The Aimee & Ashlee Chronicles are a series of stories that detail my life with Aimee and Ashlee in our Polyamory family. Together we have four children. I have two children with Aimee and two children with Ashlee. We have been a family for almost two decades facing a continually hostile attitude towards our lifestyle. The three of us live together with very little jealously among us. Aimee and Ashlee are both Bi and the three of us sleep in the same King size bed together; when we are all together. And, in order to prevent any more additions to our family, I had my vasectomy redone; as well as both girls having IUD’s to prevent any further surprise pregnancies. I know most Polyamory families don’t make it. But, ours have stood the test of time; with great highs and lows just like any family.
A few years ago, Aimee’s father past away; leaving a very large sum of money to Aimee and Keri, Aimee’s sister. Aimee’s father completely cut out Glenda, Aimee and Keri’s mom out of his will. Glenda left him years ago to live the rest of her life as she wanted. Glenda did not need any of the money, seeing that she has three very rich boyfriends who pay for basically everything for her. So, Aimee decided that the three of us should take a trip. Aimee booked us a trip to Sandals Royal Caribbean Montego Bay, Jamaica. I know Sandals are for couples. But, you would be surprised what booking the top tier room with full butler service will get you. Glenda and Christie, Ashlee’s Mom, volunteered to take care of the kids for us. So, off we went. This was going to be our first vacation together in quite some time.
Once we arrived, the beauty and tranquility of the place was stunning. We had five days and nights in their top tier, over the water Bungalow. After a short boat ride from the main resort, we were on a walkway over the water leading to the Bungalows. Ours was on the end, and it was everything you could imagine. Over half of the Bungalow was open air and overlooked the ocean. It had it’s own Infinity Pool, over the water hammock, glass floors inside that over looked the ocean below and it’s own private dock for boats and for swimming, 24 hour room service, and our own private Butler. This place was unreal. After we unpacked and grabbed some lunch, we changed into our swim suits and spent the rest of the day soaking up the sun and the ocean.
The entire back side of our Bungalow opened to the ocean and none of the other Bungalows overlooked ours. So, Aimee and Ashlee decided they were going to go topless. Let me tell you, being with two beautiful ladies who are walking around topless, it is very “hard” on an old man. Both Aimee and Ashlee worked very hard to regain their pre-child shapes. And, let me tell you, they both looked like they were early 20’s. And, our Butler, named Isabel, was this absolutely stunning young lady from Cuba that spoke in perfect English. We decided that we would have lunch in our Bungalow; which Isabel brought to us. If she was bothered by the nudity of the girls, she sure didn’t say anything. In fact, I caught her looking at Aimee’s breasts several times. Even after two children, Aimee looked like she was in her mid twenties.
After lunch, we were enjoying the Infinity pool when Aimee started getting very frisky. I think the combination of the alcohol and the surroundings were having an effect on her. Aimee whispered into Ashlee’s ear. Both girls looked at me as they took off their bikini bottoms and tossed them up on the patio. I decided to join them and took off my swim trunks as well. Aimee kissed me. One of her slow, sensual kisses. As our tongues began to dance, I felt a hand on my very erect cock slowly stroking me. Once we finally stopped kissing, I suggested we get out of the pool. For anyone who have had sex in a pool, you know how much it can hurt after just a few minutes with the water constantly washing off the natural lubricants produced by our bodies.
I laid down on the outside lounge bed as Ashlee laid over my chest and we began to kiss. Aimee took my cock into her mouth and proceeded to lick and suck my cock in one of her patented blowjobs. She would take me to the edge and stop before I would cum. Aimee did this several times before the girls switched positions. Ashlee impaled herself on my cock as Aimee placed her completely bare pussy over my mouth to enjoy my tongue and teeth. Both girls were very accustomed to my large size, and knew how to prolong my pleasure. I could not see the girls, but I knew without looking that they were leaning into each other, kissing and feeling each other’s breasts. I could feel Ashlee quicken her speed on my cock as Aimee’s first orgasm hit as I lightly bit and sucked her very erect clit.
As usual for Aimee, her orgasm made her very wet pussy begin to drip fluid as her orgasm washed over her. As Aimee’s orgasm began to subside, Ashlee’s pussy gripped my cock like a vise as her orgasm hit. Ashlee announced that she was cumming as she began to thrash her pussy back and forth on my cock. The feeling of Ashlee cumming on my cock and Aimee cumming on my tongue was just too much for me to hold back. I raised my butt up off the lounge as I shot several large ropes of cum up inside Ashlee. It was an incredible feeling. The three of us having sex out in the open with the smell of salt and the breeze coming off the ocean was just intoxicating.
Ashlee was the first of to move. She pulled herself off my still erect cock and laid down beside me on the lounge bed. Aimee took advantage of Ashlee’s position and got off my face and knelt down in between Ashlee’s spread legs. Aimee began to lick and suck our combined fluids coming out of her pussy, which caused Ashlee to start moaning again. And since I was still rock hard, I got up and slowly pushed my cock inside Aimee’s pussy from behind and slowly began to fuck her with long, slow strokes. Because of our crazy schedules and our kids, we hadn’t been together like this in months. It was an incredible site. Ashlee pinching and pulling her nipples as Aimee licked and sucked her pussy as I fucked her with long, slow strokes for well over ten minutes.
Ashlee was the first to cum. Aimee shoved two fingers up inside her pussy as she concentrated on Ashlee’s clit. Ashlee was able muffle her scream as another orgasm ripped thru her. Hearing Ashlee cum and trying to be quiet was such a turn on for both Aimee and myself that we were both cumming about a minute after Ashlee. I could hear Aimee scream into Ashlee’s pussy, and feel her cum as her pussy contracted around my invading cock. That was just too much for me and I let go of another load of cum. I painted the inside of Aimee’s pussy as she continued to pleasure Ashlee. We all were spent by the end of our mutual orgasms.
For those not familiar with Sandels resorts, it is comfy causal dress during the day. However, during the evening, it changes to relaxed formal. So, for our first dinner, we all got dressed up in our best. I was ready way before the girls. In fact, Isabel came to collect us for dinner before the girls were finished getting ready. Aimee could hear us talking and came out of the bedroom and pulled Isabel inside with her and Ashlee. About 15 minutes later, the girls were ready. They were dressed to the “9’s” and looking dam fine. As we rode our water taxi over to the resort, Aimee told me what she found out about Isabel.
Now, Aimee is one of those people who can be best friends with anyone five minutes after meeting them. It is dam hard to keep shit to yourself around her. It is what makes her such a good nurse. The Bulters are under intense scrutiny with lots of rules and regulations at Sandals. However, Aimee put her at such ease that she opened right up to her. Isabel was only 22 years old and had been working at the resort for over three years. After a lot of small talk, she admitted to Aimee that she was not only a Bi, but also still a virgin. She also admitted to Aimee that she was very attracted to both of the girls. Butlers were forbidden to have any non business contact with guests during their stay. But, I knew Aimee. She had other plans. Aimee admitted that she wanted to watch me deflower Isabel after getting tag teamed by Aimee and Ashlee. “Please be careful. We don’t want her to lose her job.” Aimee just replied, “Relax. I have a plan and Ashlee is in complete agreement.”
After a fantastic dinner, we walked back to our Bungalow via the over water walk way. It was an incredible evening. Once back, we quickly shed our clothes and went skinny dipping in the ocean. After about 20 minutes of swimming, we went back upstairs, showered and make love until we all past clean cold out. Just before we fell asleep, Aimee told me her plan to get Isabel into bed. It sounded good; but, I was still uncertain that it would work.
We spent the next day doing snorkeling and a boat tour. That evening, Aimee waited to get dressed until Isabel arrived to collect us. She came out of the bedroom wearing only her thong and pulled Isabel into the bedroom. Less than five minutes later, I starting hearing moaning. It was not coming from Aimee or Ashlee. I laughed a little knowing that it was most likely Aimee eating Isabel’s pussy as Ashlee sucked on her breasts. It took only three more minutes before I heard someone moan out loud that they were cumming. Shortly there after, all three girls came out. Aimee gave me a deep kiss. I could taste the unmistakable aroma of pussy as she ran her tongue along mine. At dinner, Aimee said that Isabel could not take her eyes off her tits. She didn’t offer any resistant when they undressed her and laid her on the bed.
The next day, we had ordered lunch in our Bungalow, knowing full well it would be delivered by Isabel. Aimee also asked for Isabel to stay and help us decide on which shore excursions we would do the rest of the week. Since we were on their VIP Butler service stay, the resort just said, “Certainly!” We were already having sex in our outside living area on the lounge bed. I was laying down and Ashlee was impaled on my cock, slowing fucking herself. Aimee was laying across my chest, feeding me her breasts when the doorbell rang. Aimee got a huge smile on her face and went to answer the door completely naked. After just five minutes, I saw Aimee walk outside with a very naked Isabel in tow. Ashlee was right in the middle of cumming. She was having a full body orgasm, causing all her muscles to shake.
Aimee and Isabel sat down on the bed lounge and began to kiss. Aimee was playing with Isabel’s tits and pulling on her nipples. Once Ashlee regained motor function again, she climbed off my cock and joined Aimee and Isabel. I got up and got a drink and sat down in one of the lounge chairs and enjoyed watching my two girls bring this beautiful girl to orgasm. Aimee was in between her legs licking and sucking her pussy, while Ashlee began to kiss Isabel and play with her nipples. Aimee had Isabel cumming in less than a minute; yet she continued her attack on Isabel’s clit. It turned out that Isabel was multi orgasmic. She began to have back to back orgasms while the girls pleasured her over and over.
After about 10 minutes of constant cumming, Isabel had to push Aimee away from her pussy. Aimee made her way up to Isabel’s face and kissed her gently. Aimee whispered something to Isabel and Isabel just nodded “Yes”. Aimee looked at me asked me to lay down on the lounge bed. I was completely erect and Isabel looked like a deer caught in the head lights. Aimee had Isabel follow her lead as she showed her how to stroke me slowly. After a few minutes, they moved onto sucking my cock. Isabel was very inexperienced. Not only was she unable to get more than half of my cock into her mouth, she caught the head of my cock several times with her teeth. Ashlee and Aimee looked at each other and asked Isabel if she was ready to try a cock for the first time.
Isabel was very nervous, and said that she didn’t think she could even get half of my cock inside her. Ashlee made sure my cock was completely coated in saliva before they had Isabel climb up on top of me. Aimee grabbed my cock and gently rubbed the head back and forth along her soaking wet slit. Then, when she was ready, she slowly lowered her pussy down my cock. Isabel took it very slow, but to her credit, she was able to take the entire length up inside her. Isabel looked so pleased with herself. Then, Aimee told her to take it at her pace and fuck herself with my cock.
About five minutes in, Isabel had her first cock induced orgasm. Her legs tightened and her fingers dug into my chest as her orgasm washed over her body. That seemed to release something inside Isabel, because she took me to pound town. Isabel got up on the balls of her feet and began to slam her pussy down my length of my cock; and, began to get very vocal. In order to keep her quiet, Ashlee kissed her open mouth as she fucked my cock. Isabel had another couple small orgasms before the big one hit. I felt her entire body seize up and felt her pussy grip my cock with this insane pressure as she exploded on top of me. Her entire body was shaking as her orgasm ripped thru her. It was just too much for me and I painted her entire pussy in my cum. As the first shot hit inside her, Isabel’s eyes opened wide and realized that I was cumming inside her.
Isabel took several minutes to calm down before she got off my cock. When she did, a huge amount of cum and pussy juice came out of her pussy, coating my cock. Aimee leaned down and cleaned my cock completely as Ashlee helped Isabel up. Once Aimee was finished cleaning me off, she went to go find the girls. I got into the Infinity pool to cool off. Once I heard the front door open and close, both of the girls joined me as the topic of conversation was all about Isabel. Aimee said Isabel was beyond happy. She admitted that she loved my cock as much as she loved having Aimee and Ashlee suck her pussy. However, the feeling of me shoot my cum inside her was intoxicating. I realized that she would spend the rest of the day and evening with my cum dripping out of her pussy.
Over the course of the next three days, Isabel took every opportunity to fuck either me, or the girls any time she could. Then, on our last night at the resort, the three of us were out on the outdoor lounge when we heard someone swim up to our dock. The moon was just bright enough for Aimee to make out that it was Isabel. Once she ran up to us and was out of site, she explained that it was the only way to come see us without causing suspicion. “Does that mean you are going to stay with us all night?” Aimee asked. Isabel nodded “Yes” and said, “As long as you want me.” The girls started stripping right then and there; as did I. We ate, drank and fucked far into the night. Isabel, not only took two loads of cum inside her pussy, but she also got to experience me filling her ass with a load as well. Her first anal experience only days after losing her virginity. However, she never seemed to grasp the art of giving a blowjob. But, I had zero complaints.
I got to watch the girls several times; including watching them get into a circle and eat each other out. Each girl tongue fucking the girl ahead of her. Eventually, Aimee and I fell asleep on the outdoor lounge bed and Ashlee and Isabel continued to fuck in the bedroom on the bed. Ashlee woke us about 2 am saying Isabel had swam off. We all fell into bed, butt naked and completely fucked raw and sore. As we prepared to leave the next day, Aimee gave Isabel an envelope with a $1000.00 in cash to keep. Because, the vacation already included tips for all the employees. Isabel was beyond grateful. As we were taking off, Aimee said that we would have to come back and stay here again; which was agreed upon by Ashlee and myself.
I hope you have enjoyed reading about my family. We are almost completely caught up to the current time line. Not much to tell during Covid. But, I will continue to write about any adventures that we happen to have.
Source: reddit.com/r/eroticliterature/comments/mr0kax/island_getaway_mff_continuation_of_the_amiee
Great writing as always. Thanks