Posts Tagged ‘First time’

Swallowing by the roadside

It was during that second visit to that same little desert town that we had an experience that still stands out in my mind as one of our purest moments of being friends, lovers and soulmates all at once.

It happened after the night before when another first that I had been planning didn’t work out. I had intended for us to sleep together – to spend the night in the same bed. We very rarely had the opportunity for more than a quickie in a toilet stall, so the occasion of a weekend away (albeit working) got my imagination racing.

The fantasy of a night spent in one another’s arms proved much more attractive than the reality, though. I found that after we had the great sex that Julio described here, I couldn’t fall asleep. I felt awkward and self-conscious and ended up going back to sleep in my own bed.

The next morning on the way back I had a slightly disappointed feeling, like we hadn’t made as much of this rare opportunity as we should have. I mentioned this as we were driving the long road back to the city, and Julio said he felt the same. Soon our cocks were out and we were stroking one another as I was driving.

We felt free and happy, racing through the middle of a sunny, semi-desert landscape. Later Julio leant over and started sucking me as I was driving. It was such a wonderful sensation, feeling his mouth on my dick, his lips caressing the shaft and his tongue curling around the head.

As we were driving down a long, gentle downhill curve I was ready to cum. By this time this was all I could think of. I pulled onto the side of the road, just in time to start shooting my cum into Julio’s mouth, my body trembling and my legs shaking so much I couldn’t control the pedals.

I immediately went down on Julio, working to get him there as well. When he came it was my first taste of his cum and an amazing sensation feeling it spurting out against my tongue. I swallowed all of it.

At that moment we felt perfect: two young guys sharing something wild and exciting, as if we were meant to be nowhere else but by that roadside with our dicks going limp and the taste of one another’s cum in our mouths.

It was a true Y tu mamá moment.

Making love in the desert

It must have been about two years into our wank buddyhood when Julio and I crossed the second intimacy barrier.

(We had already crossed the line from strictly hand action to the occasional blowjob. Both of us at first found sucking cock unsensual – I remember thinking the first time that I might as well be sucking on a dildo! We soon developed  a taste for it, though.)

The second intimacy line was crossed on a business trip with a third colleague of ours to a small desert town a couple of hundred miles from our hometown.

I haven’t heard Julio’s version, but I’m pretty sure we were thinking how we were going to get into one another’s beds from the moment we heard we were going. On night 1 nothing happened. We arrived quite late, checked into three seperate rooms of a guest house and went to sleep.

The next evening, after concluding the day’s business, we all went out to dinner and returned to the guest house in good spirits and just a little drunk. Everybody said their good nights and went off to their rooms.

I left my door unlocked and waited for about 15 minutes, wondering if my subtle flirting during the day would be enough to bring Julio there now. No such luck – sometimes you really have to spell it out for him!

I sent him a text message and he confirmed that he also ‘couldn’t get to sleep’ – which meant he had been waiting for me to initiate it. I told him to come to my room, but that clothes were not allowed. I lay in my double bed with a raging hardon and he snuck in wearing only a towel.

There was some awkwardness as he stood by the bed in the darkened room, until I reached out my hand and felt his hard cock under the towel. The sensation of his warm hardness is vivid for me to this day.

He got in bed beside me, and we did what came close to what could be called ‘making love’ for the first time. We explored one another’s naked bodies in the warm desert evening. We kissed for the first time. We held one another. We did everything but fuck.

We both came on my stomach and I loved him watching me in the shower washing our mixed cum off my body.

Night ride home

Our work at the agency involved quite a lot of professional socialising after hours.

Tenoch (now my new boss) asked me to attend one of these after work functions with the promise of a ride to and from the event. I obliged, secretly hoping we’d have some fun afterwards. On our way there I could sense he had the same thoughts, but we kept it professional. (By then our relationship as colleagues and newfound friends had already developed into exploring each other’s cocks, and he even persuaded me to suck him once.)

We talked shop, we mingled with strangers and familiar faces, we drank some wine and eventually decided to leave. As he had never been to my place before, I had to direct him. Naturally, being a little drunk, we missed the correct turnoff as we were fondling each other’s cocks whilst Tenoch was driving in the dark.

We pulled over at the entrance of what looked like a farm next to the road. “Suck me,” I said, not really expecting him to say yes as we were officially strictly into wanking. He smiled naughtily, opened his car door and asked me to come around to his side.

He stayed put in the driver’s seat. I stood outside, facing him. I gasped as his fingers brushed over the lump at the front of my jeans. I outright moaned as he pressed his palm firmly against my cock and squeezed it lightly. With my help he pulled down both my pants and underwear to bunch around my ankles.

It was really cold outside, but it didn’t matter as my boss was about to suck me right there in the middle of nowhere. His hand closed around my cock and he slowly began to pump it, his free hand making small work of the buttons on my shirt. My hips bucked into his grasp.

He licked the underside of my cock. He held his breath. I slowly eased my cock-head into his mouth. He licked the ridge of it, and sucked the whole knob. I started to hump into his mouth, but he wouldn’t let me. This was his blowjob, as if to say, and by the looks of it he was going to be in control. He slowly began to suck up and down my cock, easing my whole shaft in and out of his mouth. My pre-cum must have coated his mouth and throat.

He lifted his head and asked if I was close. I said yes, barely able to speak. He jacked my cock all the way to the edge of cumming, but before I could even contemplate exploding, he took my cock all the way to the hilt, into his throat.

I wanted to come badly when out of the blue the bright lights of a pick-up truck came our way. We had such a fright. We really feared being arrested for trespassing a stranger’s property and being literally caught pants down. He started the ignition. I ran to the passenger side of the car with my jeans still around my ankles. We just, just made it when the truck passed us.

Tenoch drove me home, mostly in silence. The following day he put a CD on my desk without saying a word. It was Joni Mitchell’s Night Ride Home. Up to this day I’m still not sure if he even recognised the irony. I pressed the play button: “Once in a while/ in a big blue moon/ there comes a night like this/ like some surrealist/ invented this 4th of July/ night ride home.”

Show me yours

It was a game I had played a few times before, and I could tell Julio had too.

We had started chatting on whatever instant messaging system was the vogue in the late 90’s. It had taken a few weeks to get comfortable enough with the fact that I was a senior on staff and he barely more than an intern. He was, like, 19 and I almost 10 years older.

It followed the exact same pattern as I had experienced that time in the 7th grade at camp and later with dorm roommates in my senior year at school and junior year at college. I would find myself alone with a friend, the talk turned to sex and at some stage you could sense the conversation leaving the general realm of the girls we know, the hot lecturers, what they do and what we would like to be doing with them.

In these conversations you can sense the talk becoming more personal from both sides, both parties persevering with the topic and eventually heading below the belt until the topic is basically the dicks of the present company. Then there is the moment when both are now hot and horny and you can sense both are intrigued to be taking it further.

All it takes is one comment like: ‘I can’t help but notice by that tent you pitched in your sheets that you are enjoying this topic’ and something will happen. At least there will be wanking and watching, and there will probably be follow-ups, where the masturbation will become mutual and sometimes lead to a lot more …

In Julio and my case the words were him asking me to choose sides with: ’so, are you a horny bisexual’, and me taking the plunge with ’show me yours, and I’ll show you mine’.

Corny, I know, but it got the job done.

You and me baby are nothing but mammals

Whilst we working at the same agency, we sat on completely different floors. Out of sight, but definitely not out of mind. Tenoch came back from lunch and e-mailed to say he’s just heard a silly song I’d later discover to be a Bloodhound Gang tune. “You and me baby are nothing but mammals,” he quoted the lyrics. “So let’s do it like they do on the discovery channel.”

At that point in time we were just flirting, both afraid to give away the goods. We were straight, for God’s sake, and we were colleagues. After deadlocking him by asking whether he was a “horny bisexual” (to which he didn’t know how to reply) he eventually e-mailed to say, “Show me yours and I’ll show you mine.”

He came over to the office I sat in. By then all of my colleagues had left, or so we thought. We made some small talk while he was standing around semi-uncomfortably with his hands in his pants. He was about to whip it out when a dear female colleague of ours entered. She picked up on the uncomfortableness and possibly also the sexual tension, looked around confused and left.

We decided it would be safer to move on the men’s room where we both took it out in front of the urinals. I couldn’t get hard as I was too nervous. We stood around some more, eventually deciding to leave. That was the very first time I saw his beautiful penis. I hadn’t touched it yet.

First sight

It was pretty much a done deal that something was going to happen, sooner or later.

I had been working at the agency for a couple of years and was having quite a buzy day on the day the new student interns arrived. I was vaguely aware of two new guys around the office and we must have interacted during the day, but mostly my head was down and my attention on my work.

Then, around 5, I heard the woman who had to keep the interns occupied with menial tasks all day telling them they could go. They were saying their goodbyes, and I looked up to smile and wave. That was when the smaller of the two caught my eye with this look that threw me completely.

It said I want YOU so clearly right at me, it was like he was shining a spotlight on me. I turned away, flustered.

I wasn’t batting for the B team then and still am not (like all rules, of course, there are exceptions to this one).

I found out his name was Julio. He was to eventually get a full-time job with the agency and we would discover that we have a lot in common – mostly an overactive sex drive and a lack of limits to where we are willing to go with that.

He became my wank buddy and much later my best friend. Also at stages he’s been my lover, when we were both careless and/or needy and let it go there, but thats another story.

Up, close and personal

The first time I sucked Tenoch’s cock we laughed so much I feared we might be busted and arrested. You should’ve seen it to believe it. He shut and locked the door to the cubicle of a public spot close by to our offices. I sat on the toilet seat, took his dick in my hand and wondered what it would taste like.

Although by then I had fooled around with guys, including Tenoch, I had never actually sucked anyone. I suppose I considered myself straight then, but also didn’t really have the guts to put my money where my mouth was, although the thought also wasn’t particularly arousing.  How times have changed.

So Tenoch and I agreed the hour has cometh. We laughed ’cause I was so clumsy, and he had to quiet me down as anybody could have entered the bathroom and have heard the commotion. I sucked him for a bit. My mouth was numb. He got an urgent phone call and had to leave.

The whole experience lasted about 10 minutes.