Megan Dairies: My First Online Hook Up - Cover

Megan Dairies: My First Online Hook Up

by aussiemegan24

Copyright© 2024 by aussiemegan24

Young Adult Sex Story: I get dragged by a friend to meet her online date and things spiral out of control.

Caution: This Young Adult Sex Story contains strong sexual content, including Ma/ft   Consensual   Heterosexual   True Story   Group Sex   First   Facial   Oral Sex   Voyeurism   .

Hi, I’m Megan Australian girl from Perth. I’m 5’6 with big brown eyes and a busty, curvy figure, long unnatural blond hair. This is just another account of something that I experienced with just more than a few embellishments (Haha).

“OMG!, you want me to what?” I shrieked out in utter surprise

“I need you to come with me to meet this guy I’ve been talking with online, please, I’d feel much safer if you came along”, Alex meekly repeated looking away from me with a hint of embarrassment.

“what do you even know about this guy? Where did you even find him?”, the tone in my voice still signaling how shocked I was with her plea for help.

Alex looked back in my direction and took a seat on the edge of my bed, a moment of awkward silence passed as she drew in a long breath and sighed before replying, “Well, he messaged me on Facebook one night, and we just started talking more, he’s a brother of a friend of my dad.

“wow, what do you guys talk about, what high school does he go to”, I pried, trying to get more information on her mystery boy.

“well the thing is, he’s a bit older than us”

“oh, really? how old is he?”, I asked crossing my arms under my ample chest, a grin appearing on my plump, cherry lips finding this to be quite interesting.

In the time I had known Alex, she never seemed like the type of girl to be all that adventurous and daring, she was quite shy and only had one real boyfriend whom she broke up with a couple months prior. She was the classic girl next door, quiet and nice, everyone loved having her as a friend because she was so giving and kind, maybe too kind and trusting. She has gorgeous strawberry blonde hair down to the small of her back, round, crystal blue eyes, her body was slender with slight curves only really visible when she wore form-fitting clothes. Alex had legs for days, being almost 5’10 she was taller than your average and had a striking resemblance to Dakota Fanning

I watched her shuffle slightly back, fidgeting with her fingers nervously, positioning herself crossed-legged on my bed, her pale, white skin was turning a light shade of pink the more I grilled.

“well ... he’s 31”, she sheepishly replied looking away from me, obviously frightened of how I might react.

“jeez Alex, I didn’t realize you were into older guys, such a bad girl, who knew, we all thought you were so innocent and sweet”, I teased walking over and taking a seat by her

“oh shut up Megan, so are you going to come with me or not?”, she hissed gaining some composure and confidence, the sparkle in her eye telling me she really liked this older man and wanted my approval.

“of course, I will so tell me more about this guy, are you sure he’s not some kind of pervert?”, I joked, giving her a playful wink.

“It’s nothing like that Megan, well ... we do talk about sex stuff but, he’s really nice and caring ... ugh..., he’s in town for work and he wanted to meet up for a coffee that’s all”, she retorted, obviously trying to hide some juicy facts about their secret online relationship.

“if it’s just for coffee why do you need me to be there? Scared something more might happen?”, I giggled out, glaring at her with a fake judgemental smirk.

Alex flopped back on my bed and let out a nervous chuckle, she placed a hand in between her small breasts and took another deep breath,” I don’t know, I like him, we have played a bit online, but he’s never hinted at anything in real life ... I don’t know until we meet I guess”, she confessed, her confliction was clear in her mousey tone.

“Gawd, look at you, who knew innocent Alex was sexting older guys online, it’s kind of hot, I’m a bit jealous”

“stop it, Megan, you better not tell anyone about this, I’m meeting him in the city tomorrow OK”

“Alright, alright, I’ll come over and help you get ready for your hook up”, I teased one last time before we started on a school project.

The next day we strolled into a fancy 5-star hotel where Alex agreed to meet Darren for coffee, she looked cute and classy in her red and floral, white print, V-neck, summer dress, and white sandals while I chose to dress down a bit, sticking to a pair of simple dark, blue, hipster jeans, and a pink, singlet/tank top with black and silver sandals.

“you sure I look ok? I feel a bit underdressed in a place like this?”, she whispered at me while we walked through the lobby towards the cafe.

“no way you look hot, he’s gonna love it”, I replied trying to calm her nerves

The crowd in the hotel was mostly mature and business-like guests, we did look a bit out of place being so much younger, even getting a few curious glares from older men wondering why we were even there or more likely checking us out. I couldn’t help but smile flirtatiously at a couple of them who were quite hot, swaying my teenage arse as I passed by, looking over my shoulder and catching them trying to discreetly perv, (it always gave me a huge rush and put a smile on my face).

We entered the small hotel cafe, it only took about 10 seconds for Alex to spot Darren sitting at a corner table busy looking at something on his phone, I followed close behind her as we sauntered over toward him, she was visibly shaking with nerves.

“wow Alex you look amazing, even better in the flesh”, Darren pronounced as he stood up from his chair with a huge smile.

He was smartly dressed in black business trousers and a blue collared shirt that was tucked in, his hair was short and dark, he had a light beard and piercing brown eyes. The classic tall, dark, and handsome description fit him to a tee, I could now see why Alex had such a big crush on this man, he was hot.

“thank you, Darren, I hope you don’t mind but I brought a friend with me, I was just really nervous” Alex delicately said before stepping to the side so Darren could meet me.

His eyes were intense, charming, and soothing all at the same time if that is possible as he glanced in my direction, he kept the same smile on his face, I had to admit his attention had my heart beating a little faster. I felt a little guilty that I was finding him so attractive but I couldn’t help the way my body was reacting, I pushed it aside and offered up a simple introduction and a friendly smile.

“that’s more than OK Alex, I understand you have to be very careful with who you meet online”, He charmingly replied in a deep, manly tone that had both of us girls clearly swooning,” its nice to meet you, Megan, why don’t you ladies take a seat, order whatever you want”, he graciously offered.

We both nodded and took a seat opposite him, Alex was still very, clearly, nervous and awkward around Darren, while he did his best to calm her nerves by offering more compliments about her outfit and cracking a few jokes. She seemed to relax a lot more as time went by. We chatted and enjoyed a light lunch discussing light topics like future plans and what we were going to do after high school, the two seemed to be hitting it off and even making a few inside jokes which I had no clue about. I was happy for Alex, Darren seemed like a decent guy even though he was going after a teenage girl.

I decided to excuse myself from the table and give the pair a little privacy, coming up with a little white lie about having to call my boyfriend, Josh, Darren smiled while Alex gave me an apprehensive glare, I patted her on the shoulder and said I would be back in 10 minutes before walking off.

I turned a corner and found a secluded spot where I could still get a glimpse of Alex and Darren as they chatted through the glass wall surrounding the cafe and took a seat by a fountain. I watched on seeing Darren start to get a bit more handsy with Alex, reaching over and lightly patting her hand before becoming bolder as he reached under the table to fondle her thigh while they chatted. She seemed to not mind the attention, making no move to brush him away, her head swiveling from right to left, an almost mischievous grin on her innocent-looking face as if she enjoyed the fact someone might be watching him touching her. I was shocked and turned on at the same time.

I didn’t think I had a voyeuristic side but here I was, getting a deep tingle between my thighs as I watched my friend and her older date flirting away with each other, he even got her to stand and do a little twirl for him, the hem of her dress hugging tight to her small, bubble butt and hips, her blonde hair flowing free and cascading down her back. Darren was leaning back and enjoying the display, a huge grin on his face as he eyed up every detail of her young, nubile, body, perversely licking his lips (god I love that look on a man’s face).

“excuse me, I couldn’t help but notice you were having lunch with my business partner over there”, a man interrupted in a husky voice which snapped me out of my minor trance.

I turned my head over to see who he was, my cheeks were a little rosy with embarrassment at possibly getting caught spying,” oh yes, that’s my friend, Alex, she wanted me to come with her to meet Darren”, I explained to this stranger who was standing by me with a cheeky grin.

“oh yes Alex, I’ve heard all about her, Darren seems to get very lucky with these girls he meets online”, the man confessed as he looked on at the couple.

I looked up at him with a questioning glare, raising an eyebrow, curious to know more about what he just divulged,” you mean he does this a lot? Meet young girls of the internet?”, I asked, a bit of anger in my tone.

“Oh, crap, I just thought you knew, he’s usually pretty honest about this to girls he meets, sorry”, I’m Mark by the way”, he awkwardly says

“Well, thanks for the information Mark!”, I growl out before storming off back towards the cafe.

I approached Alex and Darren who were laughing away enjoying each other’s company, a dissatisfied expression on my face as I leaned down to tell Alex I needed to talk with her privately, she saw the serious look in my eyes and stood up, quickly excusing herself to Darren. I grab her hand and lead her to the ladies’ room.

“you ok Megan, what’s wrong?”, Alex asks with a perplexed frown

“did you know Darren does this a lot, meeting up with young girls he meets online?, his business partner Mark just let it slip in the lobby”, I enquire, my hands crossed under my breasts, hip angled to one side, looking very displeased.

“oh god ... well yeah I know ... he told me ... I’m fine with it, he lives in Melbourne, it’s not like we can have a real relationship, I just wanted to try something out of my comfort zone that’s all, don’t be mad”, she explained, not having the confidence to look me in the eye.

“Oh My God, why didn’t you just tell me? I thought you were like really serious about this guy, geez this isn’t like you at all Alex”, I replied flabbergasted by the revelation.

“yeah I’m sorry, don’t be mad, he’s really fun, I’m enjoying myself, I know he’s a player but I really want to try something wild, it’s not like he’s lied to me, I know everything ... please don’t be mad?”, she pleaded, stepping closer to hug me.

“Alright fine, well as long as you know what you are getting yourself into I can’t be mad at him” I respond hugging her back as I felt my anger washing away.

“Thanks for looking out for me, you’re a great friend, let’s get back out there before he thinks something is wrong”, she happily squeals, releasing the hug and fixing herself up in the mirror before we step outside.

As we both stroll back to the table Mark has joined Darren, they are whispering to each other, Mark filling him in on why I was so upset, both with sheepish expressions as they eye us approaching.

“Everything ok ladies?”, Darren coyly asks

“Oh yes, it’s all sorted, just a misunderstanding that’s all, right Megan?”, Alex replies with a huge, bubbly smile which puts the men at ease

“yeah it’s all good”, I dismissively say, flicking my long, blonde hair to one side

“Great, so did you still want to go up to my room Alex? you are welcome to join Megan, we can all get to know each other a bit better in a more private setting”, Darren suggests with that smug, handsome grin he’s had permanently since he laid eyes on us.

“of course I’d love to, sounds fun, don’t you think Megan”, Alex gleefully responds turning her focus to me, almost begging for me to give my approval.

“it’s a penthouse suite, a really spectacular view of the city, we have a spa too”, Mark chimes in

“OK, I guess that sounds like fun”, I begrudgingly agree too as I see Mark giving me a quick once over.

It’s the first time I have noticed Mark, he’s almost just as hot as Darren, I think to myself, they could pass for brothers, Mark is just a tad shorter with longer hair and a bulkier build.

The elevator ride up to their room was tension-filled, Mark and Darren leading the way as I and Alex followed behind, her nerves were returning as we stepped out and headed down a large hallway, I could hear Alex letting out a few deep breaths causing me to look over to see how she was, I too was feeling the trepidation building within me, I had a boyfriend at the time, it was a new relationship and I convinced myself I was only going to make sure Alex was safe but I still didn’t like the fact I was about to enter some strangers hotel room and more so the feeling I had of excitement at maybe doing something wild as Alex had in mind.

Darren opened the door and stepped aside to invite us in, the room was indeed spectacular, high ceilings and large glass windows leading out to a big balcony, the view of the city was amazing, something like you would see in a music video. We both walked side by side, checking out every inch of the place as the men looked on with amused grins.

“So what do you girls think? Pretty nice huh?”, Darren confidently asked spying at Alex who was by a glass window staring out at the view, the warm rays of sun shining through her dress making it a little translucent, he licked his lips and caught me catching him, he smirked and walked over to me,” I’m glad you decided to come along, I hope we can get to know each other a little better”, he suggested with that smug grin once again before walking off to talk to Alex.

His deep manly voice drew another tingle between my thighs, even if I didn’t really approve of his lifestyle he was at least upfront and honest about it all to Alex which I appreciated, but still I cringed at the way my own body was reacting to his charms. I stood and watched as he walked up to Alex and placed a hand on the small of her back, just above her ass, rubbing her up and down while whispering something into her ear, her legs started to tremble and shake as she turned her head around and gave him a coy, but devious smile. The pair then walked outside onto the balcony and continued to chat.

“you don’t have to worry about your friend Megan, Darren is a playboy but he treats a woman with respect, he won’t do anything your friend won’t consent to”, Mark said out loud grabbing my attention.

Turning away from the pair with a deep sigh I walked over to the black, leather lounge Mark was seated on and plopped myself down,” I guess so, she seems happy”, I softly huffed out, the couch positioned perfectly so we could see the whole balcony.

“Darren has that effect on girls, I’m sure you have noticed as well”, he teases, giving me a knowing smirk.

“I won’t lie, I can see why he gets very lucky with women”, I giggle out, crossing my legs to get comfier.

“looks like he’s starting to get lucky with your friend”, Mark points out

I looked ahead to see Darren and Alex hungrily, making out with one another, his hands all over her small ass, her hands wrapped behind his neck, standing on her tippy toes to reach his lips, I felt the burning desire to also be touched starting to swell deep within me, the longer I stared the more fuel it added, I was squirming in my seat and Mark was grinning knowing I was aroused at the sight.

His business partner’s hands were working their way around to her B-cup breasts, groping and fondling as he broke the lip lock and kissed his way down her neck, nibbling on it as Alex threw her head back and moaned out up into the sky with wanton lust. My pussy was responding to the erotic display, the wetness starting to secrete its way down my twat. I let out a sharp moan as Darren slipped her right, dress strap of her shoulder, exposing one of her red, lace, bra, encased breasts followed by the left, he took a step back and admired the view of Alex trembling, the top half of her dress cascaded down her slim torso. He made a motion with his finger, I had no clue what it meant until Alex started to timidly, pull the rest of her dress down her waist, rocking her hips from side to side until the dress fell to the ground beneath her feet.

Darren quickly followed suit as he kept his eyes on Alex the whole time, she stood out in the open in just her red, lace bra and boy-short panties looking on as Darren continued to strip away his clothing until he was left in just his black, Tommy Hilfiger, boxer briefs, the bulge he had was quite impressive even from where I was sitting it looked to be twice the size of my boyfriend Josh’s. I bit my bottom lip and squirmed harder against the lounge eyeing up his toned and manly physique, he was in great shape, not ripped like the guys you see at the gym, but more than adequate to have me titillating at the thought of having my hands roam across his chest.

He leads Alex into the spa where the two sit side by side, their backs turned to us, Darren’s right arm over Alex’s shoulder as he pulls her in closer. I was more than disappointed that my view was being inhibited, ( why couldn’t they have sat the other way), I said to myself.

“Dam, that was kinda getting hot, you’re friend has a nice body, too bad I didn’t get to see more of it”, Mark chuckled as he adjusted his crotch, the loose-fitting, trousers he had on doing little to hide his arousal.” but I think I prefer more fully figured girls, like you Megan”, he adds with a smirk

“Thanks, I guess, don’t get any ideas, I have a boyfriend, I’m just here for Alex”, I snark out, throwing my head back and sighing up at the ceiling, still feeling flustered after the erotic display I just witnessed.

“no worries, whatever you say, Megan, we could always go and join them. I’m sure Darren won’t mind seeing another gorgeous girl in her underwear “, he replies with another loud chuckle.

“I’m sure he would love that, and you too by the looks of it, but as I said, I have a boyfriend”, I retort looking over at Mark with a cheeky grin, his eyes were staring a hole into my pink top, the tops of my D cup breasts visible with the low cut neckline, my matching bra straps on show under the thin straps of the top.

“Hey I’m just like any other hot-blooded guy, you have an amazing body Megan, just pointing out the obvious”, he fires back, once again tugging on his crotch with knowing a smirk.

I brushed his comment off playfully, secretly loving the attention from a much older man, my only other experience came from my friend Leah’s uncle who I let fondle and play with my body after a drunken night of partying, he had groped, fingered and played with my tits and pussy. The experience was so dirty and hot, letting a man in his 40s have his way with me(but that will be left for another story).

We sat in silence, flirtatiously glancing at each other from time to time as we spied on the couple outside. I noticed Darren throwing his head back, his hand clutching onto Alex’s right shoulder, she was looking downwards, focused on something and that’s when the light bulb switched on inside my head, (omg!, she has to be giving him a handjob), I gasped, leaning over to try and study the telltale signals, having given the same sexual favors to a few boyfriends in the past. Darren alternated between looking down, ( obviously towards his cock being jerked off by Alex), and tilting his head back, ( to obviously moan his delight). Alex, on the other hand, was paying all her attention downwards focused on the task at hand, like I had when I administered my first-hand job.

I saw her head shaking a few times, Darren was whispering something into her ear, he was also nudging on her neck suggestively, there was no doubt he was trying to convince her to suck his cock, I knew this from experience because it happened to be the first time I gave in and blew my first dick, I’m sure he was whispering sweet compliments, telling her how beautiful she was and how much he was enjoying her hand on his manhood but her mouth would be so much better. It looked like Alex wasn’t giving in so easily she was still reluctantly shaking her head until after the 5th or 6th time she finally gave in as Darren’s hand led her head downwards towards his lap. He wrapped a handful of her hair in his tight grip and held it as Alex was bobbing up and down on his shaft. For a few minutes, I watched absolutely stunned, my pussy was now on fire wanting nothing more than to have a cock of my own deep inside my hungry mouth, Alex leaned back up and looked at Darren, saying something I couldn’t hear, he then kissed her passionately before motioning for her to continue the oral assault on his member which she did.

I was so enthralled at the sexual display that was going on outside I didn’t even notice Mark had moved closer to me on the couch, his left hand was on my thigh, rubbing it tenderly, the other was wrapped around his thick, 7-inch cock that looked to be hard as steel, my mouth opened wide in dismay at the sight, precum already flowing out of his mushroom-like head as he stroked it slowly watching his business partner get serviced by my friend.

“Sorry, watching that has gotten me all worked up, you can’t blame me right?”, he explained shrugging his shoulders, gesturing towards the sight in front of our eyes.

My focus was driven away from Alex and Darren for the moment as I stared right at Mark’s engorged member, my wild, lust-filled side was screaming at me to just reach over and take hold of his tool and go to town to quench my sexual thirst, but I held firm to my values to not cheat. It was getting harder and harder by the second as Mark kept stroking his thick, meat while his other hand moved higher, creeping inch by inch toward my covered pussy. The first faintest touch he took of my pleasure area had me moaning, that seemed to grow his confidence as he let go of his cock and used his now free hand to grab my right hand, he placed it on his throbbing member and waited patiently for me to submit to my lust. The situation was spiraling out of control fast, my hand instinctively wrapped around Marks, shaft and started to pump it up and down in long, slow, strokes. The guilty thoughts I had were being pushed to the wayside as Mark’s groans of pleasure echoed throughout the penthouse.

“fuck me ... That’s it girly, wank my big dick, you just had to get some dick of your own seeing your little, slutty, friend getting hers huh?”, Mark grunted out as he reached over to grab a handful of my left breast.

I started to protest, letting go of his cock and pushing him away with every ounce of will I had left,” no I can’t, I have a boyfriend”, I shrieked out my face flushed with guilt and arousal.

“oh don’t be like that, your boyfriend isn’t going to find out, it’s just one night of fun and we both go back to our lives, look at your friend, she’s loving it”, Mark pointed out.

I looked back out seeing Darren had moved to sit on the edge of the spa, his hands behind his back supporting himself as Alex knelt in the water orally pleasing him, his head thrown back, enjoying her efforts.

As I watched in Awe, Mark had moved around, behind the couch to stand beside me with his powerful erection pointed straight at my lips, I peered my eyes away from the going on’s happening outside, glaring up at him, guilt was written all over my face but clear lust in my big, brown eyes. He rubbed the head of his cock along my tightly sealed lips, his other hand caressing my cheek and brushing my blonde hair away from my face, he kept nudging, trying to pry open my mouth, I kept shaking my head, my pussy dripping profusely, everything in my body was telling me to open up but my mind kept my mouth shut, not letting his thick head pass.

“come on Megan we both know you want my cock, look at your nipples they are poking out of your top, sweetheart, just open up, look at your friend, don’t you want a nice big cock to suck on as well?”, He argued nudging even harder, his hand moving from my face to play with my right nipple.

I couldn’t speak out of fear his cock head would slip into my mouth between words, I kept shaking my head, feeling the last of my resistance crumbling away, the last straw was feeling his hand, tickling my sensitive nipple, I moaned out giving Mark the opening he needed to push his cock past my lips. The sudden flavor of his precum was so intoxicating I just had to swirl my tongue around his pee slit to taste more.

“fuck ... That’s it ... holy shit, your mouth is so wet and warm, suck that dick you little slut, I knew you wouldn’t be able to resist for long, sluts like and your friend over there were born to suck cock”, he snickered out arrogantly.

I knew I should be disgusted by his words but it had the opposite effect, it turned me on even more just like when Leah’s uncle had called me a cock, sucking slut, the first time I had ever experienced dirty talk with a man. I reached up and gripped Mark’s shaft in my right hand the other went to his balls and gave them a tight squeeze as my mouth worked over his throbbing cock head, slobbering more and more of my saliva until it started to flow down his shaft which aided my hand as I stroked him firmly.

“fuck me, you’re a keen cock-hungry girl, aren’t you? Be careful with your teeth slut”, he blurted out in between heavy pants of breath.

I looked up almost submissively and nodded my head to his advice and assessment, I was indeed a cock hungry slut, a term I grew to proudly wear as a badge of honor. It was getting hard to really do his cock justice with me seated and him behind me so I adjusted myself to face him, knees on the lounge on all fours. I sealed my plump lips tight around his shaft and bobbed faster, up and down his length, my hand twisting and turning around his member, doing my best to impress this much older stranger whom I just met a couple of hours earlier. I showed much enthusiasm if not the most agile technique which I would learn in due time. Mark didn’t seem to care as he started to thrust his hips, fucking my mouth, causing me to gag and cough, my saliva spilling down my chin onto my top, he didn’t relent and kept thrusting, having his way with my young mouth for his own pleasure.

I had to stop bobbing and focus all my attention on not choking, my hands still played and squeezed his balls, my eyes bulging wide open in shock and awe as he kept pounding my face like a cheap whore, my light makeup was running down my cheeks, my eyes watering. I spotted Darren who had stood up and was also thrusting his hips into Alex’s mouth from a conveniently placed wall mirror, his hands gripping her hair tight as he used them as handles to ravage her mouth, both men using us as their sluts.

“fuck girly, your slutty, little mouth is going to make me cum, you going to be a good girl and swallow it all down?”, he asks but I can tell its more of a command, I give him another submissive nod as he doubles down on his assault of my inexperienced mouth, plundering it to reach his orgasm with no regard for my well being ( which I loved). His strong male hands gripping the top of the sofa, his hips thrusting back and forth.

I glared at the wall mirror once again seeing Darren in the throws of his orgasm, his legs were buckling and trembling in the water, his right arm moving back and forth as he jerked to finish himself off, no doubt covering Alex’s angelic face or tits in his gooey load. I was contemplating asking Mark to give me the same treatment, something I had experienced when Leah’s uncle blasted all over my, young, perky tits, something I still think about months later when a sudden surge of hot, creamy, sticky liquid woke me from my deep thoughts, I tried to swallow fast before another spurt rushed out of his expanding cock head, Mark groaned and cursed his euphoria, pumping his hips and firing more and more of his seed into my hungry mouth, I gobbled most of it up, surprised by the pleasant taste, he kept letting loose and I thought it would never stop, my mouth spilling some of his jizz down my chin and staining the lounge.

“fuck ... That’s a good cum slut, make sure you get every last drop Megan”, Mark growled out, his face grimacing as I sucked on his head like a straw, slurping out everything he had left before I opened my mouth to show him it was all gone, something I had seen in a few porn videos which he seemed to appreciate.

He pulled his slick cock free of my mouth with a loud wet pop and smacked both my cheeks with his meaty girth, still surprisingly hard even after his powerful orgasm, I looked up and flinched with each smack loving the dirtiness of the lewd action. I was completely lost now in total lust, I wanted more, I wanted to get fucked, I wanted his big cock to take me however he wanted when we both heard a voice. I quickly felt a sudden twinge of guilt and embarrassment, I was still on my knees, getting dick slapped by Mark, I quickly turned around and used the back of my hand to wipe away some cum stuck to my chin.

 
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