First time with a guy

Thu, 03/10/2011 - 04:26
Submitted by ric

This happened only a month ago. It started as one of our annual “boys”
golf vacations for six of us middle aged guys.

We usually pick a different area to explore for 4-5 days every year.

Booking well ahead, and being the organizer, it was logical that I was paired
up with Brian in the hotel room, as he is a good friend for over 30
years.

Our wives are best of friends and we often visit and even vacation as
couples.

The only thing remotely (and secretly) sexual about my relationship with
Brian is that my wife and I have, in the heat of foreplay and sex,
talked about how it would feel if it was Brian who was making love to
her, in place of me. I must admit that occasionally I have also
fantasized about the three of us naked in bed. I see Brian slowly
pumping my wife and then turning to me and telling me to lie on my
stomach so he can have anal sex with me while my wife watches.

 I am apparently hetero, but this image has stuck with me and aroused me for years.

So back to the trip. We registered at the hotel and Brian and I found
our room and in spite of the “boys” homophobic joking, there were
two queen beds, one for me and one for Brian. Remember that scene
from “Trains, Planes and Automobiles”?

Anyway, later after drinks and dinner we all retired to our rooms. I lay in
the bed and watched TV and Brian went to the washroom for a shower.

I got up to get a beer I the fridge, beside the bathroom, and noticed a
 crack in the bathroom door. I could partly see Brian in the mirror
reflection. He was naked and had his back turned away from the
mirror. He was obviously masturbating and I could hear his soft
moans. 

I was spellbound and aroused. I secretly watched as he kept stroking.
Then he turned slightly toward the mirror to watch himself and I
could see his firm cock gleaming wet as he stroked it.

All of a sudden he stopped, moaned louder and I saw his cum squirt out on
the counter and even twice onto the mirror.

I watched as he squeezed out the last of his ejaculations and then I
tip-toed away, with my own cock aroused and oozing from the
excitement.

I went back to watching TV and Brian came back in to the room wearing a
night shirt and underwear, unaware that I had just secretly watched
him masturbate.

He was now obviously sexually satisfied but I was now in full arousal
wanting relief as well. I covered my groin with a blanket to hide my
erection.

It was late and we bid each other goodnight turned the lights off but I
still had business to do with my cock. When I heard Brian's breathing
settle in to sleep, I pulled the blanket down and quietly removed all
my clothes. Lying there naked I hope he wouldn't hear me as I began
to masturbate.

Normally I use lube, but I was oozing enough pre-cum to slide my hand up and
down well. My hand made small slurping sounds as I stroked. The harder I got

the more I actually got turned on by the
sounds and the prospect of Brian discovering MY masturbation session.

I edged for about ½ hour but couldn't keep the cum inside any longer
and let fly with a big six squirt orgasm.

As I wiped the cum off my stomach with the sheets, then Brian startled me in
the dark, by saying “Do you feel better now?”

Embarrassed, I rebounded quickly and replied nonchalantly,”yes, I feel better now—
I thought you were asleep.”

Brian responded, “Just like you thought I hadn't seen you when I was in
the bathroom?”

I then realized he had hoped I'd catch him masturbating and was turned on by it.
Having both had our respective orgasms, we drifted off to sleep in our beds
amazed that we had, for the first time, not only talked about
masturbation, but had witnessed each other in the act.

]In the middle of the night I woke up with an erotic dream and it
involved Brian enering me from behind—no surprise there.

As a result, I found my self getting aroused again, wondering if Brian
would ever masturbate in front of me again. I began stroking myself,
oozing and getting harder. Then I realized Brian was not sleeping and
heard him get out of his bed and the next thing I knew he was sliding
into mine. In the dark, he slid next to me and reached over and
touched my chest. I shuddered silently and went stiff, he slid his hand down to my
groin and gently touched my cock and began stroking it. He pulled
himself closer and I could feel his naked body against mine. His cock
started rubbing against my thigh.


He led my hand down to it and for the first time in my life I touched
another man's cock. He was, like me, fully erect and oozing so I
began giving him a slow hand job.

He gently pushed me on my side and positioned himself behind me and 
tried to push his cock around to my ass.
I felt his hardness slide down to get in entry position in my ass and for a moment I was excited about being entered
but just as he was going to, I asked him to stop.
I told him I was hardly able to get my head around mutual masturbation,
let alone being fucked in the
ass for the first time. He backed off and we went back to
masturbating each other for the next hour. In due course he wanted
the light on so he could look at my nakedness and my aroused cock. We
both explored our respective cocks and marveled at how different
they were in look and feel. Brian's cock is large and not
circumcised—mine is medium-sized and cut.

Inevitably, in the heat of our arousal, Brian started licking me and then took my
cock in his mouth. We maneuvered our bodies so that I could do him at
the same time. The actual moment of taking his cock in my mouth was alien
and weird and so sexy at the same time. I couldn't believe that I was
actually licking the end of his cock and tasting another man. Brian slid his finger 
down to my asshole and as he licked and sucked me. I admit his finger
sliding deep inside my ass aroused me a lot. Must have been the prostate.

I grunted to him that I was about to cum, thinking he'd pull my cock out of his mouth and
let me squirt on the bed but he just kept his mouth firmly over my
cock and took each squirt in his mouth, slowly swallowing it and then
showing me his creamy tongue.

I wasn't that ready to swallow his cum so I pulled his cock out and
stroked him till he ejaculated all over me and the bed.

I rubbed my stomach with his cum and then we got up and showered –more
than a little dazzled by our very first experience with 'man on man'
sex. We had three more days (and nights!) of vacation. But that story
is for another time.

Great story!  Reminds me of

Mon, 07/04/2011 - 03:23

Great story!  Reminds me of the Penthouse letters I used to read in my younger years.  That's a high compliment, trust me.