This choice: "I bet you couldn't convince Anna to swap outfits with you when she gets home." • Go Back...Chapter #5"I bet you couldn't convince Anna to swap outfi... by: Fenrir   Cameron thought about it. He was sure he could convince Anna, but wearing her clothes would be kind of awkward. He could just switch out of them afterwards, though. It would be an easy enough bet to win and having a won bet in the pocket would be really nice.
"Alright sis, you're on," Cam smirked.
"Confident, are we?"
"Yeah, and if I win, you have to do something of my choosing and if I lose, I have to do something of your choosing."
"Okay, I am down with that," Christina responded.
"Cool, better start thinking about what to do with the win."
"Don't get too overconfident there."
"Right. Going to chill in my room until Anna gets back."
"Sure bro."
Cam spends some time in his room, playing some more video games, but mostly thinking about good ideas for when he won his bet. Not too long after, he heard Anna's voice come from the other room.
"Good, that didn't take too long. Time to win this bet," he thought to himself.
Cam returned to the living room to see Anna chatting with Christina. He looked her over to see what he was dealing with. Today, Anna seemed to be wearing something that didn't strike Cam as that bad of a trade. She was wearing some dark blue skinny jeans and a short-sleeved orange top. She seemed to have already taken off her shoes.
"Oh, hey bro," Anna said as Cam entered the room.
"Hey sis. Mind if I ask you something?" Cam asked.
"You already did, but sure," Anna giggled.
"Well uhhm... You see, I was wondering if you would... trade outfits with me?" Cam asked, causing Christina to smirk.
"Trade outfits, huh? Why would you want that?" Anna teased.
"Well let's just say it may have something to do with a bet," Cam said, glancing at Christina.
"Oh, I see," Anna smirked. "Well okay."
"Really?" Cam asked, hopeful. Not only did she agree, but she was also wearing an outfit that wasn't too girly so he thought luck was with him today.
"Yes, but, in return you have to do something of my choosing," Anna grinned.
"What is it?"
"Can't tell you until after we trade clothes."
Cam thought about it for a bit. Anna could definitely come up with something bad for him to do for sure. He thought he was in luck, but maybe it wasn't going to be that easy. On the other hand, if he refused, not only would he have to do something that Christina wanted him to anyway, he wouldn't be able to have that same power over anyone else. If he agreed, at least he would have won his bet with Christina.
"Alright, okay," Cam nodded.
"Cool, let's trade bro." Anna giggled as they made their way to Anna's room. "You can stay outside and we can pass through the door."
"Sure, sis."
Anna went inside of her room and started to get ready on the other side. Meanwhile, Cam also stripped out of his clothes. By the time he was standing in just his underwear, Anna passed out a bundle of clothes.
"Here you go," she giggled.
"Thanks," Cam said as he took his sister's clothes and passed his pile to her.
Cam laid the clothes down when he noticed Anna had included a pair of green panties and a green bra. Before he could ask about it, however, Anna replied through the door.
"Uhh, bro, you didn't give me your underwear."
"Do we really need to swap that too?" Cam asked, a bit uncomfortable with the thought of swapping underwear with his sister.
"Yes, outfit includes underwear. Now gimme," Anna said and Cam could hear the grin in her voice.
"Okay, okay, fine," Cam replied, taking off his underwear and passing it to her.
"Thanks bro," she said and the door soon closed.
Cam sighed to himself as he grabbed the green panties and slid them on. They were kind of soft to the touch and didn't feel too bad as he pulled them on. They were still warm and possibly a slight bit sweaty, but Cam ignored all that and pulled on his sister's panties. His member was constricted and he felt them ride up his butt quite a bit, but overall they weren't uncomfortable.
"Okay, that is not as bad as I thought," he thought to himself.
The bra took some figuring out and Cam wasn't sure if he was doing it correctly, but he managed to put it on to some degree at least. The straps weren't amazingly comfortable and the entire feeling on his chest felt foreign and weird, but also kind of soft on the cups so he was a bit conflicted on his feelings.
Cam then grabbed the skinny jeans and stepped into them.
"Well here we go," he thought to himself as he pulled them up. Because he and his sister were pretty much the same size, although the jeans were tighter than what he was used to, they fit him pretty much perfectly. Cam pulled the skinny jeans on and zipped them. They were a tad tight on the crotch, but otherwise a perfect fit.
"You know, I kind of like these." Cam thought to himself, rubbing one of his jean clad legs.
Lastly, Cam put on the short-sleeved orange top. Much like the jeans, the top was a really comfy fit too. Possibly a tad loose on the chest, but the fabric was soft and while it certainly looked feminine, he wasn't opposed to the feeling of it.
"Okay, maybe I did luck out. This outfit is kind of nice," Cam thought to himself.
"Okay, sis, I'm ready."
"Me too, come on in."
Cam opened the door and saw his sister dressed in his clothes. Much like how her clothes fit him quite well, his clothes fit Anna nicely. The jeans looked really comfortable on her, not too wide or too loose, just fine, and the t-shirt, although being a tad bit more stretched on the chest, looked quite good on her as well.
"Oh wow bro, you rock those," Anna giggled.
"You rock mine too," Cam replied, feeling somewhat confident about the situation.
"Thanks," she winked back.
"So what is the thing I need to do?" Cam asked.
Anna smirked at him and responded, "I want you to..."  indicates the next chapter needs to be written. |
| Members who added to this interactive story also contributed to these: - Cartoon Vore, GTS, Shrink, and All Else
2,734 story chapters 
- Total Rewrite
984 story chapters
- The Special Swap Power
1,689 story chapters
- Harry Potter TG
1,402 story chapters
- Magical Clothing
1,055 story chapters
- Ash's misadventures
932 story chapters
- Fat for the tribe
962 story chapters
- Kiss, Kissing, Kisses, and more Kisses!
1,357 story chapters
- Younger Sibling Swap
245 story chapters
- Stories of Stepford
34 story chapters
|
<<-- Previous · Outline · Recent Additions © Copyright 2025 Fenrir (UN: mickyduc at Writing.Com). All rights reserved.
Blarg Blargington has granted Writing.Com, its affiliates and syndicates non-exclusive rights to display this work within this interactive story. Poster accepts all responsibility, legal and otherwise, for the content uploaded, submitted to and posted on Writing.Com. |
View Portfolio
Visit Notebook
Send Gift Points
Awards
Badges
Send Email
Community Newsfeed
General Discussion
Sponsored Items
Book of Trinkets
Static Items
Books
Groups
Interactive Stories
Audio
Campfire Creatives
Community Notes
Crossword Puzzles
Documents
Folders
Images
In & Outs
Madlibs
Photo Albums
Polls
Product Reviews
Quizzes
Survey Forms
Web Pages
Word Searches
More by this author