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Tony and Anne By The Pool

I had met Tony recently. I knew he, like I, was married with grown kids. I hadn’t met his wife yet.

I thought I knew him well enough to drop by his house unannounced. Friends can do that, right?

So, I drove over and rang the doorbell. His wife answered. What a knockout! She’s Asian and petite. I’ve always been attracted to small women, and Asian women! Her name is Anne. She told me to go around back, Tony was by the pool.

It made sense, it was a hot Saturday afternoon. I was thinking, as I walked along the side of the house toward the back yard, ‘How lucky, Tony and Anne have a pool.’ I wished my wife, Lorie, and I had one.

I came around the corner of the house, and saw the concrete area surrounding the pool, and the pool itself with a big inflatable toy idly floating on the water. But I didn’t see Tony – at first.

My gaze went to some loungers by the side of the pool, and there was Tony, laying in one of them. At that moment, I quickly decided I should turn and sneak away quickly and quietly. Because, you see, Tony was not only stark naked, but masturbating a very erect penis!

As I started to turn, Tony yelled, “Oh, Hello Tom. So nice of you to drop by!”

Now, I couldn’t just sneak away. I felt like I was caught. Caught with my pants down. How weird is that? I mean, I catch the guy jerking off, and I’m the one who feels trapped, embarrassed!

What could I do? Hesitantly, I turned back toward Tony and took a step closer.

“Oh Tom, it’s fine, I was just jerking off. No need to run off like that,” he laughed.

Then he added, “Why don’t you join me?”

What in the world does one do in such a circumstance? Of course I’d masturbated a thousand times. I was no stranger to the activity. But with another guy? Never!

My mind was racing. What should I do? What should I do? It all happened in a moment. My logical mind said there was nothing wrong with it. Really, what’s wrong with masturbating with a friend? But there was my whole upbringing fighting against me. Wasn’t nudism generally wrong? What about the church? My religion, I mean? What does it teach about this? Trying hard to figure it out, I realized there was nothing bad about wanking with a friend. Why, just a month or so ago in church, the preacher, mostly directing his sermon to some of the youngsters in the congregation, alluded that masturbation was an acceptable alternative to premarital sex. I was almost shocked at the time, but I knew that he was helping the kids by saying that.

Well, I couldn’t just walk away. To say something, anything, wouldn’t work. Like, “Hey Tony, I see you’re busy.” Nope. Or, “Oh my God!” No, that wouldn’t work either.

I must have looked ridiculous approaching the empty lounge chair next to him so slowly. Tony just smiled – and continued stroking his erection. I couldn’t help myself. I glanced, then I stared. Then, catching myself staring at his hand working on his penis, I tried looking away, but that wasn’t quite right either. Like, I was obviously trying to look away. Geez!

It took me a full two minutes, but finally my Sandals, T-shirt, shorts and underwear came off, and I was in the lounger next to my friend. My penis, however, stayed soft.

Frankly, looking back on it, I found the scene surprisingly erotic. This was some serious ice-breaking. To be able to jerk off with a male friend was something I had sort of fantasized about, but here it was becoming real. But it also scared the bejeepers out of me. Why, I don’t know exactly. Maybe it was because his wife might catch us. Or a neighbor. But, no, there was a tall fence all the way around the yard. And Anne, well I guess she knew what her husband was doing out here. Or did she? Hell, I had no idea. But what if Anne caught me? Would that be right? My mind was still spinning. Meanwhile, after stroking my soft noodle next to Tony for a while, it was starting to stiffen up.

Tony had been saying some stuff, but I barely heard it through the noise going on in my brain. I pieced back together what he was saying, “Nice cock, Tom. I’m so glad you decided to drop by.”

I was thinking how totally accepting he was. And more, he hadn’t even flinched when I showed up. I mean, if I was caught wanking in my own back yard by a new friend, I’d probably run screaming into the house.

I was starting to get that ‘gonna cum’ feeling, so I slowed down. I wanted this to last. Evidently, Tony was quite good at edging, since he had been wanking before I arrived, and was still wanking away, evidently in no hurry, and without a care in the world.

Suddenly, the sliding glass door on the back of the house slid open. Adrenaline shot through my system. Anne appeared carrying a tray. What was I supposed to do? Should I grab my underpants and put them back on? No time for that. Should I go somewhere? Do something? What? Talk about a deer in the headlights! I was totally frozen, still with my hand on my erect penis, but I had stopped stroking.

“I thought you boys would enjoy some lemonade,” she said as she approached us with the tray, handing me a glass, and the other glass to Tony. To accept the glass, I had to take my hand off my penis. I accepted the glass, my penis standing straight up in the slight but warm breeze. Tony and Anne acted as if it was the most natural thing in the world.

What could possibly happen next? Might she take off her dress and join us? Wouldn’t that be something? But it didn’t happen. She returned to the house with her empty tray.

Tony and I talked a bit about tennis of all things as we sipped our lemonade. He kept stroking with his other hand. I followed his lead. The distraction of the drinks kept us away from orgasming. After we had finished the drinks and talked a bit more, Tony started tensing up and grunting. I was able to witness several shots of white semen shooting out of his penis and onto his belly.

I’ve always liked cumshots in porn. I don’t know why. So, naturally, that set me off, and I started ejaculating also.

Afterward, we toweled off the sperm, and then jumped in the pool. While soaking in the deliciously cool water, we talked a bit more. This time, it wasn’t about tennis. It was about sex and masturbation. “Oh, yes,” Tony informed me, “Sometimes Anne joins me out by the pool. We do have sex, but more often, we really enjoy masturbating side by side.”

He went on to tell me this was the first time she had seen another man jerking off with her husband. Tony suspected she really enjoyed seeing that, and suggested I should come by more often. He even went so far as to say she might join us. I asked whether my wife was invited.

“Hell yes!” was his answer.

That excited me in more ways than I can say. Lorie is adventurous, and might just go for this. Plus, she’s a real looker with her tall, slim body and beautiful red hair. I’d like Anne and Tony to see her in all her glory.

I couldn’t wait to get home and tell Lorie about my interesting afternoon.

1 thought on “Tony and Anne By The Pool

  1. Sounds like fun! It’s really hot when someone is watching.

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