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A collection of stories, pictures, thoughts ideas and more that are of interest to feminine and sissy males. I am open to submissions and guests posts on the blog. to email me just see my profile. Hugs...sissy terrie

Tuesday, December 23, 2025

A Sissy Crush

Sexually, I've never been with another sissy.

It was never anything that I had a desire for.  But times change and so do we.

I've developed a crush on someone I've known for some time.  It's no secret.  Diane knows and my friend knows how I feel about her.  


It started with some very nuanced flirtatious comments between the two of us.  One thing led to another and I think I was the first one to admit I had some sexual feelings for her.  She immediately responded that she felt the same.  There's an obvious interest and connection.  

It might be awkward at first but if we did get together...I think it would be enjoyable.

Who knows, why couldn't the two of us serve Diane?

Love,

sissy terrie 💗 

7 comments:

  1. Go for it. You only live once and better to have tried and it not work out than to always think...I wonder if?? Provided Diane is on board what have you got to lose?

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    1. I too have a sissy crush! *blush*

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    2. Thanks for admitting it Laci! You're right poppet...D's opinion counts...lol

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  2. In my opinion this it not unusual. I always thought being straight, straight and nothing but straight, but that was back then when I defined male. Then my journey started, and it included also internal changes. I started to behave, think and feel like a woman. Nevertheless I never thought that I could become attractive for and being attracted to a man. Fortunately this changed when our boyfriend entered our lives. It still required some time to get used to the thought, but finally my wife convinced me to give it a try: At least feel it once, once in my lifetime, being taken by a man ... as a woman. If I wouldn't like it, it would be fine to not repeat. I was so nervous and excited, but he was so cute and tentative that I could relax and really enjoy it. I kissed a man the first time that day, and I love him from deep inside since then because he treats me as his "special girl".

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    1. Oh Kirsten, thank you so much for the beautiful and intimate comment. I appreciate your willingness to share that. I think embracing our feminine side brings out so many other feelings. My by experiences are all driven by my femininity...it wouldn't work for me otherwise...xox

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  3. Whoever that sissy is she is one lucky gurl. I'm sure if the two of you ever got together it would be real fun. There are so many opportunities.

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    1. To be honest Kate...I find myself luckier than she is (blushing). She is so classy...even elegant in her style and feminine flair. Fun? I'd be ecstatic! xoxoxox

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