"No i just need a little more practice with my new shoes" James said.
Amy just looked at him and shook her head. Let him think that but even with practice nothing would come of it. His pants just hang to low on him and will always get stuck under those heels. Amy left her bothers room for the night. It was time for bed and a shower.
As Amy head for the shower she put her skirt in her brothers door way so it was in his line of sight. James continued to walk in his new heels. At this point he just took his pants off and was walking around in just his underwear and socks. He was getting better at this with out the pants on. It was then that he noticed the skirt in his door way. Well if he could not wear his pants then better to leave the room in something other then his underwear. He slowly pulled the skirt up his legs and it felt very comfortable around his waist (https://www.ebay.com/itm/Sexy-Womens-Sch...). But then some cold air from the vent came and hit him. That was it he needed something longer to keep from getting cold.
So James went across the hall to Amy's room and started to look thru her skirts for something a little longer. James throw four or five different skirts on the bed before he started to look at them. Most where just above his knees and where pink. The only long one he found was a pencil skirt that look like it would keep him some what warm but would make walking a little harder. (https://images.windsorstore.com/images/p...). But it was this or a micro skirt (https://www.aliexpress.com/item/Blue-Bla...) and he really did not want to wear that. So he start to put on the pencil skirt when he heard an laugh coming from the door way. It was Amy and she was wearing his pants from right before. Her hair was wet so she had just gotten done with the shower.
"Well looks like i was right. why don't you start taking your new skirts to your room. Oh and well where at it you should also take the socks and panties as well" Amy said. James just looked at her in shock. Amy walked over and hand him the panties that she had worn up till her shower a few minutes ago. She then held out her hands waiting for something which James realized was the boxers he had on. Pulling the skirt up and pulling his boxers down he handed them to Amy who slipped the off the pants and put on the boxers and then pulled the pants back up.
"Wow know wonder guys like to wear boxer they are so much more comfortable then panties. But you will soon know that" Amy said. James pulled the panties up and let the skirt fall back down into place. He started to leave when his sister pointed at the drawers that where now his. She helped him to take and place all his new skirts panties and socks in the drawer in his room. Then both started to move Amy's new pants boxers and socks to her room.
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