Then there are days like today.
I always say, never do anything with a client you are not
willing to repeat every time you see them from that point on. That is one of the reasons I never cum for a
client (at least on purpose). I have very few clients that I fuck, and when I
do, I let them know that this is a one time only thing, it most likely will never
happen again, unless we both want it too and either of us can always say “sorry,
not today.”
Let’s face it when sex is part of your job, and you are a man,
there are going to be limitations. You can only cum so many times a day. You
can only keep up an erection for so long. You have to be stimulated to get an
erection by something, anything. That is why you should never fuck a first-time
client; you are setting up some pretty high expectations. Shouldn’t even get
undressed. Leave it at a hand job.
This morning my first client was a great guy who has been
seeing me for about 3 years. Things started pretty slow back then: he didn’t
try to touch me; I only gave him a hand job when he was very erect. He didn’t
say much before or after – just a short embarrassed “thanks.” His wife had left
him, he worked two jobs and usually only had one or two entire days off a
month. Eventually he started feeling me up outside my shorts and I started
giving him prostate massages. One day he takes my shorts off so he can jack me.
Another day he pulls my dick out while it is near his head so he can lick it.
We slowly over time work up to three fingers in his ass and he seems to really
like it. Eventually I ask him if he would like the real thing and he says
nothing, so I keep fingering him till he cums. This happens at least twice more
before he says he wants the real thing. He is an extremely handsome man, about
50, good shape, huge dick and a very nice ass. We go slow and I fuck him for
the first time, he doesn’t last long. I generally pull out as soon as a guy
cums, knowing that it can be painful for a lot of guys to still have a dick in
their ass after cumming. The second time I fuck him he wants me to keep going –
keep stroking his cock and keep fucking his ass after he cums. OK, I can do
that. He kept cumming and cumming and grunting and groaning, it was sweet. So
that did become the norm, he likes to get fucked, I like fucking him and I ask
before we do it and he says yes and so it goes. This morning was no exception
except that we had not seen each other in months due to his schedule before the
lockdown and then the lockdown itself so the passion of the moment was a bit
higher than normal and a good time was had by all, keeping in mind that I don’t
cum.
Ninety minutes later I greet a new client at the door,
Randy. He is about 30 years old, 6’, shaved head, well built and very friendly.
We are both wearing masks due to Covid. He wanted to know if he could shower
before hand and I showed him to the bathroom with a towel and wash cloth. After
his shower he returns wrapped in a towel and wearing his mask. He drops the
towel and stands naked except for the mask and says “strange world we live in,
where do you want me?” I tell him to lie facedown and offer a towel for draping
to which he replies “I’m not shy.” He is hairy and well hung, has a multitude
of tattoos – mostly Celtic in design in black and bright green. He has a prince
albert piercing. I ask the usual about whether he has any aches, pains,
illnesses or anything I should know about. He tells me he in the army so he
works his body hard, but especially he legs and glutes as of late. I go to work
and he is friendly and chatty, compliments my home, pride flag, choice of music
etc. I tell him to let me know if I ever use too much or not enough pressure,
he likes the deep pressure. I have an erection through most of the massage. He
is flirty, nice, attractive and behaving like a gentleman – perfect. I remind
myself that I am 20 years older than him and in not nearly as good of shape. It
is not until I do the abductor rub under his leg that he first finds my
erection and starts rubbing it. He is very receptive as I rub his glutes and
when I narrow in on his sphincter, he lifts his hips only very slightly. I ask
him it he would like a prostate massage. “Sure, why not?” I start with my
thumb, then two fingers, then three… driving them in and out and finally 4
fingers slide in. So… he is not a
virgin.
I ask him to turn over and work immediately on his abs,
sliding down over his pubic bone. His cock is erect and I work it lightly then
down to his balls. He is freely rubbing my cock through the shorts, so I
finally drop them. I switch sides of the table and repeat and then linger with
one hand massaging his sphincter and the other working his nips. I couldn’t
help myself; I ask if he would like to be fucked. “Why not?” I tell him that I
don’t usually do this especially with a new client, but it is the 4th
of July wknd and he is active duty. I put a condom on and throw his legs up
over my shoulders and ease in. He is staring intently over the mask into my
eyes, as I am staring at his. This is unusual. Most guys will look at me then
away, then roll their heads, back at me, close their eyes etc. He has locked eyes
with me and not letting go. OK, I can go with that. I fuck him hard and intense,
keeping my eyes locked on his, jacking his big cock (careful of the prince
albert). I feel he is close but his eyes are looking at me without flinching. I
nod my head. He says “here it comes, I shoot a lot!” He puts a hand up to shield
his face as volleys of cum fly over his head, on his hand, shoulders, chest and
eventually stomach. I laugh as I clean him up, he is extremely sensitive after.
I finish the massage with stretching and some deep tissue on his legs and arms.
While I work, his hands find my legs, ass, cock, whatever naked body part is
closest to him.
When it is over, he gets dressed and repeatedly tells me how
good it all was and that he will definitely see me again. He leaves me a nice
tip and I show him to the door. In the pre-covid time, I would have hugged him
and possibly kissed, but today it is a nod and a “hope to see you again soon.”
Afterwards, I realize I have broken a few rules, but I still
haven’t cum and I am still good for another massage or two. So far, a good day.
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