Date: Thu, 9 Feb 2023 09:12:33 -0800
From: Jay Spear <jayspearstories@gmail.com>
Subject: Dicking Down Denny

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Dicking Down Denny

By Jay Spear


I've been into daddies lately. Something about those older dudes.
Flirting with them, kissing them, fucking them. Taking them down like a
bitch.


I don't know why. Maybe it's because I've run through all the guys in
my frat and I'm looking for a fresh challenge. Maybe it's because I'm
graduating in a few months, leaving college for the adult world--and I
plan to dominate that world as much as I've had this campus at my feet.
Or maybe it's just because I fucking can. What daddy can resist a young
jock bod and a cock that will go all night?


But even with my expansion to daddies, the campus was pretty tapped out
for me. Once you've fucked your coaches and all your profs who still
have their own teeth, well, you gotta look outside.


That's why I was grateful for this recruiting trip. An April weekend in
Miami, a bunch of us put up at this hotel while the big firms rotated
through, making their pitches and taking us for interviews.


I was focused on the big boys: McKinsey, Bain, Goldman, Citi. You know,
places my dad and the wealthier dads of my frat brothers worked. Places
where the American elite are trained, groomed, and positioned for power.


But the Career Office put the accounting firms on the list too: PWC,
Deloitte, KPMG, EY. They're big names too, I guess. Well, easily
recognized anyway. But who wants to be an accountant when you can be
using that finance degree for a six-figure salary as junior investment
banker who can buy a couple cars with his bonus and go snort coke off a
stripper to celebrate with your coworkers the big deal you all just
closed?


I was going to skip the bean counters entirely. Just stand them up at the
interview appointments like you do with the girl who did just fine at
sucking you off in the library stacks but whose face you don't want to
see see for two hours over dinner. But Dennis Romano from PWC came up and
clapped me on the back, saying he looked forward to our interview and
that it was going to be nice meeting with a fellow brother from Sigma
Chi.


So I went. As much as I knew I was going to land in strategy or banking
and not be some backroom auditor bitch, a frat brother is a brother--even
from another generation--and I'd do anything for these guys.


So that's how I found myself across from Mr. Romano ("Please, call me
Dennis." "Sure thing, Denny.") for an hour, answering analytical brain
teasers and dredging up examples of teamwork. We breezed through his
questions--I know this bullshit by now--and then he grilled me on the
latest at the frat.


As we talked I knew I didn't want to work at his firm, but I thought it
might be cool to fuck him. Yeah, why not. Middle aged accountant daddy,
probably hadn't had a wild ride since the college days he was
reminiscing about. He was kinda cute too. Handsome enough to have been
Sigma Chi and he was aging pretty well--looked like he still hit the gym
on the regular. A bit of a geek, a bit overeager, a bit too in love with
*accounting* (fuck, why?), but I started to imagine how his funny little
mustache would feel tickling my pucker if I sat my jock ass on his face.
Yeah. I'd fuck him. Why the hell not?


They were already calling in the next guy and we were all supposed to
rotate to the next interview. But we weren't really done with frat talk
and now I had a goal of dicking down this daddy, so I just said, "Hey,
Denny, I gotta go to the Goldman spot now, but why don't we catch up
later, once the interviews wrap up."


"Yeah, man, got a lot more to tell you about the firm and I want to hear
more about what's changed at the frat."


"All good, man. Yeah, let's do that. Meet you in the lobby later?
7:00?"


And at 7:00, there he was, waiting on the couches and then standing up
and waving when saw me, looking like some overeager puppy. Fuck he was
cute. I was gonna destroy him.


We had dinner, shot the shit. There was very little talk about the firm:
he wanted to reminisce about his frat days and hear what things were like
now. The wine and conversation flowed freely, and dinner rolled into
dessert and then after-dinner drinks. The staff asked if we wanted to
take our scotches to the adjacent cigar lounge.


"Hell yes!" I replied. "You in?"


"Jesus. I haven't had a stogie in about 20 years. The wife would kill
me."


"All the more reason then. Come on, Denny. She's not here right now.
You're on your own. Live it up."


"OK, man. You're right. Let's do this."


I grinned back at him. We grabbed our scotches and followed the waiter to
the cigar lounge, ordered some stogies, and fired them up.


"I used to light up with the boys a couple times back in college,"
Dennis told me. "Poker nights, parties, that kind of thing. Kind of miss
it! But the wife would shit a brick about me smoking, especially a cigar.
Thinks they stink."


"Fuck that. Everybody needs some time to do their own thing, right? You
enjoying it?" He grinned and we bumped fists. "Yeah, good. You look
good too, man. Real badass. Like the kind of dude who's not gonna take
any guff from his wife."


"Badass, huh?" He grinned and flexed.


"Yeah, dude, I love it." I paused to draw on my cigar and let out the
smoke. "Frankly, you look pretty good overall, Denny. Keeping yourself
in shape. I'll bet you really give it to the wife. Fuck her three times
a week and get a long sloppy blowjob on Sundays."


"Haha, yeah I wish! Not since the kids came."


"You not getting off enough? It's a shame, Denny. You're fit,
handsome, good energy--she should be all over that."


"You flatter me, young man. If I didn't know any better, I'd think
you're flirting."


"Oh I am."


"Jesus. You are? Sorry, man, thought I was talking to a fellow pussy
hound."


"Oh, I dig pussy too. Everyone is pretty much bi these days."


"Huh. I've heard that about your generation. It's always been a little
more black and white for mine. You either line up as straight or gay."


"So you've never done anything with guy?"

"Well, I've jacked off with some of the guys before. You know, just
frat stuff. Or double teamed some co-ed with a buddy."


"Look, I love tits and pussy. But being with a guy is cool too. You know
all the buttons, what feels good."


"I'll bet."


"I mean, when I take a guy in my mouth, slide down his dick and tickle
his glans with with my tongue--I know when to keep that light, teasing
touch; when to wrap my lips fully around it and make myself into a
mouth-pussy for him; when and how to pick up the speed and suction. I
know what's gonna feel good for him, because I know what feels good on
me."


"Fuck, that sounds pretty good when you say it that way. Kinda makes
sense."


"Gets you hard, doesn't it?" I reached under the table and squeezed
him. Yeah, hard cock and it jumped when I touched it. This would work.


"Hey, kid, I've got co-workers staying in the hotel. I mean, that felt
great and all, but you can't do that here."


"OK, let's go somewhere. Just two frat buddies, helping each other out.
Like back in college."


"Um, I guess we could go to my place. It's a nice room, good view, has
a balcony."


"Good, let's go then. But hey, bring the cigar. I want to see you kick
back and finish smoking it while I suck you." A huge grin broke out
across his face.


"Lord Almighty, kid. You've got me ready to bust."


"Save it for me, Denny! Don't want you busting unless it's in my
mouth."


He signaled for the waiter and paid the bill. We walked up to his room.
He pulled some bottles from the mini bar and poured out two bourbons.


"Excellent," I said, toasting with him. "Now, you just sit back, enjoy
the rest of that stogie, and let me take care of you." Dennis opened up
the balcony doors and moved a chair over so that the smoke would flow out
of the room and into the night. He sat down and I handed him a match and
watched him relight his cigar and let out a long stream of white smoke. I
unbuttoned his shirt to get it out of the way of his pants, and I
unbuckled and pulled those down too. Frumpy dad boxers, of course. I
pulled them down as well, leaving him bare-assed on the chair, his pants
down around his ankles. His bushy black pubes glistened in the lamplight
and his cock stood up ramrod straight and begged for attention.


"Nice piece, Denny. Bet you bagged a lot of pussy back in the day with
this one." He smiled and nodded. I grabbed the base of his shaft,
cupping his balls, and I lowered my mouth to go tot work on his cock. I
began by my running my tongue up and down the shaft, alternately teasing
him with the sensation of wet tongue and blowing some cool air against
him. He shivered with sensation and anticipation.


After a couple minutes of that, I opened wide and took him into my mouth.
I held him there, dancing my tongue across and through the creases of his
cockhead: tonguing the piss-slit, wrapping around the flared head.


Then I swallowed him, unhurriedly taking him fully into my mouth and down
my throat, wrapping his cock in a soft, warm mouth-pussy. I knew it would
feel familiar yet so different to him. Not surprisingly, he moaned. I
continued sucking, taking my time and varying the pace and pressure to
keep him surprised and squirming for a good 20 minutes. These older
married types don't get much head from their wives these days, and
certainly not with the same slow, deliberate reverence I was showing him.
For most, their sex lives have lapsed into efficient babymaking
encounters, where they simply clear away the laundry and bills for 10
minutes so he can pound a load into her when the ovulation timer is
saying "hit it." But this, this was different for him. This let him
recapture the exquisite pleasure of getting his cock sucked, and by
someone who legitimately took joy in the act.


"Awww, that's so fucking good, kid," Denny moaned. I looked up at him
and nodded. Ran my hand up his chest to rub one of his hard pecs. Used my
thumb to flick one of his nipples.


"Your wife play with your nips, Denny?"


"No."


"What a shame. Looks like you do some good work in the gym to keep these
babies pumped."


"Thanks man. It's hard to fit in, what with work and the kids and
everything. But I guess it pays off, huh?"


"Fuck yeah. You got a hot bod."


"Haha I guess so. Glad you think so. Sometimes I wish I still had my
college jock bod, like you. Able to work out every day, fit in those
extra meals, really dedicate myself to it. Cause you look fucking good,
little man."


"Yeah, Denny?" I wrapped my hand around his cock to keep jacking him
while I brought my mouth up to tongue his pec, to suck and bite his
nipples. "What's it you like about my body?"


"Everything, dude. Still fresh and young. Skin so tight, stretched
across that muscled beef. Nice thick ass. Curves on it are tighter and
higher than my wife."


"You want to touch it, Denny? Go ahead."


"Yeah?"


"Yeah man, rub your hands on it. Feel how it compares." Denny ran his
hands down to feel the curve of my ass checks and he gave the left one a
good squeezing, making an affirming grunt when he felt how nice and firm
it was. He gave it a good slap.


"Damn, kid. This is a fine ass. Do you...you get fucked too?"


"Yeah, I have. Plenty of times. But I kinda have other things in mind
for tonight." He looked at me quizzically and I just smiled. I kissed my
way down from his pecs to his stomach before taking him back in my mouth.
He moaned.


"Blow job is good too, man. Jesus. Just relaxing with a drink a smoke
and getting sucked...it's amazing. I haven't felt this good in a long
fucking time." I continued my work on his cock and felt his body stiffen
and squirm. I was definitely getting him worked up. "You're getting me
so close," he warned.


"Don't come yet," I told him. I traced his shaft down to his balls,
licking them like an eager pup and taking each one in my mouth to suck in
turn. He moaned, "So good, man."


I continued tonguing his balls and traced lower and lower, eventually
nuzzling my head in his crack. I gripped each of his cheeks hard, pulling
his ass up and open so I could really get in there. I teased his hole
with my tongue then drew away to blow some air on it, making him
shiver--then I plunged back in to fuck my tongue inside it good.


"A rim job? No one's ever done that for me before." I just grunted and
kept the tongue-fucking going, getting his hole nice and sloppy, and
feeling his ass lips relax and open up for me like church doors on a
Sunday. I grinned and stuck a finger inside. Slipped it right in, no
resistance. Amazing, considering this was a married straight dad and
apparent ass-virgin. I grinned and began to probe him in earnest.


"Jesus, I can't believe you have a finger inside me."


"Not one, Daddy-o. You've got two."


"Shit..."


"That's nothing. Want to know what my cock feels like?"


"No, man. That would be, like, getting fucked. The BJ is great, but I'm
not cool with that."


I looked him in the eye and continued fingering him while I talked. "You
sure, Denny? Because your ass is clenching and releasing my fingers. Your
face is flushed. You've got this nice drop of pre--" I stopped
mid-sentence to lap it up. "--that says something different. Says
you're enjoying the fuck out of this."


"I am, but I--"


"But what, Denny? So you don't get fucked. But you also don't mess
with guys. And hey, you're doing both right now. I'm finger fucking you
now. And you're fucking loving it." I jammed in a bit harder, searching
until I was up against his prostate. It pulsed. Good. I'd make this
excruciating for him.


"It does feel good, but let's just leave it at that. I'm about to
fucking cum anyway."


"Not yet, Denny, not until you've had the good stuff." I pulled my
fingers out of his ass and took them into my mouth, sucking on them,
holding his gaze the whole time that my other hand worked my belt buckle
and undid the snap on my jeans before pushing them down. He was stunned
at the sight: me licking up his ass funk while stripping off my pants and
unveiling the beast that had rawed out a few of the frat brothers and
sent more than a few of the campus girls to the family clinic for Plan B
pills. My cock was rock hard, of course. I sprang it free from my briefs
and brought it to Denny's face, while working my fingers back into his
hungry hole. "Suck it, Denny," I told him.


He nodded and got to work. Denny was not a great cocksucker, but I was so
hard and leaking at this point--hard from breaking down this daddy--that
his mouth felt like heaven anyway on my cock. "Get it good and wet," I
told him. Mmmmhmmm, he moaned, and I thrilled to the vibrations now
reverberating through my shaft.


I let him suck me a few minutes, and maybe he thought that was going to
be it. That I'd finish in his mouth. But I had been prepping his ass and
he was prepping my cock and we were going to fuck, dammit. I pulled out
from his mouth and positioned my wet and leaking cock at his opened up
hole.


"Everyone has a first time," I told him as I pushed in, watching the
surprise on his face. He moved to speak and I cut him off with a kiss as
I pushed in farther and deeper. He was surprised by that too--kissing. He
was surprised by all of it. "Hold still, big guy. You can take it."


"I--"


I cut him off with another kiss. A long, deep one, stealing his breath a
minute and then letting it back into him the next.


"Mmmm, you taste good, Denny," I told him, letting him come up for some
air. "Smokey from the scotch and cigar, sweet from the mini-bar bourbon.
It's a good combo."


"Are you really...really...?"


"Yes, baby. I'm really fucking you. And you're loving it aren't
you?" I changed my angle and pushed in deeper. He cried out. "Pleasure
or pain, baby?" I asked him. "Tell me what you need."


"It's both, I guess."


"That's normal. Give it a moment or two. I'm gonna make you feel
really good." I twisted one of his nipples, making him bite his lip,
while I established a good thrusting rhythm. In and out. Watching my jock
dick slide in and out of that hairy dad hole. Fuck, I thought. Life is
*good.*


He started to relax into it. His hole was loosened from the start, but
now he started to relax his body too, meeting my thrusts. He was a first
time and unexpected bottom, but he was figuring it all out. He began to
breathe easier. Smiled a bit. Even pushed back against me to take it
deeper.


"Feels good, doesn't it Denny?"


"Yeah, it's starting to. But hey, are you wearing a condom?"


"A condom? Haha, from where? Anyway, no dude, I can't fuck in a condom.
But it's cool. I take all the stuff. My spunk is clean."


"Are you sure?"


"Shut up already and kiss me again." He complied. He was a good kisser.
Older guys usually are. They've had enough experience to learn that
passion is not just mashing your face against someone. I liked that. I
leaned into the kiss, giving him back the same kind of aggressively
passionate energy. He moaned. I was really hitting his spot now. "That
feel good baby? Like you're getting close?"


"Jesus, yes, I don't know what this is, but I probably can't hold back
much--"


"Cool. I can be ready to blow in like 30 seconds. Watch this." I picked
up the speed and intensity without changing the angle, jackhammering my
cock into him, brutalizing his prostate, making him squirm and squeal as
he struggled--and failed--to hold back the gusher that started spewing
from his dick. He sprayed prolifically across my chest and neck: hot
puddles of daddy cum.


"Fuck yeah, Denny! Give me that load!" Dennis whimpered as the last
jets of cum sprayed from his now-spent dick. I took my free hand and
rubbed it into my pecs. "Yeah, awesome, man. Hosing me down with that
daddy seed. So fucking nice. And now. You ready for mine, baby? You ready
to take my load?"


He looked scared but he nodded. "OK, dude. Here it comes, Daddy-o. Get
ready...take my fuckin' load. Unfffph...yeeaaahhhh!!!  Just like that.
Just like that, baby. You did so good. You took took my dick and you took
my load. It was your first time and you did so well."


"It...it felt...pretty good, I guess."


"No, Denny. It felt fucking amazing. Let me keep my cock in you. Just
for a few minutes. Until it goes down. I want to plug my cum inside you.
Let it absorb into you a little. Haha, can you imagine if you were a
chick? I'd have you fucking pregnant by now."


"I really don't know what happened here."


"Don't overthink it, Denny. It's just two dudes making each other feel
great."


"Shit, man. I guess date rape is still a thing at the frat."


I grinned. "`No means yes, yes means anal!' Still true, Denny. It's
still true."


"Jesus, let me catch my breath."


"As long as you like, Denny. I love just being inside you like this."


"So hey, does all this mean you'll be joining the firm?"


"Oh, Denny. Hell no! But you can come suck me at my desk at Goldman."


"Dammit. OK then. You've got yourself a deal."


END