Tag: Anal

Wife in charge [femdom] [anal] [30-ish old characters]

A week ago Lisa had hung me from a hook and more or less savaged me, leaving bruises, hickies, bite and lash marks all over my torso, and my muscles fatigued and sore. The third day after, while I was trying to find a position in bed that wasn’t painful, she came in naked, with sad eyes. She pulled the covers back and looked at my marked body. The bruises were turning yellow in places. Her eyes were wet. 

She muttered, “Never again.”

“Sounds good to me.”

She looked me in the eyes, her face sorrowful. “I want to hold you.” A declaration that was somehow a question too.

I’ve got no defense against her sorrow. I just want to make her feel better. “Only if you hold me tight.”

She made a soft sound of relief and snuggled up to me, gently. It was good.

…

The next few days we had sweet, normal sex. The most aggressive she got was when she worked her way up my chest and sat on my face, her hands tugging my hair as she screamed in orgasm. We did all the things we had done before. It was satisfying and safe.  Read more »

My Former Teacher Pt. II [MF] [Blue Balls] [Spanking] [Anal]

*I really advice you to read part I first.* [*It is over there*](https://www.reddit.com/r/dirty_boy69/comments/x9wqe9/my_former_teacher/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

When I woke up in the morning, my dick was pointing towards the ceiling. I had a huge fucking tent between my legs. And my overall level of horniness was through the roof. So I decided to try my luck once more. I turned around and spooned my former elementary school teacher.

A few minutes later she opened her eyes. I began to kiss her neck. And I got an immediate answer: “You are still horny, aren’t you? You still want to fuck your damn hot teacher, don’t you? You want to stick your rock hard dick inside my wet, tasty and perfect looking pussy, don’t you?”

Hearing her saying the last thing got me even more exited. I think my dick got even harder. All that I got out was a very needy “Yes.”

But she stayed consistent. She gave me the same answer like the day before: “Not now, maybe later. And time to grab some breakfast.”

Then she got out of bed. Offering me a perfect view on her naked body. I watched her while she got dressed: “I know, I am a hot one. But now, get out of bed.” Read more »

Roughest sex with Bumble date [MF] (f26) (m28)

So, yes, I met this guy on Bumble. We chatted for a couple of weeks nonstop and just two days before the date we had settled, the chat turned horny. And when I say horny I mean nudes and videos calls till we both came. The sexual tension was there. We talked about favorite positions, sexual fantasies and more, and noticed we had very similar taste. The night before our date I was practically in heat waiting to be fucked.

We met and went for lunch first, all normal and civilized. Then we headed to his place and the party began.

He undressed me first and moved his hand to my pussy just to see I was already wet, which he mentioned out loud. He wasted no time teasing both my holes and licking my nipples while I moaned and grabbed the sheets. I had to feel him to so I moved my hands to his pants and found the thickest cock I’ve had. I was hoping for him to be big since I had seen the videos but you never know, so it was nice to confirm it. Read more »

[FM] I (f34) cheated with my colleauge (m20)

Okay so I know I am a morally corrupt human being, and what I’ve done is wrong. I am not trying to justify it, but I also don’t regret it. I love this sub so I’ve decided to share with you because I am looking for sexual validation atm, when you read this you know why. But I warn you tis going to be a bit of a read, hopefully it will be worth it. I will mark the sexual stuff if you want dont want the backstory.

So who am I? Well for this story’s sake I’ll be Emily. I am a 34 year old woman, mother of 4 (last two are twins) and married. Back then I was what to be considered a very attractive woman, a genetic lottery winner. I was (still am supposed) very photogenic, I was also an athlete and even was a semi-professional, which gave me a very tight and fit body. A body I was very proud of and worked hard to achieve. My chest has always been on the larger side, but they were always pointy and firm. Read more »

18M Became obsessed with anal penetration and Exhibition

Since last year I realised that I’m a sub and ever since my sexual cravings have got way high even tho I’m a virgin. I have been penetrating myself with various objects because sextoys are banned in my country. But that’s not stopping me from fingering like crazy. I love reading confessions and exhibition posts and have made some friends whom I have shown myself in act too. I used to feel very guilty but now I feel very liberated and every day I enjoy fucking myself. It’s hard to resist the urges and I get wet very easily thinking of getting pegged. Girls in my country are very conservative and don’t like guys like me so that also triggers me to keep doing myself! It’s very fun and I don’t know whether I want it to stop. Maybe once I gather enough courage I might as well exhibit on Reddit too because I really want to open myself up
EDIT— I’ve gotten so good at it I don’t even need lube to open the hole up. I would really love to have some female friends whom I can trust and exhibit myself to them and make myself vulnerable! If possible I’d love to commit mutual masturbation as well!

Skipping Work with a Stranger While Wearing a Butt Plug [F25M30] – [anal][deepthroat][gagging][buttplug][rough][eating pussy][casual sex][masturbation]

Hi, there! This is my first story I’m posting to this sub. I hope you enjoy! Feel free to follow me if you’d like!

***

There were many things on my morning commute that drew my attention away from the daily crossword puzzle I always tried so desperately hard to complete throughout my day. Perhaps I had an attention disorder, or more likely, I had chosen the wrong city to plant my roots if I wanted serene journeys. Nevertheless, I appreciated the banter and antics of fellow passengers.

The doors opened to a variety of things to look at: precious dogs who smiled at everyone, fashionistas trying out the latest trends fearlessly, groups of teens bantering and cackling at each other’s jokes. We all fell into our own routines, with me dragging myself to work Mondays through Fridays, off to one of the most bustling neighborhoods for offices. I watched as the older business man would fall asleep, only waking right at the moment his stop was announced. The pretty girl with the purple backpack had a new book every week, and I researched what they were about. A loud-mouthed skater boy who never had headphones when playing loud music. There was no such thing as privacy when so close to others, sometimes sitting thigh-to-thigh on the bench. Before I moved here, I did not understand how strangers would wave away bodily contact in favor of having a place to sit. I quickly learned; the city wears hard on the feet, especially when you wore heels like I did. Read more »

[MF] My Ex-Girlfriend Eats My Ass to Avoid Breaking Up

*Author’s Note: This is a true story about how my ex-girlfriend Angelina convinced me not to break up with her by eating my ass. It was the first time I’d had anyone even touch my asshole, and it was a transformative experience. If you like the story, please leave a comment or reach out to me! I love to talk about experiences that expand our sexual boundaries.*

…

My ex-girlfriend Angelina was an extremely sexy, extremely toxic person. It took me a few tries to end the relationship. She knew just what to do to get me back every time. Sometimes all it took was apologizing for how she’d been treating me. Sometimes it took incredibly hot sex.

This is a story about how she got me back by eating my ass.

Angelina was a short blonde, about 5’2” with small breasts and curvy hips. She taught me a lot about my own kinks and interests in the bedroom (and outside of it, too). I remember when Angelina first got me to try anal sex. I’d been really hesitant because I didn’t want to hurt her. But every time we fucked, she’d whisper in my ear about how much she wished my dick was in her ass. Finally I decided to give it a try, and, of course, it was amazing. Read more »

[FF] My First Anal Exploration

LeeAnne, my RA at college, and I had been having sex regularly for several months during my freshman year. She was a lesbian and I am bi. While I had been with one other woman before her, my experience was limited and LeeAnne pushed me to explore with her in all ways. We had started slowly, just learning each others bodies. As we became more intimately acquainted, she encouraged me to become more in tune to my own body and desires. She bought me my first vibrator after sharing hers with me and my becoming a vibrator junkie lol. We fucked everywhere, mostly in her room but also her shower (maybe you’ve read my shower story), in practice rooms on campus, her car, a bar downtown. Oh and one time at my work!

One weekend evening, we had been out listening to a band at a local bar. LeeAnne was an exceptionally beautiful woman and attracted so much attention wherever we went. It was always entertaining to watch her flirt with men knowing that she was 100% lesbian. We would flirt and caress each other while out, egging on the guys. We weren’t really drinking much this night, just a beer or two. One of the guys around us had been flirting with us all night, mostly with LeeAnne. He was heartbroken when we left and begged us to call him. He slipped something into her hand as we left, at the time I assumed it was his number. Read more »

Flirting with the Devil – Part 2 (Anthony’s POV)- {F/27} { M/32} {BDSM} {CNC} { D/s} {Anal} {Forced} {Spanking/Pain/Torture}

****All, some, or none of the trigger tags may be contained in the story. To be on the safe and overly cautious side, if you have triggers of any kind, respectfully, please do not read my content, my writing is not appropriate for you. Read at your own risk. Thanks!****

**To my dedicated readers: I love you guys! I never expected this kind of following, interaction, support, and encouragement. You guys are the best! Writing is a true creative passion of mine. I am open to writing requests, if you have something you would like me to turn into a story. I will confess, I felt a bit of pressure writing part 2, so I do hope it lives up to the expectations.**

Anthony’s POV

It’s Sunday morning and with that comes the daunting reality that the work week grind is inching closer. But the beautiful woman asleep on my arm is begging for the weekend to last a little longer. Her petite frame looks so delicate curled up next to me, her fair skin, green eyes and auburn hair halfway down her back. Don’t think I did much to deserve this beauty. And I am starting to wonder if I took advantage of an unfair situation. I shake away the thought. Read more »

Flirting with the Devil – Part 2 (Anthony’s POV)- {F/27} { M/32} {BDSM} {CNC} { D/s} {Anal} {Forced} {Spanking/Pain/Torture}

****All, some, or none of the trigger tags may be contained in the story. To be on the safe and overly cautious side, if you have triggers of any kind, respectfully, please do not read my content, my writing is not appropriate for you. Read at your own risk. Thanks!****

**To my dedicated readers: I love you guys! I never expected this kind of following, interaction, support, and encouragement. You guys are the best! Writing is a true creative passion of mine. I am open to writing requests, if you have something you would like me to turn into a story. I will confess, I felt a bit of pressure writing part 2, so I do hope it lives up to the expectations.**

Anthony’s POV

It’s Sunday morning and with that comes the daunting reality that the work week grind is inching closer. But the beautiful woman asleep on my arm is begging for the weekend to last a little longer. Her petite frame looks so delicate curled up next to me, her fair skin, green eyes and auburn hair halfway down her back. Don’t think I did much to deserve this beauty. And I am starting to wonder if I took advantage of an unfair situation. I shake away the thought. Read more »