[MF] My once in a lifetime with a milf.

I was 21 and working a retail store. I was a manager at the time. I was real tired of shit there and was trying to find my way out of there. Honestly the only reason I stayed is because of this older woman I worked with very closely. She was about 38 at the time. Beautiful as can be, nice ass, her tits were decent size, and a smile that would make anyone smile back. I was her direct supervisor and we would work in the back by ourselves a lot and for the first 3 hours of our shift we would always be alone in the store. She was ridiculously hot. We would flirt a lot she said I reminded her a lot of her first boyfriend. This would lead to conversations that’d get dirty pretty quick. She would always call me her little pervert because how quickly we would talk dirty to each other. FYI I’m not that hot by any means. I have a great personality and use to get girls just by talking, definitely not my looks haha.
Anyways I finally got a new job to run a local furniture store. I was a dumb kid with a good resume I got paid like dirt but had a lot of power including hiring whoever I wanted. I ended up hiring friends from my previous jobs and girls that were hot but probably shouldn’t have been working with me. I kept in contact with my milf. We would text each other at least once a day. Talking about random shit never really anything serious. About a month had passed since I got this new job and I needed to hire one more person. I had brought it up to her a few times told her she can work whatever schedule she wanted and I’d get her more money then she was getting at her current job. She would always turn me down but then out of the blue she text me she was thinking of switching jobs. So I told her “awesome! Come in on your next day off I can show you what you will be doing and we can get the paper work started.”
She text back “How about you bring the paper work to my house tomorrow? I haven’t had a day off in a week and don’t feel like going out.”
I didn’t think much of it so I said “Sure! Text me when you’re up and want me over.”
She just text back a simple “okay!”
From the moment I got that okay I had fantasied everything that could happen, but came to the conclusion this was just to get her a new job and that’s it.
The next day came, and I’m not gonna lie I dressed alil better that day. I waited and kept checking my phone excited for that text. It finally came around 11am so I told my assistant manager I’m gonna head to lunch might be alil longer then normal.
I got to her house 20 mins later. I had never been there before it was a nice little town house.
She text me which one was hers, I knocked on the door waiting anxiously to see her questioning everything from how to greet her and what to say.
She opened the door and I did not know what to say. My jaw dropped like a cartoon character all the way to the ground. She was in this tiny silk robe. At the time I couldn’t tell if she was wearing anything underneath. I had to use every bit of self control to come the fuck down.
She instantly went in for a hug I hugged back very lightly to not seem over eager.
My brain was spinning with “oh my god could this be my one shot? No it can’t be. Can it??”
I was going insane. I had finally calm down when we sat down at her dining room table and she started talking to me about work. She brought up how it wasn’t the same since I left, and caught me up on gossip from there.
About an hour had passed. I finally bring up the job I start telling her about hours and she cuts me off.
She says “So I didn’t really wanna talk about the job, and to be honest I don’t really wanna work there. I just really wanted to see you and talk to you.”
At first I’m like shit I was excited to flirt with her on a daily basis but quickly came to terms.
“Oh well shit you shoulda just said that, I woulda came over either way!”
She replied “I know just figured it be fun to see you all dressed up in your suit and tie.”
She grabs my tie and kinda tugs it for me to get closer. My mind goes crazy again “holy shit this is happening!”
She gives me a kiss and my head explodes!
“You better never ever tell anyone about this, and this is a one time thing.” She tells me.
In my mind I’m like still in the holy shit phase, but I’m trying to play it cool so I just replay with a “Okay…”
She pulls me by the tie and whispers “then you can fuck me my little pervert.” So we start to make out from our seats and we start to stand up she grabs my hands and puts them on her waist.
I honestly didn’t know what to do. I’ve had sex before but never with a person who had more experience then me. I was so fucking nervous to ruin this opportunity of a lifetime. Guys like me shouldn’t ever be sleeping with a woman like this. I don’t know what came over me but after she place my hands there my body just took over and next thing I know I grab that ass I have been staring at for over two years.
I told her “I’ve been wanting to grab your ass for such a long time.”
She just said “Do more than grab it.”
She pulled me away from the window and into the kitchen area and leaned over a counter, and slowly lifted up her robe. She was wearing these sexy black and purple panties.
I came up behind her and placed both my hands on her ass as I went to kiss her neck, she had told me before that was her weak spot. She gave me this look like oh you remembered. I then smacked her amazing her as she let out alil moan.
She asked me “have you ever ate pussy?”
I honest to god never had before, so I shook my head no. She then slipped off her panties.
Next thing I know I’m on my knees trying to figure out how to help her enjoy this.
She directed me on where to go and how to do it. This went on for awhile, she was definitely a moaner. It was like living out a porn especially with her yells/moans. It just built up my confidence.
She kinda pushed me off telling me “Let me see it.”
I get this confused face on like see what?
She goes “Your cock I wanna see how big you’re.”
So I rush to pull it out.
She gives me a look like okay now we are talking. She says “Not bad you’re pretty big.”
I don’t know if she meant that or what, I mean I’m about 8inches, 9 on a good day.
Anyways now she takes off her robe and she is naked hot as hell everything I could imagine and more. Like I knew she worked out but damn!
I stared at her like she was the sexist woman ever and to be honest at the time that’s what it felt like this would be my hottest sex partner I will ever have.
She comes closer to me and then gets on her knees, and starts sucking my cock.
I’m keeping my cool and think don’t you fucking cum early you dumbass.
I keep it together she blows me for about a good 5 mins.
She gets up and goes “You wanna see my bedroom?” She instantly starts walking up stairs.
“Come on pervert.” She yelled back at me.
I immediately follow pants on the ground shirt still kinda on.
She lays on the bed with her ass out.
“Here you go.” She hands me a condom
I’m like rushing to put it on.
I get it on and I start to put my cock in her.
She says “Put it in!” Kinda in a demanding way, I’m fucking loving this.
She basically tells me how fast to do and it wasn’t that fast at all. She basically has me going in and out of her at a slow place to feel my whole cock. She starts pushing back into me after a few mins, she found her spot she likes to hit. I’m basically her human dildo and I don’t care. After fucking her in doggy for a little longer. She gets me on the bed and starts to ride me. She grabs my hands and puts them on her tits and tells me “Squeeze then!” She starts riding me harder and begins to moan louder. She yells at me “Pull my hair!!!” So I do.
Next thing I know I throw her on the bed and start fucking her. I’m not sure what happened again but it’s fucking working cuz she fucking loves it. I continue to pull her hair with one hand and put my arm under her arm. She moves it and has me put my hand on her neck.
She goes “Squeeze my neck a little not hard tho.” So I do and she goes “Harder!” Then she puts her hands on my ass/waist area and pulls me into her. She is starting to orgasm I’m sure.
She is moaning and yelling “Harder! Harder!!”
I’m like full on choking her, and fucking her as hard as I can, her bed is banging the wall, her night stand is moving, it’s like a fucking earthquake is hitting her room at this point.
She then yells at me “Bite me you pervert!” Pulls my head down to her left tit and I bite her hard.
Next thing I know it’s hella wet down there and I’m like 90% sure I finished. So I pull out and the floor and me and her are drenched.
She goes “I haven’t done that in awhile.”
I’m like lost.
“I squirted.” She says
I’m like holy shit! I’m the man!
“Did you finish?” She asks.
“Not yet.” I said with a smile
I check myself real quick and just my fucking luck the condom ripped.
“Do you have another?” I ask her.
“Check my night stand.”
I do nothing I know I don’t have one cuz I leave mine in my room, and like a dumbass didn’t bring one. So I tell her “nope and I don’t have any either.”
She then says “fuck, okay we can keep going just don’t cum in me okay?”
I’m like sigh of relief and excitement. So I start to head towards her bed to get right back to it.
She stops me. “Let’s go take a shower.” She says.
So we go to the bathroom all clothes are off now. Shower is turned on, her bathroom is kinda small so I’m like how the fuck are we gonna do this.
She goes “can you hold me up?”
Only answer anyone should give to this is fuck yes! So that’s what I told her.
I get in the shower she gets in, my cock has new life like I can go on forever. I pick her up and start fucking her, she starts her moans.
She is yelling at me again “Harder!! Harder!!!” She directs my head to her neck so I start kissing it, and biting her a little her and there.
“Bite me Harder!” She yells.
So I do. Then her body relaxes again as I continue to fuck her. She signals for me to put her down. So I do. My cock is still hard I haven’t finished yet. She gets out of the shower and grabs my cock like it’s a leash. She drags me back into the bedroom and lays on her back and says “How do you want me now?”
So I flip her over and get her to stand up and I start to fuck her from behind. I grab her tits she is loving this “oh ya! Oh ya!” She is yelling I’m getting closer I don’t wanna pull out. Her body weakens and she bends back over as I keep fucking her from behind I hold her by the waist as lays her upper body on the bed. She is yelling at me again “fuck me you pervert! Fuck me! Fuck me!”
She keeps yelling at me. I finally cum, but I finished inside of her. I instantly have the look of guilt on my face. And she just kinda stops and says “You finished in me didn’t you?”
I go “ yeah, I’m sorry. I was just really into it and you’re so hot…I lost control.”
I’m still in her as my cum starts to leak out of her. She pushes me out of her and gets on her knees places my dick in her mouth to kinda clean off the cum. She takes it out and says
“I was gonna let you finish inside my mouth, but that’s okay.”
She stands up and looks at me with her smile and then starts to get dressed. I do the same.
We head back downstairs.
Not knowing what to say.
We hug and she says “Remember don’t tell anyone, and this is only a one time thing. Okay?”
“I won’t I promise and are we sure it’s a one time thing?” I ask.
“Yea I’m dating someone….” She says. “But I knew I would regret it if we didn’t at least fuck one time.”
“Okay I get ya.” I was definitely disappointed by that answer. So I left. It was crazy I went from the best sex I ever had to being fully disappointed. We didn’t text each other for awhile. The next time I talked to her was a year later about a month before she was getting married. She asked me to go to the wedding but I had plans the weekend of her wedding so I couldn’t go. We talked about that encounter for a little she said I was great and that she did want me again but that she couldn’t cheat on her soon to be husband again. And jokingly said maybe if we get a divorce I will text you. It’s been 6 years since then, still waiting haha.

Source: reddit.com/r/gonewildstories/comments/b13386/mf_my_once_in_a_lifetime_with_a_milf