Date: Thu, 7 Mar 2024 17:19:06 +0000
From: Dave A Bishop
Subject: Picking up Michael - part 1

Picking up Michael – Part 1

Dave A Bishop

I first saw Michael sat on the pavement outside the main door of a theatre,
about 15 minutes before the performance I was attending. He was begging for
cash and calling "spare change please" in a plaintive cry with an
unidentifiable regional UK accent. Later I realised he was Glaswegian when
he spoke with his normal voice. I was attending the theatre with a friend &
passed him by pretending that I had not seen him but I noticed that his
clothes, albeit old, were clean and in good condition. He may have been
begging but he did not appear homeless. When we came out of the theatre
later that night he was gone. All I took in of his appearance was that he
was good looking in a boy-next-door kind of way and was probably in his
early to mid 20's. I decided to go into town again on another evening to
see if he was there again. The second night I went down, he was not there,
so I drew a blank.

The third evening I was in luck. He was sat in the same position as
before. I had prepared a note which I wrapped around a pound coin. The note
read "Do you go with guys for cash?" I waited until there was a small gap
in the theatre queue and then dropped the note wrapped coin into his hat. I
immediately retreated to a street bench a few feet away and sat down
watching his response. Looking at the wrapped coin he looked up for me and
appeared confused. He opened the note and read it. I was nervous as I
didn't know how he would respond, so I was ready to walk away quickly if
needed. There were still the last audience members entering the theatre. He
waved me over and asked me to wait 10 minutes until the performance would
start. I nervously remained on the bench until the front doors of the
theatre closed and he came over to me and sat on the bench.

He asked me what I wanted. I told him I was looking for some fun with a
straight looking guy and that I would pay for the privilege. Having spoken
about cash I asked him if he had done it for cash before, he replied that
he had not. Apparently, he'd never been asked before. As we were talking I
realised he was Glaswegian. He and his brother had come to my seaside town
looking for casual work and he had picked up a cash-in-hand job at the
local market but he was not making enough money which was why he was
begging. It was obvious that he looked after himself, his clothes were
clean and he was well wrapped up for the colder weather. He came home with
me in my car. During the journey I asked him if he was gay, bi or
straight. He said that he was not sure. He had experience of being with a
woman a couple of times but never been with a man. From the way he spoke it
was obvious that he was inexperienced in any sex. We talked a little more
and that he told me he had "played about" with another boy at school a few
years before but he was embarrassed to tell me and would not go into
detail, it sounded like that just jacked each other off or even they just
jacked off together. He told me that he was 22.

I knew that I would have to take this one slowly and not push him too fast
so when we got to my home I invited him to sit, talk and have a hot drink,
after all, it was a cold night outside. He took off his coat and a pullover
and we had tea and talked about coming to my town. He was relaxing well and
I asked him what he would like to do when we had sex. At first he was coy
but said that he would be happy jacking off together and some 69. He was
more nervous than I at this point but kept it together. I told him that I
would not force him to do anything he didn't want to do, that I would ask
him before trying something and that his enjoyment was as important as my
own. When I asked him if he had ever tasted his own spunk, he screwed up
his face. At this point I decided that he really was very inexperienced.

We went upstairs and he started to strip without being asked, it took him a
little while as he was wearing many layers for the cold. I could see that
he was clean and well fed. As I didn't know where he'd been that evening I
asked him if he wanted to shower before we started, he declined and I
quickly found out that he was spotlessly clean. He stood about 5' 11" and
must have weighed about 140lb he was generally quite smooth with just a
little bit of hair on his shins. He had a very pale complexion, dark brown
hair and brown eyes. The joy was when he took off his boxers. Hanging down
was a beautiful, smooth, uncut dick of about 6.5" inches. Above it was a
small patch of dark brown hair, I was surprised by his lack of hair, he was
untrimmed, just his natural hair, but no happy trail and at the widest part
at the top it must have only been about 3". With the exception of his pubis
from knees to head he was completely smooth.

We got into bed together and I pulled him towards me and I kissed him
gently on the face I was holding him by the hip and he started to respond
by kissing me back on the face. Stroking his hip and gently kissing him he
mirrored by actions and he started to warm to me. We kissed faces, lips and
neck making out for quite some time, the tension was building and I felt
that he was enjoying himself too. During this I felt that his dick had
hardened and that it was brushing against me and my own erection. I brought
my hand round from his hip to hold his erection. When I looked at it, he
had grown to just under 8" and the tip of the head was appearing out of the
foreskin. It looked good enough to eat but I decided to keep the slow pace.

I was well into sexual massage at that time and asked him if he had ever
had been massaged, he replied no but would like to try. I told him that I
would like to massage him and that he could try to massage me after if he
wanted to. I had a really good smelling, relaxing massage oil to use. I let
him smell it before asking him to role over into the middle of the bed, on
his stomach. As he rolled over I could see his broad shoulders and slim
waist, a slim but not skinny bottom and long slim legs. After he had rolled
over I lifted up his middle and pulled his erection down between his
legs. I knew that I would want access to that later.

Kneeling on one side of him I began with his back and shoulders using a
little force but not too much to hurt as I worked my way down his back he
visibly relaxed more and reached out to the side to place a hand on my
leg. As I moved around him he kept reaching out for me but I told him to
just let me do the work. He smiled and laughed for the first time. Once I
got to the small of his back I added extra pressure which made him groan
with pleasure. By this time I really wanted to get to his ass but didn't
want to push him too quickly so I went to the foot of the bed to work his
calves (I don't do feet!) kneeling between his feet I started to work on
his lower legs. I could see his dick still erect, sticking out between his
thighs, something I think is a beautiful sight! The foreskin was still
covering most of the head and I could see his nuts firmly in place near his
ass.

I worked my way up his legs, slowly taking my time and gently moving them
further apart as I was still knelt between them. As I got to his thighs
Michael was still very relaxed and quite unaware that that I could now see
his hard dick, balls and pretty, relaxed little hole. I could see his
balls, taint and hole were both absolutely smooth. The edges of his hole
were relaxed but I couldn't detect a hint of pink. Eventually I got to
massage his ass, beautifully smooth and without flaw. By this time he was
not concerned about me touching his ass and I firstly massaged his buttocks
from the hips and waist inwards and gradually worked my way towards the
centre. I was able to stretch his buttocks as wide as I could and massage
across his hole several time, now there was pink! Frankly it was also very
obvious that the hole was virgin territory. He was unaware that I was
lusting so hard for him. He stirred a couple of times when he realised that
I was stroking his most intimate place but he didn't want to stop
me. Neither did I penetrate him with my fingers.

After several minutes of this I asked him if I could continue, he did
little more than purr approval! Holding his thighs apart I got down to the
head of his still erect dick and started to lick him. I felt him shiver for
the first time, I managed to lift his dick a little and got the head into
my mouth. I could just taste a little pre now. I was happy. So was he!
Spending some time on the head his foreskin naturally retracted until the
entire head was visible. This was really the first time I had seen his man
fully exposed and fine it was. After a few minutes of sucking him I worked
up the shaft then started on his balls. A good size and I first got one
into my mouth and sucked gently on it working it with my tongue. I heard
more purring. I was able to get both balls in my mouth and gently chew on
them. After a few minuted Michael started to squirm so I eased off on
them. I was working my way to my goal and I would have guessed that nobody
had been so close to his ass before but I moved from balls to taint, pushed
into it and sucking hard on it. When I looked down Michaels cock had
started twitching and a bead of pre had formed for me to lick off.

It was time for me to reach me goal. From his taint I then moved sightly
north and started eating him out. He immediately responded with surprise
and tried to turn over. I gently held him flat, no effort was needed and
used both hands to hold his cheeks apart then started to eat vigorously. I
liked his ass, penetrated with my tongue and chewed as if I was eating
dinner. Michael just about lost control, he was moaning with pleasure and
squirming with delight. The little hole was opening for me to get my tongue
deeper and his dick was leaking like a tap. After many minutes of this I
changed position so that I was laying on top of him. My head just to the
right of his and my dick lodged between his cheeks. He became nervous but I
whispered gently into his ear that I was not going to try and enter
him. All the time I was gently massaging his taint and hole with my dick
but without entering him. Once my spit down there had dried I stopped
thrusting at him and rolled of him. He rolled onto his side and kissed me
passionately. Michael just about managed to say that he'd never had that
before but really his body had already spoken for him.

Having finished my massage of him he asked me if he could do something for
me. Of course I said he could and he started be going down on my very hard
6" cut dick. It was obvious that he had not done this much before but he
was enthusiastic, spending time on my head and licking the shaft. He had a
go at my balls but was less enthusiastic as I was a bit too hairy for
him. We moved into a 69 and spent a few minutes enjoying each other. He
stopped me from sucking him and said that it was his turn to make me
happy. I was not going to argue.

Michael asked me to role over so he could massage my back. He sat on my ass
and started to massage my back, gently smoothing the oil up and down. As he
was rocking back and forth I could feel his erect dick bouncing on my
back. Unskilled but yet sensual he made me feel good and when he got to my
lower back he sat on my thighs and started work on my ass. Michael started
to copy the moves I had already performed on his ass, massaging deeply and
spreading my cheeks apart. Carefully he got off my thighs and spread my
legs and getting between them to draw my dick back between my legs. I
guessed he was going to copy my actions but wondered how far he would
go. At first he ran his thumb over my piss slit to remove any pre but he
found none as I tend not to produce it. He commented that there was none
and started to lick my dick. Very quickly he moved up my shaft. Having
sucked me well he started to massage my ass then focussed on my hole, again
copying what I had done to him. I was really surprised as I thought he
would be wanting to do that. Very gingerly he started to lick with the tip
of his tongue, just touching the hole itself. Now it was my turn to purr
and I just love being rimmed. He was so gentle I could barely feel him but
it was definitely happening. I asked him if he was ok doing it, not that I
wanted him to stop. He said it was his first time rimming so was nervous
about it be he had found out that it was great to receive and wanted to try
giving. I moved from out beneath him and kissed him on the mouth. He was
sweet. He pushed me face down and went straight for my ass and started to
eat me vigorously. This time there was no hesitation. I felt my hole open
wide for him and he enjoyed every mouthful. We flip-flopped rimming for a
while but at no time did we move further forward to either fingering or
fucking. It just seemed to feel unnecessary at that time. Neither did we
refer to "rimming" I don't know if he knew the word at that time so we
talked about "eating your bottom" – how very British! Even though we had
an affair for 6 months we always referred to "eating your bottom", rimming
was never mentioned.

This whole event was moving beyond the 2 hour mark so we got to a point
where we needed to cum. Neither of us were really in a rush to cum but it
seamed like a good idea. We started to 69 but Michael did not want me to
cum in his mouth and I was certainly not going to trick him or anything,
lets face it I wanted to have another go another time! I wanted him to cum
in my mouth so I changed positions and got between his legs to suck him
off. I loved being able to work his foreskin and get my tongue deep into
it. I could taste small amounts and pre and he was becoming more twitchy as
his orgasm approached. I felt his dick head start to swell and the foreskin
drew right back, I knew I was about to get his load. He tried to warn me in
case I wanted to get of (as if!) and then it happened. He shot several
large volleys into my mouth. I was able to see his face contort and him
squirm as I continued to suck hard on him while he came. I swallowed it
all, fantastic boy sperm has a great flavour. I continued to suck and lick
but he had to withdraw from my mouth due to sensitivity. At that point he
collapsed back onto the pillow. I gently kissed his dick head as if I was
kissing and elderly aunt and moved his foreskin back into its resting
position. He laughed at that, thought it was a gentlemanly act!

I was now in a state of agitation as I had not yet cum. Michael then
realised that I had not yet cum and was concerned in case I was going to
ask him to do something he didn't want. They come down from the high so
quickly! I asked Michael if he could help me jack off and that I would cum
on his face. He said ok but I knew this was pushing it for him as he would
not want my cum near his mouth. I knelt on his chest and started
jerking. Michael helped by playing with my balls and I started to rise to
orgasm quickly. When it was time I shot my load on his face, a great volley
reaching from his chin to the side of his left eye. He screwed up his face
when I came and refused to relax it until I had cleaned my spunk off
him. That was easy for me and I simply and gently licked up the load inch
by inch along his face. He kept screwed up all the time. When I had it all
I kissed him on the end of the nose and he relaxed and laughed wiping his
face with the back of his arm. That was my cue to laugh too.

Michael wanted to go by then so did not shower with me, I gave him the cash
we had talked about and asked him if he would like to meet again. He gave
me his number and asked me to text anytime. In the car as I took him home
he told me that he was definitely bi as he still liked girls but had loved
learning some new tricks with me and wanted to do it again. He spoke of the
fact that his pleasure was as important to me as my own and he didn't feel
used. I laughed and asked "Challenged?". He replied definitely "challenged"
but hoped he had risen to the challenge. I said "8 inches risen". He said
that he didn't want to be a rent boy but although he wanted to see me
again, he really did need to extra income. We talked about the money and I
told him that if he was happy with the current arrangement we would never
need to talk about it again. I text him the following day saying that it
was great to meet him. He replied simply with "X". We next met a couple of
weeks later. I'll tell you more about it another time.