Dani: Teen Fantasy, Part Two

Early September 1968

Dani...dressed as Daniel...took the list Mistress Lola had given him and went to the discount department store near home. The first thing on the list was matching bra and panty sets--three of them. He had a rough idea of his sizes, having surreptitiously tried on his sister's things over the past years. He nervously moved through the lingerie department, trying not to draw attention--unsuccessfully, as it turned out. "Hello, young man," an attractive older woman said as she approached. "Do you need help finding something?"

Daniel gulped and said, in a small voice, "Yes, ma'am, I need three sets of matching bra and panties...in my size..."

"Speak up, darling," the clerk advised, smiling. "Come with me...bra and panty sets in your size are right over here." She guided him to a different section of the department. She picked up a set in pastel pink. "I think this will go nicely with your coloring, sweetie," she said, holding them against him. "Oh, and this lovely floral print is nice and girly, isn't it?" She thrust another set into his hands. Then she picked up a set in black satin. "And every girl--or sissy--should have a sexy set of black undies, don't you agree?" Daniel could only nod silently. "Come to my register and we'll ring you right up. I suppose that will be cash?" She packaged his purchases and then said, "Now, will there be anything else?"

"I...I need some pantyhose..." he whispered.

"Pantyhose?" the clerk repeated, loudly. "Millie, will you help this young man pick out some pantyhose?" she called.  A pretty clerk...perhaps only a few years older than Daniel joined them.

"Of course, Harriet," she said, as she took Daniel by the hand and led him to her department. "Now, what shade do you want? I suggest suntan, it always makes a girl's legs look better, I think." She handed him three pair in that color, having judged his size.

"Yes, suntan will...will be fine," Daniel stammered, looking at his list.

Millie grabbed the list from his hands. "Let's see, what else do you have on this list? Oh, two pretty mini-dresses! I know just the thing--come with me." She took him by the hand and led him across the store to the juniors department. "Here, we go...these are what all the high school girls are wearing now." Daniel knew that...he had admired his feminine classmates in similar attire. Now it will be mine, he thought. I want it...but it seems so strange that I do....

Millie picked a few dresses from the rack and brought him to the fitting room, coming in with him. "Now, why don't we get you into one of your pretty undie sets, so these dresses will fit properly?" She all but tore his shirt and pants off him, and laughed when she saw how aroused he was. "My, you are excited to be out shopping for girly clothes, aren't you? Now, don't be embarrassed--I've seen my little brother naked; you won't be any different!"  She pulled down his briefs, leaving him naked.

Millie assisted him in putting on the bra and panties, stuffing the bra (for now) with his socks. Her first choice was a baby blue minidress with a lacy collar and a skirt that ended five inches above his knees. "Oh, such nice legs, dear! You're going to be the envy of every girl in your school!" Daniel blushed. I always knew I had girlish legs...now everyone will see them! "Yes, that's a definite keeper!"

She tried on two more dresses, before finding a second one she thought he should buy. "This one is a bit tighter than the other...but you have a pretty nice figure--considering--and you will look so sexy in it!" Daniel looked in the mirror. Yes, I do look sexy--maybe too sexy! He felt his cock grow larger in his panties. Millie saw the bulge appear in the tight skirt. "Oh, dear...can't have that ruining the lines of this dress!"

She pushed him onto the bench in the dressing room, reached under the skirt and pulled off his panties. Then she began stroking his cock. "We used to do this to my brother all the time...Momma called it 'milking'. She said it helped to keep him docile and compliant." In a very short time, Daniel's cock spurted its cream onto Millie's hands. She thrust her sticky fingers into his mouth. "Lick it all off, dear...that's what Momma always made little brother do."

His cock now thoroughly deflated, Millie pulled Daniel's panties back on. "Well, now that we have your dresses, what else do we need?" She consulted the list. "Shoes! Of course! Follow me!"

"Like this?" Daniel exclaimed! "I'm wearing a dress!"

"Of course you are, sweetie...you're a sissy, aren't you?" Millie laughed. "Now, don't be silly...come along!" The shoe department was on another floor, and Daniel had to follow her up the escalator in his tiny, tight dress. He found, even still in male shoes, it required him to walk in a mincing motion. When they reached the women's shoe department, Millie took a moment to confer with the clerk there.

"I have to go back to my own department," she told Daniel. "But Suzie will help you find just the right shoes!" Suzie walked up to him and looked him up and down. "You're cute," she said. "But you'll be even cuter soon! Have a seat and take off those terrible sneakers!"

She perused the shoes on display, checked the information on a few of them, then disappeared into the stock room. Daniel nervously looked around. Is anybody looking at me? Is anyone paying me any attention at all? It seemed not...but could he really be sure? A moment later, Suzie returned with four shoe boxes. "I think I got your size right...but I brought two sizes of each of these, just in case."

She opened the top box and brought out a pair of black patent mary-janes with a blocky two-inch heel. They look a lot like ones my sister wears, Daniel thought. Suzie knelt and slipped them on his feet, carefully buckling the straps. "Stand up and walk a bit, dear," she said. Daniel did as instructed and found he wobbled a bit, even on these comparatively low heels. "First pair of heels, sweetie? That's okay, every girl totters a bit her first time," Suzie teased. "How do they feel?"

"A bit tight," Daniel whispered.

"Speak up, honey," Suzie said, smiling. "I couldn't hear you."

"They're a bit tight," Daniel repeated, a little louder, still watching to see if anyone was looking.

"Those are 10s," Suzie said. "Let's try the 10-1/2." She sat him back down, took the shoes off and put him in another pair of the same style. "There, try those." Daniel stood and walked around a little. He paused in front of the mirror angled to let him see his feet and ankles. They looked amazingly feminine. "These are better," he admitted.

"Good...then 10-1/2 is your size. Come back and let's try this other pair." Daniel sat again and she switched him to a pair of pink pumps. The heel was still only two inches, but it was narrower. "You may find these a little harder to balance in," Suzie advised. Daniel stood and carefully took a few steps. "That's right, honey, just mince in short steps." He already moves like a girl in them, she noted.

Daniel sat down and began to remove the shoes. "Oh no, dear. Millie said you wanted to wear  them home!" Suzie laughed and put his male sneakers in the box instead. She rung up all his purchases and then walked him to the store's concierge desk. "Will you call Daniel a cab? I'm afraid he will get in trouble if he walks home." While they waited for the concierge to make the call, Suzie pulled out her purse.

"Pucker up, darling," she said as she produced a deep pink lipgloss. She made his lips look wet and luscious. Then she brought out her mascara. "Just a little bit, to make those eyes look a bit more girlish," she said. She turned Daniel to look in a mirror. He gasped. I could be a girl! Then as Mistress Lola's conditioning took effect. I am a girl!

The cab ride home was uneventful...and no one else was home when he arrived. He went directly to his room and picked up the extension phone there. He dialed the number Mistress Lola had given him: 1-800-555-SISSY. It was time.