Date: Sun, 13 Nov 2011 23:06:42 -0500
From: NY GayGuy <nygayguy@gmail.com>
Subject: Massage Fun

This is a true story (although I did change the names, just
to be slightly discreet), and while I've been fortunate
enough to have some really fun adventures over the years,
this latest one came out of left field.

My partner and I decided to go for a "sensual" massage at a
place in Manhattan. The reviews for this guy were very
positive, and while none said so explicitly, it seemed
clear that "happy endings" probably could be part of the
bargain, even though his prices were no different than a
normal massage.

I called Jim to set up an appointment, and he sounded nice.
I explained that I was half of a long-term gay couple. He
was clear that he's straight, but he's dabbled with guys on
occasion over the years (so maybe he really was bi?) and
had no problem with working on a gay couple.

When the day of our appointment arrived, we were looking
forward to it, but it was just one part of a fun day we had
planned, doing some shopping, getting massages and then
heading out to dinner with a friend. I won't spend too much
time on that first appointment, since that's not where
things really got good. Let's just say that the first day's
massages did, in fact, include happy endings. Actually, we
wound up doing some mild, mutual fooling around, with cocks
getting sucked and then Jim finishing me off with a handjob
that had him impressed by the huge load I shot. Matt was
similarly satisfied, and we said we'd be back.

During that first visit, Jim did mention that he'd actually
bottomed in the past, but he said it had been a long time
since that had happened. He commented that, "if we did
something like that, you guys would have to spend a lot of
time getting me ready." Okay, so he may usually fuck girls,
but "bi" definitely seemed like the term for Jim.

Since our play that first day did involve some rimming of
Jim's hole and slipping in a finger, we knew that he was
extremely tight, and we had no doubt that he was right.
Lots of foreplay and loosening of that tight hole would be
required.

I just realized, before I go on, that I haven't described
any of us at all. Matt and I are in our forties. We're not
in the shape we once were in, but we're good enough that
there still are hot guys who like having fun with us. We've
been together since I was in my twenties, and we're really
very happy together. We are very much in love, and we have
great sex together. In fact, when it's just us, we fuck
bareback, and there's nothing that feels as amazing as
that, whether it's my bare cock in that hot, tight ass of
his, or him sinking into mine until I feel his load filling
my hole! But sometimes it adds a bit of fun to grab some
condoms and have another guy join us in bed. Going back to
our unexpectedly enthusiastic masseur, Jim is in his 30s,
nicely built, with beautiful blond hair, a handsome face
and an amazingly hot ass! His face has gotten him some
acting work in New York (he's another of NY's many
frustrated actors doing something else to make ends meet),
and we learned that ass comes from lots of running to stay
in shape.

At the end of our first visit, Jim said he hoped we'd be
back very soon. He was very anxious to see us again, and it
seemed clear after the extra fun that he wanted more than
for us to be repeat massage clients. We told him we'd do
our best, but in the end it took several weeks for our
schedules to let it happen again.

This time, as the day approached, Jim and I exchanged text
messages, staying in touch way more than I would for any
normal masseur. Normally, we'd set a date and that would be
that. By the morning of our appointment, Jim was sharing
how horny he was. Okay, so clearly we'd be having some
extra fun, but I guess that wasn't so surprising. Then as
the hours passed, he mentioned that he'd fucked a hot Asian
girl last weekend but what he really wanted was to get
fucked himself. So we definitely were going there, assuming
we could get him ready! Then he added that he'd never had a
couple tag-team him, and he thought it would be hot to have
us take him there. His last text message before we headed
to his place was to say he might just have himself on the
massage table, naked with his ass in the air by the time we
got there. I responded that we didn't have to rush things,
but I liked his attitude!

When we got there, he was in his underwear and a button-
down shirt, like Tom Cruise in "Risky Business" and he
looked really good! We chatted for a bit, and then he asked
what we wanted to do. I mentioned that I actually could use
a little massage work on my shoulder, as I'd pulled it, so
he got down to his real business, working out the kinks.

He got the knots worked out and slowly proceeded to lean
more and more into my back, as his strong chest was pressed
into my back and his hands wandered more and more. From my
position, face-down on the massage table, I could reach one
hand back to roam his great, muscular thighs and reach up
to enjoy that nice, round, beautiful butt of his! I
couldn't see anything at that point, but Jim suddenly let
out a moan and I had a good idea that Matt must have done
something to make that happen. Sure enough, when I picked
up my head and looked over my shoulder, I saw that my
husband had pulled down Jim's underwear and had his face
buried in that amazing ass, clearly licking and probing his
hole.

I just watched the rimming go on for a minute or two. There
was something very hot about Jim writhing on top of me as
he got his hole licked! But then I had to get involved, so
I turned a little to a position where I could reach more. I
soon had Jim's hardening cock in my hand and was stroking
him. He soon was pouring out lots of precum, and I used it
to make his cock nice and slick, really getting a good
stroke going.

A few minutes later, and Matt took a break from eating
Jim's ass. We decided that we'd do better if we moved to
the bed, and that's what we did. Matt and I quickly pushed
Jim back, and Matt started licking along the length of
Jim's cock, as I licked his balls. Jim said, "not too hard
on my balls!" So I was gentler, but Matt kept sucking hard,
as Jim then complimented the combination of Matt's sucking
and my licking. Jim was moaning a lot. After a few minutes,
he made us stop. He said he was getting too close to
cumming, and he wanted to be fucked!

So we flipped him over and went back to licking that hole.
Well, actually, Jim got on his knees, Matt went back at his
hole, and I licked along the length of his cock, as it kept
drooling precum. What a hot sight I had from under there,
but the best was yet to come!

Matt is nicely hung, but my cock is very thick, so we
thought it was clear that Matt needed to go first, so Jim
could get accustomed to the feeling of getting fucked
before I sank into that tight ass! As I kept making Jim
moan with my work underneath him, and he kept sucking me
(did I mention we'd gotten into a 69 with me underneath?),
Matt grabbed some lube and a condom, slicking up his cock,
rolling on the condom and then getting plenty of lube on
the condom and fingering a bunch into Jim's hole. I stopped
most of what I was doing, just stroking Jim's hard, slick
cock, so I could watch what was about to happen. As I
watched, Matt lined his cock up on that tight hole and
slowly pressed forward. Jim gasped, moaned and panted as he
felt Matt pushing into his ass. Slowly, I watched Matt push
in, until finally I saw his balls press into Jim's ass. Jim
was about to lose it, so I stopped doing anything to him
for fear of getting him off before I got a shot at that
ass!

Matt pulled slowly back, and I reached up to feel where his
hard cock met that hole. That was an amazing thing to feel,
my man's rod stretching open the mostly-straight boy's
hole! As Matt thrust back in, I felt the ridges of his cock
pushing past with my fingertips. It was so hot, as was that
continuing stream of precum Jim was pouring onto his sheets
right next to my head.

The thrusting picked up in pace, and I had the best view in
the world, inches away from that gorgeous cock and my man's
balls slapping an amazing, tight blond man's ass! I knew
the feel of that cock in me and those balls slapping my
ass, so I knew Jim was getting a great fuck!

Not long into the fuck, Jim lost most of the focus on my
cock and was lost in the feelings coming from his ass.
(Later, he'd worry aloud that his enjoyment of both of us
might have gotten his neighbor upset from all the noise!)
After several minutes, I commented that I'd like a turn. So
we all switched positions, I put on a Trojan Magnum condom
(did I mention how thick my cock is?) and put on lots of
lube, pushing a bit more of the lube into Jim's ass with my
fingers.

I was very hard and anxious to slide into that ass, but Jim
hadn't been fucked in quite a long time and I didn't want
to hurt him. (Measuring my cock at its base, it's 6 inches
around... about 2 inches wide. I've never been with another
man who had a thicker cock than mine, so I knew to be
careful with Jim.) I started rubbing the head of my cock on
Jim's hole. He moaned as he felt that, as he and Matt
worked on each other's cocks. I slowly pushed forward, and
Jim's head came up as he moaned loudly. The head of my cock
pushed in, and Jim gasped. "Wait, wait!" So I did, as he
adjusted. "Oh my God, that's big!" He seemed to be
adjusting, so I made tiny little back-and-forth motions, to
try to loosen him up. His gasps of discomfort started to
sound like gasps of pleasure, so I pushed a little more in.
He sounded like he could cum right then, so I kept going.
It was a stop-start approach, as Jim gave me feedback on
when he needed to wait and adjust. After a couple of
minutes, we'd done it. My balls were pressed into his ass,
and I held it there. He was panting and telling me how full
he felt and how much he loved it. He told me I was pressing
hard on his prostate, and it was driving him nuts. So then
I started sliding slowly back out and then in, back and
forth until I got a good fuck going. He couldn't even stay
still, and he started pushing back with each thrust in. I'd
been grabbing his hips, then his back. Now I reached
forward and grabbed his muscular shoulders, pulling our
bodies together hard with each thrust. It was turning into
a good, hard fuck, and he was loving it!

After a few more minutes, we moved around, so I was on my
back and Jim could ride me while Matt leaned in to suck
him. He rode for a minute, but it got to be too
uncomfortable for him, so we changed positions again, and I
put him on his side. I straddled one of his legs, as I
pulled his other up. I added more lube and slid deep into
him. Jim was going wild as he took me deep inside him. By
now, Matt had taken a break and was just watching as he
smiled at me, enjoying the view of his man making this stud
writhe on the end of my cock!

A few minutes more, and Jim said, "fuck me on the table!"
He moved to his massage table and got on his back. I moved
right up to his ass and slid right into him. I thought he
was used to my size by then, but I guess it wasn't quite
that simple. He gasped, his face registering part pain and
part pleasure. "It's huge. You know it's huge, right?" I
just smiled back at him. At that point, I figured I just
had to thrust some more and everything would be fine. Sure
enough, as I pounded that amazing ass, the look on Jim's
face turned to pure pleasure. He was grabbing me with his
runner's legs and squeezing me inside his ass, trying to
send me over the edge, but I wasn't ready quite yet. I was
enjoying the fucking way too much to lose it just yet, and
all the years of barebacking Matt made holding off while
wearing a condom a piece of cake!

By then, Matt was ready for another turn, so I pulled very
slowly out, that alone making Jim moan in pleasure. Then
Matt quickly lined up and sank back in. He found it easy,
since I'd stretched out Jim quite a bit, but Jim still got
enough of a grip on Matt's cock to make it good! That
became clear from the sounds they both were making, and I
really can't complain too much, since I was really enjoying
the sight of Matt's cock sliding in and out of Jim's ass,
as well as watching Matt's pretty ass clench with each
thrust! At that point, we'd been fucking that hot man for
almost half an hour total, and I can't say I was surprised
when he announced that he couldn't hold it anymore and was
going to cum! Moments later, he started shooting a thick
load of cum onto his abs, and Matt kept thrusting, helping
to drive that load out of him. Less than a minute later, it
was clear that Matt was cumming. He gave several very hard
thrusts--so hard I was worried the massage table might
collapse--and then he was cumming inside Jim's ass! He held
it in there as he shot. After Matt's orgasm had subsided
and he pulled out, I could see the condom hanging off his
still-hard cock, filled with a huge load.

That left me with a very hard cock, while both of them
seemed quite nicely satisfied. Fortunately, Jim seemed to
appreciate what we'd done for him. He smiled and pushed me
back onto his bed. With that, he got between my legs and
started stroking my already well-lubed cock, as he licked
my balls. After all we'd done, it didn't take long and I
was approaching orgasm. When it hit, it was big. I felt the
orgasm from head to toe, and my cock shot cum straight up
in the air. "Holy shit" is all I heard, as my semen covered
Jim's hand, my groin, my stomach and I don't know where
else! As my orgasm subsided, Jim grabbed a towel and went
to work cleaning me up.

After relaxing for a few minutes, I got up, kissed Matt and
went to wash up, seeing that Jim had grabbed a blanket and
was curled up on his massage table. He looked up, smiled
and told us "that was incredible, but you guys wore me out.
I can't even move!"

We told him that was fine, he should just stay there. He
seemed fine with that plan! He really seemed wiped out, and
he reiterated that he'd had an amazing time, even telling
me later by text that it was great. By the time we had to
head out to meet a friend for dinner, Jim told us he was
okay but still wiped out and hadn't moved from where he was
lying! Needless to say, we all had a good time! Will it
happen again with Jim? It might. Time will tell!


I hope you enjoyed this story (feel free to tell me if you
did: nygayguy@gmail.com). I could think of ways of spicing
it up, but then it would be a work of fiction, while every
word of what you just read happened. In fact, as I type
this, it's just yesterday that it happened, which may be
part of why my dick is throbbing as I recall it. That was a
fun afternoon!