The Young Army Officer in the Big City: Bagging my Cougar [MF]

It’s funny, now that I’m 39, I tend to fantasize about younger women. But when I was young, I had a huge cougar/MILF fantasy. This is the story of the hottest time I indulged it.

I was 24 and temporarily in the Washington, D.C. area for a few months. I was in the military, then (and still now) a 6’4″ corn-fed ex-jock who grew up on a farm in the midwest, with broad shoulders and a reasonably built body, even if I don’t exactly have the muscle definition of Michelangelo’s David.

I overheard an acquaintance at a party describe the Capital Grille in downtown D.C. as a “cougar bar,” and that was all I needed to know. I headed there the next Thursday solo, trying to play up my simple-minded young jock vibe with a tight-fitting white polo shirt. I sidled up to the bar, ordered the cheapest draft they had (maybe Yuengling?) and started looking around. The after-work crowd filtered in and out for an hour or so, and then I saw her. A 45-year old blonde dressed in a sleek black dress that was somewhere in between “work” and “cocktail.” Tits pushed to a level where they were clearly intended to draw attention.

Finding [M]y Sis-in-law’s Video

Last summer. My wife and I were on holidays in the Okanagan with her younger sister. Their grandparents have property on the lake there. I’m 28, my wife Rachel is 27 and her younger sister Mallory is 21. Needless to say, Mallory is my number 1 fantasy. She is incredibly sexy. Amazing ass and the perkiest 32DD tits I’ve ever seen. (Another story for another time about her bras and panties…)

One afternoon, the girls decided to take the boat out onto the lake a do a photo shoot. They both wore their sexiest bathing suits and trust me when I say the pics were amazing! They asked if I wanted to join, but I knew the pics would be better if I didn’t, so I stayed behind. Once they were gone I noticed that Mallory’s computer was laying around. About 2 years ago I had found my way into her computer and found some interesting photos of her leaking milk (another story) and so obviously I wondered if those still existed. So I opened it up.

[F]Listen to a deaf girl?

I have had this fantasy for a long time where I would touch myself and let someone listen to me while I do. It’s not really a crazy fantasy but that’s all I would like to do. You don’t have to do or say much I just think it would be hot to know you are listening and enjoying it to.

I haven’t tried this before so please be patient. I don’t mind where you’re from, how old or anything like that, I just want someone who is not pushy or rude. I don’t want to do anything more than this at the moment.

Wierd fantasy? Or hot AF?

I don’t know if this is weird, or im in the minority (probably)… but owell, here it is…

my wife’s ass is incredible – she works it out daily. It’s soft and has bounce, but firm and doesn’t sag. Perky i believe is the word. it’s bigger on her frame but not enormous (sorry to the guys who love gigantic asses).

When we fuck, what often gets me over the edge is thinking about guys standing there jerking off to her ass… maybe touching it with one hand while jerking off with the other as they reach their peak.

When my wife isn’t in the mood, she’ll let me jack off to her ass. bending over a chair and pulling her panties down. in some odd way, i pretend im another guy that she’s teading like this… she luvs looking back and smiling as i orgasm, and i fantasize her doing that for another guy as i do it too.

she doesnt know i think about this stuff or that im think kinky. she’s more vanilla and it would probably scare her. but im in it for the long game, so there’s always hope!

Enter The Labyrinth Act I – Chapter 10 [GAY] [FANTASY] [EROTIC HORROR]

**2019 WORDS**

Warning: this is a work of homosexual erotic horror. It contains dark themes including but not limited to rape, torture, slavery, kidnapping, and some surreal kinks. It does not include any bestiality, piss or scat play, or underage content. Please read responsibly.

___
Having dragged Shawn all the way back to the guest bedroom, Lance had been grilling Doctor Feln’s secretary for almost half an hour. James occasionally interjected with a point or two, but Avi was lost in thought about their current situation.

Whether or not they could trust Feln, he held all the cards: half of the Stone of
Love, for one, and Feln was also possibly the only person in the Labyrinth who knew how to repair the two fragments should they ever be reunited.

Unrelenting, Lance continued his interrogation. “So you’re saying you never ONCE asked Feln what was in the mysterious room labelled ‘Keep Out’? It’s not like it was locked or anything. You know how obtuse you sound, right?”

Shawn threw his hands up in the air. “I don’t know how many more times I can say it: I trust Feln implicitly. I don’t have any reason not to.”

College Town – Twin MILF [MF] Part II

Please check out part 1 here[Part I](https://www.reddit.com/r/gonewildstories/comments/tbum2q/college_town_twin_milf_mf/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

Background: Amy is 32, 5’0″ tall, petite frame, ~95lbs, small b cups, tight butt with long brunette hair. She is a MILF with two twin 12 month old daughters. She was married and had only been with her husband since college. Her husband and her just started an open relationship.

Amy and I had met twice since our first encounter in part 1. Both were fairly normal with nothing special. Basically, I went to her house when her husband wasn’t home we fucked, and after an hour of fucking I left. Great sex, but nothing special worth sharing. This leads us to Part II, one of my favorite memories…

Part II:
I worked at the University and had a private office on campus. The building was usually empty after 5pm and especially later at night. There were two particular things that interested us that we wanted to check off our bucket lists: (1) sex in a university office and (2) elevator sex.

[Fm] The Continuation of a “Shy” Brown Girl’s Journey

And so the journey continues. I [25F] still always make him [23M] rock hard with the slightest teasing every single time, regardless of where he is: whether he is working or outside in public. Of course, I never turn down a challenge and I have to show that I have the control, only for it to taken away from me as I’m told to touch myself, like that one time I was presenting in an online class. Indeed, I had never quite expected, based on our intensely rapid progression, that there was room for plenty more. Our need for each other transfigured into more impassioned expressions of desperation.

Our frequent surges of sexting were previously on text or in the form of photos. But, doing it on call was something we’d agreed on eventually dipping our toes in. With a cluster of nervousness and uncertainty, we decided to let the natural course of our craving unravel on its own.

I'[M] a Christian guy that lost his virginity to a woman at 32 out of wedlock to a 27[F] two years ago and I don’t think I’m going to tell anyone.

There is a lot of backstory to this because there was a lot of deep emotions involved for me that I think some of you might enjoy. But if you want to skip to start of the arousing part go to the second date section.

Prologue:

I first want to get this all cleared out first because I can foresee a lot of judgement towards me happening. I live very much in a Christian bubble. I consistently go to church, am active with the community, and most of my friends are from church. I didn’t have any intention to have sex before marriage, but it happened.

I have always struggled with pornography which I am pretty shameful about. Yes often I do feel like hypocrite and this experience does make me feel even more so. My closest friends don’t know and honestly I don’t think I’ll ever tell anyone. Take it as you will but my faith has always been once that I struggle and wrestle for; often times I think it would just be easier to stop pursuing but in the end I find the pursuit worthwhile.

Hawaii hotness with [m]y (kind of) cousin – Part II: The Moonlit Cabana

It was the second-to-last night of our family vacation in Hawaii, and I was still reeling from [my little sleepover](https://www.reddit.com/r/gonewildstories/comments/t40s8f/hawaii_hotness_with_my_kind_of_cousin_f/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) with my cousin Sammy two nights before.

Finally, after years of daydreaming and fantasizing, to see and feel her body, to hear her moan my name, to make her throw her head back in pleasure and to cum with her hand wrapped around me was all such a rush. And the fact that she’d wanted it for all that time too – let alone the fact that we actually hooked up – made me giddy as all get-out.

It was nearly impossible to act naturally around our family as we snuck cheeky glances at each other at dinner or quick little kisses before heading off to our separate rooms for the night. I swear our grandma almost saw me grab Sammy’s butt in the pool once.

All that to say, having some time alone with Sammy again was pretty much all I could think about. I distinctly remember going up to my room from the pool to “use the bathroom” or “get some extra sunscreen” both days between the events of my previous story and this one. (I was definitely in the bathroom, and there was definitely a creamy white substance involved, but it wasn’t sunscreen!)

Twisted Alien Abduction

Inspired by a submission on r/dirtywritingprompts. Enjoy!

It’s not often I get a quiet, rainy afternoon to myself. Gina, my wife, was out running errands, and our son, Gavin, decided to spend some time at the gym. I decided to catch up on some shows everyone at work had been talking about, but _first_. Might as well rub one out in this rare moment of _total_ privacy. 

I had just gotten a raunchy video on the big screen TV, erection raging, bottle of lotion at the ready, when the doorbell rang. Frustration erupted in my chest, but I took a steadying breath and strode to the door. Emily was standing on the other side, shivering in her rain drenched clothes. 

“Emily?” I said in a surprised greeting. “What are you doing here?”

“Hey, Mr. Flagg,” she responded. I stood aside to allow her through the door.

“You know you can just call me Josh,” an offer I’ve given her countless times in the four years she’s been dating my son, but one she has yet to take me up on.