Category: gonewildstories

We [MF] spent the afternoon together, with his permission. (w/pic)

Last week, my relationship with Sam and Aly (scroll past my dick pics for earlier posts with these two) progressed to a level hitherto unexplored by us: I was allowed to spend the afternoon alone with Aly, without any rules.

Well, there was one: Don’t get arrested.

Scroll way down for the sex. Also, this is Sam and Aly: u/fun_in_love

We’d hung out, all three of us, a number of times up until now. A couple of those just as friends grabbing drinks and appetizers. And Aly and I pushed the boundary a bit in the week leading up to this. We were well-behaved, mind you. Hard as that was.

“Above the clothes only,” she’d informed me. We had a couple coffee dates that week, each of us with our laptop and a whole lot of shit to do. It shouldn’t surprise you that sitting beside someone as beautiful as Aly for several hours distracted me from getting much done. But we were well-behaved. The first coffee-date, we only kissed and hugged upon my arriving. On the second, being so close to her was too much for me. I suggested we put the work away and take a walk around the neighborhood. Read more »

[MF] Sister in law asked me to get her from the airport.

For those of you who have been following and reading my stories, you know how my wife’s sister Erin made family vacation unforgettable. Well fast forward to last weekend. Erin had a daughter with a fella in college and it unfortunately didn’t work out. She now lives on the West Coast. Last weekend she was flying in and had asked my wife if she would go get her. My wife, having to work, said that I would go get her. Unknowing about our little vacation rendezvous.

My wife mentioned it to me and I was happy to help. I immediately sent Erin a text message to see when she would be flying in. When she messaged me back she asked if I wanted to see what she would be wearing in the plane? Naturally, due to our brief history I accepted. Seconds later a picture came through of Erin sitting in her car held above her head pointing down showing her smile, cleavage, and some shorts that all but split her puffy pussy lips. Read more »

I [M] had sex with my other Male cousins throughout my entire childhood and no one in our family knows to this day!

I am now the oldest of three but before I had any siblings, I used to go to my cousins’ house all the time. It was 3 of them and they always had lots and lots of toys to play with. I was an only child at the time so I spent many weekends at their house. The first two were older than me and the youngest was younger than me. No one in our family knows but we used to play with each other and do insane things ALL THE TIME.

I have always been very nasty and sexual and I love (sometimes fetishize) the Male body. When their mom (my aunt) would go to sleep or leave for the weekend to stay at a friend’s house, we’d have orgies and what is now called “Bukkakes”. I was always willing to be the submissive, bottom figure in every situation. The youngest one was too young for most of it, so he would be asleep most of the time. However, the two older ones would take turns fucking my mouth and I’d be gagging and choking on their dicks. Read more »

[M]y per[f]ect end to graduating.

Now this happened on July the 28th in 2016, almost 3 years ago. I had just had my graduation ceremony. For the occasion I was wearing a black fitted suit with one of my dads green paisley ties which I “borrowed”. I was with a girl at the time who was phenomenal in every aspect, her long blonde hair that bounced just below her breasts, a contagious smile and bright blue eyes, D cup tits and an ass to die for.. the kind of ass you’d wanna bite softly into. She used to tease the hell out of me all the time and it would drive me crazy, i’d be walking round with a stonk on whenever I was with her and she knew it. She’d subtly grab my bulge and whisper things to me like “mmm, put that big cock away or put it inside me where it belongs.” all the while people would be around, she was always careful enough to avoid detection. I was in awe and would worship her like a dog.

​ Read more »

I guess I just love older women [Part 2] [MF] [Cheating]

So I’m back. Check my history for Part 1.

Since I last posted, things have progressed, and tamed, and ramped back up. I’ll try to get to it all.

After the blowjob, things got a little weird. She didn’t come over for a while, and it was hard to tell if she regretted what had happened, or if she thought I did. To be frank, it was super on edge. Was she going to say something? Had she found Jesus and now she was going to confess her sins and all would be revealed? What was going on? Should I text her? Should I say something to my wife that she should invite her mother over? Jesus Christ, this is why you don’t let your mother in law suck you off, you god damn idiot!

Well, thankfully, after a few months of not seeing her, a visit was planned. I didn’t have to bring it up, I didn’t have to ask, and Cheryl was on her way. She’d be coming on Saturday and we’d all go to a music festival in town. Hokay. Read more »

C[FFF]NM improved [M]y reputation!

I’ve had a ridiculous number of CFNM experiences. Some, I engineered, and others just fell in my lap. Here’s one I engineered that wound up improving my reputation…

Many years ago, I was out on the road visiting family, and decided to surprise my wife by getting home a day early. I called her Friday afternoon and told her I’d be home Saturday – but I was already in town. She said she was going out with her girlfriends, and looked forward to seeing me tomorrow.

I got a friend of hers to write a note saying she’d left a surprise for her out on the deck by the hot tub. I parked the car around the corner, and went into the house. I got all cleaned up, and put the note on the door, and put a bottle of spumante in the refrigerator.

I settled in to wait in the darkened house , wearing a towel and a smile, and stroking myself as I thought of the evening’s events…

About 10:30, I heard her pull in to the driveway.. I grabbed the bottle and peeked through the blind. Just as I was stroking to be suitably impressive, I saw ANOTHER car pull in! Her two girlfriends got out… Read more »

My Mind on Max [MF]

I am always so conflicted when I’m fucking Max. Her insistent body language, the sight of her incredible body, a tightness that I’ve felt in few others, impact me in a tingly rush that begins at the top of my head and ends you know where. I can never last long the first go-around. She rushes me into her like it’s urgent, whispering *harder* in my ear, her hands gripping both cheeks of my ass as if seeking to amplify the force of my thrusts. Then with raised eyebrows she regards me, surly, after I struggle for two minutes and then give in to my orgasm, slower and slower tempo changes unable to prevent the inevitable. It’s after this diminutive session that things start to get more fun. I’m ready to go again in five minutes, the sight of her ass as it flows downwards into the curve of her back helping to shorten the refractory period. She’s as insistent as ever, pushing me to go faster, harder, the sound of her moans and explosive exhales increasing in concert with my rhythm. This time, I’m not going to come for awhile, and I pound her in position after position, glorying at the shape of her collarbone in missionary, the rippling bounce of her ass in doggy, or the upward salute of her nipples in cowgirl. She comes, once and then twice, with short, violent moans, shoulders rolled forward, and the sudden tight grip of her lips telling the tale. I am only mortal, and so I collapse, spent, after a couple thousand (hundred? million?) thrusts. We look at each other, tired and sweaty and panting, her slack, relieved expression making it clear that her need has finally been satisfied. In the times between, I think about the sensuousness and connection of slow sex. I miss staring into eyes level with mine, I miss the smooth slide of skin and the steady but unhurried crescendo. That feeling can’t be replicated, but neither can the one I feel with Max.

My best friends boyfriend took my anal virgintity [FM] (BDSMish)

This is my first time writing something like this, so go easy on me!!My best friend, (we’ll call Catie) and her boyfriend (John) go to school in a different state. I miss them, and they flew up and visited me for my birthday.

Fast forward to my birthday party, and we’re all super drunk and playing Never Have I Ever. When it gets to me I start with “Never Have I Ever been fucked in the ass”. Catie mumbles something about me missing out and takes a shot. She comes up to me after and starts telling me I should try it, going on about how great John is in bed, etc. I had just gotten through a nasty breakup and was getting jealous and upset. She saw it on my face and whispered: ” John thinks you’re cute, it’s your birthday, go have fun”.I asked her if she was sure. She nodded and waved him over to us. After all three of us talked for a bit, she asked to go to sleep in my spare room. Read more »

[M]y Cock Slicing Into The Perfectly Round, Smooth Ass of This Delectable 21 Year Old Blond [F]

I posted this story awhile back but didn’t know how to paste it and keep the paragraphs. Figured that out, it’s much more readable. Hope you enjoy. It’s factual.

So here I am, looking up for a second at my reflection in the mirror, contemplating how in the fuck I have arrived at this point after 53 years of life. Standing beside my bed, looking down at my cock slicing into the perfectly round, smooth ass of this delectable 21 year old blond, while she pulls mightily on my sheets clutched in her fists, groaning and squealing with each thrust. Amazing. My age and fucking this girl young enough to be my granddaughter. And she’s loving it. Read more »

[MFM] That Time I Hooked Up with My Roommate’s Brother and His Friend (Part 1)

If you haven’t read the last two stories I wrote, about [how playing matchmaker](https://www.reddit.com/r/gonewildstories/comments/brqo2k/fm_playing_matchmaker_has_its_benefits/) for my college roommate and the guy she liked [got me some amazing sex](https://www.reddit.com/r/gonewildstories/comments/bws2nf/fm_playing_matchmaker_has_its_benefits_part_2/), I recommend checking them out. People seem to like them.

This is about something different though and it’ll hopefully be a bit shorter. (*Narrator voice*: It wasn’t)

That story happened about 10 years ago and a lot has happened to me since then. I’ve had a lot of great (and some not-so-great) relationships, met the man of my dreams and even gotten married.

But once I had my tryst with Chris, I came out of my shell. I realized that it wasn’t that I didn’t like sex, but rather that I just hadn’t experienced how amazing *good* sex is.

Throughout that whole time though, I’ve always had a pretty voracious sexual appetite. On top of that, I really like trying new things. Luckily, my husband does too. We’ve been together for almost 5 years so we’ve built up enough trust that we can both feel comfortable letting our freak flags fly in the bedroom. We’re both pretty willing to try whatever the other person suggests. Read more »