How did you explore your first interaction with another guy?

al1011

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I still yet have had any one on one contact with another guy. I was thinking of getting a massage by this guy I found who is a legit certified massage person "WHO" by chance does men's health and wellness and even does group edging meetups to help guys explore their ability to enjoy masturbation better. It seems like an interesting mix for sure and my thought was to go for a legit massage and then ask about the other things he does outside of his "work" to see how all that works to see if its something worth exploring. To me it feels like a safe way to explore sexuality with other guys discreetly without getting into sex but a way to experiment with a group who he sort of pre-vetted or at least met during a massage appointment. Best part is the meet up space is private and not shady.. I am considering booking that massage soon to see what happens.
 
Silverdaddies. The classic first time: In my car in a movie theater parking lot... At lunch time... Both wore masks. As soon as my hand felt his smooth cock... I came in like 2 mins! Imagine in my 60's... And feeling like my first sexual experience. And that was just us stroking. Good time!
 
On a nude beach in Spain. Very quiet but I was probably in the gay area though there was no way to tell with so few people around. Younger guy standing up looking around near where I was lying down. Short period of glancing at each other and before you knew it we were next to each other holding each other’s cock. He sucked me off till I came in his mouth, then I sucked him till he came in mine. Afterwards, thanked each other than he left. Barely a word spoken.
 
i tend to admire everything about a guys body-- his neck-nipples chest stomach ass legs feet for a long time--i like to do this alot without even touching his cock or ass---then when ready to start sex-i love to rim along time then his cock n balls---by time i am done i have kiss licked every inch of his body h
 
I'd been camming and sexting guys for a while, but my first physical interaction happened in a quiet hotel sauna late one evening. I've told the full story on other posts, but suffice to say we were just two guys clicking and finding a connection, a dreamy moment away from the craziness of life. He took my anal virginity that evening and I couldn't have wished for a nicer guy to do it. He told me he worked as flight crew for a well known airline, so maybe I broke the loneliness of another stopover hotel, perhaps I was just another notch on his bedpost. But I never regretted that first time.
 
Silverdaddies. The classic first time: In my car in a movie theater parking lot... At lunch time... Both wore masks. As soon as my hand felt his smooth cock... I came in like 2 mins! Imagine in my 60's... And feeling like my first sexual experience. And that was just us stroking. Good time!
That great glad it was good experience for you .
 
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I wouldnt exactly say that I was exploring in my first interaction with a man. I have posted this before but I will post it again here.

My first time with a man was definitely a secret taboo and out of the ordinary.

He was a neighbour that saw me coming home from training, limping and suggested a massage may help.
I was so very naive and thought he was genuine and sounded convincing and went over.

To his credit, he initally draped me and gave me a proper "legit" massage, that was I until I rolled over and he started massaging my thighs and abs, though still partially draped, however he always kept my dick exposed. Innocently I just thought he couldnt see my dick. However, I was getting very aroused and my dick started bouncing around and leaking cum everywhere. lol.

He concluded the massage by stimulating by nipples by caressing them with one hand and giving me hand relief with the other. It didnt take long at all the moment he grabbed my dick for me to shoot out ropes of cum, maybe less than a minute.

I kept coming around for "massages" and he kept giving them to me, each time he slowly and very strategically progressed with what he did to me, what I did to him and what we did together.

Fast forward a few months, I could come over for a quickie when he needed to fuck and I had the urge to be fucked. It got to the stage we were fucking almost once every couple of days or so. It was pretty easy back then to hook up, he lived on his own and I would sneak over to the back of his house. Most times we had sex for less than half an hour. Occassionally I would take an afternoon nap with him before heading home.

I knew he had a lot to lose if our hookups were ever found out, I think this made the sex more dangerous, exciting and enjoyable each time.

With all that said looking back maybe I was subconciously exploring.
 
My first overt guy on guy action happened during the course of a couples foursome. ( my girlfriend and I with another couple)
In the heat of the action both the women expressed a desire to watch the other guy and I to get it on ( fuck) . It was decided that I had to be the bottom because he had the 'superior' size penis. ( he was close to twice my size) My sph fetish found it to be very arousing and despite a bit of trepidation I couldnt resist. I absolutely got supremely turned on and it totally overrode the initial discomfort ( mentally and physically) My tiny cock got so hard under their gaze as he slowly penetrated my virgin ass. I thought I would cum from the exitement and did so immediately when his gf put a couple of fingers on my cock.
 
I met my first guy on silverdaddies. He was older and looking to get sucked. A wonderful experience
My first MM experience was with a much older man, so naturally when I moved interstate I looked around and came across that site. Its how I met my current fuckbuddy. It was by chance and its so fortunate too, as we great chemistry when we fuck. I guess importantly, I was looking for an older dominant top, that is clean, healthy and discreet as my main requirements, similarly he was looking for submissive bottom that was discreet and only wanted to meet up occasionally and not interested in any romantic/personal relationship.
 
I was on the isle of Curaçao with my now wife and her girlfriend. (she is bisexual).
Because I told her once that I could suck my cock in the past and I wished I could still do it, she asked if I would love to suck a cock again. I said yes. Then she asked if I was prepared to suck another man's cock. I hesitated a bit, but I said yes. The idea of sucking a cock was too exciting for me. She went to another guy at the swingers party and came back with him. He sat down, and I pleased his cock by sucking it.
I went for his cum. I just wanted to experience it. He shot his load and I could barely swallow it all.

The excitement of this triggered me to suck other men's cocks too. Last weekend, I had a date with a bisexual guy again. Watched porn and played with each other's cocks. I made him cum in my mouth and after that I shot my load in his throat. He was the fourth guy whose cock I ever sucked.
this was my first encounter with an other man.
 
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