The Adventures of Jack and Jill in the Lifestyle

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Monday, June 1, 2009

Real Life Sex Story: Oh what a night!

It was a miracle, but we managed to arrive at our favorite club promptly at 7:45 p.m. for the evening’s hosting duties, as other couples were already arriving for the 8:00 p.m. open. (I’m sometimes amazed at what people will wear to a swing club, and not in a good way. Sloppy jeans and a T-shirt is NOT the way to get me into the bedroom.) We checked in with the front desk, got drinks at the bar and food from the buffet, and settled in, waiting for the first new members to show.

Typically, by luck of the draw, we’re paired with couples that are either new to the lifestyle, new to swing clubbing, or new to both. Because of this, our tours are usually pretty long, as we’re explaining not just the club rules, but making sure that new members are familiar with standard lifestyle expectations, and it lends itself to a lot of questions from our guests. This night would be completely different and a little disappointing in this regard. Not only was our first couple familiar with the lifestyle and clubbing environment, but one half worked at a club and was already familiar with our club. This was our shortest tour ever … until the one immediately following – they used to own a club! Soon it was 11 p.m. – the pseudo deadline for coming into the club on any night – and three couples that had signed up were no-shows, so we were cut loose.

We went upstairs to freshen our drinks and remembered how it’s a little difficult to walk into a room full of people that have been partying for three hours and get into the same groove. It happens a little faster for Jack than it does for me, so he was ready for the dance floor immediately. I, on the other hand, wanted to chat with friends and sip my drink for a few minutes. We found Lady Friend and the Mr. almost immediately, and it was obvious that they had their groove on. Jack and Lady Friend went out to the dance floor without me, and I hung back with the Mr. and other friends of ours.

Being that it was naughty school girl night, I was wearing a plaid skirt, knee high stockings, black patent fuck-me pumps, and a white button-down shirt opened to reveal a sexy black shelf bra beneath (like this one) that really didn’t cover much of anything. Lady Friend had changed from the vanilla outfit she had worn into the club (as many of the ladies do) and was wearing this sexy little number made of plaid and fishnet (Wayward Academy Schoolgirl) – sweet and sexy! Several of our friends – ladies and gents alike – nudged me to open my shirt more and gazed at, tickled, or kissed my nipples. This and seeing all of the sexy ladies dressed in similar attire helped me get my groove on!

At our last outing, Lady Friend was disappointed that the hot tub wasn’t open. Since it was tonight and they had been waiting – impatiently, LOL -- for us to be done with hosting duties, it wasn’t long before Jack let me know that everyone was eager to get to the back room for fun and nakedness in the hot tub.


I’ve found that undressing as a preamble to getting in the hot tub is never as ceremonious as it is when going into a private room (though often ceremony is thrown out in a back room as well, when all are eager to play). Such was the case tonight. Undress, clothes in a locker, and off we plunged.

My feet were a little sore, as happens sometimes from walking through the club numerous times in heels (this time new ones), and the Mr. graciously took to massaging one. Jack took the other, and it didn’t take long for me to feel like dancing again! We didn’t want Lady Friend left out, so the guys gave hers some attention, as well. While my entire body is sensitive and touch anywhere can spark a sexual encounter, it was really very sensuous, having this physical attention focused somewhere that didn’t automatically lead to sex.

We floated around in the water, chatted casually, touched lightly, and enjoyed our passing encounters with each other. Lady Friend’s and my nipples were sucked and licked by all in turn, with she and I thoroughly enjoying each other’s and remembering just how sexy we had previously found each other! I was feeling spoiled, again, when Jack gently teethed one nipple and Lady Friend sucked the other. As this went on, different gentlemen guests of the club came into the room, took seats, and watched the encounters. The guys visiting this night were all gentlemen and non-intrusive. (Single guys, take note: Your watching us, in and of itself, can be exciting for Jack and I. If it’s done casually and without intrusion, we’re happy to give you a show you’ll enjoy.)

However, Lady Friend wasn’t much into the audience and noted that it was okay only if she pretended they weren’t there. It’s most important to Jack and I that everyone be comfortable with any situation in which we all find ourselves. While we were fine with the visitors, we didn’t want Lady Friend to feel any discomfort. Also, as this was really just a short bit after we had left the floor from “working,” I found that our friends, and even Jack, were closer to play time mentally than I was. Jack took note of my hesitation (as everyone should, we have key phrases and body language signals and such to communicate anything going awry or a lack of comfort) and Lady Friend’s discomfort, and I believe it was he who suggested going to a back room for some much-needed privacy. Not wanting to find ourselves in the same situation as last time when we had to get dressed and part ways due to last call, the Mr. asked if we should get a room at the club or perhaps go back to the room we had previously arranged for an overnight stay, instead, as planned. I voted for our overnight room, where we knew there’d be neither last call nor an audience, and the others agreed.

If getting UNdressed at the hot tub is unceremonious, getting dressed is even less so. We simply put our clothes on and made our way back to the front of the club. The DJ had just started Mary J. Blige’s “Family Affair,” one of Jack’s favorite songs, and we headed to the dance floor instead of the door. We danced to one more song, and tried to pack up again, instead stopping to talk with friends and say goodnight to our bartenders and others. We finally headed out the door maybe 30 minutes later, but I wouldn’t say it was wasted time. Our extra time on the dance floor moved my mood a little closer to playing, as I love to watch Jack dance and tease him on the floor knowing that others are watching.

At last, we had arrived at our destination and the promised land! The Mr. poured drinks as the rest of us got settled.

As I indicated previously, Lady Friend was definitely grooving, and she wasted no time joining Jack and I on the loveseat. The Mr. turned down the lights, as his lovely wife indicated she preferred this, and it didn’t take long then for Lady Friend to shed her top. Again, I was reminded of how beautiful her breasts are. The areolas are lightly colored and the nipples are perfectly sized and shaped similar to a pencil eraser. (As I write this, I realize that, while our breasts are certainly different, I might use the same description of the areolas and nipples for mine – perhaps why I like hers so much?) The breast themselves are just enough to fill my hand while my tongue plays with her nipples; something I’ve found she enjoys very much, as do I.

My top ended up on the floor somehow, as well, and my bra closely followed. As I attempted to reposition, I noticed that the Mr., though obviously enjoying the view, was alone on the chair while we three were on the loveseat. I took it upon myself to stand Lady Friend up, rid her of her skirt, and sit her down on the Mr.’s lap. What a perfect view from here – she leaned back and into the Mr. and was elevated a bit more than had she been sitting on the chair, and, with both of their legs parted, I could sit on the floor in front of them. Lady Friend’s lady parts seemed eager to meet my mouth, but I wanted to take my time, as I had been looking forward to this. I moved to a kneeling position where I could kiss and lick her body and take in her scent. I couldn’t, however, resist for long, and soon found my tongue on her thigh, and she let out a small groan.

I kissed the area where her inner leg meets her body and licked gently. I spread her lips with one hand and let my warm breath escape onto her clit. This, too, was greeted with the sound of pleasure, and I could take it no more – I began licking her clit earnestly. Her groans grew in intensity. The Mr. was playing with her breasts. Jack watched for a few moments, knowing how much I was enjoying this, then took my skirt from me and positioned himself between my legs on the floor. As Jack licked me, I moaned, and each of my groans sent a new sensation through Lady Friend. As she began grinding her hips excitedly, I put the middle finger of my free hand inside of her and was greeted with more sounds of her pleasure. I began matching the rhythm of her rocking hips with my finger and continued licking and gently sucking her clit. She was very wet and tasted oh so sweet!

There is a distinct difference in having your pussy licked by a man versus a woman. Woman are softer and most tend to be gentler. I’m not saying that one is better than the other; I’m saying that they are different, and I find that both are equally pleasing in their own right. On this night, Lady Friend learned of the difference – I was the first female with whom she had ever played – and I was more than happy to be her “teacher.” Judging from her reaction, I believe that she was equally pleased to have me in this position, literally!

Mr. and Jack got up to remove their clothes, and Lady Friend and I found this to be the perfect opportunity to move to the bed. We made ourselves comfortable and didn’t wait for the guys. They would figure out where we were, and we knew they would follow. ;)

I chose this time to start from the top again, enjoying her breasts and kissing downward until I was at her sweet pussy. I was looking forward to providing pleasure from a different angle. I didn’t waste any time inserting my finger this time and began applying delicate pressure with my tongue to her clit. I licked around her clit and tasted the juices that were flowing freely now. I was thoroughly enjoying myself just as we were, when she – who had previously stated that she didn’t think she was ready to enjoy a woman in the same fashion that I knew I did – parted my legs and began licking me! Playing with her had already made me quite wet, but this sent a surge through me, because it was both unexpected and quite pleasurable. In spite of her having never done this before, she was quite versed in how to please a woman.

The guys joined us in short time and began to traverse our bodies with their hands and tongues. We were both groaning with pleasure, and Jack noted how awesome it was to hear our moans and watch us please each other.

Jack is not just a visual man, but also an auditory man when it comes to sexual encounters. His comment was my cue that the sights and sounds were making him hard. I reached toward him, in search of his cock, and he didn’t disappoint (he never does)! I continued to lick Lady Friend and started playing with Jack’s balls and cock. There was nowhere else on the planet that I’d have rather been at that moment: His incredible cock in my hand, her sweet pussy in my mouth, and her remarkable tongue on my pussy! Oh what a night this was turning into!

I wasn’t in a position to see what the Mr. was doing, but it sounded as though he were participating with Lady Friend, as well as enjoying the view. Whatever he was doing, it seemed to enhance Lady Friend’s enjoyment, and I was all for almost anything that would help me achieve just one goal: Get Lady Friend to orgasm. As my once free hand was now taking in my man’s cock, I guided one of his free hands to put a single finger in Lady Friend, which he did gladly. With him finger fucking her and my tongue and fingers playing with her clit in her own juices, her moans became louder and more prevalent. She squeezed her legs together, slightly at first and then with more pressure. It was with what seemed to be a final sound of pleasure and a satisfied smile that she pulled away and moved to greet her husband’s cock with fervor.

All the time I was playing, I was eager to wrap my lips around Jack’s cock, and so I did the same with my man. I was, for the nth time this evening, greeted with the moans of another’s pleasure. And, while I’m all for being the spoiled one and no one who’s been with me would doubt my love of having my own orgasm, there’s nothing I enjoy more than hear Jack cum … I sucked and licked and enjoyed his hard cock for the better part of half an hour or so and listened to Lady Friend and the Mr. take pleasure in each other. They had switched positions a few times and now she was riding him. It seemed as though they were in their own world, when her moans became louder, she threw her head back, the Mr. let out a groan of his own, and they slowed until they were resting.

Meanwhile, Jack was getting harder and closer to his own orgasm. Among other things, he loves it when I play with his nipples, so I obliged as best I could from my vantage point between his legs. I alternated between sucking the head, licking up and down the underside of the shaft, and taking his balls in my mouth and teasing them gently with my tongue. It wasn’t long before I felt the surge that would be his last of the evening and he began to verbalize his pleasure with deep groans and intense spasms as he came in my mouth, and I swallowed his salty fluid.

With all of their releases, I recognized that I was exhausted, inferring from the events of the evening that each had enjoyed our gathering. Having been a part of at least two of those orgasms, I felt satisfied, as well. With this last thought, I curled up in Jack’s arms, and we slept right where we were, with Lady friend and the Mr. next to us.


3 comments:

Anonymous said...

mmmmmmmmmmmmm, the JUICE continues... Can't wait to hear your next episode and encounter

Sexy at Forty said...

Sounds like you guys had a great night!

Stray Together said...

Oh, yes, we did, Sexy! They are very great, fun people, and we look forward to getting together with them again. Even more exciting is that they are readers here and love the postings. :)

Fondly yours,
Jill