Date: Wed, 18 May 2022 08:49:00 +0000
From: lust stories <Luststories@hotmail.com>
Subject: Deans summer job 15

The senator is pretty strict when it comes to wearing diapers, after
showering yesterday, I went to put on a jock strap and he saw me and
smacked my bum 5 times and then proceeded to put me in 2 diapers with a
stuffer. I was wearing some thick padding, as he was putting the diapers
on me he said "baby boys will learn that they will be ready for big boy
undies when I tell them" god it was humiliating, but he fucks me so much
and every time his cock enters may pussy, it slides straight in. I am
missing billy and our daily chats, he has messaged me so many times
asking me to come back to work and ditch the old man. But I am on
assignment until I am told elsewhere.

After a wonderful night sleep after a good fuck from the senator, we had
a knock on the door. I got up to go see who it was. I was wearing a heavy
diaper and it smelt bad, I don't even remember being put back in one
after the senator finished fucking me. He mustve given me a douche while
I was sleeping and put me in a diaper after I fell asleep, I did fall
asleep first. I opened the door and it was Tims uncle, he wouldn't just
come and see me if her wanted me to work as a bell boy today "senator,
we have a situation" the senator was standing behind me grabbing my arse
"whats the problem" he kept looking over his shoulder and he said "the
press have found out your are staying here and they know that this resort
is for gay men only" the senator was shocked "dean mate you need to put
a fresh diaper on you stink" I went and changed and showered. I came
back and the senator and John were waiting for me, I was wearing a towel.
"I don't want the press to find out about my secret, is there a way dean
and I can leave the resort without them knowing" I am not leaving I
thought to myself. "I have my boat waiting to take you to the nearest
island where there is a helicopter waiting to whisk you away" John
looked at me the whole time shaking his head

the senator started packing and he was in a hurry, I went and talked to
him "im not leaving my job senator, its been fun, but I want to finish
my time here" he was disappointed but understood "you have been a good
boy and I will make sure I keep in contact with you dean" he kissed me
and gave me a cheque for my services. John and he left and I packed my
stuff and headed back to my room. After putting my stuff away I headed
down to the kitchen to start my shift, billy came and saw me straight
away. He hugged and kissed me "man you and the senator were lucky you
didn't get caught" I sobbed a bit as I loved the old man. John came into
the kitchen after he took the senator ti his boat "dean you were amazing
with the senator and he thanks you for your service and I am so happy to
have you on my team" he hugged me "I hope he got away without anyone
seeing him" by the looks of it he did "I just got an email to confirm
that about 10 via guest are arriving tomorrow and I want you to be with
the leader of this group as soon as they check in" I wondered if it will
involve wearing diapers "will I have to wear a diaper with this person
and how long will they stay for as I am going home next week" he smiled
and patted my arse "I'm sorry but all of my vip guests love putting
people in diapers so yes and I will get back to you on that last
question"

John must be apart of that community and he has a lot of friends there.
But I doubt I'll be able to partake in this time as I am leaving next
week. I didn't have much to do today and the orders were pretty dry, none
of the guests wanted to fuck me and billy was too tired for any fun. I
had an early night and had a good night sleep.i woke the next day and
packed my stuff for the vip guest that I will be looking after, I put all
my best jock straps I just in case and headed down to the lobby as they
were arriving soon. A limo pulled up and a man in a blue suit stepped out
and I knew who it was straight away, it was the speaker in the house of
reps, he looks about my pops age. Surely he heard about what happened
yesterday, I'm not sure if the press are still hanging around. But I
wouldn't want my cover blown. John greeted him and walked him over to me
and he smiled "Mr. Speaker this is our best bell boy, he will be looking
after for the next week" he looked me up and down and spun me around and
patted my arse "only one week? I thought I was getting this young stud
for a month" I didn't want to disappoint him but I said "mr. Speaker
sir I am starting my last year of high school this year and I just want
to relax before hell begins"  he smiled and patted my arse again and
said "why isn't this man padded" I sighed

 We walked down to the bungalow where the vip guests stayed and John
brought in the diapers and pacifiers. "I hope you guys have fun" he
left us to have fun. The speaker took his suit off and put some casual
clothes on and sat on the couch, I stood and waited for him to instruct
me to do something. He stood and went and grabbed the box of diapers
"come with me cutie" he is pretty hot for his age "cuties like you
should be padded 24/7" He stripped my clothes and once he saw my cock
his eyes lit up. He powdered my man region and put a really thick diaper
on me and then helped me get dressed. "I just want to cuddle and fuck
you while I am on vacation ok dean" I sat on his lap and we cuddled. I
actually like this as it means he loves me and I love cuddling

After we finished watching a movie, the speaker and I had lunch and I had
a nice sandwich. The speaker asked me "what are you going to do in
college dean" he started spoon feeding me his fruit "I want to be a
doctor and maybe one day be a lawyer" he smiled and asked "have you
liked your holiday here" I nodded my head. After lunch we went for a
walk around the resort, we saw the rest of the vip guests, I saw Tim with
his and he looked happy. Tim and his guest came and talked to the speaker
and I. "Are you wearing a diaper Tim" I asked he shook his head and
said only the very special vip guests ask for that. He said that his vip
guest is a regular and always asks for him. He is a spunk as well.
Walking around the resort holding hands is cute, a lot of the guests were
sleeping as there was a big party last night, I didn't get to work it
because they didn't need me. "I'm horny dean, lets head back"

This was a good sign, as we were walking back I had to ask him "Mr.
Speaker. Why did you come here and why do you like putting men like me in
diapers" he smiled and patted my arse "a senator who was here this week
introduced me to this place 4 years ago and I keep coming back every
year. He also introduced me to diapering men". We made it back to the
bungalow in no time. He took all of my clothes off and then ripped my
damp diaper off and put me on his bed "your arse is delicious" he said.
He must have pulled down his own pants because when he stood up he was
already grinding that perfect cock of his onto my hole. Twitching and
whimpering I begged my speaker to fuck me. "Please speaker. I need it.
Its beenover a week I know you need it too." I whined until I felt him
place hishead on my quivering hole and begin to push.

"Mmmm...Fuuuck" He moaned as the head slipped in using is spit and precum
to help force its way inside. "God you are so loose...I love it..."
growling he pushed further in, steadily, inch by wonderful inch.

I pushed back to meet his thrust on the last bit and we both enjoyed the
feeling of him fully in me, raw and hot. He bent over me and kissed the
back of my neck before slowly pulling out and pushing back inwith short
methodical thrusts. Once I was used to him inside me again I
began to push back and this just turned him on more, causing him to make
longer movements. Our breathing got heavier, both of us concentrating on
the feeling and the pleasure.

He moved one of my legs onto the bed from the floor and arched my back
before grabbing onto my hips. He had all the power he needed in this
position and used it forcefully. Slamming again and again into me.
Flexing his toned body. I looked behind me seeing a man fully in the
moment. We locked eyes.

"please speaker. Fill me." I knew it was what he wanted to hear and his
intensity showed that was the button to press. I begged again and he
pulled all the way out and slammed back. I begged again. He slammed
again. I pleaded. "fucking fill me speaker!"

His eyes rolled back "fuu...gggrrrrr..." came out of him low and
guttural. I felt him begin to spasm with his whole body. His jerking
movements hit the right spots inside me and rubbed my own throbbing cock
into the bed. I felt him unload. Filling me with hot thick cream just
before my own load spewed out on its own.

Panting. Sweating. He collapsed onto my back and stayed there giving me
little kisses. Our breath slowly synching together. I turned my head and
kissed him. He kissed back weakly from the strain.

I felt him slip out of me and slowly stand up. I followed. "fuck that was
great babe. I feel much more relax." He said still catching his breath.

He left the room and came back with a diaper, and he proceeded to put a
diaper on me, he put a dummy in my mouth. "Nap time after sex is
compulsory" he tucked me in and I went to sleep

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