I had a really great session the other day with a fairly new client that I would love to tell you about. First some back ground. This guy has a fairly heavy NY accent and sounds like your stereotypical “brooklyner” that you would expect to tell ya “fuh-get-about-it” or perhaps a threatening “you-talking-to-me?” if I told him I wanted to dress him up like a girl and fuck the crap out of him. 

There is nothing about this man that would lead you to believe he has a girly sissy boy bone in his body, so you could imagine my surprise when he opened up the white plastic shopping bag he was carrying to reveal a full wardrobe of stylish and classy feminine clothes, jewelry, cute wigs, and even some make up! But I didn’t bat an eye and decided to dive in and give this gal a make over! 🙂

We chose “Sheila” as her alter ego and I started off by dressing her from head to toe and popped this sweet little red wig with the pretty butterfly rhinestone bobby pins on and took her down to my bedroom to do the make up. I think she actually came out quite lovely for an old broad. <wink>  I could picture her at the country club having tea with the other ladies from the rotary club or attending a church social like a bake sale.  She looked perfect .. well except for that pesky little dangly bit between her legs!

Hmm what to do about that …. oh! I know! Let’s just make it go away! Ok since she might have use for it again sometime I don’t want to make it go away forever but definitely until I am ready to let her leave, so I think a little needle and thread is called for here.  I took her to my medical room and tied her down to the table, then shaved her crotch nice and smooth. Next, I prepped the area with a little beta-dine, and slid in a clamped off catheter. (In case she has to pee… I had to consider these things of course).  Finally I simply pulled the sac up and over that little cocklette and stitched it away out of sight.  Simple but effective… take a peek:

Meow Gallery: The gallery is empty.

Anyway, once I had her totally transformed I then took her into the dungeon and decided to tie her to my cross and torture her for awhile. She has delightfully sensitive nipples. 🙂 Naturally I also decided to use my little slave girl for my own perverse pleasure so I finished up by throwing her into my leather sex sling and fucking her with my big black strap on.  It was a really great session and afterwards I let her clean up .. go back to being a boy and went to the diner for a bite.  No one would ever have suspected what we were up to just a short while before. <grin> I had a really fun time and I totally look forward to seeing that little slut again soon!