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Tuesday, July 1, 2014

Dude 350. My big fat gay houseboat adventure

(I wrote about this and shared with you last year, when it happened in real time.  I'll now post it again and keep it on the blog for good.  I'm still trying to catch up, and get everything I've already written posted, and I'm doing pretty good.  I'm less than one year behind now!  Feel free to skip this if you've read it before.)


SATURDAY, SEPTEMBER 7, 2013


A crack in the wall.


I want to post some news, and then again I don't.

Without going into a huge history about myself,  the label that might fit me most accurately is "in the closet."

I was HUGELY in the closet, even to myself up until 5 years ago.  I looked a gay porn, and I knew I was interested in dicks and handsome men, but actually DOING something about it was NEVER on my radar.  I just assumed I would live a happy single life, and masturbate when needed, (or desired!)

My life took a quite exciting turn, almost 5 years ago, when I discovered Craigslist, and realized that I could be closeted, and still act out my sexual fantasies with other guys....and hook up on the "down-low."


The Captain of the Houseboat, and his dog.
Then slowly, others ideas grew from whispery ideas into reality.

* I could have a sex buddy.

* Other attractive guys would hook up with me, then want to date me.

* I could look for a lunch date on line, and talk about common experiences with other guys, and bond on other levels.

I've had sleep overs, cuddled, kissed, been romantic and even watched movies with other gay dudes.

All of this time, up until last weekend, I never had any plans to "come out" or be openly gay or share my secret with any of my friends or family.

Then, over the Labor Day weekend there was a houseboat trip.  I met somebody.

Long story short, I was invited on a houseboat trip that was to be populated with mostly gay guys.  I knew that going in, but it didn't bother me.  I'd met some of them before, and none of them knew my secret, although of course I'm sure they suspected.  That didn't / doesn't bother me.

The first day, I could tell that one of the new guys was extra friendly toward me.  As the day went on, I thought I could tell he was flirting with me, and I think he touched me a couple of times, that took most of the question away.

That first night, alone on the back deck, we were talking, and looking at the magnificent stars in the desert sky, and I notice that a particular star seemed to be flashing red and yellow and white.  Perhaps it was Mars, but I don't know much about astronomy.

I pointed it out, and invited him to sit next to me to view it from a better angle, as the boat canopy above was blocking his view from his seat.

He looked at me, and I put my arm up on the arm rest, indicating I wanted him to sit next to me, while he gazed.

In my mind, he would take this invitation, and then maybe I would put my arm around his shoulder, touch him, or give some other signal that I could be interested.

Just as I had predicted, he sat next to me an I put my arm around his shoulder, but instead of just moving closer he looked up and kissed me on the neck.

Later he admitted he didn't know whether I was going to embrace this action, or punch him out.

The next thing I know, we're making out like a couple horny Jr. High School kids, and he climbed up on my lap, straddling me, sucking my face off and groping me, and I responded in kind!

This went on for about a half hour, with all kinds of feeling up, feeling down etc etc.

Speaking all in whispers, so as not to disturb the others sleeping on the deck up above, I told him I had fooled around with guys, and had in the past, had sex with men, but never displayed any homo affection in front of anyone else, yet alone a houseboat full of people.

Well, maybe not FULL of people, as there were only 6 of us total; 5 guys and one lesbian.

I told my new Amigo that I DID in fact want to cuddle and sleep together, but I didn't want to have sex.

After making out and feeling each other up, we went to bed on the upper deck, sleeping on the same foam mattress, but still we couldn't keep our hands off each other!

Finally, we snuck back downstair, off the top deck, to an empty cabin below and had oral sex!

"Amigo" was really like a high school boy.  Once I had "gotten him off"  he calmed down, and quit pestering me, and we were able to enjoy a nice peaceful sleep, although he insisted on spooning the entire night, being both the big and little spoon, and this continued all 5 nights on the houseboat.

Of course this meant that all my other shipmates had seen that we were sleeping in the same bed, limbs all tangled up in each other.

We had oral sex a half dozen more times.  One time we buzzed off on the Jetski, and in the back of a secluded canon, blew each other.  This ended with me taking his cum in my mouth while I blew my wad all over the Jet Ski seat at the same time.   Another time, we climbed to a ledge/cave above where the houseboat was tied off and sucked each other.  He kept trying to stick his cock in my ass, but I was firmly against that.  He offered his ass to me, but without lube, that wasn't working either.  Both of us ended up jacking our dick to spill our loads into the red sand.

The next four days, we played the part of boyfriends.  We couldn't keep our hands off each other, and while I tried to limit the public displays of affection, we were busted several times stealing kisses and sometimes full on snogging.

Other highlight include sitting together at every meal, holding hands, putting sunscreen on each other and I even helped shave the back of my friends neck when Jet Skied off for a private bathing session.

All VERY GAY STUFF.

The whole time, I couldn't believe how natural (and nice) it felt to be partnered with this handsome man (who by the way, is waaaaaaaaay outta my league.)

The whole time I kept telling myself to enjoy the moment while it lasted because it would probably evaporate after the trip.  I didn't want to get my hopes up, but I did want to enjoy the experience.

And enjoy it I did.

Now that we are back home, both of us had a pile of work that needed attending to, and we have not seen each other again,  but then again, it's really only been a couple of days.  We have sent a couple of texts to each other and spoken on the phone once.  Nothing very romantic in these communications, but hopefully a breakfast date on Saturday, and an exchange of pictures.

Oh yah.  It's really fucking WEIRD for me to see myself in a photos, with my arm around this handsome guy, relaxing with a beer.  And even weirder to see the one where I'm putting lotion on his back!

I don't know where this will all go.  Maybe nowhere.

There are a bunch of swirling thoughts in my head right now.  I have no idea where this will go.


**Update.  Thursday night Amigo called me for a "booty call" and I rushed over to his house at 9:30 PM.  We tried to fuck, but were unsuccessful.  I ended up sucking him off while fingering his butt."

Friday night he called again, and invited me to a party/get together, but I was exhausted from the little sleep I had the night before, and declined.





2 comments:

  1. Replies
    1. No Fred. It turns out that is was a temporary fling. I enjoyed myself just the same. We tried a few times after we returned, but we have such different values, and few common interests, except each other's bodies.

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