Date: Tue, 31 Jan 2023 08:32:32 +0000
From: lust stories <Luststories@hotmail.com>
Subject: Deans summer job 16

Tim and I spent one more week at the resort before we headed back home to
get ready for our last year of high school, I had so much fun with the
speaker of the house. He has lined me up a job for when I finished
college and he thinks I have a great future. Tim and I finished high
school and we were both home coming kings and we we surprised that we
both were voted to be the king, sadly we weren't given the honour of
being the prom king, but he was the hottest guy at the prom. Sadly that
night he decided he wanted to see other people and I was heart broken, I
was deeply in love with him and we had been together for 4 years and he
was my first love and my first experience. But I had started to drift
from him, he was starting to get into drugs and booze while I was only
interested in studying. I graduated head of the class and my parents were
so proud of me and my achievements, they were happy when I told them that
I was going to take a gap year and work at Tims uncles resort after the
summer with the family. Time was going to college and I didn't want to
spend the summer with him

After our family vacation I flew straight to Mexico and tims uncle was at
the airport to pick me up, he hugged me and gave me a kiss "man you have
grown up in the last 12 months dean I hope you have you pacifier ready"
oh no not again "I thought you were going to make me a manage" he
smiled and said "you will be". We got to the resort and tims uncle took
me to my room, I was expecting to be with the other staff in their
sleeping quarters, but I was given the same suite I stayed in last year
"you were amazing last summer and I want you to stay here as long as
possible, this is where you will sleep again" he patted my ass and left.
I unpacked and headed down to the pool to check out the men in the resort
at the moment. I saw many familiar faces and I was happy. I got a tap on
the shoulder and I turned around and I was shocked to see who it was. It
was senator jones, the man who treated me so well before the media found
out about his extra fun. We hugged and he kissed me "I missed you sir"
he pushed me back and turned me around and looked down my shorts "why
aren't you wearing your diaper" he slapped my bum and hugged me again

I went to bed early so I could be rested for tomorrow, I woke the next
day and john was messaging me. I showered and got dressed, he knocked on
my door and he had a smile "I think you already met your task down at
the pool yesterday dean" I smiled and said "so I should pack and head
down to his room" John nodded, I packed a bag and walked down to the
buree that the senator was staying in. I knocked on the door and the
senator opened it, he was so handsome and he was wearing a suit "dean I
have been waiting so long to see you"he took my bag and walked me in. We
hugged and kissed and it was nice to see him "I missed you sir" I did,
he kept in touch  with me all year and we are good friends. Hr took his
suit off and closed his laptop "you know the rule baby boy" he helped
me out of my uniform and we went and showered together. He and I hopped
into the shower and kissed like the last time, his hand and fingers were
roaming my arse and he really wanted to probe my hole. He looked at me
and smiled "good to see you have shaved down" he went and grabbed a
squeezable toy "whats that sir" he shoved it up my arse and squeezed
it, it shot hot soapy water inside me "I want your arse to be clean"

It felt weird having hot soapy water squirted inside me, but it took
effect and I squirted my arse within minutes. The senator washed me and
cleaned me good and he loved playing with my cock, he dried me off and we
headed into the bedroom "I know you like to put me in diapers, but I was
wondering if you would treat me like an adult and let me wear
jockstraps" I gave him my pleading face "you can wear you jock straps,
but not hear, I want you in diapers and if you don't want to participate,
I can ask for someone else" I had a good hard think about it and thought
I should just be happy to be in his company, I went and lay on the bed
and waited for him "you are a beautiful boy and you will be able to wear
what you want soon enough. But you are my guest" I thought he would
spank me for speaking out of line, he put a buttplug into my arse first
and it feels amazing than he double diapered me. He dressed me in normal
clothes and made sure my diaper was showing. He patted my bum and purred
"I love you sir" I said he kissed me and we watched tv for a bit

After watching tv, we went for a walk around the resort and it was hard
walking with 2 diapers on, I was also shirtless and everyone noticed I
was wearing a diaper. We sat down and had dinner in the restaurant and I
ate like an adult, the senator doesn't really treat me like a baby, he
just likes that I wear a diaper for him. I got a message from grant just
before dinner was served asking me to be servant for another vip guest
next week and I agreed to it, he also said there would be no diaper
wearing. After dinner we headed back to our bure and turned in for the
night. As we were getting ready for bed I asked the senator "would you
leave your wife for me if an opportunity came up" this was something
that had been on my mind since he left the resort last year "dean I
actually would, but as I have a life back home that is important and my
private life isn't something I want to make open" I understood that "I
just think you would be someone I could spend my life with, I don't
expect you to give up what you have to be my boyfriend, but I want to see
where it might go" he held my chin and kissed me "dean I would love to
one day be your lover and boyfriend"

We both slept like a log that night and it was nice talking about that,
the next day the senator and I went on a horseback riding tour and the
diapers he put on me were a good idea. I knew about the stable grant
owned and we were the only ones on the tour, we put our horses away and
checked the stable out "dean I want to fuck you" he pulled my shorts
down and grabbed my crotch "you don't need diapers" he ripped the
diapers I had on off and he looked at my cock and smiled "this is a
beautiful cock. He spun me around and I leaned on the stable door, I felt
the tip of his cock touch my butthole. I felt pressure, then it popped
in. He slowly went deeper and deeper, a train going into the tunnel. It
felt like four or five seconds before it was all the way in. He leaned
over and asked, "Are you ok?"
I said, "Yes, it feels so good."
He pulled back and, the next time it went in, it was faster. I felt his
hips bump my butt. I could not believe I was being fucked by a guy and it
felt way better than a carrot or wine bottle.

As he fucked me it was getting harder and faster, and I loved it. The
feeling of him sliding deep into my butthole and having his hips bump my
butt. This is the point of no return; I was hooked and didn't want it to
end. I didn't even know I was moaning.
But alas, he was just as quick as I and he let out an "Uhhhh" and
started cumming in my butt. I didn't even feel any cum, just that the
strokes in and out were more slippery. My arse was dipping after that and
the senator just kissed me and held me. We went back to the resort and I
started to pack, feeling her didn't want me in his company after saying I
didn't need diapers "why are you packing dean" I looked at him and said
"you said I didn't need diapers and you only wanted me to wear them
while with you" he grabbed my arm and said "I want you to stay and be
the man that I love, you are an adult and I am going to treat you like
one" we hugged and kissed some more

Its been a good start to the year here that is for sure

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