Life of a Dominant Futanari Week 4 Chapter 149/35: Dress up, Reward

Crystal looked at me with a hot gaze as we got in the car, and I knew that I maybe went a little too far just moments before. I couldn't help the smile and the relaxation I felt as I got in the passenger seat and we started to head out. Crystal instantly backed out of the garage as soon as the garage door opened.

We headed out, and Crystal quickly pulled up to a house only two streets away. I looked at her, surprised. "This is the address,' Crystal said, and I looked at the house we were in front of. I was startled as it looked even more expensive than Crystal's house, which looked really nice. She pulled up to the sidewalk on the right side of the road, and I quickly sent a text to Kyle that I was there and that he had a maximum of ten minutes.

Not even two minutes later, I saw Kyle coming out from the side of the house and coming to the gate with a backpack on. His feminine face looked around, and Crystal looked surprised seeing him as he came up and asked, "Wow, You sure that is a guy?"

"I thought the same thing," I said as Kyle got through the gate and moved toward Crystal's car. He looked inside, and he went to open the back seat of the SUV. Crystal hit the unlock button and got into the car, looking around and Crystal looked at him. "This is my Girlfriend, Kyle," I said without looking at him. "You will remember her face," I turned to Crystal, "Let's go."

With that, Crystal put the car in gear, and we began heading out. I turned around to look at Kyle more as we began to move, and I heard him putting on his seat belt. I looked him up and down, and he put a black backpack off to the side as it had been on his lap just as he tried to put on his seatbelt. I felt his nervousness and noticed the blue shirt he was saying Big Guy in bold white letters. My eyes centered on that, and I felt it was completely inappropriate for him. His black jeans to go with it did not look right on his feminine physique, and they clashed on him.

"We will need to buy you better clothing," I told him.

"But-" Kyle tried to say something, and I looked him up and down.

"I don't care if you have money or not. I will be buying you new clothing, and you will be wearing it," I cut him off, my tone absolute as I looked in the back seat. "We will get you something cute, and you can try on some new proper clothing for someone such as yourself."

His face turned red, and he looked out the window, and I saw the shyness on his face. I remembered the boldness of looking in from a locker to watch me go at it, and my eyes narrowed as I thought more about it., He wasn't bold enough to blurt out his feelings like Sarah or Alex. Tracy was still wanting to say something but continued to stop herself for some reason before saying it.

I had so much on my plate with relationships that it was heaven and earth from just five or six weeks ago. Without thought, I started to chuckle to myself as I turned back to look out the front as we drove down the road. Crystal turned to me and raised an eyebrow, and I smiled. "Sorry," I told her, "I was just thinking about how much my life has changed in these last few weeks. I went from a social outcast with no friends to someone that has little sissy bitches coming and begging for my cock. Isn't that right?" I said, turning back to look at Kyle, who was blushing furiously in the back of the car.

Kyle looked at me with deep red cheeks and replied, "Y-Y-you-" His blush went up to his ears, "You also have a beautiful girlfriend now t- too, M- M- Mistress," He stammered over his words and the blush went up to his ears, and I thought that he was making an impression of Sarah for a couple of moments. That cute reaction and nervousness were incredibly cute to see, and I felt my cock react a little as if Srah had been training me on those cute reactions.

I turned back and looked at Crystal, who smiled a little from the stuttered compliment. "Well, We will be at the mall soon," Cyrstal said as she drove, "Let us have a little music for now," She completed turning on some rock music. I didn't know if Kyle was rocking out in the back as we drove, but Crystal and I followed the music and sometimes sang along. Her steering wheel became her drums at the red light, and we overall enjoyed a light-hearted drive to the Mall without thinking much.

Crystal and I were against thinking about the last two days, and I was happy to continue doing so. When Crystal pulled up to the Mall, I continued to Ignore the girl in the back till we had parked then we started getting out. "Come on, Kyle," I said with a smile, "We are going to have a lot of fun today."

I saw him shiver as I smiled, and Crystal nudged me to look at her. Crystal leaned forward and whispered, "You are going to scare him away if you look at him like that." Crystal seemed to think my smile was sinister, and I didn't think it was, but from his reaction, I could only guess it would if I kept looking at him like that.

Crystal had parked a small distance away from the busy Mall, and we walked together. I wrapped my arm slowly around Crystal, and Kyle followed after us like a lost puppy looking around. He wore his backpack as we walked, and I couldn't help but wonder what he had brought with him. I didn't know, and it was something that played on my mind a little. I turned to Crystal and smiled before motioning with my head back at Kyle.

"First things first," I said as we were reaching the Mall's entrance. "We need to buy Kyle some clothing so he can join us in more risque locations in the mall," I said with a smile, and Crystal looked at Kyle.

"I think we can just bring him in, to be honest," Cyrstal said, "I thought Kyle was just a girl."

"I'm not a girl," Kyle raised his voice, and I chuckled.

"Not yet," I replied, "But I think you are going to like the benefits that will come with dressing up like a girl today," I said with a smile. "This will be an order." My voice turned stern, and I looked at him fully just before we entered the Mall.

Kyle looked down, and I stepped toward him as Crystal stopped to watch. I lifted his chin and smiled softly, "Mistress will take care of you, Sissy. For now, you will very much enjoy today. Trust me," I finished, and my eyes met him forcefully. I made sure he couldn't look away until he nodded, and my smile turned brighter. "Good. Now that you understand, Trust me, I have a great day planned for us." I told him and turned, "Follow me; first, we need to get you changed into something appropriate."

Finally, we turned and Entered the Mall with Kyle following us inside. He was looking around now beside us instead of following, and I looked around for the store I was thinking about. I didn't want Kyle in something low-class, and I couldn't help but wonder if I should ask him what style he would like to be in. I didn't want to go too girly to start off, and my mind wandered.

Soon I found a nice woman's clothing store and headed inside with Crystal and Kyle. Kyle was now blushing, and Crystal was smiling. "A dress store?" Crystal asked.

I turned to look at Kyle, "Look at her," I said to Crystal, although I was sure Kyle could hear, "Pale with a short demeanor. I think he would look good in a black dress with a low cut, and I want to see her in a more punk look. He already attempted it earlier, and now we will give him an actual look he should achieve." I told her while Kyle blushed deeply. "You can't keep blushing with every compliment," I told him a moment later and pulled a lacy black dress off the rack.

A moment later, I noticed an employee walking around and waving at them. She instantly noticed me and smiled. She was a tall redhead with hair down to her breasts with a slight curl. She wore a white button-up shirt with a little name tag with the name "Lexus" written on it. She wore a lovely black skirt and looked properly made up for a clothing store. She smiled as she came over, and I noticed that her black heels almost made her as tall as me. Her breasts were barely showing under her shirt, but she looked good overall as she smiled.

"How can I help you?" Lexus asked as she came over.

"Sorry to bother you," I said with a smile, "I really don't want to put you on the spot, but my girlfriend and I were bringing our friend Kylie out to get some new clothes, but she doesn't know her measurements. Do you mind helping us with this?" I asked with a smile. "I am hoping to at least get her a couple of outfits today."

Lexus smiled brightly and nodded, "That wouldn't be an issue at all. I will be right back," She said, walking away.

I turned to Kyle and smiled, "Although Kylie will not be your permanent Sissy name, as I would like you to choose that yourself. Today to make things simple, it will be your name. Understood?" I asked.

"Y-Yes, Mistress," Kylie said with a blush, although she looked down and was a little disappointed.

"Oh, I am not making fun of you, Kylie," I said seriously, "I have been on the receiving end of that enough not to want to do it to others. Just trust me and enjoy the day to the best your ability."

I really tried making my smile comforting since I knew I would spice this day up for him with more than just clothing. The changing rooms would give him plenty of time to enjoy me teasing his sissy body. He wasn't ready to be a woman yet, so I had to give him the incentive to dress as a woman and enjoy it. I wanted to slowly bring dressing as a woman to something pleasurable in total for him. At this point, I think he was used to looking too much like a woman and being made fun of for it. Today I would start to change that.

A moment later, Lexus came back with a smile and some loose measuring tape, and things began. Kylie started to get measured, and Lexus frowned only a little and nodded from time to time. She wrote some things down and handed us a piece of paper with his measurements on it. "I know that our store isn't going to be the only one you shop in today. So I got the proper sizes for everything and wrote them down. I can tell that you want to give her a makeover so please enjoy shopping with us. Would you like me to help you out further in our store, or are you good from here?" Lexus asked.

I thought for a moment, then smiled, "Thank you so much for your help, Lexus. We will call you if we need more help. Do you go by commission here?" I asked.

Lexus paused and looked around, "I am not supposed to say it, but if you could call me when you go to purchase, I might be able to get a promotion, but I don't force myself on customers." Lexus said, and I nodded.

"I will call you either if I need your help or if we are done. Thank you," I said with a smile, and Lexus headed off to whatever she was doing before, although I could feel the half an eye she had on us. We didn't stall, and Crystal and I started looking around the shop for Kyle's outfits. I didn't take long to find a couple I would love to see him in. Crystal found a couple she wanted to see the girly boy in. It was hard not finding cute outfits that wouldn't look on such a petite frame with the soft girl-like features that kyle had.

I pulled out five outfits for him to try on, and Crystal got some shirts and skirts that she would like to see him wear. Finally, we took Kyle into the back and asked Lexus to give us a room to change in. She gave us a larger one and smiled as she counted the number of pieces we took from the floor and put them on the door before we entered. It was simple shoplifting, not that I had any intention of doing anything so crass with everything I currently have going on in my life.

Kyle was blushing as he stepped inside with us, and there was a little bench against the wall that Crystal and I sat down in as we hung up the outfits that we chose while Kyle stood there looking awkward. "Kyle," I began with a soft smile, "Try on some of the outfits," I coaxed, "I will reward you if you try on all of them," I finished the smile I hoped was enticing.

Kyle nodded, and I could see him looking at the dresses and girls' outfits. I could see the shame on his face, and I instantly realized he needed further enticing. I quickly leaned back and whispered in Crystal's ear, "Take out my cock and slowly get me hard. I want him to see the prize for trying on some outfits," I told her, and Crystal looked at me surprised.

"That will work?" She asked.

I nodded, remembering his want for a Female cock the previous times I had him in the locker room. The more I interacted with Kyle when it came to him and calling him girly I suspected that this wasn't going to be the first time he had been dressed up. Maybe a sister or something or his girly features made him so against dressing as such.

Kyle was looking at the dresses, and I could see the slight distress starting to grow on his face as he looked at them. "Kyle," I said, gathering his attention as Crystal's fingers undid the button on my pants and started to reach into my panties, and began to pull out my cock. I wasn't hard at all at this moment, but it didn't take long for me to start getting hard as her fingers stroked up and down my soft shaft.

It was odd looking at my cock, soft than hard these days, and Kyle's attention was drawn straight to it. The head of my cock slowly poked out of the foreskin that covered it when I wasn't hard. I leaned back and felt the soft, simple pleasure that moved through my cock as I started to get harder and harder, letting it quickly reach up to my breasts while Kyle stood fascinated by the female cock in front of him as it reached its height.

"Put on something, and I will let you touch," I said, my voice sultry and enticing.

Kyle nodded, and he no longer looked ashamed of the clothing and picked out a black dress that I chose for him and started to strip. All the hesitation that was previously on his face disappeared. Crystal looked at me with heated eyes, and I smiled as she slowly stroked my shaft. It was so different from normal, and Kyle stripped in front of me, taking off that black shirt and showing me his soft chest. My cock hardened as I noticed his chest was much softer than Jake's again. His chest could use some work; I decided to look more feminine as he took off his pants.

Blue boxers that were pitching a tent at this moment came into view, and Crystal's hand stroked a little faster, only to slow down a moment later. Her gaze was on Kyle as he slowly put on the black dress, instantly turning a feminine boy into a cute girl as it slipped over his frame. The mirror was across from Crystal and me; we could see both his front and back as the lacy dress made Kyle look cute and sultry.

My cock throbbed as I looked at the trap boy in front of me, and I couldn't help but say, "Damn, You look good in that dress."

The dress was on his shoulders, and built-in cups over the breasts made him look good with little A-cup breasts. The lace framed the dress and gave him a more goth vibe that was in contrast with his naturally cute features showing an overly feminine frame. The black dress was covered in lace, but the black fabric didn't show anything as it fell down to his thighs and puffed out from the waist a little, only for his boxers to be seen slightly.

It looked really good on him, and I loved it, but the boxers would have to go. No question about it in my mind, and I saw Kyle's blushing face as I motioned to him. "Come here, Kyle," I said, making him look at my face instead of my cock. "Turn and look in the mirror and then thank me," I told him.

Kyle turned, and his back came into view, and the dress covered his back mostly. It was a modest and cute black dress meant for more formal occasions, and I smiled. "We will keep this one," I said.

"Thank you, Mistress," Kyle said with a large blush up to his ears. I could see the embarrassment and the anticipation of what I would reward him with.

"Come, You may show devotion to my cock for a little bit," I said, and Kyle turned around.

He got on his knees, and he gazed up at the magnificence that was my cock even as the fabric of his new dress pooled slightly under his knees. His mind wasn't on that while Crystal stroked the length of my cock in front of his face. I could see the desire in his expression, his mouth opened, and his hands reached out. Crystal watched even as she let go allowing Kyle to take the length of my cock into his hands and start rubbing my large hard cock.

The foreskin from my cock had long peeled back, and his mouth opened as he brought my cock down to his mouth. Kyle kissed the tip of my cock, and his tongue licked up my urethra, making me moan as his hands set to work. Pleasure shivered up my spine, and Kyle, for a short time, engrossed himself in servicing my cock as if it was his calling in life. He lost track that he was in a store in the Mall or that he was in women's clothing sucking female cock.

Slowly I reached down and pulled his head back and with a smile as he looked up into my eyes, looking confused. "Next outfit, Sissy," I ordered, feeling his hands continue to stroke me. I hated lightly blue balling myself, but Crystal's hands quickly took over, and Kyle let go while Crystal looked turned on herself. I could tell that she was enjoying the show as Kyle slowly got up off his knees with a huge blush and looked at the dresses and outfits Crystal and I chose.

What started as a cute show of Kyle stripping for us, his cock leaking precum into his boxers without him even noticing. He took off the dress properly and put on a Blue dress that hugged his hips and went slightly down his thighs. It was a cute casual dress that would look good for a date and going out with friends. The cut showed a little of his chest, and it would need a bra to fit him perfectly.

As a reward, Kyle got on his knees and continued to worship my cock sending shivers of pleasure as I slowly reached closer and closer to orgasm. I didn't allow him to let me release. It was his reward for trying them all on, and the next outfit was a little loose cocktail dress that showed off his entire back and was much looser. It made him look like a cute slut, but Crystal and I both didn't like it taking it off the list of things to buy him.

A little crop top with his body and a cute black skirt made my cock throb, and Crystal stroked me as he showed off his tight little body in it. I wanted to bend over the little Sissy and make him scream out into the Mall how much he loved my fat futa cock in his ass. My impulse was thoroughly smothered as we moved onto his reward, and I felt precum leaking out of my cock onto his tongue.

Kyle moaned as he tasted the fruits of his labor and got increasingly into dressing up for his Mistress. I do not know his bad memories related to dressing up, but I knew I was overwriting them if they existed. I got him to move on even as my cock throbbed, and I felt like I needed to bust a huge load soon.

We were nearing the last number of pieces, and we got to a little black Crop top that was perfect for him with no sleeves. Instead, it had a collar for him with chains down to the top covering just around his breasts and top abdomen, making him look feminine and more punk. Matched with black jeans and a matching silver chain, he looked like a cute goth Sissy. My cock was throbbing, and I didn't care anymore about seeing more outfits. I needed release, and I almost growled at Kyle.

"Tell me, Sissy," I began, my voice low and almost primal, "Will you walk around in an outfit of Mistress's choice for a chance to suck down the fruits of your labor straight from the source?" I asked.

I didn't want to force him, and the look of Surprise and lust surprised me a little. I could see his need, and he looked at the girly outfits and he nodded, "Please let me, Mistress," he said and got on his knees.

I reached out and softly stroked his cheek and guided him towards my cock, and Crystal brought my cock to his mouth. Crystal moved her hand from my cock and placed it on the back of his head as she leaned forward to my ear. "I am so fucking wet watching this. I want you to fill his stomach with your Seed, Mistress. Please," Crystal begged in my ear and shoved Kyle's mouth down onto my cock, pushing his entire head down.

My hips thrust forward, and I shoved my cock deeper, making Kyle and I moan. Crystal pulled his head back and helped me throat fuck my Sissy fuck boy hard. Kyle's eyes fogged up, and I looked down the shaft that was being trusted deeply down his throat, and I couldn't take much more. I bit my lip, and my head tilted back, and I wrapped an arm around Crystal just as I felt my balls and cock throb before a massive release erupted into my new Sissy's throat.

Rope after rope made him moan, and I knew we were being too loud, but none of us could help it. We moaned together low and reverberating, making a knock on the door, and I heard a voice come from the other side. On this side of the door, everyone entered into a bliss of pleasure and orgasm as my meat sent more semen down my Sissy's throat.

I lost track of time a little, and I heard a gasp as my eyes opened to see Lexus looking shocked. She was covering her mouth, and her eyes were wide as she gazed down at my cock and only the small amount of semen still dripping from the corners of Kyle's mouth as she looked dazed and tried to regain his breath.

Her attention wasn't on Kyle or Crystal. Instead, it was on my throbbing cock that glistened with semen and spit.