I live in Hollywood where I am one of the many out of work
actors trying for his big break.
Work is hard to come by out here.
Without a good job, pussy is too.
One time I took a job cleaning pools. It was a good way to keep my tan and to
see how the truly wealthy lived.
Most of the time the people weren’t even home. I doubt they swam in the damn pool
either but my paycheck cashed and I had free time for auditions.
One time I was cleaning a pool in the hills and the owner
was around. She was an older woman, probably in her early 40’s. She looked pretty good for her age in a
way that money helps. It was a hot
day and I wasn’t wearing a shirt while I worked. She sat inside the house watching
me. I first noticed her looking
while I was getting chlorine she was in the kitchen looking out the window. Later when I was cleaning the bugs out
of the filter I spotted her looking at me from the sun room.
After I had finished and before I left, she asked me if I
wanted something cold to drink. I
wanted something to drink alright.
I agreed. I asked her if
her husband was around. She said
she was not married. She lived
alone. I should have known, the
place was as tidy as could be. It
looked like Martha Stewart’s place.
My host asked if a number of clients come on to me. I told her that I had just started and
that she was the first. “I
am not coming onto you!” she stammered. She was embarrassed.
“I am sorry, I can go” I said.
“No, please stay.” She continued with “I am all alone”
I began to feel bad for her. She had obviously found success enough to afford this home
yet she was still alone. I
introduced myself as Jim. Her name
Tina looked like an attractive woman. She was wearing white cotton pants, a
long sleeve shirt, and white sneakers.
She was very preppy and not really my type.
“It has been a long time since I have been with a man”
She said. I didn’t know if
it there had been women in the meantime or if she was trying to talk about her
dry spell. I think she was
alluding to a long bout of bad luck.
I didn’t know what to say so I sat there silently.
“Do you think I am attractive Jim?” She
“I do. I
think you look very nice in your outfit” I said. Where the fuck did I come up with
that? Outfit? What was I thinking? Tina leaned over and started kissing
me. It was a little awkward like a
fifth grade spin the bottle kiss.
She didn’t seem to know what she was doing. Soon though she opened her mouth a
little and we explored each other with our tongues.
As we went down the hall to the bedroom Tina again said
something about not being with someone in a long time. I didn’t know what to say so I
just kept my mouth shut. Didn’t
Ben Franklin once say it is better to keep your mouth shut and to be thought an
idiot than to open it and not get laid?
Either way I followed Tina to the bedroom.
I was already shirtless so I began to take off my shoes,
socks, and pants. I was
free-balling that day and I was very quickly naked. Tina gasped at my naked body. She was really staring at my penis.
I moved closer to her and started to remove her top. I tried to do this in a sensual way but
it was a little clumsy. The neck
of her top got stuck on her chin and for a while she looked like the loser in a
hockey fight. While she was
struggling to remove her top I noticed the wrinkled skin of her upper
chest. I had only been with
younger women at this point and this excess skin did not strike me as
attractive. Soon her top was off
and we were kissing again. I
removed her bra. Fortunately, that
went more smoothly. It wasn’t
an Arthur Fonzarelli one-hander but it was close. Her breasts were small and fairly firm. I was very excited to touch them and
she reacted positively.
I bent down to remove her pants. I gently nudged her to lay down on the bed while I wrestled
her chinos off of her hips. I
grabbed her panties at the same time and off it all went. I looked down to see what appeared to
be 40 years worth of pubic hair growth.
It looked as if a man with an afro had beat me to the cunnilingus
portion of today’s event. I
couldn’t believe the size of her bush. Damn, I thought, she needs to sleep with the guy that trims
the fucking hedges.
Regardless, I figured a woman like this was used to the best
so I went down. It was a little
uncomfortable with all of that hair but I managed to go under it and do my
thing. She was very
appreciative. So I guess it was
worth it. Despite all of the strange
things that I was experiencing my unit was ready to go. I slowly got on top of Tina and
inserted my cock into her pussy.
She cooed and moaned that it felt so good. It did feel good.
I did my best to make love to her in a sensual way despite the fact that
I didn’t know a thing about her.
I wondered if this is how gigolos feel. Eventually, it seemed that Tina had enough. I thought of something erotic and got
When I was done Tina told me “That was great”
but not in a very convincing fashion.
I left the house soon afterward and drove home. The next week the boss told me I was fired. He said it just wasn’t working