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Caribbean Vacation

"A couple tries new things while away"

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My wife Barb and I (Chris) have been together for over 15 years and overall, it's been great. We both had a child from a previous marriage and now they're both done college and moved out. Yes, there's been a few ups and downs but overall it's been a great 15 years. The biggest problem has always been that I've had a much higher sex drive and an interest in trying different things.

We'd booked two weeks in Roatan in January, mainly for diving/snorkeling but also just to get away and enjoy somewhere hot. There were always a number of ladies with well filled, skimpy bathing suits on the beach and occasionally I'd get lucky enough to enjoy the view of a topless lady or two.  We'd been there several times before so knew exactly where the best snorkeling was, which we often shared with anyone who was new to the area. On our third day there we ran into a couple named Gail and Dave. They were a few years younger than us (I'm 58) - he was about my build only he was clean shaven and I have a moustache/beard. Gail though was different than Barb. My wife had natural silver hair and was about 145lbs. She'd been about 60lbs heavier but had lost it after a heart attack a few years ago. She still had a good figure but between age and the weight loss there was a bit of sag here and there. Gail on the other hand was about a brunette and about 180lbs but carried it very well. There was still some sag in the breasts but more because of size than anything - they had to be at least a DD, maybe a DDD cup.

They walked by where we were laying and when they saw our snorkel gear they asked if the snorkeling was any good so we spent a few minutes telling them where to go and they said they'd certainly check it out later. As it turned out when we went down to snorkel that afternoon, they were just getting there so we offered to show them some of the better spots and the channels through the reef. Gail was in a snug one-piece suit that held everything in place but the low 'V' in the front gave a great view of her cleavage and it was cut high enough at the hips to show a good portion of her sexy ass. As we snorkelled I took every chance I got to either check out her ass or cleavage as she moved in the water.  By the time we got back to the beach a couple of hours later, we were tired but it had been a great time with lots of fish and coral. To thank us, they asked us back to their resort for a few drinks at the bar.

It was a nice resort and while we enjoyed a few cold drinks, we found out they lived in Hamilton which was only an hour away from us and had always wanted to come to Roatan but this was the first time they could make it. Eventually we moved to a group of more comfortable chairs further away from others with Gail across from me and Dave across from Barb. I couldn't help but notice that when Gail turned the right way to talk to my wife or her husband I'd occasionally get a good view of side boob or every so often she'd bend forward enough to talk to me that I got a nice view of her breasts and occasionally a quick view of nipple. I was enjoying the flashes and figured that was about all I would see until she got back with another round of drinks. When she bent over to give me her drink, her left boob actually fell out of her suit. She didn't seem to be too embarrassed, instead she just tucked it back in. It wasn't a long view but I certainly enjoyed the view of a nice large areola with a small but perky nipple as well. As she sat back down she gave a wink that my wife couldn't see and said just loud enough for me to hear, "sorry, they're a bit big and sometimes they have a mind on their own. I'm sure you've seen better." 

I just smiled and replied, "actually I quite enjoyed the view - I like the way their minds work."

Knowing she didn't mind me looking, I wouldn't have to worry as much about trying to hide it, at least not from Gail but I wasn't sure what Barb or Dave's reaction would be. When I turned to see if Barb was upset at my comment, she obviously hadn't even noticed what had happened and when I looked over toward Dave I could see why - his suit had shifted so that the head of his cock and part of his shaft was in plain sight and from what I saw, he was fairly well endowed. I looked back to Gail who had a bit of a smile on her face just as she said, "umm dear, I think you're showing a bit more than usual."

Dave quickly looked down and tucked himself back in with a quick "oops".

We all had a chuckle and the conversation kept going. We quickly found they were an easy couple to talk with and after another drink or two I noticed Gail would emphasise a comment with a hand on my leg or I'd see Dave's hand on Barb's leg or arm. Barb didn't seem to care and in fact I noticed she'd shifted her chair so it was closer to him and would occasionally touch his arm or leg as well. I was all for a bit of fun flirting so I moved closer to Gail and shared a few touches myself. Eventually we decided to head back to where we were staying and as we were leaving Dave said he'd really enjoyed the afternoon with us and that they hoped we could get together more while they were there. I said I'd enjoyed the sights of the afternoon as well and looked forward to getting together again.

When we were back at our room and grabbing a quick shower, Barb said "you seemed to really enjoy the flashes of boob that Gail kept giving you" but I could see the smile on her face so I knew she wasn't upset.

"I'm surprised you even noticed, you seemed to be waiting for his cock to pop back out again!"

She laughed and said, "Well, it was a nice view!"

We were hungry so we went and grabbed supper and while we were eating, I could tell there was something on Barb's mind so I finally asked her what she was thinking.

"Well, I'm not sure but I'm wondering if Dave and Gail are swingers."

"Why, just because both of us got a couple of quick flashes by the pool earlier?"

"No, not just that - when Gail and I went to the bathroom just before we left, she made a comment that she hoped we'd both enjoyed ourselves and would be interested in getting better aquainted."

In my mind I immediately thought just how much 'better aquainted' I'd like to get with Gail but figured now wasn't the time to put those thoughts into words. "Hmm, maybe or maybe they're just really friendly. Why don't we invite them to meet for supper tomorrow night and maybe give them a flash or two of their own. To be honest, I've always thought it would be fun to watch you flash someone else."

"I don't know, what if they are interested and want to do more than just flash?"

Over the years we'd been together, we'd watched our share of porn - ok, I'd watched more than Barb and we'd seen a few group sex videos. We'd both agreed it looked hot but wasn't anything we'd done before and it certainly wasn't something I'd expected we'd ever actually encounter. I'd often thought of what it would be like to swing with another couple but the few times I 'subtly' mentioned it, the answer was that she wasn't sure it was something she'd actually like to do.  "Well, we don't know anyone else here and we're not getting any younger. I'd be open to seeing where things go, how about you?"

"Ya right, you just want to get your hands on Gail's tits but how would you feel if it was Dave feeling my tits?"

By now the conversation had gotten me quite hard so instead of answering I just took Barb's hand and put it on my crotch. "I think I'd love to see him playing with your tits, or you playing with his cock for that matter but rather than jump to conclusions why don't we just see what happens - we can always stop if we get uncomfortable or maybe we're off track and they're just overly friendly. Maybe this would be a good vacation to try something new."

"I never thought I'd say this but sure...I'm ok seeing where things go."

We were both horny from the day’s events and our sex that night was hotter and with more energy than it had in quite a while.

We'd gotten their Facebook information so the next morning I messaged them to see if they wanted to join us for a couple of drinks at our place around 3 and then go for supper and they happily agreed. Instead of a typical 'resort', Barb and I had rented a room in a bungalow so we had pretty much a small apartment - kitchen, bathroom & bedroom with a hammock on the deck. We'd had a great day on the beach and lunch but were still in our bathing suits when they got there. Dave and Gail sat on one of the two couches and I told them I was going to change while Barb grabbed a few drinks. In the bedroom I changed into a loose pair of dress shorts with no underwear and gave my cock a few good strokes to get it firm enough to extend down one leg a bit before I went back out. When I sat on the other couch, I made sure that I sat so that Gail had the best angle to see and was happily surprised that as soon as I sat down she checked out the view. When I noticed her looking, I couldn't help but get a bit harder and when she saw me stiffen even more she looked up at me and licked her lips at the same time. The first drinks went down quickly and I grabbed some fresh ones while Barb went and changed. When she came out, she had on a silky dress that clung very nicely and it was obvious from the way her nipples pressed against it that she was braless. She was still tying the wrap behind her neck when she came out and just before she got to the couches she stumbled and let go of the ties. Sometimes gravity is a wonderful thing and as soon as the ties dropped, so did the rest of her top. I wasn't sure what she'd planned but figured she'd find some way to flash Dave so as much as I was watching her, I was also watching Dave and the look on his face was great. As soon as she stumbled, he reached forward to support her and ended up with his hands on her hips with her now bare breasts less than a foot from his face. He looked like a kid at Christmas - looking from one to the other before catching himself and doing his best to look gallantly away (which he failed miserably at).

While he was staring at Barbs tits, I took the opportunity to pull the leg of my shorts up a bit to give Gail a better view. By the time Barb had stood back up with a, "Oh my god I'm so embarrassed" while pulling her top back up and Dave had assured her that it was ok and in fact a very nice view, I'd pulled the leg of my shorts back down and was chatting with Gail.

There was a definite sexual feeling in the room and I wasn't sure where things would go but I was really hoping they'd go further than they had. Eventually we headed down to the restaurant and when they were a bit ahead of us, I whispered to Barb, "are you good with more?" and was happily surprised when she just smiled and nodded.

Dinner was great and more by accident than intent, I ended up close to Gail and Barb ended up close to Dave. I'm not totally sure what the other two did but I know there was more than a bit of 'accidental' touching of legs, arms and once or twice Gail moved so that one of her tits brushed up against my arm.

While we ate, we tried to decide what we wanted to do after supper. The first thought was that we'd all grab our gear and go night snorkelling (we had the dive lights with us) but when Barb overheard the couple behind us talking about dancing at another bar she suggested we do that instead and Dave said it sounded like a great idea. Apparently, Gail wasn't any more of a dancer than I was so eventually we decided that they would go dancing and we would go snorkelling.

As we left the restaurant, Gail had to grab her bathing suit and we went back to our room so Barb could freshen up while I grabbed the snorkel gear. As soon as the door to our room closed, I grabbed Barb for a long, hot kiss and said, "part of me is scared to keep going, part of me is excited at the possibilities and I have to admit the thoughts of the two of you touching and teasing while you're dancing really turn me on. How about you?"

"About the same - at least dancing in public thing so there's only so much that will happen and yes, the thoughts of the two of you making out somewhere along the beach turns me on too. Just promise that you won't go any further than making out until the two of you get back - if it goes further I think I'd want us all to be together."

"That sounds like a plan - I'll see you in a while, enjoy!"

Dave and Gail were just getting to the bar that had the dancing as we walked up and watching my wife go in with Dave caused tremors of excitement mixed with a bit of jealousy to go through my body.

As Gail and I got closer to the end of the beach where the good snorkelling was, she said "Wow, it's really dark out - it's kinda scary!"

I took that as an invitation to take her hand and we walked that way until we reached the end. As we started putting our gear on, she pulled off her wrap and then I could tell that she was wearing a pair of bikini bottoms that hugged her curves beautifully and a reef shirt. Even better was that it was pretty obvious that she wasn't wearing anything under it either. Without any support her tits hung even lower but looked incredibly sexy and it was easy to see the outline of her nipples against the fabric and my, "mmm, that looks great - and I'm sure it'll look even better once you're wet!" got a sexy smile and then she totally surprised me by taking a quick look around and then lifted her shirt up so I could see her tits in all their naked glory.

When she saw the smile on my face she said, "fair's fair - after all Dave got a much better view of your wife earlier than you did of me."

"He certainly did and he definitely seemed to enjoy it."

"Dave loves big nipples - mine get nice and hard but they're certainly not as big as Gail's."

"Oh, hers get hard all right - sometimes they'll get hard just from us kissing."

"Mine might too...want to find out?"

Instead of answering, I just moved closer and felt her lips on mine for the first time. The first kiss was a bit tentative but by the time our lips met again, her arms were around my neck, mine were around her back and by the third kiss our tongues were getting intimately acquainted.

"As much as I'd love to keep kissing you, I do want to at least see what it feels like to snorkel at night" she said with a smile.

"And I'd love to show you but before we do..." and instead of finishing I bent lower and one at a time took a nipple into my mouth and sucked slowly on it. As pulled back, I flicked my tongue over the tip of her nipple. They'd been a little hard when I started but as I licked each one they got even harder but even hard they were still smaller hard than Barb's were when they were soft.

"Mmmm, I love your nipples and I can just imagine how much Dave is going to love it when he sees just how long and hard Barb's get when they're kissed!"

"And I'm really looking forward to seeing what else you can do with your tongue while he enjoys your wife's nipples" and with that she pulled the neon shirt back down over her tits, gave me one hotter kiss and we headed to the water. We spent about an hour in the water - long enough for me to show her some lobster, an octopus and some of the other night creatures before we headed back to shore. When we came out, her shirt was transparent enough that I could even see the outlines of her areolas through it. As we gathered our gear, we talked and I admitted that Barb and I had never played with another couple but I'd always wanted to try it. She said they didn't do it often and usually it was only when they were on a vacation like this.

"Dave and I definitely want to take things further and I'm pretty sure you do too - how's Barb feel about playing?"

"Well, she's never shown any interest before but when I suggested it earlier she said she was ok to see where things went."

"That's great - I'm really looking forward to us all having some more fun."

With the thought of playing totally out in the open, I couldn't resist moving up behind Gail and reaching around to cup and feel her tits as I kissed her neck and shoulders. Obviously, I already knew they were larger than Barb's but the way her huge tits felt in my hands was awesome and when she turned around, we kissed for a few more minutes before she put her wrap back on and we headed back up the beach.

When we got back to the bar, at first didn't see any sign of Barb or Dave but eventually we spotted a couple swaying to the music just outside of where the lights illuminated everyone else. Sure enough, when we got a bit closer we could see it was them standing as close as they could and still have room for the hand that was under her top busily fondling her one of her tits and her hand stroking his cock through his shorts.

By now Gail was pressed up against my back and she whispered in my ear, "Looks like your wife is certainly warming up to the idea of playing. That reminds me, I still haven't felt what you showed me earlier" and with that I felt her cool hand reach back between us, slide inside my bathing suit and start stroking my cock. Watching Dave touch my wife had already started my cock hardening but within seconds of her cool hand touching me, I was at full hardness.

"Mmmm, now I know what they mean by a grower vs a shower - Dave's big but doesn't get any bigger when he's hard, you may not start big but right now I'd say you're just a tad bigger than hubby. If you can stay soft long enough, I'd love to feel you harden and grow in my mouth."

"Judging from what I've seen and felt so far, the only way you'll catch me soft is right after I've cum."

"I might just take you up on that later but for now let's go say hi, it looks like they're about ready to go back to the room as well."

When Barb saw us coming, she quickly pulled her hand away from Dave's cock but seeing as his hand was still under her top she realized there was no way to look innocent so she gave him a long hot kiss and said, "Looks like our partners are back."

With that, they separated and came over to where we were and we moved far enough away from the bar that we could talk easier. I looked at Barb and said, "I hope you guys had as much fun as we did!"

"I know I did - my panties are almost too wet to wear!"

Seeing as everyone seemed to be on the same page, I said, "Why don't we go back to our room and keep playing where we don't have to worry about who else is seeing?"

With nods from everyone we headed back, Barb holding my hand and Gail holding Dave's. When we got into the room, there was a moment's hesitation before Gail started things rolling with "Barb's wet in a warm way, Chris and I are wet in a cool way and Dave just looks uncomfortably snug - why don't we all lose the clothes?"

I'd seen her tits at the beach but the light wasn't anywhere near as good as now. As she peeled the wet shirt up over her head, her tits somewhat stuck to the fabric and got lifted up with it until gravity suddenly pulled the free and they fell against her chest with a slight 'smack' sound which got a chuckle from the rest of us. My shirt quickly followed as did Dave’s and shortly after that our shorts and Gail's bikini bottoms were on the floor too. When I looked over at Barb, I could see her fumbling with the tie to her dress, partly out of nerves and maybe wondering if she really wanted to go through with things.

I moved behind her so she could feel my cock against her ass, kissed her neck and whispered "Dave's already seen you with your top down and I could tell he enjoyed it, plus I loved seeing his reaction. I've already had the pleasure of having my lips on Gail's tits, how about you give him the same?"

At the same time, I undid the strings but instead of lowering the top of her dress, I held the strings forward to Dave and leaned over her shoulder to watch. He caught on quickly and moved forward to take the strings and slowly lower her top. As her tits came into view for the second time that night, her nipples were already hardening. When she was exposed all the way to her waist, I reached around to cup her tits and lift them slightly. I was pretty sure Dave would understand the 'offering' and I was right, he slowly moved forward and took one nipple in his mouth as I rolled the other one between my fingers. After sucking for a few minutes, we swapped and by the time both nipples had received the same attention they were rock hard and extended almost 3/4 inch and she was moaning slightly.

My other hand hadn't been idle and while she was distracted by us playing with her nipples, I gently slid her dress the rest of the way down and reached around to slowly start teasing her pussy. When I saw her reach forward and start stroking his cock, I knew she'd decided to keep going so I said, "this is great but the bed looks a lot more comfortable."

We all moved to the bed and spent the next few minutes touching and getting to know each other a little more intimately. I could tell by her soft moans that Barb was enjoying herself and Gail's pussy was getting even wetter as I alternated stroking her slit, fingering her and then just teasing her clit. After 5 or so minutes of play I said to Dave - "both our ladies look very tasty don't you think?"

"I certainly do!" was his quick reply.

Barb loved getting oral and I was pretty sure Gail would too but when she started to roll over so I had better access, I stopped her with my hands on her hips and said, "Why don't you move up over me - that way you can move to wherever you want to feel my tongue."

With that Dave chimed in, "Sounds like a great idea!" and rolled onto his back beside me. Just as Barb was moving up to straddle his face he added, "better be careful what you say though, she might just take you up on it."

I just smiled and said, "That's fine by me."

Rather than starting right away, Gail and I watched as Barb settled her pussy onto Dave's face and at the same time he reached up so he could play with her nipples some more.

As Barb's moaning increased, I whispered to Gail, "If he keeps that up he's going to be in for a surprise."

"What kind of surprise?"

"Just wait another minute or so and you'll see."

Sure enough, less than a minute later I heard Barb really start moaning and thrusting against Dave's face before we all heard her loud, "Oh fuck.... that's it I'm cumming!" followed by a muffled moan from underneath her.

"That sounded like a good cum but I'm pretty sure Dave was expecting that."

I didn't say anything as Barb slowly rolled to the side and now Gail and I could both see not only the shine of Barb's juices on his face but the wet spot on either side of his head and even a bit of a puddle on his chest.

"Oh my god...she's a squirter! I've never been able to do that and I know he's always wanted to find out what it was like. If he'd known she squirted he'd likely have had his head buried under her skirt outside the bar!"

I could tell Barb was a bit embarrassed at how wet things were but when she saw the smile on Dave's face she relaxed.

"Does that happen often?" he asked.

"Yes, but I can try not to if you'd like"

"Oh no, I want you to squirt as much as you like whenever you'd like - it was amazing!"

Happy that Barb was enjoying herself, I looked at Gail and said, "I think it's your turn" and with a big smile she moved up over me and lowered her pussy to my face. She certainly wasn't as wet as Barb got but she was very slick and I was totally enjoying the taste and feel as I started by sucking on her nice meaty pussy lips before I moved to her slit, purposely avoiding her clit - at least for now. Once I'd done my exploring I stopped moving my head to let her decide where she wanted to be licked. At first, she didn't move and I was able to keep licking her lips and penetrating her with my tongue. Bit by bit she started moving back and forth until my tongue was running the full length of her pussy, stopping every so often if she wanted a bit more attention in just one spot.

Soon enough I realized what Dave had meant as I found with each 'slide' she moved further in each direction until my tongue was not only able to tease her clit when she moved back but also able to tease the smooth bit of skin between her pussy and ass. To let her know I was fine with it, the next time she moved up I shifted slightly so I could flick my tongue right across the rosebud of her ass which got a long, low moan from her and she moved even higher to give me better access. I spent the next minute or so tonguing around and eventually even sliding the tip of my tongue inside her back entry. At one point when she felt my tongue start to enter her, she pushed down to force as much of it inside her as she could. When I grabbed her cheeks to open them a bit wider for better access she really started moaning and even though it was a bit muffled, I heard Dave say "Sounds like someone's got a tongue in their ass!"

Equally muffled was her "He sure does and it feels so good that I'm going to be cumming real soon."

Sure enough, I could feel her start to shake a bit and then she slid back far enough that I could feel her clit with my tongue so as I flicked it and sucked on it, I also moved one of my hands so I could slide the tip of a finger into her ass. As soon as she felt the tip slide into her, she started pushing back to push more of it inside her. Once I was in all the way to the last knuckle she moved back so I could suck on her clit again and as I did, I slid my finger in and out of her ass. That did the trick and all I heard was "I... I... I'm cumming!". Her whole body started to quiver, her ass clenched tightly on my finger and I was pretty sure I could feel her clit throbbing against my tongue.

When she finally moved to lay beside me, I looked over at Dave and Barb and they were laying on their sides facing us just watching with one of his hands cupping her tit and the other teasing her pussy.

As Gail gave me one more kiss she said, "Your tongue felt great, but as long as Barb's up for it I know that a nice hard cock would feel even better."

When I looked over at Barb, I could tell she wasn't quite ready to go that far so I suggested, "Why don't we start with our own spouses and go from there?"

Barb smiled and quickly agreed so we shifted around so the ladies were laying on the bed while we slid our cocks into them. From experience, I knew exactly when Barb was getting close to cumming and each time I either stopped or pulled almost all the way out until she relaxed again. As we fucked, I leaned forward and whispered, "Look at his cock sliding in and out of Gail, you already came on his face - just think how good it would feel to cum with a different cock inside you and then feel him throb as he came in you."

"I have been and I've also been thinking of you and Gail having sex until you cum in her and it may be wrong but both thoughts get me really turned on...are you sure you want to go that far?"

"I wasn't totally sure until you said it turned you on too...but yes, as much as I want to feel myself slide into Gail, it really turns me on to think of seeing you getting fucked by someone else but I'll leave it up to you."

After a few more minutes of teasing, Gail pulled my mouth down to hers, gave me a long hot kiss and said, "I love you!" before looking over at Gail and saying, "Would you like to switch?"

Gail looked at me and when I nodded, she said "I'd love to, how about we get on top this time?"

Dave and I quickly agreed and soon we were laying on our backs again with Barb riding his cock and Gail riding mine. I can't really describe the feeling of watching my wife get fucked and at the same time having a different but equally sexy lady thrusting herself up and down my cock but it was the closest thing to heaven I'd ever felt. As Gail rode me, her tits swung beautifully and were easily close enough that I was able to kiss and suck her nipples as we fucked.

I'd intentionally been keeping Barb close to cumming, hoping that she'd decide that she wanted to try Dave's cock and now that she was riding him I knew that she wasn't going to slow down when she got close and if anything, I could see her speed up. If possible, I wanted Gail to cum close to the same time Barb did so as Barb got closer, I got one finger nice and slippery from her pussy juice and reached behind her ample ass and let it push past her pucker and slide inside.

As luck would have it, she must have been pretty close too and within about 15 seconds of each other they started cumming. Barb was much quieter but just from her sudden erratic movements I could tell she was cumming which was all it took for me to start shooting inside Gail. My finger in her ass and the feel of me cumming set her off with a string of louder "Fuck, yes.... feels.... sooo..... good!"

I wasn't sure but just as she came I thought I heard Dave grunt out a simple "Yes!" and from the look on Barb's face he must have been cumming too.

After her orgasm ended and Gail slowly relaxed and lay down beside me, we both looked over at Barb sill riding Dave's softening cock and sure enough his crotch and the bed around his hips had the same wet spot that had been around his head earlier and even as we were watching Barb came again and this time instead of just hearing it we were able to see the stream of her juices running down between them. Tentatively, Gail put her fingers between them for a few second before pulling them back and licking them off. "You taste good! I can see why Dave enjoyed it so much earlier."

As the four of us lay there, totally satisfied and enjoying whatever thoughts we had, Barb spoke up first, "I'll admit I've thought of doing something like this but never thought it would happen. Now that it has, I'd certainly like to try it again sometime."

Gail looked at Dave, then me, then Barb and said, "well, I'm not sure about you guys but I'm too tired to do more tonight but how about tomorrow night?"

We all quickly agreed and the final plan was that we'd get together right after lunch, lay on the beach and enjoy some drinks, maybe do some snorkeling, have supper together again and then go back to one of our rooms to play. With everything settled, they got dressed and headed back to their room. Once they were gone, Barb said she was going to take a shower but when she bent over to pick her nightgown up off the floor I could see a thin trail of Dave's cum running down her leg which got me hard again almost immediately. Not wanting to waste a good hard on, I moved up behind her and suggested she bend over the bed. It didn't take her long to figure out what I was thinking and then I was sliding my cock into her very wet, slippery, cum filled pussy. Usually if I get hard enough to go again I can last for a fair while but tonight it was only about 10 minutes of fucking before I exploded into her pussy. I hadn't felt her cum but when she moved, I could see a bit of a puddle on the floor at the end of the bed so I knew she'd cum at least once as well.

I could almost have just curled up with Barb and gone to sleep but Barb still wanted a shower and I decided I'd take one too. Normally if we showered together there'd be lots of touching going on and sometimes more but tonight all that happened while we washed was me putting my arms around her, pulling her tight against me and we spent the next few minutes just kissing and holding each other before going to bed.

The next morning after we were up and had breakfast, I could see Barb messaging away with Gail with a smile on her face. I really didn't need to know what they were texting to know it likely had something to do with getting together that evening but the last line I saw certainly made me curious. It was from Barb to Gail and all it said was, "I'm not sure but by all means see what he does."

Rather than ask, I figured I'd leave it as a surprise and we started our day. By late morning it had clouded over and by lunch it was raining with no sign of it stopping. We were sitting on our balcony trying to decide what to do when a Facebook message came in from Gail, "Looks like the beach and snorkeling is off the list - so why don't you come down to our place and we'll make it an afternoon of play rather than an evening?"

Barb looked at me and I readily agreed so we headed down to their resort. When we got to their room, Dave answered the door in a robe which he promptly dropped as soon as the door closed behind us and Gail game out from the bedroom already naked. With a big smile she said, "We figured there wasn't much sense in getting dressed just to get naked again...care to get naked and join us for a drink or two?"

We stripped off and it felt oddly comfortable with all four of us naked, talking and having a drink but at the same time I know we were all enjoying looking at each other's nude bodies as we did. After a couple of drinks, Gail said, "Last night you guys did such a great job of giving us oral, we thought it was only fair that you got some tonight" and told us to go into the bedroom and lay on our backs on the bed. When the ladies joined us, Gail straddled me and gave me a nice long, hot kiss before moving down to take the head of my cock into her mouth and at the same time Barb did the same with Dave. I quickly realized that while Barb gave good head, Gail gave great head. She alternated between just licking/sucking the head, slowly taking it all into her throat (something Barb had never been able to do) and then giving a couple of fast, full length bobs until she went back to just licking the head. As she did, she tentatively pressed a wet finger against my ass and when I moaned and pushed back she took that as a yes and started sliding more and more of it in. It didn't go in as easy as mine had into her ass but eventually it was all the way in and when she curled it just right she was able to hit my prostate with it. While I enjoyed a bit of anal play, Barb wasn't into it that much so I was fully enjoying the sensation of being sucked and fingered at the same time. Eventually I could feel an orgasm getting closer and just to be sure I didn't step past any boundaries I let her know but all I got was harder sucking and a second finger in my ass alongside the first one.

The combination of the two was all it took and the next thing I knew spurt after spurt of cum was shooting into her mouth. I was somewhat expecting her to swallow - what I wasn't expecting was for her to move up and give me a deep kiss and at the same time letting some of my cum slide into my mouth. It was something I'd seen on a few videos and it always turned me on but had never actually done it because any time I mentioned it, Barb said it looked too nasty and honestly, I wasn't sure it would be as much of a turn on to do as it was to watch. It caught me off guard but I quickly recovered and kissed her back, allowing my tongue to slide past hers and taste a bit more of my cum.

Any thoughts I had that it would be gross quickly disappeared and soon Gail and I were sharing my cum until between us it had all been swallowed.

Barb generally didn't even enjoy me cumming in her mouth so I was happily surprised when she pulled away from Dave's cock long enough to say, "Fuck that was hot!" and then to me "You don't mind tasting your own cum?"

"At first I wasn't too sure but if anything, it was actually better than I thought it would be."

"You've mentioned swapping cum before but I didn't realize how hot it could be, after seeing it maybe I'll try it sometime."

I didn't want to say what I was thinking but Gail apparently didn't mind as she said, "Well, right now's as good a time as any - I'll bet Dave's not too far from cumming."

Barb looked at Dave who smiled and nodded then she looked at me. I wasn't quite so fast to nod but when I did, she smiled and soon she was back to licking and sucking his cock with an enthusiasm I hadn't seen since we were dating.  I could see the expression on her face change when he started cumming and seemed to be a long time before his body relaxed and his softening cock slipped out from her lips. Just seeing him cum in her mouth was a huge turn on and even more when she moved up to kiss him. He was more enthusiastic than I'd been and as soon as their lips met, his tongue was parting her lips to taste the cum that was waiting there.

When they finally parted again, Barb said "Wow, Gail and I were chatting about this and when she told me that she often swaps Dave's cum back with him and that they've even done it with another guys cum as well, I got really turned on so she said she'd see if you'd go for it when we got together today. I wasn't so sure but she seemed to think you would."

After a quick pause, she continued with "Until today I never really thought about it, have you ever thought of tasting another guy's cum?"

"Well, before today I'd have said no but after all, I'm the one that told you that this trip might be the one to try new things so I wouldn't rule it out."

As we lay on the bed and rested for a few minutes, we all agreed that it had been a great time so far but there was still lots of afternoon left to enjoy. As we talked, Barb and I started touching/kissing each other and so did Dave and Gail. Soon Gail said to Barb, "I don't know about you, but I'm good to play some more - shall we see if we can get these guys hard again?"

"Mmmm, that sounds like a good idea."

"What usually gets Chris hard again?"

"Not sure why but going down on me usually gets him hard and so does getting sucked. What gets Dave hard again?"

"Then a combination of the two for Chris should do the trick just fine. For Dave - almost anything gets him hard but if you look in the top drawer of his nightstand you'll find something there that'll help."

Barb opened the drawer and pulled out a very realistic looking vibrator. "Ah, so watching me masturbate will get him hard again?"

Gail laughed a bit and said, "I'm sure it would, but he'll get hard a lot faster if you use it on him"

"What? You mean in his ass?"

Before Gail could answer, Dave spoke up with a smile, "ya, a lot of guys don't like it but I enjoy it."

He could tell Barb was still a bit shocked so he continued, "Here, let me show you" and with that he grabbed a bottle of lube. Once he had a couple fingers nicely lubed, he eased them in and out of his ass a few times and then took the vibrator and pressed the head against his slippery pucker, just hard enough for it to start to open his asshole and then back out again. He repeated it a few times then said, "Go nice and slow but you can take it from there."

"But I don't want to hurt you!"

"You won't - just go slow and easy at first. If you feel resistance just stop for a sec and then keep pushing gently. Don't worry - it's not the first time I've had a toy there."

Hesitantly Barb took the vibrator and gave a quick 'ooooh' as the first bit of it slid inside and that was followed by a quick "Ahhh" from Dave as more of it slid in and his cock started to harden.

I couldn't help but watch as the vibrator disappeared inch by inch into his ass and then reappeared as Barb pulled it back out. Apparently, my cock gave a few twitches because I heard Gail say to Barb, "Hmm, looks like your hubby likes the idea too… maybe you should try it on him sometime."

"I just might - it's exciting to be the one doing the penetrating for a change." By now she was getting more comfortable with the idea and started fucking him harder and faster. Each time the vibrator slid back in, his cock hardened even more.

"Looks like it's working! Keep doing him just like that for a bit and whenever you're both ready get to it while I see what I can do as far as getting your hubby hard again."

With that said, she moved over me and took me my slightly firm cock into her mouth at the same time she lowered her pussy toward my face. I grabbed a pillow to help hold my head up near her pussy. As soon as I started licking her, I could feel myself getting harder and soon I could feel the head of my cock pushing against the back of her throat.

Hearing a "Oh fuck yes!" from the other bed, I did my best to look over but all I was able to see were one of Dave's knees on the bed and part of Barb's side so I guessed that she was on her back and he'd just slid into her.

The extra stimulation was all that it took to get me the rest of the way back to full hardness and I could feel her throat accepting me more and more of me until she finally pulled away saying, "I loved the feel of you getting harder and bigger in my mouth but now I want it in my pussy - how do you want me?"

Looking beside us, I could see Barb was indeed on her back and Dave had her legs held up so he could get nice and deep. "How about just like Barb is...that looks like fun!"

As Gail moved onto her back, I looked over at my wife and the look of total pleasure on her face was an even bigger turn on than knowing I'd soon be fucking Gail again.

What a view I had - Gail's big tits lay beautifully on her chest with her little nipples rock hard. Her legs were wide and up over my shoulders which opened her pussy just enough for me to see the wet pinkness inside. Having already cum once, I wasn't in any big hurry and when I looked over I could tell neither was Dave. We were both taking our time sliding in and out of our ladies, occasionally stopping to either kiss them, lick/suck their nipples or play with their clits. I'm not sure how many times I heard Barb cum but I know Gail came at least 3 times before she looked over at Barb and said, "Are you ready to get on top?"

When I looked over at Barb, I wasn't sure but there was a bit of an unsure look on her face but that quickly cleared and she said, "Sure, let's do it!"

I was fine to relax and let Gail do the work and work she did - I could tell she wasn't trying to make it last, she was trying to make me cum and from what I could see of Barb riding Dave, she was trying to get him off as well. The ladies must have been keeping an eye on each other because they timed the speed and amount of their thrusts until Dave and I both came within seconds of each other. If I'd been 20 years younger I'm sure there would have been more cum but it felt so good that I came almost as if it was the first time that day. When my cock finished twitching, Gail gave me a nice long kiss and then said to Barb - "so...switch or not?"

Again, I could see an unsure look on Barb's face, she thought about it for a couple of seconds before replying, "Hmmm, maybe next time."

Gail just smiled and said, "OK" before leaning forward to kiss me whispering "I hope you enjoy this, I know I'm going to!" With that said, she shifted up so that her cummy pussy was right over my face. Before our trip I would have hesitated but with what we'd already done in the last 2 days, I think she was a bit surprised when I grabbed her hips and pulled her pussy the rest of the way down to meet my tongue.

At first there was only a slow trickle of my cum and I was actually enjoying the taste of my cum mixed with her juices when I heard Barb say, "Damn that looks hot, now I'm wishing I'd said to switch first!"

"No problem," was Gail's reply and before I knew it the ladies had switched and now Barb's pussy was on my face. Again, it tasted different but instead of turning me off, knowing it was Dave's cum actually turned me on.  I was just starting to think that maybe there wasn't that much more and then Barb started cumming. With each contraction, more of his cum was pushed out as well as a squirt from her and I happily licked everything up.

I had no way of seeing what Gail was doing but could fairly easily hear her, "That feels so good, lick my pussy and get the cum out!"

After a few minutes both ladies had been licked clean and pretty much collapsed beside us on the bed. Looking back and forth at Barb and Gail I said, "I'm thinking the two of you were planning this all day weren't you?"

Barb looked at me and said, "I hope you didn't mind - when Gail suggested it, it sounded so hot that I really wanted to try it. At first, I was just going to see what it would be like to have Dave eat me after he came but knowing you were at least open to tasting another guys cum I wanted to try it. I hope you're ok with it."

"I feel like I should be upset that you plotted something like this behind my back - but if any other plans you have are going to be that much of a turn on feel free to do more planning!"

Obviously relieved that I enjoyed it too, she gave me a big kiss and said 'Thank you!"

Gail got up and got everyone a drink and we lay there naked on the bed and talked for a bit. By now it was almost 3 o'clock and Barb had a massage booked for 3:30 so unfortunately, we had to leave but said we'd definitely be good to get together again after supper.

Once we were back in our room, we had a shower and Barb headed to her massage. When she came back, she sat on the couch beside me and said, "The last few days have been so good but so unexpected. I've enjoyed things that I never even thought I'd try let alone enjoy and pretty sure a lot of it was new for you too. I'm not saying I want to do this every weekend but right now I'd certainly be open to seeing if there's any couples at home who'd like to get together for the same kind of fun, if you'd like to too of course!"

I pulled her close for a nice long hug and kiss, "the last few days have definitely been a bit wilder than we've been in a long time and I'm totally surprised - in a good way - with how much you've been open to doing. I'm pretty sure that Dave and Gail are leaving tomorrow - is there anything you'd like to try with them before they go?"

I knew Barb well enough to know she was thinking of something but wasn't sure she should say it so I prompted her with, "It's ok...just because you think you'd want to try it doesn't mean we have to or that they'd be interested and whatever you're thinking I'm most likely open to."

That seemed to give her the courage to say, "Thank you. I've been thinking of that Gail said after I'd squirted on Dave and when I do I get kind of excited but I'm not sure it's something I'd really want to try."

Now that certainly got my interest and I couldn't help but ask, "What did she say that got your interest?"

Almost shyly, Barb answered "Well, when she got some of my cum on her fingers and licked it off she said it had an interesting flavour and since then I've been thinking.... ummmm.... well I've wondered if it would feel any different with a woman licking me than a guy."

Wow! That wasn't something I was expecting and quite honestly didn't think she'd be interested in as she'd never shown any interest in any lesbian scenes in any porn we'd watched but the thought was a huge turn on. Trying not to sound too enthusiastic I said, "Well, if you want to find out what it would be like, I'd say tonight would be a perfect time."

"I'm not sure I'll actually go through with it, maybe it's not something she's into."

"If she's not, I'm sure she won't be offended at the suggestion." That was my loud voice, my quiet voice was going, "I really hope she's open to it, I'd love to see you getting oral from another woman."

With the thoughts of the two ladies playing together running through my head, it seemed like forever until we'd had supper, had a shower and were waiting for Dave and Gail to arrive. When they got there, we were the ones in our robes that were quickly dropped once the door shut and they were the ones stripping to catch up but soon we were all happily laying on the bed touching and teasing like we'd done each time before. Gail must have noticed that Barb was thinking about something and when she asked, Barb started to blush a bit and mumbled, "I... um...nothing" and then looked at me for help.

"Well, after we got back earlier we were talking and Barb mentioned she'd been thinking of what you said about the flavour of her cum."

"Ok," then looking back at Barb she said, "that sounds interesting - I'd love to hear what you were thinking."

With more confidence she said, "Well, I've been thinking about it ever since and wondering what it would be like to have you lick me after I've squirted from fucking one of the guys" she paused and then continued, "if you'd like to of course."

"Well, not really."

With that, the look on Sarah's face went from shy and excited to sad and worried but then Gail continued, "What I'd really like to do is be the one to make you cum with my tongue and then feel and taste you squirt."

Barb did her best to pout and said, "That's not nice, you had me worried that I'd upset you!"

Gail smiled and said, "Not at all - in fact I'd asked Dave earlier if he thought you'd be interested in seeing what a woman's tongue could do for you."

"Well...now that we know we're both interested - how about right now before I chicken out?"

That got an even bigger smile from Gail as she lay back on the bed and said, "Go for it, I've been looking forward to tasting you since we met and I'd love you to cum on my face the way you did on Dave's!" and hearing that Barb straddled her head and was soon moaning as Gail pleasured her with her tongue with Dave and I half laying there watching them. Just watching and hearing the two of them had me totally hard and glancing at Dave, I could see he was hard too. As much as I wanted to join them, I also wanted Barb to be able to focus on what Gail was doing. I was so focused on them that I didn't notice Dave move until I felt a hand on my cock. I looked quickly at him and he just smiled and raised his eyebrows as if to say "Well?"

I just nodded and soon I was feeling another guy stroking my cock for the first time and while it was a bit of a surprise, it also felt really good. As he stroked me, Barb was moaning more and more until we all heard her moan, "Don't stop I'm going to cum" followed almost immediately by another moan as she tensed and said, "yes, yes, yes". She stayed still on Gail’s face for a bit more, I'd guess because Gail was licking up everything she could.

It wasn't until she finally swung a foot to the floor and shifted so she was partly standing and partly kneeling on the bed that she noticed that Dave was stroking my cock and Gail turned her head enough to see too.  I wasn't sure what Barb's reaction would be but from the grin on her face she was enjoying the view.

"Wow, that was great Gail, as much as I love getting oral from a guy it was really good feeling your tongue pleasing me until I came."

"I'm glad, you're the first squirter I've ever given oral to and I loved every gush I got. Maybe Chris would like to find out what it feels like to get head from another guy."

All three of them looked at me and as much as my mind was saying no, the sudden twitch in my cock said otherwise so with a quick nod, I lay beside Gail and Dave moved so that he could take my cock into his mouth. I had no idea whether I'd like it or not but once I was able to focus on how good it felt rather than it was a guy doing the sucking it wasn't long before I realized that he was just as good as Gail had been. He wasn't able to take all of me into his mouth but as he sucked what he could take, his hand was stroking the rest of my shaft and the combination of seeing Barb get eaten by Gail and his oral skills was enough that I could feel a good orgasm building.

When I looked over at Barb and Gail, they were both watching what Dave was doing and Barb was also exploring Gail's body. I watched as she felt and rubbed her nipples with one hand while the other was slowly stroking over and around her pussy and as Dave continue sucking me, she started sliding a couple of fingers into Gail's pussy.

 I wasn't sure if he wanted me to cum in his mouth or not but when I said I was close, he started sucking even harder until I exploded in his mouth. As I finished cumming and started to soften, he let my cock slip from his lips with a soft 'plop'. I was pretty sure he hadn't swallowed and when he moved up and looked at me I could tell he was wondering if I wanted to share it. As much as I'd enjoyed everything else, I wasn't ready to kiss another guy so I shook my head slightly so he just smiled and moved to Gail who eagerly kissed him and swapped the load I'd shot into his mouth.

While he was kissing his wife, Barb looked at me and simply said, "our turn?

I'd certainly been thinking about what it would be like to see Barb going down on Gail but I wasn't so sure I wanted to do the same with Dave. Of all the things I'd imagined doing in a foursome, sucking on the other guy wasn't one of them but here I was not only in a situation where it could happen I was seriously considering it.

I figured I'd take things nice and slow and could always stop if I got too uncomfortable so I reached over and took his cock in my hand. When he felt me start to slowly stroke him he just nodded and lay back to give me better access. It didn't take long for the first drops of precum to start oozing from the tip. Curiosity got the better of me so I gathered some on my fingers and licked it off and found it tasted almost identical to how mine did any time I'd done the same with my precum.

I could see both Barb and Gail watching intently and fingering each other at the same time so I kept stroking and when the next few drops of precum built up enough to start running down his shaft, I leaned forward and licked it off. At the touch of my tongue I could feel his cock twitch which made me comfortable enough to start licking the whole shaft and then take the head in my mouth and suck on it which got a pleasurable "mmmm, yes" from Dave. Seeing as I'd been the one to tell her a few days ago that this might be a good vacation to 'try something new" I figured there wasn't any sense in stopping there and when I looked over at Barb, she mouthed a silent, "Go for it!".

Knowing that she was enjoying watching and Dave was enjoying what I was doing was enough for me to start sucking on the whole shaft, taking as much as I could into my mouth until there was only an inch or so left. Having gotten head from all three of them, I knew what I'd enjoyed most and was soon sucking on the first half of his cock while I stroked the bottom half with my hand. After a few minutes of that, he was moaning and shortly after that I heard a quiet, "Gonna cum soon". I knew I had a decision to make and decided I might as well go for it so I kept a constant suction on the head while I stroked his shaft and almost immediately I felt another guy cum in my mouth for the first time in my life. There was more than I expected but the taste wasn't too bad so I kept sucking/stroking until he finished cumming. I looked over at Barb and she wiggled her finger in a 'come here' motion so I quickly moved over to kiss her and share Dave's cum with her and then I switched and kissed Gail to share the rest with her and then the two ladies kissed to share any that they still hadn't swallowed.

When we all finally parted, Dave looked at me and said, "Was that the first time you've sucked a guy?"

With a slight grin I said, "Yup!"

"Well, I wish Gail had been that good the first time she sucked me - you were good."

Hearing that took away the last bits of doubt that I'd made the right choice and when I felt the bed shift and looked over, Gail had moved to lay back with her legs spread and Barb was starting to kiss a path from her nipples down to where her fingers were busily sliding in and out of Gail's pussy. After every few strokes of her fingers, Barb would pull them out, lick them off and slide them back into Gail's pussy. It didn't take long for her tongue to end up right where her fingers were. When she got there, she stopped long enough to look at me then winked and tentatively ran her tongue the full length of Gail's pussy which got an immediate, "Mmmmm, yes!" from Gail. Just as I'd gotten more comfortable sucking Dave, Barb was quickly getting more comfortable licking Gail and soon she was going back and forth between rubbing Gail’s clit while she licked and tongued her pussy and then switching so she was licking her clit while she fingered her. At first it was just two fingers but by the time Gail was moaning that she was going to cum, Barb was sucking on her clit like a mini cock and thrusting four fingers in and out of her pussy. It didn't take long until Gail was moaning and telling Barb not to stop until she'd cum and I was pretty sure that Barb had no intention of stopping yet.  Less than a minute later Gail started moaning even louder and thrusting her pussy up against Barb's face as she came. I'm not sure if she had one long orgasm or a few smaller ones all together but when she finally relaxed she said "Oh my God! That felt amazing!"

I'd been so busy watching them that I didn't realize until Gail looked over and said, "Well, looks like that show certainly got the guys hard again!" and when I looked down and then over I could see that both Dave and I were respectably hard again.

Looking at the two of us, Gail said "instead of just 1 on 1 are you guys open to more of an 'all on all'?"

Barb and I both nodded and that started the next round of fun. For the next hour or so we were a somewhat tangled group of bodies. We started with Barb on her back, sucking Dave while Gail licked her pussy and I fucked Gail from behind. When Barb came and squirted we switched so Gail was sucking me while Barb licked her and Dave fucked Barb from behind. Barb didn't squirt again but she certainly came again. Having just cum a while ago, both Dave and I were holding back just fine.

Eventually we ended up with Dave on his back with Barb riding his face and Gail riding his cock which also let the two ladies play with each other’s nipples. I tried standing kind of between Barb and Gail so they could take turns sucking my cock but that wasn't an easy balance so I moved behind Gail and reached between her and Dave so that I could play with her clit. That got her moaning even more and remembering that she'd enjoyed me playing with her ass, I leaned far enough forward that I could start kissing her ass and slowly moving my kisses toward her pucker. When I ran my tongue over the tight ring of her ass she moaned even more. After tonguing her ass for a bit to make sure it was nice slippery both inside and out, I replaced my tongue with a finger. By the time I had two nicely wet fingers in her ass, I was wondering if she'd go for more. She must have read my mind because she quit eating Barb long enough to say "lube... nightstand."

I stopped and grabbed the lube which made the entry of my third finger much easier. When I she was able to take those three easily, she stopped again and said, "that feels great but I'd really prefer the real thing, just go nice and easy."

Now Barb didn't like any anal penetration so I was quite happy with her suggestion and with a bit more lube I was easing my cock into a woman's ass for the first time in years and the very first time I'd been in a woman's ass when she already had another cock in her pussy. It was very snug and I took my time, easing a bit more inside her with each slow stroke until I was fully in her ass. I was surprised that I could actually feel his cock moving as I slid in and out of her ass but if anything, it added to the pleasure.

This time I think it was Barb that started the chain reaction. She was getting louder and louder until we all heard, "Fuck ya!" and could see the trickles of her juices running off Dave's face and chest as she reached orgasm and squirted as she came.

That triggered Dave to cum and I could easily feel his cock pulsing against mine through the membrane that separated us. I'm not sure who came next but it could have been either Barb or I because I felt her ass clench on my cock as she came just as I erupted into her ass. Dave and I were still hard enough to keep thrusting until she moaned, "Fuck that's awesome!" and came again.

There wasn't any 'neat' order to how we lay down, in fact we pretty much collapsed into a pile and then slowly separated. We relaxed for a bit, then I grabbed drinks so we could rehydrate and we chatted about how great the last few days had been. Dave said that they tried to keep their adventures to either vacations or a small group of friends and wondered if we were interested in being part of that group. Before I could say anything, Barb somewhat surprised me with a "Sure!". Unfortunately, Dave and Gail had an early flight out the next morning so reluctantly we called it a night and after a few last-minute hugs and kisses they headed back so they could get everything packed.

It wasn't long before Barb and I were asleep either and as we slowly woke up the next morning Barb said, "Have the last few days felt kind of like a dream to you?"

I chuckled a bit and said "They have - but a very good dream."

"It's certainly been an amazing few days. I've done and seen things I never thought I would and enjoyed it all, how about you?"

"Me too. It's going to feel a bit weird going back to a 'normal' vacation now that they're gone."

"I know, I was thinking about that but just because they're gone doesn't mean it has to be totally normal. We can still do some of the things with each other that we enjoyed with them and I'm really looking forward to getting together with them again sometime once we're back home."

I rolled over and pulled her close for a nice long kiss and said, "So... just what kind of things do you want to keep doing?"

"Well, for today I was thinking of just enjoying a day together - grab some sun, a few drinks, do some snorkeling and go out for a nice supper. For tomorrow.... you'll just have to wait and see."

"That sounds like a plan for today and tomorrow - how about for right now we start with some sex?"

She smiled and said, "I like that idea too!"

Nothing more needed to be said and we spent the next hour or so making love - nothing different, nothing kinky, just good old-fashioned sex until both of us were totally satisfied and happily exhausted. The rest of the day went exactly as planned and we were nicely tired that evening so after a bit of tv, we curled up in bed holding each other and went to sleep. When I woke up, I looked over at Barb and found she was already looking at me with a sexy smile. "So, seeing as you're already awake, how about you tell me what you were thinking of for today that you weren't going to tell me about before?"

With that her smile got even bigger and she said, "Well, among other things I was thinking of maybe a little ass play to start our day."

"Mmmm.... I like how you're thinking - why don't you roll over onto your belly and I'll start with some nice kisses and we can go from there?"

"Well" and she stopped for a couple of seconds, "I was actually thinking of playing with your ass, not you playing with mine."

That wasn't exactly what I was thinking but I'd seen how much she enjoyed using a toy on Dave so I wasn't totally surprised and said "sure, let's try it". When she heard me agree, she rolled me onto my back, climbed on top of me and spent the next few minutes kissing me and grinding against my hardening cock.

After I was nicely hard, she pulled away and grabbed a bit of lube and a toy that I sometimes used to warm her up. When she came back to the bed she started kissing and licking my cock and at the same time she started sucking on it, I felt her well lubed finger pressing against my pucker. She was gentle but it still took me a minute or two to relax enough that she could slide the whole finger inside me. When I got used to that, she went to two fingers and when they slid in and out easily she looked up and said, "Ready?"

Some things you're just never 'ready' for and I think this was one of them but I nodded anyway and her fingers were replaced by the head of the vibrator pressing against my rear entry and the vibrations felt weird and yet really good at the same time. Even with the fingers and the lube it wasn't easy and I had to get her to slow down a couple of times until I could relax enough to take a bit more. Just when I felt the head pop in and thought everything was good, it only went in another inch or so before it stopped moving. When I pulled back a bit, Barb stopped pushing and asked if I was ok. I said it hurt a little and suggested she use a bit more lube. She put some more on the toy and some more on my ass and that seemed to do the trick because when the head went back in, the whole toy slid in with little difficulty so she went back to licking and sucking my cock while she fucked my ass with the toy. When she bent forward to take my cock back into her mouth, the angle must have changed because the next time she slid it in, I got what felt like a mild electric shock from where it touched inside me right to the tip of my cock. It was way more intense than when I'd felt one of Gail's fingers hit my prostate before and the "Yesssss" I let out told Barb to try it again.

With a bit of trial and error, she found exactly the right angle to hold it at so that it touched on every in stroke and when it did both Barb and I could feel my cock twitch. I wasn't in a hurry to cum and she was enjoying trying something new with me so we kept going like that for a bit.

When my whole body stiffened suddenly, she looked up and the look on my face must have told her something was up and when she followed to where I was looking, there was a very shocked looking maid standing in our bedroom doorway. Apparently, we were having so much fun we didn't hear her knock. She must have figured the room was empty so she'd let herself in to clean and now she'd been standing there watching my wife fuck my ass with a vibrator at the same time her mouth was bobbing up and down my shaft.

That brought everything to a screeching halt and both of us were stammering apologies as we grabbed a sheet to cover ourselves. We'd talked with her a few times before - once when she came in to clean and a few more in the hall or the elevator. Her name was Tessara but she said it was easier to call her Tess. Whenever we'd had really hot sex (either by ourselves or with Dave and Gail) and the sheets really needed changing we'd left her a nice tip and the next time we'd see her we always got a smile and a wink. She wasn't really young, I'd guess in her mid to late 30's, spoke fairly good English and her dark hair and eyes gave her a very sexy look. Of course, having a nice sized but firm ass and usually a thin bra covering her B cup breasts certainly added to the sexiness.

As her shock wore off, so did our embarrassment and finally I managed to stammer out "I'd imagine you've seen things like this before."

"Yes, but never doing what she was doing with you."

"I hope you're not upset."

She smiled and said, "no, not upset. Maybe I shouldn't say but it actually looks hot. Now I'll be...how do you say 'horny' for the rest of the day."

Even with the darker skin we could see she was a bit flushed and her nipples were showing beautifully through her top.

Before I could say anything else, Barb said "Well, if you'd like you could always join us..."

With that she smiled and said, "That would be fun but I've got lots of rooms to do...maybe I could leave yours until last - about 3?"

Barb looked at me and when I nodded, she said "we'd love to have some company when you're done."

After she left, we picked up where we left off but I know I was already thinking of Tess joining us and I'm pretty sure Barb was too. It didn't take long for me to explode in Barb's mouth and while I was almost hoping she'd share some with me, she just smiled and swallowed. I was all for returning the oral but she just smiled and said she was good to wait until later.

Originally Barb and I had planned to spend most of the day relaxing and maybe spending a bit of time at the beach but knowing that Tess would be back later, we decided to grab a shower, get an early lunch and spend some time at the beach so we could be back to the room when she got there. While we lay at the beach, Barb asked if I'd enjoyed the feeling of the vibrator in my ass and I assured her I had and would be quite happy to do it again.

Hearing my answer, I wasn't too surprised when she said that Tess had seemed quite interested and asked if I'd like to feel her use it on me and I don't think my answer of 'for sure' surprised Barb too much either!"

We'd just rinsed off in the shower and put on our robes when there was a knock at the door and when I opened it, there was Tess with a smile on her face. I'm sure just in case someone was listening she said, "Is it ok if I clean your room now or should I come back later?"

"Now would be fine." and as she came in and the door shut she put down her cleaning things and gave each one of us a quick hug and a kiss. "Lots of guys want me to come to their room for sex and I say 'no' but you are the first couple that have wanted me to join them and I find that a lot more exciting."

When she heard that, Barb couldn't resist asking, "Why, because you like to watch another couple have sex or because you like to play with a lady too?"

We could tell she wasn't sure how she should answer because she didn't answer right away but after a bit of a pause she said kind of nervously, "Well yes to the first part and maybe to the second part. I have only been with a couple of women but I think I would like to try it again and seeing what you were doing with your husband got me excited too" then looked at us to see if we were ok with her answer.

"Well," I said, "We're both ok with you enjoying either or both with us. Barb just had her first sex with another woman a couple of days ago and could likely be convinced to try it again" and when I looked over at Barb she nodded which brought a big smile to Tess's face.

"I am curious, quite often the bed is really wet - I'm guessing that's from sex?"

Barb just smiled and said, "yes - sometimes from sex and sometimes just from Chris using his mouth and tongue on me until I squirt."

With that she looked back and forth between the two of us. "You can cum that much just from him licking you? What I think you call 'going down' on a woman is not common with the men around here. Would you make me cum with your tongue?"

"I'd love to... you just need to get out of those clothes and I'll show you."

Somewhat shyly, she pulled her uniform pants off and her underwear with them and then with a smile she pulled her top over her head and took off her bra as well. As she undressed, both Barb and I dropped our robes on the floor. Tess looked even sexier naked than she had dressed - her nipples and areolas were even darker than her tits and her nipples weren't quite as long as Barb's but looked fatter and totally hard. Unlike Barb, she wasn't shaved smooth but she was nicely trimmed. Once she was naked, she lay back on the bed and as my face got closer to her pussy I could see that her lips were already slightly puffy with anticipation.

This wasn't a 'I'm going to tease you as long as I can' kind of oral it was a 'I want to make you cum now' kind of oral so I licked and sucked on her lips, tongued her pussy and sucked and licked her clit as she moaned in pleasure. In less than 5 minutes she let out a burst of Spanish that I couldn't understand followed by a moaning and body quivering that didn't need explanation or translation. She didn't squirt the way Barb did but as she came there was a noticeable trickle of fluid from her pussy which I happily licked up.

When she'd finished cumming, I moved so I was laying between her and Barb and was wondering where things were going next. Barb must have been thinking the same thing because she asked Tess, "so, you said earlier that you'd never seen a woman use a toy on a man's ass. Would you like to see it again - or maybe you'd like to be the one using it on him?"

When she heard the last part of the sentence, we could both see the excitement on her face even before we heard her slightly shy, "Yes!"

"Well, which one - watch or use?"

With the shy but sexy smile we were just getting used to she said with a bit of hesitation, "Use"

I just smiled and lay back on the bed and very soon I could feel Tess stroking my cock with one hand while she pressed a nicely lubed finger of the other hand against my back entry. I think she was a bit surprised with how easily it slipped in but her hands were a lot smaller than Barb's. I heard Barb whisper, "Try two fingers" and before long I had three of her fingers nicely sliding and out of my ass. When I was obviously comfortable with that, Barb handed her the vibrator and she took her fingers out and then I felt the head of the vibrator easing inside me. I groaned as it slid in and hearing me, she stopped thinking it hurt but when I quickly assured her that everything felt wonderful she resumed sliding it in and out of my ass.

Having seen what Barb was doing earlier, she shifted so as she fucked my ass with the vibrator, she was able to suck on my cock at the same time. While both Gail and Barb were better, it still felt damn good but as much as I'd have enjoyed cumming in her mouth, I was really hoping to feel her pussy clench on my cock as I came in her so regrettably I gently guided her head away from my cock. I didn't want her to think she was doing anything wrong so I said, "Everything you're doing feels amazing but I don't want to cum yet. Would you like to feel me in your pussy?"

With a smile she said, "Oh yes!" and slid the toy out of my ass and lay on the bed. I took a few minutes to enjoy licking and sucking my way from her nipples all the way to her pussy and when she was both nicely wet and moaning from my tongue I moved so I could raise her legs and slide my cock slowly into her pussy. She was far snugger than either Barb or Gail but nicely lubed so I was able to slide in relatively easily. When the head slid inside she moaned a bit and by the time I was all the way inside her she was muttering things in that I couldn't understand. Most of it was Spanish with the occasional 'yes' or 'very good' thrown in. I'm not sure if she was extremely aroused or maybe just came very easily because it wasn't long before she was cumming and with her hands grabbing the sheets, moaning and thrusting up against me she had several more in a row and I was trying to hold back my own orgasm. I was trying my best to hold off cumming and was doing a fairly good job until I felt Barb push the head of the vibrator against my ass and as I pulled back from Tess's pussy the next time, she slid the whole thing into my ass. The feeling was incredible and I was doing everything I could not to cum but that totally fell apart when Tess started cumming again. The contractions of her pussy on my cock at the same time as I was feeling the vibrator being thrust in and out of my ass put me over the edge and I'm pretty sure I shot more than usual.

I kept myself inside her as long as I could but eventually I softened enough to slide out with a trickle of my cum following my cock. I could see Barb watching my cum ooze from Tess's pussy but before I could suggest it, Barb shifted again until her face was right over Tess's crotch and then she tentatively licked up some of my cum from her slit.  Obviously finding tasty, she continued licking and each time she did, a slight moan came from Tess.

It only took a few minutes of Barb licking her before she started cumming again except this time instead of several small orgasms it seemed to be just one long, hard one. When her whole body relaxed, Barb looked up at me with a big smile and with no hesitation I pulled her to me so I could enjoy the taste of both Tess and myself from her mouth.

After a few minutes of intense kissing, we joined Tess on the bed with one of us on either side of her. While we rested, Tess said that she'd never cum like that before but she'd certainly love to again and we both agreed we'd love to have her join us again.

Tess was able to join us a couple more times before we had to leave and each time was just as hot as the first. I did my best to make up for the local guys not liking to give their partner oral because I ate her at least once and sometimes two or more times each time she came over. 

The last time we got together we'd had a great evening of sex - mostly me with Tess and Barb but there was certainly a bit of light play between the ladies as well. I'd already cum twice and the ladies a whole lot more than that. We were just lying there relaxing and touching a little when out of the blue Tess asked if it felt good to have a vibrator in my ass. I told her it certainly did and was expecting her to ask if I wanted her to do it again so I was a bit surprised when she said that she'd never had anything in her ass but since she'd used the toy on me, she'd been thinking of trying it.  Of course, I happily offered to show her but she said she wasn't sure she wanted something the size of my cock in her ass but thought maybe the smaller vibrator would be ok. With a smile I said I'd love to do that too but she shot that down too when she said she'd be more comfortable with Barb being the one to do it seeing as she'd already seen her using it on me. At least I was able to watch as Tess lay on her back and Barb did exactly what she'd done with me the first time - first one finger, then two. I was enjoying watching but didn't want to just watch so while Barb was fingering her ass, I was sucking on her wonderful, dark nipples and playing with her pussy. When Barb started easing the vibrator into her ass, I moved so I could lick and kiss her clit at the same time which really seemed to take her mind off the toy that was slowly penetrating her ass for the first time.

It was only a matter of time before the combination of toy and tongue got her to the point of cumming and as she came, neither one of us stopped what we were doing and took her from one orgasm to another like waves at the beach. When she came down from the first series of orgasms she was moaning something in Spanish that neither one of us understood but there was no mistaking what she wanted when she moved away from Barb, rolled over onto her knees in front of me and reached back to spread the cheeks of her ass nice and wide.

As much as I loved the idea of sliding my cock into her ass, I wanted to be totally sure that's what she wanted so I just teased the entrance with the tip of my cock. When she pushed back and forced it inside, I knew we both wanted the same thing. I was bigger than the vibrator but she was well lubed, slightly stretched and nice and relaxed so it only took a few strokes to get my whole length inside her ass. As I fucked her ass, Barb started playing with her nipples and pussy until she started cumming yet again. To feel, see and hear this beautiful Spanish lady cumming was amazing. Her hands gripped the sheets, her whole body shook and her ass was clenching on my cock like the grip of a hand. I said something about going to cum and when Barb heard me, she looked at me and said, "how about on my face?"

That was something I'd always wanted to do but it was also something that Barb had always said she thought was too nasty to try so I figured that I'd best go for it before she changed her mind. I pulled out of Tess's ass and moved so I could stroke myself right over Barb's face. When Tess realized what was going to happen, she smiled and took over stroking me. That was enough for me to blow and soon there was shot after shot of my cum on Barb's face. When I finished, Barb reached for the sheet to wipe it off but stopped when Tess decided to take charge. She slowly moved both of Barb's arms to the side and held them there while she brought her face closer and closer to Barb's until she was able to kiss and lick her face until every trace of my cum was gone and then they started kissing and I wouldn't have been surprised if there wasn't a bit of my cum being swapped at the same time.

Unfortunately, Tess had to go as she was starting early the next morning but we exchanged contact info and promised to stay in touch electronically until we could hopefully get back in touch physically.

Like every good vacation, ours came to an end a couple of days later but it was a lot easier knowing that not only had we both found some new things to enjoy in bed but we also could look forward to being able to meet with Dave and Gail again once we were back.

Published 
Written by happy2bbare

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