gonewildstories Archives — Page 5473 of 5640 — NSFW story

[First Time] sex with a friend M/M

I would sleep over at a friends house and it went a little something like this.

I met this friend through another friend who I told he could do stuff to me after I "fell asleep"

I'm laying there starting to fall asleep when all of the sudden I felt this hand on my waist. I was like that's weird but what ever. Hey then slowly tugs down my shorts by now my dick is rock hard with anticipation of what may happen. Hey starts jacking me off which is feeling amazing. While he is doing this I feel this warmth against my butt cheek. He is rubbing his cock up and down my butt which was new territory for me but It was feeling good so I let it continue. His dick then found my hole and he started to slowly push it in. He was not very big probably 5 inches so it didn't hurt very much. It actually made me even harder. He used something for lube but I don't know what. He started to slide in and out going a little faster as he did that in unison he was jacking me and all of the sudden I could feel him swell inside of me and then could feel him spasm inside of me as he came and a moment later I came all over the floor. This happened a lot over about a year and a half.

The Neighbor’s Son (Part V)

Sorry for the long delay. Things have been busy at work and I've not had any sexual encounters worth talking about until now.

The Labor Day weekend was the first weekend in a long while that I had to catch my breath. A part of me focused on work because I couldn't shake the feeling that Eric and I were growing apart. While I always knew that eventually he'd get on with his own life, find someone closer to his age and get married, I didn't want the day to come. I knew that he had a steady girlfriend and with his steady job, it was just a matter of time. However, it still pained me a bit because we used to either talk, Skype or text daily, and that went down to weekly, and now it was once a month, if that. I was happy for him, but a part of me really wished that he and I could have spent more time. Read more »

I cheated on my husband last week, and I’m having a hard time feeling bad about it [m/f]

I do feel bad, but more so because I can't stop thinking about it…and how incredibly hot it was. That's why I'm posting. I feel like I need to try and re-live it a bit…see how it makes me feel and try to decide what to do going forward I'm a manager of a chain grocery store in a very small town in western Canada (3000ish people). My husband is a teacher in the same town. We've been together since high school, and I've never been with another guy before…with the exception of one time in university when I was kissed by a guy. We were studying together, I totally didn't see it coming and I didn't let it last very long…I was honest with my now husband about it, since it really wasn't my fault. He was still very upset with me, and I know he's had issues trusting me ever since then…he says I was naive to put myself in a situation alone with the other guy…that I "crossed a line".
I'm 29, and ever since I was a teenager, I was always on the slightly chubby side. Not fat by any means, not even really chubby, just never really in shape. About a year ago, I made the decision that I was going to change that, and really put a lot of effort into working out…and I think it's really been showing. My husband isn't exactly the most confident man in the world…I know he's proud of me, and I know he likes the changes I've made, but at the same time I can tell it makes him more insecure about himself, and worried that he won't be good enough. Honestly it's kind of a drag when I've been working so hard to feel good about myself and look good for him, and all he can worry about is how it will affect him. Anyways…enough background. Last week I had meetings and seminars all week at our headquarters in the capital city of my province (sorry, don't really want to say which one). We have them every year around this time, and it's always kind of a nice getaway for me to spend some time in the city. I'd been looking forward to spending some time shopping, so I went up a little early on Sunday. One thing about my new body is that it doesn't seem to be willing to give up by butt…well my boobs too, but that's hardly a problem :) My bum definitely got a lot more firm and round, but it definitely didn't shrink at all (if anything it got bigger!) I think I pull it off quite well though, so I decided to just embrace it…unfortunately, the area I live in doesn't exactly have a lot of selection for anything that would actually fit my proportions and look good. I found a couple stores at the mall that had an amazing selection of jeans and pants that hugged my butt perfectly! Seeing myself in the full length change room mirrors made me feel so good about myself…trying on clothes that showed off my body rather than trying to find ones that would hide it. I bought a really nice tight fitting black evening dress and strapless pushup bra to wear to a dinner they'd be taking us out to on Wednesday evening. I even ventured into Victoria's Secret for the first time in my life! Read more »

[F]ucking Another [M]an and Telling [M]y BF All About it

A little back story first: I'm 19, a sophomore in college, and sexually deviant. At 5'5" and 120 pounds, my 34D breasts look disproportionately large in comparison to my slim waist (I was somehow lucky enough to have the freshman 15 go straight to my tits). I have long dirty blonde hair, hazel eyes, and an ass that still looks like it did when I ran track in high school.

For the last two months, I've been dating Daniel. He's 37, 6'2", and way out of my league. The age difference (18 years) might make it sound like some weird daddy/daughter thing, but we actually really like each other. I won't bother to defend it. We also have insanely good sex. We quickly realized that we share many of the same fantasies – most importantly for this story, Daniel really loves the idea of me fucking another man and then coming home to him, freshly fucked, to tell him all about it while he reclaims all of my holes. That's exactly what we did four days ago. Read more »

Lorie’s Awakening [f/m] – Chapter 1

Lorie's Awakening – Chapter 1

Jamaica

Looking out my window, the blue water shimmered in the sun as we began our initial decent to Sangster International Airport. Fortunate to have been seated in first class, I had enjoyed some minimal conversation with the gentleman seated next to me. His English was very broken, and he was rather hard to understand, but I was able to understand that his name was Shawn, he was a native of Jamaica and was very grateful to have a first class seat to fit his 6' 8” body into.

Seated across the aisle was my sister Lorie, who had a row to herself. Some would consider her “stand-offish”, but she was really just quite shy and quiet, preferring to spend time alone reading a book.

Lorie and I had never been close. At 37 years of age, she was 5 years younger than me, but would pass for someone in their mid-20's. She was barely over 5' tall with fair skin, light freckles and blond hair. That pretty much describes me to. We had both been married for 20 years. Read more »

[M]y [F]irst experience with Tinder

A little bit about me: I’m 23 years old, around 6 feet tall and 205 pounds, athletic figure. I have dark brown hair and the same color eyes. Kind of a hairy dude, but so far haven’t heard any complaints about it. I started identifying myself as a bit of a sex addict when I was in my second year of college (We start college at 18 in Canada), after a string of romantic involvements that just didn’t lead anywhere. I got bored, as awful as it sounds, with each of the women I decided to be with. I was brought up in a rather agnostic household. It’s my dad’s second marriage and my mother had me and my sister before they were married. I was always an introverted kid, and spent a lot of time by myself. Growing older I learned how to come out of my shell a bit more, and found myself being curious about women from an early age. As I grew older, I began to become more and more comfortable with my sexuality. I jerked off maybe 3 times a day on average, and after losing my virginity I pretty much was off the leash. Now that I’ve accepted that I cannot be with any one person, my sex life has expanded immensely. I have a couple stories I feel like sharing, and the community on this board seems to be very welcoming to that, so I thought it best to post my experiences here. Hope you enjoy! Read more »

[First time, M/M] I find the courage for some oral fun

^{This is a brief and true recount of my first M on M action from several years ago. I was around 20 and my "date" was a couple of years older. I'm bi, FWIW.}

There was always a curiosity in me, and a disregard for the privacy of female relatives’ underwear drawers; even as young as five or six there was a drive to try a few ‘forbidden’ things. It wasn’t that there was a desire to be a woman, but there was a tendency to swap gender roles occasionally. One night, after a few drinks at a function in another city then a flight home, I figured I needed to act.

I wanted to feel like a girl by finding an attractive young man to please. I wanted to suck cock, to feel what is was to have a full mouth and to be a plaything. I’d been looking at gay porn for a while, I’d even played around with some toys, though of course there’s no substitute for the warm throbbing member I’d seen and read about.

First kind of wild experience when I was a teenager [m/f/m]

Description of me: I’m 25 years old with brown hair and green eyes. I’m 5’5” about 115 pounds. I have a nice butt (look at my post history for pics of it) and B cup boobs. I’ve always been told I’m “very cute.” I’ve gotten “sexy” and “pretty” more in the last couple of years it seems like.

Hey guys, I’ve been gone for a bit. I just wanted to take a break from this and didn’t have sex for three months. You can tell from some of my previous posts and comments why that was, but I am having sex again now and everything is all good. This is a story from a long time ago when I was a teenager. It’s really one of my first wild stories ever and kind of when I turned from just being sort of a horny innocent girl into someone who started acting on those desires. I had already been having sex for about a year, but it had only been with my boyfriend who I had just broken up with a few weeks before. Read more »

Getting ready for prom (also, my lingerie [f]etish origin story)

I had just turned 18 and I had an older boyfriend, Mike, 27. I had been dating him for several months, and after he took my virginity, he became my sexual mentor. He used his age and experience (and healthy supply of kinks) to teach me how to be an amazing submissive sex partner. I had only had sex with him, but I was convinced that us together had the hottest sex known to man. I would have done anything for him, sexually. He molded me.

Other than the nymphomania, I was a typical 18 year old girl, who was excited about my prom. It was on a yacht on the river. As the night approached, there was a certain electricity through the school, and my friends all had their dates confirmed, or at least picked out.

Mike and I had talked about it….he was not comfortable going with me. I understood. His age and the way he looked made it hard to blend in with high school students. He was tall and broad shouldered and had a sculpted, sexy face with huge gorgeous blue eyes. He looked so manly to me, almost similar to some of my friends' younger dads. We agreed that he should sit it out. I still wanted to go though. Read more »