A white sundress

You look at the dress with a weird look on your face. Picking up the dress, you take a moment to note some of its features. It has spaghetti straps, and a skirt that you figure would probably end around someone’s upper thigh. As you look at it, you realize it’s one of Jane’s dresses. You look up at Emma and say, “What are we doing with my sister's clothes?”

“Okay, just hear me out…” Emma says. You nod your head and wait for her to explain. “H-have you ever wanted to try… different clothes?”

You blush a deep shade of red. “Do you mean… girl’s clothes?”

Emma twirls her hair as she gives an innocent look. “Well, yeah. Have you ever thought about trying girl’s clothes.”

“I mean… I guess so…” you say, blushing.

She gives an encouraging smile as she says, “Well, then, you should try it out!”

Pretending you don’t really want to do this, you shrug. “Fine, I’ll try it. Only for you.” Deep inside, though, you feel pretty eager about trying on the dress. Just like when you wanted to wear the panties, you’re just curious to know what it’s like.

“Yay!” She says enthusiastically. “Okay, let’s do this!” She says as she hands you the jeans. You grab the jeans and step into a corner of the room, where Emma can’t see you. “Oh, and you’re gonna need these!” A pair of black cotton panties and a matching bra come flying across the room.

“Okay.” You say shyly. Once you take off all of your clothes, you grab the black panties. You slide them in with ease, and they fit and feel similar to the pink pair you had worn earlier.

You grab the bra next. It seems to have no padding in it, and as you try to put it on, it lays flat against your chest. Putting your arms through the straps was relatively easily. You find yourself struggling to clip the two straps together from the back, though.

Shyly, you step out into the middle of the living room to where Emma is. “Hey… c-can you help me with the bra?”

Emma turns to you and looks you up and down. “Oh, John! You already look so cute in just that underwear! Here, I’ll help you.” She steps behind you and grabs the straps. “There you go.” She says quickly.

You grab the back part with your hand and sure enough, she clipped it in perfectly. “Th-thanks, Emma.” You stand still for a moment, noting how the bra feels. It sits flat on your chest, and the straps are feel light and slightly loose on you. It doesn’t feel that bad.

Emma smiles as she watches you caress your chest. “Do you like it?”

You blush and shyly say, “I-I guess so.” Emma just continues smiling while she looks at your body from different angles.

You don’t spend long relishing the feeling, though, as you still have to put on the dress. You head back to where you were getting dressed, where Emma couldn’t see you. Once you're ready, you grab the dress from the straps and pull your legs through. As you pull your arms through the straps, you feel the dress slide up your body. The feeling of the soft dress against your body is so nice, it causes you to shiver,

You look down, and note how the dress looks in you. Your bra is just barely concealed from the front, and the skirt ends just about at your mid-thigh. You feel as if any small breeze could lift your skirt up and expose you cute panties to the whole world.

You step into the center of the room to show Emma your outfit. “How do I look?”

Emma looks you up and down and smiles. “Wow, you look so cute in that dress. It’s like you were made to wear dresses. If only you didn’t have hair all over your body. Then you’d look perfect.”

“Th-thanks, I guess,” You say shyly.

“How does the dress make you feel?”

“I kind of feel… pretty” You say, blushing.

“I knew you’d like it! Oh, you are so cute!” Emma hugs you from the front, allowing her breasts to push against you.

Emma looks over to your clock and says, “Mmm, it’s pretty late, I have to be going.” She starts to head to your front door, and you follow her. “We should do this more often! You look really cute”

“I-I would like that.” You say blushing

“If you want to, you can come over tomorrow, I’ll be at my house.” She says as she opens the door. “Good night, John.” She says with a smile as she leaves. You watch her drive off in her car from the door.

You let out a big yawn. Today’s been such a busy day. You decide to head down to your sister’s room and take off her dress.

Now, you stand only in the panties and bra. You’ve worn panties just about all day and have gotten used to it. The bra is also quite comfortable. You could fall asleep as you are, as you’re so tired.