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no regrets
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I will try to keep my hands out of my panties long enough to write this down, because the memories of her make me ache.

I had posted previously about a friend I periodically masturbate with, and I thought it might be enjoyable to share about where this kink started for me.

Lexi was a close classmate during nursing school. She was good-natured, smart, albeit astoundingly sheltered. She came from a huge family of homeschooled children and had very little exposure to concepts like sex ed. Regardless of this, I took her under my wing and we became roommates after graduation, which was especially convenient because we got in to the same nurse residency together.

Although I had tried not to entertain these thoughts too much during school, I couldn’t help noticing that Lexi was insanely hot. Soft, slightly tanned skin, dirty blonde hair, and the most mouthwatering curves. The more time I spent as her roommate, the more I noticed how bouncy her ass was when she moved and how full her br... continue reading

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Everything in this story is real, though I have had to take some license with the dialogue as remembering exact conversations verbatim is near impossible. I hope you keep an open mind, and I apologize in advance to all the guys who have had their sisters fucked by their friends.

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My name is Tyler. I'm your typical outgoing guy, nearing 30 now, and currently single. I've been very lucky in the sense that I have a confident and laid back air about me, and am blessed with charisma that tends to draw people to me. As a result, I've never had trouble attracting women. I'm not trying to sound arrogant or big-headed, but on nights out, I'll often be approached rather than having to make a move myself - that sort of energy. I hit the gym regularly, and stand 6'2" with broad shoulders. While I don't have 6-pack abs, I am strongly built. My hair is dark and close-cropped, and I usually have stubble across a strong jawline. I value intelligence, both in myself and in... continue reading

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Idk if this makes me a slut or what. I guess i'll let you guys decide haha. I have been single for a little while now and I must say I have been having so much fun just enjoying my freedom. I know most girls probably prefer to find regular sexual partners and kind of just stick with them, but for some reason I like the variety and novelty.

Lately one of my favorite things to do when i'm hooking up with a new guy is to take off the condom while we are fucking, and tell them to cum in me. Just last night I brought home a guy from the bar and we started hooking up. He actually was a pretty good guy and he even asked me if I am taking birth control. I told him that I wasn't, which is true, and he pulled out a condom and put it on before we started.

We fucked for a few minutes and things actually started getting pretty intense. He was choking me, spanking me, and calling me a little slut just like I wanted him too. At one point he was fucking me roughly from behind and spanking me while h... continue reading

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In my late 20’s I worked in real estate and met my one client when she attended one of my open houses. She caught my eye immediately, wearing tight yoga pants and a tight athletic top. She was pretty, blonde, shorter than my 6 ft, and decent sized tits. We didn’t talk much that day besides some info about the house, which she did not end up liking. But I gave her my card and told her if she wanted, I could be her exclusive buyer agent and show her whatever other houses fit her price range.

So she ended up texting me later that day and we kind of hit it off from a personality standpoint. Both kinda goofy, she liked my sense of humor, and I genuinely enjoyed showing her houses. But we never really crossed the line through the half a dozen houses I ended up showing her. I had a girlfriend anyways. I ended up learning she was semi-recently divorced, and only a year older than me.

So on closing day we’re at the title company, just me and her and the title agent. Now if you have ever bo... continue reading

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3 months ago inno regretsbyAnonymous

The Friendly Bank Teller

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So this story all stems from me breaking my debit card. Being the procrastinator that I am it took me a couple weeks to finally getting around to actually calling to get a new one. Luckily the bank was right around the corner so in the mean time I would just stop by the bank and grab some cash a few times a week. It didn’t take me long to notice it would always be the same girl who greeted me with a friendly smile from behind the glass at the drive thru.

So one day I had to actually go into the bank and luckily for me no one was at the drive thru so she came over to help me at the counter. I was finally able to see her name tag read Amber. I was also able to see she stood at about 5’2” with long brown hair and a petite little figure hidden underneath a baggy sweater. Amber had always been super friendly at the drive thru, but now that we were in person I couldn’t help but feel like I was getting some vibes from her. But since it’s literally her job to be nice to me I wrote it off bu... continue reading

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Even though I'm Japanese by heritage, I was actually educated in America. I went to high school, college, graduate school, and even worked there for a few years. I lost my virginity to a cute white American guy. Due to work, marriage, divorce, family, and the general quirks of life, I’ve traveled around the world. I've lived in Singapore, Shanghai, Hong Kong, and now back in Japan.

About a few years ago, I started to meet random foreign men (most of them were Americans) who come to Japan for tourism.

The usual "date" goes something like this: We meet. We go somewhere to talk. And then we go fuck. I absolutely love it. I assure each guy I meet that I’m not a slut. I told them that “I don’t do this often. I never do this. … I’m not an easy girl. … I never get on my knees and suck the cock of a guy I just met. ... I have never jumped into bed with a man I just met.”

I tell them those things because it turns them on, and honestly, every time I suck on a stranger’s cock, I still get butt... continue reading

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Hello again, citizens of reddit! 

I'm here with another slutty confession for your enjoyment: lots of you were asking about Dan and how things evolved, so I thought I'd share another naughty incident with you all...

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I found out about two weeks after my interview that I'd been selected for the position in Dan's team/department. I was both suprised and unsurprised, excited and nervous: Dan and I clashed as personalities, but our sexual chemistry was undeniable. And the new job came with better pay, hours, and much more direct contact with Dan himself.

On my first Monday I made my way to my new desk, down the corridor from my old office space. I was greeted by Jen (the same Jen from my interview), who was again very friendly: she made me a cup of tea and chatted to me for a few minutes, which helped settle my nerves somewhat. As I unpacked some of my things and settled into place, I found a small black cardboard bag sealed with tape in the bottom draw of my new desk. I c... continue reading

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This was last summer. I was (non-exclusively) dating a guy and he had a bunch of friends over on his balcony. We were just hanging around drinking and getting high and I was giving his friend shit about something I thought was funny. Finally he looked me straight in the eye and said, "Kat, if you don't shut your mouth I'm gonna have to put my dick in it". Everyone laughed but the way he said it REALLY turned me on.

About twenty minutes he got up to get another beer from the fridge. I pretended I needed to use the bathroom but instead I followed him into the kitchen. He looked a little surprised to see me at first but I think he understood the look in my eyes pretty quick. I kneeled down in front of him and without a word he unzipped, pulled down his jeans and boxers, and his really nice (thick, uncut) dick sprung out. He was already halfway hard.

I usually like to give long, slow blowjobs but this wasn't the time or place for that. The blowjob I gave him was sloppy, wet, and brutal. ... continue reading

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So it's been a few weeks since I posted about catching my girlfriend and housemate fucking. There's been some developments, I've just been waiting for things to settle before writing it up so I don't miss anything important.

A couple days after I first overheard them, when Ben and Molly were both at work but I was home, I plugged a webcam into the back of his PC. I connected up some remote access software, and waited a few days to see if he'd comment. By the weekend, he hadn't said anything and I could still access it.

From then on, anytime Molly would go silent or they'd both go quiet on messenger when I was our, I'd check the webcam. Most of the time it seems she'd just fallen asleep, or they'd just be chatting, but there were two times I saw them.

Molly on her knees in doggy style, Ben gripping her hips and hammering into her. I'd hear the slap of skin through the feed and Molly's moans. I'd record some of it, then act like nothing happened when I got home.

However, 2 weeks ... continue reading

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Courtney and I have been best friends for several years now. We met online, quickly grew close due to shared history (and even trauma) and have enjoyed an emotionally intimate dynamic since the beginning.

During our time together, we were very open about discussing sex, masturbation, porn, and our blossoming bisexuality. It was common for us to talk about what we had been masturbating to lately and whether we had good sex that week. We were both developing a crush on a mutual friend, let’s call her “Katie”.

Katie is a fantastically gorgeous redhead, huge smile, sweet demeanor. Once she showed us a tattoo on her thigh and my clit wouldn’t stop throbbing in response.

The two of us, Katie, and a couple other friends decided we’d go on a camping trip for a few days, just to get away. We had all dressed in bikinis, ready for a refreshing dip in the lake. I couldn’t help admiring Courtney’s huge breasts straining in her swimsuit, and Katie’s tight body perfectly showcased in hers. Seei... continue reading

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Repost due to request (old post was archived)

This was several years ago... my wife and I always watched porn together and she eventually mentioned bringing another girl into the bedroom.... every time she was in the mood, she would bring it up. Of course it never happened.

Fast forward about a few months, we run into my wife’s high school best (F)friend. She had moved out of state then got married and had a kid as so did we so we lost contact. She was basically our third wheeler in high school and was also popular with the guys but not with me.

Well, now she got my interest. She was cute and had gain meat just about everywhere except her ass. Her boobs looked decent with a shirt on. She looked like a young Maria Ozawa but with a little more meat. She didn’t dress sexy but cute enough to just tease you. Obviously I didn’t say anything to my wife. Anyways they made a date the next weekend and I was the designated driver.

After their first “girls night out,” we dropped her off an... continue reading

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4 months ago inno regretsbyAnonymous

My friend sold me a blowjob

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In college I had a friend who liked to cut loose, spend a lot of money on alcohol when she barely had a job - that kind of thing.

She was a fit and curvy Asian girl with glasses, and had an incredibly rack that she always loved to show off in tank tops.

She was in my dorm room chatting with me one day, we were talking about life and sex and classes and the rest. She let slip that she was having money problems, so I made a joke about renting her out.

She laughed, but then she gave me an odd look, and said that wouldn’t be such a bad idea.

After a little more awkward joking and flirting, we ended up making an agreement; one blowjob for $100, as long as I didn’t tell anyone. I got her to do it topless for an extra 20.

As soon as she pulled that tank top over her head and unclipped her bra, holy shit I knew that was money well spent. Her breasts were just a tad bigger than a handful, they were beautifully round and perky.

She crawled over the bed and started unzipping me. I was alrea... continue reading

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Long story short: me and my ex bf sneakily fucked in my super strict parents house until he creampied me right before a family dinner.

When I was with my ex bf, he was allowed to come over and hang in my room only if the door stayed open. My parents were so so strict about that like they would find an excuse to come upstairs and check every 15 mins or so.

That day though we were so horny honestly like we’d been petting each other all day and the tension was building and building. We would have snuck out and found some hidden bit in the local park to have some fun but it was pissing down and my mum was cooking dinner.

My dad did his quarter of an hour check and told us dinner would be 20mins before going downstairs to help mum in the kitchen. We realised we had a bit more time to have some fun cause he would be needed in the kitchen and unable to check.

My comfy shorts were at my ankles as I got on all fours on the floor. We didn’t want to risk my bed in case... continue reading

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Before we were married, before we were even dating, Alicia and I were rabid fuck buddies. She was, quite frankly, obsessed with my dick game. And I was obsessed with her. The chemistry was off the charts; we would sometimes fuck four or five times a day. We’d routinely use our lunch breaks to meet up for a quickie and return to work after, stinking of sex.

At the time, I lived in a house with my landlord, Billy, who was also my roommate. Billy was a six foot tall admitted virgin: awkward, antisocial and had a dweeby personality. We were cordial with one another, but we didn’t vibe as friends or hang out.

One night Billy was out of town and I had the place to myself. After a night out partying, I brought Alicia back to my place. Instead of going to my bedroom, we indulged in a filthy marathon fuck session in the living room.

I buried my face between her legs, tonguing down her sweet pussy until she suffocated me between her thighs, depriving me of oxygen while she happily came on my... continue reading

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this was a couple months ago, and yes i was 18!

so i was on vacation with my family, and we were staying in a beautiful resort by the beach.

so i usually masturbate every night but obviously since im sharing a room with with my parents, i can't touch myself ...so 3 days in i was pretty horny holding it in. as i was sunbathing by the pool, i noticed a super hot older guy with an amazing body checking me out. we exchanged glances and i could feel my pussy getting wet just thinking about him.

after a while, he came over and introduced himself. let's call him ben. we started talking and he was really charming and funny.. he was on vacation and well, i usually dont do hookups but we hit it off immediately and ***idk if i was just horny but I KNEW I WANTED TO FUCK HIM.***

we spent the rest of the day hanging out together, going for walks on the beach and exploring the resort. every time we were alone, we were flirting back and forth and i could feel the sexual tension building between u... continue reading

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I don't know how often this actually happens, but this is a true story and is one of the best sexual flings I've ever had. A handful of semesters ago, I gave a few guest lectures in an undergrad biology course. It was a small class of only about 20 students, so I remembered most of their faces. I was in my late 30s and just as constantly thinking about sex as I am now, so I especially remembered the two really cute girls that sat in the very front of the class each day.

A few weeks after I was done with those lectures, I was working late one evening and went out to one of the dive bars near campus for a drink and a bite to eat after I left the office. I was recently divorced and this was something I'd do a few times per week, secretly hoping to get lucky, but it hadn't happened yet. It was getting late, probably around 10 pm, and one of the cute girls from class, Carrie, walked up right next to where I was sitting at the bar to order a round of drinks! She said hello first and was sur... continue reading

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First things first, I WISH this was a story about a double BJ. This came in the form of demonstrating on two dildos and giving a masterclass. It was seriously erotic.

These tips would serve as a 100% guarantee that ANY guy she gave head to would cum within 5 minutes.

She’s one of my two best friends. We discuss all things sex. My help came because of her saying that she couldn’t make a guy she was seeing cum from head. I knew she loved giving, I just didn’t know that she sometimes struggled to extract a guy’s load.

Okay, even that sentence alone caused me to message back instantly and tell her I’m coming round with a surprise.

She opened the door and I, excited as hell, said that we’re heading to her room as, in my words, “class is in session.”

She was giddy too, keen to see what I was going to offer. I said she should get a dildo out, as I’d packed mine, and she laughed like crazy and went red. I assured her this was a BJ demo. She pulled out a whopper of a huge 7” dildo. Mine wa... continue reading

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Both my brother and I moved back to our parent’s house temporarily and have been living under the same roof since then. For obvious reasons, I wasn’t able to see guys or have sex as often as I used to before. So all this happened partly because I was horny and partly because this guy was willing.

So my brother's friend, who I’ve known for years, came over to work on some project or something and they were in their room. A while later when I went to the kitchen I saw him sitting in the room all alone and when I asked why he said my brother had to go out to get something. So I invited him to my room because I was kinda bored and had nothing to do. In my room, we talked about college life and stuff. While we were talking, I noticed him glancing at tits. I was wearing a tank top that was showing my cleavage.

I asked him if he had a girlfriend or not to which he said he broke up a while ago. A green flag for me. So I asked, “do you find me attractive?” His eyebrows raised a bi... continue reading

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I'm an Asian mother. I have a nice family. My parents are strict, conservative. My husband is a geeky nerd with a Ph.D. and very low sexual stamina and he works as a field engineer and frequently travels overseas to other countries. I take care of the children and our aging parents. 

To the outside world we are just another suburban family of middle class America, but only I know something else.

When I'm masturbating at home, with a giant dildo stuck inside my ass, and showing off myself on cam to my dom, I go over to his house and submit to him. I strip completely naked before him and kneel before him. He pisses into a water bottle, then sticks the water bottle inside my ass and give me a piss  enema. Then he inserts a butt plug inside me and I crawl before him like a bitch in heat. 

He canes my ass while I'm stuffed full of his piss inside my rectum. He takes pictures and videos of me and shares with his friends.

He pimps me out people he knew from local swingers parties and I s... continue reading

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4 months ago inno regretsbyAnonymous

My first time breeding

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I’m going to start this off by saying that I don’t want kids. Ever. I’ve been on some sort of birth control since I was 16 (currently have an IUD) and have always known that kids weren’t for me. Except I’ve slowly developed a breeding kink over the last 8 years, especially forced breeding.

When I was 29 a guy I met on Tinder brought it up and said he’d love to breed me. It wasn’t something I was interested in so we didn’t get to into it at first, but then…I couldn’t stop thinking about it. I’ve always loved getting my pussy filled with cum, but it was never with the intent to breed.

Cut to a year later and I’m making myself cum to the idea of someone fucking a baby into me and I’m exploring the fantasy online with dudes I never intended to meet. My pussy would gush and clench at the idea of being used in a way that could end in one of my worst nightmares. Begging to be bred seemed so irresponsible and stupid. I still can’t wrap my mind around why I love the idea of it so much.

Th... continue reading

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