Date: Tue, 12 Mar 2019 06:48:31 +0000
From: John Mack <icarusjohn@hotmail.com>
Subject: Losing My Cherry

Losing My Cherry

Summer holidays at the beach with my family were fun. Our family and my
aunt and uncle and their son, Geoff, who was a year younger than me, shared
an old house right on the beach and our small yacht was moored at the jetty
out front. Geoff, and I shared a bedroom and in our early teens we began to
wank off together. It began in the shower at the boat shed, starting off
with him wanting to see down my speedo, which, of course, ended up with a
bit of `I'll show you mine, if you show me yours' fun, and ended with us
taking turns to pull each other off.

We did not see each other often during the rest of the year, although there
were occasional weekends when our parents played golf. In summer we fooled
around in the pool pulling each others speedos off and then pulling each
other off. In winter we played games in my room, often the card game Strip
Jack Naked which ended with both of us naked and wanking each other. This
made our annual summer holidays something I looked forward to.

Nothing more than mutual wanking happened until the summer I was 16. My
uncle's new mechanic, Doug, an ex-sailor who was about 24, had been brought
to work on the yacht. The first night Geoff and I were enjoying a wank he
told me that he had been sucking Doug off and that he had been fucked by
him. I knew about cock sucking and fucking but Geoff and I had never gone
that far. That night we talked about it but still just wanked each other
off. But I was thinking about what it would be like to suck a man's cock,
and as for having a cock up my bum...well, that was something else.

The next day we all went to our favourite beach that you could only access
by boat. Hardly anyone ever went there and we thought of it as our own.
Doug had been working on the yacht and had the motor it in good order.
There was work to do on the sails still and we were looking forward to
being able to spend some time sailing with him that summer. As usual Geoff
and I walked a long way from where our parents were on the beach, and into
the dunes to spend some time having a quiet wank together. I am sure these
times in our speedos, feeling each others growing cocks through the nylon,
looking down and slipping our hands down each others speedos, and finally
pulling them down to expose our stiff cocks, is the reason I now have a
fetish for speedos and anything in them!

You can imagine our surprize when Doug appeared, `Hah! I knew you two were
up to something.' I hurriedly tried to pull my speedos up to hide my
hardon, but Geoff just stood there and we both watched as Doug undid the
waist cord of his red speedo and pulled the front down to reveal a quickly
stiffening cock – the first hard fully grown man's cock I ever saw. `Go
on suck me', and Geoff was on his knees licking and sucking at Doug's
erection. My eyes must have been out on stalks! `Hey, you want a go? Come
on suck me.' Geoff let go of Doug's cock and I knelt down faced with about
7 inches of cut cock, red and throbbing. It was my first time. I was
nervous about sucking a cock, but so wanting to do it. I licked the knob
and then put it in my mouth and sucked. What a wonderful feeling, a hot
throbbing cock knob in my mouth was! I knew I was going to love it. I tried
to take more into my mouth but my teeth kept getting in the way. `Hey watch
it, careful, I don't want to be de-knobbed. Let Geoff finish me off. We
have to get back because there is a storm coming.' I stood up and Geoff
returned to sucking Doug's cock and soon Doug was holding his head and
ramming his cock into Geoff's mouth and then he exploded. Geoff was gagging
on jizz as Doug made sure he got the very last drops of his shoot-out.
`Hey, we have to hurry. You two get your cocks back in your speedos and get
back to the boat. Teach him to suck better so next time I can enjoy him
doing me.'

That night Geoff told me more about how Doug had fucked him. How it had
hurt at first, but how much he enjoyed it. He said that Doug was sure to
want to fuck me, and I began to think about getting his big cock up my
bum. Geoff asked if I wanted to fuck him but all I could think about was
getting Geoff's mouth around my cock and sucking him too. So we spent the
next few nights sucking each other, taking turns and 69ing. He showed me
how to lick and suck his balls and that licking another guy's asshole could
give him great pleasure.

A few days later, a hot and humid day, everyone had gone into the local
town to do some shopping. I had stayed behind and I knew Doug was working
in the boat shed. Just wearing my black speedo I went to visit, hoping to
get to suck his cock again.

Doug was working on some engine parts and was wearing a pair of overalls,
open well down revealing his hairy chest. `Hi, what you want?' `Just
thought I'd come and see what you were doing. Everyone is in town.'
`Mmmmm...come here.' I walked over and Doug reached down and stroked my
cock and balls through my speedo. I was instantly hard. Oh shit, it was
going to happen. `That's what you want isn't it?' `Ahhhhhh...' `Yeah, I
know what you want. Go and shut the door.' I walked over and shut the shed
door. When I turned around Doug had gone. He was in the office. When I
walked in he was totally naked, fondling his hardening cock. `Hey, you and
Geoff been getting some cock sucking practice? Reckon you can give my knob
a polishing? Come here.' I walked closer to Doug, fascinated by his
throbbing cock standing fully erect while he fondled his balls. `Let's see
how good you are? Go on suck me.' And so I went to work on Doug's cock. I
was a much better cock sucker than I had been a few days before, and with
Doug's guidance I learned a lot more about how to give a guy pleasure with
my tongue and mouth.

But Doug had other ideas. `Get up.' I stood up, my stiff cock making a
bulge in my speedo. Doug reached out and felt my throbber then slipped his
hand down to fondle my cock and balls. `Take them off.' I was never so
ready to strip off for a guy and was soon standing in front of Doug with my
cock pointing skyward. `Horny little bugger, aren't you?' What could I say?
I was! `Turn around.' Doug began to run his hand over my ass then let his
fingers stray between my legs giving my balls a bit of a pull from behind,
then running his fingers up and down my ass crack. `Like that don't you?'
`Oh, yes', what else could I say, I was squirming with pleasure. `You and
Geoff been fucking each other?' `No.' `Mmmmm...want to try it? I reckon you
will like my cock up your bum.' I was struck dumb and did not say anything,
this was going to be it. I was going to loose my ass cherry. Doug continued
to rub his fingers up and down my ass crack and I began to squirm as he
rubbed my asshole. He reached into the drawer of the bench for some
vaseline and was soon rubbing his lubed fingers up and down and around my
asshole, and then, oh boy, he began to work on my hole. First he just
teased me, running his finger around the rim, but then he began to work his
slippery finger into me. It sort of hurt, but, it was so good. Before too
long he was finger fucking me and trying to work a second finger deep into
my bum. `You like this don't you! Well, I reckon it's time we worked
something bigger up your bum.' Doug had taken his fingers out of me, and I
relaxed but knew something bigger was coming as he began to rub his
throbbing hardon up and down my crack. Then he began to push his knob at my
hole. `Go on, open up. I know you want it. I know you want cock up your
ass.' And, then he pushed and the knob went in, and an inch or two. The
pain was searing, but the excitement of being fucked was much more. Slowly
Doug worked his cock into me, inch by inch. He used a lot of vaseline and
took me slowly, but he was determined to fuck me and fuck me deep. By the
time he had his cock buried deep in my bum I was bent over the bench and
squealing and squirming and ready for him to go at it. Doug kept telling me
what a tight little bum I had and how much he was enjoying taking my
pussyboy cheery. He was hurting me, but I was so enjoying the feeling of
being impaled on his hot cock. And then he shot his load, pushing in as
deep as he could. The feeling of his hot jizz shooting into me is something
I will never forget. When he pulled out and I stood up he laughed when he
saw that I had shot my load over the desk while he had been topping me. `I
reckon you enjoyed that.'

When Geoff came back from town that evening I told him what had happened in
the boat shed. He wanted to know excatly what had happened and if it had
hurt. I answered his questions and he asked if I would like to fuck him
that night. `Hell yeah.' `OK, after dinner you are on. I guess your asshole
is too sore to take me tonight but I want to do you too tomorrow.' So Geoff
and I began to suck and fuck each other. Every so often that summer we went
with Doug to the beach. He liked to watch us suck and fuck each other
before we took turns sucking him and he fucked us. Best of all he liked to
mount Geoff after I had fucked him. He said it made the ride smoother. I
liked watching as he slid his big cock into Geoff's bum. It alwas got me
horny watching that happen. [Hell, yeah, I still get horny watching a guy
slide his cock up another guy's ass!] We had a great summer that year and
the next.

The next summer Geoff and Doug and I had a great time. Our favourite
activity was to take the yacht to an isolated beach where we could swim and
sunbathe naked, and suck and fuck together without the fear of being
caught. But my aunt and uncle had decided to take Geoff to Europe with them
so for the second week of the holiday I was on my own. But never fear, Doug
was near! My parents thought it was great that I was spending time with an
older guy who could teach me about sailing the yacht. Little did they know
how much I was enjoying Doug's company and that as soon as we were out of
sight our speedos came off and I was Doug's bum-boy for the day.

icarusjohn@hotmail.com