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Stories in no regrets

234 stories · Page 8

Fuck my boyfriend? Fine I’ll fuck your brother.

My bff f*cked my bf so I f*cked her brother Names were changed for privacy reasons* I’ll try keep this short but my (ex) best friend who we’ll call Ava has a little brother (Tom) who had just turned 18. Tom was well know in our town so of course he was going to throw the party of all parties to celebrate. I being 19 at the time was invited as I had been quite close to Tom growing up. At this stage me and my boyfriend Josh had been going out since we were 16. Ava had met josh many times but she never had problems meeting boys so it never crossed my mind that she could be attracted to him. So the week before the party I’m out of town and our friend group (including Josh and Ava) is heading to our drinking spot in a near by national park. I’m not fully aware of what exactly happened but from what I’ve heard Ava had approached Josh whilst drunk and they both head off back to the car where they were caught mid act by another friend of mine. I could rant on forever about the emotion I f

I caught my Bf jerking off to one of my friends friend

Over the summer, my friend had some friends from college over and they were all great. But my bf especially liked one of them, a 18-year-old girl named Perla with blonde hair, a D cup, an ass that barely fit in her bikini bottoms, and the cutest face he'd ever seen. I noticed he was flirting with her a little bit, but it wasn't inappropriate. However, after the girls were lying by the pool, I went upstairs to the playroom and found my bf sitting in a chair near the window, watching Perla and masturbating. He didn't even try to play it off. He just said, "She's so hot!" and continued stroking. Some women might be downtrodden for hearing that, but I said, ``That's definitely true!'' and sat beside him. After rubbing my clit and reaching orgasm, I slipped between his knees and told him to pretend I'm Perla. It took me 30 seconds to blow him off when he said, "Swallow it, Perla!" "Be a good girl and eat it all!" I drank every drop and without looking up said, "Thank you, Daddy!" Since then

They called me the mum of the group so I fucked one of their dads

Hey! I’m Elena and I’m 21. This relationship started when I was 19. First though, please no bullying for my username. I made this account when I was a kid and roleplaying was not the move back then but I was in love with AJ Lee. She was my bisexual awakening! I’m sure some of you have been the mum of your group. The mature one making sure everyone has a good night, dealing with the tears, stopping arguments, holding back hair when someone is throwing up and ensuring everyone gets home safely. My three closest friends were mayhem back in the day and thankfully they have been tamed now but not before I accidentally took out my frustration on one of them. It was August 2021 and we had a nightmare of a night out. People were letting their exes dictate their mood and by the end of it I had a scratch on my face from getting between two sets of acrylic nails. I had to call one of my friend’s sisters to come and collect her and then me and the other two got a taxi back to the house we were

Family Vacation with my girlfriend’s family. Part 1

So if you haven’t read my other stories about me with my at the time girlfriend(now wife) Amanda and her cousin Madison go back to my profile and catch up. Amanda and I went on her family vacation they do every year with her whole family. This year was a giant beach house for all 20 of us. When we got to the house her parents informed us that Amanda, Madison and I would be staying in the carriage/pool house for the week. It was a 2 bedroom 1 bath in-law suit type deal at the back of the property. Her parents figured we would be out partying and didn’t want us to wake them or the kids of the family up coming in late. I was stoked as I thought sex would hard in the house with everyone this week but now we basically had our own house. Amanda and I got settled in our room and unpacked before Madison showed up cracking open a beer the minute she parked her car. She joined us in the house checking everything out and chatting up Amanda as I helped unload stuff with the rest of the fam

What Happens During Group Projects in College?

It was my sophomore year in college. I was still somewhat the skinny kid that hadn’t quite grown into his body. I was 6’ tall but only weighed 150 lbs. Blond hair and blue eyes always got the attention of the opposite sex I just broke up with my first girlfriend. She took my virginity and I was absolutely devastated that she wanted to break up with me. I had a marketing class that was super interactive. We always had group projects to do. They were time consuming and required lots of time outside of class in small groups. The professor assigned a final group presentation that involved groups of 5 students to prepare a marketing strategy for any company and product of our choosing. I’ll skip the details of the project. The class consisted of mostly male students with a scattering of just a few females. One of those females was assigned to my group. Her name was Sarah. Sarah was 5’8” and curvy. She was brunette with beautiful brown eyes and large breasts with proportionate hips that

Update! Fucked a single mom from the kids baseball team.

I left and went home telling Amanda all about what happened and we had some amazing sex over the next few days thinking about the next time and possibly a threesome with Dani. So Tuesday I had a meeting at the park and our game was like an hour after the meeting. While I was at the meeting Dani text me asking when I would be at the field for the game. I told her I was already there and at a park meeting then had to work on our field before the game. After the meeting I went to the back field and went to work getting the field prepped. I got another text from Dani saying she was here but didn’t see my truck. I called her and told her I was back behind the field house all the way behind the back field. I was looking as she pulled up and I walked over to meet her in the parking lot. She smiled and gave me a big hug. She was wearing some sandals, short cutoff jean shorts, and a super low cut tank top with her tits basically hanging out clearly not wearing a bra and her hair up in a

My husband slept with my sister. I needed to reclaim him while finding out who was better!

My sister has recently gone through a divorce from a largely loveless marriage and a dead bedroom. We are incredibly close, and while my sister doesn’t know *everything* about my marriage, she does know that my husband and I are in an open relationship, swing with other couples, and are hedonists. Sex is something we talk about often, especially when she was going through the divorce since being with someone who slept with her once a year didn’t match with her increasing sex drive as she had gotten older. We celebrated the divorce the night it was signed with a bottle of wine, and while a little tipsy, she talked about how she had always had a crush on my husband. A few days later, I casually brought it up to my husband who had a good laugh about it. I asked if he thought the same, and he said that we looked very similar so she was definitely cute in his eyes but he hadn’t really thought about it. (Liar.) We talked a bit more about it, and given our hedonist ways, my husband would be

I gave my best friends brother a handjob in the shower

(this happened at the same day/night that I was talking about in my last post) A few months ago I (f 19) was over at my best friends place (f19) and we were hanging out. Around dinner time we decided to get food from this nice Chinese restaurant in our area (like 15 min away) but they don’t deliver so my friend said she’ll pick it up. Just before she was about to leave her brother (m21) came home. Let’s call him Kyle. So my friend went to get our food and Kyle went into the bathroom where I heard the water in the shower starting to run. I just got comfortable on the sofa when I heard him shout: “ can someone hand me my shampoo?” Well, I was the only one in the house so I didn’t think of it and slowly opened the door and told him it was me. I tried to just look at the floor but I found his shampoo quickly. I said “I found it!” and wanted to put it in his hand that was reaching out of the shower. When I put it in his hand I felt his wet fingers on my hand for a second and it reall

- I fucked a girl and her twin sister (separately!!!)

Strap in babes, this is a juicy one... So I'm big into yoga, and a couple of years ago a developed a serious crush on one of the other girls in my class. Helped by the fact that she was veeery flexible and was pulling all these amazing positions right in front of my eyes. Naturally, I asked her out, after which she told me that she was straight.... but that she did have a gay twin sister! I could barely believe my luck! Her sister, being identical to her, was smoking hot, and we ended up dating for a few months. Amazing sex, complemented by the fact I got to sort-of perv on her (or rather, someone who looked exactly like her) in yoga class throughout. Long story short, we dated for a few months, but broke up pretty amicably, she wanted a commitment I couldn't give her. I stayed good friends and kept doing yoga with her twin. A few weeks later, 'straight' yoga twin and I were having coffee after class and she admits to me that her sister had told her I was the best

I sucked my best friends brothers dick while she was asleep 15 feet away

o a few months ago I stayed the night at my best friend (f19). We ordered food were doing each others nails were talking about basically everything in this world and watched a movie. A great evening/night like always with her. Around 1 we finally decided to go to bed (but were still talking a little when the lights were out of course). Around maybe 1:30 we actually went to sleep and weren’t talking anymore. I couldn’t sleep for a while so I wanted to go to the bathroom before finally falling asleep. When I got up I noticed she was already sleeping so I tried to be as quiet as possible. It was raining outside so when I walked through the hallway I heard the rain silently hitting on the window. The door was closed which was kinda odd but since there was no light coming from under the door I didn’t think much of it and opened the door. I fell in shock. On the bathroom floor leaning against the wall was her brother sitting with his phone in one hand and with other he was mastur

y GF (21) and Her Mother (48) a memory

So this happened a long time ago, I was 23 so almost 30 years ago, damn I am old. Sometimes I miss my 20s but then also remember I was broke and working my ass off with 2 full time jobs a part time acting gig and also school full time, it was exausting so when I relaxed or cut loose I did it with reckless abandon. Anyway, I was thinking back to that time and a girl I was ‘dating’, not really a GF more like a FWB situation. We had known each other a long time and were very compatible sexually. One of my jobs was working as a club DJ and she would always come in the booth to ‘help me out’ honestly some nights I think she drank more of my cum than drinks from the bar. Like I said sexually compatible. She would bring friends to my apartment for threesomes, show up at my place after her date didn’t make her orgasm and honestly we were just 2 horny twentysomethings in the 90s. So like I said we knew each other for a long time. I had dated her older sister in high school so I knew the famil

Naughty, Neglected Wife Got Her Face Painted in the Panera Parking Lot

*This story doesn’t have a big ‘lead up’ like my others- just raw, primal, sexual fun* I was on Bumble and I [36M] matched with an older woman [46F] and was surprised at her refreshing, transparent approach. She mentioned that she worked in investments in Boston and had two grown children and a husband at home who hadn’t fucked her in 2 years and that she was looking for a regular fuck buddy. She was Asian, 5’5, long black hair, gorgeous lips, black eyes- looked like she was in her early 30’s. We agreed to meet at Panera that evening. I was in my uniform having had a long day at work. She insisted we sit next to each other- the conversation immediately became sexual. She said- “I would love to suck your cock” Needless to say my “You pick two” meal became something more that was completely unexpected…we basically RAN to the car. I moved us to a darker part of the parking lot. Fuck, her lips looked so glossy and tasty- I said, let’s kiss for a bit so I can wet her mouth up a litt

I (23M) gave my best friends little sister (19F) multiple orgasms. I broke our promise of never fucking her, after her begging and making it extremely difficult to keep my word.

“Put it in...I want to feel you inside me“ My mind and heart were racing. I can’t exactly tell you what came over me in that moment but I somehow ignored the little devil on my shoulder that said to ‘fuck Valentina’s brains out right there’. As beautiful and willing as she was, it wasn’t worth being caught right before my best friends wedding in the home we grew up in. *“I told you Valentina, not here“* ”Are you fucking kidding me?” *”I promise it will be worth it”* We’re going back and forth and as I’m typing this I remember that during this exchange my body is instinctively humping Valentina and my cock is sliding against her pussy. No wonder it was so hard focus. ”I can’t believe you’re not going to fuck me. You’re an asshole” *”You love me though”* ”Fuck you” I somehow mustered the strength to back away from this Italian bombshell and got dressed, there was still this kind of grand event happening in a few hours. You know, her brothers, my best friends wedding… Shit.

I purposely left the door open while I changed

hi guys!! im anna, im 18, korean, and have a spicy little story. i'm usually more on the reserved type so apologies if this isnt as spicy as some of the other stories here. guess what? my guy best friend, lets call him J ^((18, I used to have a crush on him but it never worked out, so we became really good friends.)), has been discretely glancing *really naughty peaks* at me. he has become quite the little pervy, even sneakingly watching me change (more below). I never would have thought he'd be catching glances at me LOL but i found it hot to be desired like that. I noticed this first a couple weeks ago during a gym session. I thought I had seen a glimpse of him sneaking glances at my ass while I workout. now, im used to guys checking me out, but theres something oddly hot about having someone so close to me be so attracted to my body 😊 and wellm I ended up giving him a WHOLE SHOW of my petite naked body. ​ **Here's how it started:** so, the other day I was at his pl

I milked my BF while he was on all fours and made him cum 2 times in a row.

Soo this one night my boyfriend was really horny and wanted us to try something different. He didn't say anything and just got on the bed on all fours which was a bit weird at first but I instinctively started jerking him off. With a soft voice, he said: ''MMMMM just like that please go faster.'' Then I started going faster and faster but only after 1 minute he blew a massive load on our bed. After that, I wanted to stop but he said that I need to continue and even tho his dick was soft it got hard again and this time it took me 3 minutes of jerking him off until he came again. I wiped all the cum from the bed with my hand and rubbed his dick at the end with it. The entire time he was moaning as loud as me which made my pussy wet.

A coworkers dad fucked me during a dinner party, with his son downstairs

Less than 12 hours ago I had sex with a much older man. Who also happens to be my coworkers dad. It was a small gathering of people from work, including my boss. We get together annually for a team dinner. This time we decided to watch the Toronto Maple Leafs season opener at a coworkers house as they had a new projector. Amazing, love the Leafs, was super excited. My long hair was curly and down, I wore my favourite jersey, tights that showed off my big ass and thick thighs. My glasses and toque completed the look. A group of 9 people including myself arrive at coworkers house, let's call him Steve, right before the game. The plan is to watch in the basement of this beautiful, almost mansion like home. We all settle in, it's fully catered and plenty of couches. Steve lives with his father, 64, who along with his buddy are also watching the game. Steve's dad, Peter, is gorgeous. As soon as we are introduced, I cannot take my eyes off this man. Tall, mostly white hair, deep piercin

My sex-shy best friend asked me to cum in her mouth.

Part 2 here: Hello, gang. We're heading back to America pretty soon, and there have been some pretty good reasons for me to stay present, so I apologize for the delay with this update. Emma and I arrived in Borup in the early afternoon. It was just a twenty minute walk to our AirBnb, a walk that took us through this cozy little town. Coniferous trees line its streets, the same kind that makeup the forests surrounding the area, and the faint smell of something like pine pervades the air. Cute little brick churches can be found, here or there, and a sizeable pond rests between the town's western boundary and the surrounding landscape. It was a bit chilly, and neither Emma nor I particularly felt like exploring. By the time we got into our rental, we were both pretty tired. When we stepped into the AirBnb, Emma almost immediately collapsed on the bed while I tested the pull-out couch. The apartment was cute and clean. Abstract-expressionist paintings were splayed over exposed-brick w

My sex-shy best friend told me to get handsy with her.

As I post this, I’m on a train headed towards Borup, Denmark, a cute little town that’s like, I dunno, an hour train ride from Copenhagen? The Airbnb was super cheap. It’s basically our last stop, where we’ll hunker down for a few days, since we have a lot we want to do (and some people to visit) in the area. S [Emma]( and I look forward to getting there; bouncing around Western Europe is a huge privilege to be sure, but we’re pretty damn tired of spending so much of our day hopping from a bus to a train to another bus, etc. As soon as we boarded from Hamburg Central Station (which is an incredibly beautiful building btw, probably was my favorite part of our short time in the town), Emma rested her bag on the seat next to her and curled up for a nap. I took the opportunity to tell y’all what’s going on, especially since this shits going in the spank-bank for life and I’m trying to remember as much as possible lol. Anyways. “I don’t mind after my underwear’s

My sex-shy best friend told me I could jerk off around her last night.

I’ve got internet at this coffee shop right now, but gotta go to the bus station soon so sorry if this is a bit rushed. Hello readers, my name’s Zach. I’m an American grad student currently spending their Fall Break in Europe. I’m traveling with my close friend Emma, amateur makeup connoisseur by hobby and bossy (yet efficient) event coordinator by trade. She and I met a few years ago while studying abroad and, to be honest, we didn’t really get along super well. Emma can be really Type A and controlling, the type of person that always has to be right… buuuuut she’s one of the smartest people I know, and she almost always is right. Still, as someone that considers myself pretty laidback, this part of her drives me nuts. On the other hand, she can’t stand my tendency to brush stuff off, and she always tells me I “can’t always just ‘wing it’ in life.” Despite differences like these, one way or another, we found we had a lot in common. We have texted almost every day since the seme

My Girlfriend’s Cousin needed some help. Part 1 backstory and build up

My last story was about the first time I saw Madison(my wife’s cousin by marriage) naked when she visited us. Go back and read that story to see how much of a cock tease she is. This story picks up 3 months or so later. I hear Amanda (girlfriend at the time wife now) taking to Madison on the phone about the damage her house got from a recent hurricane. I was in and out of the conversation but did hear Amanda say yeah girl he’ll come down and take care of whatever you need. After she hung up she found me and proceeded to fill me on everything they had talked about. She told me since Madison and her boyfriend broke up right after her visit to our house she didn’t have anyone to help her with the hurricane aftermath cleanup. Amanda told me she volunteered me to head down and cut trees down clean up debris and make sure the house was livable while she waited on the insurance adjusters to come out. She reminded me she would be out on a bachelorette trip this weekend and I would have