My Playroom—January, 2026
I received a message on
one of the kinkier hook-up sites from a man around my age. His wife had been using toys on his ass. He wanted the real thing. He had seen my dick in my pictures—and he
wanted me to be the first man to cum in his ass.
As I type that first paragraph,
it sounds like a lot of fun. Even hot. But there were issues from the first correspondence. I asked about clean out. He made a vague reply. I told him to find one of the tutorials
online, as my cock goes deep. He asked if
I wanted to give him the enema. I did
not. That was his time, to prepare for
me.
I also asked for picture
as his profile was blank. I knew if he
refused, I’d pull the plug on this right now.
But he promptly sent me a picture.
He passed that test. We set a
date a week away. He wrote me fairly
often. He added some stretch play to his
list of things to do. And for me to ‘really
take charge.’
I finally sent the
address, the day before our meet, reminding him that he needed to be cleaner
for me than for his wife’s toys…
Dan is right on time. He is nervous. I ask if he needs the restroom to check
things before we head downstairs. He
doesn’t. I take him down to strip off
and I go back upstairs to do the same thing.
He is kneeling near the flattened fuck bench as I come back into the
playroom. He had claimed to be five
years younger than me—but the man I see before me looks a good ten years older. He is tall, with a gut that looks even bigger
with his thin frame. But, hey, I fuck men of all ages and builds…
His oral technique is
more eager than skilled. I extract my
cock from his mouth and pull his face into my ball sack. “Lick it.”
He does, with verve. I harden up.
I tell him to get up on
the fuck table. He likes the feel of the
padded bench. I work his hole with a
lubed finger. He is tight. I am ashamed to say I can’t bring myself to
rim him—as I am still leery of his cleanout (or lack of…)
I grab the tiny pink butt
plug. I grease it up with coconut oil
and work it in. It pops into place. I do it a few more times. His hole gapes the tiniest bit—but enough for
my dick to stretch him open. He gasps. I stay buried in him. Slowly, I begin to fuck. He groans.
I work his hole for a few minutes.
It’s the moment of truth. I pull
out and my dick is clean. I take it to
his face to see how he’ll react to ass to mouth. He licks me with a deep moan.
I fuck him again. He takes me a little easier. And this time he begs for my cock in his
mouth as I pull out. I give it him.
We move to the
sling. But before he gets in, he looks
at the toys under the television which is play a hot orgy scene. He asks about the speculum. I tell him what it is and he tells me that is
the kind of stretch he wants. I help him
into the sling. I fuck him once
more. I know I am going deeper.
I grease up the sides of
the speculum and work it into him. His
hole is much more receptive now. I crank
it open slowly. He loves the stretch. He
really loves my index finger playing with his prostate after each turn of the thumbscrew. I stand up and fuck him with the toy in
place. I pull out slowly. Any time I fuck with a speculum in place, it
makes for a vacuum as I pull out. It
does this time, too. And it pulls
everything out of his guts from around the bend—that he hadn’t bothered to
clean. I am furious. But try to control it. I tell him we need to end the session. He begs me to clean again, asking if I have a
bulb.
I go up to the bathroom
with him and hook up the Ergo Flo with the long nozzle, to the shower head. He cleans himself and I try to clean and deodorize
the playroom.
He comes down, claiming
he’s clean. I manage to get hard enough
again to fuck. I know his reason here is
to take my cum. After a few moments of
fucking, I fake an orgasm. He hasn’t a
clue that I am only pretending to shoot inside him. I stay there for a moment, panting just like I
do when I have the real thing. I pull
out. My cock has tiny flexes of shit on
it.
I know I did the right
thing. He drives home, elated, with my
imaginary cum load deep in his guts…
*
Not my finest hour in the
playroom. Of course, he is asking to come
back…
As that was a depressing
post, I will post some pictures that are hotter than anything that was happening
that day in the playroom…
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