The Adventures of Jack and Jill in the Lifestyle

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Wednesday, June 24, 2009

Real Life Sex Story: Friday night adventures

Jack and I were separated for a few days prior to this adventure, so it was at the airport that we reunited around 9 p.m. Friday. First item: Pussy check! I had shaved in a hurry and did a touch up as we drove. (I have this nifty little pussy shaver you must try – it's compact and shaves super close. Click here to see it.) and wanted to make sure everything was in smooth order. After passing inspection, we headed to dinner to meet up with Lady Friend and the Mr. Nothing too exciting happened at dinner, but there was one item of note: While the Mr. was away from Lady Friend, some random guy tried to pick her up at the bar! It was actually pretty funny to us, but the guy was embarrassed when he realized that she was with her husband. I, on the other hand, had to agree with The Stranger: She was hot enough to be hit on. :)

Around 12:30 a.m. we headed back to the room the four of us would share that evening. As I had spent some time traveling, I wanted to freshen up and headed for the shower while everyone else started with drinks and chatted. I soon emerged, wearing just my pareo (something like this one), and feeling much relaxed. Conversation had turned to what Lady Friend was wearing Saturday night to the club, and she pulled out a bag of dresses! Showing us each one, the guys suggested that I try one in particular on. Since everyone had pretty much seen me naked before, I didn't see any point to leaving the room, and stripped right there to try it. Everyone loved it. Lady Friend tried on the three others, and we all sort of voted on the one we liked best. I guess this was to be our ice breaker for the evening!

Lady Friend had mentioned that she had had a really long, stressful week, and I thought to do something about that. My hope was that Lady Friend would lie back let the rest of us take her to someplace she hadn't previously been. We had Lady Friend lie on the loveseat, Jack took a spot to her right, the Mr. to her left, and I got the premium spot between her legs! We began gently caressing her from head to toe, running our fingers all over her body – up and down her arms and legs, over her tummy, through her hair, and just teasing but not touching her lady parts. All the while, it seemed that she just wouldn't relax and make this about her. She continued to kiss the Mr. and, at one point, grab Jack's cock and begin to suck it. No doubt, these handsome guys were keeping her from relaxing, even though I know she was enjoying herself thoroughly.

In an attempt to get the focus back on her, I began kissing her inner thighs and licking my way toward the promised land, ever so slowly. It seemed to take forever, but at last I had made it. With a gentle moan, she let us know that her focus had shifted. Jack and the Mr. were licking her nipples, which, from my perspective, were very reactive to each stroke of their tongues. It seemed that she was finally de-stressing, but it may have been a bit too much, as she was actually sliding off the loveseat! We decided to retreat to the bedroom.

On the way, Jack found the camera, and starting clicking away. I love having my picture taken when I'm naked, so this increased my arousal. I know I didn't have that much rum that night, but I can't for the life of me tell you how I ended up with Lady Friend's pussy in my face again (lucky me!). I was on my knees with my ass in the air, when I felt Jack come up behind me and start playing. He began licking my pussy and finger fucking me, while I continued to lick Lady Friend's sweet juices. He was really very gentle at first, and his licks sent shivers down my spine. It became hard to focus on the pussy in front of me. His licks became more fervent as he must have felt my excitement grow. My legs were quivering. I tried to focus on Lady Friend, but it was a no go. He fucked me harder with his fingers and the sucking and licking escalated yet again. He just put one finger just inside my asshole and added the slightest bit of pressure – the combination of these sensations sent me through the roof. He must have known he had me, because he wrapped his free arm around my legs as though to keep me from moving away – he had me right where he wanted me. In a sudden burst of ecstasy, I had to pull away from Lady Friend, and screamed, moaned, and groaned so loudly that there's no doubt the neighbors and then some heard. At the same time, I thrust my pussy into Jack's face as though to take in everything he had – I did NOT want him to stop! It was one of the most intense orgasms I've ever had, and I wanted it to last forever.

Under many circumstances, I would have rolled over and collapsed, if only for a few minutes, to catch my breath. But tonight, I wanted to do what I could to ensure that everyone enjoyed the same amazing orgasm that I just had, and I turned to Lady Friend's pussy again. I licked and finger fucked her, and, when I pulled my fingers out, I took my hand to Jack's mouth so that he could taste her sweetness. As I did this, he brought his cock to my mouth – something he knew that I'd be looking forward to – and I sucked, alternating between gently and more aggressively. Lady Friend asked, so politely, if she could help. Assuming she meant with Jack's beautiful cock, I made room for her, and we shared in pleasuring him. His moans increased with two tongues and four hands grazing his balls and long hard shaft. I'm not sure how long this went on (probably not long enough for Jack!), but I wanted to fuck him in a bad way. I guess asking politely was our theme for the night, because I asked him if I could, and he, of course, said yes.

Now, we're not exactly talking bunk beds here, but believe me when I say that space was limited. Jack mounted me in typical missionary style and when I raised my legs to throw over his shoulders, my feet touched the barrier above us. Some would say this was a disadvantage, but it definitely was not. This offered more leverage and stability and made Jack's fucking of me that much better and harder! This position offered incredible penetration. My attention was certainly on my man and our interlude, but there were others in the room and I glanced over at some point to Lady Friend and the Mr., who were also fucking. Lady Friend leaned over to me and attempted to suck my nipples. Jack and I were, however, moving at a pace that didn't really lend itself to third-party interaction. Sweat was pouring off of him as he fucked me; that in and of itself made me hotter. I played with Jack's nipples, sucking them when I could, knowing this would send him over the ledge, and while I was enjoying the fucking I was getting too much to want it to end, I knew that I also wanted Jack to experience the intensity of orgasm that I just had a short bit ago. With one hand of nails scratching down his back, the other hand playing with one nipple, and – the over-the-edge tool – my teeth scraping his other nipple, I felt Jack's cock surge right before he moaned loudly and from deep inside. He too was spent, and I knew that we were both going to sleep well.

While this entry will end here, know that the night did not! Part 2 of this night, our Saturday night, and then a little write up of some hot Monday night action are on their way. Stay tuned.

Fondly yours,