Daddy Week

Daddy Week Bill Drake (billdrake@hotmail.com)

FOR ADULTS ONLY.

The following is a made-up fictional story for adult readers only. This story will have some strong incest themes and encounters, but a lot of non-family encounters, too, and just plain intergenerational fun.

This chapter was inspired by a suggestion from a longtime reader Cliff.

If you're enjoying this story, feel free to drop me a line: billdrake@hotmail.com.

For more of my other stories, see the Authors page at Nifty, as well as my tumblr: drakestories.tumblr.com

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Daddy Week Chapter 5

Dave 47 yo, 6' even, 185# occupation: financial analyst relationship status: divorced

Me and Rich Prescott go way back. Back to college, Princeton, where we were best buds and roommates. We were an odd couple, I suppose, me the math nerd of a Jewish kid from Long Island, Rich the football playing ladies man from a long-standing New England WASP family. But we grew close freshman year and became inseparable, knowing we had each other's back.

After college, I was the best man at Rich's wedding and he at mine. He moved up to the Boston suburbs and me and my wife moved to the City, but we found time to keep in touch, even meeting up a few times for joint vacations on the Cape.

That changed about fifteen years ago, when I came out. I had taken me a while to realize I was into guys deep at heart, and a couple more years to deal with the fall out of a messy divorce from a woman who I'd considered my other best friend and life partner.

When I told Rich, he said he was cool with it, but, man, I could tell he wasn't. I mean, he was distant and frosty toward me. The phone calls and emails stopped, and pretty soon we were drifting apart.

It sucked, really sucked, losing a good friend like that, but coming out meant I felt free to live the life I wanted to live. I bought a condo in Chelsea and learned the ropes of gay dating life and hookup culture. It was a weird adjustment at first, because my confidence with men wasn't the best, but I decided to invest in myself. Hired a personal trainer who whipped me into amazing shape within a year's time, got a new haircut, better clothes, the whole works. I was pulling in big bucks working on Wall Street, doing number crunching for a big investment bank. Life was looking up, like I was finally finding my groove. Soon the men were approaching me, at the bar, in the neighborhood, or online.

I'm in my late 40s now and still loving playing the field. After my marriage, I don't feel the need for a serious relationship or to settle down. The only change is I need to spend more time on my body, to keep my flat abs and my sculpted muscle. Extra cardio and more core workouts, on top of weights. Between that and work I sometimes don't find enough time for fun.

I was a little surprised about a year ago when I got a call from Rich. Out of the blue. He was coming to New York for work, wanted to know if I wanted to grab dinner. It was good to see him, if awkward, and our dinner was polite, like two acquaintances catching up. It was when we had a couple of drinks at the bar afterward that he opened.

"I've been tiptoeing around my big news all night, Dave. Kelly and I are separated," he blurted out.

"Wow," I said.

"Yeah, wow. It's been a long time in the making," my friend admitted, his jock body now showing the girth of middle age and his face still very handsome but a little more weathered.

"You think you guys are gonna work it out?" I asked.

"Don't think so, bud. Um, it turns out I'm gay. At least mostly."

My jaw must have dropped and Rich had a pained look on his face like he felt like a total heel. "That's why I was a jerk to you when you came out. I was dealing with my own issues. Or rather not dealing with them."

"I wish I knew, man," I said.

"I wish I'd had the balls to tell you, like you told me."

"It took me a while, too, Rich. Don't beat yourself up over it." I said, patting his back in a friendly gesture and all of a sudden it was like we were back in college. "You thinking divorce? I know a good attorney."

He shook his head. "Not now. We're staying married for the kids." Rich had two model children, a son and daughter, both in college now. He got a sly look on his face and added, "But I've been doing some experimenting. With men. It's pretty awesome, buddy."

I clinked his glass with mine. "Getting laid goes a long way, huh?"

"Makes me feel like I'm 20 again." Then getting serious, he lowered his voice. "I'm not proud of this, Dave, but a couple of the guys I've hooked up with are 20. Give or take a year."

I leaned back, hands on my legs, and chuckled. "Join the club, buddy. The young ones are the best."

He gave me a look that was a little relived. "I've only had a couple of experiences..." he admitted.

"Trust me, they are. Fresh faced, eager, perfect bodies, tight holes." All right, crude Dave was coming out, but it was great to talk with my best friend like we used to, only about men now. I saw a grin curl on the corner of his lips. "You know what I'm talking about, right?"

He nodded. "Fraid so. I just feel like a shit sleeping with someone my kids' age, you know?"

I gave a pause. I didn't have that problem. But I encouraged him, giving his knee a little bump with mine. "I wouldn't sweat it, buddy. It's not like you're dating these guys or bringing them home. Have a little fun while you figure out this gay stuff."

He smiled, grateful for my words.

"Besides," I added, "You'll find there are SO many hot young guys looking for us older men." All of a sudden I got an idea. "I think you should come to Daddy Week with me this summer."

"Daddy Week?"

"Yeah, a week at the beach where younger guys go to find older guys. And vice versa. Hell of a lot of fun. We could rent a place. Would do you some good."

"I'll have to think about it Dave."

I signaled to the bartender we wanted another round and got a stern look of exasperation from Rich, who I'm sure had to be up early the next morning. Our conversation turned to other things - my life, my job - but I could see my friend mulling over what I'd told him.

A week later I got a text from Rick. "All right, fucker, count me in."

The first night here I hit off with a cute 32 year old. Older than many of the "son" types, but you do find guys of all ages wired for older guys. Apparently I was Justin's type to a T. And he looked young for 32, with a bright pearly smile and a freckled face from the sun. I'd been working like a dog lately and it had actually been a while since I'd gotten laid. Having this lithe stud come on to me within a half hour of me and Rich showing up was just what the doctor ordered.

Rich looked on in amusement as he saw me and Justin flirt back and forth, our bodies getting closer in proximity until I'd wrapped my bulging arms around his midsection and pulled him in for a kiss.

"All right, buddy, I'm gonna go mingle," Rich laughed and I gave him a friendly nod of acknowledgment. I hoped he'd score himself, he seemed a little self-conscious now that we were here. I had to remind myself I was the same way for a couple years after coming out.

Justin and I headed back to the pad, where we wasted no time getting to it. "Damn, you got a nice dick," he moaned as he grabbed my crotch, fumbling with the zipper.

"I wanna fuck you so bad," I growled, working on his shorts.

"Yeah, daddy," he groaned. "I want you in me. Hard fucking daddy dick."

His hands were running along my hairy chest now as I kicked off my shorts and met him for another kiss. "Why don't you get down and give Daddy a special kiss first?" I wasn't sure how the role play would work with this guy but he responded to it like crazy, sucking in a deep breath and crouching down.

"Aw dad," he hissed, sucking in my cock. The good thing about 32 year olds is that they're usually much better at sucking dick than 22 year olds. And Justin was among the best. Slow, not rushed, but at a pace that told me he was really fucking into it, he started bobbing up and down, doing this trick with his tongue and lip pressure that drove me wild. After a couple of minutes, I had to pull him off.

"Jeez, man, I about came," I announced, eliciting a big proud smile from the guy.

He didn't have to read my mind but instead crawled onto the bed in a doggy position. He spread his legs and arched his back a little, giving me a perfect view of his hole.

This was sex like I often liked it. Playful but to the point. Me mounting Justin and just fucking us both to a quick orgasm.

The booze and the night caught up with me, Justin, too, and we drifted off to sleep soon.

The next morning I was awakened by another one of the guy's blowjobs. If possible it was even better than the one the night before. And this time, Justin sucked me to completion, getting my thick morning load in his throat.

I let Justin shower up first, while I slipped on some underwear and went to make some coffee. Rich was already up, reading the paper, still in his running gear from his morning jog. "Morning sleepyhead," he greeted. There was already a pot of coffee and he poured me a cup.

"Fuck, what time is it?"

"9:30. You and pretty boy must have gone at it pretty hard last night."

I laughed. "Well, it was just what I needed on my first night here. I haven't had a BJ that good in a while. What about you, buddy? You score?"

"Nah. Didn't have my wingman there." I could tell he was joking, sort of, but I felt a little bad for abandoning him at the bar.

"Tonight, buddy," I said.

I drank my coffee and picked up the sports section of the paper (I'm a big golf fan), until Justin came out, freshly showered and looking like a million bucks, even dressed in clothes from the night before. "Hey," he said softly, nervous to see Rich there.

"Oh, Justin, you remember my friend Rich?"

"Hi, sir," he said.

"Hi, Justin," Rich replied, clearly amused that he was being called "sir."

"Want some coffee? Help yourself. I'm gonna jump in the shower."

"Sure."

I don't know what i expected Rich and Justin to talk about, but I was surprised to return to the kitchen-living area to see Rich's big body leaned against the counter, his shorts around his ankles while Justin knelt before him, giving him one of his amazing blowjobs.

"God, that's it, guy. Eat my fucking big dick. Aw yeah, suck me. You're so good at this, man. Keep going... oh yeah right there. I'm gonna cum if you.... oh FUCK!"

I didn't mean to be a voyeur but I was glad to see my buddy get some well-deserved head, particularly from a sucker as talented as Justin. I stepped back for a minute, then reentered as they were recomposing themselves and acting like nothing had happened.

Justin was blushing red as he took another sip of coffee, washing down Rich's morning load. "I should get going, Dave," he announced.

"OK, stud. See you later?" It was a noncommittal thing to say. We might see each other again this week, probably would in fact, but we both knew it was a one-time hookup.

"Yeah," he answered and gave me a quick kiss. "Thanks for an awesome night. And nice meeting you Rich."

"Nice meeting you Justin," Rich deadpanned, his eyes following the man's trim form as he walked out.

I had a shiteating grin after Justin left. Rich noticed. "What?" he asked.

"Pretty good isn't he?"

Rich realize. "Oh fuck! You saw. Look Dave, I'm sorry..."

I held up my hand. "Don't worry bud. I'm glad. You seemed a little uptight yesterday. Good to see my friend have some fun."

He relaxed a little. "Yeah. I mean he kind of came on to me and it had been too long since I've gotten head. Best BJ in my life bar none."

I poked his chest playfully. "We're gonna find you an even better cocksucker this week."

"Shit. There's better?"

I nodded, and Rich whistled. Fuck this was like old times between, only better.

"All right," he said, smiling that ladykiller smile he always had. "I'm in your hands, wing man."

That afternoon we were at the beach, when Dave rolled over and asked me a question that was on his mind. "Truthfully, buddy. How do you know if they're gonna be good at giving head? I mean almost all the guys I've been with have been better at it than the women I've dated. But fuck... they're not Jonathan."

"Justin," I corrected.

He smiled. "Yeah, Justin. How do you know if they're gonna be that good?"

"You don't always," I replied thoughtfully. "Sometimes you luck out. Sometimes it's a hunch, the way they look at you. Crotch watchers usually love giving head and they're usually good at it. Older men often have much more experience blowing guys than younger men, but some older guys are lousy and some 19 year olds give the best you've ever had."

Rich seemed to be eating up my words.

I continued. "But you just gotta get out there buddy. Sample the field more. All you have to do is go up in the dunes, drop your trunks and see who you end up with."

I could see Rich was a little shocked at my suggestion. "Dude. In case you haven't realized, I don't have a body like yours." Unlike my gym-toned bod, Rich's build was big and burly, with a barrel chest, and age and married life had left him with a little beer gut.

"Fuck that, Prescott, some guys, especially young ones, love what you got going on. What's the motto for this week?"

"Trust your wing man," he laughed.

"All right then, go get 'em killer," I nudged, and as if to defy my expectations Rich stood up from the towel, adjusting the firming cock in his suit and started strutting up to the dunes. He came back a half hour later, all smiles.

"Looks like someone's happy," I smirked.

Rich plopped down on the towel next to mine. "Mission fucking accomplished, Dave. Found this guy, another daddy type, said he usually only went for young dick, but when he saw my cock he had to have it. And did he. Dude was even better than Jonathan."

"Justin," I reminded him.

"Whatever. My mind is officially blown. I owe you buddy."

"Owe me? For what? I didn't suck your dick?"

"For bringing me here. Getting me out of my shell."

"You can pay me back by taking on wingman duties tonight."

"Deal."

We didn't go out that night, actually. The sun had tired us out, and anyway rain clouds started threatening around 4 in the afternoon, so Rich and I grilled some burgers and hung out in our rental house. It was a good chance to catch up, have a deeper talk with my friend. He asked me if I was looking to settle down, and I confessed I was enjoying bachelor life way too much for that. I turned the question on him.

"I'd like to see what a relationship with a man is like," Rich sighed. "But now's not the time. Fer christ sake I've not even told my kids I'm gay."

"No need to rush anywhere, big guy. It'll all come in its own time. You just better invite me to the wedding," I winked.

"Hah, you going to be my best man twice?" For some reason we found that funny and started laughing.

"Of course," I joked. "Weddings are the best place to get laid."

"You're one incurable horn dog."

"I got a feeling you are too, buddy. Besides, that's what Daddy Week's all about."

"Yeah, I'm starting to get that impression," he said, using his clipped Yankee accent to deadpan his response. Then he added, "You know, it's been fun to go wild a little here. Maybe it's just what the doctor ordered."

I leaned back and took a sip of my scotch. "Ready for the Guard House then?"

"Guard House? What's that."

I explained it was an old decommissioned Coast Guard building on the edge of town, nestled in the dunes. "Lots of guys go there after dark to cruise."

"You mean....?" Rich said. For a guy I knew as Mr. Lady Killer in college, he could be a little naive at times.

"Yep. It's basically one big orgy. Mostly blowjobs, but some fucking too."

Rich whistled. "Whoo boy, sounds wild all right. Not sure I'm ready for that buddy."

"I get it, big guy, you're the romantic type," I teased.

"Fuck you, Braverman. I wouldn't be surprised if Mr. Confirmed Bachelor met his match this week."

The next afternoon, after we had returned from the beach and had showered off to get ready for going out for happy hour, I had to chuckle when Rich appeared from his room, dressed in a snug polo shirt, dress trousers and loafers. My friend had even more of a sunburn than I did, with his English genetics and fair complexion, and it made the pastel of his shirt seem even brighter.

"Good god, man, that's what you're wearing?" I asked.

He blushed a little. "Um, yeah, it's what I'd normally wear to the Club for happy hour drinks. Anyway, I thought gay dudes were more dressed up."

I laughed, and Rich, having a pretty good sense of humor, started laughing, too. "No? I can go change."

I grabbed his arm. "Leave it on, dude. You're gonna attract so much tail wearing that."

He seemed confused but got an affable smile back. "Really? You're not just shitting me?"

"Really, man. Some of them may be wanting a sugar daddy, but yeah you'll get a lot of attention."

His posture straightened up, a little prouder. "I guess I'm still figuring this whole daddy scene out."

I felt bad, seeing my buddy's sincerity. "First drink's on me, man, for razzing you."

I'd barely gotten back from the bar with that first round when I found Rich had already chatted up a couple of really cute guys. Both young college/frat looking guys shirtless and wearing ball caps. The bigger, taller of the two, a blond lean guy with great arms and even better abs, was totally absorbed in his conversation with Rich, while the other one, an adorable frat pup of a guy, about 5'10" beefier muscle but trim, with a dusting of dark brown hair on his chest and abs, turned to smile at me, clearly impressed by my DILF looks.

I nudged Rich's arm with his beer. He introduced his new friends.

"Heya Dave, these fellas just got in town. This is Ben," he pointed his bottle to the frat pup, "And this is Jamie," he put his free arm around the blond's taut shoulders. "Guys, this is my bud Dave."

I shook hands, and we all stood around talking for a while. Turns out the guys were in fact fraternity brothers from Michigan.

"We drove all the way here," blondie said. "Took two days."

Ben exuded excitement, even more than his fraternity brother. "Yeah, but it's totally worth it. This place is a trip. Better than I dreamed." He was looking at me intensely as he spoke.

"You could say that again," Jamie chimed in. "You guys are incredibly hot."

Rich gave a flirty wink. "If you guys are buttering me up so I'll buy a round of drinks it's working. What will you have?"

Jamie got shy all of a sudden. "Actually, we're only 19, so..."

"Just act like you're of age and it won't matter. A beer and a shot coming up for both you guys." And without waiting for an answer, Rich went off to the bar.

That left me and Ben and Jamie. "You really are the hottest guys here," Jamie said.

"I would say the same about you two." I said, feeling an excitement that I might end up with one of these young men for the night. "Do they always make 'em so good-looking in Michigan?"

Ben looked around. "I think all the hot daddies are here. This week. It's unbelievable."

Jamie added. "We'd read about, seen pictures, but you have to be here to believe it."

Soon Rich returned with their drinks and like true fraternity boys they tossed back the shots and made good work on the beers in no time.

We found our group sort of naturally splitting in two, with Jamie and Rich absorbed in their conversation, with me and Ben drawing closer. I looked over at one point and saw Jamie leaning into Rich, running his hands all along my buddy's chest and belly, through the polo shirt. He was clearly enamored with Rich's beefy build, and I could tell Rich was eating it up. He gave me a knowing look and a wink.

Ben saw where I was looking. He leaned in to me some. "Your friend's Jamie's type, man. The guy pervs on his own dad, and Rich looks a lot like him."

God this kid was looking at me with major puppy dog eyes, the eagerness sending some major wood to my dick, which throbbed hard in my shorts. I couldn't resist the temptation to put my hand on his bare shoulder, the muscle felt warm and hard to my touch. "Yeah?" I said. "What about you, stud? You have a thing for your daddy?"

Ben shook his head no. "My Dad's not as hot as Jamie's. I dunno, I guess I'm drawn more to the idea than the reality of my own Dad."

He looked at me expectantly and I gave a gentle nod of affirmation as I leaned and kissed him. He wanted that kiss so bad, I could tell and just melted into it.

We both were grinning as we peeled apart. Then Ben gestured to our side and I saw what he was looking at. Jamie and Rich were going at it, kissing slowly, passionately, as the young man's hands roamed all over the front of Rich's broad beefy body, clutching at the love handles, feeling the swell of his belly stretching out the polo shirt, and gripping Rich's strong meaty pecs, working the tits into pointy shapes as my friend flexed his pectorals for his new admirer.

Ben started mimicking his friend. His hands fumbled with the buttons on my short-sleeve shirt, pulling open the cotton and running his hands along my chest. He moaned a little at the touch, and I'm sure I did, too. The kid has nice hands, both strong and soft.

We kissed again. He kissed really well for a 19 year old too. Just the right amount of innocent submissiveness, and the right amount of youthful confidence.

"God, you're perfect," he hissed as we broke our kiss, this hands still feeling all of my DILF muscle, like he couldn't get enough. "You're the kind of daddy I've always dreamed about."

I cocked my head. "Yeah? You can't find any daddies in Michigan?"

Ben blushed. "I haven't gotten around like Jamie has. He's been on the apps where you meet older guys."

"And you haven't?"

"I guess I'm a little shy. But there's been one guy. I've been fucking one of the college administrators this last year. He's not half as hot as you, though."

I wanted to cut off any issues at the pass. "Just so you know, I'm pure top."

Ben replied, "Sounds awesome, sir. I've been hoping to find someone like you to break me in." He seemed to be waiting to see how I would take his words.

I was starting to catch his drift. "You mean...?"

"Yep. I'm a virgin, at least that way."

I let out a playful whistle. "Young man, your dad would be honored to cop your cherry."

His smile was priceless and we leaned in for another soulful kiss. I could feel his young buff body shiver in my arms as we made out, slowly and softly. I didn't always go for the romantic pace, but it seemed right in this situation.

A nudge broke our embrace. Rich was standing there, his face a little red and a big hardon in the crotch of his trousers. "Boys, Jamie and I are heading back to the place to use the hot tub. Maybe you guys want to join?"

"Sounds awesome," Ben said, as I massaged his meaty shoulders.

We left the bar and walked down the street. The fraternity brothers were a few paces ahead, just out of earshot if Rich and I talked low.

"Can you believe, buddy?" Rich said, clearly excited at our catch.

"Hottest guys in town," I agreed.

"That blond one was doing things to my tits that made me hard as a rock. Can't wait to see what he's like in the sack."

"Can you keep a secret?"

Rich looked at me and nodded.

"That adorable frat pup's cherry. Wants me to be the daddy who pops it."

"Fuck!" Rich growled, which made Jamie turn around to see what we were talking about. Rich just gave a flirty wink which made Jamie beam in lust before he turned back to Ben.

I remembered what Ben had told me about his friend. "Um listen Rich, if you want to drive that kid wild, play Dad with him." He gave me a puzzled look. "You know, a little role play. Act like you're his dad and he's your son when you're fucking."

My normally unflappable buddy got an embarrassed look on his face. "I don't know about that Dave. I mean I'm an actual father.... it feels wrong."

"It's just for play, Rich, but you don't gotta. If you do, though, I swear that Jamie dude is going to go wild on you."

He looked at me, his lust returning. "Yeah?"

"Wing man's promise, buddy."

Back at the place, Rich went to fetch us a round of beers while I fired up the hot tub.

My hardon had gone down some, but I was still plumped out as I peeled down my shorts. It was a kick to see the frat boys eye up my body as I stepped into the tub slowly, to give them an eyeful.

Rich was in the same boat as me, full but not hard, and it's funny but I don't think I'd realized before how hung my friend is. Possibly he was a show-er more than a grower, but still his cock had some major girth to it, and his big balls hung heavy, dangling in their hairy sac. It was kind of a trip to see him savor his nudity, the body-shyness he'd had around me the day before was gone as he confidently peeled off his polo shirt to show off his burly corpulent-muscle bod.

Both the 19 year old studs were bone hard as they peeled off their shorts and briefs, and playfully they stepped into the water, nude but still wearing their ball caps.

We settled in and immediately I was having the time of my life, enjoying my beer, the warm water and the company of these young guys.

"So," Jamie said, "You guys boyfriends?"

Rich leaned back and took a sip of beer. I don't know how I knew but I could tell my bud was starting to throw hard again in the water. Maybe because I was, too. "Nah. Dave's my best bud and wing man. We've known each other since freshman year college."

"Cool," Ben said, as his eyes darted between us. "If you don't mind me asking, sir, how long ago was that?"

Rich looked at me, "What Dave? Almost 30 years ago?"

I realized what Ben was fishing for. "I'm 47. Rich is about the same."

"Hot," Jamie said.

"You guys are the most amazing daddies we've seen," Ben chimed in. "Perfect."

Rich was eating up the flattery, and it didn't do me any harm. I had to ask a question myself. "What about you studs? Are you boyfriends?"

Jamie laughed. "Nah, though we met by going out. On our second date, though, we both caught each other staring at the same older guy sitting across the restaurant."

"Jame's the only one I've admitted my daddy attraction to," Ben said. "Until this week."

"Best place for it," Rich chimed in. I was glad to see my friend embrace the hedonism of the moment and let his hair down a little. He gave a sly look at Jamie and reached out and grabbed the frat guy's wrist, drawing his hand under the water to his crotch.

I laughed as Jamie's eyes went wide open. "Fuck, you're hung!" he blurted before blushing. Rich was grinning, clearly loving this. I wasn't sure if this was going to become an orgy or what, but Ben scooted close to me and his hand came over to circle around my hardon.

"Nice," he muttered as he ran his fit up and down the hard length. "I don't know how big Rich is but I can't imagine anything bigger." I'm definitely not as thick as my buddy but I have a good long 8 and a halfer, which impressed Ben. Our mouths met again in a nice, deep kiss. "Can't wait for this big dick to fuck me," he hissed in my ear as we broke apart.

I looked over and saw Rich leaning his head back in pleasure as Jamie fondled his rod with a slow deliberate motion. Jamie was looking intently at Ben. "Wanna feel it? It's huge, man."

Ben looked at me sheepishly, nervous I'd be jealous. "If Rich is OK with it, knock yourself out," I said.

Rich opened his eyes. "Oh, I'm OK with it all right," he growled and watched in rapt attention as Ben scooted over, his hand joining Jamie's.

"Jesus," Ben cried. "This is insane." I could tell he was turned on but a little scared by my buddy's size. He took a couple of more strokes then came back over to join me. "Dave is already bigger than I've ever been with," he said. With curiosity, Jamie let go of Rich and came over to touch my dick. It jerked in his hand, the grip a little more impatient than Ben's smooth caress.

"Nice," Jamie said. "Damn, Ben. Leave it to us to find a couple of hung daddies."

His hand let go and was replaced by Ben's. "You're really 47?" The young guy asked. "You're in amazing shape."

"47 and 3 months," I replied.

"You really are old enough to be my Dad," Ben said, running his hand now along my upper chest and arms.

I looked over at Rich, expecting him to be freaked at the Daddy talk, but instead it looked like he was mulling something over. He gave Jamie a quick kiss and started massaging his smooth young muscle. "What about you, big guy? Am I old enough to be your Dad?"

I could almost hear Jamie's breath stop, then a deep exhale as he answered. "Oh fuck, yes. Oh Dad," he murmured as he crashed his mouth hungrily against Rich's.

I nuzzled my mouth against Ben's ear and started tongue fucking the entrance gently. "You ready son? Ready for your dad to take your cherry? I've been dreaming about if for so long. Thinking about it. My daddy cock inside your son hole. Really bonding with my boy. You ready for that, Ben?"

"Oh Dad," he muttered, and now his lips were against mine.

"I think we're gonna take this inside," Rich announced, standing up and letting us see that he had a giant erection pulsing straight up from his crotch. And I mean giant. Probably 10 inches long and nearly wrist thick. If Jamie had any anxiety about taking a donkey dick like that he wasn't showing it. Eagerly he followed suit, bounding out of the tub after RIch, his own 7 incher raging erect as he stepped into his flip flops and followed his new sex partner inside.

"That leaves you and me, son," I said softly into Ben's mouth as we met again in an embrace.

"Dad," he whispered, really responding to the role play. "I want to suck you. I want to suck my dad's cock."

I let out a soft growl of approval and hoisted myself on the edge of the tub, my hard prick now free and exposed in the cool night air. It didn't stay that way for long as Ben enveloped me in his mouth, first working up his saliva and a good bobbing technique, then picking up speed. He was better than most 19 year olds. Maybe not Justin good, but it was doing the trick right then, as I relaxed on the tub edge and sipped my beer and enjoying getting head.

I wasn't in a rush to get my nut, so I let this cute college kid suck on me for a while until I felt my sexual responses picking up. Pretty soon it would be that steady climb to orgasm, so I gently pushed him back and off my dick.

"Did I do good, Dad?" he asked. No longer whispering but speaking loudly, his words seemed even nastier. That we were doing role play out in the open air, on the patio like this.

I replied with equal volume. "You did great, son. Made Daddy proud. You always do, you know."

Ben was beaming, a smile on his cute young face as I leaned and gave a quick kiss. "Daddy's turn now. Let me return the favor, son."

He was practically hyperventilating as he go out of the water, standing as I knelt back in. He seemed nervous to take control, like he was going to break some unwritten rule of dominance that I had over him tonight. But as I opened my mouth and took him in, he hissed out loudly and I felt his hands grip my shoulders tightly. Squeezing, guiding me a little onto his cock as I began my bobbing now.

"God Dad you're great at this. My own father," he huffed, "sucking my cock. Oh fuck!"

His body was tensing and I knew Ben wouldn't have the staying power I did, so I immediately spit out his prick. "Easy there, sport," I said, rubbing his strong thighs. "Why don't you lean back on the edge?"

I think he thought I was going to blow him in that position but instead I started licking his balls, giving long swipes of his fuzz-covered sac and feeling the heavy testicles dangle with each jab of my tongue, no doubt churning up more of that young cum in them.

I let him enjoy this treatment for a while, then went lower. Between his legs as I gripped his legs and hoisted them up a little. Ben got the message and balanced his upper body on his arms behind him as I splayed the hairy thighs further. Licking, prodding, till I found his sweet tight hole.

"Mother of christ!" he hissed as I speared against the tightness with my tongue. The boy was virgin all right. Drum tight and not at all familiar with the sensations I was giving him. "Oh Dad," he cried as rimmed and drilled at his private masculine entrance, hinting at the pleasures that were still to come.

He spread his legs more, on his own, as I ate him out. I had a hard time believing no man had munched on this perfect hole before. It made me mad in way, like I should go to Michigan and beat some sense into that college administrator daddy, tell him how to treat a son properly.

"I feel like I could almost come from you licking me, Dad," Ben finally said, and I leaned back, taking in the glorious sight of the kid's hardon resting on his lightly hairy abs.

"Why don't we take this inside son?" I said.

We made our way to my bedroom, my dick throbbing anticipation with each step as I walked behind his cute, perfect body. He had a strong, rippled back that had clearly been sculpted by athletic activity and time in the gym. Best, though, were the strong, round buns of his ass. How no dude had tapped that ass before I had no clue - those cheeks just begged to be split and conquered.

I quietly closed the door behind me, not taking my eyes off him. He stepped up to me and our bodies connected once more. Ben's genetics predisposed him to a thin layer of fleshy padding over his compact muscular build, but as I felt him up I could tell his body was really firm, the kind of hard muscle only young guys have. As we made out and I caressed his body, I could feel him start to shiver all over.

"You feeling nervous, Ben?" I asked, stepping out of Dad character to check in with him.

He nodded. "Yeah, I am. Sorry Dad. It's just that you're a little more hung than I realized." His fingers gripped around my hardon and explored its length.

"Daddy's gonna go real easy," I assured him. "It's going to feel good for you, I promise."

I kissed him to reassure him as I guided us to the bed. We made out, his body under mine. I was horny beyond belief but I took it slow, knowing he needed time to relax.

Finally, I reached over to the nightstand for the lube. I flipped the cap and applied a good amount to my index and middle fingers. Ben shivered but nodded in anticipation as I teased his hole with my digits. Then slowly I began applying pressure, until the index finger pushed inside his tightness.

The young man reached up and started running his fingers through my hair. "You have a lot of gray coming in, Dad," he said. "It looks really fucking good on you, sir."

"Go ahead, son. Crush out on your old man." I smiled and pushed more of my finger into him. "My handsome young cuss of a son."

"Yes," he moaned. "Get inside me. Open me up for your cock."

God I wanted to ravage him then and there, but I kept my urges in check. He needed to be broken in more slowly. So I did, adding a second finger gradually. Then a third. He was relaxing now, not only his sphincter, but his whole body, as he responded to the pleasurable sensations of his inner ass walls and his prostate.

When it was time I pulled my fingers out and slicked up my aching hardon. I scooted forward and positioned myself at his hole. "OK, Daddy's gonna go just as slow as before," I assured him and just held his legs on my shoulders as I leaned in for a kiss.

I took my time, all right, and I was hard as steel the whole time enjoying the tightness of his hole against me and anticipating getting all the way inside his virgin ass. Ben grunted a couple of times in the deflowering process but took the penetration like a trooper. As I sank further into him, his prick was hard and dripping and I could sense he was getting more and more turned on.

I felt my balls press against his ass and I took off his ball cap and gave a little playful ruffle of his hair. "You did it, son. My big boy's a real man now."

"Wow, this feels intense. Incredible."

"What you expected?"

"Better, Dad." Ben moaned. "Fuck me. Fuck me, sir."

I complied. Gradually withdrawing, then reentering. Frat pup's eyes practically rolled back into this head. I took that as a cue and held on tight to his thighs as I gave a steady thrust into him.

I don't know how long we mated. Not long. I had delayed my gratification during the extended foreplay and Ben was real keyed up by the intensity of the new sensations, being fucked for the first time. So about three or four minutes into our fuck, I could see his O-face coming on, and he let go of his prick, nervous he was going to shoot. "Go ahead. Go for it, Sport," I urged. "Stroke off for Daddy."

It was the instruction my frat pup was looking for. With a steady grip, he wrapped his hand around his dick and started pumping away.

"Oh God, I'm gonna cum. Gonna..." I could see him enter the zone and it thrilled me to think this young buck was about to have his first anal orgasm. I picked up my pace and pumped harder, thrusting hard and heavy against his prostate now that I knew he was ready to take it. My own pleasure was building as I pounded away, feeling the exquisite tightness and heat on my cock.

The minute Ben entered his ejaculation and his hole started squeezing tighter against me, I started shooting too, pumping wad after wad of my scuzz inside his no longer cherry hole. I came and Ben came. We came together. It had been a while since I'd had a simultaneous orgasm with another guy and everything about it was awesome. My pace had slowed to a gentler pump as I filled him up, and I held his legs tight as his hole body shook in coital aftershocks.

We lay in that position, connected cock to ass, wordless, looking into each other's eyes. Meeting for a kiss finally before I pulled back and out of his now violated ass.

"That was amazing," Ben said, stretching his legs out and running his hand through the pool of his own pearly white jizz on his chest. "Is it always that good?" he laughed.

"It should be," I said, kneeling up, my dick still firm but now very satisfied. "If your daddy's not making you feel that way, you need to find a new daddy," I said. I could see he was thinking about his administrator dude back in Michigan and wondering how he'd stack up. I wanted to reassure him. "Believe me, stud, there are a hundred older guys who would go out of their way to make you feel that good each and every time."

"Well, thanks for giving me something to compare them to," he said. It was tender and sweet, and I felt humbled this perfect college kid had given me first crack at his ass.

I winked. "Well, thanks for giving me the hottest tail I'm gonna have here at Daddy Week. Seriously I've not had a fuck that hot in ages."

Ben blushed at the complement.

I saw the sperm was starting to liquify on his body and running down his sides. "Why don't we jump in the outdoor shower and enjoy a nice soak in the tub again?"

It was adorable to see him pick up his ballcap and carry it with him, as if he felt nude without it. We kissed some as washed off the sperm and lube from our bodies.

"You doing OK, kiddo?" I asked as we settled back into the tub. I'd gotten us a fresh beer. It was more than I usually allowed myself on my diet, but it was vacation and this felt like a special occasion. I think Ben had worked up a real thirst, cause he polished off half his beer quickly.

"Oh yeah, Dad. More than OK. It was everything I dreamed my first time would be and more."

I couldn't resist giving him another kiss, even though our stubble was starting to make my chin feel tender.

Our kiss was interrupted by sounds of sex. Rich's room was adjacent to the patio and his window was open. What had started as indistinct sounds of the men pairing up were now growing louder. Jamie in particular was a talker during sex, and Rich was getting into it too, his booming voice resonating out to where we sat.

"God, Dad you're so fucking big."

"You got this, son. Taking care of Daddy's big fucking cock. Making me proud of you boy."

"Christ Dad, you're gonna fuck me a new hole, aren't you?"

"Gonna make this my territory. Daddy's property."

"Oh Dad! I'm gonna. Oh Dad Fuck!"

"Come for me, son. Come for Daddy. Aw, good boy! Nice."

Then I heard the unmistakable sounds of a 47 year old man having a no-holds barred orgasm.

Ben and I sat grinning as we listened to our friends have sex. "Hot huh?" he asked.

"Yeah," I replied, feeling my dick firm up again, so soon after the last round. "is this making you hard, too?"

"That and thinking about how you just took my cherry. I'm gonna be thinking about that for a while."

We both enjoyed the pleasure of our proximity, me running my hands along his thigh, Ben exploring my forearm with his fingers. We kissed occasionally but it was a different pace and intensity than before. It felt weirdly romantic, a vibe I didn't often have with one-time hookups, but it felt right. This kid was great - eager, masculine, shy, and sexual all at once.

After a few minutes Jamie and Rich stepped out on the patio, nude and sweaty and with low hanging cocks. "We heard you guys out here," Rich said. "You mind if we join you?"

"Be our guest," I replied scooting closer to Ben to make room. They rinsed off and joined us. I thought Jamie was a hot young dude from the minute we all met at the bar but he looked even better with his post-sex glow. There was a full blush to his cheeks and a relaxed smile.

Rich put his arm possessively around Jamie's shoulder as they settled into the bubbling water. He turned to Ben, saying, "Well, your friend took me like a champ. Don't think I've had a bottom as good at it as he is."

I thought Jamie might be embarrassed talked about so intimately, but instead he smiled and put his hand on Rich's legs, maybe his crotch, I couldn't tell and nodded. "I love a challenge. That was the biggest cock I've ever taken."

"We know," Ben teased. "We could hear you guys go at it out here."

Rich seemed momentarily embarrassed. "Really? Oh fuck, sorry."

"No need to apologize, buddy," I said. "Sound like you men were having a hell of a lot of fun."

Rich relaxed a little, getting his old brusque self back. "I'll say. I guess you could tell Jamie's a real Daddy's boy, huh?"

I put my arm around Ben's shoulder now. "Like Ben, right son?"

"Yeah Dad," he breathed, excited to be in our roles in front of our friends. Turning to Rich and Jamie, he added, "Dad took my cherry just now."

"Yeah?" Jamie piped in, excited to hear the news. "How was it bud?"

"Fan-fucking-tastic," Ben said. His hand was now touching my cock, which had by now firmed up into a renewed erection. "Why didn't you tell me if felt so good?"

"Didn't want you stealing my tops away from me," Jamie laughed. He paused and then said with a little hesitation. "Though, you know, if you want to feel what it's like to have a donkey dick inside you, I wouldn't blame you for having a go with Rich."

The fraternity brothers were looking at each other, silently communicating back and forth, and I looked at Rich, who gave me a look that was sheepish but horny. Yeah, he liked the idea of boning Ben.

"What do you say, buddy?" I asked, my toes reaching forward and nudging my friend's foot. "He's no longer cherry but he's real tight."

Rich took a deep breath. "You mean, you don't mind?"

"If my boy's up for it." I gripped Ben's shoulder and gave a friendly squeeze. "You up for taking on Uncle Rich?" I asked into his ear.

"Yeah, Dad. I wanna... I wanna try to see if I can."

I gave him a little nudge and watched him cross the pool and meet Rich in a kiss, as Jamie circled around to join me. So this was gonna happen. Us switching partners.

We made out like that for a while. Jamie was a better kisser than Ben, more practiced, and he was clearly more into the powerbottom role, as he wasted no time in leaning against the pool edge and offering his ass to me. "Fuck me, Uncle Dave. Fuck me while Dad watches."

I wasn't sure about this. Rich was a good friend and we'd never had a group scene like this. But he didn't seem to be objecting. Instead he and Ben watched in anticipation as I stood up and guided my dick to Jamie's hot hole and sunk right in.

"Fuck him, Dad," Ben urged. "Fuck my best friend." God this was getting real heated real fast. I went along with it, too, enjoying the ability go harder and faster on Jamie than I could on Ben.

I was midfuck when I heard Ben's grunts. I turned and saw him facing me, his back to Rich as he lowered his hole on my friend's giant cock beneath the water. "Oh God, Uncle Rich, you're so big."

Jamie was watching now, too, his head turned back as I laid into him hard and heavy. "You can do it, buddy. Just take your time and you'll go wild."

Sure enough, Ben took his time sitting down on that behemoth of a cock and sure enough he started going wild as Rich started fucking him, shoving that dick in and out. His eyes practically rolled into the back of his head.

After Ben started being able to accommodate Rich's size, my friend gently pushed him off into a standing position. "Why don't you get next to your friend," he instructed and within a few seconds, the two fraternity brothers were bent over side by side while me and Rich did them from behind next to one another.

"Thanks for sharing your boy," Rich said to me, his burly body shaking in each thrust, in contrast to my finely toned bod, which had a more fluid machine of a fuck motion. I could tell he was copying some of my motions, my technique, while I fed off his raw male animal eneergy.

"You, too," I said, "Jamie's hot."

"I think I can feel the load you left inside Ben. You always shoot so much."

I nodded. "I probably will inside your son, too." It was a nasty thing to say, given that the man had a real son, but he seemed to get off on the fantasy I was weaving between us and these two daddy-chasing frat studs.

"Yeah? You wanna go for it buddy? Breed each other's son?"

I was breathing real hard now, from the sexual intensity of the scenario as much as from the physical exertion. "Yeah, shoot that daddy seed in my boy Ben."

We started a chain reaction. The guys were the first to come as their heads turned and their mouths met and they entered the orgasms in quick succession.

Rich was next, bellowing out loudly as he came. I'm a quieter cummer but Rich watched my face twist into its orgasmic expression. "Nice," he said as my body went into aftershocks and my prick pumped more seed into Jamie's bowels.

We were all a little sheepish as we unpaired. "I think that wore me out," I said. "Ready for bed, Ben?" I asked. "That is, if you want to stay over."

"Yes, sir." His voice now more tired than eager. "I'd love to."

Jamie and Rich followed suit, drying off, each pair heading off to their respective bedrooms.

Things felt good snuggling up to my little muscle pup under the sheets.

"You mad I let Rich do me?" he asked.

"Nah," I replied, "Go big or go home, right, Sport?"

Ben laughed. "Ha I guess. I wasn't sure I'd be able to take it."

"You're gonna make some daddy a real happy, grateful man," I said.

"I know this is a one-time thing, and I'm cool with that," Ben said, "But I'm sad you can't be the one I make happy."

"You made me pretty damn happy sport. Giving your cherry to me. That's a big thing. An honor. Particularly since this is a one-time thing," I added confirming the silent question he'd lobbed me.

I thought he'd be upset but instead he snuggled his warm body against mine. He was tired and I could sense him starting to fall asleep. Reaching over, I turned off the light.

The next morning we were all too drained for more sex, at least Ben and I were. But Rich and I took the boys out for brunch and enjoyed a couple more hours of their company but parting ways with them.

"You keep surprising me, Braverman," he said as we walked back home. "I never thought we'd get into a scene like last night. Wild shit, huh?"

"Yeah," I agreed. "Too much?"

He shook his head. "Nah, man, I had a blast. You were right about doing that daddy scene with the blond kid." For a romantic guy, Rich sure didn't bother to use first names to describe the guys he'd done. "Dude totally went wild once I started."

"What's the motto for the week?" I asked.

"Yeah, I know. Trust your wing man."

We were kind of beached out, so we spent some time at the pool in the afternoon and stayed in for dinner. We had planned to stay in for the evening, after the late night the night before, but about 11pm we were watching some movie when I started thinking about Ben and everything from the night before. I was boning up once more.

I shifted in my seat to accommodate my erection. As if reading my mind, Rich spoke up, "You getting horned too?"

"Yeah," I admitted. "Maybe we should have gone out. Hair of the dog."

"Listen, buddy, I was thinking.... what do you say we check out that Guard House you were talking about?"

"Yeah?" I said, "You wanna?" It was a trip to see Rich getting out of his comfort zone.

He blushed. "I want to try something completely no-strings. Not even knowing the guy's name. Never done that."

"Guard House is the place for it."

"Let's do it."

As we started to leave the rental house, I peeled off my T-shirt, going in just my shorts, commando, and in flip flops. Rich eyed me apprehensively. "I wish I had your body, Dave. I don't stand a chance next to you, bud."

"Rich, dude, with a dick like yours you don't need to be worried about competition," I assured him. "Besides, lots of young dudes love a build like yours. I know that Jamie kid did."

Rich smiled, a little proud, and unbuttoned his short-sleeve shirt, revealing his hairy burly chest, then peeled it off to go shirtless. "What the hell, man."

"Attaboy," I smiled and we were off.

It was a busy night at the Guard House, with a symphony of moans, whispers and sex noises. The full moon lit up the interior pretty well, though it was hard to make out guys' faces. I guided Rich to a section of the wall were a few other daddies were staring. Many of the younger men would walk back and forth, scoping out the talent and see who would be interested in them. I let a number of men pass by, their hands brushing over my torso, but I was non committal, taking my time.

Still, the scene was hot and the sensation of sex was thick in the air. I was boned, hoping I would be getting my rocks off soon. I noticed a hot guy pass by a couple of times, but it wasn't until he stopped right in front of me that I could make out who it was. My frat pup Ben, staring at me, feeling me out, to see if I wanted a repeat. I reached down and unzipped my shorts and let them fall, I kicked them off my ankles and nodded down to my erection.

Ben stepped up, excited and touched my hairy chest, teasing my nips and feeling my muscle as we met again for a kiss. "Dad," he whispered then dropped to his knees. I leaned back and placed my hands on his head as he took my prick into his mouth, starting a nice, loving blowjob. He'd been good the night before, but the new scenario, the naughtiness of this location, made his fellatio feel that much better. He slowly worked me up, faster and faster, making me feel even better.

I looked down at Rich and there was a taller young guy on all fours as Rich got behind him. I couldn't make out, but I was guessing that was Jamie, offering up his powerbottom hole to my buddy's giant dong. Rich fed it to him too, nice and steady into a deep dick fuck. As Ben sucked me off, I watched Rich plow the frat brother, faster and faster. He was speaking up now, not at full volume, but I could hear him and I'm sure other guys could, too.

"Oh God, son. So fucking tight. Take Daddy's cock."

The kid was whimpering now, and I can't say I blame him. Even if he took Rich last night, my friend seemed even more possessed, fucking real hard and heavy. "Oh fuck, I'm gonna come son, I'm..." And I heard my buddy orgasm as my own load spurted down Ben's cocksucking throat.

I felt a little lightheaded as Ben stood up and kissed me gratefully. I decided to return the favor and crouched down. It took Ben about a half minute to orgasm in my mouth.

We nestled our faces together as I stood back up. "I wasn't sure," he whispered. "You'd want to."

"You're amazing, Ben," I replied. Something about this kid was wearing down my defenses, and I found myself wondering what it would be like if he moved to New York. You're getting ahead of yourself, Braverman, I told myself, but still, I hadn't felt a connection to another guy like this, not in a long time.

I got the feeling Ben was battling his emotions, too. Weighing the impossibility of a Daddy Week romance. He gave me a deep, tongue-heavy kiss, then backed up, half into darkness. "Thanks again, Dave," he whispered. And then he stepped away, leaving me there to pull my shorts back on.

I wanted to follow him, but decided against it. We had the rest of the week ahead of us to reconnect. Or not. I'd have to see how it played out.

As I came out of the Guard House, I saw Rich there, a young man in tow. But it wasn't Jamie. This kid was about the same age, but had a bigger build, more of a golf-player look. Dressed preppy, almost like Rich.

I could tell my friend was hesitating. "Um, Dave. You remember Kyle, right?"

"Hey Uncle Dave." It had been about ten years since I'd seen Rich's son, and I didn't immediately recognize him by sight, but the voice was unmistakably Kyle Prescott's.

"Well, I'll be. Little Kyle. All big now."

"Yes, sir."

"It turns out Kyle takes after his old man in more ways than one," Rich explained.

I guess I'd been absorbed in my little drama with Ben, but it took a second to sink what just happened. That Rich had just fucked Kyle in there. "Wow," I said at a loss for words.

Rich spoke up, "You can't tell anyone Dave. Promise?"

"Oh yeah I promise, don't worry." Then as we walked down the beach, "I think it's great, guys," I finally said.

I saw Rich smile, then Kyle smile. Their hands circled around each other's, lovingly, as we walked and their gazes spoke silently between father and son.

"Thanks for being understanding, Dave," Rich said.

"Sure," I said. What do you say to a buddy who's just had sex with his son? I looked over at Kyle. He was trimmer than his father, similar to the athletic shape Rich had had back in college. He was real cute, too, with a bright smile and blue eyes that twinkled even in the moonlight. He leaned and whispered something in his father's ear.

"Yeah," Rich muttered as they stopped in their tracks. His son crouched before him and started undoing his shorts.

I stood there, dumbfounded, as Kyle began blowing his dad right there on the deserted stretch of beach.

Rich looked down at his boy, turned on and proud, then looked up at me. "Christ, Dave, he's really fucking good at this. My own boy."

"Hot," I said, eliciting a smile from my buddy's face.

"I'll say," Rich said. "He loves my cock, too."

"Of course," he does, feeding off the sexual energy that was building. "It's his daddy's cock. Huge, too." I unzipped now, pulling my hard-as-nails cock out and starting a slow stroke as I watched this unbelievable and unbelievably hot display in front of me. Real honest-to-God incest playing out.

Rich looked down at Kyle. "You like that, son? Like Daddy's huge cock? You wanna taste the sperm that made you?"

"Of course he does," I said, stepping closer to them. I didn't want to break the spell or invade on their scene, but I was majorly turned on and wanted a closer look. "It's why he came to Daddy Week, right, Kyle?"

The younger Prescott moaned loudly, this mouth stuffed full of daddy cock as he started sucking more wildly.

"Holy shit, son, I'm gonna come. You got my load just a minute ago, and now I'm already gonna give you another. That's it, suck Daddy, suck!" He grunted his trademark sounds as he got his nut inside his boys' mouth as my hand gripped the back of Kyle's hand and guided firmly onto his father's spurting cock.

Rich had barely pulled out of Kyle's mouth and let his son catch his breath when he guided the boy's head to my hard cock. "Dave's about to come, too, son," he urged. "Suck your Uncle Dave." Kyle barely latched his hungry mouth to my horny bone when Rich crashed his mouth hard and heavy on mine.

My buddy and it was the first time we'd ever kissed. It was too much. I blasted Kyle's mouth with a heavy load, probably heavier than the one I'd just given Ben.

"Fuck that's hot," Rich moaned as he backed off and watched me and Kyle complete our coupling. "Guess I'm your Daddy Week wing man now, huh, buddy?"