to show inclusion of ALL of our gender in that statement.

      Reply
      • Lady Alexa says

        29 October 2025 at 17:23

        She’s male which is the beauty of feminising and turning her into a sissy who goes with other sissies

        Reply
  4. Frankie69 says

    26 July 2025 at 14:01

    Dear Lady Alexa,

    Thank you so much for giving us all more wonderful insights into the more personal side of your fabulous Female led marriage.
    Your loving guidance of your sweet husband, Alice, is so touching. And so entertaining for yourself ! And, of course, your happiness is paramount. Her contentment being rightly centred around yours.

    Jenny sounds like a marvellous friend. Just what you need and just what Girl needs for her sexual development.
    Perhaps a cuckolding opportunity is now only a step away ? Hopefully that, followed by Girl giving Jenny a blowjob and swallow afterwards, will complete your happiness leaving you feeling fulfilled and content. I sincerely hope so.

    Yours approvingly,

    Frankie69.

    Reply
    • Lady Alexa says

      31 July 2025 at 19:11

      Alice has already had to give Jenny a blowjob but not yet to swallow. That comes soon I hope

      Reply
      • Penny says

        30 August 2025 at 08:44

        Oh lady Alexa. You are a dream . I put you up on the pedestal with the very beautiful late Mrs silk 💋💋

        Reply
  5. Sissy Andrea says

    25 July 2025 at 11:06

    Hi Lady Alexa, my blowjob training did indeed start with handjobs then progressed to getting the results up with fingers to an actual blowjob. This was not something I thought would be better but in fact given that I was disposing of the cum, albeit byva messy method, I saw where Mistress’s logic was probably true. So then after actually getting the load in my mouth and swallowing it it was really much easier. This was not a speedy progression and it took a while.

    Reply
    • Lady Alexa says

      31 July 2025 at 19:12

      It is not a speedy thing to get to the stage where Alice has to swallow but I’ll get there. It’s a big step

      Reply
  6. Steve aka Steph says

    23 July 2025 at 15:33

    This very much resonates with me. When I was an owned sissy, my Goddess had met another Domme and her sissy at a BDSM munch. One evening found the four of us at our home for an evening of training. Both of us sissies were in full sissy clothing and high heels etc. my clitty was caged up but the other sissy was pantyless and in thigh high stockings. My Goddess and her friend had us in a double sided penis gag whereby our mouth were both full of rubber cock and our noses were inches apart. From there both of us sissies were laid on our sides of course facing each other. We were then both hog cuffed whilst laying on our sides. This was the first step for us to becoming intimate as sissy bitches. As our training went further, eventually I took sissys clitty in my mouth while at the same time my Goddess was pounding my other sissy hole with her strapon. While hesitant throughout all other sissy interactions, I came to learn to enjoy these experiences and looked forward to our meet ups. Alice seems to be a hesitant sissy as well and at the same time enjoying just as I did.

    Reply
  7. M. Glen says

    23 July 2025 at 02:50

    What say to a nice Sissy Weekend???
    Have all 4 sissies meet and get to know each other over a regular weekend or a three day weekend.

    Reply
    • Lady Alexa says

      23 July 2025 at 11:01

      I doubt any of us will have the time to spend a whole weekend together but three hours in an evening should be ok

      Reply
      • Penny says

        23 July 2025 at 11:53

        Sounds wonderful 🔥💋

        Reply
  8. Roy says

    22 July 2025 at 22:47

    What a wonderful time. And I’m sure Girl enjoyed it too. Especially serving naked. I know I would love that. I can’t wait to hear about the next time with Jenny’s friends. I envy Girl so much. Lady Alexa, you are such a perfect Mistress, Wife, Leader, Girl is so lucky

    Reply
    • Lady Alexa says

      23 July 2025 at 11:03

      Girl reluctantly admitted she did enjoy it. She couldn’t say anything else, she had a near constant erection to prove it

      Reply
      • Amber says

        23 July 2025 at 11:22

        It is amazing how they cannot control the reaction down there!

        Reply
        • Lady Alexa says

          23 July 2025 at 18:07

          Exactly

          Reply
          • Roy says

            23 July 2025 at 20:46

            I totally understand. I am erect just reading this. I know if I was lucky enough to be serving wonderful ladies that way, I would be hard as a rock the whole time. The thought of being on display that way is just so exciting.

            Reply
            • Steve aka Steph says

              23 July 2025 at 20:52

              Hi Roy, you may want your clitty to be hard, but for most of us sissies, our clitties are locked up! Has your clitty ever been caged?

              Reply
              • Roy says

                23 July 2025 at 20:57

                Hi Steve, or Steph, Yes it has and I think it should be more than it is. I have enjoyed being exposed while caged. But I also enjoy being on display the way Girl was in Lady Alexa’s explanation.

                Reply
                • Steve aka Steph says

                  23 July 2025 at 21:04

                  It’s great that you felt comfortable being displayed. As a trained sissy who never had a desire to be feminized/sissified, it took me quite a while to feel comfortable being exposed/displayed, much less having another sissy’s clitty in my mouth. However it did get easier over time.

                  Reply
                  • Roy says

                    23 July 2025 at 21:45

                    I would love to hear about your training and your transition into becoming a sissy. I dream of that happening to me. Of course I am totally open to it and would embrace it. But the thought of it being out of my control is exciting. You are very lucky. I really would love to talk to you and hear about your life. Sounds wonderful

                    Reply
                    • Steve aka Steph says

                      23 July 2025 at 21:53

                      Roy, I am no longer an owned sissy as my Goddess had to move across country to care for her ailing parents. I knew I was a submissive man, but never had a desire to be sissified/feminized. It started out slow with her having me in panties. It eventually grew and I was pulling my panties and pantyhose on daily. I was trained in high heels which was difficult given the ankle restraints she required. I did become a very well trained sissy bitch, and took her bulls cock and other sissys clitty in both my sissy holes. For me it was a breaking process. I am no longer required to be feminized, but I do miss it and the punishments for non compliance

      • Steve aka Steph says

        23 July 2025 at 16:04

        Ms. Alexa, did you leave your sissy girl uncaged in the anticipation of seeing her clitty get hard for the activities? In my first few interactions with my sissy sister, my clitty cage was firmly padlocked. Being left caged made me feel desperate to be let uncaged while I was training with my sissy sister.

        Reply
        • Lady Alexa says

          23 July 2025 at 18:06

          I leave her uncaged mostly now as it became tiresome. So yes, she was uncaged

          Reply
      • Ken says

        29 July 2025 at 19:52

        Being locked and denied can, in my opinion, make a couple closer and even open both up to trying and enjoying different things. My wife and I don’t include others in our intimacy so far and I’m not feminized, though we’ve discussed it, but we try new things. My wife is dominant but was rather conservative when we stared a mild to moderate FLR years back. We’re always trying kink, which can be tough since I remain denied like Girl. My wife can always tell I enjoy our playing in spite of denial of full orgasms. There’s no way to hide it.

        Reply
        • Lady Alexa says

          31 July 2025 at 19:10

          I involve others who are in the ambience and it adds to my domination

          Reply
          • Ken says

            3 August 2025 at 16:37

            My wife and I don’t currently involve others in intimacy. But we have discussed a realistic situation where I could provide oral pleasure to another woman my wife is extremely close to (I prefer not to identify more about the person). My wife has no intention of participating directly but she would oversee the activities and be sure I remain denied. I’ll do this if she were to tell me.

            Reply
            • Lady Alexa says

              12 August 2025 at 17:33

              We only get involved with those who want to be involved.

              Reply
          • Penny says

            4 August 2025 at 09:58

            That sounds wonderful. So wish I was in thst ambience . Circle 💋

            Reply
      • Penny says

        3 August 2025 at 10:12

        Beautiful . I bet that was a sight to be hold ?

        Reply
  9. Amber says

    22 July 2025 at 22:40

    Actually my sissy preferred taking the cum in her mouth since it was less messy and easier to clean up than a hand job. I am sure sissy would be glad to give her opinion too!

    Reply
    • Roy says

      22 July 2025 at 22:52

      What a sissy you have. Why can’t all women train all of us men this way? The world would be a much better place to live if it could be so. I have wished for a life like this for so many years. I envy all the sissy cock sucking men

      Reply
      • Roy says

        22 July 2025 at 22:54

        Sorry, lucky sissy is what I meant to say. What a lucky sissy you have. I’m just so envious

        Reply
      • Lady Alexa says

        23 July 2025 at 11:02

        I would agree

        Reply
    • Lady Alexa says

      23 July 2025 at 11:03

      My sissy wouldn’t prefer that but I would

      Reply
      • Amber says

        23 July 2025 at 11:21

        Oh it was not an immediate jump from one to other, was over a few weeks actually. If sissy was having to dispose of the cum either way by swallowing I finally convinced her that it would be easier to suck and take by in her mouth. She finally tried it and once over the first time preferred not having such a mess to clean up with her fingers.

        Reply
        • Steve aka Stephie says

          15 August 2025 at 17:44

          Hi Ms. Amber, I must say you have a very obedient sissy! Did you have your sissy train vigorously with her cock sucking on your strapon or other contraption prior to her “real thing experience”? Also is your sissy dressed in her sissy clothing prior to deep throating real men’s cocks?

          Reply

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