My Best Friend’s Mom (bbw milf assworship) [MF] (long)

Before I start: if you like this story please tell me – ideally graphically, and with pictures! (M or F)

Okay I’ve been kind of warming up to telling this story… It’s kind of a big secret. I talked before about getting a [blowjob in a public shower [MM]](https://www.reddit.com/r/gonewildstories/comments/636oyh/a_show_and_a_bj_in_a_public_shower_mm/) and how I started [jerking off while driving down the highway [M]](https://www.reddit.com/r/gonewildstories/comments/63ffa3/high_speed_highway_masturbation_public/), and ya I have more [MM] stories I could tell but none of them are as secret as this one… so here goes…

I had this friend that I met at a few places I used to hang out. She was awesome. Fun, kinky, a great sexual appetite, but totally against romance or commitment with me. We were best friends for years, and even when one of us would have a bf or gf, we’d still hang out, fool around, go over the intimate details of what we’d been up to.

But this isn’t about her. This is about her mom.

Most of the girls I’d dated up to that point were younger than me. That wasn’t planned on my part it just kind of ended up that way. I was brainwashed by the popular culture I guess – seek out the young fresh-faced girls.

But they’d been pissing me off for awhile. In part, because I was tired of them always just agreeing with whatever I said… I mean get some backbone… but the sex was always lousy too. They’d just be all nervous, laying there like they were afraid I’d break them, and I’d have to constantly check in “you okay, we’re good, you want me to stop?” Ugh…

And meanwhile there was my aunt. My aunt looked a lot like my friend’s mom (no we never had sex don’t get excited… I wonder if I would though? Anyway this isn’t that kind of story…). Same age, same height (I’m 6 foot, she was about 5′ 6″ or something), and packing on a few dozen extra pounds. Nice big thighs, big breasts, and a big stomach.

I bring my aunt up because she made a real impression on me growing up. She was the “cool aunt”, always very handsy with her arms around me and feeling my muscles, complimenting me, talking about girls, etc… flirty. And so when I was younger I had those thoughts…

Which would bleed over into school, where I’d sit in class bored out of my mind and stare at the teachers, undressing them with my eyes, and I soon discovered that it was the bigger, mature women I was most interested in…

So by the time I was out of high school, early twenties, and hanging out at my friend’s place on a regular basis I was definitely interested in the auntie/teacher type. And my friend’s mom was exactly that – she was, in fact, a high school teacher (sadly I never went to her school, that might have been interesting!) with a huge ass, big tummy, and ample bosoms that her wardrobe generally kept hidden except for the occasional peek of cleavage.

The craziest part was that her face and hair were… Well they were really plain. She didn’t bother with makeup much, she had neat short hair that neither flattered nor complimented her, and her face was just… so-so.

I mentioned my friend was pretty kinky and we talked about everything, but this we really couldn’t talk about. She didn’t get along with her mom at all. If I started talking about how I’d been fantasizing about her mom’s fat ass bouncing on my cock it would not have gone over well.

But there were a number of times where I was over there for some reason and my friend wasn’t, and her mom would wave me in and we’d have a cup of tea together or I’d use their pool and I’d see her walking by doing something and I’d just… wonder…

Anyway. One day it finally happened. And yes, alcohol was involved… sort of.

So they threw a party for… something. I can’t remember what. I think it was my friend’s birthday… anyway everyone was there, hot day, pool, drinks well into the evening, lots of fun. This story is the next day though.

I slept over there that night (not at all an unusual thing, I crashed on their couch a lot that summer) and had kind of agreed to hang out and help clean up the next day. Wouldn’t you know it though, my friend’s work calls her in at the last second. She was hungover, pissed off, but couldn’t get out of it. I told her not to worry about it, go, I’ll smooth things over with the mom.

So off she goes and, despite the plan that the place woudl be spotless by the time her mom got home that day, it wasn’t done. She was pissed. I smooth things over as best I can, but I have to admit: the whole time I’m staring at her body. This was a Saturday so she was dressed more casually than usual, in some kind of jogging shorts and a t-shirt that hugged her around the chest, and it was my first real look at how big this woman was. I wanted her. She was my auntie/teacher fantasy and I wanted to fuck the shit out of her so bad it hurt.

And ya maybe I was still just a bit drunk from the night before.

But I switch into full-on pickup artist mode. “Hey, look on the bright side, you and I get to hang for a bit!”

“Oh I’m sure you don’t want to hang out with an old…”

“Old? Are you kidding? You must have guys all over you.”

“Hahah very funny…”

“Who’s joking? You’re hot. I’d date you in a heartbeat.” said casually and deadpan while not making any eye contact…. etc…

This whole song and dance of picking someone up is old news. I’ll skip those details.

But suffice it to say that we spend the next hour chatting while I keep grabbing little glances of her while she doesn’t know I’m looking. I make excuses for her to grab things from the floor while I’m behind her so I can stare at that ass, and imagine burying my face between the cheeks, getting lost in all that incredible flesh. Once, the fabric of her shorts perfectly framed her pussy, and I found myself grabbing my hard cock through my jeans and just gawping at her. If she’d turned around just then the whole thing might have been over…

Likewise I tried to make my ass available but she never seemed interested. She wasn’t a visual person, or maybe I wasn’t succeeding in moving myself out of the “daughter’s friendzone”… whatever it was, things needed to get sensual somehow.

As we finished I saw my chance. She straightened up, put her hands on her back, and winced.

“Sore back?”

“Yeah, all this bending.”

“Want a massage? I’m really good.”

“Umm…” she looked at me surprised, and I watched her do the math. A massage meant intimate contact, but intimate in an “it’s okay” context… and she knew she could trust me because she knows me so… and it’s just a massage right?

We’re in her room a few minutes later. She had these blinds that were always shut, which my slightly hungover head appreciated. So in the half light I start working on her shoulders, taking my time, doing the work… but that bra strap was a real problem.

“Hey can I undo your bra? The strap’s really in the way.”

She agrees, so I pull her shirt up from the bottom and try to undo the strap… but of course it’s really awkward because she’s laying on the shirt and it’s hard to get to… and that bra is under some pressure!

“You know the shirt’s in the way anyway if you just want to pull that up.”

Here’s the turning point.

She laughs. She fucking knows. My whole game, all my slickness. She sees through it.

Which only makes my cock twitch a little more. Smart women are hot as fuck.

And then she gets up a bit, pulls off her shirt, tosses the bra aside, and lays back down. I resume the massage having seen the side of one very big breast for a moment in the room’s dim light. Her flesh is smooth, and I’m reveling in the feeling of the fat beneath it. I know, I know, some people don’t like that but… fuck… this was what I’d been fantasizing about. This was the auntie/teacher fantasy come to life. I wanted to lick every inch of flesh, knead every bit of her body with my fingers… It’s hard to say which one of us was enjoying the massage more.

When I got to her lower back I realized I’d been missing an opportunity to stare openly at that incredible ass of hers. It rose up in front of me, so big and round, with her shorts caught between the cheeks, fueling my imagination of what it woudl be like to tear these shorts off of her. I wanted to grab handfulls, lick, bite, and fuck that ass so badly…

I couldn’t stand it anymore. I straddled her legs, saying it was too hard to work on her lower back from the side (which was true actually), and I let my hard cock press lightly against that ass while I kneeded her lower back. As I got to the bottom I had to pull the band of her shorts back a bit, and she lifted her hips to help…

Which knocked into my hips, making me fall forward. I landed with a hand on either side of her, my hard cock pressed between her ass cheeks.

She wiggled her ass, laughing. “Having a problem?” She bucked her hips once, twice, stroking my cock with her ass… There was no doubt she had noticed my raging hardon.

“I mean… Like I said, you’re hot. I can’t help it.”

“I don’t mind.” She said, and bucked her hips again.

Fuck it.

I leaned forward and started kissing her neck, thrusting my cock into her ass crack. She moaned in approval. “It’s been too long since I’ve been with a man,” she said.

That’s all the green light I needed. I stood up, pulled off my pants and boxers in a single sweep, and then reached forward and yanked her shorts and underwear off.

I don’t know exactly what I’d originally planned, but when I saw that ass in front of me, huge and fleshy, I lost my head. The next thing I knew I’d buried my face between those cheeks, feeling the flesh cover both sides of my face with ass flesh as I kneeded it with my hands and felt it bulge between my fingers. The smell and taste of flesh and sweat and… well, ass… it was all so WRONG, so dirty, so… fucking HOT.

I found myself tonguing her asshole for what seemed like seconds and minutes at the same time, pausing only to come up for air before diving back in. Several times I thought I was going to cum without even touching myself. My hands got busy in the flesh between her amazing thighs, rubbing her pussy lips and working the clit with one hand while pumping a couple of fingers inside of her. She was soaking wet before I’d even started, and I wondered if maybe she had been getting horny before I even straddled her legs.

Eventually she started to moan and buck, shoving her ass back against my face. I flicked my tongue up and down across her asshole furiously as my hands tried their best to move as fast as a vibrator on her clit and inside her pussy. Eventually she started shouting as her orgasm hit her, her whole body quivering and shaking with sweat.

I gave her a moment to recover, adn then I asked: “Hey do you have condoms?”

She wordlessly rolled over, opening her nightstand and pulled a condom out of a box. She reached between her legs to spread herself open, pushing her pair of big tits together with their large areolas begging for my mouth. I put the condom on, slid my cock head down through her pubic hair to feel the tickle and tease her a bit, and then slid right in.

I hooked my right arm under her knee as I started thrusting, and leaned on my left elbow so I could suck on those unbelievable tits. God, grabbing mouthfuls of flesh you could suck and pull with your mouth, so goddamn satisfying. I’d never seen a pair like these – big, but REAL. They moved and shook as I fucked her, just like the rest of her body. I found myself pounding her harder and harder just to see the shockwaves move through her flesh, and she started yelling again. “Yes, fuck, fuck me harder, harder, harder!”

It was too much. I came and came and came so hard I couldn’t hold myself up… I remember actually collapsing and falling off of her onto the bed as I finished.

When I proposed we take a shower together she was resistant at first (there’s not enough room!) but I persisted just so that I’d get the chance to savor that huge belly and ass of hers… I cleaned her very, very thoroughly, but I’m afraid she ended up a bit dirty again when she turned the tables and gave me an amazing blowjob right there in the shower. (again… hey I just realized I kind of have a pattern developing…) Fuck, looking down at that mature face working over my cock was unbelievable, but of course the best part was when she took my cum on her face and sagging breasts… and ya, they sagged exactly right. Fuck. You never see that in porn but it is so goddamn hot…

Sadly it was a one-time thing. We were almost never alone together after that, and I got the sense she might have planned it that way a bit so as not to mess up my friendship with her daughter. It was probably the right thing to do, actually.

But from then on, large women became a “thing” for me (not exclusively obviously, but I did date a few), and I never dated anyone younger than myself ever again.

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Reminder: I love PMs giving me graphic details of how this made you feel and what you’ve done about it. Let me hear from you!

Source: reddit.com/r/gonewildstories/comments/63vl5y/my_best_friends_mom_bbw_milf_assworship_mf_long