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Chapter 5

Slowly you open your eyes, and as you look out, you see…

A pair of Jane’s panties.

You stare at the panties with a weird look on your face. Picking up the panties, you can tell that they are one of Jane’s pairs. They’re a plain black cotton pair. You look up at Emma and say, “What are we doing with my sister's panties?”

“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 underwear?”

You give a confused look. “You’re not saying… you want me to… wear my sister’s underwear, are you?” You’re not sure if this is what she’s getting at. But that’s how it sounds.

Emma twirls her hair as she gives an innocent look. “Maybeeee….”

“What? There’s no way I’m gonna do that.” You exclaim. Why would she want you to try on panties?

She gives you big puppy dog eyes as she says, “Aww, I just want you to try it! It’s not like a skirt or anything! Who knows? You might like it!” She then gives you a sultry look, biting her lower lip. “I think you’d look good in them.”

Emma’s never been this upfront about something like this. You start thinking about you wearing your sister’s panties again and say, I don’t know, Emma. It is a little weird.”

She looks you directly in the eyes as she says, “Okay, okay. How about this? If you put on those panties…” she grabs the waist of her jeans, “then I will show you mine.”

There’s no way you’re passing up an opportunity to check her out! Besides, you’re just gonna wear some pair of underwear, right? “I-I guess I’ll try it…” you say slowly.

“Yayyyy! Okay then, try them on.” Emma says.

You pick Jane’s panties and sit behind a wall. You start taking off all of your clothes, and look around to make sure Emma can’t see you as you take off your boxers. As you are now naked, you pick up the black panties and quickly try to pull them on. They’re a little tight, and you struggle as you try to pull them over your ass. Eventually, you get them fully on.

You take this moment to note how soft they feel. They’re really much more comfortable than your boxers. You rub your own ass as you feel the soft, cottony feeling of the panties. The panties show almost all of your thighs in the front, but less is showing in the back. You also note that the panties are tight enough that your flaccid penis and balls are outlined in the thin material.

You blush as you step out in the open to show Emma. “How do I look?”

She looks you up and down, and says, “Oh my gosh! You look amazing!” You notice she spends a big amount of time looking at you from the back. It makes you blush an even deeper shade of red. She then turns back to you and says, “Okay, time for me to hold up my end of the deal.”

Emma slips her jacket off and throws her Vans over to the side. She then slowly starts lifting her shirt. As she pulls them over her tits, they jiggle a little. As she takes off her shirt, you can see her upper body in full. She’s wearing a black balconette, which only covers her breasts from the nipple down. The rest of her body is also immaculate. Her smooth skin, her toned stomach, and her pretty arms.

You’re already satisfied, but she’s only halfway there. She then begins to unbutton her jeans. She pulls them down and throws them off to the side. Standing tall and proud, she says, “Like what you see?”

Her bottom half is just as good as her top. She is wearing black panties that match her bra. The panties end around her thighs, which are much thinner than yours. Her whole legs are on display, and you can’t help but be excited. You also look at her back, which looks beautiful as well. Her ass looks so beautiful in the panties.

Emma smiles cheerfully and points at your panties. “Look, I didn’t even notice that were matching! We’re both wearing black!” You almost forgot that you were even in panties, and the reminder makes you blush once again.

With all the emotions you’re feeling, you get a little overwhelmed. Between looking at Emma’s body and your own, you get too excited, and start to feel the blood rushing towards your penis. It makes a large and obvious tent in the panties. Emma looks down at it and says, “Wow, John you must really like those panties.”

You blush. “No, that’s not it… it’s just…”

She places a finger on your lips and says, “shhh, I’m just kidding… you do look cute, though.” Your penis is rock hard now, and it feels uncomfortable straining against your sister’s panties. As Emma steps away from you, you turn around quickly and reach a hand into your panties. You quickly grab your penis and pull it up, so it’s not poking forward, but upward. Your tip is just barely concealed by your waistband, and while it doesn’t make your boner any less noticeable, it feels more comfortable.

You turn back towards Emma and see that she was staring at your ass the whole time you were concealing your cock! She looks at the outline of your cock in the panties, but doesn’t say anything more about it.

Emma looks over to a clock in the room and says, “Oh, look at the time! I really should be going.” She grabs her jeans and her shirt and starts putting them on, and you can’t help but watch. As she finishes getting fully dressed, jean-jacket and all, she starts heading to the door. You follow her, forgetting you are still practically naked.

She looks you up and down and smiles. “This was fun. We should try this more!” She’s opens the door and is on her way out when she suddenly turns around. “Oh, and if you wanna come over tomorrow, you can! Maybe we’ll do more of this!”

You hide behind to open door, not wanting anyone outside to see you as you are. “O-okay!” You say, blushing. The thought of wearing this with Emma around excites you. You watch from the window as she gets in her car and drives off.

Now, you're home alone, and you head down to your room. You let out a big yawn and stretch. Today’s been such a busy day, you could really fall asleep right now, especially in these panties. It’s so hot right now, but wearing just these, you feel the breeze of the whole world around you. And they’re so much more… comfortable… than your boxers.

What do you do?

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