Date: Sat, 27 Apr 2024 08:55:10 -0400 (EDT)
From: ShortStories@PlayTime69.e4ward.com
Subject: College Work Program

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                     College Work Program

                        by: Playtime69


	I had taken a few years off once I finished High School so I could
work and save money for college. I knew that I was still going to have to
work while attending the small local college but I was trying to be able to
just work part time to give me more flexibility in my schedule. The school
had a work program that students could sign up for. The way it worked was
when anyone in the area needed any work done around the house or needed
tutoring for their children or even babysitting then they could call and
then would be matched up with someone in the program. This was a great idea
because it allowed the older people in the area to get help moving things
in their house, doing some shopping, and many other things without having
to hire an expensive contractor.

	I had been signed up from the beginning of the semester and things
were working out well. I was taking a full load and with the side jobs I
was able to get by. I did pretty much anything from moving furniture to
babysitting to tutoring. My favorite of course was tutoring the young
freshmen girls in some of the basic classes. Since I had not started
college right out of High School I was older than most but was able to skip
most of the basic classes and get right to the hard stuff. As for pay, the
tutoring price was set by the hour and the babysitting was set by the
hour. The price of the odd jobs had to be by the job and had to be set
before the job was started. Prices had to be within reason which meant they
had to be pretty cheap. The first time you were hired by an individual they
had to complete a survey once the job was finished. Most of mine came back
with high marks especially the tutoring and babysitting. Some of the older
people did not like my price on some odd jobs but they were just looking
for freebees anyway.

	As the semester progressed I got more and more people requesting my
services so I was staying really busy. It was nearing the end of the first
semester and with little or no complaints I was surprised to be called into
the director's office for a meeting. I went over every job I had in my mind
trying to figure out where I had gone wrong so I would be prepared with an
answer to the obvious question of why I had done something the way I
had. It almost drove me nuts trying to figure it out. The meeting time
finally came and I went into the office to find out what was going on.

	"Come on in Clay and have a seat." The director instructed.

	"Thank you." I graciously said.

	I went in and sat down as the director shuffled through some papers
until she found the one she was looking for. She told me how well I was
doing and how everyone loved the work I had done for them. She then
explained the reason for the meeting.

	"One of our former students had been babysitting a certain boy for
several years but he graduated and now we need someone to fill his spot. It
is a special job that will require special talents because of his special
needs. His mother is a single parent and works quite a bit. The boy goes to
school and then to after school day care but that ends at 6:00 each
day. She normally works till 9:00 at night and the boy has to be picked up
and watched from 6:00 to 9:30 when she gets home. The boy is to be in bed
by 8:30 so you would have to pick him up, feed him dinner, bathe him, and
get him to bed on the nights she works. Then Saturdays and Sundays the
times may vary but she normally does not work much then." She explained.

	It all seemed pretty basic so I really did not see anything that
was so special about the situation. I asked how old the boy was and she
told me that he was 9 years old. She said he was normal height but was on
the chubby side. He had light brown hair and hazel eyes. She said he was
really smart and extremely polite and courteous. I still did not see the
problem but figured it was a paying job so figured I would go for it. I
told her that it all sounded find and asked when I would need to start. It
was then she began to explain some of the more delicate issues. One reason
I was being picked was because I lived in my own apartment so I would be
around all year long. Since the mother worked all year then this was not
just a temporary job. I would have to be around most holidays, summers, and
spring breaks. If I had to leave then arrangements could be made but if it
happened too often then I would run the risk of being replaced. I continued
to agree to the terms until she gave the big issue.

	"Now the one big problem is the boy has a bladder problem and has
to wear pull-ups all the time. You will have to change him at certain times
and before bedtime. One good thing is that it does not affect his
pooping. So most of the time you will not have to clean him up from
that. You will have to wipe him down and put cream on him from time to time
to keep the diaper rash under control." The director instructed.

	"Ok. I can do all that." I was saying when she added one more thing
to the list.

	"The reason the mother wants a man to do the job is that her son is
growing up and is beginning to get...well...you
know...erections. Especially when he is being changed. He is also asking
questions and the mother thinks a man can answer his questions easier than
a female could. In other words the boy needs a male to guide him along."
She finished up with.

	I told her that I would do my best. She did tell me that I had to
go to an interview first before I got the job. I was going to have to meet
the boy and mother to see if they approved. I received the day and time of
the interview and headed out of the office.

	As I made my way to the car so I could go home I ran all the
information back through my mind. First, I was glad I was not in trouble. I
was also glad I had been asked to do the job. The pull-up changing and
diapering procedure was doable. I was just not sure about the sex
instruction and having to answer questions about growing up. I had turned
out alright I guess. I dated from time to time. I had sex with different
girls when it worked out that way. I had even experimented with boys when I
was growing up. I was quite experienced with masturbation but to teach a
young boy about all that stuff was different.

	I met with the mother and son. He was just as described. He was
very pleasant and smart. You actually had to look close to tell he was
wearing a pull-up but he was chubby. I would not call him fat but
definitely overweight for his age. I estimated that we probably wore the
same sized underwear, or in his case pull-ups, but since he was so much
shorter than I was it made him look big. The mother seemed pretty nice but
very protective. I guess they had devised some type of sign because without
talking about it they agreed they would give me a shot at it.

	The mother's name was Samantha but she mainly went by Sam. She was
very attractive but did not go out much because of work and her son. The
boy's name was Bradley but went by Brad most of the time. They gave me the
schedule, the address when I had to pick him up and their address. I was
given a key to their house and all the other information that I might
need. I was told that once I got home with him the first time then he would
show me around and tell me what to do to change him and other things I
might need to know.

	The first day came and I was really nervous. I was not sure why but
it was almost like I was taking some big exam that I had to pass to
graduate. I picked him up and had to fill out some papers before I could
leave with him but was no big deal. Brad directed me to his house and once
there he showed me around. He told me what he normally ate for dinner, when
bath time was, and where the changing area was. He usually had all his
homework finished before being picked up so once home it was free time,
dinner, free time, bath time, some free time, and bedtime. Then I could
watch TV or my own homework. Seemed pretty simple.

	The first week went by pretty easily. The second week had a good
start but then by the middle of the week I guess he was feeling a little
bit more at ease with me changing him because when I removed his pull-up
before dinner I found him to be hard as a rock. It was not like I had not
been warned it was just that it surprised me. I made some comment about us
having a visitor that seemed to be excited, which caused Brad to giggle. It
was actually a cute girlish giggle. It was a pretty respectful sized little
dick too. I had not really thought about it but I figured it was about 2.5"
soft but hard it stretched out to a good 4.5" almost 5" length. His balls
were a bit large for his age but then they looked about right for that
sized cock. He was completely hairless with not a hair on his cock, balls,
or pubic region. Being hairless did make it easier to keep clean and dry so
I was glad of that benefit, not to mention it looked a lot bigger
and...um...sexier.

	I had not had anything to do with another guy since I was a
pre-teen but seeing Brad's hairless dick brought back fond memories and
even gave me something different to think about when I masturbated at home.

	I paid special attention to his hard dick and wiped it harder and
more than normal. I guess he enjoyed it because he let out a quiet moan as
I stroked up and down with the baby wipe. Now with him all clean but hard
the challenge was to stuff it back into the dry pull-up. I had to push it
off to the side to cover it with the pull-up but eventually he was dressed
and we ate dinner.

	Over the next few weeks he was more open with me and began asking
me questions about sex, masturbation, girls, boys, and even babies. I
answered all his questions the best I could. I was not going to lie to him
but found some of them a little hard to answer. Once he had asked about
everything he could think of he then started in with me and my past,
present, and future sex practices. Again I did the best I could even with
the personal stuff. I will say I got hard on more than one occasion as I
thought back to past experiences.

	It was Spring and I guess he had been thinking more about sex than
normal when he asked me, "Clay, have you every rubbed your hard thing next
to a boy's hard thing?"

	I quickly answered, "No. I could get into a lot of trouble doing
that."

	"I will not tell anyone." He admitted.

	"Are you asking me to rub myself next to you?" I questioned.

	Looking down at the floor he answered, "Yeah, I guess so."

	I looked at his crotch and could tell he was hard and by the sound
of his voice he sounded a little desperate. I did not have to look at
myself because I knew I was also hard. I told him that if he promised never
to say anything then I would try something to see if he liked it. With a
huge grin he looked up at me and promised that it would be our secrete.

	"Ok. Go get on your changing table and I will be right behind him."
I instructed.

	His mother had a specially designed changing table built so that
Brad could get on it himself using some built in steps. It made it easier
for his mother to clean him up if she did not have to bend over. It was
just below waist high on me. That made it just right for my plan. Brad did
as I said and laid down on the table. I placed a pillow under his head to
prop him up so he could see what was going to happen better.

	When we were in position I took some lotion in my hand and stuck my
hand in his pull-up and coated his dick and private area with it. I then
lowered my pants and underwear and for the first time he got to see my 8"
rock hard dick and nice sized balls.

	"You do not have any hair either. Why?" Brad asked.

	Chuckling I answered, "I like the soft smooth feel of bare skin."

	I then added some lotion to my rock hard male member as I stepped
up to the changing table. Brad watched closely as I pulled the leg opening
of his pull-up way from his body and slipped my dick inside next to
his. Fuck did it feel good. It was slippery from the lotion but it was warm
and wet from all the pee he had lost since his last change. Since it was
pretty full there was a lot more pressure being exerted because it was
tighter than a fresh one would have been. As I thought about it, this was
about as close to the feel of sex with a woman as I was going to get
anytime soon.

	I lowered the leg band back down adding more pressure and forcing
our two dicks to make hard close contact with each other. I pushed my cock
as far into his wet pull-up as I could and as I did it rubbed the entire
length of his young boy dick. Brad let out a low sexual moan telling me
that he really enjoyed what I had done.

	I pulled out a bit which again caused my cock to slide against his
in the opposite direction. He let out another moan of pleasure as he looked
me in the eye. I could tell he wanted more so I pushed in again and pulled
out. I did it once more to give him even more excitement.

	"Do you like that?" I moaned.

	"Oh...y...e...s. Please...more..." He begged.

	Giving into both his lust and my excitement I began to thrust my
hips toward the changing table and back in a slow fucking motion. It was
like I was having sex with a table but on top of the table was a oversexed
9 year old boy that wanted me to keep pumping my hard cock in and out of
his pee filled pull-up. I definitely was not doing this just for his
enjoyment as I too was extremely excited and found great pleasure as my
cock slid next to his inside a tight warm enclosure.

	I saw on Brad's face the look of not only excitement and pleasure
but the look of an orgasm that was about to happen. His head leaned back,
his eyes closed, and his hips lunged forward. I knew he was close and so
was I. I picked up the pace and began to fuck him like I knew he wanted to
be fucked. Brad's breathing increased just like mine. My heart raced as I
pounded my cock in and out his wet pull-up. My cock almost jetting through
and out the waist band. I could feel the head of his dick as mine passed
over in its attempt to produce enough sexual tension that it would
explode. In and out I pounded and soon I felt Brad begin to shake. When it
started I too began to feel an orgasm beginning to start. Brad shook
uncontrollably as he achieved his first ever orgasm and even though there
was no cum with it he still was overjoyed with pleasure. With Brad being
taken care of I decided to allow myself to also cum. I blasted a load big
enough to flood his pull-up even if it had been dry so it was no surprise
that once my balls were finally emptied Brad questioned if I had peed
inside his pull-up. I told him it was cum and that I hoped he enjoyed the
orgasm as much as I did. He told me that he did and wanted to do it again
as soon as possible.

	I had left my dick inside his pull-up as we discussed how he liked
it but I found I now had to pee. This pull-up sex took its toll on my
ability to keep my own hormones under control. Up until now I had done
pretty good but with cumming just then I had gone over the edge and the
thoughts of a new sexual interest was creeping into my mind.

	"Brad. I have to pee." I said as I hoped he would catch on to my
hidden thought.

	"Ok. Then pee. I do not care." He said.

	I was not positive he understood what I wanted to do. I knew he was
smart but this was more of mind reading than it was just being
intelligent. I decided to test it and began to pull back away from his
pull-up. I did it slowly just to see what he was going to say.

	"Where are you going? Just pee in my pull-up. I do not care." He
said as he tried to keep me from pulling out.

	He had. He had read my mind and had give me permission to pee on
him inside his pull-up. Just the thought of doing it almost caused me to
get another erection. Luckily I had to go too bad so even getting
semi-erect did not affect the outcome. I let go and slowly dispensed a good
amount of pee. I could tell the pull-up was getting full but he was
enjoying it so much I could not stop. I was finally empty but his pull-up
was filled like a water balloon.

	I pulled my limp pee coated cock from his oversized pull-up and
began to take it off of him. I cleaned him up along with my own cock and
slipped a clean dry pull-up over his privates.

	For the rest of the school year things pretty much stayed the
same. I peed in his pull-up from time to time and even gave him a few more
orgasms. I did not press my luck especially since we were normally limited
on time. I still had other small jobs so with school work and classes I had
very little time to masturbate other than when I was with Brad. With that
time even limited I found when I did cum it was a large amount with very
intense orgasms. I was not sure that was because of the new sex play or
because of the lack of times I had cum. Whatever the reason, I did enjoy
each one of them.

	Summer break came and I was informed my services would be needed
full time for two weeks while the day care was closed. I did not mind
because I was not taking classes at that time. I would be taking some
summer classes but later on in the summer so this was perfect. I would need
to stay at Brad's house all day while his mother was at work. Just the
thought of being there longer flooded my mind with 'special' activities.

	The first couple of days was pretty basic. He did not ask for any
special sex play and I did not offer. It was not that I did not want to but
mainly because I wanted it to be his idea. I was not sure how long I could
hold back though. Each time I changed him I wanted to try something
new. Just looking at his semi-erect to erect hairless penis sent shivers
though my balls to the point I was about to cum just by wiping him down.

	My luck changed on the third day. Brad was outside playing and all
of a sudden it began to rain. Before he could get inside he found himself
completely soaked. To add to it he slipped and fell into a mud puddle just
as he was getting to the back door. I heard it beginning to rain so I went
to the door looking for him and to my surprise there he was covered in mud
and soaking wet. He was a site to see standing in front of me like he was
afraid of what I was going to say.

	"Looks like you did not make it in before it started raining." I
started to say but before I finished I was laughing at how much of a mess
he was.

	He looked down at himself and he too started laughing as he agreed
with me. I told him to stand there while I got a couple towels. I laid one
on the floor and told him to step on it. I then began to strip him naked
right there at the doorway. I took the other towel and dried him off a bit
and got some of the mud off so it would not be tracked all through the
house.

	"Go to the bathroom and we will finish you up there." I commanded.

	As I watched his cubby butt bounce down the hall my dick sprang
into action. My mind raced with all sorts of perverted ideas. All of which,
I was sure he would enjoy. I picked one of the least risky ones and decided
I would see what he thought. Entering the bathroom soon after Brad did I
instructed him to stand in the tub.

	"I have to pee really bad." I told Brad.

	He smiled up at me and asked, "Where are you going to go? I am not
wearing a pull-up."

	"Um. I was thinking I might just wash some of the mud off of you
with some warm pee using my dick as a hose to blast some of that dirt off
of your arms...neck...and..." I was saying as I was hoping he would finish
my sentence.

	"Face? You want to pee on my face?" He confusingly asked.

	"Would you like that?" I asked, hoping he would say, "Yes."

	He got this evil grin on his face and answered, "Yes, I would." He
paused then added, "My hair too?"

	"If you want. It has to be washed anyway." I told him.

	"Ok. Good." He happily shouted.

	I had him sit down so I could get a good angle at his face and
head. I pulled all my clothes off to get a better flow and so I could wash
him without getting my clothes all wet.

	He was looking up at me as I aimed my growing dick at his face.

	"Do you want me to spray some into your mouth?" I questioned.

	"Just a little." He giggled.

	By then I was not only pretty hard but I had to pee so bad that I
was about to explode. I relaxed and let the pee begin to escape my tiny pee
hole. I grabbed hold and squeezed it to make a more forceful stream. I hit
his belly and moved up toward his face. Brad's mouth opened knowing the pee
stream was on its way. I squirted some directly into his mouth and soon as
he had enough his mouth closed. I then continued up and soaked his dirty
hair with a long hard stream. When I felt I was running out I made my way
back down washing his face with the remaining pee flow. When I was empty I
rinsed the tub out and filled it with clean warm water. I washed his hair
and the rest of his body making sure he was spotless before I finished. I
rinsed him off and then once dried I let him out of the tub. He put on a
clean pair of pull-ups but before he dressed he asked if he could run
around with nothing else on.

	"I'll make a deal with you. I will let you run around wearing just
the pull-up if you let me wear one and do the same." I suggested.

	I thought he was going to explode with excitement. He ran off to
the changing room and grabbed one of his pull-ups and ran back to me. He
opened it up and helped me pull it up over my butt, covering my quickly
growing cock.

	"We match now." He chirped.

	"That we do and fits just right. Now I can pee in it like you do."
I told him.

	He looked a little sad and asked, "Does that mean you are not going
to pee on me anymore?"

	"No, of course not." I consoled him with a gentle hug.

	The rest of the day we played games and did stuff together. He peed
in his pull-up and I peed in mine. That night he got another bath but this
time I had not saved any pee and did not have to go so he had to do without
before he washed. That night on the way home I stopped at the store and
bought a package of pull-ups just like his. I knew his mother watched how
many was used and would begin to question if twice as many were being used
all of a sudden.  The rest of the week was pretty fun. All we wore while in
the house was pull-ups. I even wore one when we went out to the store,
which was exciting. I peed on him before his bath the rest of the week and
he helped change me when I needed changed. It was a lot of fun for the both
of us.

	With only one more week of extended babysitting time left I wanted
to try something new. I really wanted to have sex but knew his asshole was
too small. I had given oral sex a thought but wanted to do one other thing
first to see if he liked it. So I made my plans to give it a try on Monday.

	Monday right after Brad's mother went to work, Brad and I stripped
down to our pull-ups. The first little while was normal but then I figured
I had better see if he was interested in something new.

	"How would you like to do a new pee game?" I slyly asked Brad.

	"Sure. When?" He excitedly asked.

	"Well then...Let's see. Before dinner I will give you your bath,
but before the bath we will do something different. It will be something
very special and fun. I am not going to tell you about it except that I
have to build up for it and I will tell you what to do when it is time." I
explained.

	Brad smiled with a funny questioning smile but accepted my
answer. During the next few hours I drank a lot more liquid than normal. I
must have drank a gallon of water plus some soft drinks and tea. I would
hold it as long as I could then I would pee just a little in my pull-up. I
then would build back up more than before and pee just a little. I kept
this up for a long time until I felt like I was going to blow a hole right
through the pull-up.

	When I could not hold it any longer I said, "Ok, Brad. It is that
time. Let's go to the bathroom for some fun."

	I grabbed some lube I had brought and another full glass of tea
which I drank on the way. Brad and I went into the bathroom and we each
dropped our soggy pull-ups. I got into the tub first and propped myself up
with the back of the tub. I told Brad I had to get hard first and asked if
he would like to suck on me to help it grow. I did not have to ask
twice. His small mouth stretched around my dick head and clamped shut
instantly. I guided him on what to do and when to stop. It did not take
long before I was super hard. I then had him bend over and I lubed up his
hole and my dick head. He questioned if I was going to stick it inside his
asshole. I explained only the tip, but it needed to go in far enough that
the pee would not escape. This excited him and soon he was standing above
me as I lay in the tub.

	I helped him squat over my super hard cock while I spread his ass
cheeks apart. I tried to get his hole just over the middle of my cock head
so when I peed it would shoot into his ass. The first couple of tries
failed and the pee splashed all over the bathtub walls. Finally on the
third try I could tell it was right because Brad sighed in happiness as the
tip had entered his hole but not to the point of penetrating him.

	"Ok little friend. Get ready to be filled up with pee." I warned.

	He giggled as the strong pee stream moved from my body up my hard
dick shaft and into his body by way of his asshole. The more I peed the
more inflated his little dick was getting. It was almost like I was blowing
his dick up with my pee stream.

	"If you need to pee than go ahead. Pee on me if you can." I told
him.

	He took hold of his dick and aimed right at my face. I knew what he
was wanting to do but was not sure he was going to be able to do it. The
first dribble hit my chest. I opened my mouth to give him a target and he
was able to get a short bust into my mouth. I swallowed it down and waited
for more but all the rest hit my chest and stomach. That was ok because
this was mostly about filling his ass with my pee than anything.

	When I was empty I had him stand up. His ass was so full that some
escaped as he stood. I watched as he shook his butt side to side to see if
he could feel it sloshing around inside which I thought was cute. With my
dick still semi-erect and not having cum in a while I asked if he wanted to
make me cum with his mouth. With a big smile he said he would love to try.

	We moved around in the pee soaked tub until he was able to get my
dick head into his mouth. He bobbed his head up and down and played with my
balls and shaft as I instructed. My cock instantly got super hard and soon
I was fucking his face like he was the best cock sucker ever.

	"I am about to cum. Fuck that feels good! Please don't stop. I am
going to empty both balls straight to your stomach." I moaned.

	With just a couple more thrusts I grabbed his head and held him in
one place as I blasted my cum into his mouth. He drank what he could and
when he began to choke I let him go and the last few squirts splashed on
his face and chest. I took him in my arms and hugged his pee and cum
covered body. We kissed as we played with each other's naked body parts.

	We began to get chilled from being wet so I started the water and
we took a shower together. We had to wash our hair along with our entire
body because we were both covered from head to toe in pee and
cum. Eventually we were clean, dried, and dressed in a new pull-up. Dinner
was extra good that night and soon we retired to the living room where we
held each other while watching TV.

	We did it like that again on Friday but during the week we played
and teased each other to get ready for that special day. Even though we
were able to do some things during the regular week this special activity
took too much time and preparation to do very often. We keep that activity
for special times but enjoyed other methods of pee play quite often.

	 I spent the rest of my college time taking care of Brad and when I
graduated so did he. He was then old enough that he could take care of
himself without the need of a babysitter. I was glad because I would have
been jealous if he had found someone else to take my place. We kept in
touch and even when he was an adult he would come to visit me once or twice
a year. We would spend the entire time peeing and cumming on each other. A
time we both looked forward to.

                              The End