Island Brings Mom and Me Closer
by hellainiceland
Copyright© 2026 by hellainiceland
Incest Sex Story: I cross all boundaries with my mother.
Caution: This Incest Sex Story contains strong sexual content, including Ma/Fa Incest Mother Son Big Breasts .
If you hate this story, see my other works here to hate them more:
https://storiesonline.net/a/Happenstance
https://storiesonline.net/a/rathskeller
Your comments are always welcome. Thank you.
I was excited, as this trip had many firsts: This was the first time I was leaving the country. This was the first time I was going to see an ocean. And this was the first time I was joining my mom on her business trip.
Mom, who was a manager at a high-end furnishings company, traveled a lot for business trips, but I never got to be with her on those visits. This time, after three days of meetings and networking in the capital city, she had booked a hotel room for five days on an island, where I was going.
After an 8-hour flight, the plane finally landed. Thankfully, immigration didn’t take too long, and I reached the hotel without any trouble. Mom, who had arrived less than two hours ago, was already waiting for me in the lobby. We went to the room, and as she asked me about the trip, I looked around, checked the bathroom, and went out to the balcony. Some tourists were lounging at the pool below.
“Do you want to sleep or go outside and have a look?” she asked me.
“No, let’s go. I want to see the place. It’s only 6 pm.”
Since the hotel was on a street famous and infamous for its nightlife, many bars and restaurants were opening. We took one whole round of the street and then headed to the beach. The first thing that caught my attention was the sound of waves. I had never heard it and was immediately riveted by it. I just stood there and watched the waves hit the shore. Though there were many people there, it wasn’t crowded.
I folded the legs of my jeans to my knees, took off my shoes, and began walking at the edge of the shore. I didn’t go further into the water as I didn’t want my jeans to get wet. Mom didn’t have to worry much about that, as she was in shorts.
Mom bought two ice creams, and we sat down under an umbrella. I noticed that some women were wearing only bikini bottoms, nothing on top. Though it wasn’t a topless beach, I guessed it was allowed.
Around seven or eight feet away from us, a blonde woman with big breasts was sitting topless with two teenage kids, a boy and a girl. Mom and I watched her. There were also a lot of hawkers selling all kinds of things, such as beads, tops, and massage services.
We stayed there for nearly two hours and then went to a seafood restaurant for dinner. From the restaurant, we came back to the hotel room. Mom did some office work, and I took a shower and lay down with my eyes closed as I wanted to rest before heading out again.
When we got out of the hotel, the street was bustling. There were rows and rows of bars, with all playing pulsating music, and nearly all were like temporary structures with no walls and roofs that weren’t built of permanent materials. In some bars, girls in tight tops and short shorts were dancing on tables.
Some were standing on the curb with menu cards and asking tourists to try their bar. There were also some young men, probably in their early 20s, who were asking men whether they wanted girls. It was in every sense a totally new world for me.
We saw some empty chairs in one of the roadside bars and quickly grabbed them. Mom ordered a beer and a margarita.
“You can drink, it’s allowed here,” she said, sliding the beer to me.
Letting me, an 18-year-old guy, drink in a bar was another first for me.
Taking the beer, I looked around the bar. The girls behind the counter were somewhat dressed conservatively, but all the girls serving customers were in tight tops or tops with deep necks and short shorts. Some girls were standing very close to a few guys and probably trying to convince them to have a “good time” with them.
We just sat there watching young men hawk girls to tourists, girls hawking themselves to men, and bar workers hawking drinks. Everybody was hawking something.
Around an hour later, a tourist, probably in her mid-20s, got on a table and started shaking her hips and feet perfectly to the music. Her eyes were closed, her blonde hair open, and her head was keeping pace with the beats. Mom and I began watching her in fascination.
Twenty minutes in, her face was red, and her forehead was covered with sweat. She took off her top and threw it to her friends, who were cheering her on, and kept dancing in a bra and jeans.
After dancing for nearly 40 minutes, she stopped and lay down on the table on her back, with her feet dangling from the table. She was breathing fast, her chest was heaving with each breath, and her entire body was drenched in sweat. Everybody at the bar began clapping.
When she went back to her friends, Mom called a waitress and told her to deliver a bottle of champagne to the girl’s table. The girl lifted her glass and thanked Mom. We stayed for 30 minutes more and came back to our hotel room.
I changed into a top and pajamas, Mom into a top and shorts, and we went to sleep, with me on one side of the bed and her on the other side.
In the morning, after breakfast in the hotel, we went back to the beach. Unlike yesterday, it was cloudy. I immediately took off my jeans and top and headed to the water. I started jumping up and down in the water like a child. I was standing in the water when I saw Mom walking toward me. We swam, dunked our heads, and watched the water hit our bodies.
Coming out of the water, we grabbed our towels, dried ourselves, and sat down on sun loungers. I was gazing at women, especially the topless ones, while Mom, who was in a two-piece bikini, was drinking coconut water from a coconut, when a man came and asked her if she wanted to buy beads.
She asked him to show her the beads. He sat down near her and began taking them out of his bag. She tried a couple of wrist beads. Then he showed her a longer one. She stood up and put one around her waist.
“How is it?”
I gazed at her bare stomach and replied, “It looks lovely.”
The man took out more and said, “This is a set of seven. Each chain is made of glass, and all are in multicolor.”
Mom took the set from him and asked the price. She kept looking at the multicolored beads because she wasn’t sure.
“They look beautiful,” I stated.
“Try them,” the man urged her.
She tied them around her waist, but the man, who was peering at her naked stomach and hips, told her to push them down, so now the first four chains were on her waist and the rest across her bikini bottom.
He then showed her neck beads. Mom put a small necklace made of beads around her neck. He looked at her and gave her a longer one.
“This will look better on you,” he suggested.
Mom put it on, and he wasn’t wrong. It was somewhat shaped like a tie with a small knot in the middle, and the tail was sitting in the center of her voluptuous boobs.
“This looks beautiful,” he commented, watching Mom’s breasts and the tail between her half-naked cleavage.
“It looks lovely,” I added.
“Take a photo and let me see,” she said.
So I took a photo of her 39-year-old body in the two-piece bikini, wearing beads on her neck, wrist, and hips. She looked at the photo and decided to buy them and some more for her friends. When the man left, she put all of them in a plastic bag.
A little later, we went once more into the water and, after I had finished eating an ice cream, we put on our clothes and walked back to the room for a quick shower.
From there, we rented mopeds and decided to explore the island. We returned to the hotel late in the evening. This time, we picked a different bar to listen to music and enjoy a couple of drinks.
In the morning, we again rented two mopeds and headed to a beach that was a little far from the hotel. There weren’t that many tourists or hawkers. I stripped down to underwear and waited as Mom took off her jeans and top. Mom was donning that bead necklace.
As we walked to the water, I said, “Why are you wearing that?”
“Natalie bought it for me. You remember I went shopping with her last week. She gave me this and another one as a present,” she answered, referring to her friend.
“Doesn’t it look nice?”
Though I wanted to shout that the thong was making her firm and smooth ass look extremely sexy, I replied in a flat voice that it was nice. After staying in the water for about 30 minutes, we went back to our sun loungers.
“Please take a photo. I want to send it to Natalie, to let her see how it looks.”
I took my cell phone out and clicked a picture of her whole body from the front and then from behind.
Whether we were in a mall, a restaurant, or anywhere, I always saw men checking her out. I hated that, but there wasn’t much I could do. Out here also, I saw some men ogling at her long bare legs and her half-naked boobs.
She was lying on her back on the chair with one knee raised when a mid-20s man came and asked her if she wanted a massage. She asked him what kind of massage he offered. He said anything from feet only to full body. She asked me if I wanted it. I said no.
After asking him some more questions and then thinking about it, she decided that she wanted it. He asked us to follow him. On the way, I stopped at a shop and grabbed six beers.
About 50 feet from the beach, there was a structure standing on four wooden poles. It had no walls and only a wooden roof. He opened a sling bag, laid out a rug on the sand, and then a bright white sheet on the rug. He asked Mom to lie down on her stomach on the sheet. I understood why he brought us here. There was much more privacy.
He asked Mom if she wanted him to focus on a certain area. Mom shook her head. He told her he would start slowly, and she can tell him if he’s applying too much pressure or if she’s feeling uncomfortable.
Kneeling down on the sand beside Mom, he started with her feet. Slowly, he shifted to her knees. After rubbing her knees, he opened her legs and sat down between them. His hands moved up. He began caressing and kneading from her knees right up to the thong’s waistband.
As Mom lay there with her eyes closed, he ran his hands all over her smooth thighs and her tight ass. I was sitting opposite her face and drinking a beer on a plastic chair.
“Your girlfriend is very beautiful,” he remarked as he slowly dragged his hands from her thighs to her ass cheeks and pressed his hands tightly into her ass cheeks.
He repeated this process four times.
“He’s not...” Mom tried to speak, but I cut her off.
“My friends also say that. She’s enjoying the massage,” I interjected.
Mom opened her eyes and glared at me. I winked at her.
“Can you open this?” he tapped her bra strap with his index finger.
Mom undid her bra, took off the bead necklace, and closed her eyes again.
Still kneeling between her legs, he began massaging her back, right from her waist to her neck. He was pressing her back with all his weight. As his hands touched every inch of her back, I rubbed my thumb and index together and signaled to him that I’d pay him more if he massaged Mom’s side boobs. He shook his head, signaling that he won’t. I again rubbed my thumb and index finger.
His hands slid down her waist toward her chest, with his fingers slipping the bra straps off her back so they fell onto the sheets, and he ran his fingers on her side boobs. Seeing no reaction from her, he slid his fingers along her side boobs again in one seamless motion.
With her lying on her back, her weight was squeezing her big breasts, making them pop out. She knew that I could see her side boobs, but she did not attempt to hide them. He touched her tits four more times.
The masseur then told her to turn around and lie on her back. She brought her hands behind her back to clasp her bra, but he told her to leave it as it is for now. She cupped her bra with her hands, turned around, and closed her blue eyes.
He lifted her right leg and, placing it on his shoulder, he ran both his hands all the way from her feet to her groin, just narrowly avoiding touching her pussy. He then dragged his hands with his fingers tightly gripping her smooth skin from her groin to her feet. He repeated the same process twice more before spreading her legs straight on the sheet and getting up.
He knelt down opposite me beside her stomach. He started to gently caress her stomach, especially her belly button area.
While he was doing that, I asked, “How did you start this work?”
“My family has been doing this for generations. I’ve been doing it since I was 14 or 15. This is what we do.”
“Man, you are lucky,” I sighed.
He simply smiled when he heard that.
“Why is he lucky? This is work. Do you think he’s doing it for fun?” Mom queried, staring at me.
Ignoring her, I continued my questioning.
“Do you get weird requests? I mean, what’s the weirdest thing someone has asked?”
“It depends on customers. Some people want long sessions because their doctor has suggested it. Some people, especially families, call me to their hotel because they prefer privacy.”
“Families also call you?” I exclaimed in surprise.
“It’s not what you think,” Mom interjected.
“No, no, not that. Some people want their whole body massages, some only their feet. Some couples want a massage together, but the man wants a female masseur, so I would call my wife or my mother. A woman came with her daughter and son-in-law, and she wanted her son-in-law to learn how to give a good massage.
“My wife tried to teach him, but he was very hesitant. He didn’t want to be touched anywhere. His wife and mother-in-law would be there on the massage tables in my house in their birthday suits as I massaged them, and he would be in jeans and a shirt. It took my wife five days to convince him to take off his boxer shorts. My wife kept telling him that she had been a masseuse for years, that she had massaged many men. She was taught by her father, who is considered one of the best masseurs here. Then she practiced under my father. Finally, on the fifth day, he lay down with them in the buff.”
“Were you also not wearing anything?” I wondered.
“We go by whatever the customer wants. They wanted us to be au naturel, so we were. The next time he came, he had shed all his inhibitions and was massaging each and every part of his mother-in-law. She was very happy.”
“Who taught you?” Mom queried.
“My mother and my eldest sister. My sister now runs her own massage and spa center in Brookesfield.” (Brookesfield was the national capital.)
He was now massaging just above Mom’s groin, with his thumbs on the waistband of her thong. I thought about asking him to put his thumbs inside the thong, but didn’t, as I knew he wouldn’t do it, and she would kill him if he did that.
After touching her whole stomach, he shifted his focus to her neck. Mom was still cupping her voluptuous tits with her hands. He brought his hands from her neck right to where her breasts started and back to her neck. I again signaled with my thumb and index finger that I’d pay him more if he ran his fingers on her cleavage.
Opening his palms, he pressed his fingers on her collarbone and dragged them down until the ends of his palms were on her cleavage. Then he put weight on his palms and buried them in her ample cleavage. Mom opened her eyes, but didn’t say anything.
Encouraged by that, he trailed his hands from her collarbone, and this time he kept going until half of his palms were on the naked skin of her boobs. He had pushed his hands so far that she was now cupping only the nipples. He repeated the process four more times.
Putting his hand on her hand, he lifted her right hand and placed it next to her head, with her palm up. He then did the same with her left hand. So now both her arms were stretched around her head, and her voluptuous breasts were completely exposed, including her pink nipples.
This was the first time I was seeing her boobs, and I was totally smitten. I kept my eyes glued on them. They were, obviously, big, but also round, and her areolas weren’t too big or small. She had the perfect pair of jugs.
As she stared at me with her blue eyes, he started slowly caressing her tits. He was especially focusing on her nipples, with his fingers gently rubbing them and drawing large circles around them. Mom crossed her arms over her head and closed her eyes.
Placing her nipples between his index and middle fingers, he pulled them as high as he could. When he did that, Mom let out a soft “Ahh,” but kept her eyes shut. He pulled her nipples three times, and each time she moaned.
Moving his hands to her underboobs, he grabbed her tits tightly and pushed them up. She let out a loud moan. He eased his grip and let her breasts go back to their natural position. He once again cupped them firmly and forced them up. This time, Mom raised all her upper body, opened her eyes, and moaned loudly.
Instead of loosening his grip, he tightened it as Mom opened her mouth in both pain and pleasure and lurched her body sideways. Hiding her face under her arms, she lay there, breathing heavily.
He got up, but I didn’t move. I kept staring at her as the skin of my face became warmer and redder.
After lying there for well over a minute, she pointed with her eyes at her bra strap still on her shoulder and whispered, “Could you do this?”
I got up, sat down behind her, and clasped her bra. As she sat up, I offered one can of beer to him, one to Mom, and opened a new one for myself. He took out a pack of cigarettes from his jeans and offered them to us. We took one each, and he lit them for us.
“Do you provide extra services, too?” I inquired only to irritate Mom.
I wasn’t looking at Mom, but I knew that she was staring at me.
“Yes, if somebody wants. Do you want madam?”
Mom took a long drag and, blowing smoke rings, replied, “Maybe next time. Today, I have to beat my boyfriend. I’m thinking whether to beat him with my shoes or with a coat hanger.”
The man started laughing.
Mom was sitting there in her bra and thong, and her pussy lips were visible. When the man’s back was toward us, I pointed between her legs with my head. She bowed her head and looked down at her thong, but made no effort to hide the cameltoe. I was aware that if I could see her pussy lips, then he could, too.
“You didn’t massage my every part,” Mom remarked.
He peered at her with a confused look on his face.
“You left out this part,” Mom continued, opening her legs wider.
He stared between her legs and blurted out, “I wasn’t asked.”
“What?” Mom exclaimed as she sat up.
“You did the right thing. I’ll do it, don’t worry,” I quickly declared in a damage control effort.
“I can do it now if you want,” he said to me, making the situation worse.
“No, it’s already late,” I struggled on.
Thankfully, Mom didn’t pick up the signal.
“Maybe later. He also wants a massage. Maybe you can ask your mother to give him a massage. I want her to give him a massage as good as you gave me,” Mom suggested.
“Yeah, she’s very good. We can do it later today, tomorrow, or whenever you want. You can usually find me on the beach, or here’s my cell number.”
“Yes, let’s do it later and at your house, where there’s more privacy. I want to ask your mother about the markets here. I want to buy some things,” Mom remarked.
We got up, and I saw Mom getting her jeans to pay him, but I told her I would pay him. I let Mom go first, and then I quickly took out my wallet from my jeans and paid him three times the amount Mom had agreed on. We left him there to collect his things and search for a new customer.
“How was the massage?” I inquired on the way.
“Shut up!” she growled.
“Now it is shut up. There it was, “Ahh,” “Ahh,” I made moaning noises as I slipped my arm around her and pulled her closer.
“At least, I am not spanking my monkey all the time,” she commented as she clutched my arm and buried her face in my shoulder.
We walked silently to the beach, where we stayed for another hour and then went for lunch. From there, we headed to a local market, where Mom bought some clothes. I didn’t see what she bought because I was in another shop that was selling men’s clothes. We spent the whole afternoon visiting markets, sitting in cafés, and looking at people.
After dinner, we saw a Vegas-style show that had lots of acrobatics, special effects, and magical illusions. By the time we reached the hotel, it was night. We returned the mopeds, and as we were heading back to our room, we saw a couple kissing in the hotel pool so late at night.
In the morning, we went on a boat ride to another island and stayed there until evening. There, we watched a man feed meat to an alligator and did parasailing. The last bit was the scariest. We had dinner and drinks in a buffet-style restaurant before reaching the room in the late evening. We went to the room just to freshen up and change clothes. With that done, we hit the streets of bars, restaurants, and lots of women offering everything and anything.
“I don’t know if this is a result of that massage or watching all those acrobats,” I commented as I turned my head and pointed at her shirt with my eyes.
Mom, who was walking with her hand on my arm, was wearing a shirt that she had tied in a knot over her belly button, leaving part of her stomach exposed, and it had a deep neck that was revealing her whole cleavage and her bra.
“It’s neither. It’s the daiquiris I had in the restaurant. I bought it yesterday. How does it look?”
“It looks great. Really great,” I replied, admiring the shirt.
Around 10 minutes later, we saw the girl who was dancing on that table two nights ago waving at us from a bar.
“I am Yana,” she extended her hand to Mom.
Before Mom could introduce me, I grabbed Yana’s hand and said, “I am Alex, and she’s Jocelyn.”
I completely skipped over the Mom part. Yana took us to the same friends who were there at the bar two nights ago and introduced us to her boyfriend and another couple.
We sat down, and she ordered drinks for us. In the middle of the conversation, she asked us if we would like to go to a private party. She added that it was invitation-only, but she can get us in. Mom and I looked at each other and said yes. She texted someone and got the green light.
When we reached the house, the party was in full swing. I grabbed a beer for myself and a margarita for Mom from the open bar and sat down with her near the pool. Yana and her friends were somewhere in the house.
Some people were in the pool, some on the sun loungers, and some in the house. I noticed that some women were topless and some were already involved in heavy petting.
A 20-something woman was standing topless at the end of the pool and kissing a man passionately while another man was cupping her tits and kissing her neck. Two minutes later, she got out of the pool and went inside the house with both men.
A little later, Yana came with her boyfriend and asked us why we were sitting like some outcasts. She took off her top and shorts and, standing in only a bra and panties, began dragging Mom to the pool. Mom tried to resist, but then gave up. She hurriedly took off her shirt and jeans and jumped into the pool with Yana.
I got up and collected Mom’s clothes. Yana’s boyfriend gulped down the drink he was holding, took off his clothes except his underwear, and joined his girlfriend. Yana and her boyfriend asked me to come, but I stayed in the chair.
After finishing her margarita in the pool, Mom came out and lay down on a chair next to me. Yana’s boyfriend followed suit, lying down on a chair next to Mom, so now Mom was in the middle.
Yana came carrying drinks for herself and her boyfriend and sat down beside him. She took off her bra and hung it on the leg of the chair, probably to dry it quickly. Her breasts were more than a handful and very perky. They were standing straight, with her pink nipples like cherries on a well-crafted cake.
“There’s something on your back. Get up,” her boyfriend told Mom.
When Mom sat up, he leaned forward and flicked her bra open with one quick movement. Mom turned her head, smiled at him, and pulled the bra down. She placed it beside her. Before she even took off her bra, my eyes were fixed on her boobs. Though not as perky as Yana’s, they were bigger. Her pink nipples were looking at me. Mom saw me staring at her, but didn’t say anything. Yana’s tits were great, but Mom’s took the cake.
I got so excited that I took out a cigarette packet from my jeans and lit one.
“Give me one,” Mom said.
I gave her one.
“Light it!” she instructed.
I turned my body and lit it, but my eyes were on her voluptuous boobs. I raised my eyes and saw Mom smiling. She lay back on the chair with a cigarette in her mouth, her boobs out, and one knee raised.
“She’s enjoying it,” Mom pointed with her head.
A woman on the other side of the pool was riding a man.
“I can’t do it in front of so many people,” Yana, who was resting with her head on her boyfriend’s stomach and her shoulder on his cock, commented.
“Can you?” she asked her boyfriend.
“I can do it upside down, floating on air like on the Moon, and even at the bottom of an ocean,” he declared, puffing his chest.
Yana lifted her head and stared at him.
“Can you do it upside down?” he inquired, looking at me.
“I don’t do it. I make them do it. I make them do all the work,” I stated as I blew a smoke ring.
“Ohh!” Yana exclaimed, peering at me.
“That’s sick, man, really sick,” her boyfriend laughed.
Though I hadn’t indicated in any way that I was talking about her, Mom waved her hand and declared, “He’s lying.”
To reinforce her point, she said, “Get off your ass and get me a drink. Now you’ll see me making you work.”
“It’s their job to please me,” I remarked as I got up.
“We will see about that,” Mom shouted.
When I came back with her drink, I decided to try my luck as I desperately wanted to lie down next to Mom like Yana was lounging with her boyfriend. Handing her the drink, I sat down on her chair, but as soon as I sat down, she kicked my ass with her leg and told me to go back to my chair. I grabbed her leg and tried to lie down, but she again pushed me away. I shrugged my shoulders and returned to my chair.
We were talking about this and that when Yana’s friend came and threw something at her boyfriend, saying, “Thank me later.”
He again disappeared.
He had thrown three joints. Yana’s boyfriend immediately lit one, and they all began sharing it, but I didn’t smoke it. By the time they were through with the joints, all three of them were pretty high and drunk, especially Mom and Yana’s boyfriend.
Yana gathered her and her boyfriend’s clothes and put her hands across her boyfriend to support him as we got up. I picked Mom’s and my clothes and holding her by her arm started walking to find an empty room somewhere in the house as we were too wasted to go back to the hotel.
On the entrance to the pool, a man was standing with his back to the wall, and a girl was kneeling and sucking his cock. We slowly climbed the stairs, and I opened a room door to see if it was empty. A half-naked couple was sleeping on the bed, and two nude girls were passed out on the couch.
I shut the door and kept going, with Yana somehow managing to keep her boyfriend on his feet. Thankfully, we found one room empty. Yana threw her boyfriend on the bed and slumped on the chair to catch her breath. I laid Mom down and watched her sleeping in only jeans.
Yana got up and went to the bathroom.
“You sleep here,” I said when she returned, pointing at the space between Mom and her boyfriend, who was in just underwear.
She nodded her head and crashed on the bed. Like Mom, she was also in only panties. I was the only one wearing all the clothes, and I didn’t take them off.
When I got up in the morning, all three were awake, but still in bed. Mom was sitting with her head between her hands. Yana was lying on her back and staring at the roof. Her boyfriend, meanwhile, had taken off his underwear God knows when and was lying naked on his side and scratching his pubic hair. I noticed that his cock was half-erect.
I got the cigarette packet from my pocket and lit one. Mom raised her head, looked at me, and extended her hand. I lit one for her.
She sat there in only panties with her knees raised and began smoking the cigarette. After taking a couple of long drags, she murmured, “Stop scratching yourself.”
He immediately stopped and began running his fingers on Yana’s bare thigh. Then he got up, took one cigarette from me, handed an empty beer bottle to Mom for cigarette ash, and sat down on a chair with a cigarette in one hand and another beer bottle in his other hand.
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