Brat Turns Boyfriend Into A Sissy

My boyfriend and I have been dating for probably three years now, and, honestly, we couldn't be any happier. We had always had a lot in common, including the fact that spoiling me was high on BOTH of our priorities list. I had always sort of gotten off on the idea of making him jump through all sorts of hoops just to amuse me, and, in some way, I could tell that he was getting pleasure from it also. He even took on a second and then a third job just to try to impress me more and more.

He always knew that I had expensive taste, and he took each of my demands for more and more monetary investments in stride as if it were nothing out of the ordinary. While this was very rewarding in and of itself, it took the challenge of the whole thing out, and, therefore, made things almost boring when I ordered him to bring me more and more expensive items for even a moments bit of attention.

He could tell that his bratty babe was growing bored, so he tried harder and harder to impress me with the massive size of, what seemed like, his never-ending bank account and exploding wallet of hard-earned cash, all for me. It was flattering, yes, but still, I was bored. I wanted to throw him off, shock him, really push his limits to see just how far he would go for me. I wanted to know just how kinky he would get for me!

Choosing A Humiliating Fetish

I never really had to work since I was used to everything being taken care of for me by either my parents or any number of various boyfriends, so one day, I was home while my current boyfriend was at work. I was surfing some various fetish sites. I came across something that I KNEW was certain to push my boyfriend's limits for sure! I was so excited that I jumped up and immediately got dressed to head out to the store so that I could pick out some things for this very special night, all on HIS credit card, OF COURSE!

I spent several hours perusing the racks at my favorite lingerie and shoe shops, all the time texting my boyfriend and telling him that I had something super-special planned for him. He kept trying to get more information about what it could be, but I was not budging like the bratty babe that I was. I could tell he was going insane, wanting to know what this "ultimate test" was, and I bet he spent all afternoon checking all of bank accounts, stocks, and bonds, but none of these were going to help him with this ultimate request that I was soon to be making of him.

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Turning Him Into My Sissy Boy

When he finally walked in the door, I could tell he was nervous as he smiled at me. I was fully dressed in a cute pleated gray skirt and button-up lilac blouse that was particularly feminine. I was so excited, but managed to maintain my poise as I asked him if he was, in fact, ready for the ultimate test that he would have met up to this point. In response, he carried on how he would do whatever it took to prove his loyalty to me.

I gently took his hand as I smiled very mischievously at him over my shoulder and guided him into our very posh bedroom to show him what his surprise was, since I had spent all afternoon shopping just to surprise him! As he looked down at the bed, I saw the confusion in his eyes as he looked down on the bright pink lingerie with matching stockings and shoes laid out on the bed.

That was when I told him that it was time for him to become my perfect sissy boy and learn that he is not a man, but just another plaything to me, just another doll for me to play dress up with. He paused for a moment, and I thought for a minute that he was going to tell me no, but he reached down and started to get dressed as his cheeks blushed crimson. I could tell he was humiliated beyond belief as he stood awkwardly before me. I could do nothing but laugh at him standing there like a fool. I thought of how funny it would be for his bratty babe to send him out shopping dressed JUST like that!