This is a print version of story Encounter with an older man by iamyourforever from

Encounter with an older man

I read my email and sure enough, an email from
Trelane was waiting for me. My heart started to pound
as I read it, then it was pounding even faster!
Trelane told me that he had a friend, another top, who
was wanting to join us for a threesome. I had often
fantasized about being with two men at once, and here
was my chance. I sent a reply stating that I would be
happy to meet his friend, but being sexual with him
would just depend on what happened at our first

A couple of days passed, along with a few
We finally decided to meet at Trelane's place on a
Sunday afternoon, which was the 5th of March, 2000.
The weather was nice as I drove to Trelane's, and I
arrived right after lunchtime. I laughed as Trelane
met me at the door, and I said, "What's with all the
clothes? Last time I came over, you were naked." He
was wearing shorts, a t-shirt and was barefoot. We
hugged after he closed the door, and we walked inside
to meet his friend "Tom". (Not his real name.)

Tom made my heart skip the first time I saw him.
He was probably 6'1" tall, around 225 - 250 lbs, very
masculine in appearance, with a great smile and
marvelous blue eyes. I shook hands with Tom and I
guess he could tell that things were going to happen
soon. We all sat down and talked things over while
having a beer. Tom, married for 25 years, not exactly
"gay", but very bi, hadn't been sexual with a man for
almost 15 years. Tom was a true top, like Trelane,
and wasn't into sucking or being fucked. Our
discussion continued for about 30 minutes until I
announced that I had to take a leak. I went to the
closest bathroom and shut the door, then removed all
my clothes. I pissed in the toilet and flushed, then
walked back to the living room, stark naked.

When I got to the living room, Tom and Trelane
weren't there, so I walked to Trelanes bedroom and
there they were, both stark naked. We all laughed and
Tom said, "Well, I guess we're all on the same
wavelength!" I went to Trelane and gave him a hug and
a kiss, then I moved to Tom. Tom was very hesitant as
he embraced me, so I took my time, rubbing his back
and his bare asscheeks, until he brought his lips to
mine and gave me a very passionate kiss. I reached
down to feel Tom's cock and was amazed that it was
hard as a rock already. I felt Trelane move behind
me, then I was sandwiched between two masculine, sexy
men. My right hand found its way back to Trelane's
cock, and I sighed as it was already pretty hard and
very thick.

Trelane's hand found its way between my cheeks
and I felt him start to lube me with something. Tom
was kissing me again, and I moaned into his mouth as
Trelane's fingers probed in and around my ass. Before
I knew what was happening, Trelane had three fingers
buried inside me, then he was stroking them in and
out, very slowly. I started leaning forward a bit, and
Tom took that as a cue to back up. I kissed my way
down Tom's hairy chest until I was bent over at the
waist and his cock was at eye level. Tom's cock was a
little longer and thicker than Trelane's, and it was
cut. I enjoyed seeing his large cockhead up-close,
and smiled as I noticed large amounts of precum oozing
out the tip. My lips had a life of their own, and I
soon discovered that they were wrapped around Tom's
thick meat and I was sucking him for all I was worth.

As I sucked Tom's wonderful cock, I realized that
his cock was really flowing with precum. It seemed to
fill my mouth, and it had a wonderful taste! In a
moment, I found myself facing Trelane's cock and I
started sucking it, but felt myself being pushed down
till I was on my knees, Trelane's cock still in my
mouth. I was moaning and groaning, totally enjoying
my first threesome with two manly men. Trelane knelt
in front of me and I went back to sucking his cock. I
felt Tom's fingers in my ass, then I felt them being
replaced with his big cock. I groaned really loud as
Tom's big cockhead invaded my ass, but my groan was
muffled because Trelane's cock was stuffed in as far
as it would go. Thanks goodness that Tom took his
time! He was talking to me and rubbing my back as his
cock slipped inside me. After a while, I'm not sure
how long, I felt Tom's skin touch my bare ass and I
knew that he was all the way in. Tom's hands slipped
back to my waist and he held on as he started pumping
his big cock in and out of me, very slowly at first.

Trelane seemed to be very turned on by what was
happening. His precum was flowing and his cock was
throbbing, then he started to fuck my face like a real
man. Long, smooth manly strokes, and I felt like I
would just have to relax and enjoy the ride. Tom and
Trelane seemed to find a common rhythem... their
cocks seemed to slide out at the same time, and slide
back in at the same time. They seemed to keep the
same pace for a LONG time, until Trelane started
moving faster and faster, his cock stretching my mouth
and making sexy squishing sounds. I could feel the
familiar shaking in Trelane's body and was rewarded
with a hot mouthful of cum! I swallowed, and was
rewarded with another mouthful, and another, and one
more. Trelane sat back, spent, but still interested
in watching. Tom seemed to be VERY turned on now, and
his hips started smacking into my ass, faster and
stronger... I could only gasp and grunt as my manly
lover fucked me good! Suddenly, my ass seemed to
stretch more and more and it was hurting a little
again, then it stretched even more! Tom was shaking
now, almost vibrating, and it felt like he was so deep
inside me with every thrust. Then, I could feel my
asshole spasm, and I was cumming and cumming and
cumming... I was crying and groaning at the same time
because it was just overwhelming! I grunted and my
breath went out of me as Tom pulled me to him, his fat
cockhead reaching deep inside me, then deeper, and I
could feel it expand as his cum started to fill me...
a nice warm glow deep in my ass.

It felt like Tom was going to collapse on top of
me, but he kept his composure and massaged my prostate
with his still hard cock. He kept up a nice stroking
motion while his cock got softer, until it squished
out of my ass. Trelane and Tom helped me up and we
all went to the bathroom where we took turns in the
shower. Trelane went first, then me, then Tom. I
leaned against the bathroom counter and watched Tom
dry his wonderful body. I went to him, knelt down in
front of him, and started sucking his cock. I sucked
and licked and sucked some more, enjoying every second
of it. Tom's cock was hard again in no time... but
his staying power was compromised this time! :-)
In a very short time, I felt Tom shiver and start to
groan. He gently held my head as it bobbed on his
cock, then he groaned VERY loud as his cum filled my
mouth. I gulped over and over again until it was all

Tom lives about 150 miles away, but he says that
he will visit me and Trelane every chance he gets.
I somehow believe that he will! lol

I checked my "personals" mailbox one day in
December of 1999. I was surprised to see a reply from
a man called "cen-tex bear". I had forgotten all
about placing the personals ad months before, which
basically stated that I was looking for a man to have
some fun with from time to time in the Central Texas

The ad listed a phone number, so I called it and
talked to a man I'll call Trelane. He told me he was
59 years old (I'm 38) and that he was basically a
"top" only. I responded that I'm basically a "bottom"
only and that sounded fine with me. We chatted awhile
and he invited me over to his place (he lives alone).
I took some leave time from work and flew over to his
place, which is located about 20 miles from my job.

I met Trelane at the door to his place and I
thought that he looked a lot like me. Kind've a big
belly, beard, hairy legs and arms. We sat on his
couch and talked about what we were looking for,
sexually speaking. Trelane informed me that his cock
was uncut and I told him that I preferred men who were
uncut. I spoke about my previous experiences and
about how I had only been fucked once a few years
Trelane said that his cock was as old as he was and
might not get hard enough to fuck me. I put his mind
at ease by telling him that was OK and that pleasing
him was my first priority.

Trelane and I got up together and I followed him
to his bedroom. We both began stripping off our
clothes and were standing naked together in a couple
minutes. Trelane said that he had never sucked a cock
and never would, and that he had never been fucked. I
hugged him and kissed him and told him, "no problem".
It had been well over five years since I had been with
another man, so I was very, very excited at this

I kissed my way down Trelane's neck, then down to
his nipples, where I paused to suck them and nip them
some. I continued my path down to his stomach, then
to his cock. I buried my face in his pubic hair and
inhaled deeply, savoring the manly scent. I rubbed
his balls and kissed them, licking them a little too.
I looked at his cock and noticed that his cockhead was
fully hidden by his foreskin, and that the tip of his
foreskin appeared to be very wet. I slowly rolled
back his skin and exposed the head of his cock, which
was very pink and very, very wet. I heard Trelane
sigh and say, "I think I'm leaking quite a bit." I
told him that it turned me on and I started licking
his precum and savoring the taste. I noticed that his
cock was getting bigger and stiffer, so I slipped my
lips over the soft head and started sucking him. I
could really feel his cock thicken in my mouth, so I
started bobbing my head up and down a little faster,
really enjoying the tastes and smells.

Trelane motioned for me to stand, then moved both
of us to the bed. I slipped onto my back and saw
Trelane move up to my head, kneeling beside me with
his cock pointing toward my mouth. I smiled and took
him in my mouth again. I took my time and did things
right, sucking him deeply, caressing his cockhead with
my tongue, swirling it around and around. I could
taste his precum as it flowed into my mouth and I was
amazed at just how good it tasted.

Trelane's legs started to shake and I could feel
his whole body vibrating. He mumbled that he was
getting close and I felt him trying to pull out of my
mouth. I pulled him close to my again and buried his
cockhead inside my hot mouth, continuing to suck on
his hard cock. I heard him say, "Oh yeah!" and then I
felt his hot cum against my tongue. I couldn't feel
it spurting against my tongue or anything like that,
but it felt more like a warm glow filled my mouth. I
could feel his cock expand and twitch while he emptied
his hot load into me. Again, I was surprised that his
hot cum tasted so damn good! As a matter of fact, I
think it tasted better than his precum. I swallowed
once and continued to suck. I was rewarded with
another mouthfull, which seemed to just flow out very
smoothly. Again, I swallowed a mouthfull and
continued to suck, and I was amazed when my mouth
filled again! Finally, Trelane was spent and we
cuddled together on the bed. Trelane masturbated me
with his hands which felt really good, and I groaned
very loudly when I finally came all over my stomach.

I haven't had the chance to get back with Trelane
since that encounter, but I'm hoping to get with him
again very soon.

I really enjoyed my first encounter with Trelane
and wanted to get back together again. I exchanged
some emails with him and even talked with him on the
phone a couple of times. We finally made a date at
his place, for the second Saturday in February.

On Saturday morning, I took great care to make
myself presentable for my new friend Trelane. While I
was in the shower, my mind wandered to our first
encounter, and I remembered how great his cock felt in
my mouth. I noticed that my cock was starting to
swell just from thinking about this older man's cock.
I kept thinking that it was too bad that he didn't
want to fuck me, or at least he thought he wouldn't be
able too since he was an "older man" and his cock
wouldn't stay hard enough. I enjoyed sucking him, and
I even enjoyed the way he masturbated me when I was
finished sucking him. I made a mental note to just
take things one step at a time, and that he might
change his mind.

I met Trelane at his door right at 11:30 AM, like
we had agreed, and I was kind've shocked because he
was naked except for a silver cock ring. He laughed,
because I was staring, then he pulled me inside and
closed the door. The next thing I knew, I was
enveloped in a big bear hug and was being kissed
passionately. I felt a little dizzy as Trelane led me
to the big couch in his living room. I did notice
that all the blinds were pulled and it was a little
dark, even though it was bright and sunny outside. I
felt Trelane's hands on my clothes and suddenly I was
naked before him. I sighed as I felt Trelane's hands
roaming all over my body, touching my cock and my ass
cheeks, even probing between them and touching my
asshole just a little. Out of the corner of my eye, I
noticed Trelane slipping his cock ring off and placing
it on an end table.

I watched as Trelane sat down on the couch,
spreading his legs and looking up at me. I moved to
him and knelt down between his legs, looking at his
thickening cock. I kissed his thighs and ran my
tongue over the hairs, moving up and down, but working
my way towards his cock, trying to tease him a little.
I looked into his eyes as my tounge found his cock and
he really seemed to be having a good time. I slipped
the tip of my tongue inside his foreskin while I
rubbed his balls with my hands. I gently probed his
cockhead for a few seconds, then I slowly peeled his
foreskin back and wrapped my lips around his moist
cockhead. His cock was really getting thick and hard,
and I was having a good time making things happen for

I felt Trelane squirming around a little, and it
seemed like he was trying to reach my ass. He moved
around so that he was lying on the couch and we were
almost in a 69 position. I felt Trelanes hands on my
ass and noticed that he was gently rubbing my asshole
now and then. I continued to lightly suck his cock,
because I wanted this to last a long time. I heard a
rustling, then I felt something kind've cold on my
asshole, which made me jump a bit. Trelane laughed
and slapped my ass, which made me jump again. I
sighed as I felt Trelane rubbing lube on and into my
asshole. I was thinking, "Well, maybe he has decided
to fuck me, or maybe he's just going to use his
fingers to get me off." He was using his long, strong
fingers to really reach deep inside my ass and it was
feeling good.

I finally noticed that Trelane's cock was super
hard now. I had fallen behind in my cock sucking
because I was enjoying the feelings in my ass, plus I
was almost dizzy from how fast things were happening.
I resumed sucking his cock, and was trying to do it as
good as possible. I used long, full strokes with my
mouth, and swirled my tongue around the head now and
then. Suddenly, Trelane sat up on the couch, and I
felt him pulling on me. I thought he was just wanting
to hug and kiss for awhile, so I moved up to him and
started kissing his lips and face. I heard him grunt
a little and noticed that he was pulling me harder
now, almost on top of him. My brain finally kicked
into gear and I realized that he wanted me to sit on
his cock.

Now that I was in on the plan, I quickly moved so
that I was straddling his big cock. I slowly lowered
my asshole until I felt the head of his cock probing
around, trying to find its way inside. I reached back
and held his cock while applying downward pressure,
and I was rewarded by the wonderful feeling of his
cockhead gliding into my well-lubed asshole. I closed
my eyes and faced forward, placing both of my hands on
Trelanes shoulders. I lowered my ass down kind've
slowly, but with a steady pressure. Inch by inch, I
felt his big cock invade my asshole. To tell the
truth, it did hurt somewhat, but I was glad that he
had decided to try it. I felt my asscheeks come to
rest against Trelane's skin, and I though that his
cock was in all the way. But, I grunted out loud as
Trelane shifted and I felt the rest of his cock plunge
home inside me.

I finally opened my eyes and saw that Trelane was
looking at me, smiling... "How does that feel to you
baby?" I nodded at him, smiling, and said, "It feels
like I'm so damn full of your cock, but it feels so
good too." I started moving my hips and got into a
nice, slow fucking motion, and I really enjoyed the
way his cockhead felt as it massaged my prostate. I
closed my eyes again and felt Trelane pull me closer,
then we were kissing as we fucked, right there on his
couch. I kept a steady pace for I don't know how
long, but it felt so good that I noticed my hips were
going faster and faster, then I was cumming all over
Trelane's belly, moaning and groaning. Trelane moved
now and I could feel his hips bucking underneath me,
and he hissed out, "I'm cumming!!!" I really couldn't
feel his cum "blasting" inside me, but it seemed that
I could feel the warmth of his cum inside me.

We stayed in that position for awhile, and
Trelane's cock stayed kind've hard, so I moved my hips
some, sliding his cock in and out of my well-used ass.
It felt REALLY good and I got into it quite a bit. It
seemed that Trelane's cock would soften some, then
stiffen some, and I was able to keep a very slow,
steady pace as we fucked and kissed. After a few
minutes of cuddling, kissing and rubbing, Trelane's
cock was pretty hard again, so he laid me on my back
and fucked me, my legs spread at first, then wrapped
around his back. I was moaning and groaning because
his fat cock felt so good in my ass! It felt like
Trelane fucked me for an hour, but I'm sure it was
nowhere near that long. My ass starting contracting
and spasming, and I was suddenly cumming again, and
Trelane did too, deep inside me.

I hope to post more of my true adventures for you

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