How i got to fuck [m]y moms mature [f]riend.

This all dates back about 30 years. I was 18, living with my parents in a rural part of Germany. Small town, everybody knows each other.
My mom is close friends with a woman who runs a small boutique. Let’s call her Mary.
I have always had the hots for her. Shes is 40 years old at the time, slim, big breasts and always dressed sharp and feminine. Trophy wife to Ben, the local MD. Many a night masturbated to various fantasies involving her.
Fast forward to new years day. Mary and her husband Ben are throwing a new year’s party in their big house. She invited a lot of people over. Her husband and her hired me to attend the wardrobe. There is about 150 guests, i take their coats, hand them a note with a number and hang the coats over the huge handrail of a mezzanine in their house. I also collect glasses and keep people’s drinks filled.
The party lasts until 4am. Mary and her husband put a foldable bed in their office room for me to crash on as i have also agreed to help clean up after the party tje next day.
Mary and Ben have gone to sleep. I had hoped to get lucky to hear them fucking, Mary was wearing a tight “fuck me” dress all night and i caught myself looking at her more than i’d like to admit.
No luck though, they are sleeping tight. I brush my teeth in a small guest bathroom and go to my room. I am trying to sleep, but the bed is uncomfortable and i am restless.
I decide to switch on the small color TV in the study to help me get tired. However, it’s not helping. Under the TV there’s a VHS recorder. There some tapes lying around, mostly copies if some 80s movies. One casette is special, it’s one of those adapter casettes for the small tapes that went into old camcorders. There’s a cabinet with a stained glass door, and i can spot some of these tapes.
Curiosity gets the best of me, i take one of the tapes and put it in the VHS machine. The image comes to life and i can’t believe my eyes. It’s Ben and Mary, fucking in bed.
I mute the volume, it was already silent before. I can’t believe it. Here is Mary, her big tits bouncing, riding Bens cock with her pussy which has a nicely trimmed black bush.
The next five hours are spent monitoring every tape around. Many of them are normal stuff, birthdays, holidays. But five tapes are filled with nothing but them having sex.
I watched them all, stroking my rock hard cock all the time. Finally, i make myself cum, store all tapes nicely back how they were and drop into bead, dead tired.
The next day, after a very short night, i help them clean the house. Tired. Very tired. Also i can’t forget her body, now that i know what she looks like in great detail, i have a constant boner. In the next years, every time she comes over to see my mum, i have blue balls. I want her, badly.

Fast forward four years. Ben and Mary are having a bad divorce. It turns out Ben had an affaire, she found out and got a divorce. Since Ben was a physician, and practiced from his office in the house, Mary moved out.
I am now 22 and Mary asked me among other people to help her moving. Everything is packed in boxes, we spend the entire day disassembling furniture and loading the hired truck. She is moving back to her hometown about 200km away.
I have a truck drivers license i got during my military service, so I drove the truck to her new place.
There’s much less people helping in the new place because most of them couldn’t come along. Carrying everything inside, assembling all the furniture takes much longer now. I drive back the truck to the place we rented it from, and the next morning i take my car to her new place. It’s now monday, i am now helping her alone because I have some days off and I want to be around her.
I spent the entire day mounting lamps, putting in her kitchen and so on. Since this will take at least three more days, i am sleeping on the couch.
Mary has gone to sleep, we ordered some opzza, drank some beers and i am laying awake on the couch. Luckily she has not been wearing her usual tight outfit with a nice cleavage all day, i would have suffered from blue balls.
I can’t sleep.
I know she has taken the sex tapes with her, but as she is only one door away, I can’t risk anything. But then again, i am 22 and very horny. As silent as possible, i hook up the VHS machine to the TV. Sure enough i find the box with the small tapes. The adapter cassette was in another box, but i find that too.
I slip the tape inside. The machine rattles and loads the tape, it’s incredibly loud in the silence of the night.
I still remembered which tape had my favourite video on, her riding Ben in point of view and a nice facial in the end that had etched into my brain.
The screen comes to life. Mary is stripping for Ben. There’s about 15 minutes of film before the facial, but i dare not fast forward because it makes a lot of noise. I unzip my pants and take my hard cock out. As i start to stroke it, the door to Marys bedroom opens. In panic, i fumble my hard cock back into my pants. By the time i am done with that, she is standing in the living room. The tape is still running.
“I don’t think you should be watching that.”. My face is red, I want to sink into the ground. Caught red handed, cock in my hand. She takes the remote and switches the TV off. I can’t look at her, so i look at the ground instead. I try to mumble some sort of apology, but its all unintelligible nonsense.
She is standing there, i expect her tobtell me to leave and tell my mom about this. I am panicking.
“Did you like what you saw there?” she asks. I don”t answer.
“Did you want to see me naked?”.
“I’m sorry, i didn’t mean to…”.
“It’s okay, I see how you look at me sometimes”. Okaaaay, I always thought i was candid as a ninja, so this makes me blush even more.
To my surprise, she sits down and switches the TV back on. On the screen, she is sucking Bens cock and clearly enjoying it.
I am still looking at the ground. “It’s okay, you can watch”, she tells me. I try to refuse, but instead of switching it off she turns up the volume. Ben’s voice is talking dirty to her.
We start a very awkward conversation. She wants to know how i knew about those tapes. I confess that i saw them years ago after the party. “So you have seen them all?”. I nod sheepishly. On the screen, Ben has started fucking her.
Awkward silence. Please god, kill me now. Suddenly she says: “Do you want to sleep with me?”. Fuck yes, I do!. But somehow i can hear myself say “I don’t know”.
Mary gets up, gets in front of me and sits on my lap facing me. We are looking at each other. She caresses my hair. Man, this feels weird. Guilt, shame, excitement, longing. I gather all my courage and go in for a kiss.
It’s electrifying. Her lips are warm and soft. I carefully touch her back. She is a fabulous kisser. None of the younger girls i have kissed come even close. Eventually she leans back and starts unbuttoning her shirt. It falls open and i can see her big tits both in front of me and blurred on the screen where Ben is trying to hold the camera while giving her a titty fuck.
I grab her boobs, they are heavy, warm, inviting. I fondle her tits and keep kissing her. The she gets up, switches off the TV where she was about to get the facial that I wanted to see so badly again. She takes me by the hand and walks me to the bedroom. We both strip naked and get on the bed. Lying on her and feeling her warm body on my skin is wonderful.
She spreads her legs, grabs my cock and guides me into her. “Condom?” i ask her, she just replies “Don’t worry about it”.
Oh god, it feels so good to be inside of her. She is incredibly wet. Her smell is mesmorizing. We are kissing and fucking, she grabs my head, wraps her legs around me and pulls me into her. Not long before it’s too much for me. “I’m gonna cum!” In tell her and want to pull out. “Stay inside me” she moans and grabs my.ass.
I cum. I cum hard. I can feel my cock throbbing, thrust into her balls deep and pump all my cum deep into her pussy.

We went on to fuck all night and most of the next two days and even though she was not too happy seeing Ben, we watched her Sextapes together. I gave her the facials that i had given her in my fantasy a thousand times.
We never used a condom, it turned out she was infertile. I visited her a few times after that, eventually we decided to end it. Unfortunately she was never up to making a sex tape starring her and me. Still to this day some of the most satisfying sex of my life.

Source: reddit.com/r/gonewildstories/comments/llis92/how_i_got_to_fuck_my_moms_mature_friend