Tag: Anal

Old but good memories

This story happened some 15 years ago. I remember it like it was yesterday because it was, and still is, my favourite sexual fantasy which I got to live out. I have tried my hardest to write this story in as much detail as possible to make everyone who reads it feel as if they were there too. I apologise for the length of the story as it’s an introduction of us, followed by the event itself. Only the names have been changed for identity’s sake.

As neighbours and teenagers, my best friend Andrew and I spent just about every spare minute together, and as such we experimented. By the time this adventure happened to us, we had seen each other naked hundreds of times, we’d wanked and sucked each other hundreds of times, sprayed and swallowed lots of each other’s cum, and even fucked two or three times as we got more adventurous. Our encounters stopped after I met and started to date Jess, although I kept Andrew well and truly up to date with everything that Jess and I did, what she looked like naked, what she felt like, etc. Because we shared so much, I had told him to sneak up at night so he could watch us fuck through the window. As we fucked every single night at that age he would be sure to see her naked, and if she couldn’t fuck me, she’d suck me dry, so he was assured get a good show no matter what. I saw him through the window a few times and I know he was having a hell of a wank outside. I also caught him watching her in the shower. Read more »

[NSFW] How I lost my anal virginty.

Hey guys itd been awhile since I posted a story of mine so I decided to give into story time after reading some weird ones on reddit.

This is how I lost my anal virginity.

Back when I first moved out, I came out to my family about being bisexual and I’ve been abusing craigslist for random meet ups. At the time I would only recieve head and top for guys I really liked until one day while, I was receiving head, my partner stopped worshiping my cock and started to trail down to my taint. I’ve been licked there before but not like this. He was swirling his tounge and sucking up and down taking in one of my balls. Out of reaction I leaned back, lifted my legs and held them with my arms so he can get all of my lower half. Read more »

The best sex is unexpected

At my probation group therapy, for bad kids like me, was a girl every kid there eye fucked, while sharing with the group how many months they were sober. She was a ten, thin, short, a nice round ass, tiny stomach and big perky tits she always showed off a little. The counselor mentioned the day she joined the group how she looked just like a young Megan Fox, and she did. I laughed, and told the group that Megan Fox was damn sexy. She blushed and smiled at me. I couldn’t believe I might have a chance. While we were sitting in group, I spent my time undressing her with my eyes, picturing how I would please her. She started to notice, and I was shocked and she teased me, spreading her legs a little, hiking up her skirt, or sliding her hand under her waste band. She even dropped a paper and bent over, giving me a view of her tits popping out of her bra. Read more »

Getting [F]ucked with his cum still in my [M]outh

After positive reactions from my first post: https://www.reddit.com/r/gonewildstories/comments/4cczzn/22f_hot_reunion_sex_22m I have decided to share another experience – in fact the one from the following morning! For description of myself and my boyfriend, please see my first post.

It was the morning after our HOT reunion sex and I awoke with one thing on my mind: I wanted MORE. As we were still spooning I gently started rotating my hips, pushing my ass back into him with each circle. I heard him start to stir and felt a hand on my hip, unfortunately it was accompanied by a firm ‘no’. I rolled around to face him, in doing so his hand fell and lightly skimmed across the front of my thong. He felt how wet I was through the small laced fabric, there is no way he could not have felt it. He quickly readjusted and laid on his back – a typical tell-tale sign of an erection, or of an impending one. He was awake now, and asked for a hug (he likes it when I straddle him and we hug in that position) I was happy to oblige and I soon felt his erection pressing into me through our underwear. It did not take much from his ‘no’ to change to an eager ‘yes’… Read more »

The time I gave a blowjob in public. Also when I lost my virginity. [M/F]

Yo guys, long time lurker, I decided to post my first story online. I’d love feedback on it. Feel free to message me for anything. :) Sex stuff starts under the cut.

Okay, so rewind about three years, I’m eighteen years old and in the second semester of my first year of college. I wasn’t super popular in high school, got teased a little bit until 11th grade. It’s only since I started college where I’ve really thrived – academically, socially, sexually, etc.

Before we go further, I’ll tell you lovely folks what I look like. I’m 5’3″, 36DD, pale, curvy but definitely not fat. I have blue eyes and long dark brown hair. Some people tell me I look like Zooey Deschanel but I don’t personally see it. So, not to sound big headed or anything, I know that I’m a good looking girl.

So it’s about February or March and I’m super stoned and drunk at this house party downtown. We’re listening to house music in the basement and somebody brings out glow sticks. We’re all drunk, having fun, cracking the glow sticks open, splattering the glow on the walls. No clue if this is safe or not but whatever. Read more »

Cabin in the Woods Ch. 02 [mfff]

Zack awoke to a warm, wet mouth clamped around his cock the next morning. He groaned, feeling the tongue of the mystery girl swirl around his cockhead.

“Chloe?” Zack guessed, his forehead throbbing with a hangover from the sex filled night before.

“Nope, Samantha.” He opened his eyes to see the head of a bespectacled brunette spinning around him.

“Oh.” Zack closed his eyes and recollapsed on the bed, the events of the past twelve hours swirling around in his head. He’d driven to the cabin with his best friend Ashley, his cock-hardening crush Chloe, and Samantha, the nerdy brunette currently bobbing her head on his dick. He’d seen Chloe naked, fingering herself to the thought of him. Heck, he had seen all three of them in the nude, and stuck his cock in them one hole or another at the card game turned orgy the previous night. The last thing he remembered was crawling into bed with Ashley in his arms, her soft auburn hair splayed around his cheeks as she whispered into his ear. Read more »

Lechomancer Curses 11: Imprisonment [sex][oral][anal][orgy

Brittney was trapped in a strange dream. If she was going to make it out the door, Brittney had to leave now. The demoness holding her in the tower had told her she had to drink the bowl of Essence, a strange aphrodisiac the demons excreted, if Brittney didn’t leave the room without cumming. Her whole body ached, after strange hours of being teased, held at the edge, and never released. She needed to cum so badly. She knew that drinking the Essence would make things worse. She knew that leaving right now was the only way Mistress Ashlynn, the pale purple demon haunting her dream, would let her leave.

But then again, this was only a dream. If she didn’t obey the demon, she would wake up in a few hours, free from this place. Meanwhile, she would get to enjoy the thought of being used, of being punished and then forgiven for being such a filthy girl. Read more »

My Husband. A Sybian. My Ass (A companion to Fucking my wife in the ass while she rides a sybian)

First of all, I just want to say thank you for all the positive upvotes everyone’s given my husband’s story (if you haven’t read it, here’s the link
https://www.reddit.com/r/gonewildstories/comments/4buido/fucking_my_wife_in_the_ass_while_she_rides_a/
It is really great to see him supported in his writing, which he needs to do more often. I want to give my side of the story, because, I think it should be told.

I was told about the specific fantasy after we’ve been out drinking with friends. After our get-together we were very drunk and taking a cab home. We had both drunk a lot. I whispered in his ear, asking him what his greatest fantasy was. I’ve always wanted to know, and he was always coy. This time, he actually told me what is his fantasy was. Read more »

Fucking my wife in the ass while she rides a sybian

My biggest fantasy has always been to fuck a woman in the ass. Years ago, when I first found out about the Sybian I was just astonished. I watched the demonstration videos and the women on them just seemed so transcendent in their orgasm. I just wanted to be a part of that, I kind of have an thing for anal sex. So at one point I thought about giving a beautiful woman anal while she rides a gigantic vibrating saddle, and I got so turned on. I searched for videos online for women recieving anal while riding a sybian, it and you can’t find them at all. They’re impossible to find.

So years go by. I got married. Our sex life is pretty good. We do anal, sometimes. She doesn’t cum from it as much as she does the wand she uses while I’m in her. But one night, my wife and I got a little drunk and I let my secret slip. I don’t remember what her reaction was, we were both a drunk. A lot. So I let it be. Read more »

First time with a shemale

she-male experience
I have alway had a fantasy with being with a she male for years I find them beautiful , exotic and until recently I found out its something straight men are naturally attracted due to them being so fem. Its the fact there are woman with penis with is the holy grail.
One day I am looking at she porn at shamble gods.com and I decided to look on craigslist and just look if there any in my area. I find one and answer to an add to a woman called she-male jem, she is looking for a bottom boy for the night. I send her a pic and responds to me back with her number and we talk for a little about what we want to do. This is a pic of what she looks likehttp://img.adultsearch.com/classifieds/798345_0uiaw18lT0oOKudJtFT.jpg and this is a pic of her cock http://img.adultsearch.com/classifieds/798345_74OFetCTBEJlzYLz2CtU.jpg
it looks nice and big and like the previous story that I want a prostate orgasm and experience a beautiful woman with a cock =). She instructs me to go buy condoms and she has lube. So on my way to go see her I stop at a gas station again but this time a chicken out because I didn’t want to be judged buying condoms. =(
Once I arrive it looks like a really bad area and i start to get scared. I was about to leave but she came out greeted me while I am in my car and told me to come and fallow her into her apartment. Her apartment is really small and by the looks of it she lives by her self. I laugh a bit because there is porn on when I enter the living room and we talk about ps3 and how she knows how to fix them.
When I first saw her with my eyes I realized she is really tall and she is beautiful and the pics she sent me do no justice, she looked way better in person and even better than her porn videos. We talked and she told me, she was a porn star for a while for she-male strokers and she told me stories how men with there wives would recognize her at the stores.
After a while she asks me what turns me on?
I reply “I love thongs”! like from my first experience with popping my cherry I lost control of my self when I saw the skater girl in just a thong.
She tells me is a sarcastic way “I am not wearing any underwear” and I look down and she was just wearing a skirt and I see her beautiful cock hard and it puts my 5 and half cock to shame. it looks huge and tasty and warm.
I am dumbfounded and with my jaw open I ask her if I can suck on it and she replies “yes with a giggle”. Know this is my very first time sucking on a cock at all and especially at this size its huge. I lick the head gently like ice cream hoping to get that cream filling at the center.
Then I finally put it in my mouth and I am moaning with so much excitement. I am kissing her cock, smelling it, rubbing it and trying to take as much as I can in my mouth. I can tell she is getting really Horney.
She asks me did you bring the condoms? I reply no because I become scared and she looks at me, with so much disappointment. she just tells me to keep sucking and finally I pull my pants down and I grab our cocks together like I am stroking just my own up and down together. it really feels nice to rub a cock on another cock.
She asks me “is there anything you want to do?” I reply I have always wanted to 69 and we do just that. With me on bottom of course =) and her cock and ass in such perfect view I start sucking and at the same time she is sucking me good. like omg !!!!
Then finally I hear her say “screw it I can’t take it anymore” and puts me an my all fours on the coach and asks me if I have ever had sex with a guy before and I lied and said no ,because The other story with the guy.
She puts lube on her finger and goes in me it felt so good entering my tight little boy pussy and then puts some lube on her cock before entering me. Now this cock was way better than that guys cock before. I felt so much and she was way better in every way. She tells me that I am so tight =). She is really making my ass stretch to its limits. After going in slowly she finally all the way in me. Then here comes the best anal sex I have ever had in my life.
She pounds me at a long slow pace at first it feels so good I can feel it through my whole body. my ass is being dominated by the hung shemale and I love it so much. and at the same time she reaches for my cocks and is jerking me off with her in my boy pussy taking in her cock.
It gets bad to the point I am moaning so loud I wonder if the next room hears me getting fucked by this beautiful woman. She is sending me shockwaves through my body aching for my prostate fun.After a while she asks me where does she wants me to cum? I tell her to cum in me because I want to feel her load in me and wanted to see how it felt. Her cock starts to throb in contractions and She cums right in me with her perfect load in me and my ass is eating every last drop. She is moaning in excitement and her cock is drained from my ass =)
Next she tells me its my turn and I tell her I have never gave anyone anal before and she smiles and says “nice this is going to be your first time.”
She tells me sit on the coach and I do so and she is standing over me with her ass at my face level and slowly puts her ass hole right on my cock. She starts to put her body weight on my cock. She starts and slow adjusting her pro ass on my cock then She is bouncing my cock and I feel the warmness tingles sensation of me cumin and I ask her the same question right before I let go of my seed “where do you want me to cum” and “she replies in my ass and I my cock shoots my load up her dominate ass. =)
When she gets off my lap my dick pulls out with such force it hurts and she giggles. At this point my cock is to senstive.
When I am leaving she is naked telling me goodbye with her door wide open and she told me “you are going to see me again”. =) Which I still crave that dick sadly. And before I leave I hug her naked body next to my own with clothes and tell her goodbye and I secretly wanted to suck her goodbye and taste my own ass of her cock. but I left to crave her cock once again.
I went to sleep with cum in my ass dripping till morning and I loved it. =) Yes I do love shemale and still want to get dominated by a strap on.