Most recently, and as a departure from our new norm, our family vacation in the Caribbean turned into quite the memorable trip. In an effort to get away from the chill and give my wife a well deserved spring break we took off to the islands, to a nice, upmarket resort that was far away from the hustle and bustle and would give us all a chance to relax and enjoy the sun, beach and just doing not much of anything.
It didn't take long for Emily and her Mom to choose the place - they wanted a resort that was secluded, but close to town, good food and a European connection so all the guests wouldn't be Americans. Initially the plan was for the four of us to go, but her son backed out almost immediately leaving a 'spare seat' which was very quickly filled by Emily. She begged that we invite Amy, her best friend to come with us.
The flight was short, the staff were there on time and the drive to the resort was quick and easy - all of which was a nice way of easing into a week of chillin' out but the anxiety, if there was any, of whether the place was 'as advertised' quickly waned. It was GREAT! Our 'cottages' were four separate luxurious rooms with a private pool just a short walk through the lush gardens from the main complex. It seemed like we were isolated but in fact there were some twenty of these cottages in addition to the more normal hotel like accommodations at the center. The extra expense of the cottage was worthwhile, not just for the privacy but also the morning breakfast service that, in our case was served on the porch adjoining our two rooms.
On our first morning the breakfast came and we all enjoyed it while discussing what we'd do for the day. The consensus was the pool and the beach, some lunch and more pool before dinner. I simply followed the lead of the ladies and we wandered off toward one of the main complex pools which was, as you'd expect, perfect. The attentive staff catered to the whims and wishes, the guests sat and sunned and read and swimmed and we joined them. The sights were tremendous; all these nearly naked beautiful people but even that couldn't keep me still for too long so, a little while before lunch I took a walk to the beach. It wasn't far, perhaps 5 minutes before I saw the great expanse of sand and Caribbean sea and a beach that was almost empty. What did surprise me (although it shouldn't have) was that all the women were topless and some might even have been naked but they were just that little too far away to be sure.
After lunch my wife laid back down by the pool while Emily and Amy floated around and chatted and I read a little enjoying a cold beer. Then, with cold water dripping on me I woke to see Emily standing next to me - and she looked so sexy in her skimpy but decent bikini.
"Dad, you fell asleep" she said
"I guess so" I replied, "and so did your Mom"
"We're taking some towels and going to the beach for a while, OK?" she said. And, off they went with that jaunty, bouncing titties, excited walk.
A little while later my wife woke from her dozing and said that she was going back to the room for a proper nap. I said that I'd stay a little longer and then join her and I'd tell the girls where she'd gone.
I didn't pack up our stuff but after a few minutes I decided to go to the beach again and let the girls know we were going back to the room. I scanned the beach and saw what I thought was Emily about a 100 yards away under one of those 'cabana-beds' that the resort provides. When I got to them I could see that both girls were topless and, as familiar as I was with Emily's magnificent C-cups, I could not help staring or getting that turned-on primal rush in my loins.
"I didn't think you'd go topless" I said.
"Why not?" said Emily, "I've been trying to persuade Amy to as well"
"I'm just not comfortable with it" said Amy. "Don't you think it's, well, a bit weird?"
"No, I don't" I said, "but it's up to you, it's quite natural and look, everyone else is, in fact several people are completely naked."
"Oh, OK then, you win Emily." she said. And she removed her top to reveal what may be even more magnificent boobs than Emily's. It had been a while since I'd seen them and I'm thinking to myself that she must have had a big boob growth spurt since she turned 18.
I sat and chatted with them a while before saying "Your Mom went back for a nap about an hour ago, so I'm going to head back now - see you later"
Walking into the room I saw my wife walking from the bathroom where she'd obviously just taken a shower. She still looked so sexy and she had this air of carefree about her - a combination of the sun, relaxing, being naked with the breeze of the fan and maybe the glass of wine with lunch. It didn't even bother her (and it normally would) that the windows and blinds were open so anyone passing could see. But then, the chance of anyone walking by was so remote.
"You look sexy" I said.
"I do, do I" she replied with a not-so-subtle tone of "Yeah, I know" in her voice. "And so do you" she said as she walked toward me and kissed me in a long, passionate lingering way. She gently pushed me back against the wall and, dragging her hands down from my shoulders, over my chest and thighs, she kneeled down and slowly pulled at my shorts exposing my rapidly hardening cock. She looked up at me and, without a word or moving her hands from my legs took my cock in her mouth.
"Mmmmm" she groaned as she slowly engulfed it and began a gentle rhythm, bobbing her head and bringing me to a rock hard state.
"I love your cock, I love it in my mouth" she said. "It turns me on sooo much and I'm going to do this every day, three times a day at least while we're here"
She continued to suck me and lick me, professing that she "wanted me to explode in her mouth" followed by "I want to inside me" and then "no I want you to cum all over me" and she did this knowingly. With all our time together she knows I like her taking control, and talking dirty to me. It's a rare occasion when she doesn't control it and tell me where to cum, and when to cum. She even likes talking about other cocks and her past experiences like "this reminds me of the time I gave my boss a blow-job at work" or many other stories (and I'm not ever sure how many are real or how many are made up for me).
As she worked on me I just stood there, leaning back in eyes closed pleasure, looking down at her looking up at me and then in (well controlled shock) at Emily and Amy at the open window. The door to their room was opposite ours and there they were watching her Mom working on me and playing with herself. This wasn't a first for Emily but I think it was for Amy and they just stood there watching and listening.
"I want you to cum all over me" she said, "and then I'm going to make you lick me until you're hard enough to really satisfy me".
All this within 15 feet and clear ear-shot of the girls.
And with that she let go of my cock and leaned back a little cupping her tits. "Cum all over me" she demanded opening her mouth. And I did, I jerked my cock the last little bit and looked past my wife at her daughter and Amy while I shot spurt after spurt of cum on her face and tits.
"Wow, you needed that" she said, as she wiped it up sexily with her finger and licked a drop.
"Mmmm, I like that" she said, standing up "now come and rub it all over me and make me all hot and wet."
As I held her hand and helped her up I sneaked a glance at the window to see the girls quietly stepping away.
Dinner that night was filled with very subtle innuendo. Comments and looks from the girls that I understood but flew by wife but the atmosphere was rampant with heated, screwed up, crazy desire - and I think it was more from them than me. The resort was a long way from full but, as you'd expect, the after dinner social scene was casual and we got to meet some of the other guests, some American and others from all over the world. My wife took a real liking to a family from the midwest, an attractive couple with a nice, but rather bored teenage son. Our conversation continued well into the night and, apparently, some of it went way over my head.
Apparently, I say, because when we got back to the room my wife made some comments that really knocked me sideways. The kids had left before us and we walked slowly (and a little gently) back to our room stopping at one especially secluded bench on the path for a passionate kiss. I love it when she wears nothing but her dress, where I can see the natural movement of her breasts as she walks and where I know, even if no-one else does, that under that pretty dress is her lovely, sexy and probably turned-on pussy. As we kissed I pulled up her dress and felt her butt, sliding my fingers to feel her wetness while she squeezed my cock and pushed her hand down my pants.
"Get it out" she said, sitting on the bench. I did, unzipping my pants so she could take me in her mouth. For the rest of the walk back we kept up the arousing so that once safely in our room we ripped our clothes off and fucked and fucked. It was during a lull that she said "You know, I think that Dan and Jodi may have been feeling us out."
"Huh, what do mean?" I said.
"Well, I think they may be wanting to swing a little" she said. "And, from what Jodi told me I think they like to go both ways. I'm not sure what tipped me off to that but tell me I'm wrong and hey, it would be fun wouldn't it? I know you've been with a guy before and, quite honestly, as much as you like to hear about me with other guys I'd like to show you."
The next day started slowly, as vacation days should. After breakfast the girls, and my wife decided to go to the beach for the morning. I left them to it and said I'd join them in an hour or so (vacation or not, there's always a little work that has to be done). When I started thinking about lunch I figured I'd go to the beach and find them and see if they were ready too. I was pleasantly surprised to find my wife laying topless and asked where the girls were.
"Oh, in the water she said, look over there." as she pointed out Emily and Amy walking towards us with their naked tits immediately triggering that feeling in me. Much as I found my wife sexy I could limit that to when it was appropriate, not so with her daughter; EVERY time I saw her tits I got a twinge in my cock.
"So, what do you think about them being topless?" I said, and before she could answer I added "It's kind of strange seeing her like this even though there's been times before at home, she just seems so, what's the word, grown-up."
"Well she is grown-up, she's 18 and when I was 18." She said before the sentence faded away.
The day ambled along with an unnatural lack of urgency punctuated by food and drink and dips in the pool. We talked at inner with Dan and Jodi and while fun, it seemed like the wives were now great friends while us guys were just getting on as normal new acquaintances do. The kids, Emily, Amy and her son were hanging with a few others when we all decided an earlier night was a good idea.