The Friedlander family was not your average family. Consisting of a mom and dad, twin daughters (Samantha and Sandra), and twin sons (Brian and Blake), they lived a somewhat-lavish lifestyle. Both parents were trust fund babies, but the children rarely ever saw that wealth, so they never felt like they were rich.

One night, the parents were driving home alone from a late-night event, when they get into a horrible car accident, killing them both. The children were devastated. The sisters, who were 18 at the time, had to now help take care of their brothers, who were 4 years younger than them. They felt that they did the best that they could in such circumstances.

Fast forward a few years. The sisters had just graduated college, while the brothers had just graduated high school. The sisters both got business degrees and decided to start their own business with some help from the wealth that had been passed down to them. Their parents, however, configured it so that they would only get the money in small amounts until they turned 30. While this was a little inconvenient for them, it encouraged them to have actual, normal lives without just relying on the family riches.

Since the sisters had their own business, they decided to move out of the family house. There was a property that their dad had owned in the middle of the city, and with their business being housed only a couple miles away from that property, they figured it would be more convenient to move there. This left the brothers in the home all alone. Since they were 18, the sisters figured that they were mature enough to take care of themselves. But little did they know what was about to happen.

You see, both Brian and Blake were sissies. No, not the derogatory term used back in the day; the sexual kink where men dress, act, and are treated like women. They discovered this kink during puberty, when Brian found some sissy porn online. He told Blake about it, and they both realized that it really turned them on. They’ve tried it out a couple times in secret, but they never had much time to fully experiment; that is, until now.

After they had helped move their sisters out, the brothers rushed to transform into their female personas. Luckily, their sisters had left behind some of their old stuff, so the boys were able to use it until they had the chance to purchase their own items. They each got into matching outfits, consisting of a bra, panties, thigh highs, skirt, and tank top. They each did their own makeup, and they just so happened to do it exactly the same without knowing. They then painted each other’s nails in a neon pink, feeling like girls at a sleepover while doing so. Soon enough, they were looking like a couple of sissy sisters.

As they looked at each other, they both felt a stirring in their cocks. They were finding each other hot dressed up like women, while simultaneously feeling sexy being dressed up. But being brothers, they felt weird doing anything together that might cross some boundaries. Instead, they ignored their sexual instincts and just tried their best to act like normal sisters. They talked about makeup, fashion, and other topics that they heard their own sisters discussing before.

After a couple hours of that, they decided to get dressed into their pajamas and watch a rom-com together. They both went to their new rooms (they each took one of their sisters’ old rooms) and got dressed into their babydolls. When they come back into the living room, they discover that they are both wearing the same blue babydoll by coincidence.

Brian (now Brenda) goes to the kitchen to pop some popcorn, while Blake (now Bianca) browsed through their streaming services and found a movie for them to watch. They cuddle (as they had seen their sisters do) while they watched the movie and ate their popcorn. Once the movie concluded, they decided that they were tired and went their separate ways. After washing off their makeup, they went under the feminine sheets of their new beds. They both couldn’t help but smile, happy to have their first official night as sissies.

To be continued…