I [18F] Hooked Up with My [M]anager at My First Internship

First time poster here! I’ve been thinking about posting this for a while but never had the courage to do it. Some of the writers here are amazing and I don’t know if I’m good enough. This might have been too wordy and maybe I should’ve broken it into parts. But this is one of my most vivid memories, and I thought I’d share, and I hope I did it justice and you guys enjoy!

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In the summer after graduating high school, I [18F] wanted to get a summer job so that I can make some spare change for college. I was also looking to meet new people and go on some casual dates, maybe even have a summer fling if I found the right person to get my mind off things. The last few weeks of high school have been pretty rough since my high school bf and I broke up. We were going to different colleges and frankly, other things (ahem…) have been lacking in areas of our relationship as well. So needless to say, I wanted to make this summer special, adventurous, and memorable.

I should also mention that I have long past should-length blonde hair, plump lips, a fairly toned body, between B/C cup chest, a bubbly butt, about 5’5, 115 lbs.

My dad works for a large marketing company and he was able to get me a job as a summer intern at his firm. I basically started right away as soon as school ended about two weeks before the 4th of July. The office was pretty big at around 200 people. I was assigned to a different department than the one my dad worked in, but on the first day he walked me to where I was suppose to be to help me get settled in. That’s when he introduced me to everybody, including Josh (name changed), an associate in the department that I was working in.

Josh was 36, as I would later find out from talking to him, with short brown hair, intense olive green eyes, about 6’2 tall, nicely built frame, and a bright friendly smile. He also had a smooth voice and a really playful, flirty way about him that I noticed was especially distinct during our interactions. He welcomed me and told me how glad he was having me on board under him.

We got along pretty well right off the bat, and I noticed his eyes would linger whenever we talked or whenever I passed by his desk. We would go out for lunch everyday, sometimes with a group of other people, and sometimes just the two of us. And whenever it was just the two of us, it almost felt date-like, where he would pay for both of us, and he would take me to a nearby park to eat, and we would go for a scenic walk afterwards. During these dates, we flirted, bantered, and he would gently touch me on my arms, and sometimes placed his hand lightly on my lower back when we walked, and gaze deeply into my eyes when we talked.

Ngl, I was pretty taken back at how forward he was being, and at first I wasn’t sure if my girl senses were just misinterpreting things. I had many reservations about reciprocating in any way, for fear of being called out for inappropriate behavior and getting in trouble. But I’d be lying if I said I wasn’t intrigued and even turned on, and pretty soon my desires shrouded my better judgement, and I gradually obliged…bending over just a bit longer whenever he was around, leaning forwards more whenever he was over my desk so that he’ll get a better view down my shirt, closing in on his personal space a little more so he’ll get a whiff of my perfume while I brush the hair out of my face behind my ear,…etc. I just wanted to be a good intern after all ;). My attraction towards him escalated pretty quickly with each passing day after just the first week.

The 4th of July weekend rolls around and by this time we were texting each other pretty on the regular outside of work hours, and sometimes we got into pretty adult topics. The company was having a big BBQ gathering at this lake house that someone at the company had a timeshare for. This place was a huge…about 12 bedrooms, multiple lounge rooms, a movie room, a games room, a library, a minibar, and plenty of other spaces to get lost in. I wore a cute little white and yellow sundress showing decent cleavage and cut at about quarter to mid thigh. (I couldn’t go too crazy cuz it was still a company bbq after all and my dad was also going with me). Still, I feel like the outfit flattered my curves pretty well without raising too much of an eyebrow.

My dad and I got there, and after some initial greetings and pleasantries, Josh arrives. Out of the corner of my eye, I see him adjust his shorts as he looks in my direction. He comes over to say hi, and maybe it was how good Josh looked in his casual tee, or maybe it was the fact that my dad was completely oblivious to the tension that’s been building between us through text, but in that moment I felt my cheeks blush, and a warmth beginning to tingle between my legs.

After a few more moments of meet and greets, I was looking forward to any chances to get alone time with Josh. And that’s when he asked if I wanted to get a tour of the house, sarcastically as if he owned the place. My dad wanted to go outside to the back yard, so he sent me off on my own with Josh. That put a smile on my face, and I see Josh shifting his pants again near his crotch area.

So it turned out all of the bedrooms were locked (for obvious reasons) as we started to explore the house, so we just slipped through the common areas, saying hi to everybody we saw along the way. We brushed up against each other quite a few times as we navigated our way through, and whenever we had to go up stairs, I made sure to go ahead of him as we walked up so that he’ll get a view of my ass possibly exposed through the upskirt of my sundress. I noticed him adjusting his pants multiple times as we went from room to room. We found our way into this communal powder room and noticed it had another door aside from the one we entered from. We open it to see where it led and it was actually into a bedroom – this bedroom had two doors but this one apparently forgot to be locked.

Naturally we go inside and realizing that now we’re alone, we eagerly traded more flirtatious touching and banter. I finally decide to break the ice that’s been on my mind this whole time; I turn to him with a devilish smile and ask, “So, you having some problems with your pants today?” He steps closer and replies “It comes and goes…you’d be having these problems too if you were me.” I giggle as I ask invitingly, “Care to share?” And with a smirk he takes my hand with his and presses it over his crotch. My fingers naturally wrap around his bulge and it was SO much bigger than I expected. My eyes widen and my jaw drops, but before I could even complete my “Omg wow” expression, he wraps his arm around my waist and leans in and kisses me.

I eagerly reciprocate as I melt in his arms, and we’re softly moaning into each other’s mouths as we’re making out. I feel his bulge growing bigger and getting harder in my hand as I squeeze it, and I slowly start to stroke it up and down through his shorts. He’s glides his hands down my back as he grabs my ass through my sundress. I squeal in response as I slip my tongue into his mouth. I feel a wave of warmth rush between my legs that sends my tingly pussy into a soaking mess. In between breaths I whisper “Are you sure we should do this?” He pulls back and goes to silently close the door that we came in from and locks it, and then replies “Now I am.”

That reassurance seems to have unchained whatever inhibitions we still had as our bodies entangle again. I instinctively place my hand back on the imprint of his cock through his shorts and we continue making out passionately. His hands quickly glide down my body to slip under my sundress and squeeze my ass hard. I moan in his mouth again as I start to fondle with his belt buckle trying to loosen them. But before I could, he presses my back up against the wall and pins my wrists above my head. He starts kissing my neck, his free hand fondles my boobs and then he slips it under my sundress as he starts to rub my wet pussy through my panties. I feel my panties being completely soaked through at this point with some wetness starting to make its way on the inside of my thighs. “Fuck you’re so wet already baby” he whispered. My body’s turning into absolute putty submitting to his control as my legs start quivering from pleasure.

He unpins my wrists above my head as he slips me out of my sundress and also undoing my bra in the process. He takes off his shirt also revealing his muscular frame and defined abs. Then he picks me up with my legs straddled around his waist and carries me further into the room, placing me on the edge of the bed. He grinds his bulging member into my pussy as he licks my boobs and sucks on my nipples. Quickly moving down between my legs, he peels my soiled panties off using his teeth. He throws my panties to the side, and he spreads my legs open once again. Then he teases me by kissing up my inner thighs, stopping right before my outer labia, and planting kisses all around my wet little opening. My breaths quicken and I’m trying so hard to be quiet as my body shivers in anticipation. And then he starts eating me out, and my god he felt amazing. I feel his warm tongue lick up my slit, the tip of his tongue parting my lips as he does, and then he presses his tongue on my clit, and starts massaging it in circles. “Oh godddd…” was all I could manage to say. Then he starts flicking his tongue against my clit, and then he cups his lips and starts gently sucking on my clit while his tongue still darted in all directions in his mouth. My body was squirming and I whimpered in pleasure as I reflexively grab his head and grind my soaking pussy against his mouth. As his tongue continues to put me in submission I feel the tip of his finger part the entrance of my lips and then slide in.

I couldn’t hold back a brief scream as he stops and I immediately cover my mouth. We both freeze in silence for a couple of seconds to listen for any footsteps outside. We heard faint voices but they seemed to be far away and didn’t seem to be coming closer after a while. He gives me a smirk and says “Mm baby you taste so fucking good…but we gotta be quiet okay?” I nodded in obedience. He resumes licking my clit and fingering my pussy for a bit longer and then he switches up…dragging his licks down, he plunges his tongue inside my pussy while he starts rubbing my clit with his fingers. Waves of euphoria ripple though my body as I bite my lower lip to keep me from screaming. I wouldn’t last for much longer after that. My thighs clamp hard around his head as my hips buck upwards and my pelvis thrusts towards his face. My body starts trembling as I reflexively grip the bed sheets around me. I feel him moan in between my legs as my abdomen tightens and my body bursts in waves and waves of orgasm.

My legs relax and it takes me a few seconds to catch my breath. “I love the way you taste baby” he says as he stands up and starts unbuckling his belt. I hop off the edge of the bed as I tippy toe up to kiss him, slipping my tongue in his mouth and tasting my juices still on his lips. “I do too” I say coyly while sticking my tongue out.

His belt unbuckles and I instinctively drop to my knees in front of him. I slip off his shorts and his big cock springs out like a catapult. It was so thick and masculine looking, with a slight curve upwards and a bulbous tip at the head, which glistened with precum. I literally just had the biggest orgasm moments ago and upon seeing this, I was wide eyed, and my pussy started to tingle again, aching for attention. I looked up at him, batting my eyelashes, as wrapped my fingers around his cock. It was hot to the touch and as hard as a pipe. Ohh be still my aching pussy! I start to slowly stroke his cock and I feel it throbbing in my hands. I kiss up his upper thighs as I get to the base of his cock. I continue planting kisses gently along the length of his shaft, pressing my lips just long enough to make sure he feels my soft pouted lips. He moans softly in response.

I hear some voices coming closer outside the door, but I don’t stop. I angle his cock straight up and press it against his stomach as I lick the underside of his cock from the base all the way up along his shaft with the flat of my tongue. “Fuuckkkk…” I hear him whisper under his breath. I already taste the precum running down his cock even before I get to the top, and when I get to the tip, I rapidly flick the tip of my tongue against his tip, lapping up more of his manly nectar, before i twirl my tongue around the head of his cock while I wrap my lips around his shaft. He clenches his fists tightly and he lets out a broken groan, almost as if he was trying to hold it back. Knowing I must have been driving him crazy, I couldn’t help but also moan into his cock as I start to suck it. I start to bob my head up and down against his cock while I stroke the base of his cock with my hand. He tasted so good. I don’t get very far before his moans get louder and he stops me, and pulls his cock out of my mouth. At first I got scared I was doing something wrong, but I see him squeezing his cock hard, like almost choking it, and he’s looking at me with nothing but pure lust in his eyes, and then I realize it’s cuz he was close to cumming. The thought of making him cum with just my mouth makes my pussy gush even more. After he recoups he guides his cock into my mouth again, and I suck it even more eagerly. This time I would suck for a while and then pop it out of my mouth and just stroke him for a bit, before putting him in my mouth again. I thought this would make him last longer, but again I didn’t get very far.

He stops me and pulls me up from my knees and pushes me onto the bed on my back. I knew what was about to happen, and the part of me that normally would ask for a condom stayed silent. I was so horny that I was going to take his cock whether he had one, or not. He pulls my ass to the edge of the bed and I naturally spread my legs open for him. I part my lips with two fingers as I look at him with bedroom “fuck me” eyes. He smacks his cock hard a few times probably to make it less sensitive. Within my intense lust and unbearable horniness, a part of me was actually nervous, not knowing how something so big would feel. That feeling quickly washes away as he presses the tip of his cock against my clit, and rubs it up and down against my drooling wet slit. I had to hold my breath to suppress every urge to moan loudly as he teases me like this. With every up and down stroke, my pussy seemed to get even wetter. He positions the tip of his cock outside my wet entrance and he presses in. After several tries, and wetting his cock with his saliva, he pops the head of his cock in my pussy. He gently pushes in further, slowly stretching me with his hefty girth and omg he felt so fucking big. It was a little painful as I had to adjust to his size, but after a while he felt amazing. He lets out an audible groan and my hands dart to my mouth as I whimper into my hands. “God you’re so fucking tight baby” he moans as he starts pumping and out of me and I feel him filling me up more and more.

We hear more faint voices outside the door with the occasional footstep walking across the door, but apparently unconcerned, he started to go faster. We both started to moan louder, but still trying to be as quiet as possible, although I don’t even know if I had the awareness to pay attention to anything else at that point. The way his rock hard cock slid in and out of me felt incredible. He starts to pump a little faster and my sensitive pussy wouldn’t hold out for me much longer as he dominated my body. Every part of my body started to quiver uncontrollably as I grip the bed sheets under me to brace myself. My pussy spasms and convulses around his thick shaft as my body bursts into intense orgasm. It takes everything I have to hold in my screams as I feel my eyes rolling back and ecstasy shoots from my fingertips all the way down to my toes as I cum hard all over his cock.

Seconds into my orgasm, he pulls out and he explodes all over my pussy and my inner thighs, plastering the entire area between my legs with warm sticky cum. He collapses next to me as we just lay there next to each other for a while, enjoying the afterglow of our hot session. I reach between my legs as I dip my fingers into his cum, and then I bring it to my mouth to taste it. I feel my nipples getting hard and my pussy starting to throb again at how good his cum tasted (I’m awful, I know…). He gets up and says “We gotta go baby, we shouldn’t be gone for too long.” As I sit up and look between my legs, he looks down at me with a satisfied grin and says “Dare you to wear it”, referring to his cum between my legs. Most of it has already dripped down to the bed sheets as I was laying there, but I give him a sly smile and oblige as we start getting dressed.

We fix ourselves up and tidy the bed and wait until we’re sure the coast is clear before we leave the room. Navigating my way through the rest of the afternoon after we just had sex and with his cum smearing between my thighs made me feel so slutty, but somehow I loved that feeling.

We had a lot of fun together that summer, and it was definitely a memorable one. But that first time will always be unforgettable.

P.S. If you actually read up to here you are truly amazing :)

Source: reddit.com/r/gonewildstories/comments/ogia5v/i_18f_hooked_up_with_my_manager_at_my_first