Chicago—November, 2015
Thanksgiving week. It was the day after the cat fight over my
cock at the bookstore and the Professor arrived in town. He was taking me to Chicago for another
sexpedition. He left his car at my
place and I drove into the city. As we
entered the tollway to take us across Indiana, I asked about where we stood
with the porn guys. Once again, The
Professor was purchasing the exact type of man he wanted, I was there to share,
inspire and facilitate.
“Marcus is for sure,”
the Professor told me. I was not surprised
that the tall, fair skinned, ginger haired man with the true 10 inch dick would
be making another appearance. He and the
Professor had had a great connection. I’d
loved drinking his piss and eating his ass.
“The other person who
got back to me instantly is this versatile guy who is just starting to do porn. He’s visiting Chicago this week.” The Professor showed me a picture on his
smart phone of a hot young otter type.
It was taken by one of the major porn companies who were starting to do
fetish vids, but always with condoms in evidence.
“And he’s ok with our
bareback scene?”
“Absolutely. Cade is on PrEP and loves raw play. But when you write it up, just give him a
false name. We don’t want to get him
into trouble at work.”
“I promise.” (And I have…)
“Now, surprisingly
Chad hasn’t gotten back to me.”
“You got a third?” I
tried, not very successfully, to keep the surprise out of my voice.
“Why not? You loved Mr. Brock’s ass last time.”
That was certainly
true. It had been the best kind of
fantasy fulfillment.
“What time did you
tell them?”
“Seven o’clock
tonight.”
I glanced at the clock
on my dash—plenty of time to check in, eat, set up the sling, clean up and rest
before arrival.
The room is set. The
sling fits between the two double beds if we shove them to the wall. Covers are removed, blankets turned down,
lube is out along with some bottles of water.
I have a red bandana over the wall mounted desk light—it casts a rosy
glow over the room. With leaving the
bathroom door open, we have another dim shaft at the other end of the
room. I get into my leathers. The Professor is in a jock. We are ready…and it’s 6:55pm.
On the dot of 7:00 there is a knock at the door.
“Bet it’s Marcus,” I tell him. But when I answer, it’s Cade.
He is twice as cute as his picture. And he can’t take his eyes off the bulge in
my jock. But he does—and asks if he can
check his clean out as he’s come from across town. As he disappears, the Professor opens the
door for Marcus. He and the Professor
hug—and the client instantly starts removing Marcus’ clothes.
Cade returns—dressed down to a jock and boots. His cropped hair looks redder in the light of
the room than it did in his pictures. He’s slightly younger than I guessed—late
20’s or early 30’s—nicely built goes without saying in the world of mainstream
porn. We do a quick introduction—and then
let Marcus get back to giving the Professor a back rub—something that always triggers
Marcus’ erection.
Cade is on his knees in front of me. He is a gear guy, he tells me. He loves playing in any kind of gear—and loves
the smell of my chaps. He digs my cock
out of the pouch and into his mouth. Oh,
yeah. He’s good. I am soon snaking my entire length all the
way down his throat. I hold his head and
begin to fuck his mouth. This makes his
cock push out of his own jock. He starts
to stroke it—then stops—giving all his attention to me.
“In the sling,” I tell him.
I glance at the Professor—he’s lying on his back and Marcus is grinding
his ass onto the Professor’s tongue. I get
Cade’s legs in the stirrups and look at the ass in front of me. Full and lavishly haired. The ass crack is a forest. I fall to my knees and get to work.
“Oh, fuck. Eat my
hole out.” Cade’s ass flowers open. My tongue drills deeper and deeper. He’s jacking now. “Fuck me with that big dick. Put that big raw cock in me.”
I stand, lube and enter.
Really slowly for one so open.
But it’s so worth taking my time.
I can feel him open inch by inch.
When I bottom out, he holds up one finger. We pause.
Then: “Now fuck me hard.”
I do. Hips slapping against
that full butt. It’s loud enough for
Marcus to pause in his fucking of the Professor and look at us. He grins and then matches my thrusting so our
hips are in total sync.
I fuck.
I fuck Cade until he begins to shake—the first of two full
body orgasms I give him in the course of the evening.
We switch partners for a moment when Marcus thinks he has
piss for me.
Cade gets the Professor on his back. He slips into the Professor. And fucks him until he loads his ass. I don’t have time to felch it, for Marcus is
more than ready to fuck in it. They move
off to the other bed and I answer the door.
Chad Brock arrives, apologetic for being late. Cade takes a break while I fuck Chad. Watching me plow into the muscle ass gets him
hard again. He takes a turn fucking
Chad, too.
I send Chad to the other bed—to help add into the other
scene. I want a moment alone back in
Cade’ ass. I get him on all fours. I eat his well fucked hole. He squirms.
He pushes—and his tiny rose bud pushes into my mouth. It is one of those moments that surprise me—and
I have to stop jerking.
From the other bed, I hear Marcus shoot his load up the
Professor. He collapses on the Professor’s
back and stays there. I go over. “Oh, yeah…”
Marcus comes back to reality and remembers what I love. He pulls out slowly and lets me clean that
mammoth cock.
I get the Professor into the sling for a quick felch. The other three ring the sling—hands everywhere
stroking and twisting nips. I taste some
cum, but it’s deep. I stand up and push
into the Professor to pull out some load.
It works. My big flared head does
the trick. I hunker down and clean him
up.
“I want to watch you load Cade,” the Professor tells
me. They exchange places. I eat a little. I could spend forever with that hot ass, but
I know our two hours are coming to a close.
I eat. I fuck. Cade has his second internal orgasm. I pull out and taste what that does to his
hole. He pushes his super juicy rose bud
into my mouth. Holy fuck—I stand up and fire the first shot on his swollen ass
lips. I push into him and fuck the rest
of my load as deep I can. I lean down
and kiss him.
When we come up for air, he tells me not to pull out. I stay in place. Cade grabs his cock—and shoots a traditional
load all over his hairy chest. Chad
leans in for the clean-up and a cum soaked kiss with me.
“Can you take another load?” the Professor asks Cade.
“Sure…”
I move out of the way and the Professor fucks into the
sloppy hole I have just left.
It doesn’t take long for him to shoot. Or for me to clean up that hairy, wet ass
crack…
*****
All the boys shower—not in any particular hurry to
leave. The Professor gives them each an
envelope—for the time they chose to spend with us.
We sit down one on each bed after Chad, the last to leave,
has shut the door.
“Good?” I ask.
I don’t get an answer
in words. Just the most contended sigh
you can imagine.
I really wish I could post pictures of the others...
A reader asked for link to the first time we did this--you will find that entry HERE.
Or hit 'Professor' in the label cloud.