Tag: Anal

The City in the City – A Freeuse Series – Part 1 – Judge & Jury

“Would the defendant please stand.”

Cathy felt her stomach clench but did as she was told. She looked over at the jury, their eyes were all locked on her. She knew this was only going one way. Pulling one strand of forlorn blonde hair behind one ear, like she always did when she was nervous, she awaited what was to come.

“What is your verdict?” the judge asked.

The fat man who was the head juror looked straight at her.

“Guilty.”

The judge nodded.

“We thank the jury for its service and reconvene in one hour for sentencing,” the judge said, letting the gavel fall.

Cathy’s heart sank. She knew her chances had been slim to none with the all-male jury, but she had at least hoped.

“All rise.”

She stood up and felt her lawyer’s hand on her shoulder.

“The DA wants to talk to you, if you agree to.”

“Why?” Cathy said looking at her lawyer.

Sally was a middle-aged woman that had kept most of her charms and dressed almost as a young woman with that ample cleavage. Read more »

The City in the City – A Freeuse Series – Part 1 – Judge & Jury [Freeuse]

“Would the defendant please stand.”

Cathy felt her stomach clench but did as she was told. She looked over at the jury, their eyes were all locked on her. She knew this was only going one way. Pulling one strand of forlorn blonde hair behind one ear, like she always did when she was nervous, she awaited what was to come.

“What is your verdict?” the judge asked.

The fat man who was the head juror looked straight at her.

“Guilty.”

The judge nodded.

“We thank the jury for its service and reconvene in one hour for sentencing,” the judge said, letting the gavel fall.

Cathy’s heart sank. She knew her chances had been slim to none with the all-male jury, but she had at least hoped.

“All rise.”

She stood up and felt her lawyer’s hand on her shoulder.

“The DA wants to talk to you, if you agree to.”

“Why?” Cathy said looking at her lawyer.

Sally was a middle-aged woman that had kept most of her charms and dressed almost as a young woman with that ample cleavage. Read more »

[MF] Made wife wet at work and got rewarded after

Me and my wife have been together just over 3 years (married for 5 months). Our sex is great and pretty often but we have never sexted or anything like that. Being on different sexual threads on here has made me start fantasizing a lot and gets me horny at work. We haven’t been able to have sex for a few weeks (personal so dont ask) but we were finally going to be able to again.

Yesterday i decided to tease her by telling her i wanted to fuck her. I think she liked it because we talked dirty and about fantasies throughout the day. She ended up sending a titty picture and luckily i was sitting behind my desk. We talked about anal which we had only done a few times but i would like to do more, about where we want to fuck (car, her office), how she wants me to take control and kind of dominate her, and i finally built up the courage to tell her i would like her to put a finger in my ass as she blows me. Wasnt sure how she would react but she is gonna try it next time i believe. She ended up telling me i was gonna get naked as soon as she got home and how she couldn’t want for me to put my cock in her. Read more »

Learning from my young lover [FM]

It’s now been a couple of month since I met him. [He’s 15 years younger](https://www.reddit.com/r/gonewildstories/comments/ew65da/fm_hes_15_years_younger/) than me, as I’ve already written in another story and as time goes by we keep getting closer and closer and spending as much time together as we can, both in bed and in the outside world. With him I feel stable and the happiest I’ve been in many years.

I guess many guys go for older women because of the feeling that an experienced woman will have a lot to teach – well, now I know that that’s not the case here. I thought I had some experience when it comes to sex, I have always been curious and sexually active and I’ve had a variety of partners, including a few who were quite creative in bed and had a few kinks, but I now realize how many things I had never tried before, and it makes me so happy to be able to say that it’s never too late :)

He has a lot of experience and a huge, beautiful dick, but he has the perfect attitude – he doesn’t make me feel like I’m inexperienced or anything, he just loves to show me new things and loves the feeling of amazement on my face when we try them and I can’t get enough of them. Read more »

The [F]irst best [M]orning I’ve ever had at 25.

As many of you, created a new account to keep anonymity… blah blah blah. Let’s get into this…

This morning I woke up to the sound of someone clearing and shovelling snow and ice outside my room. I’m currently on a ski season and I’m lucky to have my own room, for reading all of gonewildstories best daily. Around 7:30 I’m up and still warm and cosy in bed. I roll over and feel my freshly shaved morning erection brush against my hips and know I have about 2 hours till I have to go to work. I start to lay on my back and think about the great sex I had yesterday with my fuck buddy Alice, how she moaned, how her legs shake as she orgasms gripping my cock from the doggy position, how her hands grip the bed sheets and my thighs, leaving deep marks of her nails in my skin.

Alice is a stunning, small petite girl, with caramel skin from Australia. long dark hair down to the small of her back, just above her back dimples. Gorgeous amber brown eyes that pierce yours as you pleasure her. With an exceptional ass, and always freshly shaved tight 21 year old pussy and a real kink to pleasure her man the sex is incredible, for more of her beauty and our amazing sex can be for another time, possibly with her consent we could post some pictures together… Read more »

Swimming class [MM] [Oral] [Anal]

I went to an all male college.
When I was a freshman we never wore swim suits during swimming class.
This was very hard for me.
I found myself looking at the other boys bodies.
I had always been interested in boys.
The same was true when we had to hit the showers, there were penises of all sizes, often times in the showers one or more them would get a hard-on and start waiving them around.
One day I got in trouble with the coach for goofing around in PE.

For my punishment I had to help the janitor clean the pool filters and other equipment.
In the basement where the equipment was there were windows that looked into the pool underwater. These were there so swim meets could be filmed.
I was all alone down there, (or so I thought) watching the guys swimming around naked.

As I watched the guys I had an erection and began stroking myself through my gym shorts.
What I didn’t hear was the janitor coming up behind me.
When I had noticed him it was to late, he saw what I was doing. I thought I was in trouble!
My erection stood out of my shorts and wouldn’t go down. Read more »

Billionaire Breeding Agency Part 3 (MF)(FF)(F) (breeding) (Pregnancy) (BDSM) (Oral)(Anal)(Solo/Object)

[Part 1](https://rileyblackstone.com/2020/02/27/billionaire-breeding-agency-1/) [Part 2](https://rileyblackstone.com/2020/02/27/billionaire-breeding-agency-2/)

Chapter 7

Michelle felt the cold tiles press against her cheek as the old man’s hand pressed her face into the wall of the shower.  As soon as he came to her, he led her to the shower, fulfilling her fantasy.  They had started with the customary blowjob, this time she had made it all the way to twenty with his cock jammed down her throat.

As he pulled his cock out of her mouth, he had pulled her up and pressed her up against the shower wall, pinning her with his body as he thrust his hard cock into her tight ass.  She screamed as her ass was stretched, she hadn’t been fucked in the ass in at least six months, and the pain was exquisite.  Her screams seemed to invigorate the old man, each time Michelle whimpered or squealed in pain, he would thrust faster, drawing out the screams. 

“More, fuck me harder!”  Michelle cried out when she felt him begin to slow his pace.  She was so aroused by the old man taking her in the ass that she knew she was going to come without touching herself… if he could keep going. Read more »

How a friend (F23) turned me (F20) into a anal loving girl. [FF]

This was a few years ago and I had never tried anal at that point. A few guys wanted to do it, but I always refused to do it, because I was scared that it hurts. They put their thumb in and that felt good, but never more than that.

One evening a friend introduced me to “Lily” at a bar. She had long, black hair, very pale skin and an hour glass figure (snow white material basically). She was absolutely gorgeous! We were in company of 5 other female friends. We both wore summer dresses.

The entire evening I glanced at her. I laughed at things she said, where no one else laughed. I was so into her and she clearly noticed that. After a few hours my other friends started to leave. One by one left to go home and sleep but I stayed. Lily did too.

We talked for another few minutes and suddenly our conversation started to become sexual. She asked me about my sexual orientation (Bi, obviously :P), if I’m more dom or sub (usually sub, but with girls I can also be a bit of a dom) about my sexual experiences with women, etc. I was so fucking wet after that conversation and she noticed that too somehow. Probably because I get flushed really fast when talking about stuff like that. Read more »

Good Girls Get Dessert [BDSM] [Petplay] [DDLG]

I was working on a cosplay in my playroom. The customer ordered a playful lingerie piece inspired by Fuu’s character from the popular anime Samurai Champloo. A short red and pink style kimono with a matching red and pink lace bikini top and open crouched thong. The sewing machine was whirring away and I watched the stitch pattern closely, pink fairy lights sparkling over my head. I’d been sitting diligently sewing for over three hours and my butt was becoming slightly numb. The small gold and pink jeweled plug in my asshole was almost unnoticeable now which luckily made it easier to focus on the project at hand.

My Hello Kitty digital clock read 5:03pm, Master was definitely about to head home. I glanced at my phone sitting on my pink sewing station. Instinctively waiting for it to vibrate with a check in text from my love. I shut off my sewing machine and twirled my chair around, my stocking clad toes gracing the ground. I’d be finished with my project in about two more days and everything would be ready to ship by Friday morning. A high pitched pleasing twinkling escaped my pink rhinestone encrusted phone. Read more »

The Wrong Road Taken Part 5 [MF] [Oral] [Anal] [Witchcraft]

When she began kissing the back of my neck, all thoughts turned towards one thing, making her happy.
From behind she reached around to stroke my already hardened cock.
Turning me around Lucretia sat me down in a chair while kneeling between my legs.
Within seconds my cock was engulfed by her mouth.
Let the ecstasy begin!

As Lucretia began her oral ministrations the two bits of wood embedded in my body began their dance.
The one in my penis started its vibrations while the one in my rear started pumping. Both of them banging into my prostate causing a heightened sense of ecstasy.
Within moments I was ready to pop.
To prevent wasting the moment I pulled Lucretia off me and had her switch places.
With a twist, instead of sitting I had her on her knees on the seat her upper torso bent over the back of the chair.
Pulling up a chair I sat behind her and wet to town with my tongue and lips.
For the next five or so minutes I concentrated on every spot my lips could reach while totally ignoring her pussy and clit.
When my tongue began to rim her little ring, she cried out her moans.
Stiffening my tongue I took a chance and pressed it inward past that little ring.
At this point it was necessary to grab her cheeks to hold her still or risk getting bucked off my chair. Read more »