First time with another fella | 2016

I'm a 50-year-old married dad, been straight all my life (until recently) and would have said that that would never change.

But about 2-3 years ago, I began fantasizing about cock. Not other men, mind you. Just cock. How they look. Different sizes and shapes and colors. How cool it is when you see a big, powerful orgasm.

These thoughts turned into thoughts of what it might be like to watch another guy masturbate. Which morphed into fantasies about mutual masturbation. Then to giving a handjob. Then finally, to sucking cock and swallowing.

The thought consumed me. All I wanted to watch was cumshot porn and blowjob porn. It was pretty much all I fantasized about for a year or more.

Finally, I decided I just needed to make it happen, if only to alleviate the curiosity. Maybe, in the moment of truth, I'd come to my senses and chicken out. Or after the fact, realize it was a mistake.

So I created a profile on a gay/bi dating app. Emailed with a few men, compared notes, etc. But had a hard time finding a guy willing to give a middle-aged first-timer a tryout.

After a few frustrating months, I finally met a guy. Younger than me, fit, handsome, laid-back. Exactly who I was looking for. Completely open to what I wanted (strictly my hands and mouth on him, no kissing or other contact) and a very mature guy, who wanted to act as a mentor.

So we met for coffee and hit it off. He's chill, funny, self-deprecating and handsome. Age difference was of no concern to him. Fair to say we were both more into it after the face-to-face.

To make a long story a bit shorter, we met at his place at a time that we could both make it work. I was very, very nervous and he knew it, so we sat and chatted for a bit. He was very calm and nice, chilled me out. Got me some water and I relaxed a bit. When he thought I was ready, he stood up and came over and stood in front of me and asked me if I was ready. I was shaking but said yes. He was wearing loose shorts and a T-shirt. I felt him through his shorts and was thrilled at how he felt, how big he was, only semi-hard. I'd been dreaming of this so much I wanted to make it last, so I took my time and just caressed him through his shorts for a bit while he was whispering about how nice that felt, and to just do what I wanted.

I pulled down his shorts and saw the shape of his cock through his briefs, trapped sideways along his thigh. I stroked it some more and then kissed it through his briefs, which he liked. But by this time my initial nervousness was past and now I was just eager, so I pulled his briefs down and his cock sprang out at me.

It was still not fully erect and it looked amazing -- longer and thicker than mine, perfectly shaped. My hand was shaking as I touched it for the first time, and I was amazed at how silky it felt. I hefted it to feel its weight and complimented him on his dick. He told me it was mine to do with what I wanted. So I kissed it, very slowly, and started licking up and down the shaft, coming back to kiss the head every few seconds and lick along his peehole.

He started moaning softly and I felt his hand go to my head, his fingers in my hair, gently stroking, as I got more into it. I lifted his shaft and pinned it against his belly and licked up and down the underside, then slid my tongue down to his balls. I licked them and sucked on them (gently!) and then took his now-mostly hard cock in my hand. I guided it into my mouth while he looked down at me and encouraged me, and it felt amazing to finally have my lips wrapped around it.

It felt pretty big and I slowly got used to it, bobbing slowly back and forth and getting it wet. I could taste his precum now and it was delicious, sweet and salty. When I had him wet enough I tried to take him deeper in, without a whole lot of success. He's pretty thick and I'd say I only got about four of his seven inches in before I gagged. I relaxed and played with it some more, then tried again. A little better this time, and now he started gently fucking my mouth, holding the back of my head and letting me get used to it. I could feel his big head tickling my throat a few times and gagged a little bit, but I reached around to grab his ass and pull him forward to let him know I wanted him to keep going.

We did that for a while, alternating with me stroking him and sucking the head and licking the shaft, before he finally said he needed to cum. He stood even closer and took his cock in his hand and started stroking, while caressing my face with his other hand.

We had discussed it a lot and I had let him know I really wanted him to cum in my mouth, so when he was close, he stuck the head in my mouth and started stroking even harder. I felt the first stream of warm cum just as he started bucking a bit and moaning harder, and I held onto his ass while he kept stroking into my mouth. It was awesome feeling his semen on my tongue and sliding down my throat. When he was done, I saw that he had some on his fingers and licked it off, then sucked on his cock again, gently, stroking it, to get any remaining drops of sperm out.

Afterward, he said I had done a great job and was very encouraging. I can't imagine a better first experience sucking cock and am now looking forward to more.