Uncles Sissy Bitch Part 1 – Chapter 7 – 8

Incest story: Uncles Sissy Bitch Part 1 – Chapter 7 – 8

by Juicy Lucy 1

After Uncle Bob had released me from my wonderful torture I made one more futile attempt to entice him to give me his cock. I dropped to my knees in front of him and rubbed his crotch and tried to undo his pants. I couldn’t believe the change in me. I was so desperate and horny.

Uncle Bob laughed and brushed me away but not before I got to feel the large dick he was hiding behind that denim making me want him even more.

I was instructed to shower and wash my cage properly as it was dripping with precum. I was still plugged and he told to remove that one and wash it too.

I felt like I was a little out of mind, high almost. I didn’t know if it was the hypno or being kept at a peak of sexual excitement for so long but I felt strange and different. I was ready to do anything for cock now. I felt like I WAS the sissy slut I’d watched in all the video clips.

When I got out of the shower I had managed to calm down slightly and I realised how hungry I was. Dressed only in a robe I ate a quick lunch before Uncle Bob placed several large bags in front of me.

I grinned at him and tore into the first bag. Wigs! He had clearly spent lots of money again as there were 4 real hair wigs in the bag. Two were long; the hair would reach almost to the middle of my back. One was blonde and the other brunet. The other two were shorter. There was a platinum blonde one cut in a short bob and a jet black one, shoulder length. I loved them and began thanking him when he cut me off and signalled for me to open the other bags. He’d bought me lots of makeup and false eyelashes and nails.

There were also some breast forms! I tore open the packaging and felt the silicon in my hands. They were heavier than I expected. Uncle Bob had decided that a 34D was a suitable breast size for me.

They were amazing, they uses double sided tape to stick to me and had the most realistic nipples! I couldn’t wait to try them.

Uncle Bob told me to go and get changed and apply makeup as if we were going out to a nightclub.

A couple of hours later I appeared.

When Uncle Bob stared and then whistled at me I could have cried I was so happy. It had taken me a long time to get my makeup right and now I felt it was worth it.

I was wearing the blonde wig cut in a bob and an electric pink, tight fitting stretchy dress that finished halfway down my thighs. I decided to go bare legged and had painted my toenails and put on a pair of white strappy 4” heels. I had on a white thong that was only just big enough to hold my caged clit.

I was so pleased with my fake tits. The dress bulged beautifully in all the right places. The makeup, false nails and eyelashes really finished off my look perfectly and I really felt I looked like a slutty girl rather than a boy in drag.

“You look fucking hot babe” Uncle Bob said. “Let’s go out. First I need to do something.”

He took my hand and led me to the kitchen table. He gently bent me over it and pulled my dress up around my waist. Using his knee he parted my legs and then I felt him pull my panties to one side. His finger sought out my pussy and cold lube was rubbed around my hole. For one wonderful moment I thought he was going to fuck me but then I felt something cold and hard pressing at my cunt.

“This is a nice glass plug that I want you to wear when we go out sweetie” He told me as he pressed harder, stretching me open.

I groaned but it felt nice as it slid into me, opening me up. With a little effort, finally my cunt lips closed around the stem of the plug. Uncle Bob repositioned my panties and pulled down my dress.

“How does that feel?” he asked.

“Nice” I panted, as the very familiar feelings of lust resurfaced.

Walking with the plug in me felt amazing and made me walk with a feminine wiggle. I was grinning from ear to ear as he led me to his truck and starting the engine we drove away from the house.

“Where are we going daddy?” I asked

“Wait and see baby” he replied winking at me.

As we drove, the plug in my pussy kept me excited and I learned to love the bumps in the road. I closed my eyes and shuddered when Uncle Bob hit a pot hole in the road and I bounced in the seat next to him. When I opened my eyes he was grinning at me and he made sure to hit every bump and hole in the road after that.

I kept glancing at his crotch and I was just plucking up the courage to put my hand on his thigh when we pulled up outside a large supermarket and Uncle Bob killed the engine.

“Okay Lucy. You’re gonna do a little shopping for me okay?” He said, handing me list with about a dozen items on it.

“I want you to flirt with ALL the men in that store. I’ll reward you for getting results. If you can get asked out on a date or asked for your phone number that’ll be good. If you can get groped or touched, that’s even better. If you can get a guy out here to blow it’ll mean a huge reward.”

I stared at Uncle Bob.

“I’ll follow you in to see how you do.”

Oh my god! I was terrified. I wanted to please Uncle Bob. He’d been so nice to me and god knows how much money he’d spent on me already. My mind was full of dicks and cum from the hypno and ultimately I was so horny from my mornings training I wanted to try. Fuck it. No one knows me around here anyway and Uncle Bob wouldn’t let anything bad happen right?

I climbed out of the truck and straightened my dress, and then I walked across the lot toward the supermarket. I noticed people staring at me immediately. It was early afternoon and I was dressed like a hooker and walking oddly. A couple of middle aged women shot me filthy looks and tutted before turning away to bad mouth me. The guys however were another matter. They stared and I loved it. I began to walk with a bit more of a swagger, swinging what hips I had from side to side as I strutted, the plug causing wonderful sensations that made my knees weak.

The man parking the shopping carts headed in my direction pulling one behind him. “Cart ma’am?” He asked smiling widely.

He called me ‘Ma’am’! I beamed back at him and accepted the cart. As I thanked him I noticed him checking me out. His eyes moved up and down my body and he told me to find him if I needed any further help. He was probably in his early thirties, black, with a stubbly beard and tattoos and a pot belly. I immediately wondered how big his cock was and I made sure to give some extra wiggle as I walked away.

I wandered around the store, familiarizing myself with the layout and occasionally placing an item in my cart. There weren’t too many men in the store but I was pleased to notice that the ones that were, were definitely checking me out. I saw Uncle Bob every now and then, keeping an eye on me from a safe distance. After 30 mins or so I grew braver and when my little dress rode up my thighs, as it did as I walked and bent over, I stopped pulling it back down. Soon it was only just covering my ass and I knew if I bent over it would ride up further displaying a good quantity of cheek.

It wasn’t long before I noticed an older gentleman following me about the store and I decided to flash him. I made my way to the back of the store and waited for him to arrive. Sure enough his cart rattled into view and I bent down low keeping my legs straight to reach something from the bottom shelf. I felt my dress ride up my ass and I paused to make sure he got a good look before I straightened. My dress stayed up and I pretended to just notice and I turned to him, tugging my dress down a bit.

“Oopsy” I giggled looking at him.

The guy stared at me open mouthed as I smiled at him and turned away. I wondered if I could more out of this guy. He was older than I’d have liked. He was retired probably but not ancient.

I pretended to want something on the top shelf and the struggled to reach it. Suddenly I felt hot breath on my neck and the man’s body pressed against mine as he reached up around me.

“Let me help you with that my dear” he breathed.

I could feel his hard on bumping between my ass cheeks and he pressed it against me. He dropped the item into my cart and then his hands were on me. They slowly ran down my body from under my arms to ass.

“You are such a naughty little tease” he whispered.

Lifting my dress around my waist he squeezed and kneaded my ass. My eyes darted around as I looked around the store, my heart hammering in my chest but we were well hidden and I closed my eyes and moaned quietly.

I was scared he’d reach around and find my caged clit but he seemed satisfied with groping my ass. Suddenly he pulled away.

“Thank you dear. I’m going to go home and surprise my wife now.”

I turned around breathless and excited and pulled my dress down again. The man was walking away. Oh my god. Had I really just done that? Could I go further? I found that I was ridiculously horny and turned on. I was behaving completely out of character and I didn’t care.

I looked around and satisfied that we hadn’t been spotted continued with my shopping. I tried the same thing a couple more times and although I got plenty of stares and smiles but no-one else made a move on me.

Uncle Bob finally stopped me.

“Very good Lucy, finish getting the things on the list and meet me back in the truck” he whispered as he walked past me.

I did as instructed, quickly gathering the rest of my shopping, smiling sweetly at the check-out girl as she bagged my groceries and shot me dirty looks. As I was leaving the store the cart guy approached me.

“Hey baby. I’ve been checking you out. Why don’t ya give me your cell number so we can get together sometime?”

Without hesitating I gave him my cell number and grinned as he scrambled to get it into his phone before he forgot it. Laughing, I made my way back to the truck.

Climbing into the truck I couldn’t wait to tell Uncle Bob how I’d done.

“Did you see daddy?!” I said excitedly as I climbed in.

“I saw baby “he replied “you did very well for a first time” I saw you getting groped by that old man. Did you have fun?”

“Yes daddy, all the men stared at me and I felt so pretty and sexy”