Boy Bottom's Naughty Thoughts

He had moved out west to Palm Springs only a couple of months ago. As he sat in the coffee shop contemplating the move – still not entirely sure it was the right idea – he thought back to why he had moved. Victor grew up in a small town, in a somewhat strict catholic and latino family. Coming out wasn’t really an option for him, but he had no choice. His neighbor caught a fuck buddy leaving their house when everyone was gone for the day, and outed him to his family. He packed his things and moved to Palm Springs – a little gay destination he had dreamed of visiting. 

His first month there was rough. He found a sublet and some part time work. Being a 23 year old, college educated bonafide stud should’ve worked to his advantage in the neighborhood. But that wasn’t the case. He struck out on most interviews, not because he wasn’t qualified. He was, in fact, the right one for the job. The rumor mill had spread about him – more specifically his looks – that some of the managers and bosses in town didn’t feel they could trust themselves to look but not touch. One of his friends he met out there, a fuck buddy to start, recommended that Victor become an escort. He would get paid by the same men that refused to hire him because they knew they couldn’t sleep with him. And they would have to pay top dollar. 

He figured he would give it a shot; “nothing ventured, nothing gained,” as his dad used to say. The first few times were a bit rough until he got into the groove of things. Victor is completely versatile and a type-a personality. In other words, he could pretty much get into any scene that his trick wanted. Victor soon found out that the more mature men had better experience to help him both explore the world of man sex, but also financially. He was daydreaming about those guys as his phone dinged for the hundredth time. 

Finally looking at his phone, he read the message from the service. “V, we have a request for you, specifically. It appears one of our clients heard through the grape vine how good you are. He and his buddies are having a special 50th birthday party and want you to be the main event – if you catch our drift.” Victor’s eyes widened as he kept reading. “There will be 6 of them in total. Your overnight fee has been selected and quadrupled as well to accommodate for this event. In other words, you’re going to do very well.” 

Victor couldn’t believe it. This was a dream come true. He had long pictured himself as a pass-around slut for a group of men. “Be ready at 7 pm. A car will pick you up to take you to the house for the event. Make sure you’re well prepared ;).” Looking at the time, he realized he only had a few hours to get ready. And if these guys were hung, he was going to have to make sure he was cleaned inside and out.

At 6:55, Victor was ready to go. He put on an Andrew Christian jockstrap with a zippered pouch and a built-in cock ring (his favorite). It sat perfectly on his hips and framed his ass well. He put on his tightest tank top that hugged his pecs and showed off his biceps. Tight shorts completed the look. He appeared as a total fuck toy and knew the guys would be clamoring to get at him. He saw the car pull up and was about to leave when he rushed to get his lucky bottle of poppers. If these guys wanted him to bottom, he was going to need a little extra help. 

Pulling up to the house 15 minutes later, Victor emerged from the car and made his way up the long path to the front door. Before he could ring the bell, it opened. Before him stood this god of a mature man, easily 6′4″ – dwarfing Victor’s 6′ frame. “You must be the lucky boy tonight,” the man said, extending his hand. “I guess so,” replied Victor. “You’re the birthday boy?”

“One of them,” the man said showing Victor in the house. “This is a special gathering tonight. We’re all turning 50, and we haven’t had a night like this in god knows how many years.” As they may their way through the foyer and up the stairs of this town house, Victor finally took in everything around him: it was impeccably decorated, new construction, oh, and the man who answered the door – he still didn’t get a name – was in a tight red speedo that left little to the imagination. “The rest of the guys are just out back enjoying the pool. Now, if you don’t mind, putting on this blindfold and sitting here. I’ll be right back with the guys to introduce you.” 

This was a turn of events. Victor wasn’t into blindfolds or the anonymous scene. Then again, he never had a client willing to pay 4x his overnight fee for an event. So he sat there and waited until he was instructed to take the blindfold off. When he did, he had to forcibly blink several times to make sure he was seeing correctly. Before him stood the man who answered the door and 5 clones, all in a different colored speedo. 

“Welcome to the birthday party!” the man said. “These fine gentlemen and I are sextuplets. All of us are gay. All of us love the gym. And all of us happen to be tops – some more than others. You, pretty boy, are our play toy for this evening.” 

Victor gulped hard. He wasn’t expecting these guys to be identical to each other. And yet, he was so turned on that his cock was dying to escape. He slowly found his confidence as he took the initiative to undress, “well then, you guys are going to get your money’s worth tonight. Who’s first?”

The red suit, finally introduced as Greg, took the lead. “Since this was my idea, I’ll go first. Followed by Randy, Tim, Nate, Frank, and finally Tony. Tony’s the most dominant here, so we’re gonna do our best to open you up before he gets his turn. He doesn’t go easy.” Victor turned around and showed off his muscled ass. He had put lube inside as a precursor for the night, hoping it would help move things along more smoothly. As Greg took his position behind Victor, lubing up his 8″ thick cock and teasing the hole in front of him, Tony took the opportunity to use Victor’s mouth. 

The other guys undressed as they watched the action unfold. Tony reached into his speedo and pulled out a little brown bottle. Untwisting the cap, he shoved it under Victor’s nose to get the boy to huff. Victor’s head swirled as the poppers took their effect. Looking up at Tony, Tony nodded to Greg. Greg pushed his way through Victor’s tight hole in one stride. “You’re my boy tonight, you know that,” Tony stated. “Open up and take another hit.” He held the poppers out for Victor again. 

Victor wrapped his mouth around Tony’s cock, which had been rock solid at 9″. And thick. High off the poppers, Victor started to submit himself to Greg and Tony. He tried to take Tony deeper into his throat, only to be stopped. He looked up at the man he wanted to call Daddy. “Be a good boy and drink,” was all Tony said before he unleashed a torrent of piss down Victor’s throat. Nearly gagging, Victor did was he was trained to do and swallowed every drop. The other 4 other brothers were clapping and hollering at the action in front of them. 

Victor hadn’t even noticed that Greg was getting close to shooting his load while Tony was taking care of his mouth. Soon the pounding in his ass became more rapid and frantic. He squeezed his hole tight to milk out Greg’s load. With a loud roar, Greg shot 7 copious ropes of cum into Victor’s anal chute. After letting his cock deflate, he stepped aside and let Randy take the hips. Tony stepped aside to let Greg get his cock cleaned. 

After every drop was licked up by Victor, Greg leaned down and whispered into Victor’s ear, “Us daddies have been saving up our loads for the last two weeks. We have the stamina to go all night. You do your job well, and you’ll be leaving here to go pack up your things and move in to our house to be our permanent boy, available for us to fuck whenever we want.” 

Victor couldn’t believe his luck. He bucked and moaned as Randy fucked him hard. He lost control of what was happening and cum started to leak from his cock in a steady stream.

After that afternoon, they found more ways to include you, whether it was going to the golf course, the cigar bar, or other places around the resort the mrs wouldn’t enjoy going. Of course, those were a cover, because you just went back to your room to engage in all the sweaty play you could. You found out that both couples were college sweethearts, with Rick and Bill being fraternity brothers. They used to pick up women together and share them. Eventually they found themselves sharing their own loads even when women weren’t around. They went into business together. Started their company and grew it to a global enterprise. In other words, these daddies were like the mentors you’ve wanted – in and out of the bedroom. 

Your two weeks at the resort were coming to a close when Bill got a text after a hot session from his wife. They had planned on staying for a full month; with about 2.5 weeks left of their vacation, Bill’s mother fell ill and they decided to head back home. Rick’s wife, who would rather venture back home than spend more time in the sun – she hated it but went because her friend was there – told Rick he was free to stay at the resort because he deserved the break. 

So Rick invited you to extend your stay. Bill and the mrs were leaving a day before you were; the timing couldn’t be more perfect. You owed it to yourself to indulge. After checking out of your room, you made your way to Rick’s. And were you in for a surprise. Rick had one of the bigger suites at the resort – a bungalow with butler service.

He left a key for you to just enter as you please. There, in the center of the living room was Rick, ass up. The sun bounced off his speedo tan line, reflecting light back towards you as you saw a shimmer from what appeared to be a pre-lubed hole. After locking the door, and double checking it, you stripped as your feet moved you towards this hunk of a man. Barely stepping out of your own clothes, your cock reached his waiting pucker and slid right in. Rick’s hole had become accustomed to your cock, opening with ease and taking it deep. This man was perfect. Minus the married and affair with his best friend part. 

Rick’s hole was working its magic on your cock. Massaging it, but more like milking it. He begged you to fuck him harder. To really give it to him. To turn him into the bottom slut he wanted to be with you. With Bill he was a bit more reserved, but you brought out his slutty side. The side that wanted it, in more ways and with a little kink. Rick’s verbal tirade was getting you worked up and soon you were depositing your load deep into his love canal. 

You did some digging and found an all-inclusive in Puerto Vallarta that you had dreamed about going to. So you booked a trip for two weeks. You figured you’d get some rest, relaxation, a good tan. And if you were lucky, finding a guy at the resort who wanted to fool around. You were that guy once, stealing glances and trying to sneak away from the mrs or your room. But now you have your room to yourself. And no one holding you back. 

You had been at the week for a few days when you spotted these two hot daddy types. Both showing a bit of their age around the temples, but with bodies that you strived to achieve. They both had wedding bands on and always sat separate from each other. Now, your gaydar was still sorting itself out, but you figured at least one of these guys liked to play. But then you saw a woman sit by each. Fortunately, both couples looked disinterested in their partners. 

So you sat back and watched. And tried to keep your cock under control in your first ever speedo. The bulge was always prominent, but you wanted to make sure it wasn’t unsightly. A few days had gone by and you sort of memorized their routine - or what appeared to be their routine. They’d be gone about 10 mins or so before getting back to their wives. Again, they came from separate directions. You suspected that was to throw people off. 

Finally, you couldn’t take it anymore. You took a risk and followed briefly behind them. Each one entered the semi-out of the way men’s room at the end of the pool – the bathroom that you wouldn’t really know was there unless it was an emergency. And so you waited until you heard an unmistakeable flush of the toilet. You used that as your cue to walk in.

As you entered, there stood the two daddies. One in gold. One in black. The daddy in the gold speedo stopped like a deer in headlights as his buddy was looking down and tying the drawstrings on his own speedo. Unaware that someone had walked in, he spoke up first.

“Damn, Rick. I feel so much better. You might need to change your bathing suit, as it looks like my load is dripping out of your ass...” 

“Uh, Bill,” said Rick as you just smirked. “Looks like we need we’ve been discovered.”

Bill looked up and saw you standing there. You couldn’t miss this opportunity.

“Hardly,” responded James. “He was asking for it. It was a long time coming – he deserved what he got.”

“I don’t know. Something just doesn’t feel right about it.”

“Look,” James continued, “if it makes you feel better, I’ll go have a talk with your nephew. Your brother wouldn’t have sent him here if he didn’t think you could straighten him out.”

As James got up, he left his partner Chris to contemplate the events of last night. “How did it get so out of hand?” “Why had Daniel done what he had done?” Closing his eyes, he got lost in his thoughts even more.

He could vividly hear the guttural moans that came from Daniel, as his nephew begged his uncles to take his anal cherry. Daniel had shown no signs that he was gay, and yet he had successfully seduced both Chris and James with craft the two older studs had never experienced. The boy managed to suck each cock - a respective 8” and 9.5” in size - before taking turns riding them deep into his hole.

Chris couldn’t help but feel his cock harden at the memory. Even when they first met, James wasn’t that talented of a bottom — and he wasn’t a virgin! But Daniel was something else. He coaxed 2 loads from each of them deep in his hole. The last two were at the same time as they penetrated their nephew together.

As Chris’ hand slowly reached down to his cock, eyes still closed, he realized that those moans weren’t just a memory. He was hearing his nephew from inside the house.

“Ugh... fuck me uncle James. Pound my fucking boy pussy!” Daniel pleaded.

Chris sprung up from his chair and gingerly walked back through the sliding glass doors to the living room. There, naked as the days they were born, were James and Daniel. Daniel was on his back, knees touching his chest. James was in a push up position plunging his cock deep into the willing hole. Chris couldn’t believe his eyes as a slight gasp escaped his lips.

“It’s about time you got in here uncle Chris,” said Daniel as he spotted his uncle. “I’ve been hoping to get your cock down my throat again.”

“See? I told you we weren’t too hard on him last night. His hole still had our loads. And it’s still super tight.” James made a point to punctuate his fucks with that last thought. He growled and plunged deep, deeper than Daniel every thought possible, and shot another thick load in the boy’s hole.

“He’s all yours, if you want a turn. And by the wet spot on your speedo, I have a feeling you’re gonna teach the boy a lesson.”

Chris couldn’t deny he had been turned on. James always managed to get him horny. As he walked closer to the couch, he stripped, petting his cock flop out — harder than it had ever been.

“You’re gonna becomes our personal slut, Daniel. Maybe we’ll whore you out too. But for now, show me how good of a boy you can be for your dear uncle.”

Under the Hood: Hands

We had a good routine going. A couple of times, I convinced him to come over during the work day for some fun at lunch. At first he was shy about it, but then got into it knowing that the load he dropped in the morning was still in my ass. The doorman never stopped him (an agreement I worked out), so he’d show up on time to “surprise me.” 

On those afternoons, I made sure to take a leisurely lunch which included being naked, ass up on my bed. He’d walk in, as silently as possible, and pry apart the round globes of my bubble butt. After a couple of tongue flicks, he’d grab the lube on the nightstand and enter. His big load provided enough coating in my hole for him to face little resistance. 

After several months of riding his cock and being his slut, I had found myself really falling for him. I was addicted to the feeling his cock gave. I loved feeling his load deep inside me. I knew I had to get my feelings in check as he would never leave his wife for me – it was foolish to even ask. I did what I could: switched gyms, took travel assignments at work, even deleted most of my app accounts. 

So imagine my surprise when I feel someone bump into me at the gym and turn around to see this dilf again. He’s smiling warmly, dressed in a black tee and a worn yellow jock. Fuck I forgot how hot he was. 

“Well, boy, I finally found you,” he said pointedly. 

“I’m sorry. I... I...” I responded. “I couldn’t stop myself and my...”

He cut me off, “I get it. You’re addicted to my daddy dick. You love it in your tight boy pussy. I’ve missed it, haven’t you? Or do you love it too much you needed a break?” 

His question pierced my mind, bringing back a flood of memories of him filling me up. I just looked up at him, not saying anything. He stared me down, holding my gaze for a minute before speaking. 

“My buddy owns this gym. That’s how I found you. You deserve to be punished for skipping out on me with no word,” he said. “Luckily for you, he knew to contact me when I filled him in on my conquests the other day. I told him you had the sweetest ass this side of the Mississippi.”

I gulped but beamed inside with pride. 

“So. Here’s what’s going to happen. You’re going to get dressed and walk into the manager’s office. He’s expecting us – well he’s expecting some expert head while I fuck that pussy of yours again. I own it just like I did before. You got that, boy?”

“Yes daddy. I understand,” I said as I scrambled to get dressed as fast as possible. The manager was a stud and I wasn’t going to miss this opportunity. 

Jocked and Loaded

Ask Questions

Ask whatever questions you want. Will try and answer them before the 17th. For whomever remains in Tumblr town. Now is as good a time as any.

He liked that I was a bit sweaty from the gym - made my boy hole taste ever sweeter. He ate it the way an expert should. My hole was open and loose enough to take his thick daddy cock - 7 inches long and just as thick around - in a single, fluid motion. He wasted no time in pounding out my hole, hitting my spot repeatedly. I moaned like a bitch in heat; it only turned him on more. He dumped his first load inside as he whispered, “this hole is mine now, slut.”

I groaned and I drove my ass back on his cock, planting it deep inside me. This man, this dilf, had awakened something inside me that craved his cock – and him. He stayed hard and fucked me again. By the time he shot his third load in me, I had finally cum. By that point, it was well past 11pm, and we’d been going at it for at least 5 hours. He had to get back home, but promised me we’d get together again soon. 

But the weird thing is, I didn’t see him at our normal gym time. His normal locker remained unused. Was he trying to see if I would be loyal to the man that owned my ass? Did he enjoy it so much that he had to fight the urge to indulge in my sweet hole more times because of his regular life? So many questions ran through my head over the course of that one month. I began to give up hope that I’d ever see him again — well, that he’d ever fuck me again. 

That fear left when I had to switch my gym routine up a bit - ended up going one morning before work. My hours had become longer, so it made more sense to get the workout in prior to heading to the office. I didn’t know what to expect going so early - the gym was mostly empty. That meant I could focus. After checking in at the desk and grabbing a towel, I made my way to my normal locker. As I turned the corner to the row, there was my dilf. 

His shirt was slightly raised and his thumb was hooked into the waistband of his jockstrap, pulling it down ever so slightly. I stopped in my tracks and just stared. He stood like that, watching me, looking at me, with a shit-eating grin on his face. When he saw I couldn’t take the tension anymore, he broke it, “It’s about time you showed up, boy.” 

I stammered with my words. He told me that our last rendezvous made life at home tricky. He couldn’t be staying out past 11 pm without notice – too many suspicions. So he started coming to the gym in the morning, knowing that if he wanted to, he could take a morning “off” and hopefully fuck me before work. Hearing this made my cock swell and my hole twitch. This daddy wanted me as much as I wanted him. 

“I don’t think I have the energy to workout this morning, sir,” I responded gently. “It looks like you’ve just finished?”

He smirked. “I was just about to get in the shower – the usual last stall,” he commented as he finished stripping and walked towards the back. “Oh, and don’t worry about the front desk guy. He knows to keep anyone out of here for a while and to keep his mouth shut.” 

I stripped as fast as I could and made my way to the showers. There he was, rock hard and leaking his sweet pre-cum. I got on my knees without hesitation, deep throated the cock I had come to love and dream about, and sucked like it was the last thing I’d ever do. Before long, I felt his nuts tighten. This dilf pulled me off of his cock and forced me to face the wall with my ass out.

Workout Wednesday

Jock Bro Power

So that’s how I settled on this gym. Based on the relocation package my company offered me, I knew it had a slightly older demographic. Which is fine, considering DILFs usually got my knees weak and my hole to twitch. And this gym seemed to be crawling with them — even if they are straight. 

After working out for a couple of months, I finally settled on a routine. If that routine happened to follow suit with the hottest guy in the gym, sue me. Without him knowing, I did everything I could to workout harder and prove myself to him. He was mature, sexy and on his way to getting fitter by the day. And in the locker room, he usually stripped down to his jock for a bit before heading to the shower. I’d wait until I hear the water going before going to take a sniff of it - just to see if he’s just as manly as he looks. 

I got to the gym later than usual and didn’t see my crush working out. I decided to do a lighter session before heading to shower. It was just my luck that his locker was a bit open and the straps from his jock were hanging out - believe me, he used the same locker every time. I risked a quick moment to look at it; it had started to turn color from all the sweat and piss he must’ve had dripping in it over the last couple of weeks. It looked unwashed. And for a jock hungry guy like me, I couldn’t be happier. I heard the shower turn off and got back to my locker to avoid suspicion. 

I was sitting on the bench when I felt a presence behind me. I turned to face my crush, this hairy married stud, standing behind me with his jock covering his cock. He just glared down at me as he spoke, his voice deep and a bit husky, “what’re you looking at, boy?” The use of boy was not lost on me. Many a daddy type have used it and it made my body shudder. 

“Uh... um... nothing, sir,” I responded. The sir just slipped out. 

“Nothing?” he questioned. “Don’t think I don’t notice how you stare at me in the gym or move my jock around when I’m showering. You’re not so discreet there, buddy.” 

Fuck. He had caught me. This could go one of two ways. He could either be interested in a guy like me, or he could have me kicked out of the gym for perving on him. I tried not to look at him, but I kept finding myself glancing up. His stare never broke but I saw a small smirk start to form. 

“It’s ok, boy. Don’t be scared.” He calmly stated. “I’ve been wearing this jock for a couple of weeks to get it nice and ripe for you. Here...” He thrusted the jock to my nostrils, leaving his cock exposed. I didn’t plan on it, but I inhaled deeply. His scent hit me harder than poppers did; my mind became tingly and my hole twitched uncontrollably. He removed the jock from my face. As my eyes opened, his cock was hard and sticking out in front of my lips. 

I gave a gentle lick on my lips as I looked up at him. “That’s a good boy, son. You like pleasing your daddy, don’t you?” I could only nod, transfixed on his manhood in front of me. A single drop of pre-cum formed on the end. I leaned forward, guided by my tongue, and swiped it from his cock. 

“Careful, boy. Once you start, I’m not stopping until I’ve unloaded everything in my nuts. The Mrs has given me the sex freeze, so I’ve got 2 full weeks of fresh daddy cum that need to be released.” 

Hearing that made me even hornier. Now was my chance to take a risk of my own. I stood up, leaned close to his ear, and whispered, “Then daddy should come back to my place, a few blocks from here, so this boy can take care of him the way he should be.” I let that sink in for a moment before I continued, “And don’t worry about not trying to knock me up. I expect to feel your best swimmers in there.” 

With that, I turned around, bent over to pick up my shorts, exposing my clean-shaved, tight boy hole to this daddy. I heard a growl from behind me and some quick sounds as he rushed to get dressed. By the time I closed my locker, he was pressed up against my back.

Not wanted to raise any issues with the new neighbors, Danny kept to himself and his room whenever they were using the pool. Both daddies would be in tight speedos that framed their beefy butts and showed off their impressive packages. Combine that with the tanned skin, hairy chest and nice scruff, and these men were sex on a stick. Which is why Danny constantly hid by his window and jerked himself off watching the guys in the pool.

After a few weeks of thinking he had watched them in secret, Danny was in for the surprise of a lifetime. He knew his parents had befriended the two daddies, but he had not really spent much time talking or getting to know them. His parents were headed out of town for a weekend away to “rekindle the romance” — a phrase that caused Danny to throw up in his mouth a bit. But his parents asked the guys next door just to keep an eye on him while they were away. The daddies, Scott and Roger, were more than happy to oblige. They even invited Danny to come over to use the pool whenever he wanted; it was a dream come true. 

Saturday morning had rolled around and Danny found himself in his usual position: watching Scott and Roger sunbathe in their tight speedos as he jerked off. The men knew he was watching and decided to put on a bit of a show to seduce the horny teenager. Scott reached over to kiss his husband as his hand traveled to the navy blue speedo-covered cock. After a quick squeeze and the kiss, Scott motioned for Roger to follow him inside. He had seen Danny get even more excited by the show and hoped the boy would make his way over. 

Danny couldn’t believe his eyes. It was like watching a real life porno happen right under his window. As he saw the guys head inside, he thought fast. Maybe, just maybe, he could sneak over and “use the pool” as a way to try to see if they were going to be having sex. After all, Danny wasn’t exactly a jock nor a nerd, but most definitely a virgin. And he wanted to see two men play. 

He slipped on his smallest, tightest bathing suit and snuck into their backyard to use the pool. He placed his towel on one of the chairs as he quickly took in his surroundings. He knew the layout of his neighbor’s house pretty well and thought that he could find the perfect hiding spot. Danny was crouched down peering through the window watching the two guys dry hump, with their speedos pulled down. Scott turned his head as Danny tried to drop out of sight. “Shit,” he thought. “They saw me. Fuck, I’m screwed.” He started to crawl back towards the stairs staying out of sight hoping they actually didn’t notice him. 

He had just got to the french doors when they opened and there stood Scott and Roger, towering over Danny still on his knees. Danny slowly raised his head to stare at the two beefy neighbors. 

“What do you think you’re doing, Danny?” questioned Scott. “Were you spying on us? Were you trying to see me fuck my husband?” Danny remained silent and bowed his head. He was embarrassed. He tried to speak but nothing came out. 

Roger spoke next. “Danny.” Danny kept looking at the ground, in fear that if he looked up at them, he’d just stare at their cocks and not their faces. “Danny, please look up at us,” Roger continued. His voice sounded genuine and sweet, unlike Scott just did. But that was their plan, a little good cop bad cop. The boy still didn’t look up so Roger squatted down to get on his level. 

He put his hand under Danny’s chin and raised the boy’s face to look at him. There had been a couple of tears rolling down his cheek. “I’m... I’m... sorry Roger,” Danny stammered out. “I didn’t mean to. I didn’t know where you guys were and wanted to make sure I could use the pool.” Scott interjected, “Didn’t mean to? Boy, you’ve been staring at us from your window since we moved in. We know you’ve been wanting to watch us for a while now.” 

Danny’s face turned bright red as he turned his head to look at Scott. He couldn’t believe they knew. He felt so stupid. Scott just looked at Roger and gave him a knowing nod. Roger pulled Danny’s face back towards him. “Stop crying. You’re not in trouble, Danny. Not in the slightest.” Danny took a deep breath. “In fact,” Roger continued, “we’re going to prove to you that you’re not in trouble.”

“Ho...” Danny started to ask but was cut off by Roger leaning in to kiss him. As Roger’s tongue poked into Danny’s mouth, Danny found himself melting into the dilf’s hairy arms. They broke the kiss and just looked at each other. “What just happened,” Danny asked.

“Well, kid, we figured you were into daddy types the first day we moved in. We’ve been waiting for the perfect opportunity to invite you into our bed. When you’re folks asked us to watch you this weekend, we figured this was it. Any questions?”

As their feet were planted in the sand and the kind stranger took their pic, Armin took a risk. With his sunglasses on, Dave couldn’t see what he was thinking. And from the angle of the photographer, you would barely notice that Armin’s finger was lightly touching Dave’s leg — right below his speedo. 

Dave barely felt it too, but it sent electric waves through his body. His blood started to rush to his cock, forcing the black material shielding it to expand ever so slightly. He quickly thanked the photographer and grabbed his phone back. As he looked at the photo, he didn’t realize that Armin had started back towards their room, the top of his speedo pulled down a little to reveal the lightly hairy beginning of his ass. 

Armin had hurried back to the room to put the second part of his plan into motion. He knew that if he timed it right, he could be in the perfect position of having Dave walk through the door just as he walks into the bathroom to shower — all while giving Dave a quick glimpse of his bubble butt. And it worked. 

Dave couldn’t be too certain, but he felt like this was all set up. He needed to see his friend’s ass up close and decided to risk it all. As Armin was in the shower — one of the giant spa-like with multiple shower heads — Dave stripped down and thought about what Armin’s ass would taste like, and feel like. He remembered the light touch on his leg and soon he was rock hard. 

Dave strode into the bathroom. Thankfully, Armin was facing away from the shower door, leaning forward a bit to let the water cascade down his back and between his cheeks. Dave slowly stepped on the wet tile til he knelt down behind his friend. 

Not wanting to give away the surprise, Dave plunged his face into Armin’s hairy cheeks and probed his tongue into the hole he’d desperately wanted. 

Both men were exhausted from the triathlon they both did, but there was an intensity and adrenaline still inside them. Each had try to out-do the other – first time competitors – but secretly got off on the other watching from behind. So if one wanted the attention, he would move ahead. It was a daring move, but it paid off. They both crossed the line at the same time. 

As they walked back to their respective cars, their friends long gone as they only witnessed the first portion, they made the usual small talk. They were each still dressed in their speedos, bulges noticeable, and clearly turned on talking to the other. 

“Say, why don’t we grab a beer to celebrate?” 41 asked, not wanting the conversation to end.

“Sure. You have some place in mind?” 53 questioned, hoping that the answer would be “your place or mine.”

“If you don’t mind, I have a fully stocked fridge from a BBQ a couple of weeks ago that I need help going through” responded 41. 

53′s eyes lit up. He couldn’t have said yes faster. He followed 41 home, did a quick adjustment of his bulge before exiting his car. 53 could’ve sworn he saw 41′s bulge even more prominently, the cock rock hard, as he passed by him and into the house. 

“Go ahead and make yourself comfortable,” 41 commented, leaving “by taking off that speedo” still in his head. “I’ll be right back with the beer.”

Thankfully it was summer and your parents had gone on their annual vacation for 2 weeks. Being 18 and off to college in a month or so, they left you to your own devices. So imagine your surprise when you woke up one day to see your hot dilf neighbor watering the lawn in just a tight blue speedo. It was tight enough that even from your bedroom you could see the outline of his cock. 

Since you woke up with morning wood to begin with, your cock was now strained against your sheets, a full 7″ of teen jock asking for release. You glance back outside and could’ve sworn you saw Mr Cusumano checking out your morning wood and giving you a wink. Feeling courageous, you throw on a pair of shorts and head out next door to see if he needs any help. 

“Thanks, Sam,” he says to you. “I really could use some help in this heat.” 

He instructs you to hold the hose as the water’s been a bit tricky. He heads around to where the valve is and jiggles it. You decide to be a bit of a smart ass and try to seduce Mr Cusumano by facing the hose to yourself as it jets back on. Soon, your white shorts are completely drenched and your cock can be seen snaking down your leg. 

Mr Cusumano returns from the side of the house to see you’re all wet. 

“Well, what do we have here, Sam? Looks like someone needed to cool off first?”

“Sorry Mr Cusumano. It just sorta happened,” you reply with a smirk. “And by the looks of it, you need to cool off too.”

You aim the hose right at him and get him nice and soaked. He charges towards you in a playful sense, grabbing at you. You cry uncle to get him to stop.

Because of the affair, Andrews needed his best team to fly out to meet a potential client. Derrick was the easy choice. What Derrick didn’t know was that Andrews was pretty much pimping him out. He knew of Derrick’s lust for daddy dick and felt this was a good opportunity to test the guy’s loyalty. 

That’s how this photo happened. Derrick met all day with the client and went for drinks after. He had worn his tightest pants, the ones that make his ass absolutely delicious. He had no plans to seduce the new client, wanting to keep things strictly professional. But the new client seduced him. Derrick excused himself to the bathroom to snap a quick photo for Mr Andrews.

“It looks like this is going to seal the deal with new client.”

Mr Andrews read that text and smirked. He knew exactly what was going to happen. 

“Get out there boy. Make sure every ounce of him is satisfied. Get him to really open up that hole of yours.”

Derrick left the bathroom to see the client laying on the bed, with his dick sticking straight up on the air. Losing all pretenses, the briefs came off and Derrick immediately got to work on milking that cock. He was mid-way through riding that dick for its second load when the hotel door opened up. He didn’t hear the door slam but felt a presence. He turned to see Mr Andrews standing there, cock jutting out of his slacks, rock hard. 

But nothing prepared him for the day Troy, the newest junior associate, started at the company. Per their corporate hiring process, Mr Richards met with every new hire to welcome them to the firm. 

Troy was cocky, arrogant, and a showoff. And Mr. Richards had no problem putting the boy in his place. Yet, when they shook hands, Mr. Richards felt a transfer of power. He couldn’t explain it, but he felt an energy transfer. Troy felt it too – and it was one he’s experienced many times before. He just had to play it right. 

Three months later, Troy was working late on an assignment with Mr. Richards. He knew this was his chance. He knew from flirting with the women at the firm that Mr. Richards usually crashed in a hotel on the nights he worked late. So that night, he decided to offer Mr. Richards an alternative: his apartment. 

It didn’t take long after they got to Troy’s place for Mr Richards to succumb to Troy’s advances. He found himself bent over Troy’s bed, in an unfinished bachelor pad, pulling his boxers down to reveal his beefy butt. Troy stood there, stroking his 9″ cock through his pants, admiring the view. 

“Well, Mr. Richards. I guess it’s time to show you who’s really the boss.”