no regrets Erotic Stories

So I wouldn’t say I do it often but on occasion, hookers are my guilty pleasure. I’ve had some good experiences, some bad ones but the best one was also the best sex I’ve had in my life.

This story takes place a few years ago. At the time I was 22 and in college. I had had one experience paying for a blowjob but it was not something I look back at fondly. I decided to try again and was looking through Craigslist personals back when it was still a thing.

I started talking to a girl named Kat. We messaged a bit and traded numbers. She was around my age and somewhat new to this. She was a super chill woman and before we even met we would text casually. Meeting people online (especially for sex) can obviously be sketchy and dangerous but she seemed legit.

She sent some nudes and damn. She was pretty, a little on the chubbier side and had massive tits. She had a really slutty, bimbo look about her that really turned me on. We had a few sexting sessions and decided to meet up one evening... continue reading

Guess who’s back?

Back again.

Tay is back.

Tell a friend!

So I erased my NSFW account 2 years ago when I was engaged, and with a POS liar who manipulated me. If you know anything about me you know I like my revenge. Well this is a little story about how when I travelled for a concert and stayed with his old friend and crashed with him and his roommate.

My body is slowly recovering and I’m pretty sure I still have their cum in me.

I posted a photo that I secured tickets to a concert that I’ve been so excited for and one of my ex’s friends Jamal replied that him and his roommate Tristan were going too. He invited my friend and I to stay with them since they had a 3 bedroom place and always hosted friends and family in their guest room when anyone was in town.

We pretended like we were just going to book a hotel room but it was a no brainer. Jamal and Tristan were hot, single, muscular firemen. Duh.

Bailey and I were going to stay there and fuck them the entire weekend.

We really... continue reading

I find a common anxiety guys have is whether their cum tastes good. So maybe you guys reading can relate, and the girls reading may have had a guy bring this up with them, like I have before.

The thing is, if we like you, it’s almost certain we really want to suck your dick - and we’ll let you know. This is an experience I want to share that backs my theory that you should always tell a guy he tastes good.

One of the best blowjobs I ever gave nearly didn’t happen due to the guy worrying about the taste of his cum when I told him I swallow.

After two dates, I plucked up the courage to invite him to my place for a third. I wanted at least oral before I went to bed that night. During a movie, I outright said, “I really want to give you my mouth.”

I could tell he was excited, yet anxious. I reassured him we could get to know each other more and if he declined, it’s more than okay.

We went for it and I tied my hair up, with the intention of not coming up properly for air until I’d swal... continue reading

My girlfriend, let's call her Ruby, slowly went from an innocent good girl to a brainless cum bucket.

My gf is extremely shy. She didn't have too many friends growing up, was afraid of people and talking, and mostly kept to herself. When I first met her, she was too afraid to talk on the phone, video chat, or even send a selfie. Ruby and I were together for 3 years before we broke up, mostly because she was so incredibly shy. We had only met up a handful of times. She did lose her virginity to me (and it was kinky and amazing) and we had an amazing honeymoon phase where she was really horny, but towards the end she was too shy to even send me selfies. We were sexual with each other maybe once a month or so but it wasn't enough to keep the relationship going.

We were broken up for about a month, and Ruby and I started talking again. She was still really shy but opening up a lot more. She sent me a selfie. And was becoming slowly less shy. Then, about a week into us talking, she admit... continue reading

Hey everyone, this is the first time I am posting here. I found this subreddit a few days ago and finally made an account. I have a few stories I’ve been dying to share with people, and I guess this is the best place to do so. Since I am making a few more posts, I thought I would share a little bit about myself.

My dad is Dutch and my mother is Italian, and though they met in Europe, they had me and my siblings when they immigrated to America. I am 6’3 (dutch genetics) and have dirty blonde hair and blue eyes. I recently just finished college a few years ago, and am working a job in tech. I used to play sports growing up, primarily soccer and swimming. I am also a little bit of a nerd and am into fantasy and sci-fi, roleplaying games, and video games. I also enjoy traveling, cooking and other hobbies.

Most important to all of this, is I am promiscuous. I enjoy hooking up with different women often. This is something thrilling to me about having multiple partners, as I enjoy having s... continue reading

I love getting to know a new sexual partner. Admittedly, I’ll ask curious questions that most girls wouldn’t. I’ll be specific, like here, asking how they usually finish from a blowjob.

I’d met a guy called Nathan and his favourite way to cum was to blow a huge load over a pair of tits. Sure, it’s common, but I asked outright if he’d had his cum swallowed.

Nathan hadn’t experienced it. I genuinely believed him. I asked the erotic questions that has his cock throbbing, like, “so you don’t know how it feels to have your cum cleanly gulped down, huh? Are you sure?”

After some playful banter, I asked him how he thought I finished a guy off. I could tell he didn’t want to mention swallowing. I told him my tits would stay dry, winking.

I then asked Nathan outright, “have you been good enough to have your cum swallowed?”

I told him, “I don’t make a mess and I certainly don’t spit it out. It’ll be too good to waste.”

I remember the look on his face, almost looking to the ceiling like, “... continue reading

Well, it looks like every dude on Reddit is now obsessed with Mariah. 😂

I appreciate all of the love but PLEASE stop asking for pics of her...

This all took place 10 years ago and I've lived a lot of life since then and do NOT have any pics saved of her. While we are still "Facebook friends" I refuse to share pics without her knowing.

SO, just enjoy the stories of us fucking around. 😉

To continue where we left off...The next day, I got up to make breakfast. Mariah walked in wearing a t-shirt (no bra) and little shorts, smacked my ass, winked and started making her coffee.

"WTF?! You can't do that." I said.

"Relax. He's out cold. He got in at like 4am." Mariah responded.

Me: "Last night was fucking crazy."

Mariah: "So fun!"

Me: "Are you good? Like for real?"

Mariah: "Oh hell yeah. He never has to know. This is bad though because...Now I just want it even more!"

Me: "I know right?! We have to be careful though. I don't want to get tossed to... continue reading

So last night I went this party at this huge airbnb with a pool and like 8 bedrooms. It was packed with people and everyone was druck af. I knew that I wanted to hook up with someone that night and I had spent the day smoking weed and playing with myself imagining what I was gonna let some guy do to me that night. I wore a super short shirt and crop top so short it barely covered my tits and guys were giving me tons of attention.

I ended up finding a guy who seemed worthy and after playing some pool and talking for a while he asked me if I wanted to go smoke some weed upstairs. We went into one of the bedrooms and he pulled out a joint. After smoking I got horny as fuck and after getting his cock hard with my mouth and throat I bent over the bed and told him to pls put it in me haha.

We were all drunk and had rough sex for like 20 minutes before I was begging him to cum inside of me. (I love creampies) He was happy to oblige and he filled my pussy with cum while calling me a naughty... continue reading

WOW. So thankful for the love on my story everyone!

I'm excited to share more.

Now, let me pick up where I left off...

As Mariah wiped her cum-soaked torso off with the towel I had given her, I went in and started the shower in my bathroom.

Mariah followed me in but picker her phone up on the way.

"Let me just make sure we're good!"

She shot John some bullshit text like, "Are you really gonna have to stay there all night?"

He confirmed and told her she could just head home and he'd see her the next day.

Apparently she texted him back saying she would rather, "Stay and wait for (him) to get home."

I'm not gonna lie, there was something so sexy about standing in the shower, waiting for her to join me, while she stood in front of me, completely naked, smelling like my cum, texting her boyfriend.

That scene made me start getting hard again right away.

With that, she set her phone on the sink, looked up at me and said, "Looks like we have all night!"

FUCK she was just per... continue reading

So this happened about a decade ago but it's one of those stories that stays with you forever!

To be honest, I remember it like it was yesterday. So, I'm gonna tell it with as much detail as possible.

Long lead-up here but hopefully you enjoy it!

My last year in college I rented a room from a kid (John) whose parents bought a house in our little college town. He was kind of an entitled asshole but not a terrible roommate and he had a SMOKING girlfriend named Mariah. So, I didn't mind living with him at all.

Mariah was Lebanese and OMG she was so sexy. Dark skin, long dark hair, big brown eyes, full lips, HUGE tits and nice round ass. The only reason she was with my roommate is because he had locked it up a few years earlier when she was a freshman and he was a sophomore.

Man, Mariah was cool as hell too. She was at our house all the time and stayed over pretty often. Every once in a while she would just throw one of John's tee shirts on with no bra underneath after we went swimmin... continue reading

I was hanging out with one of my friend’s who for the sake of this story I’ll call Connor. He was getting ready for a date with a girl from Bumble, and she started sending him lewd pictures. I was sitting next to him on the couch as smirking at his phone quickly became side glances as he hid the screen from my view, and attempted to hide an obvious erection.

Connor and I have hooked up on and off, but it’s been off recently as he’s looking for something more serious. Maybe it was horrible of me, considering I wasn’t the one who had made his cock hard, but honestly that just made it hotter to me.

“She’s letting you know how your night is going to go?” I asked, smirking in his direction before glancing back to what I was doing on my phone.

“In. No. Uncertain. Terms.” Connor replied, a stupid grin on his face. It made me wonder if he got the same grin when I had sent him pictures in the past. Selfishly, I hoped he had smiled more at mine.

“You gonna need to take care of that before yo... continue reading

I should mention that I don't typically dress in a way that shows off my body. Not that I dress like a nun, but I don't put myself on display either.

On this occasion I opted to wear a low cut, tight fitting top with the express purpose of getting attention. It was unusual for my friends to see me dressed this way, and that was the point.

I wasn't feeling my best at the time and was hoping the attention might help lift my spirits. Fortunately the constant looks I received did actually make me feel better.

I should also mention that I wore this to a group outing with my friends. We were going on a bar crawl for a birthday celebration.

There were also a few people with us that I did not know. Friends of friends. One of them was a good looking guy who was paying more attention to me than the others.

When we found ourselves somewhat isolated he took the opportunity to compliment my outfit. He also said he liked my style, which is somewhat goth.

I decided that I liked him, and I made... continue reading

I can't believe this just happened.

I invited two of my friends, let's call them Henry and Steph, to my place for a drink. We had to attend rehearsals at 9PM for a show that we're part of (we do theater). I haven't known Henry and Steph for that long, we met through this theater group that we all signed up for last October. Around January Henry and Steph started dating each other. Henry is a kind and and good-natured guy, he looks very composed and calm at first, but he can adapt to a situation quickly. Pretty average build, but a very attractive stubble, I must say. Steph is a blonde, in every sense. She's much more exuberant, she's the bubbly type of the two. She's very slim and athletic, and has beautiful smiling eyes. Out of all the people in the cast, I'd say they're among the ones that I connected with the most. But still, I wouldn't say we're THAT close.

Anyway, today was a long day, and I wanted to relax before attending rehearsals, so naturally I laid down a bit, and pulled... continue reading

This happened when I was 22. I had been dating with a guy called James for around a year. I started reading a lot of shit online, and suggested we do a bit more exploration in the bedroom than we had done before. He was hesitant at first, especially once I confessed that I loved the idea of adding more people (both men and women) to the bedroom, but he kept an open mind and we spent a lot of late nights discussing and role playing the wild things we might do with our friends.

We were hanging out in his house one night with a couple of friends, drinking and talking. I don’t know what came over me that night, but I was feeling extremely horny.

At around 3 am our friends started heading to sleep. When there were only 4 of us awake, I started to tease James in front of our friends. I just couln’t wait any longer. If it was up to me, I would have started to suck his dick. I slid into his lap, straddling him and started peppering gentle kisses down his neck.

Surprisingly, they didn’t no... continue reading

I had recently started attending a new church where my old youth pastor was working. I had moved out about six months prior and was living what I thought at the time was my best life. I only became aware of Anna when because she seemed to be relatively close to my old youth pastor's family. She was always quiet and seemed to separate herself from the rest of the crowd.

Well, I was a big coward at the time and instead of asking her for her number straight up I simply hopped on the trusty ol Facespace and sent her a message. I introduced myself and stated that I thought she was cute. I asked her if she would be interested in having dinner sometime. I honestly wasn't shocked when she simply replied "no". I replied "Hey no problem. Thanks for responding. Take care!" No harm no foul. It stung a little, but I didn't really put forth a valiant effort. I still thought she was cute and saw her every Sunday morning.

It was roughly a month or so later when my notifications popped... continue reading

This story happened around a month ago. When I got my degree me and my bestie Isabella decided to live in an apartment together. We moved into a small two-bedroom apartment. Although I'm a heterosexual woman, Isabella is stunning. She has stunning blue eyes, short blonde hair, and an amazing fat ass. She is undoubtedly among the most attractive people I know.

One weekend we decided to have a little fun. We started drinking champagne and we got pretty drunk. I got hungry, so I made my way cautiously to the kitchen where Isabella was. She supported me because I was having a little trouble staying vertical. And I just felt goosebumps when she touched me. I was staring at her like a hot teen while she was only wearing a tank top and boxers. She noticed this made fun of me for it, which made me smile. As I leaned closer to her, I became aware of how close we were. I was gazing directly into her diamond eyes and felt her breath on my cheek. I leaned in to kiss her, and she kissed me back.... continue reading

A few years ago I was working a job where I had a lot of down time. I would work long hours, often late into the night but many times all that would be required of me was to physically be there. I spent a lot of time sitting in my office watching movies and playing around on social media.

Mandy and I went to high school together and we ran in similar circles but had never dated or anything like that. We hadn't talked or hung out since she graduated a year ahead of me. Mandy was short with curly blonde hair and glasses. Her boobs were probably small C cups but they seemed bigger by comparison to her small overall build. She was kind of nerdy but I always thought she was cute. After graduation we didn't really hang out but we were friends on Facebook.

One night (several years after graduation), I was at work scrolling through my feed and Mandy had posted one of those questionnaires that used to float around on Facebook and had invited her friends to reply. I read through the questions... continue reading

I didn’t think as many people would be so interested in my stories, but it seems that you are so I will share some! In person I tend to come off as someone with a lot of confidence, but the reality is that I lack a lot of it. Particularly accepting that people actually want to hear about things I have to say so I don’t often talk about myself or share stories. But thank you all for being so reassuring! Anyway, this isn’t what you’re here to read about I’m sure.

I am not used to telling these stories, writing about myself, or writing about anything honestly. I’ll tell everything to the best of my memory, but it’s been a long while. If you enjoy these feel free to let me know and I’ll be open to sharing more. I hope this isn’t too long.

So doing what I was doing for several years, I inevitably met some interesting people, and came home with some crazy stories, most of which I’ve not really shared with anyone. A lot of the time I would get hired, do my thing, and come home with nothing... continue reading

A buddy and I were at the bar, having drinks and being merry. She walks up to us and strikes a conversation. Like us she's in her 30s and we make small talk about things. About 5'6", dirty blonde hair, perky B-C cups, wider hips with a tight normal sized booty. The conversation leads to our sore muscles (being military and all, hurt backs lol). She happens to be a masseuse and qualified in sports medicine. I shrug and am the first to bite about my shoulders being tense. There she hands me a business card with her number and address. My buddy gets one and we kind of look at each other. We wrap up the night and head back to base.

The next day my curiosity is getting the best of me. Surely she meant well, and its a massage and not a *massage*, right?

Of course I booked her, and of course the story moves to its inevitable conclusion but lets make the absurdity of the plot thicken. It's in a mobile home park, for starters. I expected an office. She leads me t... continue reading

My ex had a cuckold fetish and was obsessed with watching porn about it. I didn’t get the appeal and really didn’t want to sleep with anyone other than my boyfriend, but over time he convinced me to try it. After a few weeks of searching we found a guy on Reddit who we both felt comfortable with. He was almost twice my age but very attractive and almost had a body builder like physique. My ex was very shy and scrawny and he liked that this guy was so different than him. I won’t lie, it intrigued me too.

I’ll skip ahead to after we met and went back to a hotel room together. My boyfriend didn’t want to be very involved and wanted to watch and masturbate while me and our new friend had fun. As soon as I pulled his pants down I was intimidated by his size. My ex wasn’t tiny but this guy had a monster in comparison. I couldn’t help but get excited and fawn over it a bit. The guy jokingly said something like “you’re not used to a real cock like this are you baby?” and I let slip out “I’m r... continue reading