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no regrets

Browse our top-rated no regrets erotic and NSFW stories. Enjoy passionate encounters, wild fantasies, and unforgettable tales in this category.

A roundtable evening drinks outing unearthed deep desires between 5 of us. My youngest friend there was 23, while the oldest was 42. Somewhere in the middle of that, at 29, was Sienna.

Sienna wasn’t as sexually experienced as some. Having had two long term relationships, she felt ‘vanilla’. I wasn’t happy with that. This is my friend who’s here expressing urges to seek out more cock, filthy one nighters, and to embrace her submissive kink.

Sienna wanted more and I wanted to help make it happen. She deserved it.

I figured it’d be sex toy shopping or helping her put together a dating profile.

Instead, her gushing confession of really wanting to try anal, sparked my interest. I couldn’t give it to her, but my boyfriend could.

Near the end of the night, I asked what she was going to do to achieve that. Sienna didn’t have an answer. I had this idea and I decided to not beat around the bush.

“If I had a guy, would you like an introduction? You know, for your goa... continue reading

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Obligatory 'this is an old story but I wanted to share it anyway' Just for some background, my best (f)riend who we'll call 'Emily' we grew up together in the same town from the age of about 10. Our respective grandparents were friends ect.. Anyway, very average friendship for a lot of our teenage years going out shopping and whatever together. Her mum would tease us constantly about being a couple ect. and while I did think she was very pretty. We were very different people personality wise, I was a lot more introverted back then to what I am nowadays where she was very extroverted.

By around our mid to late teens, we'd both moved away to different areas with our parents, but we both made efforts to catch up/ go shopping, talk to each other about our relationships ect. we was about as close as friends as the opposite sex could be at least imo. However as the years went by we'd drifted apart, I'd gone away to university and she was working here & there.. but still kept in contact... continue reading

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Over 15 years ago, I had a pool at my house, and I could tell that summer had begun when I got a call asking, “Aunt Cate, can we use the pool?” And then I would have a half dozen or more kids running around the house until the end of summer. Eric was one of my nephew’s closest friends during that time. They were practically joined at the hips until Eric’s family moved away. They kept in touch for a while, but unfortunately, my nephew and Eric fell out of touch.

Almost 10 years later, I had moved as well. I was living alone, in a completely new city. I was in a supermarket one day when someone called my name. I turned to find Eric’s mum. We got to talking and I found out that they lived just a couple of doors down from my place. By then, my nephew was living on the other side of the country, so I helped him and Eric reconnect. They ended up making plans to meet during the coming summer, and even organised a small reunion with their old friends. I suggested hosting it at my place since... continue reading

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When my daughter was in third grade, her teacher (25F) was a complete smoke show. Thin, blonde, beautiful, great figure, but what really mattered to me was how sultry she was. She just had that aura that drips sensuality.

When I’d pick my daughter up, her teacher would often be there in the pickup line and give me these long, unflinching looks like she wanted to consume me. When we’d talk, she’d always greet me with this extremely flirty “Hiiiiii \[my daughter\]’s dad 😏”

When the school year ended, I found her on social media and sent her a DM. We started chatting and ended up meeting for a walk in the woods. The talk was extremely spicy but we didn’t touch each other.

A week or two later, I asked if she wanted to go clubbing together and she asked me if I could pick her up. When I got to her apartment, she texted and asked if I could come up and help her choose an outfit before we went out.

She tried on a few things for me as she drank wine and talked. Eventually, she asked for a... continue reading

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It's October, which means Halloween and playoff baseball, so I figured it's as good a time as any to tell the story of the first time I hooked up with my first college girlfriend.

It was my freshman year of college in 2013, and I was not adapting very well to being in a new state. No friends, not doing well in any classes, and just generally coasting through life. I had this one boring as hell political science course where the professor mostly just read news headlines for an hour then dismissed us, so I spent most of the classes scrolling through Reddit on my phone (yes, I've been here that long!). Honestly, I don't think I looked up from my phone long enough to be able to tell you what any of my classmates even looked like.

Halloween rolls around and I still had nothing going on. I was 3 states away from anyone I knew well enough to call a friend, so there really wasn't any parties to look forward to. As a result, I didn't feel the need to buy a costume or anything. Still, I wanted... continue reading

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This story takes place many years ago in 2013. I was 18, just graduated high school, and was on my way to move to Tennessee and play baseball in college. My sister had just graduated college and was hosting a party at our parents' house. At the time I was a completely different person from who I am now - I was mostly pretty introverted and didn't really go to all that many parties, especially full of people I hadn't met before. My last girlfriend and I had also just recently decided to break up since we were going to be moving states away from each other, so I was pretty much just in the mood to sit in my room and play Halo all night.

"Come hang out for a bit," my sister urged. "I'll even let you drink, but don't tell mom and dad."

Even as a youngster I knew that a drink or two was enough to change that introvert into an extrovert. Eventually I learned how to do it even without alcohol, but at the time I figured I could get one beer in me early and feel comfortable enough to go for a... continue reading

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I sat back on my couch the other day and saw that I had a text out of the blue from an old college hookup, Tasha.

It read: “I was just thinking, you have a glorious penis,” and immediately I was hard as a rock.

\*

I met Tasha in the college gym about ten years ago, helping her up after she accidentally triggered the emergency stop on her treadmill at the gym, lurched forward, and fell over. Fortunately, only her ego was harmed, and she seemed grateful for the hand.

“I’m Tasha,” she said, “And I promise this never happens.”

“I’m Marc,” I said, then grinned and took a calculated risk, “And I don’t know… it seems like a good way to meet a guy.”

She laughed, I was in, and we both proceeded to cut our running short and grab smoothies at the cafe next door.

Tasha was… fit. At 6’2”, she was nearly as tall as I was, and she boasted a tight ass and some perky, probably B-cups. You could tell this was a woman who took fitness seriously, and found out later that she was actually on the... continue reading

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So my girlfriend and I just got back from a trip with her family. It was crazy! For weeks before, we were hyping it up. Her sisters gave us our own room, and we were already planning how much we were going to fuck — bed, sofa, chair — the whole deal. No need to hold back, no need to stay quiet.

Then, a few days before the trip, plans changed. Some younger family members decided to tag along. Suddenly, instead of having the room to ourselves, we had company. At first it was a huge letdown — all those fantasies we’d built up felt like they’d been taken away. But I told her, “we always find a way,” and sure enough, we did.

First night

When we checked in, it was the two of us plus them sharing the room. Luckily, they decided to head down to the lobby to catch up with the others. The second the door closed behind them, I looked at my girlfriend and she already had that smirk — we both knew. Clothes came off fast. I had her on the bed, me standing at the edge, fucking her hard in missionar... continue reading

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TL; DR: Today, my yearly road trip has begun, and I have three cosplayers joining me. Zoe, Kristen, and Rebecca. The plan is to go across Canada and take some erotic pictures at some of my favourite spots, but first, we stopped in a quiet parking lot with a view and had our first in-person orgasms with each other, before going to McDonald's for brunch.

The planning is finally over, and today my yearly road trip & photoshoot vacay has begun. For context, every year I take a road trip across Canada with three "models" and do some erotic photoshoots with them in my favourite spots, but there's always some theme or improvational roleplay I have them do, cuz I got bored of doing just naked girls in the wild. The roleplay concept we're rolling with is three thieves cursed by a relic that filled them with insatiable amounts of lust. It's a silly-sounding concept, but like I'm working with what I got.

My models, well, they're actually cosplayers I met at a comic convention last yea... continue reading

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I learned in my 20s that guys never forget the best blowjob they ever had. Proof of that is horny texts after the fact, comments years later and mid-sex dirty declarations, which I LOVE btw.

I tell this story with a smile. I really get off on giving good oral, so I thought I’d have fun with it. Everybody won in this story. Here’s how it unfolded.

In my mid-20s, I was hitting bars and clubs 2-3x a week. I was incredibly flirty. I’d meet people regularly – friends of friends, random hook ups, guys I’d studied or worked with, men from the gym.

A guy called Scott came home with me one night. I’d heard he had strong stamina from a friend who’d been there. I suggested leaving the bar early, and before I knew it, I was sucking his dick in front of my new mirror that was stationed behind my ass.

Key to victory: show off your best asset, whether it’s boobs or booty. They’ll cum quickly.

Spoiler alert: I made him cum within 3-4 minutes. My grip was firm and slobbering al... continue reading

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my friend just got dumped, and we were at my place with a few others, getting drunk and joking around. his ex had told me and my other girlfriends his dick wasn’t even that big, and i, being a dumbass, accidentally humiliated him by spilling to his guy friends.

hiss face goes red, and i realize i fucked up, embarrassing him. i felt a little guilty after so i decided to make it up to him in a way that’d definitely cheer him up.

i pulled him aside to my bedroom to apologize, but words weren’t cutting it. i was buzzed, horny, and thought, fuck it, i’ll make him feel good. i pushed him onto the bed, unzipped his jeans, and pulled out his cock.**..thick, veiny, getting hard fast. AND HEY IT WASNT EVEN THAT SMAL**L! infact, it was a pretty big dick

i looked up, said, “wow its actually big. sorry for being a bitch,” and wrapped my lips around the tip, tasting his precum. he groaned, “fuck, anna,” as i sucked deeper, my tongue swirling the head, spit dripping down his shaft.... continue reading

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I’d just gotten back from a BBQ, still in this flimsy floral sundress I love. It’s light, breezy, and just barely covers anything. My FWB was already at my place, scrolling through his phone on my couch when I walked in. He looked up, and his eyes, usually so chill, just ignited. He took me in, from my bare shoulders to where the fabric floated just above my knees. A slow smile spread across his face.

"Well, hello there," he murmured, his voice a low rumble. "That dress... it was made for trouble."

I felt a blush creep up my neck. "Is that so?" I tried to sound playful, but my heart was already starting to thump. He stood up, closing the distance between us, and laid his hands on my hips, pulling me close. I could feel the heat radiating off him.

"Yeah. It's screaming for me to just lift it up and get a taste," he whispered, his lips brushing my ear. The directness made my breath hitch. I mean, we've done it plenty of times, but there was something about the casualness of that desir... continue reading

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With my best friend, we have a thread where we swap nudes and explicit videos. It’s our thing, a private game we’ve kept going for years.

One day, I had a twisted idea, a pussy photo contest. We’d vote, “like” our favorites, and eliminate the rest. Simple, just for fun, at least on the surface.

I gathered about twenty close ups from Reddit, scrolling late into the night to pick the best ones. And I don’t know why, but I had this crazy, perverse thought, slipping in a photo of my girlfriend among the others. Just one. Like a secret dare. Of course, he had no idea.

The moment I hit send, a rush of adrenaline hit me. This wasn’t just sharing porn anymore. It was crossing a line, mixing two worlds that should never touch. And that’s exactly what made it even hotter.

As the contest went on, her photo started making it through, round after round. Other girls got eliminated, but hers kept surviving. Every time a little heart popped up on her picture, my own heart pounded harder in my chest... continue reading

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2 months ago inno regretsbyAnonymous

First Facial

I was about 21 when I ran into my oldest sister's friend while out drinking. She was around six years older than me. It wasn't safe for her to drive home, so she came back to crash at my place. It was purely innocent—no flirting, no plans; I was just being helpful. We were both tired and tipsy. I offered to stay on the couch, but she said, "Don't be silly, just go to bed." So, we both instantly passed out in my queen bed.

It was summer, and the night was hot. I woke up feeling hungover, but still with my usual morning wood, just a sheet covering us. She was facing away, and as soon as I moved, she turned over. She was already awake but had been still to let me sleep. When she noticed the tent in the sheets, she laughed.

"Thank you for not letting me drive last night," she said, casually pulling the sheet and my boxers down, grabbing my cock.

"Better take care of this," she added, starting a nice, slow handjob. She took her time, and for how I was feeling, it was just perfect. She pu... continue reading

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2 months ago inno regretsbyAnonymous

A wild vacation with friends

Backstory, my gf (now ex) Katie and I go on a trip to Vegas with her best friend Michelle and her boyfriend. We are all broke college kids at the time and decided to share a room to save money. Both Katie and Michelle are very attractive, petite with very athletic bodies. They have been friends for years, way before Katie and I started dating. So we had been in Vegas a couple days, nothing out of the ordinary had happened just the usual gambling, drinking and spending time at the pool.

It was the third night where things got more fun, we had been out all day and had gotten in bed ready to pass out, then right before I pass out, I hear soft moaning coming from the other bed. Katie and I look at each other and laugh, it gets louder and now we can definitely tell they are fucking. I’m definitely getting turned on at this point, wasn’t sure if Katie was feeling the same until I feel her hand slide into my shorts and grab my hard cock. She kisses me as she continues to stroke me, the mo... continue reading

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2 months ago inno regretsbyAnonymous

I masturbate with my roommate

I had never lived with boys before. I had always roomed with girls, but this deal was simply too good to pass up and it had to be similar, it just had to be. I guess I didn’t think about how I might be attracted to said male roommates.

When I moved in I completely last track of my thoughts when I met Marcus. Tall with a charming smile, I couldn’t take my eyes off of him. And then the other roommate, Ethan, showed up and he had the deepest blue eyes I’d ever seen.i tried to act normal but I fear I was blushing the entire time.

That first night after Marcus and Ethan had helped me move in, I laid in bed and tried to go to sleep but it evaded me. My body was warm and it craved touch. I tried to push the thoughts down but they only burned hotter.

I reached under the covers and pressed my fingers into my panties.

I thought about Marcus, shirtless, crawling into bed with me. I thought of Ethan pushing his shorts down and taking out his hard cock…

This is where I start to think too hard.... continue reading

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This may be a long winded story, but also a fun & spicy one.

My wife and I have a neighbor named Leann. She’s a sweet, lonely, and quiet neighbor who we have lived next to for 7 years. She’s a widow, and I help her with the odd little task or repair often. I put in her widows A/C’s in the summer - that kind of thing.

My wife is with Leann one day chatting, and she comes back with a big smile on her face. “You’ll never believe what she asked you to do for her”

“Anything for Leann, what is it?”

“She wants to you jerk off for her for money” my wife says.

“No fucking way she said that. You are lying!” - I’m stunned. Leann is a little flirty, and I mean very little. The occasional “thanks handsome” is the full extent. She is respectful, sweet, and gentle at all times otherwise. She’s a gardener, and a grandmother.

“You must be confused. That’s not what she wants.” I say, before my wife shoves 5 crisp $100 bills in my hands and says “she said she wouldn’t ask you directly,... continue reading

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TLDR; I'm a 23yo nursing student who sometimes babysits. One of my clients is a single dad I've known for years. After he came home from a bad date, I sucked him off.

I don't regret it at all, but I wasn't certain where things would go from there. Last night I found out :)

He texted me earlier in the week to schedule a babysitting appointment. I had to move some other plans around but I said yes. When I showed up he was trying to act calm and normal (lol) but I could tell he was nervous and excited. To me what happened last week wasn't a big deal, so I was just casual and friendly and that seemed to put him at ease.

He was going on a date. I told him good luck and I genuinely meant it.

Like last week, he came home late after the kids were asleep. Unlike last week, he came home looking excited rather than depressed.

And I could tell he was excited about me. He had a visible hardon lol. I pretended not to notice and innocently asked him how his date went. He said "it was fine" as... continue reading

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Recently, I moved into a new apartment. I had been looking for a place for some time, and this one was perfect great commute to work, peaceful neighborhood. On the first day, I met my roommate. We had seen each other briefly before when I was still searching. She seemed nice, maybe even a little shy.

When I finally moved in, it took a few days to unpack and get used to the new place. She really helped me with everything—unpacking, moving things, etc. As she helped, we talked a lot. At first, she was a little withdrawn, but it turned out we had similar hobbies. We were both into running and even liked the same video games. We started talking more every day, but everything stayed on friendly terms.

At this point, nothing seemed unusual.

Maybe after a week, I stayed up a little late, and as I was going to sleep, I heard some quiet noises. A low buzzing and soft muffled moans. I couldn’t sleep. It lasted an hour, maybe two, before it went quiet. Things like that started to happen more an... continue reading

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This is a story from a couple of years ago, back when I was still living in central London and swiping on Hinge as a way to pass the time.

I matched with this girl, Riley, and she was funny from the very first message. Not in the generic “haha you like dogs too” way, but actually sharp, teasing, like she was trying to wind me up from the start. It didn’t take long for her to mention (half as a joke, half not) that she had “a bit of an oral fixation.”

Now, I’ve been on Hinge enough to know people say weird shit on dating apps. But with her, it was different. She kept slipping it into conversation in this playful way, like she wanted me to know she wasn’t kidding.

Her photos made it obvious that her body was in great shape. Some of the best tits I've seen in tight fitting shirts and a bubble butt that looked like a perfect handful. I had no reason not to arrange a date and we agreed to meet up one evening after work. Nothing dramatic. Just a drink at a bar near my office.

And yeah, s... continue reading

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