24[M] unknowingly fulfils 36[F] MILF NYE resolution

I was going to save this story for later as it was quite recent, but I saw the monthly post regarding a New Year’s Resolution and wanted to join in! P.S this is quite detailed as it is still fresh.

Due to major outbreaks of coronavirus, NYE was not going to be like any other year. I had to have individual parties with separate groups over the period, it felt it was NYE for a week considering how many parties I went to. The break of 2020 started in mid-December and that was the last time I saw/spoke with her. I believe she was going to see her kids and have a “healthy party” with her ex-husband for their children’s sake.

We both did not take a long break, so the office re-opened on the first Monday of January in which we both came it, little attendance overall but it was good to socialise. I can still see some leftover Christmas decorations that she hasn’t take down yet, this won’t end well if the GM see’s. I told her to do some tasks as I prepare work for the new year. We had lunch together at the local sandwich shop, and I constantly stare at her cleavage as we sit down. She asks, “Can I leave early if I finish everything you ask?” “Sure, but only everything”, “You’re so kind, also the kids are at their dads today, the house is empty if you are free”. I can feel my cheeks go red as I respond, “I’ll let you know how my day goes”. We walk back to the office and she says with a cute smile “I have something I want to do if you come” as she caresses my forearm.

As promised, I pardoned her early leave. In which I see a text from her after she leaves, “hope you come”. After finishing a few final emails, I thought, why not, it has been a while. Without responding I walked back to her house and ring the doorbell with a bottle of red from local bottler on the way.
I am on the doorstep of her terrace as I ring her doorbell and question why I am here, as she opens still wearing her work clothes. “Didn’t think you’d be over so soon; I haven’t even changed!” she exclaimed as I look at her white button up with top two buttons undone, black tight skirt and stockings. “Don’t be shy, come in” she beckons. “I got some wine, because you always provide”, “Thanks, make yourself comfortable” as I proceed to the couch. As we walk, she casually removes her tight skirt, and I can see her slim figure and long legs through her stockings. “You have such nice legs” I accidently let out, “thanks, I hope you don’t mind, the skirt felt tight today just a little bloated”, Of course I do not mind I thought as I respond, “please be comfortable it’s your house” She has now taken off her shirt and only wearing a black bra and stockings as she takes out a wooden board, cheese, and complimenting sides as I turn on the TV.
We sit down in her lounge and chat more about our Christmas break as she eases closer to me, “you know I’ve missed you, and what we do” I feel where this is going but play along “I’ve missed your company too” She begins to put her hand on my groin, “do you miss this aswell” I nod and look at her, still facefull of makeup. She gives me kiss and proceeds to take off my belt, “you don’t mind if we do something different today?” shyly I respond, “I’m easy”. She unbuckles me and unzips my pants as she starts stroking it to get it harder as I eat my last cracker. She looks at me and identifies “Looks like you’re getting hard”, “I always get hard when you do that”. She slowly eases her head down and starts putting her lips around my head and I lay back comfortably on the couch as she moves her body to the floor and begins to kneel between my legs. She goes faster and sloppier as the sucking becomes audible and I can feel how wet and hard I am now.

She grabs my hand and walks me up the stairs as I admire her ass through her stockings. “Like that ass don’t you?, I know your looking” as she keeps dragging me up. “Can I grab it?”, “Of course, as I hold her ass as I get escorted up the stairs and feel them muscle move with her movements. As we reach the top of the stairs she gives me a few quick strokes and instructs “lay down in the bedroom, I’ll be in soon” I obediently walk in and hear her opening some boxes looking for something. A few moments later I hear her walk in with her hands behind her back with a grin. “Can you close your eyes for me?” My member is hard, wet and I am sitting on the side of the bed as I close my eyes and feel her walking closer to me. “I bought this and wanted to do it on you” I hear her open a box and she puts it down and places a piece of silk around my head. It’s a blindfold I thought, a luxurious one at that.

As I have now lost my visual senses, I hear her spitting as she immediately gives my member a wet tight stroke. She pushes down to lay down on the bed as I can feel her getting on top of me. I place my hand on her tits but can still feel her bra. I feel that she immediately unbuckles her bra, and I can feel her bare pulp breasts. I hear her ruffling she must be taking off her stockings. I now feel her bare legs on my torso as she gets on top of me.

She takes her time and hold my member as she slowly drops herself on me. Every time she gets on me it is usually extremely wet and easy, but this time it was a lot tighter and I can feel her slowly easing herself in. I hear her leave out a gasp and her hands are resting on my bare chest, quite confused I shake my head and say “can I open my eyes” she puts her finger on my lip and exclaims “shhh”. She gets off me and I can hear her spit on her hand and stroke my member a few times before she goes down again. Is she dry I thought? She easer herself down on me, this time a lot easier, and she leaves a huge moan as she sits balls deep on me. She takes off the silk blindfold and I look down and notice, this is not our usual sex, I’m balls deep in her ass. I look at her as she grins “I’ve wanted this for a while”
Shocked and confused, this is not what I expected to be doing at before sundown on a Monday, she puts her hand on my mouth with her weight and starts riding me harder. She lets out moans every time she goes deeper and deeper, she is so tight I try to scream but her mouth stops me making any audible noise whatsoever. I start to rest my hands on her curves as she goes faster and faster, she leans down into my neck and whispers in my ear “Promise you won’t make a sound” I obediently nod as she removes her hands and gets off. Before I can catch a breath, she turns around and starts inserting herself as I stare at her ponytail bouncing on her curved back. I take a second to admire her petite body, her ass in my face and her thin perfect legs as the bottom her feet is facing me. Without saying anything she starts moving her hips and I can already feel my cock getting sore from this tight ass. She is slowly getting into the rhythm in this reverse cowgirl position, I have never done this position before and it feels so much different than I would ever imagine, especially in her ass.

Her ponytail bounces as she rides my cock and I put my hands on her waist grabbing her soft skin. She moans as she hits the right spot which was tight for my member, she sits herself snug and balls deep as she lets out, “You’re not allowed to cum” as she starts going again, this time even harder. I try to focus on her ponytail as I hold myself from letting go. She stops, removes herself and stares at me whilst gripping my cock and stroking, I wait in trepidation wonder what will come out her lush lips as she says “I want you to fuck me from behind” as she spits on her hand, gives me a final few stroke before kneeling over. In shock I watch as she is now face down and full exposed and ready for me to go enter. She turns her head, puts her hands to spread her butt and in a demanding tone “what are you waiting for”. I admire her petite toned arched body as I grab her hips and slowly ease myself inside her ass. She gives a large moan and holds her hands spreading her ass. She is horny now I thought, she just wants me inside of her.

As I start thrusting and pumping her ass, going as deep as I can and hitting all the angles, I hear her moan and now moving her hands to the bed sheets and gripping them. She moans “harder”, I comply as I see her start to bite the bedsheets now. I keep thrusting her and admiring her body when I reach my tipping point and give her the courtesy “I’m going to cum” she immediately moves her slim body away and grabs my cock. She looks at me and strokes it “cum on my face please” she strokes faster and faster and grabs my balls now. I cannot hold on any longer as she is now closed her eyes with her tongue out, I let myself go all over her face. My thick cum runs from her hairline down her forehead and around her mouth. I moan so hard and run out of energy as she smiles and starts collecting the cum on her fingers and sucking on it as I close my eyes and lay back down. I did not even ask, and she swallowed all of it.

I lay on her bed as I can feel her moving her head to be in between my arms as she puts her legs around me. She whispers, “Thanks for fulfilling one of my new year’s resolutions”, “What was it?” I respond as I am out of breath. “I’ve wanted to do anal again, it’s been so long and we’re only in the first week of the new year” as she kisses me. I feel her shins slowly caress my flaccid cock as we talk a few more hours before I regain enough energy to leave the bed. She grabs my hand “do you have to go so soon, what about round two?”. “I have to go” I say as I start getting the uber. She gives me a kiss and wears a night gown. “Thanks for today anyways, will you be in tomorrow?” I nod and close the door.
I leave that night and feel completely drained and shocked that we just did anal and it felt so casual. No words can describe how good the sex was and I hope this will keep happening through the year, I wonder if she had any other new year’s resolutions I could fulfil?

Do you still want me to tell the story of what happened at the conference ?

Source: reddit.com/r/gonewildstories/comments/ksq5rh/24m_unknowingly_fulfils_36f_milf_nye_resolution