Cindy'S Evening Out

Cindy and I had been married for a while, friends became more, we had even gone to a few swinger parties and clubs, also nude beaches and resorts. I have had and I suspect that Cindy has had a couple of “adventures” beyond that. Every once in a while an “opportunity” comes along to do something a little more adventurous. And, this is not the story of a little evening of playing and swapping fuckbuddies.

When looking for a vacation home, we met up with a sexy vibrant real estate agent named Jennie. She took us around and we told her we wanted a private pool where we and guests could smim nude, perhaps more than just swim.

She told us that her husband Gary was a builder, asked if we could we meet for dinner then go over to their house/ studio to look at designs. She mentioned that their pool was actually quite private and that they too enjoyed swimming nude. We accepted the invite and a wink at each other said we were on the same track, depending on what Gary, looked like. We dont try to read nor to give up much in those first exchanges. Some people just like to be nude without any further plans.

Dinner was filled with small talk, joking and very casual flirting. Gary was a nice looking man, seemingly well built with a nice personality. Cindy had already given me the nod that whatever anyone had in mind was fine with her.

We followed them to their home, had a drink… or two and predictably, the lights dimmed. and Jennie came out wearing a light whimsical see thru short robe, discarded it quickly and walked into the pool nude. Jennie had a robe for Cindy by the pool bath but Cindy just disrobed and walked into the pool too. Cindy had the foresight to wear things that were few, sexy and came off easily. I could tell a lot about her expectations and mood by how long and with what care she trimmed her pussy. Her pussy had been very neatly trimmed. Guys are actually a bit more self conscious than women in these situations, but Gary and I disrobed quickly too. The pool party did not last long, it wasnt meant to. It was their house so we let them take the lead. Gary touched Cindy’s back, then neck. A kiss came quickly. Gary had barely touched Cindy’s breast, when Cindy grabbed his cock and that seemed to be the universal signal that all was well with the world. Then the big question, “Separate rooms or same room?” For all her openess, Cindy still prefers that first time to be in a separate room. She likes to be completely loose in a new sexual experience without worrying about what I am thinking. It’s not her rule, it’s her preference.

But this is not really a story of a one night swinging adventure.

After a wonderful time by Jennie and I, Cindy and Gary came out and we could tell that all had not gone quite as well. They were happy and in a good mood, but, Cindy managed to tell me that he had had a few problems, the late dinner, the drinks, the hot pool whatever. She had finally given him a blow job and swallowed, apparently something none of his swinging partners had ever done for him. I am not sure that Cindy enjoys the taste of cum more than other women.

As Cindy tells me: “They remember my blow jobs.”

A lot of men remember Cindy when the names and memories of other women has long faded. I am not sure how I feel about that. Gary felt bad, but instead asked me in front of her if he could make it up to Cindy. He would invite her to a new hotel resort that had just opened. The penthouse he promised.

In spite of certain little adventures, we did not go out without the other, but we all agreed and laughed. Jennie was headed out of town so it was just to be Gary and Cindy. Before we left that night, Jennie admitted to Cindy that Gary had had this “problem” from time to time but that recently he had started bringing home one or two, construction buddies, very nice, neat, clean and more than made up for any other issues…. Jennie had that special laugh.

Cindy had a few points to make on the way back to our rented bungalo. The first was that she was still very horny. She promised that she would wash her face, gargle and brush her teeth. She really didnt need to tell me that. But she knew that while I didnt mind fucking her while the cum of her last exploit was still inside her, or even hugging her while the ejaculation of her last partner was still splattered over her tits and belly, I did not want to kiss her right after she had let someone come in her mouth. I would let her suck my cock… but not kiss her.. We all have our little issues. That is one of mine. The second was to ask if it was ok to meet Gary by herself. It was. The third point was to relate Jennie’s story of the construction guys. She was feeling me out in case Gary had some company. To put matters at ease, I told Cindy that she had a full pass that night except that she had to tell me all about it and prepare for the fact that I would be very horny by the time she got home.

On the evening of her “date” Cindy got ready early. She showered, put on a very short tight skirt, decided not to wear panties but to take a pair of very skimpy black ones with her. She wore no bra and with a certain turn and bend, you could see her nipples. It was amazing that after 20 years, I still tried to look down her dress. Besides, her blouse was so thin, that her nipples were clearly visible when they were hard, and this early evening, they were hard, very hard. She lifted her skirt and asked me if her pussy was nicely trimmed. I am not sure if she wanted an opinion or simply to tease me with it. She has a special blow job lipstick, a deep cherry red. She takes her time applying it, and I can go into an ejaculatory spasm watching her put it on. And off she went. Halfway there, she called to make sure it was still ok, that the pass was still valid, and to tell me that she was shutting her phone off. She did tell me that she was incredibly wet.

It was ok and the pass was valid

It was a tough evening for me, I wanted to “save” myself for Cindy’s return, but with those imagined visuals dancing in my head, it wasnt easy, Remembering the lipstick application was the worse. I was close to giving up more than once and the jealousy raged too.

It was early morning, and I had actually fallen asleep before I heard her car. She had called to say that she had been on her way. She had sounded happy, but at the time had offered no further details, other than to ask if I would still wait up for her. I opened up the door for her and smiled. That way, she knew I was still ok with things, whatever “things” had happened. She too grinned and as she walked by me, the scents of fading perfume, sweat, cum and pussy fluids exploded. Now for my evening to commence.

She had met him for dinner first, at the hotel’s new luxury restaurant. She stated that she had been fairly sure that she was the only woman not wearing panties. A neighboring table of suited men had also noticed. It was unclear whether, she flashed on purpose. Gary had made sure that some of their conversation was audible to the suited gents nearby. Cindy had enjoyed the tease.

They had gone upstairs, Gary had had no problem. She had anticipated things, making sure that he got to come inside her first, then get her there orally afterwards. Then she told me a little about his cock in a way one would describe a pair of sneakers. It was nice, good size, good stamina. i am not sure I needed this information but, I knew never to stop her and she was way too disheveled and aromatic for this to be the end of the story.

She stated that at some level, she had been disappointed that all had gone ok for Gary and that he hadnt needed to call in the cavalry. Then Gary got a phone call, prearranged no doubt, that a couple of “friends” were nearby and could they join them for a drink, in the lobby. Cindy always to the point, caught on and told Gary the story that Jennie had told her and that she understood.

She said: “Tell them to come directly to the room bring a bottle of Champagne, yes I will fuck them, and do you want to stay and watch?”

Gary stayed and watched and masterbated. Cindy had worn a hotel robe for those first few awkward minutes and at least one glass of champagne. Jennie had been right, these guys were fun, but they were younger, and their cocks had erupted quickly. Soon too, perhaps too soon, that adventure was over too. But, now it was my turn.

“Not yet”, she said as she gently caressed me a few strokes short of coming. The guys had left and she decided not to take a shower but to leave. She decided not to walk through the lobby to the parking lot, but instead to walk by the bar area, where three of her suited friends from the dinner table next to them were. She had walked slowly, making sure at least one of them would see her. And sure enough, at least one did. There was eye contact, a nod, a smile and a hand motion to join them. I guess that once you have seen a women’s pussy at the table next to you, the conversation moves more quickly. Having overheard the part about swallowing didnt hurt either. More than anything, she needed more cock in her pussy, and she told them that At this point Cindy reminded her husband that he had given her a full and comnplete unrestricted pass…

“Yup”, I said, “I remember”…

So, I said: “Does this story end after those three guys?”.

“Of course”, she said. “I’m not a slut”.

Then she and I fucked. I didnt want to kiss her though. That lipstick was a little too faded and smeared and though she told me that she had taken a cold washcloth to her face and sucked on a lozenge or two.

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