You know, life is weird sometimes. The last few weeks are a testament to that. Nothing could have prepared me for what I was lucky enough to live through.
Even now that the dust has settled, it still doesn't feel entirely real and sometimes I'm wondering if it even happened.
Though a small but thick booklet on my desk assures me that it did.
I can't help but grin from ear to ear every time I'm reminded of that.
I remember the day everything started.
It was a sunday afternoon, and a lazy one at that. Nothing to do for a nerdy teenager. All of my friends (not that I have many) were out playing basketball and although I'm in decent shape, I was never good at sports.
So I did what every reasonable couch potato would have done: I stayed home, locked my door and went on over to the ol' hub. It didn't take long and I was greeted with the oh so familiar stuck stepsister scenario. What is up with that anyways? Oh well. Just as I was about to unzip my jeans, something caught my eye. It was an ad...on a porn site.
"CLICK HERE FOR A CHANCE TO WIN AN ALL INCLUSIVE TRIP FOR COUPLES TO MAFYLI ISLAND!"
I knew it was a scam, it had to be.
You'd have to be very stupid to fall for an ad on a porn site.
*Click*
If you were to ask me why I actually clicked on it, I couldn't tell you. But I did. Little did I know that this little flick of my index finger would set a series of events in motion that changed my life forever.
I got redirected to a shady looking webpage and of course, a big "CONGRATULATIONS! YOU WON A FREE ALL INCLUSIVE TRIP FOR COUPLES'' message popped up.
Obvious scam. I rolled my eyes, closed the tab and finished what I started.
A few weeks went by and I had forgotten about the ad long ago.
Until a peculiar letter found it's way into our mailbox. I wasn't home when that happened, so my mom was thoroughly confused. And to be honest: so was I.
"Nathan, what is this?" was the very first thing I heard upon entering our home. There she was, waving two tickets in front of my face.
"I'm glad to see you too, my day was great, thanks for asking."
The sarcasm just emanated from my body.
"Very funny. Now please explain to me why you signed us up for a trip to a resort for couples" mom said angrily, blowing a strand of her red hair out of her face.
Ever since my dad had cheated on her - cheated on us - she wasn't the same anymore. She had become bitter, now that my dad is sipping champagne with his new girlfriend. But she still gave it her all to be a good mom and I have to say I appreciate her for all she is trying to do for me. At this very moment though, I didn't appreciate her at all. Or - more accurately - I didn't appreciate my past self, because I suddenly remembered what she was referring to. But what is happening? It wasn't a scam? How did they find out where we live? How do I explain to my mom how this went down?
"Nathan! I'm talking to you!" her stern voice brought me back to reality.
"Uhhh i...i don't know. I didn't sign us up for anything!" was all I could muster.
"Oh really? Well it has to be one of us and I sure did not. So?"
I sighed. "Y...yeah I did sign us up." I caved.
There is no point in lying to mom, she always found out eventually. Even though I'm almost 20 years old, she could still make me feel like a kid when she scolded me. I was as afraid of her tirades now as I was then.
Suddenly, I got an idea "I...you just seemed to be so stressed out and I wanted to give you a break" I said, putting on my sad puppy face as best I could.
Her body loosened up and she sighed deeply.
She put her hand on my shoulder and her voice was as soft as it always has been before dad betrayed us.
"That's really sweet of you. But you know we can't afford a holiday right now.
My divorce lawyer is good but also expensive" she said, sounding almost defeated. She sat down and sighed once more. She started fiddling around with the tickets as she went on.
"Look, I know this whole ordeal has impacted you as well and I was too busy taking care of it all to stop and think about how you must feel.
How about this, we take this weekend just for ourselves and..." she stopped abruptly, causing me to raise my eyebrows.
"Wait, why does it say 'free'?"
The smartass i am, i saw my opportunity for salvation. "Yeahhh it's free. I forgot to mention...surprise!
All we have to do is sign this waver and we are in, look it says it right here!"
Mom looked at me and seconds later my head was pressed into her heavenly chest. All I could think of at this moment was: "If that's how I die, suffocated by my mom's big, soft boobs, I would be okay with it."
That didn't happen of course, as she pulled away and - with the biggest grin on her face - said: "I have to go pack!"
Before I could even reply, she was already halfway up the stairs, talking to herself. "Where did I put the sunscreen? Beach towels! We need towels!"
Still confused but happy I got out of the situation unscathed, I took another look at the tickets. "Mafyli-Island huh. Weird"
A few days went by and sure enough, by the end of the week we took a plane right to paradise. It was amazing how well the mysterious travel agency from the porn site ad had organized the trip. Everything was taken care of.
We were taken to our reserved seats in first class and, after a long but pleasant flight, landed safely in Panama. Upon exiting the plane, the heat hit me in the face like a truck but I quickly got used to it.
From there, we took a bus to a small haven, where an even smaller ferry awaited our arrival.
We got on board and off we went. The boat trip was longer than I anticipated but I didn't mind, it was nice. A salty breeze caressed my thick, black, shoulder long hair as we chugged along the caribbean sea. The water was crystal clear and I could have sworn I could almost see the bottom of the ocean at times. We even saw a pod of dolphins swim near our boat and occasionally, a swarm of tropical fish scurried away as our vessel approached them. It was like something out of a dream.
But all of that amazing scenery dwarfed in comparison to...my mom. She wore a white, flowy dress with a deep cleavage. It was almost completely see through, so it wasn't hard to make out her white lace bra and panties. Her face was covered in freckles from the sunlight and her bright red hair was sailing in the breeze. It was a sight to behold.
Ever since dad left I hadn't seen her smile this way. She was happy and relaxed and it showed, she was basically glowing. From the very moment I hit puberty I knew she was something special.
Our driver didn't speak much and we were just enjoying the moment, so it was a pretty quiet trip.
After roughly three hours, the island slowly rose from the horizon.
"There it is, Mafyli-Island" he said with a thick accent.
Trouble in paradise
Our boat docked on a small pier that looked like it was made from bamboo.
The whole island was surrounded by a large beach and beyond that, encapsulated by a cliff. Said cliff and the unwavering thicket atop the cliff with its towering palm trees made it impossible to guess what lies beyond.
The only way in seemed to be the pier, which eventually led to a set of stairs chiseled into the stone, leading up the cliff and into the thicket.
A young woman in a bright pink bikini welcomed us and told us to follow her and as soon as we put one foot in the direction of the island, we heard the engine of our ferry roar and just like that, it took off. We followed the lady in pink up the steps and after a short walk through the luscious jungle, the thicket abruptly ended and gave way to a giant resort. It was breathtaking. I could hear my mother gasp in excitement.
We could overlook the whole resort from our high vantage point:
Not too far away from us, a waterfall roared down the cliff and into a lagoon.
Large pools were scattered all over the resort, small bars, cozy bungalows, busy restaurants. Exotic trees, bushes and flowers lined the pathways, and in the middle throned a giant fountain.
Our guide must have noticed our excitement.
"It's beautiful, isn't it?"
"Yes...yes it is" I thought.
The reception area consisted of a modern building with a high glass ceiling and coconut trees left and right of the reception desk. It encapsulated every cliché imaginable but did so in a graceful way.
We were greeted by yet another woman, this time in a blue bikini, who welcomed us into Mafyli-island.
She told us how to find our bungalow, gave us the corresponding keys with the number on them and - before she sent us off - insisted that we take a booklet with information on the resort and it's abundance of activities.
The island was even larger than it first appeared to be. It took us a good 30 minutes to arrive at our bungalow.
I glanced at the straw roof and followed mom through the bamboo door.
"It's beautiful Nathan. I still can't believe you landed us this vacation for FREE!" she said with adorable excitement in her voice.
"Yeah, I can't believe it either" I muttered as I carefully entered the hammock that was installed in a corner of the room next to a window. I sighed audibly as I let the relaxation wash over me.
"I'm going to check how the shower works in this place, i feel so sticky"
A "thumbs up" emerged from my hammock.
Soon after, I heard the gentle sound of a running shower filling the room.
I grabbed the booklet from the night stand nearby, almost falling out of the hammock in the process. As I was flipping through it, my eyes widened.
The very first thing the booklet emphasized was that there are certain rules to be followed.
Rule #1: Everyone on this island is entitled by law to receive sexual acts from the other guests or staff. No exceptions, everyone is free for all.
"Wait, wait, wait, wait, wait. WHAT?" I thought.
"Sexual acts, free for all?"
I whipped out my phone and tried to google the resort to see if this was some kind of sick joke. That's when I realized there is no service on this island.
Actually, rule #2 went even further:
Rule #2: No phones are allowed on the perimeter of the resort. No cameras, voice recorders or any other device capable of recording media are allowed.
"This cannot be real. There is no way!"
Horrified, I kept reading.
Rule #3: Outside of the personal residence, everyone is required to wear a color coded bathing suit, bikini or swimming trunks. The colors are as follows:
Green: Giving and receiving petting.
This includes handjobs, fingering, nipple play and ass play
Blue: Giving and receiving oral sex and petting
Pink: Giving and receiving vaginal and/or anal penetration, oral sex and petting
My face turned red as fear washed over me. Nevertheless, I kept on reading.
Rule #4: Mafyli island is for couples only.
"This is it, mom is gonna kill me"
Rule #5: Fail to comply with any of the rules and the island council will decide on your punishment. Depending on the severity of the violations, you might face jail time for up to 3 years.
I felt like I was about to faint.
"I don't even want to know what jail on this weird ass island is like.'' I thought.
"Can they just make their own rules? I have never even heard of this island and now it's a mini state with its own laws? This is just crazy that they would...MY SWIMMING TRUNKS!"
I shot out of my hammock and rushed to my bags. After frantically rummaging through my clothes I pulled out 5 pairs of blue swimming trunks.
"Okay Nathan. Calm down, breathe. In...out. In...out. That's it." I mumbled to myself, trying to calm down.
"There has to be a solution to this mess"
But I wasn't able to finish that thought, because I noticed my mom standing behind me, her body wrapped in a towel.
She looked at me kneeling on the floor, my clothes spread all over the room. I must have had a horrified look on my face because she immediately knew something was up.
"Nathan, what is going on?" she asked with a stern voice.
Unable to explain myself, I just looked at the booklet I dropped earlier. Of course she noticed that too. I could never hide something from mom, she's too good.
She picked it up and began reading.
"Mom, wait, I can explain. You see, I didn't know that..."
The poor pamphlet was dropped on the ground for the second time that day.
"I need to sit down." she said with a blank stare. She went over to the only bed in our bungalow and did as she said. I didn't dare to say a word.
"Nathan" her voice was so cold it could have frozen over an active volcano.
"Please tell me this is a sick, perverted joke."
I looked at her and in that moment, she realized I wasn't pranking her.
"Why?" she asked. "Why did you do this? What have I done to you? You know how much I was looking forward to a relaxing vacation!"
Tears were beginning to fill my eyes.
"I didn't know mom! I'm so sorry, I didn't know!"
"Shut up." she said.
"Wh...what? Why?" I asked, she had never spoken to me that way before.
"I SAID SHUT UP!" she yelled and so I did.
"I need to think. There is no way I'm staying on this island. The boat, when does the boat return? Maybe we can stay in here until it returns and get out of here.
I will call the receptionist and ask her to send a ferry so we can leave!"
She grabbed the phone and called the reception.
"Yes hi, it's Elizabeth and Nathan, we just checked in. I just wanted to ask when the next ferry will arrive here" she said with the friendliest tone she could muster, given the circumstances.
"No, no, everything is perfect here. Me and my so... BOYFRIEND love it here. It's just that I forgot about an important appointment next week I cannot afford to miss." Something about her calling me her boyfriend sent shivers down my spine. In a good way.
"But ma'am isn't there anything you can do, I really need to..."
Seemed like she got cut off.
"I understand. No it's alright, thank you, bye"
The phone beeped, letting me know she hung up.
I looked up at her. "And?"
Without saying a word, she went over to the minibar, found a bottle of gin and poured herself a drink.
"Mom, I'm not sure if beverages are included in the price."
She didn't care. In fact, she drank the whole glass in one go.
After what felt like an eternity of silence, she said: "Three weeks. The next ferry arrives in three weeks. They don't need a lot of contact with the outside world. Apparently, they even have doctors on here in case someone needs medical attention." she answered in resignation.
Suddenly, i remembered rule #3.
"Mom...what color do the swimsuits you packed have?"
"Can you please focus on the problem? Why does that matter right now?" she asked, annoyed.
I handed her the pamphlet.
"Read rule #3, in its entirety."
The booklet sailed to the floor for the third time.
"Pink. They are all pink" she answered and poured herself another drink.
The plan
I was pacing up and down our admittedly beautifully designed room.
"Alright there HAS to be a way out of this. What are our options?"
"Well" mom said, now on her third glass "We can't stay in here forever. We have to go out at some point and then you will witness me getting railed by strangers." She paused for a second, then suddenly started sobbing.
"I'm such a terrible mother"
"No, no you are a great mom!" I tried to console her but it was no use.
"Oh really? Would a great mother just go on a vacation without even checking the place once?"
"But it's all my fault mom, I picked this place and didn't check properly!"
"Yes, maybe so. And you still are in big trouble for that young man. But at the end of the day, I'm supposed to take care of you and I blew it."
She put her glass down.
"I miss him. I can't do this alone"
I went over and hugged her tightly.
"Yes you can. We are in this together. I'm not a child anymore, I can pull my own weight. We will get through this, as a team. It's just sex, nothing i haven't seen before. Who knows, maybe no one will even ask us to do anything and it will just be a normal vacation."
I knew that was highly unlikely. Maybe I would be ignored but surely not my drop dead gorgeous mother.
Even less so if all she has are pink bikinis. The bikinis! That's a good starting point!
I pulled away and picked the booklet up. I went through the pages until...bingo!
"Look mom, they have a clothing shop on this island. We could at least do some damage control and get you and me a few pairs of green swimwear!" I said, almost excited.
Mom looked up, still sniffing.
"Yes but look, it's on the other end of the resort. How are we supposed to get there safely?"
"WE will not go anywhere, let me take care of it alone. It's way less likely for me to be...compromised than you" I proposed.
"There is no way I am letting my son go out there alone with all of these...these perverts! No, I failed as a mother and the least I could do is try and protect you now. I'm coming with you."
I knew there was no point in trying to convince my mother otherwise, so I agreed.
"Let's take a nap first though so you can get the alcohol out of your system. We need to be on our toes" I proposed.
"Are you ready for this?" mom asked me in her tight, pink bikini. When did she buy that thing anyways, it looks like it could fit her as a teenager but certainly not as a grown woman. Her chest is almost spilling out of her comically tiny top. How do you even have such a slim waist with boobs that big? Her back must hurt a lot.
"Nathan?" she looked at me concerned.
"Y...YES! I was just... mentally preparing for this" I lied
"Nathan, listen. You are gonna see things you aren't supposed to see. And you will probably experience things you are way too young to experience"
"Yeah right" I thought about the 20 Gigabytes of porn on my computer.
"Nathan I...I'm so sorry you have to go through this. This is all my fault. I just want you to know that... no matter what happens, you are still my little boy. I won't see you any differently after this is over"
I nodded, not exactly sure what she was getting at.
"Let's go" I proclaimed heroically and swung open the door of our bungalow.
We stepped into the bright sunlight and had a look around. It looked like a normal, beautiful resort. If I didn't know any better I would have mistaken it for a regular island paradise.
We made our way past one of the open bars with guests just enjoying themselves to laid back reggae music. It was so peaceful. We kept on walking past the scenic fountain, a souvenir shop, and a hot tub. After what seemed like hours, the clothing store finally came into view.
"Okay, we are almost there. We just have to go in there, grab some green stuff and go" my mother sighed. As we walked into the store, a couple walked past us. I noticed the buff man checking out my mom, can't blame him.
We were greeted by a little jingle indicating a customer had entered the establishment.
"Alright, look for green swimwear that looks like it fits you and lets get out of here" mom rushed.
I picked out some green swimming trunks and locked eyes with mom. She moved her head in the direction of the checkout desk and just like that, we were out.
"We made it, Nathan!" I could hear the relief in her voice.
"Alright, now let's just book it to the bungalow and..." she was interrupted by a deep voice.
"Hey you two, you make a cute couple"
I turned around and had to adjust my viewing angle upwards. A big, toned man was towering over me and blocking out the sun. He lifted his sunglasses and smirked. Before I even realized what was happening, he had pulled my mom towards him and was grabbing her ass. "Pink huh." his voice sent shivers down my spine. "I like your style."
I locked eyes with my mom and I could see the embarrassment in them. But there was more. I could not quite put my finger on it but I have never seen her like that. My attempt at an analysis was cut short by a quick motion I caught in my peripheral vision. He had pulled his swimming trunks down. The pink fabric slid down straight to his ankles. What I saw moments later made my jaw drop. It was thick, long and hard.
How on earth did he hide this monster in his swimming trunks?
Once again, I looked over to mom who seemed to be just as fixated as I was. Entranced even.
"Soo...are you two cuties just going to stare at it or do I have to explain what the colors mean again?" this mountain of a dude said in his bassy voice.
This was the moment mom snapped out of it and started trying to bail us out.
"Oh I'm so sorry, we are new on this island and were just on our way back to the bungalow."
Why did she almost sound a bit disappointed?
I looked up at him and suddenly, his evil grin turned into a friendly smile.
"I understand, the first day can be a bit rough, but you will get used to it very soon. And then you will never want to leave. You two have a nice day."
And just like that, he was gone. I sighed in relief. "That was close, you are the best mom!" I went in for a hug and could feel she was shaking. I know my mom. She isn't one to scare easily. Now it all made sense. The look in her eyes when he grabbed her, her hesitant attempt to get out of it... She wasn't shaking out of fear.
It was arousal.
We didn't talk at all on the way back and I was okay with that. I was absorbed in thought anyways. Never had I seen my mother like this. So aroused, full of lust and raw sexual desire. So...needy.
It made perfect sense though.
The divorce happened two years ago already and even before that, I could sense that there wasn't anything going on in the bedroom. When I was younger, I could hear them every night but one day, it suddenly stopped. I suspected that was the day my dad had started his affair. What a dick. And a dumb one too. If I had such a loving, caring woman in my life who - on top of all that - looks like my bombshell of a mother, I would do everything in my power to keep her happy. But dad had left her for some broad from his office and left mom sexually frustrated. She always tried to be a strong, caring woman for me, now that dad was out of the picture. But all this time, I never realized that she is not only a mother, but also a woman. Did I cockblock my own mother? Would she be in ecstasy right now if it wasn't for me? Why did that thought make me jealous? Sure, I've had a thing for my mom since I hit puberty but it never was more than a fantasy. A fantasy I admittedly have jerked off to more than just once. But why was I so possessive of her all of a sudden? Did I really expect my own mother to be with me? That's crazy! But then again, so is this island. I had to think about this.
We arrived at our bungalow without any further incidents. The sky had taken on a beautiful red color by then as the sun went down. Exhausted, we let ourselves fall on the big bed without even changing clothes. The last thing I remember was the smell of my mom's perfume and then I was out cold.
Third time's the charm
I woke up spooning mom. She was still sleeping so I seized the opportunity to be this close to her for a while longer. I almost was ashamed of myself for being so into my own mother...almost.
After half an hour or so, she woke up as well.
"Good morning sweetie" she greeted me in the sweetest voice.
"Morning mom" I answered, trying not to make it too obvious I had been awake for a while.
We got up and I noticed my tummy growling. And rightfully so, we hadn't eaten yesterday after all.
"Do you want to go grab some breakfast?" mom asked, visibly concerned about her boy being hungry.
"Yeah, that sounds great actually."
Once again, I grabbed the booklet and checked for restaurants. There actually was one quite close to us so we decided to try it out.
I changed into my new green swimming trunks. They were a bit tight but that's okay. If that meant that I didn't have to suck someone off, that was fine by me. Mom came out of the bathroom shortly after, wearing a green bikini. I don't know how she did it, but that green one looked even better on her than the pink bikini. Make no mistake, it still was way too small for her but if you ask me, that's not a negative.
We were on our way to the restaurant, chatting and joking around. We generally were in a good mood, now that we had processed the...culture shock a bit. We were about to enter the restaurant when I heard a familiar, deep voice. We turned around and there he was again:
Mr giant cock.
"Hey cuties, how are you doing today?" he asked.
"I realized that I didn't even properly introduce myself yesterday. I'm Matt, and this is my wife Heather."
For the first time, I noticed the tiny woman holding his hand. How she survived being plowed by his sledgehammer of a dick was beyond me. She looked kind of shy too.
I shook his giant hand and it felt like he was determined to break mine. When he shook my mom's hand, he leaned down and kissed it.
My mom giggled like a schoolgirl while I rolled my eyes.
"And you two are?" he chased.
"Oh, sorry, how rude of me." mom replied faster than I could.
"I'm Elizabeth and this is my so...BOYFRIEND Nathan"
"Pleased to meet you." he answered in his radio host voice.
"I gotta say Elizabeth: I liked you way better in that bright pink bikini" he said smugly.
Mom's face turned red like a tomato.
"Why the sudden change of wardrobe?" he chased.
"We want to ease into the... experience" I answered quickly.
"Now if you would excuse us, we desperately need to get some breakfast" I grabbed mom's hand and wanted to pull her away.
"Wait up you two, we were about to do the same, why not get to know each other a bit?" He foiled my escape plans.
Before I could respectfully decline, mom had jumped in: "Sounds good to me, let's go Nathan!"
Whose side is she on??
We sat down and ordered some breakfast. The whole deal: bacon, eggs, sausage, pancakes.
The round table we sat on was dwarfed by Matt. It looked like he was sitting in a dollhouse. He was seated next to me and I sat next to my mom. So I sat in front of Heather while Matt looked mom deep in the eyes. What a jerk.
"But for now, let's dive into the food, I'm starving." I thought.
"So Nathan, right?" the first time I heard Heather talk. She had such a cute voice.
I nodded, unable to respond with words as my mouth was filled.
"How did you two meet? You make such a cute couple but you seem a bit young for her" she asked innocently.
I almost choked on a pancake. Matt stared Heather down.
"Oh my god i'm so sorry. I didn't mean to sound rude." Heather said, frantically trying to salvage the situation.
"No it's alright, we met at a Guns n' Roses concert. When I saw him I thought the same but somehow, we just connected instantly. I don't even notice the age gap anymore until someone points it out haha" mom lied like a pro. I was honestly impressed.
"Oh that's just too cute, true love" Matt cooed.
All I could do was nod and focus on getting my pancake down.
"What about you?" mom asked.
"We have known each other since high school." Heather giggled.
"Oh my god, she's your highschool sweetheart?" Mom asked in awe.
"Yeah you could say that we were always close" Matt answered with a smirk.
Suddenly, I could feel something on my dick. Startled, my knees jumped up and hit the table.
"Are you alright there buddy?" Matt asked with a concerned look on his face.
"Yeah i'm alright, the bacon was a bit hot" I answered, quickly shoving another piece into my mouth. I looked down and realized what had happened.
Heather had pulled down my swimming trunks with her feet and proceeded to rub my dick with them.
I looked at her and she stared me right in the eye with a mischievous smirk on her face. It looked like she was enjoying herself.
Then, her feet returned and I gotta say:
I never was much of a feet guy but this felt too good to be true.
"The first time a woman touches my dick and it's a footjob." I thought.
"Kinda weird, kinda awesome."
I tried to contribute to the conversation that just went on like normal but it was hard to focus when you are being jerked off under the table. Her feet were so soft and felt really good on my growing member. She played with her silky, blonde hair as she stared me down. I could feel I was getting close.
"Oh no, she isn't going to make me cum, is she?" I thought, slightly concerned.
I would find an answer to this question sooner than I had hoped for, because next thing I knew she had lifted up her crop top to expose her tight little body. Her cute b-cups looked so perky and sexy, that they pushed me over the edge.
I came uncontrollably and ejaculated like a water hose gone rogue. It felt amazing. When I came to my senses, I stared directly into my mom's angry face.
"Nathan, what the hell?" she inquired.
"I can't believe you right now, are you out of your mind?"
I looked over at Heather, who had the biggest grin on her face.
Before I could say anything, Matt had jumped to my defense.
"Relax Elizabeth. There is nothing wrong with being a healthy young man" he chuckled.
"This island is all about sexual liberation and you can't fault Nate here for taking a liking to Heather." He winked at me.
Didn't mom notice how Heather lifted up her shirt? What is going on?
Matt seemed to have a way with words because for the first time in the history of telling people who are upset to "relax", it actually worked.
"You're right. I'm sorry, i'm still getting used to this resort. But Nathan, not at the table next time okay?"
"Yeah I will try...babe" I answered, still a bit dizzy from that orgasm.
"I'm gonna go clean up a little, if you will excuse me"
Embarrassed, I stood up and went looking for a bathroom. I took a deep breath and tried to comprehend what just happened.
"Alright, you just jizzed all over yourself in front of your mom and two strangers.
No big deal, it's normal here right? Right!"
I wiped myself off and got ready to leave, when Heather entered like she owned the place.
"Hey Nathan" she greeted me cheerfully.
"Hi...Heather. Uhm, you know this is the men's room right?"
Heather rolled her eyes. "Yeah yeah, as if anyone on this island cares about keeping the two sexes separate."
"I guess that makes sense." I muttered.
"Listen, I wanted to apologize for earlier. In my defense, I couldn't have known that you would lose it so fast. Doesn't Elizabeth let you have some or why is it so easy to make you blow?" she giggled.
"What I do with my girlfriend is none of your business" I scoffed.
"Oh come on now. Really? If you want to have fun here, you need to loosen up!" she said and grabbed my dick through my swimming trunks.
"What are you doing?" I asked, knowing damn well that it was a stupid question to ask in light of recent events.
"What does it look like I'm doing, I'm making it up to you." She reached into my pants and pulled out my dick. To my surprise, it was hard again.
That was FAST!
"You can't just jerk people off, what the fuck?" I said in a bit of a panic.
"First of all: I can and I will. I know you are new here but you should know how this resort works by now. You are wearing green, which means that I can jerk you off wherever and however I want."
She lowered her voice.
"Secondly, don't tell me you don't want me to help you out. If your girlfriend doesn't do her job properly, I will do it for her. Plus: look at your dick. It's rock hard! You can lie to me but your dick can't" she smirked and continued to stroke.
"You've got a point there" was all I could say while trying to suppress my moans.
"There we go, now you are getting it" Heather said and got closer. She backed me into a wall and really picked up the pace.
"That's it Nate, just let me take care of that hard cock of yours."
She continued to stroke and I could feel an orgasm building up again.
She grabbed my dick and rubbed it between her thighs while leaning in and whispering in my ear:
"Too bad you are wearing green. Because if you wore pink, you could have your cock inside my tight little pussy right now. Isn't that frustrating? You could be fucking this little whore right here right now."
I couldn't contain my moans any longer. She pulled my cock away from her thighs. "But those are the rules." she giggled and stroked me at full speed. I think she enjoyed torturing me like that. Regardless, that was too much, I came again.
Don't ask me how this was possible, but the second orgasm was even more intense than the first. For some reason, I seem to always close my eyes when I come.
When I was done, I opened my eyes and saw her licking her fingers. A few drops of semen trickled down from her chin. I must have shot straight up, spraying all over her stomach, tits and neck.
"Oh my god, I'm so sorry" I stuttered.
"For what?" she grinned from ear to ear.
"I had a blast and...so did you!" she said, clearly thinking she was funny.
She got on her toes to give me a kiss. I could taste myself and wasn't sure if i was disgusted to no end or aroused.
I thought about it for a few seconds: yup definitely the latter.
When her soft lips left mine, she moaned: "Thanks sweetie, that was fun" and off she went, leaving me dumbfounded.
I stayed In there for another 15 minutes or so, gathering myself.
When I returned to the table, mom, Matt and Heather were nowhere to be seen. I asked the waitress where they went and she pointed me to the hot tubs. So I went looking for them and find them I did. Not that far away from the restaurant, there were jacuzzis. Some of them were occupied with two or more people going at it. I thought about what Heather had said and maybe she was right. Maybe I did need to loosen up.
While trying to locate my mother, i walked past all of these couples having unapologetic, uninhibited sex in the open. Just enjoying life to the fullest. Maybe, just maybe, a green swimsuit wasn't the way to go after all.
I finally found my mom. In the strong arms of Matt no less.
He sat there like a king, Heather under his right arm and mom under his left. Just looking at her I could tell she was all over him. Her body language spoke volumes. Once again, this weird feeling of jealousy washed over me. I wanted mom to look at me the way she was looking at Matt. That should be me holding her!
Then again, mom wasn't my girlfriend obviously, so I had no right to be jealous. Besides, she deserved some attention after years of involuntary celibacy. And to top it all off, I just had Matt's girlfriend jerk me off two times in a row. So I really was in no position to fault Matt for giving mom the attention she so desperately needed.
While I was contemplating whether or not I should join them, Matt must have seen me and called me over.
"Get in here Nate, the hot tubs here are heavenly." He greeted me joyfully.
"I'm sorry we left so quickly, did the waitress tell you where we went like I asked her to?" mom inquired.
"Yeah, she did." I tried not to sound disappointed while entering the hot tub. Mom shuffled away from Matt when I got in. She looked like she was torn between acting modest in front of her son and her ever growing lust for Matt.
"You two are just too cute together." Heather jumped into the conversation.
Even though I already came twice within the last 30 minutes, my dick jumped a bit when I looked at her. She had this mischievous look on her face again. I severely misjudged her. She isn't shy or innocent at all.
Matt's voice broke through my thoughts.
"Yeah why don't you two give us a little show?"
I froze.
"Did he...did he just say what I think he said? Does he want me to play with mom? Seriously? Like right here right now? I can't do that, she's my mom! What do I do if..."
My thoughts were interrupted once more.
This time, to my surprise, by my mothers hand in my shorts. In shock, I turned my head and what I saw changed me forever. I looked straight into mom's face. Her cheeks were glowing, she was biting her lower lip slightly and her eyes...her eyes showed no sign of hesitation or shyness. Not one bit. The only thing I saw in her eyes was what I could only describe as pure, distilled, unhinged lust. I didn't know if it was Matt who turned her on so much or what exactly made her act this way. But frankly, I didn't care one bit because moments later she reached into my trunks, maintaining eye contact. My heart was racing but I was paralyzed. I lost myself in her mint green eyes as she wrapped her hand around my shaft. I think Matt was saying something but everything around me sounded muffled as I could only focus on one thing: my gorgeous, sensual, sexy mother. She began stroking my cock with her heavenly hands. I was entranced, unable to do anything. My moans were soft at first but got louder as she continued to reduce me to a bumbling idiot.
"This is it." I thought "This is what heaven feels like."
Then, I heard my mom beginning to moan in her soft, yet raspy voice. She really gave it her all, using both hands to pleasure me. Her boobs were bouncing up and down as she massaged my throbbing cock. I knew I wouldn't last much longer and she must have sensed it. Because when i was about to bust, she leaned in and whispered into my ear:
"Come for mommy"
Everything turned white. I felt like I was about to pass out. Waves of pleasure washed over me, one after another.
My heart was beating at immeasurable speeds given the unprecedented endorphin rush.
When I came to my senses, I looked into Heather's excited face.
"Now THAT'S what i call a show! You two are so! cute! You acted like it was your first time together, wow!"
Matt clapped slowly.
"Bravo you two, outstanding"
I didn't dare to look into my mothers eyes because post nut clarity hit me hard.
Matt stood up and grabbed Heather's hand.
"Well, considering this hot tub is filling up with semen and I am thoroughly turned on, me and Heather are going to retreat to our bungalow. I would ask you two to join but I think someone here needs a little rest" he chuckled while giving me a wink.
"If you want to meet up again tomorrow, just call bungalow #78."
Matt picked Heather up and carried her away while she was giggling.
Mom and I were left sitting in the hot tub, waiting for the other party to say something.
I finally mustered up enough courage to open my mouth and suggested:
"Do you want to go clean up in the bungalow?"
Mom didn't answer, stood up and left without a word, leaving me dumbfounded.
Confessions
Back at the bungalow, I was swaying in the hammock, thoroughly confused.
What had just happened? Why was she all over me suddenly? I have never seen her like this before and I have definitely never felt her like this before either.
I needed answers but wasn't sure how to get them.
How would I even talk to my own mother after an incident like this? There is no protocol for stuff like that, being jerked off by your own m isn't supposed to happen. I decided that I needed to sleep on it for a while.
I must have passed out for quite some time because when I woke up, the sky had begun to take on a reddish color again.
I decided to go look for her.
But how on earth would I find someone on this huge resort? Then it hit me:
"The beach!"
I checked the booklet for a map and sure enough, I found it in the form of a giant foldable page. I was beginning to understand why the receptionist insisted on us taking the booklet with us.
It seemed that from the fountain in the center, there was a path leading to the cliff surrounding the resort. From there, it looked like it led to a small cave with a connection to the outside of the cliff and with that, the beach surrounding it.
Since I suspected it would become a little chilly soon, I grabbed a blanket and made my way to the cave.
I once again marvelled at the balancing act the designers of this resort have pulled off. The whole place was a perfect blend between natural and modern. The cave was another example of that. It looked like the rock formations as well as the stalactites and stalagmites were unaltered but the low ceiling was lit up by small cyan lights just enough to be able to see where you are going. It was very surreal yet calming in there. I was a bit bummed out it ended so quickly and gave way to a beautiful beach. Surprisingly, not many people seemed to be here this time of day. I walked past an empty beach bar and started looking for mom.
Then, in the distance, I could see a silhouette sitting in the sand and watching the ocean. I could tell it was mom because I recognized her curves from a mile away.
I walked up to her and without saying anything, put the blanket over her shoulders. A soft "thank you" let me know she appreciated it. I sat down next to her and we just sat in silence for a while, admiring the sunset.
After half an hour or so, she asked:
"How did you know I was here?"
"You always loved the beach. I kind of knew I would find you here." I replied.
Silence again.
"It's beautiful, isn't it?" I said, looking at the sunset which has doused the sky and sea in orange and purple tones.
"Yes." She answered. "Yes it is."
After another pause, I opened my mouth but mom was faster.
"Nathan I...I'm so sorry. What I did to you was inexcusable. I feel so ashamed."
I looked at her.
"Don't feel bad mom. I didn't mind it. Also, you had to do it. It's this island! If you didn't, we would have risked going to jail here. We had no choice!" I tried to console her.
"No you don't understand Nathan. It's not the fact that I did it, it's that..."
she stopped.
"What is it? You can tell me anything mom, just say what's on your mind."
She looked me in the eyes and said:
"I enjoyed it Nathan."
My heart dropped and my stomach filled with butterflies. Was this a dream? No it was real!
"I am such a terrible mother. I'm not supposed to have feelings like that towards my son. And yet, here I am.
I can't even blame it on this resort, I've wanted to do...things to you ever since I saw you in the shower back then. I tried to fight these feelings, I really did."
My mind was blown. The shower incident? I had just turned 19 at the time. Ever since I hit puberty I have had a thing for my mom. If only I had known back then.
But it never was more than a fantasy for me anyways. I never had the balls to even think about making any advances towards her. Because, you know, she's my mom and all.
"Nathan, I'm so sorry I exploited you like that. I just could not contain myself any longer. I haven't been intimate with someone for so long and the way Matt touched me did things to me. And then you stepped into the hot tub and I just couldn't contain myself and I just..." she started sobbing.
I put my hand on her shoulder.
"Mom, mom listen to me"
She looked at me, tears running down her beautiful face. I knew I only had one shot to do the right thing and come clean. So I made it count.
"I feel the same way. Ever since I hit puberty I have seen you with different eyes. It... made dating difficult to say the least. All the girls my age just pale in comparison to the wonderful woman waiting for me at home."
Her eyes lit up as she sniffled.
"Really? You think your old mom is attractive?"
"Are you kidding me? Dad must have done a number on your confidence for such a gorgeous, confident, loving woman like you to feel unattractive.
Mom, you are so effortlessly sexy. Not once have I met a woman who made me feel like you do. No one compares to you."
"Do you mean that?" she asked almost shyly.
I gently held her head up by her chin and looked her in the eyes.
"Every single word of it."
We kissed passionately while the gentle sound of crashing waves washed all of our worries away.
Mom giggled.
"You make me feel like a teenager again" she said and held her blanket up as an invitation for me.
"Come here."
I joined her under the blanket and we watched the sun disappear under the horizon.
The next day
I slept like a brick that night and woke up to mom's gentle touch.
"Wake up sweetie, they will stop serving breakfast soon"
She stood by our bed, dressed in her skimpy pink bikini, grinning at me.
"Do you like it?"
Confused, I sat up and rubbed my eyes.
"Do I like it? Of course I do! You have no idea how good you look in it" I answered, trying hard not to start drooling.
"I might have some idea..." mom smirked.
I'm sure you could hear my gears turning at that point.
"Wait, you knew that your bikini was way too small?"
"I might have..." Elizabeth answered, biting her lower lip.
That was enough for my dick to start rising. That meant that even before she knew what kind of place this resort would turn out to be, she was trying to rile me up.
"Nathan? Are you daydreaming again?"
I snapped out of it.
"Absolutely not!" I lied quickly.
"Mom, not that I have anything against it but why did you change your mind on the whole wearing green thing?"
Elizabeth sat down next to me and gently started caressing my right thigh with her fingernails.
"Well, I thought about what you said yesterday. And you were right. Your dad really did impact my self esteem. And not in a good way. I could really use a confidence boost. And..." she hesitated.
"And what mom?"
She sighed.
"Screw it. I guess there is no point in hiding it any longer.
You see, I didn't lie yesterday. I want you Nathan. I am sick of pretending I don't. You have grown up to be such a calm, strong, handsome young man. But I still know it is wrong to do things with my son.
I can't let myself be controlled by my urges. Even though you are old enough to be your own man and don't need me anymore, I am still your mother and I will still protect you. Always.
But I am also a woman. And I do have certain needs that haven't been met in two years. I had some time to think this morning. And I think I finally get what this island is all about. It's about sexual liberation, about freedom, about overcoming societal norms that aim to restrict human desires. What better place to start building myself up again than here? I think after all the heartbreak, the trouble, the stress I simply need to let loose and just enjoy myself. Free from judgement from the outside world.
So I decided to stop trying to control everything and just play along. I will only wear pink from now on and if someone sees this as an invitation, so be it. I will embrace it and probably even enjoy it."
She looked at me and moved her hand up a little, stopping just mere millimeters under my crotch.
"But... it is entirely possible that we might get into a situation where we have no choice but to prove that we are a couple.
And if that happens... I will do whatever it takes to protect you.
If that means I have to make love to my own son, it can't be helped."
I could tell she really enjoyed letting that statement linger a bit.
"Of course..." she brushed against my tip ever so slightly, making my dick jump up.
"...that is only possible if you were to decide that you want to start wearing pink too. Just in case you do, I went out and bought you three pairs of pink swimming trunks this morning. They are in the closet."
She winked at me and got up.
"I'm going to go brush my teeth and get some breakfast. If you want to join me, hurry up."
I sat there, trying to process what just happened. I pinched myself. And again. And again. Nope, I was definitely awake.
As soon as i realized that, I rushed to the closet and indeed, here they were:
Bright pink trousers. I don't think I have ever put on a piece of clothing this fast.
Mom came out of the bathroom and smiled when she saw me.
"I think this is going to be a fun day Nathan. Go get ready and let's go sweetie."
Once again, we stepped out into this strange world. This time, mom offered her hand to me and I gladly held it.
We made our way to one of the many different restaurants available.
It felt liberating not having to worry about taking the shortest route or the least "dangerous" one. For the first time since we arrived, I got to really take in the atmosphere of the island. There was no rush (well, except for mom pushing me to hurry up so we could still get served.)
We had some great breakfast and after that, decided to take a stroll around the island. We have barely seen anything of it after all.
"I wonder what Matt and Heather are up to." mom said to herself after a while.
I raised my eyebrows and my mouth formed a cheeky grin.
"You still want a piece of Matt, don't you?"
I asked her half jokingly.
"Oh shut up, don't act like you haven't done stuff with Heather, you hypocrite." she answered with a tongue in cheek tone.
"Wait, how did you know?" I asked as if it wasn't blatantly obvious.
"Oh come on now, she followed you to the bathroom. Do you think i'm stupid? Also, I know you are still a teenager but even you wouldn't spontaneously erupt at the table."
"Okay, that one wasn't my fault. What was I supposed to do? Stop her from doing things she is legally entitled to on this island?"
She gave me a look i can only describe as: "Come on now."
"Yes sweetie, i'm sure that was the reason you didn't stop her"
"She's got a point there" I thought but refrained from saying anything else. Instead, I just huffed and we kept walking.
We walked past a few men taking turns on a blonde in the pool. She really seemed to enjoy herself.
"Ugh, look at that. She's so lucky." Mom sighed in jealousy.
I chimed in: "Okay first of all: Wow. Really?
And secondly: You know you can probably get in on that right? I mean no straight man who isn't out of his mind would turn you down. Actually, scrap that. No man would turn you down. Even gay people couldn't resist a woman like you."
"That's very sweet of you but i don't think that's how beeing gay works. Also, turn it down a notch, you sleazeball!" she chuckled.
"But in all seriousness, it would probably be overwhelming for my first time since what? Three years now?" she added.
"Yeah you're probably right. I had a feeling dad wasn't treating you right for a while."
I answered.
"You can say that again."
Suddenly, she stopped.
"You know, it feels really good to finally talk about this with someone. I've been keeping this stuff in for way too long."
"I'm glad I could help. Also, I'm a good listener so if you want to get things off your chest, I'm here." I answered.
"You really are something else Nathan. Looks like I did everything right when I raised you. Thank you. For everything. I don't know what I would do without you."
"Well, the same goes for you mom."
We hugged. Her luscious boobs pressed against me, which made my dick harden with lightning speed. A few seconds into the embrace, my boner pressed against her as well. She chuckled as she pulled away. "Wow, someone got excited."
"Yeah, sorry about that."
"No need to apologize. It's only natural" The voice didn't belong to my mom. In fact, it came from behind me. Before I could turn around, someone hugged me from behind and reached into my trousers. I recognized these tiny hands, they belonged to Heather, no doubt about it. She immediately pulled my hard dick out and started jerking me off. She was serious about it too. She had taken me off guard but I wasn't going to resist one of Heather's amazing handjobs.
Mom just stood there and watched. She seemed to enjoy watching me because she soon started biting her lip and giving me a look that would shorten the experience significantly.
She came closer, almost brushing against my dick but not quite. We locked eyes as Heather was doing her best to make me bust as fast as possible. One hand rubbed my shaft fast and hard, the other massaged my full, heavy balls.
They felt so big in her tiny hands.
"That's it baby. Enjoy it. Come whenever you want. I want it all over me Nathan." mom gushed.
My legs were shaking when I came.
My load shot out like a fountain and Heather kept fondling my balls as she drained them. The majority of my semen landed on Elizabeth's stomach.
I was breathing heavily as I watched my mom slowly reach for her tummy, wiping off some of the mess and seductively licking her fingers clean. I turned around, my dick still leaking and Heather promptly got on her toes and kissed me.
"Good morning." she purred.
"It's...it's afternoon already." was all I could muster.
Heather sighed sarcastically.
"You really have a way with words, I love poetic guys"
That one got a chuckle out of mom.
"Really funny guys. You caught me off guard is all."
"Aww don't be mad cutie, I'm just playing with you." Heather chuckled.
"I noticed that" I answered, looking down at my dick which, to my surprise, was still hard.
Heather walked up to mom and gave her a kiss as well. If I didn't know any better, I could have sworn that my mother was blushing a bit.
"Oh my god, I just noticed you finally started wearing pink! Good for you!" she exclaimed excitedly.
"We have to celebrate that. Matt and I were about to fuck by the waterfall in the lagoon. You should join us!"
I looked at my mother, she looked at me. It was like telepathy because we both knew what the other one was thinking immediately.
"Yeah sure" we replied in unison.
"Great! Follow me then! You are gonna love this!"
We followed the sexy little thing through the resort continuing to hold hands.
When we arrived at the lagoon I was awestruck by the beauty of the place.
The "entrance" to the little slice of paradise was marked by a big natural stone arch separating the lagoon from the rest of the resort. We were greeted by a refreshing mist generated by the massive amounts of water crashing down the cliff and into a sizable body of water.
Geography wasn't my strong suit so I was surprised to learn that this water wasn't salty. An info sign let me in on the reason why.
Apparently, the cliffs that surround Mafyli island aren't all rock. Due to hundreds of years of exposure to the elements, soil and, in turn, forests had formed atop the cliffs. During the rain season, the groundwater basins fill up and when there is a height difference in terrain, the water breaches the surface, much like a spring. From there, small creeks form and sometimes join together. If these creeks then meet a cliff, they produce the stunning view we were presented with here. So it's basically a small miracle is where I'm getting at.
We met up with Matt who was just enjoying himself in the water.
"Heeey Elizabeth, Nathan! What are you two doing here?" he grinned as he was coming out of the water. His pink swimming trunks were still dripping when he hugged mom and fistbumped me.
"Oh I see you already had some fun today" Matt smirked and pointed at mom's belly, still covered in my cum.
"Actually, I had all of the fun and she only got the jizz" Heather chimed in.
"How rude of you" Matt chuckled.
"I see you finally changed your mind on wearing pink." he noted.
"Yeah that's why I brought them here, we have to celebrate that don't we?" Heather explained.
"Absolutely!"
Without wasting any time, he pulled down his trunks and revealed a big, hard, throbbing penis. He went up to Elizabeth and grabbed her hands to put them on his cock. I could tell that mom could not wait to get naughty with Matt. She looked at me, I looked at her. Then I nodded and smiled, letting her know I was okay with what was about to happen. She thanked me nonverbally and immediately got down on her knees.
"Oh wow, you don't waste any time do you?" Matt laughed.
"Well, Matt..." mom put on her seductive voice again.
"You can talk the talk, i just want to know if you can walk the wa..." She didn't get to finish her sentence because Matt had grabbed her head and pushed it into his crotch, making his cock slide into her mouth. I was shocked and turned on at the same time. I have never seen someone treat my mother like that. But she didn't protest. Instead, she moaned and greedily grabbed his buns to force his member even deeper into her mouth. Matt moaned as mom attempted to deepthroat his dick. To no one's surprise, she couldn't do it. I bet dad wasn't even half his size. So she opted to suck on the tip and lick his shaft instead. The sight of my mothers unhinged sexual desire turned me on more than I could have dreamed of. Instinctively, I started rubbing my own shaft, much to the dismay of Heather.
"Hey, not fair! Put that thing to good use, will ya?" she demanded. Right! I had completely forgotten all about Heather! She kneeled down as well, opening her little mouth.
"Come on Nathan. What are you waiting for? You are not going to let them outfuck us are you?" she teased.
"N...no, of course not."
"So?" Heather started to sound annoyed. "Are you going to fuck me or not? Do I need to remind you again what the colour I'm wearing means?"
She stood up, coming close to me. She pressed her cute little boobs against my chest and whispered in my ear:
"It means that you can do anything you want to me Nathan. I'm your little slut."
I was petrified. She waited for an answer and when she didn't get any, she pulled away.
"Well, if you don't want to fuck me, so be it. I'm gonna ask someone else then."
Just when she tried to walk away, I snapped out of it. I grabbed her by the back of her bikini top and pulled on it. It didn't take much to snap the hook joining the two sides together. The top sailed to the floor and Heather turned around with a grin on her face.
"Finally!"
She walked up to me, guiding my hands to her boobs.
"Do you like my little titties?"
"I love them!" I answered, massaging them and playing with her nipples. My dick was already leaking.
"How do you want me?" she asked, biting her lip.
"On your back, with your legs in the air." I answered boldly. She complied without hesitation, laying down on one of the many beach towels spread around the lagoons' sandy shore. I pulled down her bikini bottoms, shaking due to anticipation. Her shaved pussy was glistening in the sun as she spread her lips as an invitation.
"Come on big guy, give it to me." she smirked.
This time, she didn't have to tell me twice.
I grabbed her legs and put them on my shoulders. I guided my excited cock into her surprisingly tight pussy. She answered every centimeter I pushed into her with a moan until I was all the way in. I bent over to kiss her and after I pulled away, she moaned:
"Come on and fuck me Nathan. Fuck this little slut!"
Heather knew just what to say to get me going. I enjoyed every second of the steamy, dirty, unhinged sex that ensued. I started off slowly, locking eyes with Heather. My cock went back and forth, back and forth while she stared into my soul. It was a profoundly erotic experience.
Her small tits bounced all over the place as I plunged my pole into her cunt over and over again. After some time, I picked up the pace and she thanked me by moaning loudly.
Fuckkk yes that's it. That's it, keep going! Yes fuck meeeee!" was all I heard while ramming my erect cock into this gorgeous lady. She began gripping the towel after a while and her whole body tensed up. Her head was red as a tomato as she squirmed under the relentless assault on her pussy.
"I'm cu...I'm cumming Nathan! Don't stop Nathan. Yesyesyesyesyes"
I bent over once again, kissing her passionately. She moaned loudly and started shaking, which was the very moment I couldn't take it any longer. I held her tight and shot my load deep into her wet pussy. We came simultaneously.
I filled her up so much that my semen immediately started seeping out of her after I pulled out.
I looked at the mess I had made, breathing heavily. Heather got up and put her top back on. "Thanks Nate. I'm gonna go get some ice cream. See you later." she said, winking at me and leaving me there as if nothing happened. I watched her walk away, cum still running down her leg.
"What a magnificent slut." I thought to myself.
A loud, drawn out moan reminded me of the fact that mom and Matt were still going at it. I glanced over and saw Matt fucking her from behind. What a sight to behold. My own mother, on all fours. Her huge tits, though still contained within her bikini top, were swinging freely as Matt pounded her relentlessly. She moaned and screamed as he fucked her and in between you could hear his balls slap against her trimmed bush.
I must have looked weird just standing there, because Nathan motioned me to come join him. He pulled out and gave mom's ass a good slap, which made her gasp in pleasure.
"Lay down on your back, whore." Matt demanded.
I was counting the seconds until she would scold him for talking to her like that.
But, to my surprise, she happily obliged and laid down. Matt inserted his ridiculously oversized dick again and started fucking her like I fucked Heather earlier. My dick was getting hard again. The sight of my mother just begging for his cock was unbearably hot.
"What are you waiting for, stick it between her tits." Matt ordered with a grin.
Slowly learning how hesitation is not a wise move on this island, I did as he said. A stranger just ordered me to mount my own mother and I just...did it.
I knelt over her chest, being careful not to put any weight on her. My cock rested on her bikini top as I looked into her eyes, looking for confirmation.
"Do it Nathan, fuck my tits."
You would think that I had gotten used to the surreal experience at this resort by now. Not so. Hearing my own mother telling me to - no - demanding that I fuck her tits was something I didn't even dare to dream about. Yet here we were and never in my life have I wanted to do something as bad as I wanted to obey my mothers request at this moment. I slid my throbbing cock between her heavenly knockers which were shaking due to Matt's continued pounding. Next thing I knew, she pushed her tits together and tried to lick my tip whenever it emerged from her chest. Which wasn't all that often due to her massive bust size. Matt really pulled no punches. His balls hit mom's asshole with every thrust while I enjoyed her soft mammaries rubbing against my cock.
Mom's moans got louder as she was nearing orgasm.
"Ohhhh yessssss. Oh god yes! Mhhhh!" she purred as Matt picked up the pace.
I could feel my own orgasm building up again.
Suddenly, mom grabbed my cock and put the tip in her mouth. I lost it instantly. The sight of Elizabeth wrapping her lips around my dick was too much.
I emptied my balls yet again, this time into my mothers mouth. She sucked on it as she came herself. She moaned with my dick violently cumming into her mouth. When I got off her, I left a trail of semen down her cleavage. Mom was done, I was done.
Matt however, wasn't. He had her sit up and kept stroking his dick to mom's fat udders until he too erupted. And an eruption it was.
He covered her chest, her face and her stomach with load after load of semen.
It was a sight to behold.
Mom visibly enjoyed every second of the cum shower.
After what felt like hours of dousing my mother in his semen, he was finally done. Elizabeth was just covered in cum.
I wouldn't believe it if I hadn't seen it myself.
"Well..." she giggled. "I guess I should take a shower. Care to join me boys?"
"I would love to but I have to go check on Heather. We wanted to get some ice cream after this but she ran off. That was fun though, let's do that again sometime." Matt grinned and left the lagoon, leaving me with my cum covered mother.
"Looks like you have to shower with just one handsome young man." I chuckled and extended my hand to help her up.
She came closer and stroked my hair.
"If this one handsome young man happens to be you, then I got all I need." Mom purred.
We decided we wanted to shower under the waterfall. Before we entered though, mom made sure I was looking at her. She then reached behind her back and undid her bikini top.
"We won't need this under the shower, right?" she asked while holding up her top. I just stared at the exposed chest of my mother. For the first time, I saw her naked boobs and they were even sexier than I imagined them to be. No fantasy could ever live up to the sheer beauty that was my mom's bare chest. She grabbed me by my hand and pulled me into the waterfall. It was so nice feeling that cold water massage my back. But what felt even better were my hands on Elizabeth's bare chest.
"You better not miss a spot, mister!" she yelled against the roaring waterfall.
I felt the weight of her massive breasts in my hands, then massaged them, groped them, played with her hard nipples.
She let me do everything I always wanted to do.
She, in turn, made sure my dick was squeaky clean.
When we got out of the waterfall, we emerged relaxed, satisfied and thoroughly exhausted.
We decided to get some drinks and relax at the beach for the rest of the day.
She got herself a martini, I'm more of a gin tonic kind of guy.
We kicked back to relaxing reggae music playing at the beach bar and talked for hours until the sun went down.
"Oh, one thing I wanted to ask you: Why didn't you take your bikini off when Matt was...you know." I asked her while a tropical bird flew by.
"While he pounded me silly?" Mom completed my question.
"Yeah. If you want to call it that."
I chuckled.
"Because I know how much you like my boobs and I wanted to reserve that privilege for you, silly." she said, holding my hand.
"Oh wow. That's so sweet of you." I replied in awe.
"I...I think I love you mom." was what I wanted to say. But I chickened out.
Departure
It's funny how three weeks sounded like a lot when we first arrived here. Because time flies by when you are enjoying yourself. We met up with Matt and Heather a couple more times and even met a few new people. But all good things come to an end eventually and so the morning of our departure came. I woke up way later than mom, as usual. There was no rush since the ferry wouldn't arrive until late afternoon and we had already packed our bags the night before. Well, except for our swimsuits of course. I got woken up by the smell of coffee.
"Good morning sweetie!" Elizabeth greeted me. "I got us some breakfast from this bagel shop down by the cave entrance."
"Amaaaazing" I yawned, rubbing my eyes.
We sat down to prepare ourselves for the long day ahead.
"You know, I think I will miss this island." mom sighed.
"Yeah me too. I had so much fun. But..." I grabbed her hand. "...the best part of the island is coming with me, so it's not all bad."
Mom chuckled.
"Very smooth of you, Mr. Sleazeball."
"But I mean it!" I protested.
"I know you do." She bent over the table to give me a kiss.
We finished breakfast and decided it would be adequate to say goodbye to Matt and Heather. It was quite the emotional affair actually. When we returned to our bungalow, we still had to wait an hour before departure. I guess that was the reason mom looked at me and said:
"Hey Nathan. I'm only going to ask once so choose wisely. Would you please fuck me?" She stared right at me. The whole time we were here, I had done stuff with mom, sure. I had received blowjobs, handjobs, played with her nipples, rubbed her clit but she never let me actually... have sex with her.
Why the sudden change of heart? She had stayed true to her principles to only let me get involved if the situation demanded it. Granted, we both had acted in a way that made the occurrence of such situations very likely but we were in the bungalow now.
No need to pretend to be a couple.
But I knew better than to ask too many questions - or any at all.
If this island has taught me anything, it is to go with the flow and not overthink everything. So all I said was:
"Sure." and pulled down my swimming trunks to reveal I was hard already. Nobody gets me going quite like mom does.
"That's my boy." she grinned. "Would you please help mommy out of this top, it's so hard to get it off sometimes." she moaned with a cheeky smirk.
She didn't have to tell me twice.
I unhooked her top like a pro and let it sail to the ground. She did what she knew turned me on so much and pulled me closer, pressing my head into her godlike mammaries.
"Do you like that baby?" she whispered in her soft voice.
The only way I could answer this question was with a nod. She smothered me with her giant boobs for a while longer, then pulled away and laid down on the bed. She spread her legs and pulled her bikini bottom to her ankles. I had a full view of her pussy and it was beautiful as ever. This time however, I would be the one pushing my cock in there.
"Come to mommy." Elizabeth moaned and opened up her arms.
I walked up to her, snatched her panties off her ankles and spread her legs. I kneeled down and tasted her juicy, heavenly pussy. My tongue explored every centimetre of it. I used her moans as a way to determine where to steer it next, because every time I came close to her clit, she could barely take it.
So of course, I focused on it more. She squirmed and turned on the bed, moaning my name while I ate her out.
"I could do this all day." I thought. But we didn't have all day and I could not let this opportunity slip. So after a good 10 minutes, I pulled away and stood up, towering over my mother.
She bit her lip when she looked up at me.
Two words came out of her mouth:
"Fuck me."
They were spoken with such passion I really started to wonder who this magnificent woman was. She had certainly changed since we got here. There was nothing left of the calm, collected, rational woman I knew my mother as. She has turned into something I could only describe as a cockhungry slut. And I mean that in the best possible way.
More likely however, she always has been that way and this resort just shined some light on that side of her.
I rubbed my aching cock against her wet pussy lips. Her juices were flowing like the waterfall in the lagoon.
She played with her nipples, pinching them and moaning every time I came close to putting it in.
"Are you ready for this mom?" I asked her one last time before I would put my penis inside the very pussy that birthed me.
She nodded.
"Do it Nathan. I have waited for so long. I cannot take it anymore. I don't care what anyone thinks. They are wrong. I want you Nathan. Put it in and make mommy proud."
That was exactly what I needed to hear. Without any restraint, I pushed my erect penis into her dripping cunt. Noone could have prepared me for how amazing it felt. Sure, it wasn't as tight as Heather's pussy was but believe me when I say that I did not care whatsoever.
Because this slit belonged to the most perfect woman in the world to me. And no amount of tightness could have come close to the sensation I felt when I entered mom.
"We did it!" she whispered happily. "We finally did it."
I bent over and we kissed passionately.
My dick still inside her, we made out for a good two minutes.
But then, it was time to do what we should have done months ago. I started fucking my mom. I savored every thrust into her perfect, wet pussy.
Starting slow, I pushed it all the way in, pulled it almost all the way out and went in again.
Her moans became louder, like she was begging for more. So I gave it to her.
I reached for her tits and gave them a good massage while I picked up the pace.
"Yessss oh god Nathan yeeesssss!" she almost screamed.
I gently pinched her nipples, even twisted them slightly, mom answering with aroused gasps every move I made on her breasts.
The sound of her moans and my throbbing cock ramming into her filled the room.
Eventually, I pounded her faster and faster, my balls slapping against her asshole.
"Oh god mommy!" I yelled out, not caring if anyone could hear me.
Mom grabbed the sheets and screamed like I have never heard her scream while I rammed into her pussy like my life depended on it.
"Nathan I'm...ohhhh goooood yesssssssss! I'm gonna cummmmm! Do it baby, cum inside mommy!" She said, holding my head and looking me deep in the eyes.
Of course, it wouldn't take long until I did what she asked for. I bent over and kissed her while I pumped load after load deep into her eager pussy. I came for a good thirty seconds, filling her up to the brim. I could tell mom was cumming at the same time. After the stream of semen had ebbed down, I collapsed onto her chest.
We just laid there for a while, mom brushing through my hair and kissing my forehead.
"That was perfect Nathan." she whispered, caressing my head.
We couldn't cuddle for too long, because our ferry would arrive soon.
So we eventually got up, got dressed and before you knew it, we were on the way out.
Mom had almost locked the door behind us when I remembered something.
"Oh wait, I forgot something!"
I went back inside and grabbed the little booklet.
Mom just laughed.
"That is a strange souvenir but okay."
We headed to the reception desk to check out.
"Did you enjoy your stay?" the lady in blue asked.
"Yes." mom looked me in the eyes while answering. "Very much so."
We got on the ferry and, with a heavy heart, watched the mysterious island disappear under the horizon.
Nothing of note happened on the flight back and we arrived safely at our house.
And that's the whole story. That happened two weeks ago and it all started with an ad on a porn site.
I still have to remind myself that it happened from time to time.
But a certain booklet on my desk is proof it did.
Oh? Sorry, I have to go. Mom called me downstairs and that usually means she wants something from me.
It's either that I take out the trash, do the dishes or...do her.
So there is always the risk I will end up doing chores instead of getting with mom but I will gladly take this risk any day.
Thank you so much for reading my first erotic story ever.
I hope you enjoyed reading it as much as I enjoyed writing it.
I'm not a native speaker so please excuse me if there are some weird grammatically nonsensical constructs in there.
I tried my best :D
If you want to share this story elsewhere, please only do so by posting the literotica link.
Have a good one!