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Packing was taking longer than expected, much longer. Even with the prospect of living on our own together, getting everything pulled together was proving to be slightly exhausting. Deciding to take a break, I went to check on dad’s progress, only to find him finishing himself off.  Streams of his release hit the top of one of his boxes before his cock settled down and the rest of them simply dripped onto the his hardwood floors. For the briefest of moments, our eyes locked before he nodded in away that both said ‘next time’ and ‘hurry up on your boxes so we can get out of here’. Nodding back, I swiftly returned to my room, a new vigor overtaking me and an enthusiasm that I didn’t have before driving me to finish.

Packing was taking longer than expected, much longer. Even with the prospect of living on our own together, getting everything pulled together was proving to be slightly exhausting. Deciding to take a break, I went to check on dad’s progress, only to find him finishing himself off.  Streams of his release hit the top of one of his boxes before his cock settled down and the rest of them simply dripped onto the his hardwood floors. For the briefest of moments, our eyes locked before he nodded in away that both said ‘next time’ and ‘hurry up on your boxes so we can get out of here’. Nodding back, I swiftly returned to my room, a new vigor overtaking me and an enthusiasm that I didn’t have before driving me to finish.

(Source: maxtor, via fuckyeahsilverdaddies)

Tags: DILF diaries
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After the change in our relationship, I began to notice strange happenings. Not big stuff but odd little things. Each morning, for example, I found my briefs haphazardly resting along my ankles and soon after, I began noticing the mess that would be made of my sheets to go with them. As he worked the majority of his day, only home long enough to eat sleep and work most days, there was never a time to ask him about it (not that he was really one for talking anyway), but I soon understood what it was he needed and began to prepare myself for him accordingly.

After the change in our relationship, I began to notice strange happenings. Not big stuff but odd little things. Each morning, for example, I found my briefs haphazardly resting along my ankles and soon after, I began noticing the mess that would be made of my sheets to go with them. As he worked the majority of his day, only home long enough to eat sleep and work most days, there was never a time to ask him about it (not that he was really one for talking anyway), but I soon understood what it was he needed and began to prepare myself for him accordingly.

(Source: drjohnsons, via nuts-butts-bulges)

Tags: DILF diaries
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On weekend and, now, during the summer, Dad would always enter my room with his most surly expression, waiting for me to awake so he could wait for my reaction to his combative stance and ‘force me’ to service him. There was a glimmer in his eyes as he did this, remaining silent as my mouth fell open and he shoved my face down into his wirey pubic hair. The rest of the time was small grunts, more for himself for me, with the intent of making me choke on him before he came down my throat.
Given the amount of time I’d been doing this now, chocking wasn’t something I did often, at least not genuinely. I think we both knew that I had more than grown accustomed to his size and weight in my mouth but it was something he liked so there was no harm in pretending.
As the last drops spilled out of him, Dad would pull out and wipe his softening cock on my lips, waiting for me to lick it off. A short nod followed this action before he would pull his boxers back up and tell me ‘don’t waste your whole day in bed, boy’ as he exited and I would yawn before finding a pair of boxers myself and following him out, eagerly awaiting the ‘afternoon nap’ that would involve me fellating him while he was ‘fast asleep’ on the couch during his daily viewing of ESPN.

On weekend and, now, during the summer, Dad would always enter my room with his most surly expression, waiting for me to awake so he could wait for my reaction to his combative stance and ‘force me’ to service him. There was a glimmer in his eyes as he did this, remaining silent as my mouth fell open and he shoved my face down into his wirey pubic hair. The rest of the time was small grunts, more for himself for me, with the intent of making me choke on him before he came down my throat.

Given the amount of time I’d been doing this now, chocking wasn’t something I did often, at least not genuinely. I think we both knew that I had more than grown accustomed to his size and weight in my mouth but it was something he liked so there was no harm in pretending.

As the last drops spilled out of him, Dad would pull out and wipe his softening cock on my lips, waiting for me to lick it off. A short nod followed this action before he would pull his boxers back up and tell me ‘don’t waste your whole day in bed, boy’ as he exited and I would yawn before finding a pair of boxers myself and following him out, eagerly awaiting the ‘afternoon nap’ that would involve me fellating him while he was ‘fast asleep’ on the couch during his daily viewing of ESPN.

(Source: bbincumming, via nuts-butts-bulges)

Tags: DILF diaries
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“There’s my boy!” Dad was always eager to see me when I finally got home. I’d overdosed on extra curriculars this year in order to bump up my standings for college. Between the 3 different clubs I joined and the study group I had started, it was rare that I got in before 7pm. I cringed thinking about what would happen should I need to take a job as well.
Still, no matter how late it took me to get home, Dad was always ready and waiting for me. He’d wave me over from his usual spot in the den and greet me with a smile as big as his jutting erection. “Come now,” he’d motion as I made my tired way over to him, “Let’s get you out of these clothes and then daddy can welcome you home properly, yeah?” A joint shower & some brief foreplay later and soon I’d have a reason to smile as big as he was, staring me in the face, or further south, as he slowly entered me.

“There’s my boy!” Dad was always eager to see me when I finally got home. I’d overdosed on extra curriculars this year in order to bump up my standings for college. Between the 3 different clubs I joined and the study group I had started, it was rare that I got in before 7pm. I cringed thinking about what would happen should I need to take a job as well.

Still, no matter how late it took me to get home, Dad was always ready and waiting for me. He’d wave me over from his usual spot in the den and greet me with a smile as big as his jutting erection. “Come now,” he’d motion as I made my tired way over to him, “Let’s get you out of these clothes and then daddy can welcome you home properly, yeah?” A joint shower & some brief foreplay later and soon I’d have a reason to smile as big as he was, staring me in the face, or further south, as he slowly entered me.

(Source: ormonouomini, via daddydepot)

Tags: DILF diaries
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It wasn’t so much that we bonded before. A majority of the time since puberty my father, who had largely ignored me in favor of whatever whore he was cheating on my mother that week, was spent clashing against everything about him - his demeanor, his morals and especially how he treated my mother after she finally left him the year before. The custody, demanding that I spend two weekends a month with him, left us with a series of awkward and bitter exchanges. Apparently the stream from which he picked up women had dried up (pardon me if I don’t cry a river) so to counteract this he would spend all of his time when home undressed  either playing with himself or passed out from playing with himself. The behavior had long since gone from being embarrassing to annoying. If our relationship had been different until then I’d feel bad for him, but even the fact that he could get it up seemed like too much of a reward for him.
Still, having to see him naked became irritating, hand always on his dick and watching who knows what. Eventually, one weekend when I was 17, I’d finally had enough and had to at least comment instead of silently seethe in my room at his place.
“JESUS, man! How much does do you need to play with your dick? You can put it away when I’m over at least.”
My father wasn’t one to yell or ever even raise his voice, something I also found infuriating about him amongst the mountain of things, but instead responded in his usual crass demeanor.
“In my house, where you’re stuck for at least one more day, I can and will play with my self as often as I want. And there’s nothing. you. can do about it.”
Even then he refused to acknowledge me which just made me angrier. I then remember stalking over to him and glaring angrily while his eyes and expression met mine in a silent challenge. He was daring me to do something about it or to shut up for good. I tended to think that while I mostly inherited my mother’s demeanor, and thankfully her looks, that the stubbornness was all from him. This theory was deteriorating fast with each passing second though, as the longer he stared in my eyes the more calm he became and the more confused I was. What was he expecting?
Eventually he began to pump himself again and something in me snapped. I still am not sure what led me to the conclusion I reached but I somehow ended up on my knees before him. I expected to finally confuse him or at least make him truly angry but when I did start in on him there was silence. I felt his eyes bore into my skull but refused to acknowledge him until I flicked my tongue over his head.
Our eyes met and there was an odd sense of….. I’m not sure, but it certainly wasn’t the contempt from before. His hands found my head and ran through the hair I’d grown long to spite him and I continued diligently and silent. Something about all of this felt entirely too comfortable for my liking, like resolving this was what our real problem had been the whole time but the longer I did it the more that feeling dissipated.
He didn’t last long, but certainly longer than I would’ve imagined of him to be able to as several streams hit my bare chest and began to dribble south. Afterward, having cleaned myself up with a paper towel, I was ambushed (in a way) by him when I was making my way to the bedroom kept for me in his house. It wasn’t something I needed at the moment - how exactly does one process what I’d just decided to do, to my sleazy father of all people - but I couldn’t back down from the appreciative gaze that I was under. There was silence and a lot of loud breathing between both of us before the gap was closed and we were kissing. Who moved in first is impossible to remember but it was definitely his hand that dug my thickening shaft out of the mesh shorts I’d had on and rubbed our erections together.
When he came again, with my following soon after, the kiss was broken and he brought his pumping hand to his lips. He sucked the middle two fingers into his mouth before wiping the remainder onto my lips & walking back to the living room. Left there confused, I glanced in his direction before continuing to my original destination. The rest of the weekend was passed in similar understanding and I found myself doing things like walking around naked myself or masturbating where I knew he’d see me with neither of us saying a word about it.
All of this was last weekend and as my mother makes idle chat with me on the way back to his place, once we’ve turned down the block and I can see him waiting for us, for me, to arrive I am overcome with an odd mixture of both anticipation & slight disgust with a little, a lot of, confusion there as well. Mom kisses me goodbye and waves me off as she drives down the block while I wonder and worry what this sexual situation weekend will bring and try not to analyze the confusing & conflicting feelings battling inside my mind as I walk up the steps and close the door behind me.

It wasn’t so much that we bonded before. A majority of the time since puberty my father, who had largely ignored me in favor of whatever whore he was cheating on my mother that week, was spent clashing against everything about him - his demeanor, his morals and especially how he treated my mother after she finally left him the year before. The custody, demanding that I spend two weekends a month with him, left us with a series of awkward and bitter exchanges. Apparently the stream from which he picked up women had dried up (pardon me if I don’t cry a river) so to counteract this he would spend all of his time when home undressed  either playing with himself or passed out from playing with himself. The behavior had long since gone from being embarrassing to annoying. If our relationship had been different until then I’d feel bad for him, but even the fact that he could get it up seemed like too much of a reward for him.

Still, having to see him naked became irritating, hand always on his dick and watching who knows what. Eventually, one weekend when I was 17, I’d finally had enough and had to at least comment instead of silently seethe in my room at his place.

JESUS, man! How much does do you need to play with your dick? You can put it away when I’m over at least.”

My father wasn’t one to yell or ever even raise his voice, something I also found infuriating about him amongst the mountain of things, but instead responded in his usual crass demeanor.

“In my house, where you’re stuck for at least one more day, I can and will play with my self as often as I want. And there’s nothing. you. can do about it.”

Even then he refused to acknowledge me which just made me angrier. I then remember stalking over to him and glaring angrily while his eyes and expression met mine in a silent challenge. He was daring me to do something about it or to shut up for good. I tended to think that while I mostly inherited my mother’s demeanor, and thankfully her looks, that the stubbornness was all from him. This theory was deteriorating fast with each passing second though, as the longer he stared in my eyes the more calm he became and the more confused I was. What was he expecting?

Eventually he began to pump himself again and something in me snapped. I still am not sure what led me to the conclusion I reached but I somehow ended up on my knees before him. I expected to finally confuse him or at least make him truly angry but when I did start in on him there was silence. I felt his eyes bore into my skull but refused to acknowledge him until I flicked my tongue over his head.

Our eyes met and there was an odd sense of….. I’m not sure, but it certainly wasn’t the contempt from before. His hands found my head and ran through the hair I’d grown long to spite him and I continued diligently and silent. Something about all of this felt entirely too comfortable for my liking, like resolving this was what our real problem had been the whole time but the longer I did it the more that feeling dissipated.

He didn’t last long, but certainly longer than I would’ve imagined of him to be able to as several streams hit my bare chest and began to dribble south. Afterward, having cleaned myself up with a paper towel, I was ambushed (in a way) by him when I was making my way to the bedroom kept for me in his house. It wasn’t something I needed at the moment - how exactly does one process what I’d just decided to do, to my sleazy father of all people - but I couldn’t back down from the appreciative gaze that I was under. There was silence and a lot of loud breathing between both of us before the gap was closed and we were kissing. Who moved in first is impossible to remember but it was definitely his hand that dug my thickening shaft out of the mesh shorts I’d had on and rubbed our erections together.

When he came again, with my following soon after, the kiss was broken and he brought his pumping hand to his lips. He sucked the middle two fingers into his mouth before wiping the remainder onto my lips & walking back to the living room. Left there confused, I glanced in his direction before continuing to my original destination. The rest of the weekend was passed in similar understanding and I found myself doing things like walking around naked myself or masturbating where I knew he’d see me with neither of us saying a word about it.

All of this was last weekend and as my mother makes idle chat with me on the way back to his place, once we’ve turned down the block and I can see him waiting for us, for me, to arrive I am overcome with an odd mixture of both anticipation & slight disgust with a little, a lot of, confusion there as well. Mom kisses me goodbye and waves me off as she drives down the block while I wonder and worry what this sexual situation weekend will bring and try not to analyze the confusing & conflicting feelings battling inside my mind as I walk up the steps and close the door behind me.

(Source: baddogs, via daddydepot)

Tags: DILF diaries
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While working offsite isn’t something that most people can choose, or want to, Dad beginning to work from home had opened up a world of possibilities, free time and creative ways to have sex. His favorite was having me under his desk when he took in his daily conference call. He’d dress in a clean collar shirt and tie as well as his glasses, adorning his bottom half only with a pair of loose boxers. I would crawl under his desk in the home office and fellate him as he talked over spreadsheets and blue prints, reveling in the thrill and his silent praise that came of him gently caressing my cheeks when I would catch my breath.
Soon enough he’d finish the call and close his laptop, gesturing for me to bend over his desk from the other side as he placed his computer on the nearby file cabinet. Slowly tracing his fingers in circular motions on my buttocks he’d take a little time to finger me before just shoving himself in. I’d gotten used to this after the second or third time for the most part, but something about it still shocked me. Dad would start slow the first few stroke but settle into a more driving rhythm when he saw fit. On and on he would pump me until I could feel his cock stirring and he’d fill me with his cum.
Now sweaty, he would pull out and re-position me on my back, absentmindedly rubbing my opening as he rebooted his laptop and sending when his files were up and let me start my own day. Occasionally he’d cross my path throughout the day, not breaking his stride making sure he caresses me when he did so, and I’d smile at him before going back to my own online classes. Certainly I can understand why this arrangement wouldn’t work for some people, but when it came to us being home just made us work harder, if only because all the extra time we saved getting back home allowed us even more time for the important things.

While working offsite isn’t something that most people can choose, or want to, Dad beginning to work from home had opened up a world of possibilities, free time and creative ways to have sex. His favorite was having me under his desk when he took in his daily conference call. He’d dress in a clean collar shirt and tie as well as his glasses, adorning his bottom half only with a pair of loose boxers. I would crawl under his desk in the home office and fellate him as he talked over spreadsheets and blue prints, reveling in the thrill and his silent praise that came of him gently caressing my cheeks when I would catch my breath.

Soon enough he’d finish the call and close his laptop, gesturing for me to bend over his desk from the other side as he placed his computer on the nearby file cabinet. Slowly tracing his fingers in circular motions on my buttocks he’d take a little time to finger me before just shoving himself in. I’d gotten used to this after the second or third time for the most part, but something about it still shocked me. Dad would start slow the first few stroke but settle into a more driving rhythm when he saw fit. On and on he would pump me until I could feel his cock stirring and he’d fill me with his cum.

Now sweaty, he would pull out and re-position me on my back, absentmindedly rubbing my opening as he rebooted his laptop and sending when his files were up and let me start my own day. Occasionally he’d cross my path throughout the day, not breaking his stride making sure he caresses me when he did so, and I’d smile at him before going back to my own online classes. Certainly I can understand why this arrangement wouldn’t work for some people, but when it came to us being home just made us work harder, if only because all the extra time we saved getting back home allowed us even more time for the important things.

(Source: gandystuff)

Tags: DILF diaries
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With more people in the house, thankfully temporary as the extended family decided to spend my younger cousins’ spring break here with us, dad had to get more creative with our routine. Each night when I got to my bedroom there would be something sweet waiting for me on my pillow with a little something extra on top of it. He’d duck in to say goodnight when he could get away my aunt and uncle (his sister and brother-in-law) and watch as I gulped down what he left for me, taking extra special care to lap at the top of the candy and lock eyes as I did so.
We’d stare at each other briefly before he’d cross the room to kiss my forehead and leave, both of us hard & eagerly awaiting when we had the house to ourselves again.

With more people in the house, thankfully temporary as the extended family decided to spend my younger cousins’ spring break here with us, dad had to get more creative with our routine. Each night when I got to my bedroom there would be something sweet waiting for me on my pillow with a little something extra on top of it. He’d duck in to say goodnight when he could get away my aunt and uncle (his sister and brother-in-law) and watch as I gulped down what he left for me, taking extra special care to lap at the top of the candy and lock eyes as I did so.

We’d stare at each other briefly before he’d cross the room to kiss my forehead and leave, both of us hard & eagerly awaiting when we had the house to ourselves again.

(Source: ucantaketheboyoutofthecountry, via hot4hairy)

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Perhaps I was slightly overeager to temporarily resume my morning & daytime feedings. But Spring Break would end all too soon and I had to make sure I got in as many as he could muster before I had to take that long plane ride back to university.

Perhaps I was slightly overeager to temporarily resume my morning & daytime feedings. But Spring Break would end all too soon and I had to make sure I got in as many as he could muster before I had to take that long plane ride back to university.

(Source: shep-hard, via hot4hairy)

Tags: DILF diaries
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After the first few weeks everything became instinctual.
Something about the smell of his natural musk seemed to call to me. Even in the dead of night, merely smelling that distinct scent that oh so easily permeated my room would be enough to rouse me from my deep slumber. My body, just awake enough to heed its calling, moved of its own accord to be closer to the intoxicating smell and before I knew it my nose would be buried deep in the source as my mouth yearned to fulfill its own late night cravings.

After the first few weeks everything became instinctual.

Something about the smell of his natural musk seemed to call to me. Even in the dead of night, merely smelling that distinct scent that oh so easily permeated my room would be enough to rouse me from my deep slumber. My body, just awake enough to heed its calling, moved of its own accord to be closer to the intoxicating smell and before I knew it my nose would be buried deep in the source as my mouth yearned to fulfill its own late night cravings.

(Source: rock-hard-cock, via nuts-butts-bulges)

Tags: DILF diaries
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There was never a lot of time, or space, to have sex with each other. I’d known that dad getting promoted to hotel manager would mean less time at home but I’d figured it was nothing we hadn’t been able to do before, when mom was still around.
I was wrong.
Between the long hours and my increased volume of school work to graduate on time it was maybe once a week that we’d been seeing each other at home, usually only in passing. He would stay at his job most nights, however, in a courtesy room provided by his new position for the current manager. After a month or so of this I was growing increasingly irritated and I could hear in his voice when he’d call me to say goodnight that the same sexual frustration was shared between us. Eventually I’d had enough of it and decided to take matters into my own hands.
Grabbing the spare key he left for me on the kitchen table some time before (the manager suite had a regular lock instead of a key card), I drove over to his job in a plan to surprise him. I was expecting him to be half asleep, it was closer to midnight and he had to be up and making rounds by 7am, but he greeted me wide awake and with his legs open.
“Finally!” he crooned as I stripped, shutting and locking his bedroom door as I did so. I looked up into his eyes, a gaze drinking me in while he bit his bottom lip, in confusion before he continued.
“Why else do you think I left you that key, baby?” Only then did the realization dawn on me and I smiled back at him as he rose and pulled me back down on the bed with him. I began to pull away at first, only to tell him that I’d need to leave early to get to my campus, which was 15 minutes away from here, 5 from our house, as well as get home to change beforehand but I instead allowed him to overtake me.
I’d seen people wear worse to class then the sweatsuit I’d thrown on to drive overhear and I knew that I could borrow any of his boxer briefs in a pinch if needed. I also was thinking over whether or not it would be practical or too suspicious, to move into the suite with him on a more permanent basis. But none of that was really important to me at the moment as I was trying to calculate how many times we could have sex before either of us needed to get some shut eye.

There was never a lot of time, or space, to have sex with each other. I’d known that dad getting promoted to hotel manager would mean less time at home but I’d figured it was nothing we hadn’t been able to do before, when mom was still around.

I was wrong.

Between the long hours and my increased volume of school work to graduate on time it was maybe once a week that we’d been seeing each other at home, usually only in passing. He would stay at his job most nights, however, in a courtesy room provided by his new position for the current manager. After a month or so of this I was growing increasingly irritated and I could hear in his voice when he’d call me to say goodnight that the same sexual frustration was shared between us. Eventually I’d had enough of it and decided to take matters into my own hands.

Grabbing the spare key he left for me on the kitchen table some time before (the manager suite had a regular lock instead of a key card), I drove over to his job in a plan to surprise him. I was expecting him to be half asleep, it was closer to midnight and he had to be up and making rounds by 7am, but he greeted me wide awake and with his legs open.

Finally!” he crooned as I stripped, shutting and locking his bedroom door as I did so. I looked up into his eyes, a gaze drinking me in while he bit his bottom lip, in confusion before he continued.

“Why else do you think I left you that key, baby?” Only then did the realization dawn on me and I smiled back at him as he rose and pulled me back down on the bed with him. I began to pull away at first, only to tell him that I’d need to leave early to get to my campus, which was 15 minutes away from here, 5 from our house, as well as get home to change beforehand but I instead allowed him to overtake me.

I’d seen people wear worse to class then the sweatsuit I’d thrown on to drive overhear and I knew that I could borrow any of his boxer briefs in a pinch if needed. I also was thinking over whether or not it would be practical or too suspicious, to move into the suite with him on a more permanent basis. But none of that was really important to me at the moment as I was trying to calculate how many times we could have sex before either of us needed to get some shut eye.

(Source: longlowhangers)

Tags: DILF diaries