Uncles Sissy Bitch – Chap 5

Incest gay story: Uncles Sissy Bitch – Chap 5

by Juicy Lucy 1

The reply was instant.

OMG you’re a sexy slut. I want you so bad. When can we meet?

Soon. Uncle Bob replied. I’m in this area only at weekends. I’ll message you next week.

Okay baby. I can’t wait.

I woke up on Sunday morning having spent the night dreaming about cock. My first blow job had been amazing and I wanted more!

Uncle Bob had managed to get me back in my chastity cage and we’d watched normal TV and cuddling until going to bed. I had so wanted him to fuck me but realised that this was not in his plan.

I carried out my morning routine, making breakfast and then doing the dishes. I was feeling a little sad that I was going to have to go home today but made the most of my last hours by showering and putting on my makeup and dressing in in a mini skirt and crop t-shirt, deciding at the last minute to pull on some white, opaque hold up stockings. I know how Uncle Bob loves stockings!

“Would you like to spend your last hours here being naughty Lucy?” Uncle Bob asked me with a wink.

“Yes please daddy” I replied excitedly.

I took his hand and strutted beside him in my red high heels as he led me outside and to the building I spent so many wonderful hours in yesterday.

My heart thumped in my chest and I couldn’t help grinning as we entered.

“Take your panties off and climb onto the bed”

I tugged off my underwear and let them fall to the floor and stepped out of them before hopping onto the bed. I pulled my skirt up around my waist and positioned the pillows before lying on my tummy, spreading my arms and legs.

“Well, I guess you’re pretty keen to get started” Uncle Bob laughed.

He began to cuff the leather cuffs to my wrists and ankles.

“I know you don’t need to be restrained but I like it and you’re going to have to get used to it.

“No, I like it too daddy”

I did. I loved feeling exposed and vulnerable and helpless. My clit throbbed and stiffened, pushing hard at the chastity cage.

Uncle Bob adjusted the pillows and caressed my buttocks, squeezing them before spanking them playfully making me squeal in delight.

Pulling the table in front of me he turned on the laptop and selected some files and sissy hypno filled the screen.

Uncle Bob disappeared behind me and I stared at the screen growing instantly horny and cock hungry.

I felt hands on my ass and the familiar coldness of lube being drizzled onto my fuck hole. I gasped at the coldness and pushed my butt out.

“Should I spank you Lucy?” Uncle Bob asked

“Always daddy” I purred.

Suddenly his hand slapped my butt cheek hard and I cried out as he spanked me, and squeezed my buttocks.

After a few minutes he stopped and I then he parted my cheeks and pushed something into me. I quickly realised I was going to experience anal beads for the first time. I tried to relax as about ten balls were inserted into me. I was panting as the final one went in. I felt deliciously full.

“Does that feel nice Lucy?”

“Oh yes daddy. Really nice”

I was left for five or ten minutes to watch the laptop and writhe on the bed. The beads felt good inside me as they pushed gently on my prostate and I was growing desperate and lustful as the hypno worked its magic.

“What would you do for your daddy Lucy?” Uncle Bob whispered; bring me out of my trance.

“Anything” I replied.

“Anything, Lucy?”

“Yes daddy. Anything.”

“That’s good Lucy. I think you’re going to be a perfect sissy slut for your daddy and I’ll reward you with lots and lots of cock.

I groaned as he whispered and slowly pulled on the beads. I could feel my cock leaking pre-cum and I gasped each time a bead popped out.

“You’d like lots of cock wouldn’t you Lucy?”

“Oh yes daddy.” I sighed.

“Would you like daddy to arrange a nice gang bang for Lucy so you can suck dick as your fucked over and over again?”

I trembled with excitement as another bead was slowly pulled out.

“Oh fuck. Yes daddy, yes”

“You’d like lots of big, juicy, hard cocks wouldn’t you Lucy?”

“Yessssssssss daddy” I moaned as he whispered to me and pulled the beads slowly from my cunt.

I now loved anal beads. “Daddy please fuck me” I begged.

“Lucy, I am going to fuck you all morning don’t worry, but you’re not getting my cock until I’m satisfied with your progress. You mustn’t run before you can walk.”

Uncle Bob was as good as his word and used plugs and dildos on me for about an hour. I was delirious by the end but he was only getting started.

As I squirmed on the bed with a dildo protruding from me I heard a trolley being wheeled over.

The dildo was removed and then I was told to get on all fours and the pillows were taken away. I felt Uncle Bob making some adjustments to something and then two inches of a new dildo was pushed into me.

Uncle Bob appeared at my head with a small box in his hand. He turned a dial and I heard an electric motor whir and the rubber cock pushed into my pussy slowly and then pulled back. I realised I was on the end of a ‘fucking machine’!

I had seen ‘fucking machines’ online. They were constructed in various ways, some even using a power drill to power them. They used gears and rods to push and pull a dildo and had a control to vary the speed.

“Oooooh” I moaned as the dildo slowly sank into me again.

Uncle Bob stopped the machine and disappeared behind me, obviously not happy with something. I felt him apply some more lube and then the dildo slid a little further into me making gasp.

The motor started again and this time the rubber dick slid deep inside me.

“Mnmmmmmmm” I moaned.

Uncle Bob adjusted started playing with the speed control and soon I was being fucked hard as I arched my back and got into a rhythm with the machine that had me panting and gasping in pleasure.

I could feel the cock touching my pleasure zone and I began to think I might actually cum.

“OH. OH. OH.” I groaned.

Uncle Bob turned the control and I was fucked slowly again. I pushed my head and chest into the bed and sighed as the dildo pulled right out and sank slowly into me.

“Here” Uncle Bob said, handing me the control. “Go nuts, I’ll be back in an hour or so. The only thing you can’t do from the control is turn it off.”

I spent the next hour in sexual bliss. I really thought I might pass out at one point. I kept myself on the edge of my first anal orgasm the whole time. Every time I got really close I slowed the machine right down and pulled myself of it slightly. I really wanted to let go and cum like a girl but I thought my daddy would be cross with me. My leaking clit hurt from straining against its cage and I could feel how wet I was underneath it.

When Uncle Bob came back I didn’t even notice. I had set the machine to a nice slow deep fuck and was engrossed in hypno.

“Having fun?”

I looked up startled and stared at him. He was naked and was pumping his swollen cock in his fist.

I licked my pink glossy lips as seductively as I could and opened my mouth.

He took the control from my hand and stood in front of me and pushed his cock into my mouth.

I revelled in the feeling and wanted nothing more than the gang bang that my daddy had talked about.

He set the speed of the machine at medium and fed his gorgeous into my mouth and began to fuck my face. Soon he was inside my throat and after an initial gag I controlled myself and he was able to push inside more than the previous night and for longer.

Uncle Bob fucked my mouth well and each time my orgasm neared he slowed the machine down to edge me closer and closer without providing me release. This was to be the foundation of our ‘relationship’ and he was a master.

After a little while he pulled back and stroked his cock a few times before spraying his cum over my face and into my open mouth.

After cleaning up I was allowed to remove my messy clit cage and shower. I was told that although I mustn’t put on makeup I still had to wear panties and a denim mini skirt with a white crop t-shirt that had “sissy bitch” emblazoned in pink glittery letters. I could pull on some ‘boys’ shorts when we neared my mom’s house later.

I was told that I’d be caged all week and he was sending me home with a dildo and butt plug of my own. He’d tell me when I had to use them. If I received any messages from Rufus I had to forward them to Uncle Bob so he knew what was happening and could advise me how to reply.

We ate some lunch and I wondered what we’d do with the last few hours we had.

“I want to show you something” he said opening a laptop and placing it on the table between us.

He opened a folder called Amy and then picked a file that had a date from about six months ago.

A video started and at first I thought it was me. It was another boy/sissy on the bed that I’d been on not an hour ago. She was wearing stockings and suspenders, heels and a lacy corset. The clip was split screen, being recorded from both the front and the back. Uncle Bob was stood at the subject waist facing the rear camera. I watched as he fed a large butt plug into her boi pussy. I was fixated on her facial expressions and the moan she made as it entered her.

He closed the clip and played another one. The sissy who I took to being called Amy was now on the bed with the fucking machine fucking her hard. Uncle Bob was nowhere to be seen and she was moaning loudly.

The next clip he played was Amy sucking a large cock that wasn’t Uncle Bob’s. He clicked again and Amy was somewhere I didn’t recognise, she was on a bed being fucked by a large black man as another fed his cock into her mouth. I could make out other men in the room, stroking their cocks, seemingly waiting their turn.

“You aren’t the first sissy I’ve trained.”

He closed the file and then opened a folder called Lucy and played a file with yesterday’s date. It was now me on the bed and he was slowly pushing a plug into me. I jumped as he spanked me and watched intently as my butt cheeks glowed red. I could see the look on my face and how much I was into it.

“I’m going to record your progress just like Amy’s.”

I nodded. I found it very erotic and my clit was stiff under my denim skirt.

“What happened to Amy?” I asked.

“Oh I still see her sometimes. She’s busy now she’s a full time sissy. You’ll meet her. Do you think she’s sexy?”

“Fuck yeah.” I meant it; she was so pretty and cute.

“Daddy would like you to be really good friends.”

There was something in the way he said it that made me think he’d like us to be more than just friends.

Suddenly Uncle Bob picked me up and placed me in his lap. I could feel his erection through his pants. Hi lifted my skirt and pulled my clit from panties and stroked it slowly. I leant back against him, breathing heavily and felt his hot breath as he kissed and nibbled my neck. I could hear my moans and glanced at the laptop to see me o the end of the fucking machine from earlier.

I wriggled in his lap and he pulled hard on my clit making me groan.

“Oh daddy, I want you so much. I love you.”

Oh my god. Had I really just said that? I did love him though. Right at that moment I would have done anything for him.

“I love you too Lucy” he chuckled. “Now tell me if you’re going to cum”

We sat like that and watched Amy and myself in action for some time. When I got close to an orgasm he quickly released me until the feeling passed and then continued stroking my clit which was so hard I could have hammered nails with it.

I writhed in his lap panting, not sure if I wanted to cum or not. I loved how horny and slutty I felt. My brain was empty of anything except cock and cum and wanting to be a girl. Suddenly Uncle Bob picked me up and bent me over the table.

“Time to plug my little fuck toy” he said absently and went into my bedroom to collect my plug.

I spread my legs and watched Amy’s pussy gaping as a large dick was withdrawn before shooting a load of cum into and over her cunt.

Uncle Bob took his time pushing the plug into me, sliding it in and out and reaching under me to stroke my throbbing clit again as I gasped and wished this wonderful torment could go on forever.

“I hope you’ve enjoyed this, you’re going to be locked for a week now” he whispered as he slid the plug home and pulled down my skirt.

I was made to sit on the couch too calm down as he packed away the laptop and busied himself, getting ready for my departure.

Eventually my clit softened and my clean cage was locked in place and we left for moms.

The drive was quiet. I was very sad to be going home. As we got nearer I started getting nervous that I was still dressed in a skirt and a sissy bitch t-shirt but Uncle Bob kept me like that until we pulled up outside my home when he handed me my shorts.

I scrambled to change into my shorts and regular shirt without looking conspicuous if anyone was watching as Uncle Bob climbed out the van, grinning as he held open his door for longer than he need have in case he could give anyone a look at me in panties.

As we approached the door my mom opened it, clearly she’d been waiting for us.

“Hi baby” she beamed, “go on inside while I talk to your uncle.”

I gave her a quick kiss and pushed past before running upstairs to my room.

I looked out of my window and a short while later I saw Uncle Bob walking back to his van and drive away. I couldn’t wait for next weekend.

End of part 1

Parent Post: Uncles Sissy Bitch. by Juicy Lucy 1

• Uncles Sissy Bitch - Chap 2
• Uncles Sissy Bitch - Chap 3
• Uncles Sissy Bitch - Chap 4
• Uncles Sissy Bitch - Chap 5