Daddy's Sissyboy

by Rainsky

27 Dec 2018 11304 readers Score 8.1 (59 votes) PDF Mobi ePub Txt


This is a request from one of my readers sent to my mail. Hope you enjoy XOXO Rainsky

LENNY'S PoV/

I was very young when I figured out I found my father sexy and at the age of 16 I knew I was in love with him. I was now 18 years old still living at home looking for a job since I had dropped out from school, mostly for all the teasing. My dad was in bit of a rush this day for he had a big meeting in town with his company, there where talks on expanding so this meeting was really important. He looked so good in a suit. Still very young only 32 years old. Yes he had been very young the first time he had sex only 14, my mother being 17 at the time decided to have me. The bad thing through it all was that at the age of one she died in a car crash. My dad took his responsibility.

He had no time to eat the breakfast I usually made, this morning. Fired eggs on bread. He was out the door then ran back took a sandwich in his mouth patted my head and left.

I waited until I heard the car drove away. Peeking out the window. I had waited for this for a few weeks now and I knew I would soon burst. I had a huge secret besides being in love with my dad. I loved playing dress up. I went up to my room and opened the closet door, I dragged the self to one side. There in a hole in the wall that had been an old ventilation system a huge box was found. I took it out, lifting it to the bed. I sat down beside it and opened in excitement. I had seen and used all the stuff I had hidden before but waiting this long I felt like a kid at Christmas, every time my dad had to leave a few days for work I had so much fun.

I opened the box. At first glance you saw my underwear, lace panties and a tank top bra in the same black lace material. I got of the bed and started to undress only to slip into the lace underwear. I could feel myself getting hard already. My cock once hard laid against my body half of it outside the panties. I grabbed the next thing from the box, a garment of sheen fabric. A short neglige top with a slit up to the middle. It was oversized and swirled around if I made a spin. The I put on some lace stockings. I went to the mirror and looked. Fixed my hair as a last detail. Pulled my long hair out from the braid, giving it a great shake.

Daddy do you like what you see I said at the reflection.

I went back to the box. There under some other things yet an other box was found. I took it out and placed it on the bed beside the big box it had just left. I opened it to gaze at my dildo. I had only bought one. I wanted more but no money and most of the money I got or had went to school supplies. It was of average size with balls and a suction cup, made for a great to to place against the wall or the floor. I almost threw the boxes down from the bed, laying down I had the dildo in front of me.

You want me to suck daddy I said as I started to suck the tip of the dildo.

When I fantasized I went all out. I longed for this to be real even though I knew it would never happen. I had the dildo now going in and out of my mouth with each movement in it got deeper and deeper, reaching down in my throat. I could feel my cock throbbing against the lace fabric, already smelling the sent of precum as my cocked throbbed and let drops of juice leave the slit. I made the dildo nice and wet now with one hand reaching down to left a finger tease my hole. I pulled out the dildo from my mouth to moan as I entered.

Oh daddy, yes right there. I moaned.

I pulled the finger out then got of the bed, now placing the dildo on the floor. I had to have it in me. I wanted to burst feeling it inside me. I spit in my hand and rubbed against my tight hole. I placed myself over the dildo and slowly went down bending my knees. I felt the tip.

Oh daddy let me feel you cock.

It entered deeper and deeper, I moaned loader and loader. I started to ride it slowly my cock hard as a rock, it was so hard that it had now pressed down the panties so my cock stood out right. I went faster and felt it.

Oh dadddddddyyyy I almost screamed as I came.

I saw what seemed like gallons of cum shoot out the first flaying through the room hitting the window. The second not far behind then few more shoots, the last just running down the shaft as I now laid on my back panting out of breath. I came quick this time, I had not waited this long ever before to do this. I took a deep breath then I heard it. The door slam shut from down stairs and my father calling out my name.

Lenny are you still home.

BEN'S PoV/

I had to rush this morning, needed to be in the neighboring town by next morning for a big meeting. It was a merging of our two big offices. I did not even have time for breakfast, the breakfast mt lovely son Lenny made me every morning. I could feel the smell of the eggs seasoned to perfection. I ran past him and then stopped. Went back giving him a pat on his head, seeing the smile on his lips as I did. Then I was of out the door, jumped in the car and drove of.

I drove for about five minutes until I realized that I had forgotten my lap top. I turned around. I would not have done it usually but having all the important files on the computer I really needed it this time. A parked the car and got out, being in a rush I had no time for my usual greeting. I went upstairs that when I heard moaning. I decided to be quite knowing Lenny probably watched a porno. The I heard a moan again. Wait is that Lenny I thought not sure I went towards his room and saw his door open slightly. I took a peek. I had to place a hand on my mouth as I saw my beautiful Lenny dressed in girl clothes but that's not all, he sucked on a dildo. I could not believe what I was seeing yet I could not leave. I saw him take his finger and started to tease his hole.

Oh daddy, yes right there

Did I just hear him right. Was he thinking about me as he did this. I knew I should stop this but I was stuck, now feeling that I started to breath heavy. Not only that but I felt my cock move as it started to become hard. I took my other hand and started to caress the bulge forming inside my jeans. I cant this is so wrong but I found this to be so hot and sexy. Lenny being naughty. I felt myself getting more and more carried away that's until I heard him almost scream.

Oh daddddyyy

I saw the cum shoot from his hard cock and decided to leave. I went back out to the car. There I sat for a second. What had I just seen. I still felt my cock throbbing. I took out my mobile. I called the office and told them my car had broke down, they understood. I took a deep breath and went back in to the house.

Lenny! are you still home I called out.

I went to the kitchen and sat down at the table. Just a minute later Lenny came down with his pajama pants he had this morning.

Hi dad, why are you back He asked.

The meeting was canceled I answered trying to act normal.

Lenny smiled asking if I wanted breakfast, I smiled back and nodded. He gave me a plate of the nice meal he made me every morning. He went back to grab himself a plate, grabbing the bread he then dropped. He knelt down to get it of the floor, I saw them just then. His lace panties. I felt my cock twitch at the look of them. If I now started to get hard around Lenny this week could be a hard one to bare.

I had acted fairly normal the rest of the day but as night came I could not stand it anymore. I saw the images of what I had seen today flash in my mind. My cock throbbing hard and already leaking precum. He took my big cock in my hand and started to move my hand up and down. I felt myself getting hornier then I had ever been, just like I was a teenager again. I felt the build up. I played with my finger at the slit rubbing the precum all around. My breathing had become small grunts I was close I felt it. I took my other hand and started to pinch my nipple, caress my chest. I shook and felt the cum shoot out the tip of my big cock. I had never cummed so hard In my life but what had shocked me was the word that escaped my lips as I came.

LENNNY!

by Rainsky

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