A few years ago my then girlfriend and I were invited to join 2 other couples at a all inclusive resort in the Caribbeans for Thanksgiving. The place was small but had everything a romantic get away would need, free endless drinks, free endless food, and the beautiful Caribbean water/weather to soak it all in.
Allie and I planned for months. We had a list of excursions and couples spa dates all lined up ready to relax and let it all go. All was going great leading up to the trip until it all came crashing down. The Friday before the trip I found out that not only was Allie cheating on me with some guy from work, but she already cancelled her flight and took off with half the money we set aside for spending. Needless to say I was heartbroken and furious at the same time.
After two or so days of sulking I met up with James for drinks. James was with Whitney and they were one of the other couples going on the trip. James is 6’0″ with an slim rock climber build and Whitney is about 5’5″ with an average build. She has a “cute little ass” that pairs well with her frame and average sized tits. What really makes her noticeable is her vibrant purple hair. Imagine a curly haired southern girl but bright purple.
After a few I was good and drunk and on the verge of tears when I announced I was going to cancel my trip and use the money to buy copious amounts of porn. Whitney laughed at my statement and said that it’s more of an investment in myself. A few minutes later she got up to use the restroom and that’s when James grabbed me by the arm and yanked me towards him. He whispered angerly in my ear ” You have to go! I fucking hate Dave and Alice. I only agreed to this because I thought you and I would have a good time with our girls. I could give two shits about Dave and Alice fighting the whole time because he put on the wrong shorts or that she forgot his sunglasses again. Please man you have to go! For my sanity and yours!” I told him that it was pointless and that I would be 7th wheeling no matter what. He assured me that there had to be at least one single girl there I could hit on. After a while Whitney finally joined on the convincing bandwagon when I finally agreed to go.
Day of the flight I kept to myself and lucky for me no one paid any mind to it. Once we got to the resort things started to get a little better. The weather was amazing and I started drinking the second we pulled up, which lucky for me was right at 10am which was opening time for the resort bars. Day one went without anything exciting, it mostly consisted of me drinking in a cabana while the others did their own things. That night was pretty awkward because the resort still had on file that it would be me and Allie sharing the room so when I opened the door I was greeted to a warmed tub with rose peddles and a bottle of champagne on ice. Needless to say I had a great drunken night alone in the tub with a full bottle of champagne to myself.
The second day started out the same but this time I let myself get drunk by noon because I knew I had a “couples massage” planned at 2 that afternoon. When I walked over to the check in lady I explained my situation. She was extremely accommodating and showed me that if I did the “King” Special which was a 4 hand massage it would be only $10 more with transferring the cost of the couples massage plus the two girls who were already booked get to work. I agreed that this was the best idea as she finished the booking and told me to wait while she went to tell the girls. A few minutes later she returned with 2 of the most gorgeous Caribbean girls I have ever seen. Maria was about 5’3 and had a hip ratio to die for. She was cuvy in all the right places and the tight slacks she was wearing would make any man drool himself. Danni, as she introduced her self as was about 5’5 skinny and had the most beautiful face I had seen the entire trip. She wasn’t shaped like Maria at all but still had a beautiful body on her none the less. I started to feel my dick twitch thinking I was about to have both of these women’s hands all over me.
They then led me back down a long hall towards the men’s locker room and to my surprise they followed me in. Maria explained that since this is the off season the spa was empty and that I was the only client booked all afternoon. Danni asked about my situation and I explained to them what happened with Allie. Both of the girls answered with a synced “aw” as Danni continued to show me where my locker would be. She went on to explain that I would undress here and put on a robe and when I was ready and undressed to my liking they would be waiting outside. After they walked out I got fully naked and changed into the robe and slippers. I locked up and met them in the hall way as they each held one of my hands and led me down to the room where I would be getting my massage.
The room was situated for a couple with two beds and both the girls apologized for not having enough time to remove the second bed for me. I assured them that it was fine and there was no need to fix anything. Maria then began instructing me to get undressed after they left the room and to lay on the table face down. They showed me the towel that I can use to cover myself with and stated that they will be returning in a few minutes.
They closed the door and I instantly got undressed. I wanted to explore the room a bit because it had a huge tub and an even larger shower in the corner. I was curious as to what session would need that in a massage therapy room. I continued to lay myself down and made sure I was fully adjusted to not feel uncomfortable. I grabbed the towel and covered just my ass with out fully unfolding the towel because, 1. it was an awkward angle and 2. I kinda wanted to see how much I could show. As I put my hand down to re angle my dick better the girls opened the door and walked it. I quickly slammed my body down as the apologized and asked if I needed more time. I told them I was okay and they walked in.
Maria walked over to my left side and instantly grabbed the towel, removed it exposing my ass and unfolded it to cover practically my whole body. I was a little disappointed but at the same time a little turned on since she had no issues exposing me to begin with. Part of me thinks that was just a ploy to check to see if I was wearing any underwear. The massage was great. Each woman would uncover a section that she was working on and it felt amazing. At that point I didn’t have any thought about Allie or the lonely trip. All I could think about were these two beautiful women touching my body.
In my state of euphoria I felt myself start to get hard, which made things a little difficult and uncomfortable for me. I tried my best not to react and lucky for me my dick unfolded itself into a hard on facing down my between my legs. It was at this point that Danni began working on my calf slowly moving up my thigh. I have had plenty of massages before and wasn’t to worried about anything at this point. Thing is once Danni began working on my calf, Maria started working on my right arm which left my hand to sit right at her beautiful waist line. I felt myself go from semi to rock hard instantly. Danni made it about half way up my thigh before she accidentally bumped into the head of my penis. I knew this must have startled her because it startled me and she instantly stopped what she was doing and let out a “eyy” sound that she tried to keep muffled. I don’t know if she was whispering something to Maria but Maria also stopped what she was doing for a second, then Danni continued back down my leg towards my calf then to my feet.
Maria stopped her work on my arm and moved down to join Danni on my feet. Having both girls working on my feet made me feel so relaxed and kept my hard on raging. It was at this point that the unthinkable happened. I felt Maria stand up behind me and grab the towel. She quickly rolled it up and stopped it right at the bottom of my butt cheeks. Imagine a girl in a short skirt level of exposed. My downward facing dick was clearly exposed along with my balls as both girls began to work on each of my calves. To this day I swear I heard a chuckle come from one of them. A few seconds later I felt Maria’s hands work their way up my thigh and graze my dick, then I felt Danni’s. Then a few seconds later I would feel Maria’s again. Each time each girl would massage the inside of my thigh they would obviously graze my dick to almost a full on touch. I was in heaven as each girl exchanged touches through out the next 5-10 minutes. They continued this until Maria stated that they would like me to turn over.
Maria lifted the towel and faced away from me but Danni who was standing on the open side of the towel just watched as I turned around and flipped on to my back exposing my full on hard cock to her. I met eyes with her as she shot me a satisfied smile and nod. Maria covered me back up but the obvious bulge in the towel left little to the imagination at this point. Each girl started at each of my arms but I will be honest I feel like they may have rushed through the arm/neck session because within a few minutes each of the girls began to massage my chest and began to focus towards the lower end of my stomach where my dick was laying.
Once again it was Maria who took the charge and unfolded the towel from my neck all the way down to right above belly button where the head of my dick laid. I knew at this point she must be doing this on purpose. Danni then started to massage my right side groin area which was opposite of my dick and teased closer and closer to my shaft all the way down to the inner side of my upper thigh near my balls. Maria on the other hand was on my right hand side and started to work the groin area as well clearly bumping into my dick which was now resting on the back side of her hands as she massaged down towards my inner thigh like Danni was. My cock was pulsating at this point and I could see both girls were smiling exchanging looks towards each other as they each grazed and just ever so slightly touched my cock and balls. Never outright grabbing or stroking.
By this point the towel had moved with the girls hand movements and left me fully exposed. My rock hard cock was now sitting in between two of the most beautiful Caribbean women I have ever met and both of these women were toying with my cock. They continued the massage when I finally opened my eyes and met a flirtatious look with Danni. I smiled towards her and looked at Maria smiling back at me. No words were said but Maria turned to look at Danni smiled, noded then back at me. With our eyes locked in place Maria reached over and took my cock into her hands and began stroking slowly and with a tight grip. I let out a loud satisfied moan as she began to stroke me with a tight rhythm. Danni joined in and began messaging the bottom of my shaft and balls.
Their oily warm hands made everything feel 10 times better. I could not believe what was happening. Here I was depressed on a trip alone, now getting a double hand job from 2 beautiful women. A few minutes later Maria switch and Danni began to jerk me off. She had a softer grip but she stroked me faster and faster. She kept up this momentum for quite some time as I started to feel my balls tighten in Maria’s hands. I announced that I was about to cum when Maria said “Ay Papi” which shot me over the edge. I started to cum rope after rope all over myself and Danni’s hand. She kept pumping me until nothing was left to come out of me. Maria grabbed the towel and used it to clean off the pool of cum that accumulated on my chest and dropped the towel into a bin near the table. Maria then reached over and covered me back up with a new towel as Danni went to wash her hands. I thanked the girls for the massage and service and explained to them that I was not expecting something like that. Danni, from across the room just said, “Is ok. We want chu to have a great time here. Feel better about that bich of yours” I thanked them again. Maria then explained that they were done and that I could hang out in the spa some more or just leave and finish up with the girl out front. I told them I would be tipping them both generously and actually to my surprise Danni said “Is ok, you don’t have to. We can be in trouble for tips too big.” I understood and tipped them graciously but reasonably.
This was just day 1 of the trip. We were there all week. There are plenty of stories left to tell!. Sorry for the absence I will try to post more!
Source: reddit.com/r/gonewildstories/comments/83xr2h/single_guy_at_a_couples_resort_long_fmf_massage
Can’t wait for more stories!
Excellent. Would like to hear more.
Very nice!
>You have to go! I fucking hate Dave and Alice.
I have nothing but respect for this man.
Love it, thanks!
great story – I want to read the rest of the trip
Do you have a particularly big dick or do you think they were just turned on by your erection? Are you very good looking? I’ve always fantasized about getting a HJ from a beautiful, regular masseuse.
Amazing… please share hotel hahaha for my future vacation spot.
What resort? I really want to go to some Caribbean resort and man whore it up for a week with my gf.