Leeanne's Sissy Musings

Monday, September 30, 2013

So Sissy!


Posted by Leeanne Montgomery at 3:30 PM No comments:
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No Caption - Just So, So Sexy!


Posted by Leeanne Montgomery at 12:55 PM No comments:
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Women Puzzle Me


Posted by Leeanne Montgomery at 12:11 PM 2 comments:
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Pretty

I really like everything about this.  The girl.  Her look.  The body shaper.

Posted by Leeanne Montgomery at 7:03 AM 3 comments:
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Sunday, September 29, 2013

Carried Away

Sissy got it wrong.  She was supposed to fluff her wife's boyfriend and let him fuck her, then clean his cum out of her pussy.  She was not supposed to get it directly from the source.

Posted by Leeanne Montgomery at 8:09 AM 4 comments:
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Saturday, September 28, 2013

Encouragement

Wives who love their sissies always want to see them perform at their highest level.

Posted by Leeanne Montgomery at 7:39 AM 2 comments:
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Friday, September 27, 2013

Which One Is The Sissy?


Posted by Leeanne Montgomery at 2:51 PM 2 comments:
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About Me

Leeanne Montgomery
Simply put, I'm a sissy. See blog title. I have been all of my life. But, like many of us, I hid it. When I first began this blog, only my wife knew about me. However, over the past nearly two years, my sissy journey has continued and, as I have described in the posts in which I reveal my sissy journey, there are now others who know I am a sissy. However, those who do are not people who have known me long and certainly no one who is a close friend or family. My wife and I want to maintain our privacy. Anyone else in my life would have no idea that I am a sissy. Though, I'm often teased for "understanding" the woman's point of view a little too well. And now, I'm sharing with the world. I'll share more as I develop my blog. I've been collecting images from the web for so long that I can't possibly remember where they all came from. So, if I post anything that someone recognizes as theirs, and i haven't credited you, just let me know and I'll happily either remove or post proper credit as soon as I'm informed. Thanks for understanding.
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    They're So Pretty
    9 months ago
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    ChatGPT could usher in a new golden age of caption images, right?
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    I'm The Girlfriend (part 8 and Last)
    1 year ago
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    Fiction: Under His Roof (M/F, mouth soaping, hand, belt)
    1 year ago
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    A Reluctant Sissy -- Part 8 -- A Letter to Mrs. Trainer
    2 years ago
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    Spring is Coming, Along With the Overwhelming Urge To...
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    6 years ago
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    Stick her Shock 2 is out!
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    6 years ago
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    I was new to this.
    6 years ago
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    Trial & Error (her errors)
    6 years ago
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    SISSY MAXX for bigger breasts
    6 years ago
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    New Home Transition
    7 years ago
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    Teddy Bear
    7 years ago
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    Games and 'Games'.
    7 years ago
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    sissy Training Program - Week 1 - Day 1
    7 years ago
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    Processing the changes
    7 years ago
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    A quick survey
    7 years ago
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    Little girl clothes
    7 years ago
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    Happy 4th of July!!!
    8 years ago
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    Yoga Hog
    8 years ago
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    Men’s Fashion 2018
    8 years ago
  • Newa TG caption
    Bruno Martinez - Girl for a Day
    8 years ago
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    (#553) The Guy from Work
    8 years ago
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    A Goddess birthday
    8 years ago
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    A New Address
    9 years ago
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    Stairway
    9 years ago
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    The Blushing Sissy
    9 years ago
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    Christmas Gathering
    9 years ago
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    FIlling In
    9 years ago
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    The gynarchy - Recruitment Drive -
    9 years ago
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    Looking for a new blog or forum (updated 11-1-16)
    9 years ago
  • Candi's Place
    It is not yet Halloween - Sissy TG Caption
    9 years ago
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    Dimpled Derriere
    10 years ago
  • My Life as a Sissy Wife
    We were born to be submissive!
    10 years ago
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    She Is Amazing!
    10 years ago
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    Valentine's Day
    10 years ago
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    When sissy chastity attracts male ateention
    10 years ago
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    You're Awesome, Marta
    10 years ago
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    Happy Do Rear
    10 years ago
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    Running Errands
    10 years ago
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    Linda's Tormented Sissies and Extreme Forced Feminization Captions: A Sissy's New Bra
    10 years ago
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    Changes all around.
    10 years ago
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    Fake?
    10 years ago
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    It can be hard for parents to assemble information about schools
    10 years ago
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    Jared Day 2015 - Return on the Rogue!
    11 years ago
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    Information about 1920s Makeup
    11 years ago
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    e[lust] edition #72 ~ Enjoy!
    11 years ago
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    IMPORTANT NOTE
    11 years ago
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    Steffimariechen Caption Contest Entries
    11 years ago
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    MY
    11 years ago
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    Little Pink Dress
    11 years ago
  • Erotico & Profano
    Birthday Treat For My Hot Wife
    11 years ago
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    Pool Party Conclusion (finally!!)
    11 years ago
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    Wonderings and Updates...
    11 years ago
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    Miss Barbara Sets The Record Straight - Miss Barbara On The Future of Sexual Politics
    11 years ago
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    A few quick ones...
    11 years ago
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    Specialized Education
    12 years ago
  • Sissy Coleens Training
    Life: Damn those emotions
    12 years ago
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    Damn it - Jury Duty
    12 years ago
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    Sewing curtains living room 2014
    12 years ago
  • Obsequious and Obscure
    13 years ago
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    The Unexpected
    13 years ago
  • iHonorHer - (Femdom Photos and the Dominant Women We Love)
    THE CUCKOLDRESS : SHE GIVES YOU THAT LOOK AND SAYS...
    13 years ago
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    Where is Ginger
    13 years ago
  • BlackandTabby
    The many faces of gurls
    13 years ago
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    Teaching Her A Lesson
    13 years ago
  • Annamalice Sissy Self Hypnosis
    #1419 - Tiffany Anne's Prom Girl Hypnonis Subliminal Program
    13 years ago
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    LEARNING THE ROPES
    14 years ago
  • World of TG (captions)
    14 years ago
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    Rivalries
    14 years ago
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  • Content warning
  • All Mine
  • Every Sissy Loves Pink
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