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First impressions of anal sex as an anal masturbation veteran

You grow up learning that asses are dirty. I was no exception, especially as a young girl. Maybe that was why anal play stuck out in my mind as *the* ultimate taboo when it came to sex. So by the time I got to college, and my boyfriend and I had exhausted a laundry list of vanilla sex acts, anal was my first choice. He was hesitant but I had playing with my ass for years by that point. Pens, hairbrush handles, bottle necks, but never a real cock. I only needed a little lube to get his head in, but that was where the real challenge started. You know how the head is kind of soft and spongy? The shaft is the polar opposite. So when he started to pull out, then push back in, each time going an inch further, I felt my asshole stretching the widest it had ever been for the first time ever. I had a primal reaction. I really felt like an animal on my back, holding my legs up, watching my nipples perk up like they knew what was coming. My little red clit was hard, too--so hard that it actual

My Friends Autistic GirlFriend.

My best friend jakob is really autistic. Honestly, he is the best guy I have ever met. Extremely kind, always buys gifts for people, can cook like a motherfucker, he is really talented with his IT computer stuff. His autism gets in the way of a lot of things, which I imagine is frustrating. For example he does terrible with touch, he reacts like it’s an ocd thing. He doesn’t look people in the eye, at all, when he gets stressed he can lose control verbally and it takes a while to get him to calm down. He went straight to work for some security camera company here in town once he graduated highschool. He had his own place by 19yo and it was where we and our two other friends hung out. Honestly though, I was never more proud of him than when he met his gf. She also had pretty hefty autism, but was more functional than Jakob. She also worked in IT so they gamed together a lot. She was also a decent cook; she would force Jakob off the computer and host dinner/movie nights. Thats pretty

Emma the church girl, y video penpal

This is another story that I admit is not as wild as some of my other posts but I wanted to relive it so I did my best to capture the essence of the experience because it is one of my fondest memories (holy run on sentence, Batman!). In my late teens and early 20's I worked a lot of retail jobs. I was working in the mall at a store that no longer exists when I met Emma. Emma was from the midwest and had moved to my area when she was in high school. She was involved in theater in college and loved to sing. As a creative type myself, I always felt a kinship with her. Emma was average height and skinny with long, straight brown hair and glasses. Her boobs were small, definitely A cups but she was fit and had a cute little butt. She never really wore revealing clothes but I remember one time she came to work after some kind of event and she was dressed up and wearing pantyhose. I remember thinking for the first time I understand the appeal of legs as a sexual object. Emma spent her form

The Rolling Stones

For the first time in history, the Rolling Stones were visiting town, and Jack Holland prepared to use the supergroup's visit to his advantage. He stood in front of the mirror, turning his head from side to side, throwing up his chin, trying to smile with all thirty-two teeth. Like Mick Jagger, Jack was tall, thin, sunken eyes, square jaw, protruding Adam's apple, plump lips. However, he was younger, in his early thirties, and favored short hair. However, the resemblance was still striking. In fact, all his life, friends and even strangers were surprised that Jack looked exactly like the most famous of the Stones, but this did not bring him any dividends. Unless he acted as a double of Jagger at parties and amateur concerts. But the day came when Mick and Jack were in the same city at the same time, and Jack decided that there would be no better opportunity to snatch a piece of the glory of his famous double. He wore a shirt a couple of sizes too big and wide pants, and a wig all

f23 Where have normal sex stories gone? Am I just vanilla?

Every time I come here, I see a bunch of stories about people having massive orgies at 18. At 18 I had had sex three times. I've had sex with a total of 9 guys, 3 long term relationships. I love being in missionary, lights on, making out while a guy fucks me slowly, speeding up then flipping me over and fucking me from behind, then cumming inside me and cuddling me while his cum leaks out. Nothing can beat a lazy Sunday morning slowly fucking as the sun comes up. That gets me wetter than ANYTHING.

My Work-Wife Became My Slut

Ever since Olivia joined my team, we immediately clicked. I told her about how I've started to lift this year. She told me about how she started to run this year. She told me about all these different races that she joined. She said you get a cool t-shirt and medal when you're done. Plus, it makes you prep for the races. She eventually convinced me to join a few races. Exercise was our common thing. We worked well together as well. She's smart and knows what she's doing. When we team up and talk to business partners, they love our energy. Everything has been working out perfectly. I could consider her my work wife with the amount of messages we send each other. It's to the point where we talk exercise all the time and send memes all day. The downside is that she's married and has two kids. They're younger though, and you would never be able to tell she's a mom. She's definitely kept in shape. Every day that we talk, I like her a little bit more. She's funny, smart, fit. What m

Seducing our neighbor's young daughter. Getting caught by her stepmom. Pt2

Over the next couple of weeks, my wife started to talk to Hannah's stepmom Amber more. She explained what happened and what had been happening. She was surprised that my wife didn't mind me fucking her step daughter and then she surprised my wife about being turned on watching us. She then said my wife was lucky to be with me and that I was bigger than her ex. My wife jokingly said that she doesn't mind sharing me. Amber was embarrassed but my wife said that she looked curious. A week later, Amber came over for supper. She was dressed super sexy and looked to have lost a little weight. After we ate, my wife brought up Amber seeing me and Hannah fucking. Amber didn't seem made or embarrassed. She looked lonely and needing attention. I knew my wife had convinced her to want to do something with me or both of us. Usually I'm not in the dark about these situations but it may have just happened. "I have to run out and get some things. I want you to take care of Amber. We have everything

My first time at a strip club, I got a naked dance from my friends gf

Tonight my friend [21 M] texted and begged me to meet him at a strip club. I’ve never been but he told me his girlfriend would be dancing and that he’s all alone. I [M 20] arrived and he had another friend with him. Eventually his girlfriend [20 F] got on the pole and my friend (her bf) paid her no mind and his friends probably threw more money on her. She would dance and throw her ass right in front of our faces. At one point she was shaking ass in front of my face and then took a step forward, landed on her ass which I loved to see jiggle, and laid on her back so I could see her titties as she blew a kiss at me. His friend proceeded to get a private dance which had to have lasted for almost 20 min or more. I saw that she was completely naked in there and I knew I had to be next. I got permission from her bf, and away I went. She laughed and told me not to be nervous since it was my first time and I’ve been her friend for a while. She then shook her ass all over me, put her tits on my

When I was a stripper, I paid to fuck a client in the VIP room

I’ve been a stripper for the last eight years. This happened a little over two years ago. Background information for those who don’t know much about strip clubs: every dance you do, the stripper gets part of the money and the club gets a small fee. When you leave, you have to do tip out. This group of guys came in for a bachelor party. I love bachelor parties - but only for one thing…I have a sweet spot for the quiet man who looks so uncomfortable to be there during the bachelor party. They typically have the best personality of the bunch, and it’s kinda cute how they don’t know how strip clubs work. The rest of the group also usually pitches in to buy several dances to try and make sure he has a good time since he’s typically so nervous to be there. This group, tho, wasn’t paying for a dance. But I kept finding myself going back to him anyway to talk. I’d leave to get a drink and do a few dances, come back, and continue talking with him. His friends kept te

take over me

You said that sometimes you want to kill me... Well, this is also a way to take revenge on me, because you want revenge, you want it like me ... Or maybe you want to kill me not for the sake of revenge, but so that that insane desire to take possession of me, to make me your obedient slave disappears ... I don’t know ... But if you want to take revenge, then I will tell you another way, safer, and having much better prospects for you... In the previous story, I even gave you an idea on how to do it, but you were so excited that you didn’t notice it ... But everything is very simple, tie me up, caress me and kiss me in dozens of ways in dozens of places ... And then saddle me me like a stallion, so that I feel what kind of heat burns inside you, and so that half of this fire is transferred to me ... And start moving, rise and fall, feeling my excited flesh tremble and tremble inside you ... Move faster and faster, until my body begins to move to the beat of itself, and we merge in

affair with married mom i met at kids school event

I drop my kids off at elementary school.. lots of parents in the area walk there and you sort of see the same characters every day. Several smokeshows wearing yoga pants/ pajamas.. it's a milf paradise.. One mom early 20s bikes her kid in the back saddle.. by chance, one of the attachments fell off and i was there to help her fix it. we started chatting and there was this immediate sexual tension.. shes got a banging latina body where you can sense she took an extra minute on her outfit to look right before heading out. A few weeks pass and we casualy exchange greetings.. one day.. it started raining bad and i could see her from my car she was waiting under a an awning.. told her to hop in. In the car sort of drying her self off.. she tells me her husband already went to work and offered me to come in real quick for coffee. seems completely innocent. walking in.. she starts telling me how she's having problems with her marriage and so tired of her guy.. they "haven't been intimate

Living out my bisexual dreams in my boyfriend's pool

This all happened a few summers ago, but I've been thinking a lot of it recently. I thought I'd share. Early into my relationship with my boyfriend (let's call him M), I confessed to him that I might be bisexual. Like any good boyfriend, he was gracious to offer me the chance to explore my sexuality while we were together. He offered a one-way open relationship for me to explore with women. As nice of an offer as that was, I knew one of his bucket list items was to have an FFM threesome. I thought the solution was clear, I told him that I was too shy to explore alone and that I would want his support. We agreed to a threesome. We didn't know how to find a bisexual, F, our age who would be interested in a threesome. However, one day, M reconnected with an old high school friend of his (lets call her K). While they were catching up, she let slip that she came out as bi. M, in keeping up with the conversation, admitted that I was bicurious. He explained that I wasn't ready to put a la

Asked my boyfie to use all my holes whenever he wants

Our sex life has always been pretty good, but we didn't have sex that much (or as much as two people with big libidos should be having) usually 1-2 times a week. About 3 months ago, I started toying with the idea of switching things up. I asked him to use me for his own pleasure, as a fuck toy whenever he wants. No matter what I'm doing, any hole he wants, no questions asked. My boyfriend is a perfect gentleman and is quite vanilla in bed, so I wasn't entirely sure he would be up for it or if he'd even give it a shot. He agreed to try it out, but didn't immediately take advantage of my request. The first few weeks we were still having sex twice a week and nothing new had happened. But something happened for him in the third week, and I woke up to his cock down my throat in the morning before he left for work. I was shocked at how rough he was being, I'd never seen him like that before. He has a big, thick, long cock and I've never been able to fit it all in my mout

He wouldn't do it so I made him cum in me.

This one guy who kept teasing me so i ended up showing him I'm a dirty cumslut He used to fuck me while teasing me with the thought of him cumming deep inside me. It made me feel so dirty but also so turned on. One night, I had enough of him teasing me with it, and while he was being naughty and throwing me around, he said he was getting close, and so was I. While fucking me from behind asked me if i wanted his cum deep inside me and of course I replied with " yes daddy fill me up I need it" I knew he wasn't going to do it but I wasn't going to let him waste it again haha I could feel him getting real hard, and he started to twitch, I knew he was really close. I quickly turned around and pushed him onto the bed and climbed on his cock sliding it straight back in my wet pussy. It felt so good as it slid in I immediately knew I was going to cum too. As I was griding away knowing he will cum any second. I said "daddy are you going to cum deep inside me" he replies "I'm so close you have t

My neighbor made me masturbate infront of him before he held me down and fucked me

I've never had an experience like this before and it was unique and weirdly hot. He came over last night, and like the other times I expected him to just brutally fuck me. Instead he told me to strip and play with myself. It was a little awkward at first, but I wanted to do what he told me. Once I started though, I got really into it. I liked him watching me, and I especially liked when he started slowly jerking off as he watched me. Then he walked over and put his dick to my lips, but he wouldn't let me suck him. He told me to keep playing with myself. It was really frustrating because I was so horny and his cock was right there and I wanted to suck it. Then he started talking dirty to me, and calling me names, and it was getting me really close to cumming. All of a sudden he was ontop of me and he had his hand around my neck. I could barely breath and it was so sudden it scared me. He just jumped on me and started choking me, but then he started fucking me. Like really fucking me

writhing under you

Good afternoon I'm 25, beautiful, tall, long-haired blonde (natural), with a rather thin hourglass figure and a breast size three. I have graceful hands, long beautiful legs and big gray eyes. To all this beauty, a completely nasty character is added: I am capricious and harmful, but if I am in love, then I give myself completely, without a trace. I live alone, which is actually quite satisfied ... I work in a large company. Now I am sitting at my workplace. I'm wearing white underwear, a white blouse, tights, suede high-heeled shoes, and an even formal suit. In all appearance, I look more like a strict teacher ... but all this severity looks very depraved. Usually such teachers are undressed and punished in explicit films, and I go to work like that, to the envy of male colleagues who do not take their eyes off me, which I actually like. Today is Friday, there are a lot of people around, but the atmosphere is quite friendly, since all the bosses left on Thursday in all directions.

Seducing our neighbor's young daughter. Getting caught by her stepmom.

My wife and I played with Hannah and Bella a few more times during Christmas break. I think my wife played with them a time or two without me but she won't admit it. It was going to be the last time we were going to see them so we invited them and Hannah's stepmom over for lunch. Hannah's stepmom had recently divorced from her dad. She had confined in my wife that he cheated on her because she had gained weight and they hadn't had sex in over a year. My wife tried to be friends with her and tried to do things with her as much as possible. So inviting her over for lunch was natural. After we ate, my wife wanted to take the girls shopping. Hannah's stepmom, Amber, said she had to go home and do some things. Bella was excited to go shopping but Hannah didn't want to. She decided to hang out with me instead of going with her mom. Amber walked out when my wife and Bella left. I sat in my chair, ready for a nap but Hannah had different thoughts. I just closed my eyes when she climbed on

Fucked a younger cheating slut

Blah blah blah, met a girl who wanted to try someone “older” (she was 20 and I was 29). We talked some and just wanted a casual hookup. I was super respectful of what she wanted, comfort level, etc. and we even met for coffee prior. She was a Billie Eilish type (a couple of tattoos some curves but slim/thicc) and average height. She even wore a hoodie and sweats as a “test” to see if I’d judge her, which I didn’t (actually found it hot). We talked and got comfortable and after a while I asked if she still wanted to and she said yes. I followed her back to her apartment and we got comfortable. She kinda did an awkward shrug and the knee slap to kinda say “how do you wanna do this?” I told her whatever she wanted and she said “ok” and kinda laughed and took off her hoodie, revealing no bra and her busty tits and then slid off her sweatpants to just her CK undies and her socks she kept on. She jokingly “modeled” a bit and laughed while I told her she looked hot and I was surprised she

A Vacation with my Sister - Part 1

A leading travel company offered me an irresistible deal for a luxury tour to the Maldives, for just a few thousands because they were trying to bring back tourists after Covid-19. I wasn’t dating anyone at the moment, neither did I have any girls in my circle, so I called Callie, my elder sister and asked if she would be interested. As expected, she wasn’t very keen to go on a vacation with her younger brother. Took a while to convince her, but I did it. Her boyfriend was going to the Netherlands for something work related around the same time, so she agreed to come with me. It was decided, Callie and I were going to the Maldives the following month. I asked her to come over to my house a day before we left, since she lived in another city and it would be convenient to travel to the airport together. I contacted her occasionally that month, mostly to discuss regarding our finances for this tour and other travel documents. ------- The day finally arrived. I had applied all my le

The New Apartment Cleaning Lady Left Her Business Card Under My Door (PART FOUR)

**PART ONE:** **PART TWO:** **PART THREE:** ​ It's been a little over two weeks since I last posted about Rosa. If you have no idea who Rosa is, I suggest you click on that "part one" link to get yourself acquainted. If you do know who Rosa is... welcome back. I've had several people reach out to me asking for any updates on this situation, and there really hadn't been. To prove how committed she was to breaking things off with me, she took a week off from work. I kinda felt bad about this particular detail because she doesn't get many paid days off, so I was thinking, "Fuck. Is she gonna be able to take Christmas off now? Did I just ruin Christmas for her and her family?" She's a grown woman though, and she can make her own decisions in life. The week-long break of not seeing her actually made me realize how fucked the entire situation was. Did I really want to be the type of dude who helps someone cheat on their husband? Is that the look I'm going for in life? I