[Evelynn pov]
Stepping into the car I can't help but want to meet Evan. It's been so long since anyone asked me out, that I can't help but become a bit nervous!
As I pull out of the driveway I can see cute little Xiao Wu looking out of the window. I quickly blow him a kiss and head off. Honestly, that boy worries too much. Then again, I don't think most boys like the idea of their mom dating someone new. I'll have to make it up to him later.
For now, I just focus on the date and the road in front of me. It all started at the Dagobert duck inc., the company I work at. Being in such a high position and being known as a shrewd, ruthless businesswoman, I guess most people are too afraid to approach me.
So imagine my surprise when one of the newly hired consultants asked me for a date! I probably stood there for a whole minute before I responded with a yes! Ever since my husband died I've been trying to find someone to spend my life with but it's too difficult.
Luckily Evan was bold enough to straight-up ask me. 'I wonder what he's like.' I think as I arrive at a nightclub. At first, I was a bit nervous at the idea of going to a nightclub my age. Only after arriving, do I feel all of the nostalgia of my youth, thinking back to all the times I stayed out late at some nightclub with my friends.
'I hope I still have my moves!' I think as I spot Evan at the front of the line holding a spot for us. Seeing as we're going to a nightclub I decided to wear some tight jeans and an equally tight white shirt that's strapped tightly over one shoulder, showing off my assets quite a bit.
'I hope it isn't too much' I think as I greet him. He surprises me by giving me a hug, and a kiss on the lips. Breaking out of the kiss he leaves his arm over my waist, making me feel a bit shy and excited as it's just above my ass.
I get a bit shy, seeing all the hungry/jealous looks sent at Evan as he takes me into the club. I also get a bit wet, at how bold he is with me. Most guys like to take their time, but I can't say I dislike his approach too much.
Soon we're surrounded by loud music and a bunch of people dancing. The sight brings back so many memories, as I was quite the dance queen back in the day. Before we get to dancing we decide to get some drinks, ordering some alcohol before getting on the dance floor.
Soon I and Evan are dancing together as I start shaking my hips and throw my arms up in the air, unknowingly showing off my massive cleavage to him. It was honestly a fun experience to do this again as I get to bust out some moves.
Of course, dancing takes a lot out of you so we made sure to drink a lot of alcohol. One, in particular, was very strong and caught me by surprise. After that drink, I end up twerking on Evan, as he grinds on my ass, as I feel something quite hard in his pants.
Of course, with all of those drinks and alcohol, I don't really care as I just enjoy the feeling of grinding on Evan, getting to show off my skills and feel wanted. By the end of the night, as we are about to leave the club, I am stuck to Evan, not caring about barely knowing him as he is kissing me and feeling my body with his hands, squeezing my mommy milkers and big ass.
The fact that we are in public and anyone could see me only makes me hornier, as I get wet underneath my tight pants.
Eventually, we leave and Evan tells me I can't drive so he'll take me to his place. I feel nervous about going to his place but surely nothing will happen.
Getting into the car, Evan takes me to this nice neighbourhood, before escorting me inside, by wrapping his arm around my shoulder, resting his arm on my right boob, squeezing it quite a bit, making me breathe heavily.
Eventually we get inside and things get a bit blurry. It was probably the alcohol because one moment we were going up the stairs. The next I am half-naked on the bed with Evan on top of me with a huge dong resting on my stomach!
[Evan pov]
'Fuck, who knew the board milf was so easy!' I can't help but think looking down at this 10/10 babe laying half-naked on the bed, as she's about to get fucked!
When he first started working at Dagobert duck inc. I once asked who is the hottest woman there, and everyone instantly told me it was Evelynn. All of them worshipped her and looked at her from afar and hoped to be noticed. They were too afraid to just walk up to her and ask her out. So imagine my surprise when I did it and succeeded.
Who would have thought the ruthless businesswoman was such an easy bitch! All it took was some alcohol and a special little ingredient I slipped in and the next thing I knew she was grinding on my dick!
After letting the ingredient work through her system I quickly took the milf home to start the real fun! I quickly lead her up to the bedroom and started undressing her. I quickly got annoyed at how tight the clothes were and started ripping them from her body!
'Fuck this slut's clothing is tighter than a virgin taking my dick for the first time!' I eventually get them off to be greeted with a sight I wouldn't forget. Evelynn in a skimpy lingerie set, just for me! This bitch wanted to be fucked tonight!
I admire the sight of the body I'm going to ruin tonight making a mental picture to compare it to later when I'm done with her! Then I go to town! I quickly pull down my pants and pull out my bitch breaker, laying it on her bare stomach, imagining what I'm going to do to her holes!
Hello guys, another chapter here. This was all set up for the next chapter in which as you might have guessed Evelynn gets acquainted with Evan's little brother.
I've decided to do these kinds of pov chapters from now on whenever there is some action we don't get to see because of mc pov. Hope you guys enjoy :)
[Evan POV]
Seeing the look of pure lust and fear at the sight of my bitch breaker only makes me harder! This high and mighty businesswoman is about to be turned into my bitch after all!
"Don't worry. soon you'll be screaming in pleasure" I say with a grin on my face as I dive in and start sucking on her tiddies. "Damn, these are huge!" I can't help but say as Evelynn starts moaning.
Soon the room is filled with the sweet moans of a hot slut! "Ahhhhh, be gentle!" Evelynn pleads as I roughly play with her body. "Fuck, this body was made to be played with!" I say as I move things along. I climb up and position myself above her mommy milker, pointing my dong at her pretty mouth.
"Why don't you get my little brother ready for your holes." I say, liking how she stares at my cock in pure awe and shock.
"This is bullying! What's little about this brother!" Evelynn says, unable to look away from the massive dong on top of her face, covering it entirely. Falling in love with the smell, her body goes into overdrive. After such a long time a massive cock is in front of her and her body is screaming at her to start sucking, as she gets wet from just the sight of it. Her mouth salivates and her lower lips start gushing as she quickly gets wet.
I put the tip of my cock in front of her lips, enjoying the sight of such a mature milf, who should normally be my boss, staring at my massive dong. She eventually snaps out of it and gives it a nice smoochy kiss, leaving a lipstick mark exactly at the tip, which is spewing out precum.
'I wonder what all those people worshipping Evelynn at the company would think if they were to see their precious boss right now.' I think with a grin as I see her open her mouth, taking the tip of my dong into her mouth. She quickly starts licking like a bitch in heat, as her tongue makes sure to explore every inch of cock.
"Fuck that's good. Now start sucking bitch!" I say, ordering my milf boss to start sucking my cock. The milf is obviously bad at this because she only gets 3 inches into her mouth before she starts choking. Not wanting to ruin the fun, I sit back and enjoy the way Evelynn struggles to take more of my cock down her mouth.
After a while of just looking and enjoying the sight, I step in saying "Looks like I need to teach you how to suck cock you bitch!" I quickly get closer grabbing a handful of nice silken hair, before shoving her face all the way down to the base of my cock!
"Fuck that's a tight throat!" I say, admiring the way the milf is struggling to take my cock down her throat. "Hahaha don't worry Evelynn, by the time I'm done with you, you'll be sucking cock like a champ!"
I eventually let her up, before dragging her face once again to the base as I start facefucking this sexy milf. "Make sure to lick the balls as well. Good bitches make sure to please them as well" I say as I hold Evelynn at the base, enjoying the sensation of my cock buried in her throat as she licks my balls nice and clean.
Evelynn herself is both shocked and aroused at the way she is being treated. Never in her life has Evelynn been treated so roughly, not even by her husband when they were in bed together. She's also never deepthroated before, making it quite difficult to breathe for her.
*Ghluck, Ghluck, Ghluck, Ghluck, Ghluck, Ghluck, Ghluck, Ghluck*
Soon the room is filled with gagging and sucking noises as Evan plunders and ruins Evelynn's mouth. The milf is drowning in the smell of big cock and the taste of precum, as her body becomes so aroused by it that she cums!
'Fuck, I'm cumming!!!!!!' Evelynn thinks, not able to speak, with her mouth being so busy, as her panties become soaked in her juices!
"Fuck bitch, did you just cum from sucking cock hahahaha! You must truly be cockstarved!" I say, looking down at Evelynn whose eyes are rolling back as she starts ahegoing while sucking my cock.
"Looks like you're ready then!" I say as I pull out of her mouth, dropping her on her back, admiring the sight of Evelynn ready to receive cock! I pull aside her panties to see a soaking wet pussy. Seeing such a welcoming sight I smile my smuggest grin. I put on a condom and shove myself balls deep inside of her!
"AHHHHHHHHHH FUCK!" Evelynn screams as a monster cock is shoved into her pussy. Never before has such a big cock been inside of her, as her pussy is being rearranged into the shape of Evan's cock, ruining her for other men.
"Ahhh, Ahhhh, Yesh daddy!!! Ahhh! Ahhh!" Evelynn says as she starts moaning like a slut, as her legs are all the way in the air, while Evan is pounding her hole.
"Fuck that is tight! Are you sure you're a milf and not a virgin?!?!?" I say as my cock tears into her pussy. The bitch quickly starts squirting, quickly cumming from the fucking she's receiving. 'Hehehehe who knew accepting that job could lead to this' I think as I continue to dick myself into the deepest part of her core.
I use the full weight of my body to penetrate as deeply as possible, reaching spots that no other man has ever reached before. 'By the end of this, she'll definitely be my bitch!' I think while looking at Evelynn who's completely out of it.
All she can think of is cock, and the pleasure that is being pounded into her with each thrust. Nothing else is on her mind besides pleasing this massive dong as she instinctively wraps her legs around Evan, not wanting him to stop as she continuously orgasms, squirting the entire bed full of her juices.
Eventually, it becomes too much for Evan as he feels his orgasm approaching. "Get ready bitch! I'm gonna cum!" He screams as he speeds up, making Evelynn moan even harder, before dumping his load inside of her.
Fuck, this milf is good. It's like her entire body is made for the sole purpose of trying to drain my balls. Eventually, I pull out admiring the sight of a conquered milf, seeing what probably thousands of people dream of every day at the company.
While I'm admiring the sight Eveylnn slowly comes to as she slowly recovers from the fucking of a lifetime. "Th... that was a-amazing Evan" She says thinking this is over.
"Did you think we were already done you bitch! You best get ready for a long night of fucking!" I say with a grin as her eyes widen, upon seeing my still hard dick, ready to go for another round.
Soon the room is once again covered in the sounds of a moaning milf, as I make sure to fuck the shape of my dong into her pussy, making her eyes roll back, and getting her addicted to my cock.
An hour into the session I decided to spice it up as I fuck her up the ass by surprise! As soon as I went balls deep up her ass she started screaming saying "Wrong hole daddy!" while trying to crawl away from my dick. Too bad for her I held her there, truly mounting her as she tried to buck me!
"Hahaha tack my cock up the ass bitch! Good bitches take it up the ass as well!" Eventually, Evelynn gets used to it and slowly starts to stay put, as I ruin this milfs ass. If there is one dream any employee with a female boss has, it's to fuck her up the ass and that's exactly what I'm gonna do!
By the end of the night, I tell Evelynn to call someone to pick her up, not stopping for a single moment. By this point she's well and truly fucked, doing anything I tell her. She apparently calls her son, and I love the way she's trying to hold back her moans during the conversation, making sure to touch the spots she can't resist moaning for.
Fast forwards a bit and just as I finish inside of her ass once more, I hear a weird noise coming from the door. There I see who I believe to be her son, jerking off to her being fucked. 'Fuck her son is a cuck! Hahaha this is too funny.'
"I'll be done with this bitch soon brat." I tell him as I make sure to grin while playing with his mother. I have her clean me off, while staring him down, as he jerks off his pathetic cock, before walking out, leaving his mom on the bed completely naked. "Make sure to clean her up and get her home." I say before heading off.
Just as they're about to leave I can't help but want to mess with that cuck one last time as I grope and kiss his mom right in front of him before slamming the door in his face! Who knew cucking someone could feel so good?
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