[MF] My first “older” woman

A few months after I “became a man”, I was home from college for Christmas Break. I was working for a property management company owned by a friend’s father, and assigned to a project at an old mill building that had been renovated in to condos. The management company had reached a deal with a local ISP to be the provider for the building, and now were running CAT-5 to all the condo units. (Late 90s)

I was in one unit, covered in dust and sweat, installing the box in the wall when the owner started asking about computers. She never had one at home, and figured she should get one since she has Internet.

Being a computer guy, I was happy to answer her questions. It soon became obvious she didn’t have a clue, and she finally asked if I would go to the store with her, to make sure she didn’t get scammed, and she would pay me for the help. No problem, I figured. We decided to meet Saturday at the local big box store.

In my head [mf] [fantasy] [oral]

“How can you look so innocent with me down your throat like this” he asks.

And I look up at him. Large brown meeting pale half lidded eyes. I’d love to smirk but my lips are occupied. Stretched over the expanse of his shaft. My hands are still in my lap at this time. Still partially wet from stroking him as I worked him deep within my mouth. And surprisingly this kneeling position is quite comfortable. More than I’d have thought considering the hard wood of the floor against my knees. I can feel his long finger twitch in my hair and his thigh muscles shiver and quake with effort. I blink cutely at him and hum with acknowledgement. The hum brings a nice hitch in his breath that spreads warmth throughout my body. As if I wasn’t already dripping with desire before I ended up here. I rake my nails lightly over pale thighs and start to bob my head. The resulting groan is everything and the sheer feeling of him filling me is intoxicating. His normal wordiness is replaced by harsh breathing and soft moans. And I am happy enough here on my knees that it might take an actual force of nature to move me. That force of nature of course, is the man himself. Tugging on my hair to pull me up off the floor before crashing his lips and teeth none to gently to my already wet and spit slicked mouth. I whimper. I run my hand up and down his back, into his hair, and, over his chest; and allow my breath to be stolen by him. Allowing him to breathe through me. I can feel him, hard and throbbing, against my stomach and the wetness at my core is slowly trickling down my legs.

[mm] [oral] Team Piss [watersports]

Some exposition before the story begins. With this story, I’m trying to get more into actual storytelling rather than just the piss stuff itself. And the plot of this story may be lost along a lot of you if you don’t know the game that’s the center of everything. If you just want the piss and to go from there, control-F and search ‘bottle’ and start there. I hope you all enjoy this story. :)

Team Piss

“Tracer is behind us! Get her! She’s discorded!” I say. My five friends and I are at Tristan’s house. We all brought our Gaming Laptops and we’re all set up in Tristan’s basement/gameroom (it really belongs to everyone in his family, but since his older brother moved out and got married a few years ago, it’s pretty much his because his parents only come down here to watch a movie or so on the huge tele) playing Overwatch – specifically competitive mode.

We’ve been on a huge win streak for the last 4 hours, and we literally went from Bronze ranking to Gold in this session. We’re fucking unstoppable…except for our bladders.

[MF] First time I ate her pussy.

The night before easter. We were having a hot sex session. She worn the blue thong that she knows I love so much so I was fucking her doggy style while she was still wearing it. I flipped her over and took them off. I started kissing all over her tits, her shoulders, her belly, and I even flipped her back over and kissed all over her back. I got to her thighs and kissed all over them, put her back on her back, and continued inside her thighs. Normally she pulls me away since she never was comfortable with the idea of receiving oral. This time however was different. She was slowly pushing me closer to the goods. I was hesitant to go all the way since she’s always been against it, but god knows I really wanted to go all the way down. I stayed in her pubes for a bit (I LOVE her bush). I went back and forth between there and her belly for about 10 minutes. Then finally I went all the way down and gave her pussy a kiss. No tongue. No open mouth. Just lips against lips through a small peck. The moan she made had me instantly realize I had to do more. Now going between her thighs, pussy, pubes, and belly I was kissing all over and started lightly licking the inside of her thighs right next to her pussy. It was absolutely fantastic and she was going wild for it. Then I finally licked her clit. And she was out of control. I was gently holding her down while going to town on her. I didn’t go for very long before I started fucking her again, but those few minutes were damn amazing and I can’t wait to do it again. I didn’t want to stay too long down there since she never verbally said it’s okay, and I thought it would be better to talk more about it later. We did and she confirmed to me that she enjoyed it so I’m definitely doing it again the next time we see each other.

[Group] How to piss off a coked-out germophobe…

Okay, I’m bored and that last one was fun to talk about, so I’ll tell one more, then, probably disappear forever. This is about, maybe, the most bizarre thing that’s ever happened to me in a sexual situation. It’s kind of a mic dropper, so anything after this would just be lame and silly.

When I [26, at this time] first moved to the city I currently live, through friends, I hooked up with this guy, Jeff [I think he was 29/30]. He’s not a booty call, per se, but if we’re around each other after 9 PM, we tend to make it home together. Now, Jeff is an awful human being. A little misogynist. Obnoxious. Kind of a pathological liar. No real employment. Trust fund baby. I don’t know if he was joking or not, but I think he voted for Trump. But dude can fuck. There’s just something when we get together that it’s like fireworks and shit. I would never date him in a million years. I don’t even let him kiss me. I just want him to stick his dick in me and put his mouth on my nether regions. He’s tons of fun in the sack. He’s even responsible for my one and only MMF.

‘A Complicated Affair: Redux’ [mF, Anal, Cheating, Cuckold & D/s] (7,500+ Words)

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**A COMPLICATED AFFAIR: VOLUME ONE**

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**| Table of Contents:**

> * *Plot Summary*

> * *Introduction*

> * **One:** *’as_requested.jpg’*

> * **Two:** *’An Aversion to Small Talk’*

> * **Three:** *’Susan’s Only Rule’*

> * **Four:** *’Quasi-Religious Encounters’*

> * **Five:** *’Removing the Safety Seal’*

> * **Six:** *’Loophole’*

> * **Seven:** *’Second Virginity’*

> * **Eight:** *’Instant Replay’*

> * **Nine:** *’The Close Call’*

> * **Ten:** *’Bottled & Corked’*

> * **Eleven:** *’Developing a New Routine’*

> * **Twelve:** *’Unpleasant Formalities’*

> * **Thirteen:** *’The Incident’*

> * **Fourteen:** *’Confession(s)’*

> * **Fifteen:** *’An Alarming Blur of Events’*

> * *Afterword*

> * *Uncensored Story Tags*

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**| Plot Summary:**

A young man’s affair with a middle-aged hairdresser is complicated, after her husband learns of his wife’s severe betrayal.

Expect a story with a strong sense of acceleration and consequence, sustained across multiple chapters. There’s a handful of twists that you — *hopefully* — won’t see coming…

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**| Introduction:**

[FM] Stretched and manually diddled for about 3 hours. Sodomy Sunday, Happy Keister!

What the fuck just happened. My cunt hurts.

Day started out pretty simple, shaved QuarterRican’s asshole for her so she could go on a date later, gave her a quick BJ/HJ 101 on a dildo, maybe did a snuffleupagus impression in her lady folds, sent her on her way. She and I are what happens when cisgender men wake up with vaginas one day, in case you’ve ever wondered. Decided somewhere in there I should randomly throw Adderall in my system, after she left I resigned to spending the day riding my knock off sybian and playing with myself various ways. I like days like today- everything is closed, everybody is doing things with their families, no work, no responsibility, no social obligations. Diddle myself all god damn day, days. Lightbulb, ever since Napsturbate I’ve wanted to continue the make-out assist while I ride my fuck machine- Tinder to the rescue, am I right? Everybody wants to watch a woman ride one in real life, and I’m the slutty Make-A-Wish Foundation. Swipe, swipe, swipe. Yesterday a cute dude my age hits me up send me his Sybian Star Trek fan fiction and I am over the moon he’s messaging me today too. *Note to self: he used the term fan fiction, find out what his fandom is and how deep the nerdy goes. Nerds are my jam, baby. Pro-tip: how someone talks to you online or in person, is pretty much how you can expect them to fuck you. Tone is as important as content. He’s funny, that’s the best sign. Funny dudes are better in bed- I cannot express this enough. How many times have I said this and it’s been true? Nearly every god damn time. I tell him I’m spending the day with bae (torn on naming the fuck machine Saddam Pussein, or Muammar Get-off-e… either way, needs a mustache,) in bed. He asks if I’d allow an audience, DING DING DING WE HAVE A WINNER! Of course, but you have to make-out with me; nobody get’s a free show. Throw him my phone number, he texts me, I send him my address. Now I need to hustle and clean up my house because he’s on the way right meow. Our online interaction was very, very brief but I had only considered we’d suck face while I had a big ol’ orgasm on my adult choo choo.

A night with my Mistress and her friends – part 3 [MFFFFF] [Fdom] [Msub] [bd] [bdsm] [oral]

What follows in this post is the third and final part of my story telling the tale of how I spent an evening with my mistress and her friends. In the first two parts I described how I greeted the guests in bondage and then pleasured them under the dinner table for a special dessert. I will now tell how we spent the rest of the evening playing a few after dinner games mostly for their entertainment. In addition to myself and my Mistress, Charlotte, her four friends are currently enjoying each other’s company and they are Annabel, Sarah, Rosie, and Ophelia.

Following dinner, the smell of the dining room was now awash with the pungent aroma of vagina and so the guests retreated back to the living room. My leash had been affixed to the underside of the table where the four legs joined and I used the opportunity to relax my face and tongue. Not all of the remaining guests had been brought to orgasm as they weren’t all as keen as my first helping from Annabel. Regardless my face was covered in the juices of the four guests as my Mistress had not taken part in this course of the meal.

Following My First Blow Job [MF]

As recounted [here](https://www.reddit.com/r/gonewildstories/comments/65no18/my_first_blow_job_mf/?st=J1L7RHKK&sh=c077807f), Julie had given me a wonderful first experience with oral sex. Now she wanted to take it all the way. That I HAD experienced before, and I wanted to give her as much or more pleasure than she had given me.

The night after the phenomenal BJ, Julie’s roommate was off to another social outing. It was rush season, so there was something seemingly every night. The sheer awesomeness of the prior night’s experience had me jonesing to get back into bed with Julie, and thankfully, she felt the same. We hung out off and on all day, making a date to get together later in the evening.

I knocked on her door around 10. She greeted me with a smile and sparkling eyes, clad in a white t-shirt and short, gray shorts that hugged the contours of her body. The drawstrings were already loose, and the thought immediately crossed my mind, “At least I don’t have to worry about untying any knots tonight!”

She pulled me in by the hand and closed the door behind us, locking it for good measure.

Dumb, big-titted college girl Hannah gets what’s coming [MMF] (big boob objectification)

At the local town college, a few of the male students were talking outside of class. It was the first week of the semester and all the students were settling in. “Have you guys seen that girl Hannah? The one with those massive tits who was wearing that low cut top? Her tits are awesome!” The other two guys had a look of confusion.

“You know, the one who asked that dumb question at the start of class about what we had to do to enrol? She stood up twice to reask her question, and the professor started to get annoyed.” Mark, the first student continued. “Oh yeah, I remember her. That was great, it gave me a couple more chances to check out her rack. They are nice comfort cushions.” the second student Patrick said. “I don’t remember her,” Mitchell, the third student said. “That’s because you don’t know shit from a shovel, Mitch. You don’t come to college to study, you come here to get off with a bunch of dumb, college floozies. Geez…”

The bell for class rang and they headed back.