gonewildstories Archives — Page 5320 of 5640 — NSFW story

Got stoned and fucked two dudes in one night (m/f)

This happened a little while ago now, and my memory is a bit fuzzy, but I thought it’d be a good story to post anyway. At this point in time I had a regular fuck buddy, and another dude who would hit me up for a booty call every so often. I’m very submissive when it comes to sex, and my fuck buddy and I had played around with it, but I was never really able to submit fully to him. I figured I needed to be in the right mood, and that night I was. Just not with him.

I started the night smoking weed with my fuck buddy, and he and I normally get a bit horny when we’re high. After a couple of cones it didn’t take long for his hand to be up my skirt and playing with my already wet pussy. I cum very easily, and it’s even easier when I’ve been smoking, so it took less than a minute of his fingers rubbing my gspot before I orgasmed loudly. At this point I was lying on his couch, so he quickly stripped off my panties and slid his hard cock into me. We fucked like that for a bit, until he got up and lead me to the bed, so he could bend me over and fuck me standing. That’s one of my favorite positions, and I came again while he continued to pound me. With my pussy tightening and my loud moans, he came inside me soon after. Read more »

[m/f] Sex with my teacher.

A bit of background info on both of us. I am 18, first year student at a community college (declined uni because of insufficient funds). She is a young teacher who teaches part time at the community college. She is also married and has 2 kids. There was tension between both of us through out the whole term because I am the type of student who can slack off in class (sleep, doodle, etc) and still get an “A”. However, she is clearly the type that likes to have power and make sure all the students are paying attention. In short, our different personalities led to tension and later it led to after class discussions which then led to an eventually sexual relationship.

The class she teaches is not particularly interesting but I need the credit for a pre-req. It’s also not a hard class so most students are either zoned out sleeping. I would also like to add that it is also a night class meaning almost everyone is very grumpy. The first day of the class she was quite a bit late, I would guess 10 to 15 minutes but no one seemed to mind. It was partly due to the fact that she was very attractive. She is about 5’4, black curly hair that is about mind back length, she was also a small chubby/bbw type of women which I find extremely attractive. She also had a very soft voice and bright green eyes. Read more »

Nailing My Sister-In-Law [M/f]

It was a hot summer day in late May. This summer would be the hottest on record for sure I thought as I just got in from a morning of doing yard work. I just went to sit down in the A/C and watch some TV when my wife came up from the basement.
“Get over to my Mom and Dad’s house and put the window air conditioning units in for my sister,” she ordered.

I looked at her thinking are you serious…

I just nodded and put my sneakers back on and went out the door back into the heat to do the task. My in-laws lived in town and my mother-in-law was out of town and so was my father-in-law. My 19 year old sister-in-law just finished up her first year of college and was clueless when it came to this stuff. Plus she could not lift the big window units by herself.
I arrived at the house and walked in the front door. I thought to myself how the hell can it be hotter in hear than it is outside. I hollered for my sister-in-law as I walked in the door, “Mandi where you at.” Read more »

[Humorous] Had a pretty weird and NSFW night driving for Uber, recounted it for your enjoyment

Had an interesting night driving again, every night seems like it gets crazier than the last and it has kept that trend for almost 2 months now. It was more interesting for more reasons than just one, but the last one and most out of character for me was being invited up to an apartment (which normally I would decline) at the end of my typical retiring time in the early morning and accepting the offer. It was a third person experience—I was watching from somewhere up and behind everything, think about an RPG video game camera angle, and was surprised by the turn in the dialogue. I followed her up, and while smoking a bowl and drinking a Mikes Hard Lemonade (no that isn’t product placement, and no I don’t have any affiliation with Mikes Hard Lemonadetm) we talked for about 5 minutes about random pointless shit. I noticed she had Seinfeld on (fucking great show) and then I basically threw my face into her chest.
She was curvy and self conscious about it for some reason, maybe some douchebag guys or girls had given her shit. Anyways I was always of the mindset “more cushion for the pushin’” so I tried to put her to ease. After stripping our clothes I proceeded to fuck her brains out (and she mine for that matter) all over her bed and bedsheets her vag had soaked. I made her cum 3 times (her count, maybe she was being nice) before she basically ate my dick and swallowed my bastards RIP.
Anyways she was a sweet girl, god bless her. She rode me and broke me in like a young buckin’ colt to boot. Unfortunately I forgot her name already cause I’m pretty much a douche from earlier myself. She seemed really eager to get my contact information afterwards. I was pretty much halfway out the door and made up some bullshit excuse as to why I couldn’t have her text me, and why I would text her in a bit, which I wasn’t going to do
fortunately I did text her because what happened next was hilarious and has me wondering something. I had left my phone, keys, wallet and 60$ in cash on her bed stand and threw everything on so quickly I thought I left the cash. I went up to her place and went back in, door was open when I had left. She was surprised (obviously) but when I told her that I had left something she starting pacing around frantically looking for it without even knowing what it was yet. I mentioned it was 60$ and she almost had a full on panic attack. Lol.
(FYI I had the money in my other pocket, and my dumbass self hadn’t checked the other side of my pants as if I had no goddamn sense) but here I am in her messy ass room, her still half naked running around flipping over a fuck ton of clothing looking for the money already in my pocket. I am standing there thinking ‘fuck it even if she took the 60$ just get the fuck out of here and don’t look back’ and ‘I just had sex with a prostitute didn’t I? Oh well.’ And then right about……now… I notice, oh nice it is in my other pocket, she is still having an incredible meltdown in front of me all the while. I almost felt like she had pretty much given up hope on me wanting anything to do with her again, she might have been right. Now that she was so visibly hurt at the thought I would accuse her of stealing it, and obviously I know she didn’t, I almost felt bad for a second. She legitimately felt bad. She wanted nothing more than to find that money. She was considerate. I thought ‘know what? I could make her happy. And you know what else? She could probably make me happy too.’ Then, instead, I told her to not worry about it and to text me later when she found it (which she wont lol again).
I wonder if she’ll text me that she found it? That is what im interested in at this juncture. Now I am not deplorable enough to actually accept the money, give me some credit I was raised with morals. I would just forlornly tell her to not worry about it and to keep the money, and proceed to never release her or this night from my headmeat vault to a living soul. What does it mean about me as a person to have treated her this way in less than an hour of knowing her?
I can’t be with her, despite her overwhelming desire to be with me—she wasn’t a bad person in anyway, just not for me. Something awned on me at that moment—a shower thought if you will. What if that is how intelligent women (who I happen to have a thing for, and never seem to get duh right) have to navigate the world? Always shielding off a horde of horny apes just to find the one guy that isn’t a dick on legs? I thought about how porn and PG porn, aka TV, conditions us to be ok with objectification and how it had affected me this very night. My new friend taught me many things about myself funny enough and who knows, maybe a new horizon in my existence. I just can’t stop thinking about how her pussy tasted sour. Read more »

I JUST SUCKED MY FIRST 18 YO STUDENT

I’m a 32 yo teacher who teaches Chemistry in an all boys school in Canada. I’ve been teaching there for 2 years, and I’ve heard about those little kids checking me out every now and then. Probably because I’m the youngest teacher in the whole school.

When I first stepped on the school, I was assigned to teach the lowest class students, which I did, and it was horrible. They never listened to me, call me names ( not in front of me ) such as bitch, slut and whore because of my outfit. Until, I had enough of their bullshit, I decided to be ‘naughty’. In front of class, I acted a bit slutty such as showing my cleavage and butt a little bit more to them, when they’re being noisy I’ll just go to their seats and say ” You see, when I’m teaching in front, I just need you to shut up” and I rubbed their dicks through their pants ” Will you do that for me? ” with a slutty face. Read more »

The fourth threesome got a little weird (in a good way) [M21/F20/F21]

EDIT: Apologies, the end of the post title should read [M21/F20/M21].

Like my other stories, this one is 100% true. This is another threesome story from an ongoing sexual relationship my girlfriend, a close friend of mine and I had for a few months while in college, for more background, see the previous stories below, however essentially the back story is that my friend ended a long term relationship and my girlfriend offered take care of his physical needs for a while until he was ready to start dating again. Over a period of several months my girlfriend would frequently meet up with my friend and either jack him off or blow him, occasionally though, we would have a threesome together.

Previous stories are here:

https://www.reddit.com/r/gonewildstories/comments/4ad4ap/first_threesome_with_girlfriend_and_friend_mfm/

https://www.reddit.com/r/gonewildstories/comments/4ahv5y/minibukkake_with_girlfriend_and_friend_mfm/

https://www.reddit.com/r/gonewildstories/comments/4amy7i/threesome_on_the_beach_m21f20m20/

On this particular night my friend came around and we had a few beers and watched some TV. We sat on the couch together, with my friend and I sitting up while my girlfriend lay down over us, her head on the arm of the couch, chest over my friend and her legs over me. It was a warm day so she wasn’t wearing much: some shorts that barely covered her butt or her hips and a cut-off top that exposed her stomach. I’ve described her in previous stories, but she was a cute little brown girl with shapely tits and a curvaceous ass. 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.

Four Brides to Be

First time (and probably only time) poster here. I’m in my thirties now, but I had an interesting series of hookups take place, mostly in my early twenties. There were four women who came to me for, what I could only describe as, a “farewell fuck”. Two of them I had already had a relationship with. Two of them were sisters. One I only knew casually from the office. One an old college flame. But the one thing they all seemed to have in common was they wanted to look me in the face when I came inside of them. It almost seemed like they were taking a mental photograph.

The first time (actually, all the times) was a surprise. I had been dating Mary for over a year. She and I had been lovers pretty much since the onset. She had a sister, Renée, who was not quite two years younger. The sisters lived together in an apartment in the same complex I lived in. I would see Renée frequently, and always at their family’s gatherings. She was a little bit of a flirt, giving as good as she got. She and her fiancé were getting married, and I was to be in the wedding party, with her sister as maid of honor. About a week before the wedding, Renée showed up at my door. I knew that Mary was out of town and asked what I could do for her. She let herself in and started to come on to me, saying all sorts of things about wanting me for a long time and that since she was getting married in a week, it was now or never. Read more »