Over a week after receiving the spanking in the parking lot I had
been on my best behavior, my ass still hurt but was healing. The red
skin had turned to purple, brown, and yellow. I liked to stare at
myself in the mirror, massage my cheeks. I liked that I had been
marked. I liked the sensations. It was a constant reminder of how I
had misbehaved, how I had been corrected, and that I didn’t want to be
spanked again at least not right away.
In that week I
had gotten into a habit with Mr. Grant. It was easy because he was
still working on getting his restaurant started so he had free time.
We’d go out to eat, he’d order for me. We went to the park. We talked
about all of the small things, meaningless things. My parents stopped
expecting me home but they didn’t say anything to me. They knew I was
gay. They knew he was gay. Maybe they thought he was a good influence
for me.
I’d write my lines every night at the desk in
his room before bed as I sat in my underwear. I did my homework after
class. I had stopped smoking. I hadn’t had a drink since the party. I
was on my best behavior. I had completely forgotten about my cane. I
had motivation.
During that week we did little more
than jerk or suck each other off. The best was when we’d cuddle next to
each other on the couch where we’d play with each others dicks. It
felt slightly mischievous under the blanket with his hairy arm around my
side, his hand down the crotch of my tight white underwear, barely
enough room to stroke me, but he always got me off and I did the same in
return with my hand in his boxers. I was unsure how I would convince
him to have full on sex, especially without a condom but it was good. I
had no complaints.
And yet there were moments when I
got bored so I joined a few online groups about spanking. It had
changed my life, having someone who I was responsible to, who looked out
for my best interest, had changed my life. I didn’t want to disappoint
him and yet I was still unemployed.
That’s why when
he asked me if I was up to a challenge to find a job I agreed. He said
he had a plan and that I was to be free Friday morning. I didn’t
usually have anything then so it was an easy agreement. It was ten in
the morning when he drove me to the strip mall near where we lived. I
was dressed in the shirt, pants, and shoes he had bought me, my hair was
combed neatly and I had shaved just that morning so I was feeling
pretty fresh. I could tell by the look in his eyes that he was up to
something.
“There are thirty businesses here that are
all open. Twenty-five of which I believe would hire you for some kind
of work. I want you to go introduce yourself and ask for an
application. If they seem interested and want to talk and ask you to
fill it out then do so. If they don’t, then that’s okay and just bring
back the form. I will be back after twelve o’clock right here in this
spot to pick you up. For every business that you don’t go to I will
spank you twice.”
I swallowed at the challenge because I
remembered the spanking he had already given me. I clenched my butt at
the thought of another one so soon.
“If you go to all
of them we can go out to lunch,” he said. “And here’s ten dollars to
get yourself a snack of some kind, make sure to drink water.”
I
got out of the car feeling a little excited, a little stressed, but
somehow it felt more of a challenge than a punishment. It was an excuse
to get me out of my head, to stop thinking about my fears and do
something. I had an excuse to do the thing I knew I needed to do.
Instead of panic I felt courage. He pulled away from me, the drove off
as I watched him I couldn’t help but smile.
My
cheerfulness didn’t last long. The first place was a grocery store. I
felt anxiety just approaching a cashier let alone a manager but I made
myself do it. The woman said the manager was busy but gave me an
application. I thanked her and went on my way. The next place was a
little more subdued as it was a cell phone store. The place wasn’t busy
but there was no manager around so the man there gave me another
application. It went on like that for five more stores. I was starting
to feel exhausted already and decided to get a bottle of water and a
snack from a place where I also asked for an application. I went out to
the bench in front of the store.
Collecting
applications was easy, I thought, so at least I won’t get a spanking,
but then I looked to the wooden bench and there was an ache in my butt
so bad I had to reach back to tell myself it wasn’t real, just a
memory. It wasn’t the pain itself. It was the idea of being back over
his lap, the weight on my chest, and the feeling of being naked. It was
the idea of being so vulnerable with him and being able to trust him
not to take advantage of me. I could walk around his house in my
underwear. He’d never bully me, belittle me, or haze me.
With
a renewed feeling of confidence I continued my challenge. I found the
next couple to be a little more interested and got to talk to the
managers. But the most eager ones seemed like they would be the hardest
to work for and I had my reservations about even returning the
applications. The most interesting was a coffee shop that offered
‘flexible hours’ but said that the hardest shift to get was in the
morning because people made the most in tips. By the end of my job hunt
I was feeling pretty tired by the time I got back to where Mr. Grant
had dropped me off. I had thirty applications in hand and some stories
to tell about the managers I had met.
He was right
there where he said he would be, and five minutes early. I got into the
car, buckled up, and he began to drive. I told him that I had
collected the applications and that I looked forward to filling them out
and returning them. He seemed pleased by my accomplishment and said
that as a reward we’d go to the mall. We made our way to the food court
where he let me pick out the place to get food.
We
made small talk over lunch and I thought somehow that it was over. I
thought we’d go back home and I’d fill out the applications, maybe play
some video games and jerk off, or else we’d watch a movie but we didn’t,
I didn’t. He raised his eyebrow to me and said there was another
challenge. I nodded in acceptance.
“The mall is next,” he said. “I want you to go around to at least fifteen stores and do the same thing.”
I
groaned at his comment and he looked to me with a renewed seriousness.
I suddenly realized just how much like a little boy I was and how much
of a man he was as I thought about my reaction. He was trying to teach
me responsibility and I was trying to manipulate him out of my
obligations.
Collecting the fifteen was easy. The best
place I thought to work was a place that sold designer eyeglasses, both
prescription and nonprescription. There were two people working there
and they both seemed kind of gay, at least the man did. The woman was
fashionable and she could have been a lesbian. I’d never find out for
sure.
When I finished my collection I texted Mr.
Grant to find out where he was and he said he was waiting outside the
movie theater. He asked if I wanted to see a show starting in ten
minutes. I said replied, ‘sure’ before looking at my clock and
estimating the time to get across the mall. It was an easy walk, though
I felt pressure to be as quick as I could be. He had the tickets in
hand, gave me one. I got in line behind him in front of the person who
checks the tickets.
Just past the man he stopped and
looked to the concession stand. Without thinking I said, “hold on let
me see if they have an application” and walked away before he could say
anything. I saw one person was reloading the popcorn machine and moved
to her. I stepped close and asked if the theater was hiring and if I
could get an application. She said they were and would get me one. I
hoped I wasn’t making us too late but collecting applications started to
have its own reward. Mr. Grant moved up behind me, put his arm around
me in a friendly sort of way.
“Actually I was going to ask if you wanted anything,” he said.
“Oh, well, some popcorn and a drink,” I said.
When
the woman came back with the application Mr. Grant signaled to her that
he wanted to order. She asked him what he wanted and he ordered the
date package with two drinks, one popcorn, and one box of candy. I
looked at the prices and felt guilty for a moment before he said I could
pick out the candy. I moved to the case, pointed to my favorite. She
smiled at us as she collected everything, more when he paid. It was a
knowing smile, like that she liked gay men, or that her cousin was gay,
maybe an uncle. I took my drink. He took his. I grabbed the candy.
He picked up the popcorn. We couldn’t help but laugh at each other as
we walked away into the theater.
We were five minutes
late and the previews had already started. It was easy to find a seat
because there were only a few other people there and they were mostly in
the front. I led him to the back of the theater where we could sit
under the projector, see if ushers entered. We snacked through the rest
of the previews and into the first ten minutes of the movie until we
settled into our seats and everything seemed normal.
That’s
when I reached over into his lap. He squirmed a little at my touch,
reached to my hand. I grabbed hold of the fabric of his crotch until I
could feel his dick. He moaned a little and I let out a silent laugh. I
leaned to him, kissed him on the cheek and whispered for him to be
quiet or he’d attract attention. I worked him through the rest of the
movie. We left as soon as the credits started. I was headed for the
car but he grabbed hold me at the first unused, fire exit door. He
closed the door behind us. We made sure no one saw us or was following
us. It seemed clear. He pulled me into a kiss with his back against
the door. I sunk to my knees, pulled out his dick.
The
concrete was hard on my knees, the stairwell had this weird echo
effect. His dick was hard and slick. I knew his underwear was a mess
and it made me smile. I started with the tip as usual, decided to make
it a quick one because I couldn’t get to his balls and where we were.
It was easy to get him to my throat for the first few sucks but oddly my
gag reflex started to act up so I simply sat back on my feet, wiped the
spit from my lips with the back of my hand and worked his dick with my
other hand. It was fun to pull and squeeze it. I loved the feeling of
the head of his dick just before my hand would slip over it. I moved
out of the way before he had an orgasm, let the cum shoot over my
shoulder and onto the floor.
He tucked himself back
inside as we began to laugh. The blob of ejaculate looked like an odd
spill, maybe someone would think it was spit. We checked each other
over before we ran down the stairs laughing as we did. It was easy to
get back to his car. When we got there I couldn’t help myself. I moved
with him to the driver’s side door, pressed my body against his and we
kissed again. This time he grabbed the back of my head and held me
there with our tongues slipping against each other for a long time
before we pulled apart and looked around to see no one else was around,
no one had seen us. We laughed more as I ran around to the passenger
seat.
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