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Unwinding with Jill

Because our careers are so demanding, we take as many mini-vacations as we can. We book a room for a weekend in a luxury hotel, sleep late, eat too much, swim, and shop. Most important, we use these vacations to catch up on our sex life.

One weekend a few months back, we checked into a very plush hotel late Friday evening. We spent the next day relaxing, and chose a world-famous restaurant for dinner. Jill always dresses conservatively. That evening she wore a black velvet gown with a hemline well below her knees and no cleavage whatsoever. Before retiring for the night, we decided to have a few drinks in the hotel's Starlight Lounge.

The place was crowded, and the only available seats were at the bar, but Jill refused to perch on a stool. As we were about to leave, we heard someone call out that we were welcome to sit at their table. We turned and saw three well-dressed gentlemen sitting at a table for five. I glanced at Jill, and she nodded her approval. All three stood up politely and shook our hands. One of them was a dark-skinned man named Bill. The others introduced themselves as Jeff and Michael.

We ordered a bottle of fine French wine, and hit it off very well. The three men ran a thriving high-tech company they had founded right out of college. They had missed their flight and were rather irked at having to stay another night at the hotel, but our companionship quickly cheered them. A small band began playing golden oldies, and Jeff asked Jill for a dance.

As the night wore on, Jill whirled around the dance floor with all three men. I'm definitely not a dancer, so I was pleased that Jill was getting a chance to engage in an activity she enjoyed. She sat with her long legs crossed, her conservative dress riding high above her knees, exposing long, milky-white thighs. This was arousing the three gents quite a bit, and Jill knew it. After a while, I decided it was time to leave. Jill agreed, but I was completely unprepared for what she said next. Without consulting me, she invited Bill, Jeff, and Michael up to our room for a few more drinks.

As soon as we got to our room, Jill turned on the radio and announced that she wanted to dance some more. All three gentlemen jumped up at the same time. She laughed with delight and chose Jeff. She took every opportunity to rub her fabulous body against his. As she continued dancing with the three men, I noticed that huge bulges were tenting all three pairs of expensive trousers.

Jill noticed, too, and began teasing them shamelessly. One thing led to another, and before I could protest, all three men were undressed and sitting on the bed while Jill examined their cocks. Michael's instrument was of average length (like mine), but unusually thick. Jeff's meat looked like a small baseball bat. Bill's cock, however, made the others look minuscule in comparison. It was at least nine inches long and as thick as my wrist.

Jill started with Michael. She stroked his thick hunk of meat and massaged his balls, and within a few seconds he was ready to come. Sensing this, Jill stopped and moved on to Jeff. She handled his bat until he, too, was on the verge of exploding. Next came Bill. She used both hands to masturbate his awesome apparatus, but before he could come Jill left him as well. I sat alone on the other bed and watched with my mouth hanging open. Every once in a while, Jill glanced at me for approval, and I would wink and smile. I was so stunned, that was all I was able to do.

Gaining confidence by the minute, Jill stood up, reached under her dress, and removed her panty hose. Bill and Michael quickly went over to help her remove her dress, but suddenly she was shy again and told them she wanted to leave it on. She looked over at me for support, but I just smiled and winked. The situation was already past the point of no return, and Jill was soon completely naked. When we saw her pussy, we all gasped. It was absolutely drenched. Her juices had run down the insides of her thighs and they glistened in the light.

When Jeff, Michael, and Bill were also naked, Jill returned to Jeff, sat him on the edge of the bed, and straddled him. The head of his penis poked at her swollen lips and disappeared into her pussy. I was amazed at how easily Jeff's super-thick cock had slipped into her. Boy, was she wet! She was also horny as hell. She started riding his cock, picking up speed until Jeff couldn't take it anymore. Again, my wife sensed that he was about to come and jumped off, leaving his penis twitching and throbbing in the air like a rocket ready to take off. Jill, who was usually so conservative, was choreographing her own personal orgy.

She moved on to Michael, and like an instant replay, she did to him what she had done to Jeff. Things were a little different with Bill. She lay him down on the bed and slowly lowered herself over his enormous penis. As soon as the head touched her pussy, her lips parted, and her pussy swallowed about half his cock in one go. She rode half of his cock for a while, and even though Jill is a big woman, her cunt was stretched to the limit. She worked hard to take in more, but it just wouldn't go in any farther. She was sweating and panting and moaning loudly, her cunt greedy for more. She cried in frustration at not being able to take more.

Bill tried to soothe her, saying he had never found a woman able to take his entire dick. But she wouldn't give up. She screamed like a banshee and started riding him like a crazy woman. Even though his monstrous member still wasn't going in all the way, Bill pumped and bucked until they both exploded with a ground-shaking simultaneous orgasm. As they lay catching their breath, I could see Bill's semen oozing out of Jill's cock-filled cunt.