I had always had a crush on Drew Gulak, even though he was my boss, the way he commanded everyone in the office and when there were group meetings he would put one leg on a chair and thrust his bulge at me and every time I looked at him his bulge would be pointed right at me.

I had a devilish plan, Drew lived in the office, he had an apartment with a kitchen and bathroom and a bedroom right over the office, which I wanted to break into one night and suck off his cock and put it inside of me, but the issue was that there were always people with night shifts, but it seemed that luck was on my side for once.

One night it was just me and Drew in the whole office and he told me to lock the place up and leave, but I had mapped out the whole building and the stairs to his apartment, so that the security cameras wouldn't catch me in the dark.

I closed and locked all the doors and windows and closed the lights and started to make my way to Drews apartment as he was already ready to go to bed, I tried to open his door as silent as possible and luckily he didn't hear me.

I made my way to the bedroom, where he was currently unbuckling his pants and removing his shirt and seeing take his clothes off and seeing his sexy sweaty hairy body with boxers that had an even bigger bulge than with his work pants made me horny and wet.

I was drooling while watching him go to bed and just before he slipped into bed he adjusted his bulge and it made me even worse wet, I just had to wait till he had gone to sleep, but I almost couldn't wait due to what I just saw.

I slowly made my way to his bed as he fell asleep, as I was at the foot of the bed, I took off my dark overalls to reveal my black see-through langerie, as I got under his blankets and got closer to his Cock.

As my head was at his underwear it felt like Christmas, like getting the toy you wanted all year long and taking his huge cock out felt like unwrapping a present that I have wanted forever and now I was touching it and starting to pump it up and down to make it big, thick and juicy.

As I kept pumping his cock faster, I started to hear him moan and groan, which made me slow down the phase of me pumping his cock, his cock only kept growing in my hand and just now did I notice pre-cum leaking from his tip, which made me stop because I did not want him to cum just yet.

The way the pre-cum glistened on his tip made me not resist the temptation of his cock, as I put his cock in my mouth and slowly sucked on it and heard more of his beautiful moan and groans, but I heard him talk in his sleep too and what I heard was.

Drew: Oh Y/N, Y/N, OH YEAH SUCK MY COCK!

All I could think about was that he was dreaming about me, that alone made me almost cum in my panties and as I kept sucking on his cock it kept getting bigger and thicker, but his talk turned into slow and low moans and groans, which gave me the sign to stop sucking his cock before he was going to cum.

His cock popped out of my mouth when I removed it from my mouth, now it was time to put his cock in me, I removed my panties and carefully sat myself on his chest from underneath his sheets, until suddenly he woke up and started choking me and I kinda liked it but when he realized that it was you and let go of your neck and put his hands on your thighs and started messaging them.

Drew: Well, Well, Well look who tried to fuck me in my sleep!

Y/N: Mmmm I did!

As drew kept massaging my thighs, my pussy got wetter and closer to bursting on his chest, I had to grind my pussy against his chest to keep myself from cumming on him, Drew just grinned and started to massage my inner thighs, the closest part to my pussy and Drew just grinned.

Drew: So Wet for me?

Y/N: Uhhh Yes!

Drew: You want my cock in you?

Y/N: Ohh Yes Daddy!

Drew: Sit on my face!

Y/N: What?

Drew: You heard me, SIT ON MY FACE!

I placed my legs around his face, Drew's first instinct was to have a view of me, I hadn't lowered myself yet but he was already cussing to himself.

Drew: God, what a pretty pussy you have, too bad it won't be so pretty after tonight!

He touched my lips with his fingertips and spread my pussy, I was only getting wetter from his touch, he lowered my pussy to his face and the moment his lips touched me once again, a small moan left me and even a small lick on my slit was enough to keep you away from being quiet and I had to hold onto the wall behind the bed.

Drew's tongue skillfully flicked my sensitive pussy and going inside the hole every now and then. I was already on the edge with how fast he was eating me out. Trying to distract myself with irrelevant thoughts, I let him use his mouth on me, I didn't want to cum so quickly to enjoy this more and If it was possible I would let him do this forever.

Drew: Has anyone made you feel this good?

His voice was muffled with his own actions but my response was immediate or the sounds I made, would be the correct choice of words, I were unable to form sentences so I just cried out while still keeping my hand over my mouth, Drew noticed and said.

Drew: Don't be shy, I wanna hear every sound you make!

He had to pull his face from my pussy for a second to look at me, after seeing me take my hand off, he got right back to where left it and once again I was a moaning mess with his lips sucking on my swollen bud.

Drew: NOW, ANSWER MY QUESTION!

The vibrations from his mouth were sending shivers up my spine. The answer to his question was so obvious, he clearly knew how to handle a woman and now Drew was making me cum with only his mouth.

Y/N: NOOO...OH NO ONE HAS EVER!

A loud moan spilled from my lips as Drew's long finger entered me, With his lips on my clit and now two fingers inside me, lasting long was not an option, He was groaning against your pussy while I was practically whining on top of him, every flick of his tongue was sending me closer and closer to the end and the slurping sounds were a song I wanted to listen to forever.

His fingers were pumping in and out of me while mine were tangled in his now messy hair. There was no sign left of the gelled back hair he had an hour ago. His one hand was roaming my body and stumbled upon my bra hook but that didn't seem much of an obstacle to him since he unhooked it easily in seconds. He used every way possible to please my body, His tongue and fingers taking care of my cunt while his other hand was playing with my now hard nipples.

Y/N: FUCK I'M GONNA CUM!

He kept his tongue working at a steady pace and with what I had said he was doing everything more intense, his fingers were curling to brush against your spot and His tongue was now faster, as I came all over his face my hips were rocking and my thighs were shaking next to his head, He rode out my orgasm slowly as I slowly came down.

Drew: Are you ready for the real pleasure to start?

You nodded and Drew lowered me onto his massive thick cock.

Y/N: Hmmm... Fuck!

Y/N: It's not gonna fit DREW!

Drew: Oh I'll get it to fit!

Drew held my hip and pulled me down his shaft, but still it didn't quite fit so he made a swift rough thrust up into me and got his cock completely down to the root in me.

Y/N: Ahhh FUCK it hurts!

Drew: It won't hurt for long!

Drew grabbed your hips and in a swift movement switched our places, now he was on he top and I was in the bottom, His movements started slow, hips pulling away from yours. You felt every inch of him shift, stuck in a tremble as he continued to flick your clit. Until just the tip remained, he snapped his hips into you and You dropped your head to the pillows and cried for him, which only made him buck into you faster.

Y/N: Ahhh, Oh Fuck!

Drew: You are soo tight!

Drew retracted his hips before snapping them forward in one harsh movement, making my thighs quake as his pelvic bone collided with my soaking pussy, his thrusts were slow, calculated, but his eyes were shut tight, his senses overwhelming his body and I could see he was holding back.

His eyes shot open, pupils dark and wide, as he made a rough thrust that made his cock slip deeper into me, now his cock was relentlessly hitting my g-spot, my eyes were rolling to the back of my head and his deep thrusts made me release loud moans, Drew used his tight grip as leverage, pulling my body to meet his hard thrusts.

The thought of him destroying my body only turned me on more and now his hips moved at an animalistic pace, not humanly possible, his balls slapped my ass and with every thrust drove my pussy to insanity and I became a babbling mess below him.

Drew: Fuck, I can feel how deep I am, I bet you've never felt this ful!

Y/N: Noo, Oh Fuck never!

Drew: Fuck, cum on my cock!

Y/N: Oooo I'm cumming!

My pussy clenched his cock even tighter than before and my body shook as it welcomed the intense feeling of euphria that came over me as I came with him at the same time, his hands grabbed my waist, holding me still and comforting you.

Drew; Uhhh yea that's it, Let go!

Drew: Fuck that feels so good around my cock!

Y/N: Aahhh FUCK that feels good!

Drew pulls out of me and kisses me before rolling off of me lying on the bed and pulling his silky covers on him, I'm still in a state of shock and now I start to cum down from it.

Drew: That deserves a raise, as MY Assistant!

Drew: Now you can help me more often, even during work hours!

Y/N: Thank you Mr Drew, I will aim to please you even more with my promotion!

I snuggle next to him and kiss him on the cheek as I watch him fall asleep and I'm not far behind but before I doze off I grab his arm and hugg it very tightly.


The End