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It was 6 in the morning on a Saturday, and I was lying awake in bed, my stables bare. What I mean by that is that I found myself without any of my regular morning boys to call over. They were either unavailable or had proven to be unreliable enough that we had lost touch. So I found myself as I often do when I can’t sleep, laying in bed with a hard-on, trying to find a boy to take care of me.
More often than not, the efforts of my searches are fruitless, and I am left to take care of myself before moving on with my day. But it would seem luck was with me this day - a cute boy on Scruff sent me a woof. He was local, awake, and into all the right things - mainly being a cumdump sub bottom. We started chatting, quickly exchanged pics, and before I knew it I was out the door and on my way to his place.
You can tell I was rather desperate since I was willing to go to him instead of making him come to me. It had been a few weeks since my last really good fuck. I don’t just mean decent sex, I mean the kind of fuck that goes on for at least an hour and leaves you both sweaty and sore messes by the time you’re done. The kind where you spend the rest of the day feeling really really fucked out, just totally sated. That’s what I needed.
I arrived at his place just after 6:30. The sky was still dark and the roads still mostly empty. After texting him that I was there, he told me to meet him at the back door to the house, in the garage. He met me there and let me in, and beckoned me immediately into his bedroom, right next to the back door. I would learn later that he lived with a number of straight roommates. Love a slutty boy who sneaks his dick appointments in and out of the house.
I didn’t let us get too deep into small talk before I start stripping myself down. He followed suit, only wearing a pair of shorts himself over a bright red jock. I very quickly grabbed him and pulled him into me, going in for a kiss while my hand snaked around to grab and smack his ass. He’s a good kisser, and he moaned into my mouth when my fingers began seeking out his hole.
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It was a Friday night and I was hanging out at home with my roommate and Daddy D. Daddy and I had continued to see each other when we could though I think we were both realizing the realities and limits of our situation. Still, when we did see each other, we always had an amazing time together.
Tonight was a quiet evening. I had moved out, into a place with much more tolerable roommates. We were hanging out in the living room together, watching TV and smoking some pot. Daddy was friends with my new roomie, Brian. He introduced us. in fact, and it wasn’t long before the flirting started.
Brian was bigger than me, both in height and weight. A fuzzy bear of a guy, Daddy certainly knew where to keep the cute ones. He was sitting in between the two of us on the couch, in a t-shirt and shorts. I was similarly dressed, and Daddy was in jeans. The show we were watching had just wrapped up, and it seemed Brian had an idea of what to do with the rest of our night.
“Well now that that’s over…you guys wanna come upstairs?” Brian coyly asked us.
Did we ever.
“Lead the way,” Daddy answered before I had a chance.
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I hope that if you’ve learned anything from reading my stories, it’s that when I arrange for some playtime with a boy, I plan on taking my time. If the sex doesn’t last at least half an hour I’m not doing myself or my partner any favors. So when the opportunity arises, I love having a boy spend the night with me so that I can use him throughout.
One weeknight I had a boy, Nate, coming over for just such a visit. He was in town specifically for me, one night only. I unfortunately had to work early the next day, but this would be would be our only chance to meet up for some time. I’ve gone to work after not sleeping for two days straight. This would be a cakewalk, more than worth any drowsiness I was going to have the next day.
Nate arrived mid-evening. I was working on a few writing projects and needed to finish up, so I led him up to my room and got him comfortable. Which of course meant having him strip down to his jock for me to gawk at. Nate was tall with a thick forest of hair covering his body. As I wrapped up my writing work I kept finding myself distracted; looking over to him, half naked on the bed. I needed to finish.
And finish I did just a few minutes later, after which I launched myself onto my bed and on top of Nate. As my hands roamed his body I leaned my head towards his for a kiss. He moaned into my mouth as he felt my tongue slip inside and I grabbed his ass roughly in response. I could feel his already hard cock grinding against my rapidly inflating one.
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This story begins like many others: I was horny.
It was a Friday and work was going particularly slow, so I was on my phone hunting for some after-work booty. All my regular boys were tied up, and not in a good way, so I was stuck searching for someone new.
I didn’t have to look long before a cute cub, I’m calling him SlutCub for now, was hitting me up on Scruff. Short haired, fuzzy, and submissive, he was in town for work and staying at a hotel near my office. We talked for a bit, discussing specifics and kinks, and set up a meeting time after work. Once I was done at the office I drove right over.
I walked in and made my way to the elevator. I always wonder if the hotel employees can tell why I’m there when I just walk past them and make for the elevators. Wouldn’t stop me even if they did, of course. As I walked the halls I passed gaggles of teenagers, presumably here for some sort of school conference; no idea what’s going on in the rooms next to theirs.
The door was open and as I let myself in I was greeted with the site of a boy ass up on the bed, naked from the waist down. I shut the door behind me and kicked off my shoes as I approached him. I grabbed his ass with one of my hands and gave it a firm smack. I stood there, squeezing and kneading his cheeks for a few moments, before dropping to my knees in front of it.
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I was stressed out. It had been a long week between work and my personal life and I was really starting to feel it. So by the time Friday rolled around I was eager to do something about it. Additionally, my particularly randy mood led to me making some new purchases for the bedroom. Thanks to wonderful places like Fort Troff, I was the proud owner of a shiny new set of bondage straps for my bed. I also purchased a set of cuffs - one pair for the wrists, one for the ankles, and then a special pair for thighs. I was not messing around. After everything was set up the only thing left to do was get a boy over and strap him down.
I didn’t have to look long; boys really like when you talk about how you’re going to tie them up. I quickly found one of my regular boys, B, was more than willing. He was excited, as it would be his first time trying bondage. We set up a playtime for after work that day and then I eagerly awaited our appointment.
He arrived at the scheduled time and I pulled him upstairs and into my room. He stripped without being told as I stood at the side of the bed watching. Once he was wearing only his jockstrap, I pulled him with me onto the bed. My hands immediately went for his ass while my mouth sought out his.
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The holidays were over, but Daddy D and I still found ourselves unable to meet up regularly at either of our homes. A combination of roommates and busy schedules forced us to make do with what we could, leading to a lot of dirty pics and texts being sent back and forth. I became particularly fond of expanding my jockstrap collection and showing it off for him. All the while we checked for any openings in our schedules for us to get together.
Eventually, we lucked out and found a good night for the two of us to meet up. Both of our places were still unavailable though.It looked like we were going to have another fun night in a park together. Daddy sent me the address of a place nearby, and I hopped in my car that night to meet him.As I pulled into the parking lot, I could see it was a pretty innocuous looking park. It had all your usual trappings: some pavilions, a baseball field, playground. Then, further back, was a forest with a number of trails people could go on for walks. Not exactly like the trails from some of my camping adventures, but I’m sure they’ve seen their fair share of action.
I sat in my car for a few minutes until I saw Daddy park his own. I walked over and hopped in the passenger seat. We weren’t going anywhere, I just wanted to make out a little. Once we were done, we stepped out and made our way over towards the park proper.
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After our impromptu threeway, Jay and I got up to get our day started properly. We had lots of fun plans to get to! I grabbed a quick shower before Jay so that he would be able to assess the damage to his well-used hole, and give himself another cleaning afterwards. I am ever the gentleman.
The first thing on our docket was the beach! No too far from my home is a nice little public beach. And on certain portions of this beach, law enforcement has been kind enough to “look the other way” when it comes to public nudity laws.
We were headed to a nude beach for the afternoon.
Before we went to the beach proper, though, we had a couple of stops to make. The first was just for food - fucking three times in 12 hours builds an appetite. While we grabbed a quick bite, our second stop became apparent when some cute boy started chatting up Jay online. He wanted a piece, and I’m a very generous daddy, so I told Jay to let him know we would be stopping by.
This boy, we will call him Pete, lived not far from where we were headed, so it only took us a few minutes to get there after leaving lunch. He let us in and led us straight to the bedroom. Pete was verse, and he was looking to get both of his itches scratched that afternoon; first I would top him, and then he would top Jay.
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It wasn’t hard falling asleep after a night of sweaty and exhausting sex. And there are many, many benefits to having a boy in your bed overnight. For example, if you happen to wake up in the middle of the night as frequently as I do, you have a nice, warm, still-wet-with-your-cum hole to use. And nothing helps you fall asleep like draining your balls.
So naturally, when I woke up around 4 am and was unable to get back to sleep, I decided to make the best of the situation. Jay was still fast asleep, playing the little spoon to my big spoon. My already hard cock was pressed against his ass, and I ground my hips forward firmly, but gentle enough so as not to wake Jay.
Spitting into my hand, I slicked my cock up quickly and inched my hips closer to Jay’s. Pushing his ass aside with my knuckles, I aimed my cock at his hole and pushed in, finding very little resistance, as expected. I could hear Jay begin to stir as I bottomed out, wrapping an arm around his belly to hold him in place. I held myself in place, buried to the hilt, and flexed my cock a few times, feeling Jay stir more and more each time he felt my cock expand inside him.
As I thrust into his hole, I could hear Jay’s moans being muffled into the bedding. This is far from the first time I’ve used him like this. I’m not even sure he’s fully awake. Not that it would matter. I pulled him tighter to my body as I continued to fuck his hole. Not going for anything fancy or involved, just a good old fashioned breeding and then it’s back to sleep.
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Our cuddle break eventually turns into a groping and kissing break, after we catch our breaths. Everything still felt so good, I was perfectly content to let Daddy guide me through whatever he wanted to do next. Once he’s ready, Daddy extracted himself from the bed once more.
After first making sure we were both still well hydrated, he again opened his duffle bag of goodies. He wasn’t looking for much - just something to fasten my cuffs together. Returning to me, he attached my cuffs together and flipped me onto my stomach.
Daddy at first covered my body with his own, taking the opportunity to again bite and mark up my neck and shoulders. I wanted to wear his marks forever. Then he began to work his way down my back; reaching my ass first with his hands, and then his mouth. Roughly kneading and squeezing my cheeks, he spread my ass to tease my hole, gently blowing air over it. Then he dove in, tongue first.
I love getting rimmed. Contrary to popular belief, a lot of tops enjoy having their asses played with. I just don’t enjoy when you try to stick something more than a tongue in there. Tease and rub the outside of my hole to your heart’s content - it feels great. But any boy who tries for more is gonna get some sense spanked into him real quick.
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Christmastime was here, and I was looking forward to unwrapping a daddy shaped present. It had been a couple of weeks since our fun in the park, and I was very eager to see Daddy D again. Finally, we had managed to find a good time for the both of us. His place would be empty, and I would be able to spend the night.
And spending the night was important because the plans we had made would require a small amount of recovery time afterward. Daddy D had gotten his hands on some MDMA, also known as molly or ecstasy, and we were going to take some and spend all night fucking our brains out. I had done molly a handful of times before, though always in a more casual setting - never sexual. After hearing some of the things people had told me about having sex while rolling I was pretty excited to try it myself. MDMA is probably the “hardest” drug I’d ever be willing to do, and even then very sparingly and under certain circumstances. This just happened to be one of those circumstances.
I packed an overnight bag and headed over to his place. After I parked, Daddy lead me inside and straight into his bedroom. I set my bag down and got comfortable, taking off my shirt. Daddy came over and began to kiss me, taking off his own shirt before sitting on the bed.
“You ready for a fun night, cubby?” He asked as he reached over to his nightstand.
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