Middle Aged Man Watches Sexy Younger Couple Make Love

Herbie was in San Francisco on business. He wasn’t really thinking about trying to pick up women or anything like that. He was happily married and had a boy about to graduate from high school. The last thing he wanted to do was lose his son’s respect by becoming a philanderer.

But as luck would have it, he was soon joined by an extremely beautiful young woman who in a very friendly manner introduced herself as Natalia. He wondered if she was a prostitute. I mean, the older gentleman was plenty handsome and well dressed; nevertheless, beautiful young women like that didn’t normally approach him. He wasn’t tempted. He had never paid for sex in his life and wasn’t about to start tonight.

But when he offered to buy her a drink she surprised him by saying, “My boyfriend will be here in a minute. I’m gonna wait, thanks.”

He was surprised at how disappointed he felt. Remember what I just claimed — that he wasn’t out looking for women or anything like that? Well, the appearance of this Natalia, with her sunlight smile, had thrown him for a loop, that’s for sure.

“You know,” he said, just for the hell of it. “You’re about the most beautiful woman I’ve ever seen in my life. Are you a famous actress or a model or something like that?”

“Ha!” she laughed. “You’re sweet. I am good-looking, I know that. But in case you’re getting disappointed that I already have a boyfriend…”

“I am,” he said. The two of them were flirting! The older gentleman was quite surprised at himself. The flirting was going well, too. She kept flashing him that sunlight smile.

“Maybe I will have that drink after all. Bartender!”

He ended up buying her a mojito. In a little while her boyfriend showed up, apologized for being late, and she introduced him.

Allen was very fit and handsome. He had one of those brown beards men in their twenties were so fond of. It made the older gentleman feel self-conscious about his own grey goatee. It made the older gentleman feel old. But she smiled that sunshine smile at him and said, “Isn’t he a babe? Aren’t I lucky?”

“No,” said the older gentleman. “He’s the lucky one.”

She laughed. And then she said to her boyfriend, “We’ve been flirting, Allen. That’s what you get for being late.”

“I deserve it,” said Allen, with a smile. “You go ahead and flirt. I don’t mind.”

Soon they were all flirting together and getting tipsy. They told Herbie they were from out of town too, and staying at a hotel nearby. The older gentleman started to wonder — where was all this leading? Was it leading anywhere? He wasn’t sure. But then Natalia shocked him right out of his shoes.

“You want to come back to our hotel and watch us have sex?” she asked, offhandedly.

“What?”

“Yeah, that’s our thing,” she said. “We like having sex while guys masturbate and watch us.”

And then, as if to demonstrate, the younger couple kissed each other very passionately, right close to Herbie. He didn't think he'd ever been so close to two people making out like that. It sent a rush to his heart as he watched.

“We’re exhibitionists,” explained Allen. “I mean, I spend a lot of time keeping my body fit. I want people to appreciate it.”

Allen did have that ‘personal trainer’ body. The older gentleman was getting a slight middle-aged paunch. He was kind of jealous of Allen. I mean, there was this young guy, holding hands with what had to be one of the most beautiful women on planet earth.

And the way she looked at the older gentleman when they flirted. He hesitated to say it, because he knew it was offensive. She had this sexy way of holding herself. I guess what they used to say back in the day was, well, she looked slutty. She wasn’t dressed slutty. She had on a blouse and a mid-length skirt and some sexy boots. But man did her eyes say, ‘I like sex. In fact, I live for sex.’ He thought it must have been her eye makeup. Her eyes were purple and sultry and steamy and he thought he might fall down a void and disappear if he looked straight at them, they were so sexy.

The older gentleman knew he might regret it if he didn’t at least follow this crazy suggestion through.

“Come back to your hotel and watch you have sex?” he said to her. “You're serious?”

"I've never been more serious," she said, looking him right in the eyes. "Will you come."

"Hell yes," said the older man.

“Oh good,” she said, and she very tenderly took his hand and squeezed it. “You won’t regret it, I promise!”

“If it’s OK with you,” said Natalia when they got into the super swank hotel suite where they were staying in downtown SF, “we prefer you to be keep your clothes on while you watch.”

“Of course."

"But it's OK if you pull it out and have a wank while you watch," she said.

She came up to him so sweetly as she said this. She was so close to him now. He could smell her sweet, citrusy perfume. And those smoldering eyes were smoking right in front of him. Then she did something surprising.

“Don’t be afraid, Herbie,” she said. And she kissed him softly on the lips. “I mean, what the hell, we’re all going to be dead soon. Let’s do some crazy shit. There’s nothing to be afraid of.”

Oh man, his heart was pumping now. Those sweet, succulent lips. He hadn’t been kissed by lips as apricot-like and delicious as those. And then, she kissed him again, and this time, put her tongue in his mouth and moaned a little.

“Oh, yeah, baby, I’m getting hot, are you?”

He grunted something. He was too frightened to speak.

“Oh my!” she squealed. The older gentleman looked down. He was surprised to see his bulging out in his trousers. It felt the hardest erection of his life.

“Someone’s excited,” she smiled. Then she gave him one more quick kiss.

“Now you just stand right there and enjoy yourself, OK? I’ll be right back,” and then she disappeared into the bathroom.

The older gentleman looked away from the bathroom door where he had been staring ever since she disappeared. Allen was lying on the bed.

“Go ahead and beat off, man,” said Allen. “It’s OK to be turned on by the sight of a hot male. It’s not like it was when you were younger and they would have called you names. Just let yourself go with it.”

So the older gentleman did as Allen suggested and took his hand and began stroking his penis.

In a moment, Natalia emerged from the bathroom just a t-shirt, nothing underneath, having taken her skirt off. Herbie thought of heaven when he saw her naked ass. He thought of his youth. He thought of playing ice hockey on a frozen pond upstate when he was young. He thought of everything that had been good in his life, all at once. It was contained by that beautiful naked ass.

“You look beautiful, babe,” said Allen, and he came up behind her. Natalia was kneeling on the bed, looking right at the older gentleman. She was looking right in his eyes, as Allen came up and kissed her long hair, and put his hands on her naked shoulders. He kissed her neck.

“You like that, Herbie?” Natalia asked. “You like watching my boyfriend kiss my neck?”

The older gentleman nodded, but he was almost trembling with fear now. She was doing something so taboo. It disturbed him. It was over the line. And yet, he didn’t stop stroking his penis and letting the disturbing arousal wash over him. It was like the three of them were in the middle of a strange play. Like an obscene play, but brilliant. Nevertheless, it seemed like a play that should be banned. Never performed in public. But maybe once in a while performed in private, like this.

Yes, that was what it was, the older gentleman decided. This was the profane performance of a taboo rite. And he decided just to go with it.

“Let Herbie see my boobs, Allen,” she said then. “I know he wants to see them.”

Allen slipped off the t-shirt so her breasts were revealed. The older gentleman let out an audible sigh.