Date: Sun, 3 Jan 2016 14:59:14 -0600
From: Tom <tomthedom80@gmail.com>
Subject: Tom the Dom: Part 10

Author's Note:

I'm Tom, and the following is a true story about a guy I met on Craiglist.
To preserve anonymity and increase readability, some details will be
changed, but the story itself is true.

You can email me at TomTheDom80@gmail.com to ask questions or provide
constructive feedback.  I also respond to questions and comments from
readers, post shorter stories of encounters with guys I meet, and reblog
stuff I think is hot on Tumblr.  Follow me, ask questions, or submit hot
stuff to me at tomthedom80.tumblr.com.

Thanks to all the doms, masters, subs, betas, faggots, cocksuckers, and
other guys who have emailed me.  Keep sending the hot pics, links to your
favorite videos, and stories about your own experiences.  Hearing from all
of you encourages me to keep writing these stories, so keep the comments
coming.

This work is copyrighted, and commercial use is prohibited without written
permission from me, the author.

You should all donate to Nifty so we can all keep enjoying free access to
stories like this one. I've donated. You should to. Do it at the following
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Part 10: Coaching Kyle

Sometimes I post ads on Craigslist looking for guys who want to be
spanked. I usually post those ads when I've had a bad day or I'm feeling
particularly aggressive and I want to take it out on someone
else. Yesterday was one of those days.

The day started off great.  Then last night I was at a sports bar with a
buddy, drinking beer, eating wings, and watching college football. It's one
of my favorite things to do this time of year with all the bowl games.

The problem is that I also like to bet on college football. Since I'm not
stupid, I never bet more than I can afford. However, I do bet enough that
my wife would be seriously mad if she found out I lost.

Last night I had $200 riding on a game. It was my biggest bet of the
season, and by halftime, my team was down by more than 30 points. To put it
mildly, I was pissed off. And I was in the rare mood to hurt someone. So I
placed an ad on Craigslist looking for a volunteer.

Since this is an ad I've used several times before and will probably use
again in the future (it gets great results), I won't share the actual text
with you. I'll simply say that it's an ad seeking a sub who wants to be
spanked, whipped, beaten, or abused in some other fashion for my
entertainment and that I'm open to role play.

The football game was in the middle of the third quarter when the ad went
live on CL, and I got my first response.

Said he was an older guy, but didn't provide any stats, pic or
location. Deleted.

A few minutes later, a young twink who wanted to get spanked by "daddy"
over his knee emailed me with a nice ass pic. I told him to email me back
when he could host, and I'd spank him good for not reading the ad carefully
and wasting my time.

Next I heard from a guy who wanted me to shout at him, punch him in the
face, and kick him in the balls before making him lay on the bed to flog
him. No stats or pic, but he wanted more information about me and a pic
before I made his fantasy come true. I marked him as a time waster and
deleted his email without responding. (It's a good thing I'm writing this
the next day so I can still look back at the messages in my deleted emails
folder.)

After the first few emails, I got several responses in quick succession. A
couple of guys were too far away. Another boy at home from college couldn't
host. Others didn't provide the information requested, or I decided I
wasn't interested in meeting them for some other reason. I also heard from
a guy I've met before. You might recognize him as story idea #2 from Part 3
(the guy who wanted to be tied up and left alone in his hotel room for a
few hours until I was ready to come back and feed him my cock).

I've never thought of a good pseudonym for him, so I'll just call him
"cowboy." Trust me, the name fits. He wears western shirts, a cowboy hat,
jeans, boots, a belt with a huge buckle, and carries around plenty of rope
for guys to lasso him.

Cowboy wanted me to "tie him up and spank him mercilessly." I strongly
considered the offer, but I didn't really want cowboy to know that this ad
belonged to me. Better to email him later, figure out a time we can meet,
and then ask if he has an interest in discipline as well as bondage. I'm
sure he'll jump at the chance to be spanked mercilessly later on.

While these messages were coming in, the football game was also turning
around. My team was making a comeback. When I finally got Kyle's email in
the 4th quarter, they were only down by 7.

I emailed with Kyle but told him I was watching the game and wouldn't be
able to come over until it was finished. After an amazing comeback, my team
won the game in triple overtime, and I won my $200 bet. You'd think that
would lessen my desire to hurt someone. In some ways, I suppose it did. I
no longer wanted to beat the shit out of anyone in anger. However, I was
also super horny and ready to give Kyle the spanking he needed.

Kyle is a 27 year old white boy who always fantasized about his coach
spanking him. At first he seemed hesitant to share his fantasy, but as soon
as I told him about a couple of role plays I've done in the past, he
immediately laid out a full scenario.

Kyle wanted to get spanked by his high school coach. He wanted Coach to
walk into his apartment, catch him sitting on the couch watching porn and
jacking off, and give him a hard spanking over my lap to "teach him a
lesson." Kyle wanted to start by hand and move up to a belt if I felt like
he could take it. He told me it was his first time to try spanking, and he
was really excited but also scared.

On the drive over to Kyle's apartment, I gave him my standard safe word and
told him how to use it. I explained that I would not respond to words like
stop, no, please, don't, etc. unless they were prefaced by the safe word. I
told him that using such words would only make me think he hadn't learned
his lesson and encourage me to spank him harder. I would not stop spanking
him until I believed he had truly learned his lesson and that he would be a
good boy afterward.

I sent Kyle an email when I pulled into the parking lot so he could make
sure he was in position for me to catch him in the act and start his
fantasy off on the right foot. When I opened the door to his apartment,
sure enough he was sitting there on his couch with his hand in his pants
and porn playing on his computer. He has good taste in porn too. He was
watching straight porn from one of my favorite pay sites (one of the few
I've ever actually paid for a full 1 year subscription).

"What are you doing, boy?" I asked as I walked over to the couch and turned
to look at the computer screen. "Watching porn? You know you aren't allowed
to watch porn and jack off without permission, boy! Apparently, I'm going
to have to teach you a lesson."

I grabbed his arm and pulled him off the couch.

Kyle started saying, "I'm sorry coach . . ."

I interrupted, "You aren't sorry yet, boy, but I promise you will be. Pull
those pants down!"

As I was saying this, I sat on the couch where Kyle had been. As soon as
his pants were at his knees, I yanked his arm to pull Kyle across my lap
and pulled the band of his underwear down to reveal his ass cheeks.

Let me pause to say that Kyle has a beautiful bubble butt lightly covered
in blond hair. The perfect kind of ass for grabbing, massaging, and
spanking. Oh, I was going to have fun!

Before Kyle could prepare himself, I started slapping his ass cheeks with
my hand. Left, right, left, right, left, right.

I started with about 10 swats on each cheek before I gave him his first
little breather and disciplinary speech.

"I can't believe I come in here to check on you in my spare time and find
you watching porn and jacking your cock, boy. What do you have to say for
yourself?"

"I'm sorry, Coach. Please don't hurt me."

"Oh, I'll hurt you boy. I'm going to turn your ass red. I'm going to make
sure you learn your lesson tonight, boy."

Left, right, right, left. Two on each side. Three on each side. Five hard
swats right down the middle. Switching sides, back and forth, again and
again.

"Your ass is starting to get a little bit of color, boy. Can you feel
that?"

"Yes, Coach. It hurts."

I started grabbing and massaging his ass, rubbing it hard.

"You have no idea what it feels like to have your ass hurt yet boy. That's
the lesson you're going to learn tonight. You're going to learn what it
feels like to have your ass hurt. I'm going to give you a spanking you'll
never forget."

So I started spanking him again. I tried to mix it up and make it hard for
Kyle to anticipate the next smack on his ass to keep things
interesting. Sometimes I would use slow methodical strikes across one cheek
or the other. Sometimes I alternated back and forth between the
sides. Sometimes I hit the same cheek several times in a row before
switching to the other side. Sometimes I hit his ass 10 of 15 times in a
row very quickly to make sure he felt the burn.

When I hit him particularly hard, Kyle would rear back and cry out. Since
he was new to spanking, I gave him some coping tips early on in the
process. I told him to grab hold of my shin through my jeans with his right
hand and focus on squeezing it. Grabbing onto something with your hand and
squeezing helps redirect your attention from the burn or sting on your ass
cheeks.

I also used my left hand to run my fingers through his hair and calm him
between swats and let him grab that hand and squeeze it with his left hand
while I spanked his ass with my right.

While the spanking hurt, I could tell Kyle was enjoying it. His dick was
rock hard against my right leg. Finally, I decided to address how hard he
was.

I moved my hand down from Kyle's ass, grabbed his cock and said, "You're
enjoying this, damn it! Your dick is so hard it's leaking all over the
place. How long have you been sitting here jacking off hoping I'd walk in
and catch you? Clearly spanking you by hand isn't going to teach you the
lesson you need to learn tonight."

I reached down to where Kyle's jeans were resting around his ankles and
started to pull his belt out through the loops.

He pleaded, "No! Coach, please! Not the belt! I'll be good!"

"Too late for that, boy," I said and brought the belt down hard across his
ass.

I'm not sure if his ass was just so warmed up by then that the strike of
the belt didn't surprise him or if he just realized it wasn't as bad as he
expected it would be, but Kyle barely reacted. He squeezed my leg with his
right hand, but he didn't cry out as I thought he might. To be fair, it's
difficult to spank very hard with a belt on a couch in that position. You
have to fold the belt awkwardly and can't get enough space to swing your
arm for a good hard lashing. Kyle's belt was also especially thin and
flimsy (not like the thick masculine leather belt I wore for the occasion).

Before I really went to work on Kyle's ass with the belt, I wanted to give
him a little time to prepare himself mentally for the ass whooping he was
about to receive. I took a couple minutes to rub the leather across his ass
and balls and dick, teasing him with it.

"I'm sure you're going to enjoy the feel of leather on your ass as much as
I will, boy. This belt is what you need to really learn your lesson, and
you're going to thank me for it later. Do you believe that, boy?"

"Yes, Coach."

"Good boy. Before we get started, I want to show you something."

I grabbed his right hand and pulled it up along his side and rested it on
his right ass cheek.

"Feel how warm your ass is getting?"

"Yes, Coach."

"It's only a little bit pink. Not very warm at all yet, boy. To learn your
lesson, it needs to be red hot."

As I spoke those word, I raised the belt with my right hand, shoved Kyle's
hand away with my left, and swiftly brought the belt down so that it landed
across both cheeks with a crack. Then I did it again nine more times, fast
without stopping.

By the tenth lash, Kyle was up on his knees, wiggling his ass around, and
gripping my leg and free hand as hard as he could with his hands. However,
he didn't use the safe word or even yell for me to stop. I put the belt
down for a minute and rubbed his ass with my hand.

"You took that like a good boy."

"Have I learned my lesson then, Coach?"

I laughed, "No, boy. Not even close. I just needed you to feel a hint of
the pain I can give you if I feel like you deserve it."

"Please, Coach. I don't know how much more I can take."

"Don't worry boy. I know how much you can take. You aren't even close to
your limit," I told him and gently stroked his almost throbbing dick a few
times.

Let me explain something to you boys. If you're dick is rock hard, you
aren't at your pain threshold. If the pain is small enough to turn you on,
you can take more. A lot more. Since Kyle was new to the whole
pleasure/pain dynamic, I didn't want to push him too hard on his first
session, but I did want to make sure he got the general point.

I continued spanking Kyle with a combination of hard and medium lashes with
the belt for a while and then switched back to my hand so I could even out
the color on his cheeks (the belt struck the far cheek more forcefully even
though I tried to keep it even). Altogether, I spent about 30 minutes
reddening Kyle's ass.

For a first session, Kyle did remarkably well. He got spanked for a long
time with minimal thrashing about, crying, and begging. He also stayed hard
right until the end, which is when I knew it was time to wrap up the
spanking portion since we were doing it for erotic purposes rather than
disciplinary reasons.

Kyle also started changing his verbal responses to the spanking without me
having to tell him. Instead of asking for me to stop or begging, he showed
remorse. He said he was sorry for being bad, that he'd work really hard to
do better next time, etc.

As I was finishing up with the spanking, I told him, "It's important for
you to learn your lesson so you remember not to do this again, boy."

He answered, "I've learned my lesson, Coach. I promise I have. I won't do
it again without permission."

"I'm glad to hear that, but you still need to show me how sorry you are,
boy. I'm very disappointed in you. What are you going to do to make this up
to me?"

"Anything you want, Coach. Please let me show you how sorry I am."

"Okay, boy. Then get on your knees."

Kyle was off the couch and kneeling in front of me in record speed.

"Are you ready to take care of Coach's cock now, boy?" I asked as I
unbuckled my belt and started taking off my pants.

"Yes sir, Coach."

"Let's see if I can teach you to focus on someone's dick besides your own,
boy."

I stood up, grabbed Kyle's head, and pushed my hard dick into his mouth.

"Oh yeah, boy. I always knew you'd be a good cocksucker for Coach."

Kyle was obviously inexperienced. I wasn't sure if this was the first time
he'd ever given a blowjob, but he was certainly acting like it.

"Come on boy. You can do it. Just do what feels good when your girl does it
to you."

He was sitting there with his mouth open as if he had no clue about oral
sex.

"Close your lips around my dick and suck, boy. There you go. That's a
start. Now move your mouth up and down. It's not hard, you know what you
feels good. I know your girlfriend sucks your dick sometimes."

I let Kyle work on my dick for a minute and focused on getting my pants and
underwear the rest of the way off.

He looked up and asked me, "Does it feel good, Coach?"

"You're getting there, boy. Keep doing what you're doing but also let me
feel your tongue. Don't be afraid to taste my cock boy. Feel how soft it is
on your tongue. Make love to it. Show me how sorry you are and how much you
want to make it up to me, boy."

After that, Kyle really started getting into the blow job. He sucked like a
champ. He gagged a little, but always went right back to work.

"I want to make you feel good, Coach. Tell me if I'm making you feel
good. Please, Coach."

"You're being a good boy now," I told him and ran my fingers through his
hair. "This is just what Coach needed tonight, boy, and it's the other
lesson you needed to learn. You need to learn how to use that sweet mouth
of yours to please a man, baby."

When I said that, Kyle reached down and started jacking himself off
furiously. I thought he was going to rip his dick off he was jerking it so
hard, but he stopped himself after just a few seconds before I even had to
tell him not to cum.

"Good boy. Don't make yourself cum yet. You've gotta take care of Coach
first, and then you can cum, boy. Coach's dick is your priority right now,
so keep working that tongue for me."

Kyle kept sucking my dick. When he'd forget to use his tongue (usually when
he started stroking his own dick), I'd remind him. After a little while, I
finally started getting close to cumming.

"Fuck yeah, boy. You're getting Coach close now . . ."

And then the fucker pulled his mouth off my cock and said, "Don't cum in my
mouth, okay?"

"Fuck, boy. Are you serious?"

"Yeah, man."

"Your ass is going to pay for this, understand?"

"Yes, sir."

"Fine. Get your mouth back on my dick, and I'll warn you before I cum. Then
I'm going to teach you the difference between erotic spanking and
disciplinary spanking."

Kyle got back into his role and told me, "Okay, Coach."

He seemed to work extra hard to make my dick feel good after that, but I
was not appeased. I took my time and made him suck for a good 15 minutes as
I sat back and relaxed on the couch before I finally told him I was ready
to cum.

When I pulled out of his mouth, I grabbed his hair to hold his head in
place, but the fucker turned his head. So I shot part of my load straight
into his ear. I'm still laughing about that today.

After I was done stroking out my cum onto the side of Kyle's face and chest
and into his ear (LMAO), I got up, bent him over the couch and grabbed my
belt.

He looked at me with a little bit of fear and asked how many spankings he
was going to get.

"As many as I feel like you deserve for leading me on and then making me
jack off. Count them out."

With my real man's belt in hand, I swung back and unleashed a lash on his
ass with all the force I could muster. A loud crack rent the still air of
the apartment as the belt struck home. Kyle jumped and grabbed at his ass
with his hands.

"Count, boy. And stay in position. You don't want the belt to hit your
hands. Trust me."

"One, Coach."

Another crack, not quite as loud as the first.

Kyle stayed in position this time and answered, "Two, Coach."

The routine held for the third, fourth, fifth, and sixth, lashes. I had
decided seven would do it and was determined to make the seventh another
hard one. But I wanted him to think about it first.

"I think you've almost learned your lesson boy. You cannot tease a man,
make him think you're going to give him a blow job, and then tell him he
needs to jack off instead. This is the last one, but it's going to
hurt. Are you ready, boy?"

"Yes, Coach."

"I want you think for just a minute about how much the other lashes with my
belt hurt your ass. The first one was pretty hard, but the others have been
softer. This one is going to be the hardest of all. It's going to be even
harder than the first one and it's going to hurt worse because your ass is
sore from the other five hits in between. Your ass is going to really sting
after this."

The whole time I was giving this speech, I was rubbing the belt across
Kyle's ass to drive the point home that he was going to feel the leather
tan his ass one last time.

"Put your hands back there and feel how hot your ass is getting now. It's
finally getting nice and red like I told you it needed to be, boy. You've
finally almost learned your lesson."

Kyle followed my directions and felt his ass. When he did, he started to
cry for the first time.

He said, "I'm sorry, Coach. I didn't mean to lead you on. I just can't do
that."

"Shh. Be quiet, boy. I don't want to hear excuses. What's done is
done. It's time to move on. You've taken almost all of your punishment. You
just have this one last stroke of the belt to get through. You can do it,
boy."

Kyle was really starting to tear up now. I had been intentionally torturing
him with the wait, making him think about how much this one was going to
sting and I was starting to think he'd call out the safe word if I didn't
hurry up and finish the spanking.

Since I believe in mercy and don't like giving needless punishment, I
decided to give Kyle a little test. I didn't think there was any way he'd
pass it, so it was pretty low risk from my perspective.

"Look at me Kyle."

He turned his head.

"Do you think you've learned your lesson?"

"Yes, Coach."

"Do I need to give you one more lash with the belt or was six enough?"

This is kind of a trick question. There is only one answer that can
possibly save a sub's ass from one more strike with my belt. If he says six
is enough, I will disagree and spank him. If he says he needs one more, I
will agree and spank him. Kyle stunned me by actually giving the correct
answer.

Looking into my eyes, Kyle said, "It's up to you, Coach."

I was so surprised that it took me a moment to react. I dropped the belt,
patted Kyle on the head, and told him, "That proves you learned your
lesson. Good boy."

I sat on the couch next to Kyle and told him to crawl on top of me on his
hands and knees so I could feel how hot his ass was. I rubbed his ass and
gently smacked it a couple of times. I told him he had done a good job with
his first spanking session and made lots of comments about his ass (how
great an ass he has for spanking, how firm it is, how tight his hole feels
when I rub my fingers around it, etc.).

Within a couple minutes, Kyle's dick was hard again. I told him to put the
porn video back on (it had long since ended). Then I let him sit on the
couch next to me and jack off. After all he'd been through, I figured Kyle
had earned the reward of getting to cum while sitting on the couch next to
Coach and hearing some encouraging words.