Sissy Captions

June 3rd, 2016 at 4:29 pm (life in general, los angeles)

Someone sent me the link to this pic over on Fetlife and I found it pretty amusing. I know some people would be annoyed to see their picture turned into a sissy caption, but I kinda love it. I’d actually love to make a special gallery on my site that’s all unauthorized sissy captions with various pics from Trannies In Trouble. So if you see any out there send me the link. Gotta collect them all ;-)


  1. Samantha said,

    June 3, 2016 at 4:39 pm

    I will keep my eyes peeled

  2. Joanne Watters said,

    June 12, 2018 at 10:22 am

    Such a beautiful photograph, it reminds me of when I was in my late teens, getting ready to meet my very first man at a motel, so young & innocent.

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