I started working with this woman about a year ago. She was a very nice lady, average looking. We were part of a team of folks working at the corporate offices of a fairly large company. Our boss was big on the concept of getting out to the field, out to meet the customers. So, my co-workers and I traveled quite a bit. We did our best to team up and save expenses. One particular trip, six of us traveled together. Myself, Todd, Jill, Lynn, Barb and Paula.
Lynn and Barb were very upper middle class. They were always concerned about their positions in the company, the cars they drove, the clothes they wore, etc. Paula was a wannabe. She hung out with Lynn and Barb to make herself look better.
But, if you talked to her alone, she was really nice. Jill was a long
time employee. She knew more about the company than most of us would
ever learn. She was definitely down to earth. Even though we had only
known each other for a year, we definitely didn`t act it. Our morning
coffee conversations were pretty wide open. We would talk about her
romantic interests or marital issues between my wife and me.
So, the six of us found ourselves in Chicago. We spent the
whole day meeting with clients, touring their offices, meeting
customers, shaking hands, etc. We met for dinner around 6 to discuss
plans for the evening. Barb and Lynn naturally were headed for the
miracle mile to do shopping. Paula was tagging along. Todd excused
himself to meet with friends. Jill and I were headed back to the hotel
to study for one of those classes we volunteered to take. Around 10,
I needed a break and headed for the whirlpool. When I got there, I
found Jill had beaten me to it. I started to excuse myself. Something
about being in a whirlpool with a co-worker felt weird. Jill stopped
me. Tom, we`ve known each other for a year. Relax, it`s just a
whirlpool. So, I set aside the chivalrous feelings and climbed in.
Man, it felt great. But, I suddenly was having a problem. Jill looked
pretty damn good in that swimsuit. Much as I tried to ignore it, my
wandering mind and eyes were drawn to a pretty big chest and a nice
ass. I finished the beer I brought with me and headed back to my room.
Trying to be a nice guy, I asked if she wanted a beer. Of course, I did
not expect her to accept. But, thought it was the friendly thing to do
to offer. To my surprise, she accepted. She wanted to stop by her room
and change, but she could really use a beer. Off I went to my room,
wondering all the way what I had gotten myself into. I got to my room
and raced around trying to clean up dirty underwear and socks. I just
got that done when I heard a soft knock on the door. Jill was quick! I
let her into the room, offered her a beer and a seat. I excused myself
to change out of my wet swimsuit. I returned to the room in a pair of
baggy gym shorts and T-shirt. Jill was sitting at the head of one of
the two queen beds. I grabbed a beer and sat on the other bed. We
chatted a little. I moved to the head of the bed and was absent
mindedly watching the news I left on earlier. We chatted some more and
Jill asked if she could change the channel. I tossed her the remote and
noticed what appeared to be erect nipples. Headlight alert as we call
it at work. I usually keep my hotel room fairly chilly. So, I surmised
that between the temperature of the room and having just left the
whirlpool caused the erect nipples. Unfortunately, my male mind started
drifting and I was beginning to guess what size her nipples were and
whether she was wearing a bra. Anyway, I sat against the headboard of
the other bed and watched as she flipped through channels. When she
didn`t find what she was looking for, she ended up on the movie menu. I
took this opportunity to get myself another beer and see if she needed
another one. When I returned with the beers, she had selected a movie
and the production company credits were just starting. She asked me if
I minded, I tried to be nonchalant and say something like of course
not. About 30 seconds later, I went into complete panic. Jill had
selected an adult movie! My mind was a complete whirlwind. What was the
message here? Should I put a stop to this? Should I ask her? My other
head started doing the thinking, and that is never a good thing. I
looked at her briefly and asked, Are you sure about this? She looked
back at me and said, Will you relax? I tried. I really tried. On the
screen were Nina Mercedes, Brianna Banks and Peter North. Mercedez was
doing this amazing strip tease for Brianna and Peter North. By the time
Mercedez got to bra and thong, Brianna had one hand around Peter`s dick
and the other down her pants. I couldn`t help it. I was hard as a rock
and my shorts were a tent. I didn`t know what I was supposed to do. I
stole a glance over to Jill. She had one hand down her shorts and the
other squeezing a nipple. She caught me looking and asked if I minded.
I was shaking my head so fast from side to side you could hear the
marbles rattling. I looked back at the screen and both Mercedez and
Brianna were going to town on Peter`s dick. I could hear some
moaning from the other bed. After about 3 minutes, Jill sat up and
said, Fuck it. Off came her shirt and pants. I was right, she was not
wearing a bra. She had beautiful nipples. She wore a really skimpy
thong that came off very quickly. I could smell the pussy juice from
where I was. She lay back against the headboard and went back to
frigging her pussy. I could hear the squishing she was so wet. I didn`t
know where my attention belonged, watching this amazing co-worker of
mine go to town, or watching this really hot threesome on the TV. Jill
must have felt my indecision. She finally spoke up and said, What the
hell are you waiting for? Get that dick out! I know you want to. I want
you to you. Show me how you stroke that dick.
I didn`t waste any time. Completely naked now, I brazenly stroked my
dick. Huge drops of precum were gathering on my dick. This had to be
the hottest thing I have ever done. Jill was now panting and moaning.
Without warning, she was sitting beside me on the bed. I just want a
better look. Don`t stop. Oh my God, I love to watch a man stroke his
dick. She sat with her head at my waist. The heat was building in the
room. The smell of her pussy juice was fantastic. The look in her eyes
was haunting. She wanted to watch me! I wanted to be watched. The
feeling was overwhelming. Come with me. I want to see you come. Jill
told me. Her head had moved closer and her hair was now touching my
leg. Her mouth was wide open as she panted and hissed. Her fingers a
blur at her clit. I just couldn`t hold it. I`m commmminnnnnggggg! I
yelled. Yes, yes. That`s beautiful. Meeee toooooo! Jill yelled back.
We both lay there panting and sweating. Neither of us sure what to do
next. Finally, I regained enough strength to sit up and look Jill in
the face. Thank you, was all I could manage. I kissed her gently on
the lips (it felt like the right thing to do). Jill looked at me with a
very serious face. I`ve been waiting for an opportunity like this.
Don`t worry, it`s our little secret. With that she was gone. I cleaned
myself up and went back to the bed to lie down. I`m sure I had a huge
smile on my face that night.
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