Tag: Anal

Letting Loose [MMF | Voyeur | Anal | Oral]

*“This is a fucking nightmare.”* Debbie thought to herself, as she sighed exasperatedly. She felt as though it was the sixth time she and her boyfriend Nathan had gone through this same aisle of pastas and sauces. Getting groceries was one of Debbie’s least favourite of her and Nathan’s weekly ‘traditions’, and by traditions she meant small outings of their apartment where Debbie couldn’t pounce on him.

*“At least I have some eye candy.”* she thought to herself, cracking the smallest smile as a muscular handsome man with headphones on strolled past them, doing his own shopping. ‘Sex Addiction’ is what Nathan called it, understanding what it is she likes and doesn’t like, and knowing that sex is a part of life is how she saw it. Debbie always had a high sex-drive for as long as she could remember, and she believed she could finally be satisfied when she started dating Nathan three years earlier. Read more »

University Sleepover Surprise Pt. 3

Part one found [here](https://www.reddit.com/r/eroticliterature/comments/i7tftn/university_sleepover_surprise_pt1/?utm_source=share&utm_medium=web2x), part two found [here.](https://www.reddit.com/r/eroticliterature/comments/i7tftn/university_sleepover_surprise_pt1/?utm_source=share&utm_medium=web2x)

All Reddit stories found [here.](https://www.reddit.com/user/Shy_GuyUk/comments/hyuh0u/my_story_collection/?utm_source=share&utm_medium=web2x)

This story is about the time I lived with two childhood friends, Carol (5’8”, 32c, 130Ibs, shoulder length blonde hair, glasses) and Fliss (5’11”, 31B, 120ibs, slim, red long hair) and the slumber party they hosted with Jasmine (6” tall, slim, long dark brown hair with dark tanned skin) and Nina (Asian, 5’6”, petite, with short brown hair) who during the evening caught me masturbating in my room. They had fun torturing me via tickling me, knowing how tickles I was, two of the girls got aroused, Jasmine found out and decided to even things up with her and Carol grinding against my cock till they were wet. Jasmine then introduced the girls to a “Jack & Jill pop” giving each girl a taste of this unique treat. She then saw how horny and desperate Nina had become so decided to do something about it. Read more »

[MFM]/[MF] A girlfriend wanted a virgin, so I gave her to one.

***Disclaimer:*** *While this story – in its entirety – is true telling of this weekend’s events between myself, Jason, Rory, and Cali, I have taken a certain level of “creative license” in both the details of said events and the manner in which I tell those events. My goal in this is to protect identities of people and locations. My goal is __not__ to embellish or otherwise make this story unworthy of /r/gonewildstories.* Thanks for reading.

___

###It all began when Rory beat me in a game of Magic: The Gathering.

Bet you never thought a story here would begin with something so nerdy, but it’s the truth. I often challenge and encourage friends, colleagues, strangers into random acts of learning, random acts of kindness, and random acts of slutiness by promising them something that has come to be known as a *Golden Coin*. It’s something my late wife invented and when she gave them out, they’re worth was/is limitless, able to change the world – for me they’re mainly tokens for favors (something I began collecting when I no longer *had* to work to collect money^(1)). With girlfriends they’re “coupons” for *any* fantasy scenario they wish^(2). Read more »

The House Always Wins (part one) [Drugged] [Dubious Consent] [Painful] [Anal] [Blood] [Breeding] [Age Difference] [Size Difference] [Multiple Men]

The dimly lit pub was not the ideal place to surprise an old friend, but it was the place I knew he would be after work on a Friday according to the PI I hired to find him. We hadn’t seen each other in ten years, so I wondered if he would even recognize me. I watched him with his co-workers, they were laughing and having beers and drinks together. He still had short dark blonde hair with piercing blue eyes and a big smile. His deep laugh resonated through the bar and I was reminded of the last time we’d been together, his voice booming in my ear. I tried to not dwell on it.

I apparently caught the eye of one of his co-workers as the tall dark haired man left their table and came over to me, “Haven’t seen you in here before,” he said as he pulled a chair up next to me.

I smiled slightly, “Never been here before, so that makes sense.” Read more »

[MF] Girl Next Doors Friend.

So before I (M25) told you about what happened between me and the older woman (F51) next door. Then I told you about what happened with her daughter (F25). Well the story continues.

After spending another more action filled night with the girl next door, she’d told a few of her friends about it. The next thing I know one of them messages me. I also knew this girl (F25) back in school. Back then honestly I remember her as a total bitch.
I suppose I should give a physical description. She’d about 5’2, Brown hair, beautiful blue eyes. A little septum piercing.

Anyway she messaged me a few days later. The conversation started normal, catching up. And then she started asking me about the girl next door. And straight up asked if what she said was true. After telling her it was she asked the next question. Is your dick really big. I just replied more or less, and she asked for evidence. So. I sent it. The next message from her was a picture of her Ass and Pussy spread. With the message “I’ve got a home for it”. Honestly amazed that this was happening I told her that while hot, I don’t know she was a total bitch to me. But she convinced me to arrange to meet up. And we continued to talk, make arrangements, some of which you’ll find out soon. Read more »

[M]y girlfriend’s [f]irst DP

The following is a 100% true (although somewhat slimmed down) account of one of the best experiences we’ve had to date. My girlfriend, let’s call her “Nicole”, is a short, petite, busty brunette with a gorgeous face and an amazingly sexy body to match. Before we got together I previously had a number of group experiences sexually and had been very open with her about my interest in continuing in those types of situations. At first she thought this was just a ploy for me to sleep with other women until I explained to her that I thought it would be just as hot to find a guy for her to bring in as well.

As we talked more about it, Nicole began to tell me that the thought of two guys focused on her and doing anything that she wanted in order to please her was turning her on more and more. At times she couldn’t stop thinking about it, and the more she thought about it the more she wanted to try DP. This wasn’t a total shock since we have an array of toys and plugs for her to use and Nicole has never hidden the fact that she absolutely loves anal. Now, however, instead of a plug in her ass and my cock inside of her she wanted the real thing. Read more »

[Microfiction, ?/m, anal, buttplug]

“You squeeze these bits together as you put it in and then they” — he let go of the flower-bud segments of the plug, letting the pointed end bloom open — “fill you up once it’s inside!”

His eyes were lit up, his lip bitten. I couldn’t say no.

—

I make little tweet-length bits of queer- and trans-positive erotica at [@smuttytrans](https://twitter.com/smuttytrans), it’s more of this sort of tiny story ❤️

Published
Categorized as Erotica Tagged

Abby was slutty, Sarah was jealous. [MFFM][MF]

Familiarize yourself with my tales here, [Part 1](https://www.reddit.com/r/gonewildstories/comments/hrluth/my_first_time_with_my_friend_who_had_a_fiance_mf/?utm_source=share&utm_medium=web2x) [Part 2](https://www.reddit.com/r/gonewildstories/comments/huivv9/my_adventures_with_an_engaged_friend_part_2_mf/?utm_source=share&utm_medium=web2x) [Part 3](https://www.reddit.com/r/gonewildstories/comments/hz8bz2/my_engaged_friend_is_getting_sluttier_and_cockier/?utm_source=share&utm_medium=web2x). I also write about Sam and I, [Part 1](https://www.reddit.com/r/sexstories/comments/hm6ifj/the_first_time_i_fucked_my_longterm_friend/?utm_source=share&utm_medium=web2x) [Part 2](https://www.reddit.com/r/sexstories/comments/hrhwhl/sexventures_sam_and_i_part_2/?utm_source=share&utm_medium=web2x)

~~Long post~~

So, that trip as we can see from my previous posts had been very fruitful. I was having the time of my life. As Abby had now entered the equation, Sarah was visibly getting jealous. She would make sarcastic comments and often suggest I should get an STD test when I get back because Abby seemed like she would have one.

We started spending more time together with the girls next door. I spent more time with Abby. We would usually go out, drink, dance, flirt, make out, she was a great dancer (Her grinding almost gave me a heart attack).

I made some distance with Sarah because the last time we had fucked, in the heat of the moment I had cum inside her. Since, she and Kevin never had sex, I was not sure if she was on the pill. At that moment, I could not think of anything else, and cuming inside her wet oozing pussy made it heavenly. But, the next morning I came to my senses and thought I should talk to her. Read more »

[M]y [F]irst Time with a Redhead in College (With Pics)

I have long enjoyed this sub and wanted to share a few of my wilder stories to give back. This story takes place back in 2010 when I was in college.

My name is Cameron and I am a 29 year old white male. For descriptions sake I am 6’2 and 190 lbs and in decent shape. Short dark hair and some facial hair. Slightly above average at 7 inches.

The girl in the story was named Kate. Kate is a 5’6 redhead who was very in shape. She had 34b’s and the best ass I have ever seen. Kate was a freshman and 19 at the time of this story. Picture of her.(with her permission) [https://imgur.com/a/OV4pTHm](https://imgur.com/a/OV4pTHm)

It is actually funny how I met Kate. My best friend from high school was dating a girl who was friends with Kate and went to the same college as her which was about an hour away from mine. One day he texted me and said “This is random but my gf’s friend Kate thinks you’re hot, would you be interested in talking to her?” After Facebook stalking her I responded with a quick “Hell yes” and he sent me her number. Honestly it was probably the least amount of work I ever had to do to get a number. I owe him a few beers for those wingman skills. Read more »

[MF] My anal only sexual awakening

Max was my sexual awakening. Don’t get me wrong, I was certainly no prude before him but he opened my eyes to a world that I was vaguely aware of but never thought I would be a part of.

The first time I met Max in person, I remember feeling absolute abject fear. I had never met up with someone from the Internet before but I was so fucking horny, all thoughts of safety went out the window.

From the outset, Max was in control. In my fear, I couldn’t bear to look at him but he took command immediately and undressed me. As his mouth clamped onto my breast, his hands played with my ass. I knew that anal was on the table- Max had made it clear that this was a non negotiable- so I relaxed a little bit and just closed my eyes.

Max lay me down on the bed, eating my pussy. I don’t come easily at all but as he slid a finger, then two, into my ass, I came, gushing into his mouth. Read more »