Category: gonewildstories

[MF] Giving My Injured Adult Flag Football Teammate A Massage Leads To An Extra Point

After moving to Southern California a few years ago, I quickly discovered I had zero friends in the area. Well, “quickly” is a bit of a lie. I spent the first seven months primarily by myself. The amount of human contact I had was shockingly low. I was one more month away from buying a volleyball and going full Tom Hanks. Since I mostly work from home, befriending my coworkers wasn’t an option. I went to the coffee shop down the street a few times but I mean, how does one start conversations there?

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“Hey. You seem lonely just like me! Want to share a muffin and chat?”

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So yeah, I was in an odd position, but thankfully I got the idea to join an adult sports league. I was debating between softball, kickball and flag football. And while I had the most experience in softball/baseball, I decided to go with flag football because it was the league that was about to begin, and like I said, I desperately needed to get out of the house. You also don’t need much equipment, which was an added bonus.

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[MF] Married couple becoming try-sexuals pt 4

One of my list items was a “hat trick of holes” where I wanted to cum in each of her three holes within a week. This was the week, and culminated last night.

The first one was her ass. That came to be cause she got her period sunday evening and I jokingly said that meant she was getting fucked in the ass tonight then. She replied with an ok. And she was serious about it. That night when we got to bed, she started giving me head, working my cock very nicely. A little while later I ask if she’s ready to get fucked in the ass. She mumbles an ok with her mouthful. She pulls off my cock and lays down on her stomach. I get on top of her, pull her thong to the side, lube up my cock, and start to work the tip in. I get it in, and she’s not very comfortable, I’m guessing cause she hadn’t been warmed up properly yet so her ass wasn’t fully ready. I get about half in and she’s telling me no, and wants to stop cause it’s not working for her. I tell her no. I sort of reposition myself up higher, and attempt again. She again says no, it’s not working. I say it’s working for me, and I force my cock all the way in. That got a “fuck you” right quick, but I tell her “you’re going to take my cock in your ass good and hard, slut”. I start fucking her asshole, not hard but steady and a little forceful. She’s not protesting as much anymore. I keep fucking for a bit, Now she’s moaning with pleasure. I take that as a sign to pick up the pace. So I start laying into her asshole, pounding her hard. She starts to climax, only the second time I’ve ever seen her have an anal orgasm, and begs me to cum with her. I put my full weight on her and drive my cock into her deep and unload Inside of her. Read more »

[MF] Not a story, can yall offer advice?

If not allowed please delete, I’m just seeking advice. Quick overview and then I’d love to hear what a guys perspective is. So I used to date Xavier for about 3 years. While I dated him he had 2 roommates. Omar and Matt. Through the years we’ve come to know each other. Going out together, when I’d spend the night things like that. I had always had great chemistry with Omar but never pushed the issue cuz I had BF. Anyways a few months ago I broke up with Xavier. I ended up hooking up w Omar recently and it’s been amazing. We’ve talking about being more but still hesitant. I’m not hesitant for my feelings, I’m hesitant because of the group of friends. I dont want to ruin the dynamic. Will, Omar and X no longer live together but are all still great friends. They’re still a few more in the group. I havent slept or flirted with anyone else besides x and omar. Omar wants me to be his date to one of the friends wedding in Feb. I really wanna go, just dunno if it would be awkward. Would like some thoughts. Thanks

[MF] A sexy date night surprise

Some time last week I got the idea that I wanted to treat my boyfriend to a nice date night. He’s so generous just in general and with the holidays he’s been showering me with gifts so I wanted to give back a little. I also had the urge to by myself some [nice lingerie ](https://darkestfox.com/products/la-directrice-crotchless-panties-set) so the timing was good.

I made reservations to a nice restaurant, and I had my sexy after dinner outfit. But my new lingerie just begged for something more. I decided I’d wear a butt plug to dinner. As soon as I got to his place, I snuck away to insert it and we were on our way to dinner. My actual outfit was pretty innocent looking actually. Not going to lie, I looked good, but I don’t think anyone would’ve expected I had a plug up my ass the entire time, though I was fairly squirmy throughout dinner.

Dinner had been more than delicious and we headed back to his place. He knew I had new lingerie I’d been waiting to show him so I had him sit down on the couch and help me unzip my dress. He’s a boob guy so he already loved the front. Then I turned around and bent over a little. He was pleasantly surprised. I straddled him when the realization hit. Read more »

What an amazing day at the office [MF]

I’m going to describe something that happened a few weeks ago, but first, I need to provide some biographical context.

I’m male, 6’ even, 175 pounds, pretty fit. I have a wiry frame so it’s hard for me to bulk up but I have pretty good muscle definition. I’m in my mid 50s, have been told I look like I’m in my mid 40s and have the same sex drive I had in my 20s. I know it’s a running joke here how everyone has an above-averaged sized cock. My wife wanted to measure mine one day and when fully erect it’s 7.5”. Girth is pretty average, I’d guess. I doubt anyone wants to see a pic so I’ll omit that. If interested, PM me and I’m happy to share.

I’ve been married for many years to a beautiful woman I love deeply. The challenge is she has some significant health issues that make sex very difficult for her. If it were up to me we’d fuck every day. As it is, I’m lucky to get laid once a month. And even then, we have to be very gentle to avoid hurting her. It’s frustrating for both of us. She knows she’s not satisfying me sexually and has basically told me to feel free to find other ways to satisfy myself sexually, just be discreet and safe about it. Read more »

[MF]Second hookup of my open relationship

My wife and I recently opened up our relationship to spice things up a bit. Usually we try to bring someone into bed with both of us, but we occasionally go solo, turning Tinder into a friendly competition. When she left for a girls’ night out on the town, I decided to set a date with one of my matches, Anne. A mid 40’s divorced professional, Anne is brunette, buxom, and bespectacled, fulfilling every guy’s fantasy of a hot teacher or librarian.

We decide to finally meet at a hole-in-the-wall dive bar in town, settling in a small booth meant just for two. Her pleasantly plump figure fills her tight blouse, dangling necklace engulfed by her generous cleavage. Our fingers entwine as we flirt, continuing our conversation from our texts. A fifteen to twenty year age gap only heightens the tension as Anne leans forward, soft glossy lips planting a wet kiss. I pull her around to my side of the tiny booth, settling her in half in my lap – her taut ass rubbing against my growing erection. Read more »

My [F]irst Affair: The Soccer Player (Part I)

[Note: With the exception of changing his first name, everything else in here is 100% accurate, with absolutely zero embellishment or alteration.]

As I approached 30, I had made the decision to get out of my marriage. My husband and I had grown apart. We weren’t getting along well at all, there were old resentments that constantly came up, we did almost nothing fun together, and we had gone from nightly sex to maybe once a month. I felt completely taken for granted by my husband and the relationship was dying, so sit seem

I’m fairly curvy with big boobs and ample ass. Through running and yoga I had gotten myself into phenomenal shape that spring in anticipation of being back out on the dating market by the fall. I looked good and I knew it.

In June I was out with friends for a bachelorette party when a guy approached me. Dylan had dark hair, green eyes, and very obviously was in great shape. He was funny, confident, and flirty, and I loved his Irish accent and his Dutch soccer jersey. So we chatted for a while. Dylan mentioned he was a teacher at a suburban high school about 30 minutes away. Eventually my group of friends was moving on to another bar, so he asked for my number. I didn’t want to give it out in front of my friends, so I told him I was married. Dylan visibly was crestfallen to hear this, but smiled mischievously at me as we said goodbye. Read more »

In his garage [MF] [warning: cheating]

I’ll preface this by saying I know I’m not behaving well in this situation.

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I love the way he just randomly sends me dirty pictures. One minute I’m texting to him about work or he’s texting me about his car. The next he’s asking me if I’m a slut for him and sending me pictures and video snaps.

He sent me a video in the middle of working on his bike. Just him in his garage, pants pulled slightly down, stroking himself, caressing his hard cock before pumping. Showing me what he would do to me if I was there, how he would do it.

He calls me princess and he knows it’s my weakness. I’m begging for daddy’s cock.

He sends me a selfie, face covered in grease and oil, white bandanna doing it’s best to keep things reasonably clean.

I wanted him like that. Raw. Dirty. Not even time to shower. The pure animalisticness of it. I tell him and he saves the snap-text. Fodder for latter. Read more »

[F] I help Instagram models escort

First off, I’m a female and I run a real business… producing porn.  I was first hired as an office worker and learned the business from the owner.  He was going through a divorce, and offered to sell me the porn company.  That’s how I got into it.

But as a side gig, I help Instagram models escort and be sex workers.  I help run their social media messaging.  You can probably imagine the amount of solicitations and ‘date requests’ these models get.  

I started by accident.  I have a model friend, and she was already doing this herself.  I’m pretty good on social media, and asked if I could help curate her posts, drive more followers, likes, etc… That’s when I learned that she escorts on the side and that’s when I started to help in that regards.  From there, I met more of her friends, who were in the business, and thus started working with them.  Referrals so to speak.  Like a snowball running down the mountain, all of this gained momentum and now I’m working with dozens of girls. Read more »

[MF] First Time At Sex Club, Las Vegas, NV

A month ago, my wife wrote me and asked me if I’d ever go to a sex club. I told her I would love to. We both have a thing about watching people fuck, that gets us very turned on. We happened to be going to Vegas, and after some research we decided that The Green Door, was our best option, to watch and maybe be watched.

My wife bought a nice thin dress, that you could see her tattoos thru, to feel slutty. She wanted people to watch and my cock was good and hard thinking about all the guys and girls that would want her, after she walked thru the door. My wife is 5’7, slim, with a set of 32 DDD’s, so she’s going to get noticed.

We arrived at around 12:30, and there was actually quite a few people. I wasn’t wrong, either, guys immediately started looking to see where we were going, after we walked in. We took the tour, and there wasn’t any sexual acts going on, at this point. To calm our nerves and kill time, we went next door to the bar, and threw back a few drinks. By the time we were finished, I was ready for people to watch my woman. Read more »