Date: Sat, 24 Apr 2021 11:33:30 -0700
From: Derrick Sanders <derrick1968mwm@gmail.com>
Subject: A customized Jockstrap Part 4

A Customized Jockstrap Part 4

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This story is partially fiction and partially fact. Play safe out
there. Needy subs who get off on thinking about an alpha's jockstrap
can contact me with their own needs and offers of submission or ideas
for how the jockstrap can be used.

Thanks to US92 for a great suggestion that I have incorporated into
this story. Always hot to chat with a horny and clever guy.

Jockstrap prep part 4

The jockstrap preparation for the bottom submissive continues. At the
end of part 3, a hot memory of a fuck session had me pumping another
load of my cum into the jockstrap I was prepping to send to a bottom
who just had to have one of my cummy/pissy straps.

The memory of fucking the gay "top" had me so aroused that I let
myself cum before I worked through the entire memory. I filled his ass
with my beer piss in the bathroom of my hotel room, put a butt plug in
his ass, and told him there was a bathroom at the end of the hall.
There was only one problem for the poor "top" who was a submissive
bottom bitch for me.

There was no bathroom at the end of the hall. I had the message all
ready to go for him in the app as soon as I heard my door click shut.
Then I hit send.

"I'm off to sleep bottom boy. There's no bathroom at the end of the
hall. Have fun getting home. I NEED that plug back. Send me a picture
of you holding it in your ass. Don't just ignore me either. Your
husband texted you while you were in the shower. Saw his number flash
on your phone that you forgot to take to bathroom. Cute picture you
have of him. Do you want him to know his "total top" man is the
biggest sub bottom I've had in quite a while?"

And off to sleep I went. Sleep is what happened in the hotel room
right after I sent the "top" with the plug in his hole that message.

I woke up and almost thought I was back in that hotel room after the
fond memory I had about it the night before. But I was not. I was
home, in my own bed and popping morning wood with a full bladder.
Before I decided to get up, there was a message from the submissive
who had paid me to prepare a jockstrap for him. He had attached three
pictures of his cock ("cockle" is the more accurate term, given its
size) in a cock cage. He told me he could not wait to get my nasty
jockstrap.

Really good thing he messaged me too--this way I could put my morning
piss to good use. I'd respond to him later, but I had to take my
morning piss and my bladder could wait no longer. My backyard is
secluded and with just my shorts and jockstrap on, I went to the
backyard to get that rank morning piss out of me. I was gonna soak
that jockstrap and soak it good. After adjusting my cock to point
upwards, I let the piss fly in that jockstrap and the shorts. I was
hard as a rock by the time I was done. When the shorts were pretty
much dripped dry, I went in, took them off and got ready for my day.

I emailed my jockstrap purchaser, told him what I had done and told
him that he needed to find a cock to suck or fuck today. That should
keep him occupied. I thought about being a manager of his online
profile on some gay fuck site, but decided to wait to do that. After
all, there is only so much time.

Remembering last night the "top" I had fucked and given my piss to
still had me so horny that after I got some actual work done, I went
back to read the story I had written about what happened the next day.
Besides with all the "real world" work I had to do, there wasn't
really time to find a bottom to meet my needs and so I decided another
wank session late that morning was in order.

My mind returned to the morning after I had pissed in that "top"'s ass
and shoved a plug in it.

Twenty minutes after he left, I got a picture of him with the plug
still in his hole. It was probably staged after he'd emptied myself of
his piss, but he at least got credit for trying. Then a message
begging me not to tell his boyfriend.

I didn't see it until the next morning. While I didn't have a
hangover, I had consumed enough beer that after my "top who is really
a bottom" had left, I passed out and went to sleep. When I did wake up
and decided to bother with my phone, I sent him a message:

"hot pic. Hope it was before you let my piss leave your body.
Boyfriend catch you?"

I put my phone away. Even if he responded right away, I was not going
to respond back immediately anyway. While I had no work meetings all
day, there were work-related things I could be doing and needed to do.
Mr. "top who is really a bottom" could wait. A couple of hours later,
my to-do list was done and brunch was in my belly. I saw the response
which had been sent immediately after he got my message apparently.

"I'm not certain how I'll get that back to you. Boyfriend was still
asleep when I got home."

I rolled my eyes. Not certain my ass.

"I only put it in you as a favor to you until you could take care of
what I put in there. I'd like to have it back. You'll figure something
out. I checkout tomorrow morning. If you're really the top in the
relationship, you'll just tell him you have an errand."

I put the phone away but turned on notifications so I could hear when
he responded. I was not sitting there waiting for him.

My phone dinged and my eyes glazed over the whiny message he sent. It
did not include a time he was coming over and was full of some
bullshit or other.

I responded by sending him a short video clip of that clearly showed
his face sucking my dick. Quickly sent another that showed him on his
back, legs spread, taking cock in his hole. Pictures are always worth
so much more than words.

I was already stroking my dick as I remembered sending him the video.
I was popping a good boner in my jockstrap--but I knew what was to
come.

The phone buzzed and the message "I'll figure something out and let
you know" popped up. I responded with "give me at least a half hour
warning faggot before you show up" and got back to work.

Sitting in a motel room away from the distractions of home allowed me
to get quite a bit of work done. Two hours later there was a message
from my "top who is really a bottom."

"I'll be there in half an hour sir."

Sir? He was now calling me Sir. Hmmmm...

I responded,

"Sir says you should wear sweats, tshirt, socks, and shoes. Socks
optional. Nothing else--no underwear and no jockstrap. Plug needs to be
up your ass."

I downed a couple of beers (ok...it was three) while I waited a half
hour for him to arrive. The door was ajar and I was sitting in a
chair, beer in hand, only wearing a jockstrap. My cock was about
half-chubbed up knowing this submissive faggot was on his way. He
knocked and I told him to come on in and to leave the door ajar the
way I had it.

"Strip faggot."

"But Sir, I don't have time. And the door."

"Yes you do. I have pictures. I have a hard cock. You have time. Don't
worry about the door."

Sheepishly he removed his clothes.

"Show me the plug."

And there it was, right in his hole where it belonged. I used my
fingers to wiggle it a little in his ass, but did not remove it.

"Good boy. Now get on your hands and knees and suck my cock. I have a
hardon that needs serviced."

And he did. Just like last night he worked that cock of mine like a
pro. I took a tie off the table next to the chair and blindfolded him.

"Why Sir?"

"Because controlling your vision makes you more aroused. And because I
like to do it. Quit asking questions and really work the underside of
my shaft a little better from now on."

He was working my cock with my hands on his head holding him down. I
had seen the man enter my room and quietly remove his clothes by the
door after shutting it. I had first met him this morning when Mr. "top
who is really a bottom" was messaging me while he was at work.

Apparently the dude who was sucking on my cock had an app on his phone
that his partner does as well that shows the other's exact location.
My cocksucker either didn't know the app was there or had forgotten
about it. His partner noticed exactly where he was last night--down to
my room. The app must be as precise as hell. Anyway my cocksucker's
partner knocked on my door this morning and asked me if I had a hookup
in my room last night. My hackles were slightly raised and I wasn't
really in the mood to fight with some jealous husband/boyfriend over
some random sex I was having with their partner. I said "I'm not
really certain that's any of your business" in what my friend calls my
"slightly pissed off dad/teacher voice."

The guy had responded so nicely that I almost felt bad for half
sounding like a dick. "Oh guy...you misunderstand me. Please hear me
out. I am not mad or looking for a fight at all. I know my partner was
here last night. I know what he was probably doing. I'm not mad at you
and I'm completely harmless. I'd just like to teach that fucking
submissive faggot I live with a lesson and a good one."

I invited him in my room. We had a nice long chat during which we
cooked up a plan.

And so here we were.

I was sitting having my cock sucked by this blindfolded submissive who
told his husband he was a top--while his husband thought he was out
running some errands. And behind this "submissive" was his husband.

"Keep sucking my cock faggot," I said while I pushed his head all the
way down to my crotch.

I smiled at the man standing behind my cocksucker. The cocksucker
thought he and I were alone in the room. The man behind the cocksucker
was his husband. The cocksucker had told his husband he was all top.
The husband, in love with the cocksucker agreed to bottom for him. But
the husband, as he told me earlier that day--loved to top and needed to
top.

"Suck it faggot. Suck this cock with that plug in your ass." I pushed
his head down even harder. He was not moving. His husband pulled the
plug out of his ass. I saw the cocksucker's eyes open wider than ever
when he realized that his plug was being removed, but not by me.

His eyes were going to get opened even wider in a second when the
cocksucker felt a leaking cock enter his hole. I thought he was going
to literally gag on my cock as he realized he was being fucked by
someone else who had rammed his cock balls deep in his ass.

I pulled his head off my cock.

"Do not try and remove the blindfold bitch. How does that feel in your hole?"

"So fucking good. Oh...fuck....."

Yeah he was loving that cock up his ass.

"Did he wrap it? Who is this guy?"

"Bitch. It's bare...the way you need it."

"Tell me...is he hitting that magic spot in your ass? That spot that
every faggot loves to have hit?"

All he could do was moan.

I guess that meant the answer was yes. I smiled at the guy as he kept
fucking and fucking and fucking. Damn it was like he hadn't had ass in
ages--which apparently was true.

I put his mouth back on my cock and told him to suck me. The top
behind him was about ready to cum. He groaned and moaned and nearly
howled as he bred that ass like he had not bred a hole in his entire
life. He pulled his cock out and I told the bottom to clean it and
then proceeded to fuck that well-lubed hole myself.

He was still sucking his partner's cock which apparently he had not
done in ages since he was a "total top." And here he was now getting
his ass fucked and his mouth fucked. His partner removed the tie and
then the bottom realized that his husband was the anonymous guy who
had just planted a load in his "I'm a total top ass."

At that moment "Mr. I'm a total top" creamed a huge load of cum from
his cock on the hotel room floor. The contractions of his ass muscles
forced me to drain my own load in his ass. At that point, his former
bottom sprayed a load in his throat. The cocksucker stood up and his
husband said "total top my ass."

The memory had me so hard in my jockstrap that I shot so hard that
most of it went right through my strap. I rubbed it all over my jock
and reveled in the smell of my cum and the memory of the hot guys I
had met during that hotel stay.

I occasionally hear from that couple--both of whom thanked me for
really putting the kink in their relationship.

I tried.

With another load of cum dumped in my strap, it was time to get back
to work. I needed to see if the submissive for whom I was filling this
jock with cum had tried to get some cock while I had been working--on
real work and on his jockstrap.

I'd have to wait for the cum to dry in my strap before taking another
total piss in it--gotta get those stains in that white fabric.

More to cum--I've got two more days of jockstrap prep before I mail this off.

Comments and responses from readers are welcome and appreciated--even
if you don't want to purchase a jockstrap. Just knowing you enjoyed
the story is motivation. Derrick