After our camping trip daddy made sure to make more and more daddy son time and I spent so much time on my knees in front of my daddy pleasing him. Daddy taught me to take him all in my mouth and to deep throat him well. He would send my mother and sister off on errands so I could suck him, we would stay up late waiting for the others to fall asleep, and on and on. He had a knack for finding dark out of the way places for us to slip off to and I was loving every minute of my daddy time.
It was a little over a year later when he decided to step it up and take things further. I had a soccer tournament out of town and we were staying over night in a hotel. I knew that it would include lots of daddy time but I had no idea what he had in mind. The tournament was over and it didn’t go so well and all the kids split off on their own, we headed back to our hotel, and daddy pulled out some alcohol for us. I was excited because this was far from normal for us, and the last time was when we went camping and all the fun started. We were chatting a bit about the game and drinking when he pulled his cock out and I immediately knew what to do. I fell to my knees and daddy took my drink as I started pleasing him. After a short bit of my bobbing up and down on his 7 inches daddy pulls me off of him. I look up at him a bit surprised.
“Sport go ahead and finish this” daddy said handing me back my drink…I quickly oblige, downing my drink and feeling good. “Alright sport since we have all night to play I thought we would try something new. Do you trust me son?”
“Of course daddy, I love our times together” I say as I am gazing back at him.
“Alright, then I want to teach you a new way to make daddy feel good. And I think you are the kind of kid that will come to really enjoy it in time.”
“Really daddy, I would love to” I said practically jumping out of my seat.
Daddy grabbed my glass and refilled it “Hear finish this off then strip down.”
I quickly downed my next drink then shed my clothes, when I looked back I saw daddy had also striped down. He reached over to me and held me close, our naked bodies pressing together daddies thick hard cock pressing into my belly and my small prick raging hard.
“Alright sport you know about how a man and woman have sex right? After all I know you have seen your mother and I together.”
I just nod to him a little confused.
“Well tonight I am going to show you how we can do something similar. It might hurt a bit at first but you will get use to it and I know you will love it after just a bit.” Daddy paused to look into my eyes. “Are you alright with that sport?”
“Yes daddy I don’t mind little pain, and I really want to be with you like mommy is.”
“Good deal sport, alright then you just have to trust me and it will be great.” With that he reached into his bag and pulled out a few things. “Here bend over the bed Sport and rest yourself on your elbows.” He then handed me a small bottle. “Start breathing that in it will help relax your and make it feel better.”
I hold the bottle up to my nose and sniff deeply at the acrid smelling stuff but not wanting to disappoint I keep taking deep breaths of the stuff. Then next thing I know I feel something cool and wet on my asshole. I inhale sharply and daddy rubs lubricant on my virgin hole.
“Ok Sport here we go, I am going to show you how to really please your daddy now and be a good boy.” With that I felt his finger slip into my ass hole and start working its way in. It was a bit uncomfortable but not painful then he got a second finger in and he wiggled them around and I saw how it could feel good. He worked his two fingers in and out of me for a while and I was softly moaning at the way he played with my hole.
“That feels really good daddy”
“Good Sport, I am going to fuck you like I do your mother now ok?”
“Yes daddy, I want to please you and be able to do anything mommy does.”
“I am glad to hear that Sport” And with that he pulled his fingers out and I felt him press the head of his cock at my rose bud. He placed a hand on each of my hips and with a sharp thrust he penetrated my hole taking my virginity and forever branding me as an anal whore.
I screeched in pain as he entered me, but daddy just told me to sniff the bottle and take it as it would get better as he built up a rhythm. He pushed in a bit then pulled nearly all the way out then shoved his cock deep into my bowels. I gasped out in surprise and buried my face in a pillow whimpering at the pain in my butt. But daddy didn’t miss his rhythm, he pulled out and slammed into me again, over and over again. Finally after the ninth or tenth thrust the pain began to fade a small amount and as I took a deep breath he slammed into me again pushing the breath back out of me and I began to feel the pleasure of it. My whimpers began to shift to moans with whispered “yess daddy”. As daddy heard the change in my voice he picked up his pace and began really fucking me with vigor.
“Ohh yes Sport you are one great fuck, so much tighter than your mother. I am going to love having your ass to fuck on a regular basis.”
“Daddy I am yours any time you want, this feels so good, I love the way you feel inside of me.”
Daddy kept pounding away at me till I felt him tense up and buck at me, and I knew he was cumming in my ass. He then pulled out of me and I collapsed on the bed unable to move. Daddy went to the bathroom to clean up and when he returned I could feel the cum leaking out of my ass and running down my leg. Daddy scooped up the cum running down my leg and brought it to my mouth, I eagerly licked it up earning a smile from daddy. “You did real good Sport. I am so proud of you. You took that like a good boy.”
I just smiled up at him to exhausted and sore to move. A few hours later he rolled me over to my back and placed his cock at my mouth, I quickly got him hard again and he moved to my rear. He placed my legs on his shoulders and placed his cock at my ass hole.
“So you have been my good cock sucker for over a year now, but do you want to be my fuck toy too Sport?” He said as he gazed into my eyes his thick cock head pushing against my still sore asshole.
Panting in anticipation I manage to get out “Yes daddy, I’ll be your cocksucker and fucktoy. I’ll do anything for you daddy, I love pleasing you.”
With that daddy shoved his cock home into me.
Afterward daddy again fed me the leaking cum out of my hole and we cuddled together on the bed all night.
We of course had a harder time finding time for fuck sessions but daddy still managed to squeeze plenty of them in. I spent more and more time also sneaking in and watching daddy fuck my mom and I would watch jealously wishing he was fucking me. He caught me watching him one time and later told me that he always was thinking about fucking me when he was fucking mom. We made more and more camping trips and found secluded placed he could fuck me. He often regretted that I couldn’t just wear a dress so it would give him easier access. He also began telling me how pretty I was. It was soon after that he began buying me slutty panties to wear and wanted me to wear them all the time. I had thongs, silk, & pink lace panties that he would buy for me wear. I would have to wash them myself to keep anyone else from knowing. Daddy loved caressing my ass and reaching down the back of my shorts to feel my pantied ass while my sister and mother were in the same room but not looking. We took a dark pleasure in fucking on my sisters bed and in mom and dad’s bed. I really enjoyed all the random placed he would bend me over and fuck the hell out of my panty covered ass. I wore a lot of athletic shorts so he could easily slip them off. Daddy particularly enjoyed taking me to dark parks at night pushing me into the grass and fucking me in the woods. More times than I can count he sent me to school with an ass full of cum and pink lacy panties on under my jeans.