The Ripped Dress (a CD/TV story) - Sex Stories

The Ripped Dress (a CD/TV story)

... so come back in with Sally in thirty minutes. In the meantime, see if Sally has an old purse you can use today."

With a sense of excitement combined with nervousness, Jenny picked up the garments and went to his bedroom to get dressed. He worked the tight panty girdle in place and smoothed things to give him a flat front. No unsightly bulges. He then zipped up the denim skirt, which fell just above his knees, and slipped on Mom's blouse. He wasn't sure if he should tuck it in or leave it out and decided to ask Sally. He knocked on Sally's door and she smiled when she saw him standing there dressed as Jenny for the first time.

"Oh my, you do have a cute figure. Come in, why haven't you tucked in the blouse? Let me help you."

After tucking in Jenny's blouse Sally stepped back and examined Jenny and then turned and went to her closet. She came back with a wide silver belt and slipped it around Jenny's waist. The result was an accentuated feminine shape.

"You'll learn how some accessories really finish off an outfit. That was lesson one, and there will be many more today. I hope you're keeping notes because all of this will come in handy. Now, let's get your face made up and ready for your first outing as Jenny."

Taking her hand, Sally led her into her mom's room where Millie was stepping into her skirt. Seeing his mom only in her panties made him quickly look away.

"Jenny, don't look away. We girls always get dressed together. Besides, I was wearing ...

... panties, no big deal. It's the same thing as if I was wearing a bathing suit, so stop acting childish. We need to teach you to start thinking like one of us and understand how we girls think, and get along. Now, let me look at you. Very nice, and that belt is perfect. Was that your idea, Sally?"

"Yes, Mom, it really goes with the outfit. Don't you love it?"

"I do. Jenny, I want you to keep my blouse, and Sally, if you don't need the skirt anymore let's give it to Jenny. It will be another cute outfit for her to wear this summer."

"Yes, I don't wear it anymore, but I do love the belt. Maybe we can find one today at the mall for her."

"Say thank you to your sister, Jenny."

"Thank you, Sally."

"Jenny, from now on, you need to use your girl's voice. I've heard you use it before, so don't feel uncomfortable. It will suit you today while we're out. So, until we say differently, we only want to hear Jenny, not that other person. Do you understand?"

In the voice he had practiced for years, Jenny smiled and said, "Yes, Mom. I can do that."

Sally's mouth dropped open, "Oh my, that's amazing. You sound just like one of my girlfriends. How did you do that?"

"My voice has always been a little high, and I learned how to manipulate it from some YouTube videos, and it seems to have worked."

"Mom, this might be easier than I first thought. With a little makeup and the right hairstyle, Jenny is all girl."

"I agree. Now let's use a little makeup and fix her hair for ...