It had been exactly a week since I surrendered the right to orgasm to my little sister now that Sunday had come round again. I still hadn't been let out of the cage and I was dripping all the time and every time I looked at my underwear you could see just how much I was struggling.
Since I'd been turned into a footstool Wednesday afternoon, I hadn't had many chances to be used by Cynthia, but I'd still managed to massage her feet every night if only for a short time and whilst wearing clothes. Being caught massaging my sister's feet wearing nothing but a chastity cage could not be explained away, but if I had my clothes on, we could just say I'd lost a bet.
We'd also managed to have a more serious talk about how things were going and if I was actually enjoying how mean she was being or simply enduring it. I had to confess that I was enjoying it more than I expected and I assured her that I had no objections to anything she'd done to me so far.
When she'd asked if there was anything I wanted I asked for a kiss and she turned me down. There was more I'd wanted to ask for, but Cynthia was my mistress and I didn't want to impose on her. Especially when I was genuinely satisfied by being able to serve her. And today was going to be a good chance to serve her; we were going shopping together and Cynthia had already made it clear that I would be doing the driving and holding all the bags. She had alluded to something else, but she wouldn't tell me what else she had in store for me.
We left mid-morning after breakfast and headed for not the closest city so that we wouldn't spotted and as far as our parents were concerned we were only travelling together and would largely be doing our own shopping. We couldn't suddenly appear to be friends and they would definitely wonder I would go shopping with my generally disagreeable sister, so as far as they knew we wouldn't be spending that much time together.
And the drive out there was fairly mundane. I was aware that I was sitting next to my little sister who not only had the keys to my chastity cage but was wearing it on a necklace that was very visible and I was serving her by doing the driving for our - mostly her - shopping trip, but she didn't do anything to mess with me. I think that was for the best whilst I was driving. We mostly just talked about hiking and the old video game I was going to be looking for.
When I parked the car, it was like a switch had been flipped and she ordered me to get out and open the car door for her and I was more than happy to oblige. She stepped out of the car looking fantastic in knee high boots that must have been adding three inches to her height. Tucked into the boots were denim jeans and finished with a white shirt and denim jacket. I thought she was pretty fashionable but I didn't exactly follow trends.
The first store we went into what I think was a boutique clothing store and I wouldn't go into it or its male equivalent myself. I'd been into nice suit stores before but I grew up when we weren't so wealthy as a family, so I was satisfied shopping in higher end chain stores. Honestly though, a store like this suited my sister. It made her seem more like a princess and that she was better than me.
When I saw that the store had relatively large and rather private dressing rooms, I suspected that Cynthia had something more planned than me just holding her bags. After she picked a few items out, she was asked by a clerk if she would like her help and she responded, "I have all the help I need." The help being me who was holding all the clothes she'd picked out.
After grabbing some footwear we went to the changing rooms. I started to take a seat out of the waiting room, but she pulled me behind the curtain with her. The changing room was about six feet each way with one of those backless chairs things that look like their own cushion.
She pointed to the ground and I knelt down in front of her.
"Now, you're going to need to be quiet," she said quietly and started reaching into her bag, "but I'm not sure you're going to be able to do that, so I'm going to make it easy for you." She produced a pair of pants that I assumed were hers and she pulled my mouth open with her fingers and put them in. Then she leaned down and whispered, "Now all you need to do is do as your told and you can do that can't you bitch?" I nodded. I could definitely do that, but I wasn't sure I needed to be gagged to do as I was told quietly.
After that she started trying on clothes, first it was the outerwear she'd picked up and helping her in and out of that was easy enough, but I did see myself in the mirror with my mouth open and my sister's pink pants visible. I really did look pathetic even if I still had all my clothes on.
After that she told me to take off her boots, then her jeans and finally her shirt until she was only in a matching set of white lacy underwear and my cock that had been confined to a cage for the past week was pushing against the cage and the jeans I was wearing. And for the first time since I'd walked in on her watching porn, she was wearing less clothing than I was, but between the key that was dangling freely from her neck and resting just above her cleavage and the pants in my mouth I still knew who was in charge and it wasn't me.
"What do you want to take off next, my key or my bra?" I noticed how she called it her key. I tried to answer but couldn't with her pants in my mouth. She laughed. "It doesn't matter, you're not touching either of them."
After that I helped her into her first dress - a crisp white one - and then on my knees, I put a pair of heels on her. Once I finished putting the heels on, using her foot she pushed on my chest and kept pushing until I was almost on my back and I got the point and laid flat on my back.
She stood up and looked down at me, pushing some of her hair behind an ear.
"How's the view?" I nodded furiously and gave her a thumbs up. She was elegant and sexy at the same time.
Then she leaned over me and undid the buttons on my shirt. She had ordered me to wear a button up, but I'd thought it was just so I didn't look too unfashionable for her when we were going around shopping.
"If you're so loud that I have to stop, that cage won't come off anytime soon."
