Oral Archives — Page 715 of 865 — NSFW story

The Downstairs Neighbor [m] [F] [gangbang] [oral] [anal] [piss] [squirt] [bukkake]

Her name was Shelley and I met her in the mail room. I was new to the building and fresh out of college. I thought about going the roommate route, but decided I’d rather give living on my own a try. Shelley was a much older woman, but looked as beautiful as you could imagine. She had bright red hair and large, fake breasts. She always wore a see-through undershirt around the building with little booty shorts heavy on the camel toe. It was like she was on the hunt for young guys—and this building was full of them.

I was the newest.

She started chatting me up as I collected my mail and went right for the jugular asking if this months Playboy Magazine had arrived yet. I laughed and said, “I don’t subscribe.” She winked and said, “I bet you don’t. Why would you need to? I bet the girls are circling the block to get a piece of you.”

“Sometimes,” I said. I knew what was going on and had no shame in admitting I was totally aroused by this older, fit woman. I mean, she was a knockout—the kind of cougar you don’t laugh at. She was rocking the sexy look—not some older chick stuck in the 80s wearing leopard print leggings. Read more »

The Break Up – a twist on literotica looking back on happier times [M] [F] [mast] [oral]

When we first got together, things were amazing. Of course they’d be. She was ready to settle down and start a family and, in her mind, you achieved that by presenting the best side of yourself. She sucked my cock three times a week. Swallowed every time. If I asked if I could cum on her face, She’d close her eyes, tilt her head back and wait for my warm load to run down her face and into her mouth.

We fucked every way possible. We fucked doggy style, missionary, we fucked in the shower, we fucked in the back seat of her car. We fucked on vacation. We fucked in the morning before work. We fucked when she came home.

One day, we were driving somewhere and she said, “Have you ever gotten road head?”

I said no and soon, she was leaving over, sucking my cock while I went 75mph down the highway. I came in her mouth and she gulped it down like she lived on my cum. Read more »

The Divorce and the New Neighbor [M] [f] [oral] [mast] [prostate] [pegging]

All of my friends had gotten divorced. That was the reason I didn’t want to get married. I believed the simple act of marriage was a relationship destroyer. Everything just got worse from there. Kids. Bigger Houses. More work to afford the life my wife wanted. I didn’t want kids, either, but I loved Mary and so I decided to go along with it.

We got married nine years ago and it came with some pretty strict rules: We would live in the city. Our kid would go to public school until it was time for high school, and then we’d have to bite the bullet and send her to private school. We would have two cars. Our “fun” car—a Mustang convertible—and our family car—a Hyundai Santa Fe. We would live below our means. This would ensure that our marriage would last. Everyone else rushed out to the burbs, got a big house, a big minivan, and their misery levels skyrocketed.

Doing things my way would ensure these things wouldn’t happen to us. Read more »

Looking for a Cabin in the Woods [MMF] [anal] [mast][oral][facials][piss]

I wanted a cabin in the woods. A little getaway from all of life’s difficulties. A place where I could sit back on my deck, look at the mountains and smoke a cigar in peace. I told a buddy of my plans and he said he’d go with me and we could scope out some properties. He was handy, so we’d be able to spruce up the place with ease over a few weekends.

We drove out to the mountains, walked into a real estate office and asked for help. A beautiful woman in high heels came over to us. She had curly blonde hair, muscular, long legs, and a beautiful smile. Freckles, too, on her cleavage.

“Hi boys,” she said with a smirk.

We told her what we wanted and she pulled up a few properties and pretty soon, we were off to see what the small mountain town had to offer. The first property was fine, but nothing special. The views were weak, but it had tons of property. As she walked from room to room, her heels clicking on the floor, she’d always toss us a sexy grin or wink. Read more »

A new Roommate [M] [F] [piss] [oral] [squirt] [prostate] [cumplay]

THE ROOMMATE

About seven years ago, I was sitting by the pool chatting with a neighbor of mine. She didn’t actually live in the building, though, so she’d walk down from her place and we’d meet outside. I’d hand her my second pool pass and essentially sneak her in.

On one particularly hot day, she got into the pool and sat on a pool float. I got in the water and we chatted as I rested on her float. I guess I must have moved in some way and accidentally splashed her, but she groaned with delight.

“That feels good, do it again.”

This time, though, I filled my hands up with pool water and poured it over her flat stomach. She was a runner and had a body to prove it. She was tight, athletic, but had a great ass and small, perky tits.

As time passed, I gradually got more comfortable bathing her, running my hands across her abs, inching my fingers closer and closer to her pussy. Of course, discretion was crucial. Read more »

[F] The relationship I had with a teacher

I was 18, he was 27. To start off, I have posted about this on other threads and I know it might not be as juicy as other stories but still interesting. This happened about a month after I graduated, but some things went on at school.
I added him on Facebook about a month after I graduated and nothing happened. One night I was drunk and began liking his pictures. He liked some of mine, I liked more of his. Then he messaged me with a winky face. (he’s 27, what a way to flirt lol) we talked all day everyday from there. A week later he invited me to his house. He fucked my brains out. That began our relationship. I’d go to his house once maybe twice a week and I ended up starting to spend the night. Talking, cuddles, kissing, sex. He was quite hung but very very bad at sex. But oh man, he was a tongue wizard with oral. I think I was too into it the first time to think anything other than wow. It was very much in secret. I’m pretty sure now he would deny anything ever happening, but I’m not sure I care anymore. It happened. We talked all the time as well. He took me out to eat and to a concert of one of his favorite performers. We told each other a lot. We were exclusive for about 2 months and then started fighting, arguing and slowly not talking. He became very selfish and emotional. I think he began seeing someone else. (Hopefully his age) One day he just stopped talking to me. He was going through a lot. Once I locked eyes with him when he checked me out in the school parking lot, he admitted to it later on. We smiled if we saw each other in the hallway. Nothing too bad happened at school. He was the cute teacher, pretty much all girls thought he was so so handsome. I didn’t think so until my second semester of senior year. I later found out I was not the only former student he ever did anything with.

Bailed Out of a Tricky Work Situation [m] [F] [oral] [squirt] [facial]

I was in my early 20s, working the front desk at my local gym. I know you’re thinking I was the guy who slept with all of the women, but that was not me. I was too shy. Of course, I was FRIENDS with all of them. They all loved me, thought I was cute and funny, but in a BFF kind of way, not a rip your clothes off kind of way.

Sometimes, women would come to the front desk and ask me who that cute guy was and if I could casually introduce them. That was my role—getting other people laid.

When a new girl joined the front desk team, I knew I was in big trouble. She was definitely into me. I know, you’re thinking if you’re so sex starved, go for it! But she wasn’t my type. She was obnoxious—never stopped talking. Well, of course the members saw what was going on, there.

“She likes you!” They’d say. They’d encourage me to ask her out, get laid—but I couldn’t. I just didn’t feel that way for her. So, they said I should let her down easy. But the problem was, I depended on her to cover my shifts. If I confronted her, she might stop helping me. Read more »

[MF] I found a local redditor and talked a big game. Somehow, I backed it up with a night of intense sex.

Hi, /r/gonewildstories. Long-time listener, first-time caller… er, something like that.

**-NON-PORN BACKSTORY-**

I’ve been in a bit of a weird position over the last few months. My long-term partner and I decided to open our relationship for various reasons, but due my heavy workload I had not attempted to find anyone. Last week, I decided to change that. I took some of my stockpiled days off and, after enjoying myself for a few days, began to try and find something.

So I did what any sensible person would do when trying to spend some time away from a computer: I went to Reddit.

I came across one post that caught my eye. It was made by a woman close to my age who was going through a somewhat-similar situation. Like me, she had nerdish interest and was looking for something casual with a side of intelligent conversation. I sent her a message, she sent one back, and we hit it off instantly.

(She had also posted some pics on some of the gonewild subs. They were quite good.) Read more »