Fucking my mums best friend while on holiday in Spain [MF]

Oh man, I thought I was way too cool to hang out with my mum. Yet here I was, single, the wrong side of 25, with a week off work, and the only prospect I had of excitement was the offer of joining my mum and her best friend on a holiday.

My mum, her friend Natalie, and Natalie’s son Liam had been going on an annual trip to Spain for as long as I can remember. The only thing now was Liam had just turned 18 so it wasn’t appropriate for a young man to be sharing a room with his mum. Nor did he want to. He was at that age. The actual cool age where he wouldn’t be seen dead hanging around with his mum. Although his mum wasn’t uncool enough for him to turn down a free holiday. The idea was for me to come along on the proviso I share a room with Liam (and keep tabs on him so he doesn’t get into too much bother.) It was no issue. I’d known him all his life. From the days of him thinking he was Stone Cold Steve Austin and trying to elbow drop me from a couch, to the present day where we were both now adults.

Fast forward a few days later we’ve arrived in Mallorca, the famous Spanish holiday Island in the Balearics. I was impressed with the hotel choice. It was a modern building and a well-known branded hotel in this part of the world. I was expecting the usual sub-3 star, dilapidated hole that is typical of these package holiday deals. The only thing that I could complain about was the electronic bolt-lock system on the hotel room door. The hotel was less that 2 years old, but the lock on the door sounded like a mechanical failure on a 1970’s Ford Transit. Tap they keycard and:

DRRRZZZZZZZZZZZT.

A loud, horrible grinding noise that would put nails on a chalkboard to shame.

Our first full day there we started off nice, chilled and easy. Natalie and I were more the type to sit by the pool with a book or podcast, soaking up the sun and destressing the from the life of high pressure corporate jobs. While my mum was bubblier and more outgoing. Mimosas for breakfast and getting involved with all those crazy pool exercise activities they do at these resorts. Liam? He was in his bed till 3pm. That’s what cool people do isn’t it?

All my life Natalie had been like an aunt. Now she was in a bikini, lying on the lounger next to me, the sun glistening off her toned body. This blonde, 40 something attractive woman was oozing sexual energy and it was giving me a semi. I don’t know if it was the sun, the early afternoon booze, or just the mental freedom of being on holiday but I was looking at her in a whole different light. Everything about her, her figure to the way she carried herself as a person, she was just a real woman. After a few recent experiences, older women were becoming “my thing” so I didn’t see them as unobtainable. I had just never seen Natalie like this. With all her assets on display, it was like a switch flipped in my mind. I went from seeing her as someone to look up to, to being someone who had a body I wanted to absolutely ravish. I couldn’t concentrate on my kindle. Wild thoughts were running through my head and my dick was growing by the second. I jumped in the pool to cool off.

By late-afternoon it was time to head back to the rooms and prepare for the evening. My mum was already in her room and Liam still hadn’t surfaced from the pits of darkness. Natalie and I got caught in the lift with an older German couple who tried to make small talk. “Where are you from? Married?” they asked. I could probably get away with looking early 30’s and Natalie could certainly get away with looking mature 30’s so it wasn’t a silly question from them.

“Oh no, he hasn’t put a ring on me” Natalie says, giggling, as she wraps one arm around my waist and puts a hand on my chest.

She thought she was hilarious, but with her scantily clad body pressed against mine, I was tense in more places than one. By the time the German couple got out of the lift there was once again a growing bulge in my shorts. There’s no way she didn’t feel it, and when she took a step back, I caught her looking at my crotch. We met eyes and we both knew what we both seen and felt. We didn’t say anything in the corridor, she just gave my back a light tickle as I approached my room door, while she walked on. “See you at dinner doll. Drag that boy of mine out of his bed.”

DRRRZZZZZZZZZZZT.

Liam jumped out of bed as if robocop had burst through the door with a belt fed machine gun. Don’t worry, no cyborgs in Mallorca, just dodgy door locks.

Apart from Natalie catching me checking her out a couple of times, dinner was uneventful and there was nothing to report back. After dinner, it was lads night. Now that he was 18, Liam wanted to head to the nearby, infamous town of Magaluf, affectionately known as Shagaluf to the hordes of boozed up Brits that visit there every year. To university aged people, Shagaluf has a mystical aura about it. It’s the second best place in the world to them. The first best place in the world is the much more expensive Ibiza, but they come to Shaga because, well they are still young and poor.

We were sat in the bar for exactly 3 minutes before the vultures swooped in. I mean young university aged girls on the hunt for free drinks. Introducing Shannon, Emma, and Mandy. A trio of 20 year olds from Leeds. Shannon sat directly opposite me. She had black hair, brown eyes and had a skin tight black dress that left little to the imagination. The top half was basically just a couple of overlapping straps covering her tits. Shannon was forward, outgoing and cheeky in a humorous way. Emma sat to the right of me, a blonde with blue eyes and a pink dress. She was more reserved and probably a little shy. Mandy was another blonde, kitted out in a sparkling green dress. She was potentially from another planet. A kind soul. Just a head full of air. She sat to the right of Emma and opposite Liam.

Liam was on cloud nine. The boy thought he had hit the jackpot. An 18 year old lad with three 20 year old dolly-birds. He was also spending money like he had hit the jackpot. Beers, cocktails, shots, jugs. He was trying so hard to impress Mandy that he couldn’t keep up with his own stories. Within an hour he had told her he was a race car driver, a footballer, and a member of parliament. Wtf? Somehow I don’t think Lewis Hamilton or Boris Johnson would approve of Mambos in Magaluf. And Messi has certainly never asked me for a loan of €50 so he can get another round of Sex on the Beach fishbowls in.

An almighty storm hammered the Magaluf strip and turned the place into a complete washout in an instant. A lightbulb went off in Liam’s head.

“Why don’t you all come back to our hotel room for a party. We’ve got Vodka, Whisky and Bud.”

The girls all hesitated for a moment.

“… AND A SPEAKER… for tunes…” Liam hastily added.

It was a unanimous decision from the 3 girls. A resounding yes! Three careers later, €200 down and the thing that clinched the deal was a Beats Pill. Oh to be at an age where a trendy Bluetooth speaker was enough clout to get you laid.

The five of us piled into a taxi with 4 passenger seats. Liam in the front (because that’s where the cool kids sit) and me in the back with the girls. Shannon planted herself on my lap due to a lack of available seats. This overloaded vehicle is definitely a health and safety hazard in Britain. In Mallorca? Està bé.

I rarely go for girls much younger than me, but I had been flirting with Shannon-the-bold the whole night. She was a comedic character, very easy to talk to and wise beyond her years. By the time I got in the taxi, hooking up with this little hottie seemed like a great idea. We wasted no time getting into a tongue wrestling contest, while I hiked her dress up, grabbing her wonderfully proportioned arse. She’s practically hunched over to avoid hitting her head on the roof of the taxi, dry riding me. I’ve pulled one of these straps on her dress to the side to release a tit, which I take in my mouth.

Suddenly, I feel like there is a hole being burned into the side of my head. I look over at Emma. She is visibly flustered, watching the whole show with wide, excitable eyes.

“Oh my god it’s like watching a porno with you two” she tells Shannon.

Shannon was unphased. “Oh, why ya being shy for?” she says in a particularly strong Yorkshire accent. “She just wants to get involved” she ribs her friend, as she turns her attention back to me, using both hands to pull my head towards her exposed nipple again.

Next thing I feel an extra hand caressing the back of my neck. It’s not Shannon’s. Both of her hands are making sure her tit gets the attention it needs. Emma is indeed getting involved. I think she started off with some light neck touching to wait for me to give her the greenlight. I give her my right hand, run it up her leg and inside her dress. She repositioned herself slightly to give me better access as I ran my fingers on her clit over the material of her panties.

“That’s my girllll” Shannon says rather excitedly.

They have done this before!

Mandy and Liam were on the right side of the taxi seemingly totally oblivious. I wondered what new career Liam had taken up since leaving the pub. The taxi pulled up at our hotel. This poor guy. I gave him whatever was left in my pocket from the night out. It was hush money. Guilt money.

I must have looked like a Harlem pimp swaggering into the hotel, a girl hanging off each arm, and a self-proclaimed politician in my back pocket. I knew I was in for a wild time of it. In my mind I would be smothered by Emma’s pussy as she sat on my face, and Shannon would ride me like a banshee. She was definitely the wild child.

DRRRZZZZZZZZZZZT. CRACK. BANG. THUD.

Wow, this lock is being extra tonight…. Wait a minute. That wasn’t the lock. It was Liam falling in the door then bouncing like a pinball off the wall and into the toilet. He puked everywhere. It was a horrific scene. Bathroom floor absolutely flooded. Mandy is screeching at the top of her lungs because she almost went for a swim in Lake Jaeger-Vom. To add to the drama, the mums had appeared from the next room to see what all the commotion was. Sorry girls, looks like your dreams of hooking up to Instagram’s favourite Bluetooth speaker has ended prematurely. And sorry Natalie, but this is a mess that can only be cleaned with a mothers love.

I must have crashed out as the next thing I know, sunlight is booming in through the curtains, Liam is star fishing his bed and Natalie is sitting on the desk chair with her feet on the edge of my bed trying to get some sleep. In all the excitement last night, she didn’t bring her key card for the room door. My mum would sleep through a war, so Natalie found herself locked out. I patted the space on the bed next to me and motioned her to join me.

That chair was not comfy, so she didn’t leave the RSVP hanging. I pulled her in for a spoon. We lay as if we were both trying to go to sleep, but I think we were both enjoying this spoon more than we were letting on. Peak morning testosterone levels and the hangover horn make me a different animal. I began stroking Natalie’s back, then slowly circling further and further south, running a finger inside the waistband of her pyjamas to test her response. Her response was to roll onto her back and arch up slightly to allow me to push her pyjama bottoms off. I alternated between teasing her pussy and clit, and running my hand under her t-shirt to massage her tits and pinch her nipples. We both continued this façade of pretending to be in a state of trying to sleep and never fully committing to anything more. She would make the odd grab, or tug of my dick through my boxers to keep me encouraged. She was enjoying the attention and I was enjoying giving it.

Suddenly a thunderous voice permeated through the room.

EL CLIMA EN BALEARES AL DIA SERA CALUROSO, PEGAJOSO Y HUMEDO.

The TV had come on at a volume that would drown out a jet engine. Liam had awoken and put on the news station. Oh of course, as a political mover and shaker he must keep on top of current events by watching news in a language he doesn’t understand. He seen me look up and asked how his mum ended up in our room then asked if I was coming to get food. I declined the opportunity on the account of having a raging boner. Liam shuffled about between the room and the bathroom getting ready. I pretended to go back to sleep, continuing to slowly tease Natalie’s nipples and clit under the covers, going at a rate not to rouse any suspicion. I couldn’t wait to get her alone.

“Hurry up and go, I need food” Natalie said, rushing Liam out. Sounds like she also couldn’t wait for us to be alone.

The second the hotel room door closed behind Liam, Natalie let out a frustrated moan of sexual tension. She had been holding it in for what was probably an hour of her body being played with and teased. “Uhhhh, please fuck me!” she moaned, as she grabbed my throbbing bulge. I didn’t need a second invite. I had to taste the fruits of my labour first though, and went down to run my tongue between her pussy lips and up over her clit. She squirmed as I kissed my way up her body, all the way to her face. As I stuck my tongue in her mouth, I pulled her tshirt off, and she pushed my boxers away. I easily slid inside her dripping wet pussy. I started thursting slow and steady while we were grinding our bodies against each other and kissing. Gradually picking up the pace, faster and faster, I reached behind her head, grabbed a fistful of hair, and pulled down hard. I kissed and sucked on her neck and began pounding her hard like a jackhammer.

“Uhhhh FUCK” she moaned loudly. “Oh fuckkkkk!” her head rolled back and sunk into the bed as she grabbed the pillow.

Her excitement sent me over the edge and I pushed in as pumped my load deep inside her. I rolled over exhausted. Natalie lay there absolutely spent.

“Oh I can’t even move just now” she said through panting breaths and shaky legs. I held her for a moment, caressing her body, lightly massaging her swollen pussy. It was dripping and oozing my cum as I gave it some tender aftercare, having just been pounded and used like a toy all morning.

DRRRZZZZZZZZZZZT

The door unlocked and the Ambassador for Cockblocking had returned with breakfast, ready to face a full government review of his antics the previous night. Natalie and I quickly and discreetly got dressed.

That night on the walk to a restaurant Natalie and I were trailing behind the group a little. We both knew one of us had to break the ice.

“That was a good cuddle this morning” I say.

“A cuddle?? Is that what you’re calling it. I think my reward for that cuddle is still leaking out of me” she said sarcastically. I knew it had been a lot of cum at the time.

“Well I did enjoy myself.”

“Me too babe, we should do it again sometime.”

Source: reddit.com/r/gonewildstories/comments/pczrg5/fucking_my_mums_best_friend_while_on_holiday_in