You never thought you would find a girlfriend, so when the first girl took an interest in you came along you agreed to do anything for her. Now you are seeing what she really meant by anything.
She dressed you up in her old uniform and took your photo. You looked different enough, but people who knew you would know it was you. She then used these photos as leverage to get you to do more and more humiliating things until finally she locked you i
You never expected your house maid would find your key and then blackmail you to stay her little toy when she caught you wearing your cage and took some photos. If you fired her, she would just release the embarrassing photos.
Always wondering what it would be like to be a woman, you didn't believe what the packaging on the dildo said, but you decided to try anyway, after all, what harm would it cause?
You couldn't believe your progress. All the working out, denial, teasing, it was all coming together. Tonight at the party, no one was going to recognize you, and the fact it was a party known to have a lot of nudity, you were in for a wild ride.