Bumping into my ex on vacation leads to a week long sexual adventure of a lifetime [MF]

As always, if you’re looking to dive right into the sexy stuff , just scroll down to the—————————————————————-

A familiar Avicii song was blared over the speakers. It was one of those songs that always got a pop form the crowd, but would inevitably be ruined by the DJ with a God-awful drop – one you could only appreciate drunk. We were in one of those famous beach bars in Thailand, *the* beach bar according to Hailey, the one we had to go to.

“Hey man, where’s Wesley?”, Baxter asked as he coddled a bottle of Jack through the crowd – finally setting it on our table.I gestured towards the sea of bathing suits and baby oil right behind us. “Somewhere in there”, I chuckled back.

“Anddd why aren’t you with him?”, Hailey continued. If it sounds like I wasn’t having fun, I was merely tired. It was day 3 of our vacation, and we’d been drunk every single night. I was running on fumes.

“I was waiting for this”. I raised my eyebrows as my eyes pointed to the bottle, proceeding to pour way too much alcohol in each of our glasses before we all took a swig. If you didn’t already figure, Baxter & Hailey were together and were about to hit the 3 year mark while Wesley was my best friend. We were about to cheers to another round of Jack when I finally caught a glimpse of Wesley out of the corner of my eye.

“Yo, yall got room for three more ?”, he asked rhetorically with his arm draped over a girl. “Ohh, this is Melanie by the way. Melanie, this is everyone”. She said hi as her eyes took turns meeting ours, until they stopped at me for a a few seconds, and then stayed on me for a few more.

“Hey, Melanie is it ?”, I squinted at her. She was petite yet incredibly toned. Probably no more than 5’ 5” . Her jet black hair was at least waist length. As she swayed back and forth, her ass came into view, one she probably spent years sculpting at the gym – round & firm they formed a perfect pear, one hugged by a lime green string bikini. But, that’s not why I squinted. I *knew* her, I just didn’t know how.

“Have we met before?”, she quizzically looked at me.

“Yeah I ——- I think we have”. For the life of me though, I couldn’t place her. “Hey girls, over here”, she darted her hands up calling the attention of her friends, and that’s when I saw her, at the exact moment that she saw me.

“Oh. My. God.”, Riley hollered.

“You’ve got to be fucking kidding me”, I curse with a smile.
You see, Riley was my ex from university back in California. As for Melanie, she was Riley’s best friend – one who I had never met (she went to uni in England) but had seen in photos and stories.

As we quickly explained the situation to our friends, Baxter choked on his drink and laugher quickly filled the table. The irony that my friends and I had travelled halfway across the globe only to bump into my ex was lost on no one.

Riley and I dated for about a year. Our relationship had been the typical, toxic university relationship. We were great together, then horrible together. The only thing more on and off than our relationship were our clothes, as we had sex constantly, on every surface you could name, in every position you could imagine. She cheated on me , I cheated on her. We broke up and reconciled multiple times culminating in our final break up and subsequent blocking each other on every social media platform, never speaking again. Like I said, the typical university couple. That was 8 years ago.

As the most rational course of action would have been to keep us apart for the time being, my friends obviously shuffled and moved so that she would have to sit right next to me.

“Guys cmon we’re almost 30”, Riley hissed, as everyone giggled like preteens – to no avail. I smiled and just told her to brush it off. It had been years after all. As Riley and I started talking, almost instantly, Wesley and Melanie were glued to each other’s mouths – getting to know each other be damned. It was a vacation after all. Okay, perhaps I exaggerate. It took around 10 minutes of talking before the tongue wars started.

Wesley & Melanie quickly gulped down a few more of the obscene number of shots that littered our table before he took her hand and guided her back onto the dance floor.

To my surpise, Riley and I quickly caught up, with next to no awkwardness. I learned that she snagged a job at a small law firm near her home, and had been there ever since. She had become a junior partner and was doing incredibly well.

As she spoke, my eyes wandered cautiously. A silver necklace nestled in her cleavage, hugged by her breasts that looked as full and perky as I remember. Her zebra striped bikini was relatively modest, especially compared to Melanie’s. As I stole glances, she brushed the strands of hair covering her chest to the side. Had she noticed me staring ? Did she brush her hair back on purpose ? Was she into this ?

“Oh did she mention that she just broke up with her fiancé ?”, one of Riley’s friend’s interrupted my thoughts. Riley’s olive skin turned a visible crimson and she shot her friend (Whose now I later learned was Ellen) a death stare.

“I mean, that’s the reason for this whole trip, she never used to do anything without him”, Ellen continued, clearly taking Riley’s stare very seriously.
“Wait, fiancé !? Shit Riley, are you okay?”, I stammer.

“Ex-fiancé , aaand I’m fine. But now, Tyler, I need a drink. A strong one”. It was a line I had heard many times. Over the next hour or so, we made a new best friend in the shape of the closest bottle of tequila we could find. We downed shot after shot as she told me how Rob had cheated on her from the beginning, and she finally caught him when another girl showed up at their shared condo claiming Rob was her fiancé too.

“So, I kicked him out , blocked him on everything and decided I needed a girls trip”.

“Kinda sounds like us?”, I laughed, the tequila obliterating any inhibitions of mine left standing.

“Well, you didn’t give me a ring that I proceeded to sell to fund a girls trip, now did you?”, she boasted as she rested her head on my shoulder. I looked into her emerald eyes, those deep pools of green that had once drowned me – as Riley lightly bit her lower lip. I couldn’t take it any longer and I finally tipped her chin and kissed her. Our lips finally met, lightly at first before our tongues began to twirl like ballerinas. The intoxicating aroma of tequila and ,er, mint filled my nostrils.

“Wait”, I stopped us. “Did you pop a mint?”.

Riley nodded guiltily as we both laughed. “When?”.

“About 10 minutes after I caught you staring at my boobs”.

“Oh, well I only did that after I caught you staring at my arms”, I tried bluffing my way out of it. I was chubby when we dated. 8 years of religiously hitting the gym had given me a physique I was proud of. I wasn’t Micheal B. Jordan ripped, but I was pretty damn close.

“Can you blame me ?”, she said grabbing my bicep. It fucking worked. She leaned in to kiss me again but I moved away. “You’ve changed so much Tyler. Your body is ….” she trailed off. This time I leaned in to kiss her and returned the favour by backing away with a naughty grin.

“Let’s get the fuck out of here”.

“Yours or mine?”, I asked.

“Mine. We booked a villa”.

We hadn’t even noticed our table was empty , that our friends had all moved to the dancefloor at some point — I would find out later they were blissfully unaware of what was happening .

I quickly texted Wesley that I was headed off and we hopped into an Uber (Grab over there). I would like to tell you that I fingered right then and there. That she teased my dick the whole trip. Alas, it was a short journey, and almost as quickly as we got in were we dropped off.

Riley’s villa looked understated considering it was a villa – but for the pool up front. As I take in my surroundings, Riley walks ahead of me and stops at the door. I get a good look at her ass, small yet plump. Her zebra bikini bottoms tucked into her ass crack ever so slightly exposing much of her cheeks. 

“Someone’s feeling frisky”, she says fiddling with the keys facing the door while I slowly grab her waist from behind. I lightly kiss the nape of her neck, lightly grazing my cock against that amazing ass, stirring it from its slumber.

She pretends to ignore it, desperately looking for the right key, but her ass betrays her, slowly gyrating in sync with my hips. I pull the strings of her bikini bottoms up, exposing more of her ass. Riley continues to move my cock up and down her ass crack, feeling my dick grow in between them. Her neck falls back into my chest and she purrs in delight.

“Okay mister stop”, she suddenly snaps. “I need to get this damn door unlocked”. She finally turns the key and I hear the door unlatch, but she stands with her back against, a cheeky look in tow.

“Alright Mr frisky, there’s an entrance fee tonight”.

“An entrance fee?”, I snigger. “How much?”.

“Oh just one. One condom”.

I look at her bewildered, even my cock was confused but I quickly grabbed a durex from my pocket and passed it to her, only for her to fling it to the side.

“What the fuck Ri? I only have one more”.

“Tyler listen, I– I want you to fuck me raw”. She looked at me with those mesmeric eyes, blowing hair that fell forward away from her face. “Listen, I know what you’re thinking but I got tested after everything with Rob and I am on the pill”, she continued reading my thoughts instantly.

I didn’t need to think twice, the alcohol wouldn’t let me. “Well Ri, I’ve always wondered what you feel like “, I said my erection now tenting in my pants.

“And I’ve always wanted you to feel your cum in me”.

I leaned in closer to whisper. “Riley I’m going to make you cum so hard and so much your neighbors will hear”, nibbling her ear lobe as I finish sentence.

“Is that right ?”.

She quickly pushes the door latch open. “Before we proceed, are you drunk?”, I ask.

“Well I’m not sober, but I know what I’m doing and I know what I want”.

“Yeah, what is that?”.

“I want you to fuck me right now”. Riley jumps in my arms as we make out once more. This time roughly, teeth biting lips, our tongues went from slow dancing to heavy metal head banging. I carry her to her bedroom , my hands massage her ass cheeks and I resist the urge to move my fingers deeper even as I feel where her v -line ends and where her slit begins.

“Tyler?”, she manages to get out between kisses.

“Uh huh?”.

“You have no idea where my room is do you?”.

We both stop for a good 5 seconds blankly staring at each other and roar in laughter.

“Come on”, she hops off and guides me to her room.

Sexy time starts here ————————————————-

I push her onto the bed and she squeaks as her head bounces off the pillow.

“Is that a sign of things to come?”.

I answer by plunging my tongue down her throat, placing my hands next to her sides so she can’t move and slowly trace kisses along the nape of her neck, biting down as she grabs my arm with a soft whimper.

I follow the curve of her neck down to her protruding collar bone, planting kisses there as her grip on my arms tighten. I look down a notice her nipples now poking through the thin fabric of her bikini top.

“Someone’s excited”.

“And wet. Fuck, Tyler I need you in me”. 

“Shush”, I grab both her hands and pin them above her with one of mine. I slowly loosen the top of biking strings, now taut as her nipples grew in anticipation. As I undo them her breasts finally spill out, her nipples standing erect and demanding attention. I slowly trace my tongue around the outline of her breast, moving closer and closer to where she wants me to go.

“Mmmh”, a familiar moan finally escapes her mouth, echoing through the empty room and making my dick twitch. 

“You feel that? That’s how hard you make me”, I whisper in her ear while tracing her other breast with my fingers, still avoiding her nipple. I move my hips and grind my cock over her pussy.

She nodded as I brought my head up and looked her in the eyes.

“Tyler you’re making so —- oooooh”, she gasped as I finally took her nipple in my mouth, delicately exploring every bump on her arreola, rolling her nipples between my teeth. Her hands desperately tried to grab onto something, anything, but my grip wouldn’t permit it.

Her soft moans slowly grew in decibels.

I moved lower and hungrily pulled down her bikini bottoms which were drenched, dripping with her juices.

“I told you I was wet”.

I moved my head towards her pussy, a clean slit that was immaculately trimmed but Riley used her legs to pull my body into hers.

“Tyler I’m so turned on right now that I almost came when you sucked my nipples. I don’t want you to go down on me. I want your cock in me”.

Before I could answer, she rose and asked me to stand. She pulled off my tank and almost drooled when she saw my abs for the first time. Riley licked the lines in between every single ab of mine before greedily heading towards my crotch, pulling down my pants and boxers in one go. She couldn’t wait any longer. My dick sprung out, obviously fully erect at this point, its tip glistened covered in precum. 

“Well someone’s happy to see me”. Before Riley could press her lips on my cock, I pulled her up towards me as she continued to rub my cock up and and down.

“I believe I promised to make you cum”, I growl bringing my lips to hers.

“So — make me cum, Tyler”, she pleads back after we kiss.

I sit down on the edge of the bed as Riley slowly straddled me. She let out a needy moan as my dick finally pushed past her labia sank into her pussy.

I let her dictate the pace she desired, and she slowly built a rhythm bouncing up and down, her nails digging into my back. I began to slap her ass, a light smack at first followed by harder and harder hits, each one eliciting a louder cry than the last.

“I missed your cock in me”. 

“I missed how tight your pussy feels. How wet you get when I’m inside you”.

As the sounds of our skin slapping against one another emanated through the room and out into the hall, I took in the magnificent sight of Riley, her gorgeous breasts bouncing up and down, sweat covering her entire body, beads of it flowing to her arreolas and dripping down onto me. The moans from her lips building like a chorus. Her pussy gripping my dick and holding on for dear life. Her nails were etching bright red marks on my back. Her eyes rolling in pleasure. Any other night and I would’ve cum right then and there, shooting my load deep within her, but the ungodly concoction of alcohols flowing through my system meant I was hard as an iron rod and nowhere close to finishing. I rocked my hips with hers, pushing up as she pushed down, my dick disappearing deeper and deeper in her glorious hole.

“Lean back”, I commanded. She moved her hands to my thighs for support, still riding me like her life depended on it as I began hitting her gspot repeatedly.

She began to whimper, only managing to go “mnghhh” following every single thrust. “Don’t —- don’t stop”. she finally managed. 

“Are you gonna cum for me Ri?”, I coyly asked.

She nodded with her eyes closed as I the I heard the squishing of her overflowing juices mix while my cock squeezed into her.  

“Mhhhm”, she tried to speak, managing only monosyllabic moans.

“Cum — Tyler. I’m gonna cum”, she motioned.

I quickly moved my fingers and circled  her clit furiously. Her eyes shot wide open and she yelped.

“Oh My God. Oh My God”, Riley cried wildly until she finally came — screaming, a guttural wail that was heard by the walls of every single room in the house. Her back arched animalistically and the greens of her eyes rolled to the back of her head.

I quickly grabbed Riley’s back for support as I felt her lose all control during her orgasm, her hands collapsing at the joints. Her pussy contracted and hugged my dick with a vice-like grip I never knew possible.

“Oh — oh wow. I — I can’t”, she rambled incoherently between laboured breaths. I gently helped her off me, holding her hips as she slowly rolled over me and crashed onto the bed in a heap.

“You alright Ri ?”.

A smile was plastered across her face. “Tyler I’ve never cum like that before”, she shook her head in disbelief.

I wanted to boast but that I was a mere spectator in the crowd. “That was all you Ri. I was just nudging the ride along”.

Riley chuckled. “You *were* the ride, oh and what a fucking ride it was — muahh”, she chef kissed into the air. “Oh shit, my vision is slowly coming back into focus. I think I blacked out when I came. I could only see stars. And then everything went black”.

“So that’s a yes then, you’re all right?”. I cockily winked at her. “Look at the puddle you made”, I moved over and pointed to where she mounted me on the bed. The white bed sheets had become transparent. My leg was drenched. The bed was drenched. We were drenched. My thighs had red marks where she gripped me.

“How are you still hard?”, she finally noticed my now semi. “I would suck you off but I can’t right now. Give me a few”, she gathered her breath.

“Don’t worry, well figure all that out later”. I slowly pulled her like a wounded animal towards the head of the bed, lightly tucking a pillow underneath her head. 

“Stay the night”, she asked extending her hand. She already knew my answer.

“How could I say no?”, I chuckled, spooning her as we tried to drift off. “After all I couldn’t possibly face the neighbors after those sounds you made”.

She reached back and lightly slapped my face as I chuckled to myself.

If only I knew what the next few days had in store, the roller coaster ride I was in for. If only.

This is the first part of a series. Forgot to add part 1 to the title & I don’t think I can edit that now. Will post part 2 when time permits.

Source: reddit.com/r/gonewildstories/comments/lchk2u/bumping_into_my_ex_on_vacation_leads_to_a_week