Date: Wed, 5 Feb 2014 09:28:46 -0500
From: Gary Sechen <gswm@bellsouth.net>
Subject: I Lost a Bet 11

The following story is fiction.  Any likeness to real persons is purely
coincidental. If you are under 18 or if it is illegal for you to read this
in your region, please leave now and only return when it is legal for you
to read this material. Otherwise, I hope you enjoy. Any feedback would be
greatly appreciated. I am also very open to new ideas, characters, places
to take the story, etc.  Any feedback can be sent to gswm@bellsouth.net.

Don't forget to donate to Nifty, click the donate button and send a few tax
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M, MM, anal, BD, Exhib, WS

Chapter 11 I Lost a Bet - Back to Sir's House

Since it was prime time at the apartment I decided to wear the singlet out
to my car and then strip. When I did get to my car I was glad. I had passed
5 adults and three children. I had been correct in my assessment. I would
need to be careful at my place. I was able to drive to Sir's house in less
than 45 minutes and did walk naked to his door. He answered quickly and had
that evil grin on his face. We hugged and kissed. Sir walked me to the
patio where he had some snacks and drinks set up. Thankfully my drink was
made by him. We talked a little bit as I brought him up to date on
Craig. He said he was proud of me for stepping up for Craig. He was sure
this would be a rewarding experience for the two of us however it worked
out. I unbuckled Sir's shorts and pulled them down and helped him out of
them. I needed to taste his cock as much as Sir needed my mouth on him. Sir
was already boning up and it didn't take long for me to have him pounding
my face. Sir would go fast and then slow down to prolong our experience.

Sir held my face tightly at the base of his cock as he started to pump me
full. When he was nearly finished he pumped one last time on my face. Sir
licked his cum and fed it to me. This is what I missed on a daily basis. I
lay in Sir's arms as we relaxed. He saw that my cock was as hard as allowed
and asked me how I was doing. I said I couldn't be happier and he had
brought me to a new level of my sexuality.

We had dinner watching the sun set. We each had a couple of glasses of wine
with dinner. Sir asked me what I wanted to do this weekend and I said I
wanted it to be as much as possible just the two of us. I had some plans
for tomorrow and would fill him in tomorrow morning. I asked if he had a
handyman that could help me with a project who wouldn't be upset with me
being naked. He said he thought he knew of someone like that who had done
some work for him in the past. He would check with him in the morning. I
watched Sir's every move; I couldn't get enough of his fantastic red hair
and muscles. Everything he did I was in awe of.

I told Sir I was mentally and physically tired and would it be ok for me to
go to bed early. He said yes and that he would join me shortly. I felt warm
and comfortable in Sir's bed and wondered how Craig was making out at
home. I'd have to call him first thing in the morning to check on him. Then
I started going over the plans I had made as a gift to Sir. I was going to
put in plants and a couple of trees. I wanted to bring some color and
texture to his back yard and also provide some shade. With his red hair and
fair skin he could not spend too much time in direct sunlight. I wanted to
give him a little improved back yard space. I'd put a couple of photos of
his back yard into a program and was able to figure out what plants would
work best around the yard. I'd also found some trees that I could place so
his views wouldn't be impaired but would provide shady sitting areas. And
if we could get the handyman coordinated we could put in underground
sprinkling so Sir would not have to water during the week while I was away.

Sir slipped into bed next to me. My whole body tingled as he put his arms
around me. I turned my head and gave him a kiss. This was bliss.

Sir gently was massaging my body and I woke to his smile. He said nice to
have you to wake up to sunshine. I said it was my pleasure. I wondered how
I was going to pleasure him this morning.

Sir removed the butt plug and the question was answered. I went down on him
to get his cock lubed up for my ass. When I felt he was ready I climbed
back up and sat on his cock. I felt every inch slide into me. It was warm
and hard. I watched his reaction as I had taken him entirely. I started to
ride him slowly at first but gaining speed. I tightened my ass and Sir
responded with moans. I rubbed my hands all over his chest. Sir wasn't
going to last long he was nearing the point of no return and then I could
feel the pulsing in my ass. I clamped down and tried to get every drop out
of him.  When he finally slide out he pushed the plug back in. I slid
further down and cleaned off his cock waiting for another offering. It
wasn't long and I had a long morning piss filling my belly.

Sir pulled me up and we kissed sharing his offering between us. Sir ran his
hand over my body feeling my smooth skin. He grabbed my balls and my cock
was expanding to its limits. He told me he loved the feeling of my hairless
body and also thought that my bike rides were toning my body. I said it was
my pleasure to do these things for him.

Sir took to the master bathroom I went to the other one to begin my morning
routine. I was able to finish everything just a little after Sir was
done. We decided to go for a little bike ride and then have a bite to
eat. When we got back I said I was going to call Craig and Sir said he'd
like to talk to him as well. Craig said he spent an uneventful night and
yes he was still naked. His goal today was to organize his belonging so
that there would be minimal clutter. I told him not to worry about that and
together we would figure out storage problems. I said Sir wanted to talk to
him and handed the phone over. I got some things for us to eat while Sir
talked to Craig and didn't listen in.

A couple of minutes later Sir handed back my phone and said he thought
Craig was on his way back to a normal life. He suggested that I spend a lot
of time with him and keep his confidence up.

After eating I asked Sir if he would call his handyman, he handed me the
phone when he confirmed that he was available today. I went out to the yard
while I explained what I had in mind and he said yes he could do that and
he would be there around 1 in the afternoon. I said great. I told Sir I had
a surprise for him and explained what I wanted to do. I took his hand and
walked him around the yard pointing out what I had in mind. He said that he
was awful at keeping plants alive but he would appreciate my hand in
helping his yard. I asked if he wanted to come along when I bought the
plants and things and he said no and he would just get in the way.

I took my driver's license and debit card and headed out - oh yeah I did
put on my singlet. I got to the box store and wandered the isles looking
for the right plants. A young man, an employee asked if he could help me
find anything. I told him I had a long list. By the time we'd finished I
had purchased several hundred plants, soil and mulch. He asked if I'd like
it delivered since the truck had not left yet and I said that would be
great. I gave the address and my phone number and completed the
purchase. He said he would call after the delivery to insure everything was
in order.

I got back to Sir's and told him the plants were being delivered shortly
and thought maybe I should be dressed. He said no, the delivery people must
be used to naked people at their homes. I said fine, I didn't want to
offend anyone and Sir said they couldn't be offended by my body. I think I
blushed.

A short while later the truck arrived and I opened the side gate. I found
out they only dropped shipped the orders and would leave them on the
driveway. I put as much as possible in a wheelbarrow and would take them
back and place them approximately where I wanted to plant them. I asked if
they could bend the rules to move the two trees into the back and they
agreed to that. I went and got some cash to tip them. I double checked the
order and all was here I just had to move it to the backyard. After about
an hour I got everything in place and did a final check to make sure I had
it laid out properly. Sir gave me a drink and it hit the spot. I was a
little refreshed and figured I would get started and work until a lunch
break.

I took a step back every so often to make sure the results matched my plans
and it looked good. I hoped that the handyman would be able to accomplish
what I wanted so the plants didn't die during the week while I was away.

Sir told me he had fixed lunch and I should stop for a break. I welcomed
the refreshments and the compliments Sir had offered. I said I hoped it
would look fine when all done. Sir mentioned that my phone rang a while ago
and the clerk from the store wanted to know how things looked.

He told the clerk the back yard looked a little naked. The clerk offered to
stop by at the end of his shift to see if he could fix anything and Sir
said that would be a good idea. I just shook my head.

The handyman had arrived and carried in a bunch of supplies and PVC
pipe. He knew where the water main was and suggested that I begin digging a
ditch for the pipe. He asked what kind of sprinkler heads I wanted and
after talking it out we figured how the layout should happen. He told me
where and how deep to dig the trench and he would follow me with the
piping. This part of the job went fast with the two of us working
together. Sir would bring out beverages for us and mine always hit the
spot. I was really working up a sweat and knew I'd be really ripe by the
end of today's work. I figured that Sir would only add to the aromas.

The handy man had finished his work but I had a lot of planting to do. He
gave me a bill and I asked if I could send him a check and he said that
would be ok. He shook Sir's hand and left after he had made sure the
sprinklers worked as I requested. Now I had about 3/4th of the planting to
finish. I kept plugging away. I heard Sir talking and figured that he was
talking on the phone. Then I sensed the foot steps behind me. It was the
box store employee. He asked how I was doing. I said it was going good. He
said it would look great once I finished the project. I started to stand up
but he just pushed me back down to my knees. He pulled out his cock and
told me to get busy. Sir walked up and said he needed to be first and
placed his cock in my mouth. I knew that was a drink from him. I went back
to the clerk and started to suck his cock. I didn't have to work very hard
or long and he was shooting in my mouth. I stood up and he said he looked
forward to seeing the property when I had finished. Sir led him to the
house and I was alone again with my planting.

I took a little break before getting back to work. Sir came and sat with me
and told me that it was really taking shape. He told me I could work for
another 2 hours then we had plans, so I should get back to work. I had only
1/2 of the last wall to go and Sir said it could wait until tomorrow. Sir
said I should take a shower to clean off all of the dirt and sweat and then
put my singlet on.

We drove a little bit and Sir said it was time to expand my wardrobe. We
stopped at a nondescript store outside of town. Sir led me in and said to
give him the singlet, I looked at Sir and said to myself that I trust you
and gave him my clothes. We turned around and headed for the counter and I
could see we were in a leather store. Sir was greeted by the clerk and told
him we needed to get some garments for me. A few measurements were taken
and then we began shopping. First was a pair of leather shorts that had
paddle locks in various places, I pulled them on and adjusted the belt and
they fit. Next were a rubber pair of shorts which I did get on with much
help and I was told how to easily put them on using baby powder to help
them slide over my skin. I then tried on a yellow rubber tank top and I'll
admit they looked good together. After I'd peeled them off I tried on a cod
piece. It had a chain around the waist and a chain that would fit between
my ass checks. When the cod piece was unsnapped from the chain I saw a
place for my cock and balls to fit and the inside was studded in sharp
little metal pieces. A pair of boots was the last purchase. Lastly was a
t-shirt that had a naked guy and it said "I'm with Sir" written on the
front. All items were placed in several bags and were handed to me. Sir
paid and we were on our way again except I was naked again when we left the
store.

The next store we went to was in the downtown area. After we parked Sir
told me to put the singlet back on and we entered the store. We were
greeted and Sir said we had an appointment with George for some
fittings. George appeared and looked me up and down. He had already
selected several outfits and took us to the changing area. Sir held out his
hand and I stripped out of my singlet. The first thing I tried on was a
pair of white shorts, very tight fitting especially around my groin and
ass. Another pair of shorts was handed to me and these were much the same
as the first but in a plaid pattern. Next I tried on some t-shirts, stylish
with some designs and some plain. A few button up shirts were next given to
me to try on and they all seem to fit very well. Sir asked me what I wanted
to where to leave the store and while I said I really wanted to wear
nothing but I selected a pair of shorts and a sleeveless t-shirt. Again
everything was placed into bags that I grabbed and we headed out. Boy did
these clothes feel different and it was strange wearing them around Sir.

I asked Sir what this was all about and he said he would tell me over
dinner. He drove to a gay friendly restaurant where we had reservations. We
had a table in a back corner and were seated.

We ordered drinks and Sir took my hand. He told me he has never been
happier and wanted to share that with me. He said on occasion we will be
going out and I needed some nice sexy clothes to wear. He wanted everyone
to see the man he saw. He wanted to show me off in public on those
occasions when I had to be dressed. He also said how great the yard was
looking and he appreciated my hard work. He kissed me and kept on holding
my hand. Sir ordered our meals and continued talking.

I asked Sir what he did for a living. I said that we've only known each
other for two weeks and I see that he has everything he wants or needs but
that I don't know if he works and what he does.

I say that I'm not prying but that I'd like to know more about him. Sir
told me he doesn't tell his life story too much and waits until he knows
the other person is honest, trustworthy and caring.

He told me that through an unfortunate accident he became very wealthy. He
was away at college and his parents were killed. Between life insurance,
inheritance and a law suit over their death he acquired a lot of
money. When he went back to college he focused his energies on money
management and learned how to invest and take care of what came to
him. Through managing his own money he came to start investing with others
and managing other people's money. He has a small office and staff but
usually spends most of his weekdays at home working from his office
there. He does go out and meet clients and various fund managers but runs
his business without pretense.

I said how sorry I was and that I appreciated his honesty. He mentioned
that a couple of friends at the dinner party last week were also clients as
well as friends. I asked if he would manage my 401k and my savings
account. He said that would not be a problem and we would figure that out
in time. He said he was glad that I completed college and was working and
trying to do better for myself and that I should be proud of my life. I
said it all seems so menial compared to his fortunes and he stopped me. He
said he would gladly trade it all back in for more time with his
parents. He said they were so understanding and gave him a solid footing in
life. They taught him principles to stand by and he never forgot them. We
both had a tear in our eye.

Dinner was served and casually the waiter asked if this was a celebration
or just a Saturday night out. We both answered celebration as it was two
weeks ago we met. He congratulated us and left us to our dinner. It was so
romantic; Sir was rubbing his knee against mine. I let my hand wander once
and did feel stiffness in his pants. Needless to say my little cock was
straining at its confinement.

I said it won't take me long to finish the gardening tomorrow and was
looking forward to relaxing with him. I asked him to remind me to call
Craig. He said that he would remind me as I was riding his cock so that I'd
better take my phone to bed with us tonight.

We passed on desert and decided to just go for a nighttime ride. Sir was
going to take a scenic route home and since it was nice he could put the
top down. When we got to the car Sir asked if I was a little uncomfortable
and I said yes. He said it was all right if I wanted to strip. I was
basically naked before he finished the sentence. I asked if we could stop
for a cup of coffee for our drive and he said great idea. When we drove
thru the coffee shop I grabbed Sir's hand and held it to my heart it was
beating so fast. He paid and we got our coffees and were on our way.

It was such a beautiful night with the stars and moon I couldn't think of
anything better.

We finally arrived back at Sir's and I grabbed all of the packages from the
trunk. I asked where he wanted me to put my new clothes. He walked me to
his bedroom and opened a couple of drawers in his dresser and said these
were mine and showed me where to hang my clothes in his closet. I told him
that I never wanted to give up wearing my singlet as it had a special
meaning to me. He said it was mine forever and he understood why.

Sir said he was going to bed but suggested I stay up for a while and enjoy
the new views of the back yard. I kissed him and went out and sat on the
grass. I couldn't help thinking of Sir's parents and how he was left all
alone at a young age. Yet he did so well for himself. He really was special
and I hoped I could only return half of what he has shown me. I stayed out
for about a 1/2 hour and went to bed. I snuggled up close to Sir. His deep
breathing was soothing to me. I drifted off trying to remember my life
before Sir and it was nearly meaningless. Now I had a purpose to my life.

I felt Sir biting at my nipples before I was awake. I was starting to push
him away until I realized where I was and who was horny for me. I smiled
and said what a great way to wake up. He said he had something better for
me with his evil grin. I was helping to release the pressure in no time.

And then I was getting him lubed up for me. Sir pulled the plug out and I
was on top of him and clamped down quickly. Sir reminded me that I needed
to call Craig and I grabbed my phone and called. I was able to carry on a
conversation while Sir was pounding me. Thankfully Craig was short on the
phone as he wasn't out of bed yet; he said he would call back in about an
hour after some coffee. I threw the phone on the floor and went back to
work. Sir was hitting that spot in my ass that was driving me wild. I could
almost feel my eyes rolling back into head. I was shooting cum at the same
time as Sir was filing my ass. I didn't want to move but Sir pushed me off
and held me close. I told him to kick me out of bed when next weekend rolls
around. He went and got a different plug and soon I was full again. He
pulled the covers up tight around me and said he would get me when
breakfast was ready.

My mind was running again. How wonderful shopping and dinner was last
night. God this was too good to be true. I hoped someone would pinch me and
wake me from this dream but not right now. I must have dozed off as I felt
Sir slapping my ass. He told me food was ready on the patio. I first went
and brushed my teeth and joined him. A nice healthy breakfast that was
filling and good. I cleaned the table and suggested a bike ride and soon we
were dressed and off. This new plug was pleasuring me in new way on this
ride. It felt like it was plugged in to the right spot in my butt. After an
hour we were back home. Sir picked up the paper and put some music on the
stereo. I again was naked and planting flowers. Soon I was spreading the
mulch around the flowers and that job was finished. I turned on the
sprinklers and thoroughly soaked them.

Next was planting the two trees. I circled them a couple times and decided
they were in the right spots. The digging was a little more strenuous but I
was now done. I put all of the gardening tools away and sat next to Sir. He
couldn't say enough and hoped that they would survive until next weekend. I
told him I'd let him know what to do this week. Those thoughts got me down
a little, it meant that I would be leaving again and not seeing him until
next Friday. I did physically slap myself to get those thoughts out of my
mind and remember I was still here with Sir.

I asked if he needed anything and he said no, I asked if I could take a
shower and he said yes I'd earned it. After my shower I called Craig since
I hadn't heard back from him. He apologized and said he forgot. He said he
got caught up in over thinking his situation. I said I'd be home about 5am,
I might join him in bed or I might just go for a bike ride. Craig said he
was looking forward to seeing me again.

I took a blanket out onto the lawn and lay underneath one of the new
trees. I could see Sir and watched him read the paper. How could life get
any better? I must have fallen asleep. I saw an image of the two of us in
50 years and started to laugh. Sir asked me what was so funny and I said
I'd let him know later, in like 50 years.

Sir asked if I could help him set up an e-book he got last Christmas. In
about 20 minutes I had it working and was surfing all of the options. I
handed it to him and lay down next to him showing him how to work it. I
helped him purchase a book he had wanted to read. It was all set up now and
ready to go. He said he couldn't bring himself to do the set up and thanked
me for the help.

I said I wanted to hear about the book this week.

I went and fixed and early dinner. I grilled the meat we had defrosted
earlier and prepared a couple of sides. Sir told me it was so good to eat
with another because eating alone was no fun. I asked if he wanted a date
next Friday night and he said he could probably work me into his
schedule. We then lay down on the sofa together and watched a little of the
tube before bed. I quietly went into the bed and soon Sir woke up and
joined me. Pulling me tight to him I sleep peacefully. That is until my
fucking alarm went off a 4am. Sir told me to ignore it but I shut it off
and slide down between his legs. We were both satisfied and I gave him a
big wet sloppy kiss. I grabbed my toiletries and singlet and headed out. It
was before 5 when I got home and I texted him. He said he missed me, I
texted same here.