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Lily on the Beach: Day 1

By: Lily_s Lover



Day One of our first day of vacation was coming to a close. We'd arrived on the island early in the morning, and, after checking in to our hotel, had gone exploring. This was more than just a vacation for us, as it was our first trip away together since college, nearly 20 years before. Lily and I had dated for a while back then, but had gone our separate ways, both of us marrying and having children. We never left each others' minds though, and had this way of bumping into each other. When we both ended up available again, the "bump" turned into a full-blown romance.

The island was special to us, but not in the ways you might think. We'd never been there "together" although we had both had a vacation there at the same time with our respective spouses. In fact, some would have thought it odd that I would want to take someone else to the place I'd also honeymooned, but from the beginning of this latest round of Lily & Jack, we'd talked about going there, and I think we both knew we had unfinished business there.

The afternoon found us wandering down the beach, past the public areas and toward a place where the bluffs came close to the water and the hills and grass made things a little wild. Frankly, we'd been looking for a place to fulfill one of our fantasies, making love on the beach. Lily was too shy to just do it anywhere, and I wasn't all that much more daring, so we had to look carefully and do some planning. We picked out a spot, and hoped that someone else wouldn't think of it first. All the rest of the day was devoted to more exploring, with a level of sexual tension that was unusually high, even for us. We went out for dinner and had a wonderful time at an outdoor restaurant on a pier, enjoying each other, the entertainment and a couple of delicious vacation drinks.

We found the place we'd been earlier in the day and laid out our blanket, opened the cooler and poured some wine. The drinks at the bar had definitely loosened up any inhibitions that Lily might have had, enough that I'd convinced her to wear her two-piece swim suit (which she hadn't yet dared to wear to the beach in the daytime). I could also see a sparkle of anticipation in her eyes that had to come from knowing at least some of what was going to happen tonight. 

After a little bit of small talk about how nice the day had been, and how beautiful the moon was over the ocean, we started giving into our desire. Our lips found each other and hungry mouths and tongues started gently but got insistent as the drinks and the setting inspired some playful lust. I felt Lily's hand rubbing my chest while her other hand on the back of my head pulled my mouth tighter onto hers. That roaming hand soon found its way into my shorts and gripped my cock, which grew even harder at her touch. Soon we were lying down on the blanket, still locked at the mouth but with hands busy exploring. I found the hook for her top and flicked it open, and while there was a moment when she stiffened with a little self-consciousness, she relaxed and squirmed against me as my hand replaced her top as the main means of supporting her breast.

The kissing left the mouth as we both slid against each other, turning slowly but inevitably into a delicious sixty-nine. We slid the remaining clothes off and tasted each other, nude, lying on the blanket on the beach as the waves crashed with the incoming tide. For some reason we both knew that the purpose wasn't instant orgasm but teasing and pleasuring, and the oral caresses were slow and delightful. Lily lifted one leg over my shoulder and my head rested on her inner thigh. I ran my tongue along the lips of her pussy, teasing her clit, twirling little circles around it. Occasionally I would suck her pussy lips into my mouth, in and out, letting them rub over her clit. When I didn't think she was expecting it, my tongue would dart as deeply as I could get inside her, gently fucking her with it, sometimes adding a finger or two to my tongue. Meanwhile, Lily was doing her best to give me the best slow head of my life, licking and sucking my cock and balls. One moment I'd feel her lips kissing the head, and at the next moment she was sliding her sweet mouth down, taking as much of me into her mouth as she could, and then I could feel her tongue working its magic. 

I was in that wonderful world where the excitement was constant, but there was no danger of an imminent orgasm; this could go on for hours. From time to time we'd bring each other close, and while I held off, I did my best to make her cum as often as possible. I'd feel that shudder and the more intense sucking, and feel the moan around my cock when she came; the hum was tremendous and always made me want to return the pleasure even more.

There was a point where things slowed down momentarily, and I used that opportunity to pinch her ass lightly. When she looked up and back at me, I teased her:

"Let's go for a swim," I said, "I want to play in the ocean with you."

"You're crazy," was her response. "There could be other people around."

"That's exactly the idea. Now, if you ever want my cock in that hot little pussy of yours again, you'll come for a swim," I teased back at her, pulling her to her feet on the sand. She still looked at my like I was crazy, but slowly, with a little encouragement, she moved with me out of our slightly hidden spot and walked down to the water.

When it was clear that if anyone was watching us, they were keeping quiet, Lily relaxed and started to enjoy splashing and tackling me in the water. We didn't want to get out too far, and the water was still quite shallow, so we must have been quite a sight, naked and groping each other in the moonlight. One particular wave caught us off balance and we both fell down. We were in about a foot or so of water, but because of the waves it was anywhere from nothing to a couple of feet at any given moment.  Lily landed on her hands and knees facing the beach. I couldn't help but notice how hot she looked in that position; her hair was wet and clinging to her back and shoulders, and her breasts hung temptingly in front of me. I was on my knees next to her and took the opportunity to direct my cock at her mouth. Once again I praised my luck for having such an orally gifted and fixated woman, as she greedily took my cock into her mouth. This was our most public display so far, despite the fact that we didn't think there was a "public" to display for (at least we didn't think so at the time). I did my part by grabbing her hair and holding tight; it was incredibly easy because her wet hair was easy to wrap around my fist. She moaned in appreciation and sucked harder. We were a constantly increasing positive-feedback circle - as she got me hotter, I got her hotter.

I knew I was ready to come soon, but I had other plans for her. At the same time my thoughts ran to how great her pussy would feel, I saw what looked like a glint of metal in the grass and sand on the beach. I wasn't sure, but I thought I could make out the silhouettes of one or two people. I didn't want to run the risk that Lily would bolt, especially since the idea of fucking her when someone else could see had just become extremely exciting. My cock must have grown in response to that thought as Lily made a very pleased "mmmmmmm" noise as she continued to work on me. Both reluctantly and with a degree of anticipation, I leaned over and grabbed one of those delicious hanging breasts and whispered to her "I want to fuck you, Baby."

"Do it" she said.... "take me."

I positioned myself behind her and with just a tiny bit of teasing, pushed the head of my cock inside her. She swiftly pushed back, and I felt her ass cheeks pushing against my thighs as I disappeared inside her. The whole experience was incredible, with the waves helping our rhythm - or was our rhythm coming from the waves? I didn't know, and I really didn't care. All I knew was that her wonderfully tight pussy had its grip on my cock, and my little wild woman was putting on a display for the whole world to see. I reached forward for her hair again and pulled her head back up toward me. She got up off her hands as she continued to rock back on my cock, and I reached forward to squeeze her breasts and play with her nipples. I felt like I was in a really well produced erotic movie as I thrust deeper and sat back on my heels so Lily could more comfortably fuck me while I played wither her tits. I knew I should have been looking back toward the beach for those shadowy figures, but at that point I just couldn't care less.

I don't know how long it lasted but it wasn't too much longer before I felt my orgasm approaching. Lily sensed it too....

"Cum inside me, Jack" Lily said, which caught me by surprise, as it was taking a risk that I wasn't sure either of us wanted to take. "I want your hot cum inside me, and I want you to have all of me."

Being the brainless male I am, all I could think of was "I'll worry about that later," and proceeded to empty my balls inside my hot lover. She arched back as she felt me shooting inside her and I knew she was cumming as well. Her pussy milked my cock for several more strokes, and as we both came down from our highs, we found ourselves lying down with the waves washing over us, totally exhausted.

Realizing that it probably wouldn't be a good idea to fall asleep in the water, we slowly got to our feet and walked toward our blanket. We toweled each other off and got as dry as possible, under the circumstances, and curled up together with a corner of the blanket pulled over us. Neither of us fell asleep, but we dozed and watched the stars move and the moon continue to rise. We talked about the experience and the next thing I knew, Lily's hands were behind her back playing with my cock, and my fingers were slipping effortlessly into her dripping pussy.

"Lay down, Jack... you did so much work last time that I want you to relax," Lily said as she rolled me over and got to her knees. "Let's see if little Jack is ready to come out and play." 

Well, little Jack very quickly became big Jack as that incredible mouth went to work again. I repositioned Lily so that she could lower her pussy to my mouth, and once again we found ourselves in a favorite position, although, as she'd pointed out, it was very easy for me as she was, in fact, doing all the work, and I was just lying around getting taken care of. The combination of her natural scent, the sea water and my cum inside her made for a fantastic taste, and when I teasingly told her we needed to do this more often she shut me up by pressing her hot box against my mouth and grinding back and forth, riding my tongue.

I heard a rustle in the grass and all of a sudden wondered again if we were being watched. Once again, "who cares" was the most I could manage. Lily decided that it was time to ride me, and turned around to face me. She made a big show of getting up on her heels and positioning herself on my cock. As she lowered herself slowly down I could feel her pussy clutching as she practiced her exercises on me. She apparently had decided that I needed a little dose of my own medicine as she very slowly teased me. It was also obvious that I was supposed to just lay back and let her work. She moved up and down, very slowly, several times, and the feeling was so intense that I told her I was getting too close, too quickly.

"Not yet, Stud," she said, and changed her tactics. Instead of the slow "fuck-tease," she sat back down, taking me completely inside her. From there she started grinding against me, rubbing her clit against me. Now I could have the pleasure of being her fuck-toy without worrying about the friction that would have made me cum in a matter of seconds. I felt the need to do a little more, though, and reached up to tweak her nipples. I sat up a little and shifted position so that she was more sitting in my lap; I also moved my hand around her and down her back. When I was sure I could reach my target, I brought my hand back around and slid my middle finger into Lily's mouth. She eagerly and noisily sucked on it, and when I felt it was good and wet, I pulled it out. She looked at me with a slight question until she felt me reaching around her back. With only a little bit of warning, I slipped my finger in her asshole, and that simple action set us both off. She leaned over and bit my neck, sucking on it and leaving a mark that I was sure would be noticeable for a week. The combined feeling of her pussy throbbing on my cock, and my finger pushed against it inside her set me off and for the second time that night I emptied myself in her.

After staying in that position for a bit, we moved back to the blanket to rest. Noticing how late it was we slowly began to get partially dressed and packed up. In a little while it was time to go back to our hotel, and get a little rest before starting the next day. We climbed back up the hill toward the road and the hotel, and unexpectedly ran into another couple heading in the same direction, but from farther down the beach. I had noticed them walking slightly ahead of us and was surprised that we'd caught up, and wondered whether the collision had been intentional. As we walked semi-together I heard a low voice directed at me. I held back and let the girls get a step ahead of us, when I heard....

"That was an incredible show tonight, we owe you one," he said. "We didn't mean to invade your privacy, but couldn't help it. You two were incredibly hot."

"No problem," I stammered out, both a little embarrassed and more than a little excited.

"Seriously, if you're at about the same place at 9 tomorrow, we'll return the favor"........ 

Lily on the Beach: Day 2



I woke up next to Lily in the morning of the second day of our vacation, her head resting on my shoulder and her arm draped across my chest. There was no doubt that this vacation was going to be a great one, at least the way the first day had gone. I thought about the night before, how we'd gone down to the beach, made love in the ocean and on our blanket, thinking we'd been completely alone. As it turned out, we'd been seen - another couple had watched every move. How did I know? He'd told me, after having "accidentally" bumping into us on our way back to town. More amazing than that, he'd told me that he and his girl were willing to return the favor for us the next night.... tonight. Tom had said that he and Jan (their first names were all we'd ever know about them) would be back there. All we had to do was to be back at the same spot on the beach at nine this evening.

I alternated between replaying last night and trying to decide what to do about tonight. On the one hand, the idea was incredibly exciting - both that we'd been seen and that another couple wanted to return the favor. On the other hand, I didn't know what to do about Lily - both how she'd react to the idea, and how she'd react to the fact that I hadn't told her yet! Ultimately, I knew I had to get her down to that beach.

Why the problem? Well, Lily was in some ways a very conservative lady. She never did anything without thinking it through carefully, even if it sometimes meant missing an opportunity. Despite an incredible sexual appetite, she usually managed to keep it under wraps unless she was alone with her lover. Since we'd been back together, I'd worked on opening up my lusty Lily, whose shyness I attributed to not having been allowed to explore her sensual potential. Between us, though, it just seemed to click, all the time, and everything we tried we found exciting, even as it got more risqué. The truth was, I knew that once she got to the show tonight, she'd love every second of it. That being said, I decided I'd just surprise her.

For me the days seemed to drag forever, despite a lot of sightseeing and the occasional break for a quickie whenever we could get even the slightest amount of privacy. Lily was definitely feeling her exhibitionist oats; she'd picked out a shorter skirt than usual, and had gone with a very low cut top. At one point walking through a quiet neighborhood, I pulled her into the garden of a house that was obviously unoccupied. I grabbed her hand and placed it squarely on my cock, and it was like a light switch turning her on. In seconds she was bent over leaning against the back wall of the house, and I was pounding her from behind, letting up only long enough to turn around and give her a mouthful of hot cum.

We tried a different bar this time for our dinner and drinks, a bar that had dancing and a pretty good band. Even though the crowd was a little younger than us, the music was our style and we got the chance to dance for the first time in ages. I remembered the first time we'd gone dancing - it was a Valentine's dance sponsored by the fraternities and sororities on campus. We had slow danced to every song, no matter what the music was, until people started the inevitable "go get a room." In keeping with the spirit of the moment, we had; well, not gone and gotten a room, but gone back to my room. 

This time we danced at the right speed for each song, but did our best imitation of "dirty dancing" and when a couple of slow songs came on, we pressed together, hot and sweaty from the dancing, and ready to fuck right on the dance floor. I think if the lights had been a little lower, my cock might have found a way inside her right on the floor.

I looked at my watch and decided that now was the time to make the move. "Come for a walk with me," I whispered to her. "Let's walk down to the beach."

"Baby wants to get some?," Lily teased. She grabbed by cock playfully through my pants and said "I thought we'd try someplace else tonight."

"Oh, I just want some air," I responded, "and I thought I might get you to walk topless on the beach for me."

"Hmmmmmmm...." was all she said, but she squeezed my hand as we walked down toward the beach.

We were just out of sight of the town lights when Lily stopped and proceeded to remove her shirt and bra, slipping the bra in a pocket and tying the shirt around her waist. There she was, incredibly, topless in the moonlight, nipples standing tall and proud. I couldn't resist and leaned over to suck each one into my mouth, causing Lily to shake and grab my head. It was a struggle to lift my head from her tits, but I knew I had to get her a couple hundred yards down the beach in a hurry if we were to make it to our show. 

As we got down the beach, we could see the light from what looked to be a campfire on the beach. I knew that was the place, but wondered if our mystery couple had chickened out, or that someone else had taken our spot. We slowed our pace, almost creeping toward the fire, wondering what we'd find. I at least had a clue of what I wanted to find, but Lily was totally in the dark. She was so preoccupied with her stealthy approach that she didn't even realize she still had her shirt off, and might at any moment walk into a group of strangers!

Close up it was clear that we hadn't walked into a group of strangers or a bunch of kids partying on the beach. The sounds were obviously of sex, loud and not the slightest bit concerned about who might walk up. Lily dropped to her knees behind a little dune and peeked around. Clearly interested, she stretched out to see the most she could without being seen. Our mystery friends must have heard our approach, however, as they repositioned themselves to give us the best possible angle. Jan was on her knees, hands on the hips of her lover, who had his cock firmly planted in her mouth. She sucked him hard and fast, clearly enjoying herself. The way Tom held her head made me wonder if she loved when he did that as much as Lily did.

As I expected, Lily was entranced. She couldn't take her eyes off the scene in front of her. It didn't make me jealous at all, it was clear she wasn't interested in either of them in THAT way, it was simply that she was seeing live sex, and absolutely loving it. I didn't touch her at all, just sat back and watched. She was clearly lost in the moment. Her breathing was fast and shallow and her face, reflected in the firelight, was clearly flushed. I was so focused on her face that I didn't even notice that one hand had come up and was playing with her own nipple, something I'd never seen her do before. My girl was definitely lost in lust. I came up next to her to watch with her. Tom was now eating Jan, but from behind as she was standing, bent over. Once again, I suspected that it was as much for their show for us as for themselves. 

Tom stood up and entered Jan from behind. I admired his control as he kept up a steady rhythm; Jan obviously knew how to fuck and was shoving back at him as hard as he was plunging into her. Jan started swaying and I knew that standing position wouldn't last much longer. They dropped down on hands and knees, facing us, and Tom resumed his efforts. Now it was me having trouble breathing, as Jan's tits bouncing back and forth had me hypnotized. All of a sudden I realized the other reason I was having trouble breathing - Lily had found a way to watch the scene leaning up against me so that both her hands were free. Hard as it was to believe, that is when I noticed that one of those hands was wrapped around my cock, and the other was busy pushing her fingers into an incredibly drenched pussy that was literally dripping into the sand below.

I knew I'd never make it at that rate, and decided to let Lily watch the show while I worked on her. I maneuvered her around so that she was on her hands and knees, and I crawled underneath between her legs and pulled her pussy down to my mouth. I don't think Lily would have cared who was licking her at that point; she simply pushed down and rode my mouth and tongue. I could hear groaning on the other side of the dune as it was obvious that Jan was cumming hard. I felt Lily cum with her, drenching me with her own delicious juices. 

I got back up to look at Lily. Her eyes had glazed over, and the look in her eyes was pure lust. I was absent-mindedly playing with Lily's body, first slipping two fingers into her pussy for a little finger-fucking, and then temporarily adding a third to get it wet enough to slide into her ass. Continuing the finger-fucking I asked her what she thought. Her only response was...

"How close can we get before they see us?"

I had a feeling that they would have no problem with us being closer, but didn't know quite how to say it. While I was mulling it over, my problem was solved, as I heard Jan calling softly... "Jack, Lily, is that you?"

They stood up and walked toward us, and I knew we were caught. Tom spoke up, "c'mon out, there's a blanket for you by the fire."

It was then I noticed the second blanket, on the opposite side of the fire. Like kids who had been caught with their hands in the cookie jar, we came out toward the fire. Only then I realized how disheveled we were. My shorts were open and my cock dangled out, and Lily's skirt and panties were tangled up around her ankles. We sat down on the blanket and wondered what was going to come next. Our answer came quickly. All Tom and Jan wanted to do was give us a better position to view them. Before we were fully settled, Jan was back on her knees with Tom inside her. That wasn't all they had in mind for us though. Jan looked directly at Lily and asked her...

"Want to watch him fuck my ass?" 

Lily licked her lips and managed something that sounded like "uh huh."

Tom rubbed the head of his cock against Jan's little brown hole, trying to tease it open.

Jan would have none of it: "If you're going to fuck me with that thing, put it in me now," caused the inevitable, as Tom pushed his cock into Jan's ass, letting her get used to it even as he started to stroke her.

Lily turned me slightly and bent down to lay her head in my lap. She took my cock into her mouth in a position that let her still watch the anal action while getting herself some oral satisfaction. She was sucking me, but her movements were timed to Tom and Jan's. In an almost absent-minded way, I went back to sliding my fingers in and out of her pussy and ass, and realized that I was also moving to their time. 

Things got even hotter across the fire as Tom started reaming his partner's ass. Jan fell flat on the blanket as Tom continued the assault, putting all his weight on her. It was incredibly erotic to watch, and again without conscious awareness, I realized my hand had gone to Lily's head and was helping her suck my cock by pulling her head down on top of me. 

"Fill up my ass, Tom" Jan cried, "I'm cumming."

That was all it took Tom, and, as it turned out, was all it took Lily and me. I felt Lily's pussy grab my fingers at the same time her asshole convulsed on the third finger that had been working her just like Tom had been working Jan. I drove jets of cum into Lily's waiting mouth.

All of a sudden it was quiet, just the sounds of heavy breathing in the night. It should have been embarrassing; two couples who knew nothing about each other beyond watching each other have sex. Yet somehow, it wasn't. We talked for awhile; when Jan first mentioned the fact that they'd watched us the night before, Lily figured out that I must have known. I got a little glare that partially told me I'd be making it up to her for quite some time, but which also managed to convey the fact that she appreciated the experience. 

"We've never done anything like this before," Jan said, "it was just that I've always had a fantasy of watching and being watched."

"I couldn't believe that I had a chance to fulfill her fantasy," added Tom. "Once we saw you two last night, half the fantasy had come true. All we had to do was find a way to lure you two down to watch us."

I looked at Lily and smiled. She smiled back at me and gave me a knowing wink. 

"Well," my lady said, "if you two are up to some more watching and being watched, I've got some things I've always wanted to do in front of a camera.... or maybe some friends."

Two hours later, having played our own version of "show and tell," both couples went their separate ways. All I could think was, if this was day two, what would the rest of the week be like?