That night Bernie had a dream that he was spending time with Cassidy, the both of you were in her room, she was dressed in a beautiful outfit, while you were naked... you felt embarrassed, not about being naked in front of her, but because her outfit was so much cuter than anything you had. Piece by piece Cassidy took off her clothes, though she never got naked somehow, and put them on you, you were delighted to wear her bra, and her panties, then her dress over them, you looked over and saw that the two of you matched and it made you very happy.
..........................................................
You woke that morning with a smile on your face. You could not remember any of the details but you did remember that you wanted to hang out with Cassidy again today and hopefully learn something useful about Shannon. It was about 10:30 in the morning as you got to Cassidy's house. When she opened the door, her face lit up.
"Hey Bernie!" She was already dressed, in a beautiful skirt and top.
"Hey Cass, I was wondering if you wanted to hang out today?" you asked
"Of Course! Actually I wanted to go shopping at the mall again."
"Shopping again already?" though something about the idea intrigued you.
"Of course, I wanted to try on some new clothes for the new season..."
"That actually sounds like fun" You did not know why but trying on clothes sounded legitimately interesting, and she could tell you were being honest.
"Yeah, you want to try some on too?" Her curiousity was peaked as well as ecstatic that you both wanted to go shopping.
"I mean, sure, I guess." You wondered why the idea of clothes shopping with Cassidy seemed so fun, but quickly put in the back of your brain.
"Awesome! Just let me get my purse. And then we'll go." Cassidy could tell it was going to be a fun day.
The drive was quick and navigating the mall to the store was quicker with Cassidy leading the way, as if she was laser targeted to the destination. You felt nervous going in and straight to the women's section with all the dresses and skirts, and girly tops
So you were playing with the coin in one hand as a form of stress relief. As Cassidy was looking at a rack of dresses you began to look around before a pair of cute dress caught your eye. it was flared, and greyish-purple with sequins. You showed it to Cassidy.
"Wow That is super cute, you have good taste. She goes to try it on.
For some reason, you feel an odd jealousy at that moment, and even more so when Cassidy shows it off.
"What do you think?"
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"You looks great!"
"You have good taste, do you want to try It on?" Cassidy was completely serious and ecstatic to see your taste and style.
"What? N-no, no I..." You were extremely embarrassed with your face turning the deepest shade of red.
Cassidy took you by the shoulders and faced with a dead serious face, "Bernie, I didn't ask you to make fun of you but, because I can tell that you were interested in it, more so than most guys would be, in my opinion I think You would look great in it. So do you want try it on."
You were touched by Cassidy's frankness and calmed down a little as you squeaked out a 'yes'. You'd never wanted to wear girl's clothes before, so why did you say Yes? But you couldn't deny She was right, you did want to wear it. Cassidy then proceeded change out of it, and hand it to you on a hangar. You were still pretty embarrassed but could deny the interest in the clothes.
"Would you like some help getting it on, it takes some finesse to get a some dresses on.
"Yes, if you would." You reply blushing
The two of you entered the changing room.
You sat down and put the coin down next to you without really thinking about it. You took off your shoes, then your pants and your shirt. You stood there in just your boxers blushing.
Cassidy helped you step into the dress, and zipped it up.
You deflated a bit when you saw you're reflection, You loved the dress but Cassidy looked better in it.
We'll need to get you some new underwear to really pull it off. Wait here." Cassidy said dashing out of the dressing room and returning minutets later.
"Here's a padded bra, some padded panties, and a waist cincher, with these you'll look better than me in that dress.
"You really think so?"
"I know it. Trust me"
Cassidy helps you out of the dress, has you change into the panties, puts the bra on you and wraps the waist cincher around, tightening it.
You try the dress on and are delighted, your dress hugs your created curves and you love how it looks.
You had never worn anything like this before but once you had it on a small smile came across your face looking at how cute you looked in this outfit, you felt a conflicting feeling of confusion, embarrassment and Joy from wearing them.
Meanwhile, Cassidy was sitting next to you, watching you primp in front of the mirror, She picked up the coin absentmindedly as she looked at how happy you were with your new outfit. She was so focused on this moment for you she had made another wish on you without even realizing it. The wish being...  indicates the next chapter needs to be written. |
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