Taking the plunge...how did you do it?

I have always fantasized about having a house with playrooms that I could "rent" for folks to get together and maybe even join them every once in a awhile. Something discreet with a number of rooms, open areas and maybe outside areas.
There's one exactly like that in Tampa. Haven't got the nerve to go yet.
 
My first time was on his bed in his house. We had chatted on SilverDaddies and he offered to blow me. I had time and the wife was out of town so I drove to meet him.

We chatted a bit but soon made our way to his bedroom. We stripped and he started sucking my cock.

He had edged my twice when I found that I didn’t want to be passive. I wanted to participate in the fun. We repositioned to a 69 and I gazed upon his erect cock.

My inner voice screamed no but I didn’t listen. My lips slide over his glans and down his shaft. His cock lay against my tongue. I was amazed at how natural it felt in my mouth. The fit was perfect. It belonged there.

I went to town on his bone and soon enough I heard him ask, “Do you want my cum?” I immediately said yes and went back to cock sucking. His climax hit him and he sprayed my mouth full. I quickly swallowed as I was worry about a bad taste. He tasted fine so I kept mouthing his softening cock.

The smell of his semen permitted my mouth and sinuses. I was giddy at being a cocksucker. If there had been more guys in his bedroom that day I would have swallowed them all.

Thank you Terry for giving me my first cock and my first load. My time with you is burned into my memory. I am so glad that I didn’t listen when my inner voice said NO. I am now a proud cocksucker.
Yup. Once you suck, you’re addicted. Like you, I am a proud and eager cocksucker
 
I want to explore my fantasies of giving head and getting anal. I have had these desires for a very long time. However, I need to be very discrete due to my family and work. I also don't want just some random meet in public, I want to be comfortable and take my time without looking over my shoulder worried about being discovered. Any advice?
I don't want to label this "advice" but let me tell you what I did when I got started. The "pros" of this strategy are (and some of this depends on things I don't know like your lifestyle, etc) you have less risk of std's, a "legitimacy" to even the person you meet and setting, etc. So when I had my first M2M experience, I knew I wanted to repeat it - a lot. But I didn't feel the best about just the random ABS type meetings. I asked myself, who might have a better base rate for being more healthy but also might offer a nice scenario for some M2M fun? I decided to make appointments with male massage therapists. Now, lest I incur the wrath of the profession, I'm not implying it's a cover for sex workers BUT I thought these are people who are good with touch, touching other guys, so maybe...? As it turns out, it was a veritable treasure trove. Of the many I saw, it was rare that nothing happened. Not only that, I really enjoyed the cat-and-mouse kind of seduction game - the little signals and what-if between me and the masseur. All I can say is it worked pretty much exactly as I imagined it could. Now I don't know if this is something you can incorporate...but that is what I did and it worked great.
 
I'm in a hotel right now - lots of people seem to say it is easy to pick up guys in a hotel, but I don't see it. Am I doing something wrong? Missing some subtle indications?
 
I am starting on the inverse. So far this year, for the first time in my life, I have received two blow-and-go type BJs from strangers. Both were less than optimal in their own ways. Going forward I am going to slow down and take my time finding the right 'fit'.
good contribution SigmaJay, thank you. But I'm wondering if 'less than optimal' is better than nothing!? That said I've had much more optimal results when going to saunas. That's a more direct route I guess, but better memories!
 
I'm in a hotel right now - lots of people seem to say it is easy to pick up guys in a hotel, but I don't see it. Am I doing something wrong? Missing some subtle indications?
What have you tried?

If all you're doing is looking, you aren't doing enough. Plus, yeah, it's possible you just don't know what to look for.

If you aren't sending subtle (or less-than-subtle) indications of your own, you aren't doing enough. Or know what to do.

If you aren't presenting yourself as someone who could get picked up, you might not be doing enough. Depends on whether you want to get picked up or do the picking-up. Some guys only want one or the other. The most successful guys will take action to do both.

There's a lot of information in this thread about how to spot MSM guys or get spotted as one. Once you spot each other, one or the other of you can move it forward.
 
We had chatted on line several times. We agreed to meet and talk in a parking lot. I got into his truck and we started chatting. He asked if he could put his hand between my legs. I said yes. He felt my cock which by now was hard. Then he asked if I wanted to go to his place and let him suck me. I nodded yes

Within minutes of arriving at his place we were both naked and hard. He got on his knees and started sucking me. The moment he took my cock in his mouth I felt a jolt of sexual energy like I never felt before.

I had come to his place to be sucked, but before I came he asked me if I wanted to suck him. I said yes, and he positioned himself so I could take his cock In to,my mouth. I knew within seconds I was a cocksucker.
 
Mine was I was super horny teen like all of us. I just got so horny jacking him off like I had many times before and he had me. I held his dick and put my lips over the head and started licking and the loud gasp and he was lunging up and pushing my head down. He kept whispering my name and I was so into the feel of his dick in mouth. I had never seen a blowjob just read about them. Feeling the heat of his dick on my lips and tongue and the feeling of it hitting the roof of my mouth. I never heard him say he was cumming I just kept licking and sucking till he came a second time. I quit when he started going soft. I even told him him I was sorry I got to into it.. I sat up and was looking at mags with him again. He asked me what it tasted like. I said your dick? It tasted great and felt great. He said no my cum. I said I didn't think about it, I was so into feeling his dick in my mouth and his hands and sounds. I sucked him off again less than an hour later.
 
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