Friday, July 19, 2013


Hello all! Yes, you've probably been waiting for this for a while now, so to commemorate this occasion (and because the text took a while!) I split this part of the story up into two captions. Obviously, the models are different, but I think you can figure out which one is Ms. Masters and which is Matty based on the pics and the text. What should happen to Matty next? I have an idea...let me know what you think!


  1. Lemme guess - as per their promise, Cassie helps out Maddy with her makeup, and is so entranced by Maddy's femininity that she proves willing to go further intimately than they've ever gone before. And then, when the week is nearly up, Cassie starts getting all distant and sad because she knows "Maddy" is going to go away again... unless, that is, Matty decides it's better (or easier, or safer...) to stay en femme.

    Possibly there might be some shenanigans with infractions on the part of Maddy's buddies to extend the feminisation until it gets to that point.

    Anyway, just my guess, I'm sure when you get around to it it'll be great!

  2. Well worth the wait. I didn't realize Maddy would have such piercing blue eyes...

  3. First off I just want to say how much I love your acronyms for the different people's titles like Sydney Davis's titles of Student Leader of Underaged Treatment (S.L.U.T.) and Woman Head of Offender's Reeducation Enforcement (W.H.O.R.E.) and now you've got Ms. Masters the Director Of Misbehavior (D.O.M.) that is very clever and I look forward to seeing if you come up with any others.

    That said I really enjoyed this one. After finding out that his other buddy had been feminized I wondered how long it would be before the rule would kick in. I think Maddy turned out pretty good. I can't wait to see the reactions of all his friends and Cassie.

    Also I just wanted to say that while typing this out I read your little snippet of a bio and at this point I would have to say in my honest opinion your blog isn't HALF as wonderful as Elena's it's TWICE as wonderful if not more than hers. I too was an avid fan of hers, but your Bimbo High story has surpassed her Bimbo 101 stories. I think this is because your Bimbo High has one overarching story while the Bimbo 101 stories didn't. I will always be a fan of Elena, but I feel that you have become such a great captioner and at this point my favorite one. Please keep up the great work.

  4. Another brilliant caption, can't wait for the next set.