Date: Tue, 8 Dec 2015 16:37:00 -0500
From: mike jones <absstory0@gmail.com>
Subject: First Time With a Man

This is the true story of a straight college kid's first time playing with
a man.

So it was around 2005, I was a sophomore at a northeastern college and I
was doing ROTC as well. My sexual experiences with other people had been
limited to women (dating as well), but my solo exploration was quite
adventurous. As soon as I hit puberty and started masturbating I started
playing with my ass. I don't know what inspired it, but I had progressed
through the years from fingering myself and just generally exploring, to
intentionally stretching my hole with whatever I could get my hands (ass)
on. Over the years I had used markers, bananas, vegetables, shampoo
bottles, water bottles, and finally, once I was older, dildos that I had
purchased online.Ê Due to having a roommate at college my ass-play and
exploration was quite infrequent so it wasn't like my boy-hole was a gaping
mess or anything, but I knew that I would be able to comfortably take a
thick cock if the time came.

I had been reading the Craigslist ads for the past year or so and was
really turned on by the idea of playing with an older guy. I don't know
exactly why, but my interest has always been in older guys that were
looking for a wet mouth and a tight ass to fuck. I've never been interested
in topping a guy, and I wasn't then, and still am not very interested, in
having an orgasm myself actually. If it happens at the end that's fine, but
I prefer to play for a while before I have my own orgasm as I tend to lose
interest after I cum. So I was 21 years old, reading the M4M section, and
getting a feel for what was available in the area. I can't remember if I
posted an ad or if I responded to an ad (I probably posted it) but I
eventually settled on a guy in a town about 30 minutes away from school. He
was a white guy, married, tall beefy but out of shape in an old man sort of
way, and probably in his late 50s.

After a couple of emails and probably a few picture trades we made plans to
meet a few days later in the week. That whole week I was perpetually boned
and both excited and extremely nervous. Not only was this my going to be my
first M4M experience, but I was also a little concerned about the CL
sketchy-ness of it all. So on...let's say Friday...I ditched my friends,
walked to my car, and started driving to this guy's town. He had given me
an address and told me to meet him at some sort of historic building in his
town. Apparently he was the town historian or had some sort of role that
gave him access to the building at night and he thought it would be a good
location for a private rendezvous. So I drive to the given address and park
on the street. To my left is an old church or train depot or something
(it's crazy how the years have dulled the memory that seemed like such a
big deal at the time). As I park I see the front door of the building open
and there is a man silhouetted in the doorway. I get out of my car and walk
across the street and up the stairs to him.

At this point my heart is absolutely pounding from excitement and
apprehension. We probably shook hands awkwardly and then he ushered me
inside. His physical appearance was true to his pictures and he seemed like
a nice enough guy. He was also obviously a little nervous, but seemed to be
in better control of himself than I thought I was at the time. I remember
walking through several rooms and hallways filled with simple little
display cases and framed pictures until we came to a back room. While we
were walking he explained his role in town and the significance of the
building, but I doubt I even processed any of what he said. All I could
think about was the throbbing erection I had in my jeansÊ and the
pounding heart I had in my chest.

Once we were in the back-room he closed the door and motioned to some
blankets he had previously arranged on the floor. The room had that cheap
kind of industrial-grade carpet and smelled of dust. He stepped close to me
and asked me if I "was ok with this," and I nervously said yes. Then he put
a hand on my crotch and made some sort of comment about my raging hardon.
He didn't say anything further but he began to unbuckle my belt and
unbutton my pants. He pulled my pants and underwear down and my hard cock
bounced right up to attention. He cupped my balls with his big hand and
began to caress my cock. I distinctly remember almost cumming right then,
and so I quickly (and also nervously and excitedly) pushed myself away and
said, "Can I see your cock?" He of course said yes, and then stepped back
and began unbuckling his pants.

As he was doing that I finished taking my pants off and then I dropped to
my knees in front of him. At this point his pants were down and his briefs
were exposed with an obvious erection inside. I reached up and slowly
pulled his waistband down allowing his fairly large and thick cock to
spring out. I pulled his briefs down to his knees and then my hands went up
to his crotch where they slowly began to grip and stoke his cock (the first
cock I had ever touched...other than my own) He just stood there silently
smiling and staring down at me. I remember desperately wanting to just
gobble his cock, but knowing that with this being my first time that I
should take it slowly in order to fully appreciate the moment.

So I'm on my knees with his meaty cock in my hands...I look up and make eye
contact with him, and then I begin to lower my lips toward his inflated
cockhead. As soon as my lips touch his cock I feel a wave of relief and
pleasure wash over me. I remember that it felt like I had finally found
something important that had been missing for far too long. I popped his
head fully into my mouth and swirled my tongue around once or twice, and
then I lifted his cock towards his belly and began to his and lick his
shaft. Then I tipped my head to the side a bit so I could get my tongue on
his heavy balls. My hand gripped his shaft and my tongue lightly licked his
sack. I can still remember realizing that my nose was tightly pressed up in
his sack and that his scent was incredibly sexy. After that I began to
fully suck and lick him in a way that I'm sure was truly amateurish.

After doing that for what seemed like forever, but I'm sure was only
minutes, he sat on the ground and told me to get between his legs and keep
sucking. He was not at all too dominant, but I do remember feeling like he
was the one that was obviously in charge and knowing that I really wanted
to keep pleasing him. So I knelt on the floor and leaned forward on my
stomach as I continued to suck him. At some point he began to pat and
squeeze my ass and trace his fingers over my hole.

I was on the floor sucking him and he had moved onto his knees so he could
lean forward and play with my hole. At this time in my life I was 5'9" and
in good military shape, but I had the lean body of a runner but not a
thickly muscled frame. I was probably about 145 or 150 lbs of lean
muscle. I like to think that my ass was pretty cute and bouncy. My body
hair is naturally light except for my legs, pubes, and ass, but I used an
electric trimmer to keep my leg and ass hair down, and my cock and balls
were shaved smooth with my pubes being trimmed close. After a few minutes
of me sucking and him touching he pulled me off his cock and told me that
he wanted to fuck my ass. As absolutely great as sucking his cock was, a
proper ass-fucking was what I had been waiting for so I eagerly agreed to
his request.

He had me turn around in the doggystyle position and then he began to
gently rubb some cold lube into my virgin (technically) hole. While doing
this I asked him if he had brought a condom. He said that he hadn't because
he was allergic to latex and that he hadn't used a condom with his wife in
over a decade. He then asked me if I had fucked any other guys to which I
said that I had only been fucking one girl (my girlfriend) for the past
couple of years and that I was sure I was clean. He assured me that he was
as well. I had gone into this thinking that a condom was going to be
absolutely necessary, but in the heat of the moment I gave in. All I knew
was that I wanted his big daddy dick in my horny hole.

He lubed his cock and then gently pressed his fat head against my tight
(from nervousness) hole. His hands gripped my side and his greasy cock
began to fill me. It felt fucking incredible. The physical sensation and
the psychological sense of fulfillment were amazing. As my hole warmed to
his cock he began to pick up speed. At some point his hands reached down
and began to jerk me off in rhythm to his thrusting and in just a few jerks
he had my formerly straight cock spurting while my ass clamped down on his
big dick. I was totally lost in the moment but at some point he told me
that he was going to pull out and that he wanted to finish in my mouth. I
pulled myself off his cock and spun around toward his cock. He sat back on
his ass and once again I knelt/leaned forward to take his cock in my
mouth. A few bobs of my head and a few pumps of his hips and he told me he
was going to cum. Regretfully, (very regretfully) I remember jerking his
cock furiously with my hands while hovering my mouth just above his
cock-head. His manly cock shot a big load of cum up toward the roof of my
mouth. The taste was both familiar (I had tasted my own spunk a few times)
yet different and I loved it. My supremely overprotective fear of STDs kept
me from doing what was right and swallowing his manly gift, but I turned my
head a little so the hot spunk could cover my face. As he grunted and
basked in the glory of his orgasm I gingerly cleaned his cock and slowly
sucked on his shrinking member.

After a few moments of that we both got up, put our clothes on, and
awkwardly said something like, "That was great. I'd love to do it again.
Let me know if you ever want to do that again" and then we walked out of
the building and went our separate ways. I remember that on the drive home
my ass was deliciously greasy and wet and that my cock just wouldn't go
down. I never saw that guy again, but that encounter did launch a trend of
playing with older married men about twice every year.

The end. That's a totally true personal story and I'd love to hear what you
guys have to think. You can email me at ABSstory0@gmail.com with any
feedback or comments you might have. Thanks!