Daddy's Sissyboy

by Rainsky

25 Mar 2019 6974 readers Score 8.8 (43 votes) PDF Mobi ePub Txt


LENNY'S PoV/

It had been three days since my first gift, I had received one everyday. I Had started to wonder who could have seen me, I watched all the neighbors really closely. Still not sure but I suspected The man living over the street. I knew he could see through my window, yet I had not kept the blinds open. It was all so peculiar. I Decided to go outside and then I got even more confused as a taxi pulled up, out from it Mr Dull came. 

Hi Mr Dull I called out on my way over. 

Oh hi Lenny can you tell your father I'm back home He replied. 

I stopped. I asked him why only to be given an answer I really did not want. He had been away for a few days and my father had promised to water his plants. I smiled and went back home. If He had been away it cant be him then who have been watching me. I went to grab something to eat seeing my father sitting in the kitchen. 

There in the kitchen it hit me, could it be that he had seen me. Had my father been here. I felt myself getting horny just thinking it might be him. I shook my head. I need some air. I was about to leave when my dad asked where I was going, I told him I needed some air. Might be going in to town. He smiled and said to be careful, I smiled backed, waved with my hand and left. 

I walked for about ten minutes when I realized that I had left my phone at home. I turned around. It took my a little longer to come back home not walking as fast as before. I opened the door and went upstairs, I heard the water running from the shower, knowing my dad would be with his buddies this evening. Grabbing a few bears and talking about pussy. I walked passed the bathroom to go to my room when I heard it. 

I walked back and took a little peak, there in the shower my dad stood jerking his big cock and I do mean big. I felt my cock twitch. His manly grunts and lustful moans where so hot. I Almost moaned myself. At that moment I placed my hand over my mouth, had I just heard him right. I listened again hearing him  once more. 

Oh Lenny, my sissy boi. 

He said my name, it is him. I was now horny as hell should I go in and just start sucking him. No that might scare him. I decided to go for my walk. When I came back my father sat in the living room. 

Dad what are you doing I asked. 

Waiting for Dave to come get me He replied. 

Dave was the driver for the evening and a old friend to my dad. I told him that I might go visit some friends, not sure when I would be home. He told me to have a good time. I said the same to him. I went to my room for a short rest. 

I had fallen asleep and an hour had passed, dad had gone and I was alone. I felt my cock twitch every time I knew it was safe to play but I decided to go and take a shower. Not that it helped cool me down knowing that dad had been here jerking his big cock thinking about me. I went back to my room and started a movie on my computer. Two movies later I heard the door downstairs open then close. I figure dad had returned earlier then usual. I went down stairs there seeing dad drunk as hell. 

Dad how much have you had to drink I asked. 

Hi son, help me to the living room. He just said. 

I helped him and placed him on the sofa. He laughed and pulled of his shirt, baring his naked slightly hairy chest. I felt my cock throbbing. I was shocked as I saw him starting to rub his cock. 

Dad what are you doing I asked. 

Oh sorry son you know how it is getting horny He replied and stood up 

He said he would go to bed. He went upstairs almost falling as he tried to get to his room. He undressed on the way down to his boxers. Then fell on his bed. I followed him upstairs looked in and saw him laying there, in his drunken state he had forgotten to close the door. My cock throbbed again I needed release so I went to my room. Just as I was about to enter I stopped. This might be my only chance. I went back slowly going in further and further. I lowered myself down to my knees. How would I get him to turn around. 

I tried tickling him slightly. I tried speaking softly then I took a deep breath and smacked his ass carefully not to wake him yet get him to react. He turned now showing his bulge. I went up on the bed now between his legs still on m knees. My heart beating hard and my cock already oozing pre-cum I leaned down with my head kissing the bulge. I could not stop myself now. I was to horny but nervous, feeling sweat form. Licking the outside of the boxers, I heard dad breathing heavy. His cock got harder and harder. I slowly pulled down the boxers almost gasping for air as I saw his big throbbing cock. I took it in my hand, reaching for the head of it with my tongue. The tip reaching the slit and tasting the pre-cum. 

Oh yeah Dad moaned. 

I jerked back looking up heart beating faster then before. He still slept. Could it be he had a dream of something similar. I took the cock in my hands and went back to licking it, I heard him panting and moaning as my lips now went over the dripping head. 

I jerked it with my hand and sucked the tip. With each jerk my lips went further down. I needed my dads seed to fill my mouth. 

BEN'S PoV/

I looked through a slight window having my eyes almost closed. I loved my son and now lusted after him, feeling his lips on my cock was amazing still hard not to take him right there but I still got to have him in some way. He almost took my full length. I moaned and he looked up I closed my eye's quickly. He waited a moment and continued sucking. I wanted more I needed more. I was getting close. Lenny knew it two as his sucking became more intense. I shook slightly as I burst my load. Letting out a huge OHHhh! Lenny kept sucking taking it all and licking my cock clean. He then left after he pulled up my boxers then slowly left. I waited a few minutes then went up, out into the hall way. Lenny opened his room door now only in his jogging pants. I glared seeing the panties he had on under. 

Why are you up dad He asked. 

I don't know I just had the weirdest dream I replied. 

Lenny looked down and said goodnight as I told him I was going to take a shower. 

I did and even after a huge load given to my son I was hard yet again. I knew I needed more, but I also knew I cant ask him I want him to come to me so I need to figure something out and that's soon. After a quick shower and jerk I went back to my bed for a good night sleep. 

The next day I had figured out what I could do for the next step. I went downstairs, seeing Lenny at the kitchen table eating breakfast. 

Morning son I said. 

Morning Daddy he replied. 

I took a seat at the table taking some of the fruit salad he had made. Smiling. 

So dad did you manage to get some sleep after the shower He asked. 

What shower I replied. 

Well you got up in the middle of the night to take a shower, don't you remember He asked. 

No not at all I said. 

No what if I have started sleep walking again I said. 

You think so dad He Answered.

It was no lie in it self, I had sometimes been sleep walking the first time it happened I had almost scared Lenny to death. Apparently I was awake when I sleep walked. I talked, I did things such as cook, holding conversations with people on the phone and more. As if I had a different personality when I sleep walked, this was the best cover I could think of. The best plan I could come up with. 

LENNY'S PoV/

This was perfect, I could now get him to fuck me without knowing. I had a great plan. I had seen him masturbate thinking of me so his subconsciousness that is mostly in charge when he sleep walks should be easy to seduce. 

That's not good dad I said. 

It's just been so much stress, good thing I took a vacation when I did He replied. 

Yes really lets hope it don't escalate I answered.   

We ate are breakfast in silence not saying much, yet the day that followed was as it always had been. We laughed did chores around the house. Went grocery shopping. Had a nice dinner and so on. Still the night could not come soon enough, it seemed to take an eternity. I do mean that literally.

Night came and I stood in the shower soaping up getting ready for my plan to be set in motion. It knocked. 

Yes I said. 

I was just going to say I, going to sleep Dad replied. 

I said goodnight and continued my shower. After the shower I went to my room but just before taking a peek to see if my father had fallen asleep. He had and I was starting to get so excited. Once in my room I took forth my now bigger box and took out the gift I had received recently. It was a top. Like a very short dress it was tight at the breasts of it then big and flowy below the fabric being in different lengths yet not long enough to hid the lace thong I wore. I slipped on some pantyhose and felt my cock getting hard inside the thong, my hard cock reaching out from its tight space. 

I went downstairs walking around just waiting hoping my father would sleep walk. I heard footsteps suddenly getting very scared. What if he is awake and not sleep walking. He could get mad. Or rather he could be hurt or he might let his lust free that would be good. I could not back down now. I heard him walking to the kitchen, he opened the refrigerator thats when I walked into the kitchen. Letting my long hair down. 

My father stood there drinking out the milk carton. He looked at me as I walked past him to the sink to get a glass of water. 

Who might you be He asked.

Yes I thought he is sleep walking. 

Your so silly honey, I'm your boyfriend I replied. 

Oh really in that outfit He said with a smirk 

You like me dressed like this, you said so yourself I replied feeling the sweat starting to run down my forehead. 

The come over here down on your knees he said now with his hand rubbing his bulge. 

I did as he said, still nervous but loved it. I walked on all fours until I reached him where he stood leaning against the door of the refrigerator. Now standing on my knees I looked up at him. 

Now suck my cock babe He said and pulled out his cock. 

I took it in hands and started licking the tip of it, moving on to licking the shaft and kissing the head. Jerking my hand up and down betwern each lick and kiss. After a few more strokes I let my lips over the cock head and went down hearing the huge grunt from my fathers mouth. I went up on it the down again glaceing it with saliva and his pre-cum. 

Mmm that's it babe now deeper He moaned. 

I took it deeper then before only to feel his hands pressing me down. I gagged and tried to get away, he held me in place saliva flew up and I chocked. I gagged some more and he let go. 

That s it babe He grunted.

Now lay your upper body on the table and spread your legs he said. 

I did as I was told it all turned me on so much, my cock already dripping and I mean dripping it was so wet of all the pre-cum that came with each throbbing. He came up behind me and I felt him spreading my buttocks, then a wet finger touching the outside of my longing insides. His wet finger going around the entrance lightly pushing to get in. 

Such a nice tight ass you have He said in a deep tone. 

The finger went inside me and I moaned. 

You like it inside don't you he said. 

I did not answer 

I felt a hard hand slap my ass cheek I screamed and moaned at the same time. 

Don't you he said. 

 Yes I replied. 

He went down on his knees that's when I felt it his tongue licking my ass he rimmed me. He spit and licked fingering the hole then tongue fucking it. He ate my ass like he it was ice cream. Sloppy and with much tongue. A second finger entered me I moaned again. 

That's right babe moan for daddy He said.  

He stopped then stood up I knew what he was about to do, knowing I was tight I needed some loosening up before having something went inside me. He shoved his cock inside, before I had the chance to say something making me scream and pulling upwards. He grabbed me and held me close to him with his hard cock inside me. 

Yeah babe Your so fucking tight now down He grunted. 

He pressed me down and started to move and not slowly. I moaned and screamed as he fucked me hard and spanked my ass. I fucking loved it but the pain not so much yet the pleasure of having my father fuck me was the best. 

Yeah babe you like my cock he grunted. 

Oh yes I moaned. 

He went faster I knew he would soon cum and as I thought it I felt myself jerk back, my body shook. Cum shoot out my aching cock with a loud moan. 

OH DADDY!

Good boy get ready he moaned in a grunt. 

He slammed back and forth and a last trust of his hips he slammed against me hard and he filled me with his thick and hard stream of warm cum up my sore hole. He pulled out telling me to clench. I want it to stay inside you when u come to bed. He went upstairs. 

I landed on the floor sitting, panting for air. I smiled. I cant believe I had finally gotten my fathers cock inside me. He had filled me. I Waited to catch my breath before I went back up. 

BEN'S PoV/

As I went up I smiled, that had been incredible, so fucking nice to take him hard. Now for the next part of my plan which I had come up with once he started to suck me then I could not think fully. I went to bed without getting a shower. 

The next day was as it always had been Lenny had made breakfast pancakes, his homemade pancakes. 

Good morning son I said. 

Morning dad he replied. 

How was your evening He asked. 

I feel rested so I don't think I have been sleep walking I answered. 

That's good to hear I said. 

Yeah, but I had a weird dream I replied. 

Oh he said taking a bite of a pancake 

Yes I apparently had a boyfriend and he had a dress on I said 

Lenny started to cough on the piece of pancake just took. 

Are you okay son I asked. 

Yes dad just ate to fast, but yes that's a weird dream He answered. 

END OF PART 3

by Rainsky

Email: [email protected]

Copyright 2024