Anal Queen [MF]

Anal is an acquired taste for most women. It takes will and practice to train your body to accept having stuff up your butt. Luckily I became a Black Belt Slut years ago and so was fully prepared for this opportunity.

Enter: Craigslist Personals (R.I.P.). This encounter happened only a couple weeks before the legendary online platform was permanently discontinued. I was undergoing a sexual renaissance at the time and I had once again returned to Craigslist for sources of adventure. My ad specified that I was a slut in need of a good pounding. I got a response from a guy claiming he had a thick 8” for me. The pics seemed to verify this and once he passed all my filters, we moved to Kik. I invited him over for the following night.

Getting loose at a friend’s wedding [Group]

A close friend got married in late August and I got into some shenanigans. For reference, this circle of friends are wild and open-minded. It’s not the first time we’ve ended up naked at the end of a night, but it was the first time I’ve had MFFM, so here we go. Spoiler: I did not get it on with the bride or the groom.

I’d fucked all of them before. Roxanne and Mark are married to each other and were my first-ever threesome experience. We’ve had several threesomes since then and I’ve fooled around with both of them separately. Andrew and I have been casual partners for the past couple years and Andrew is also one of my best friends. I wasn’t expecting anything going into the night because both the bride’s and groom’s families are conservative and somewhat religious. So, even though I’ve been her six while she sucked cock in an alley, I knew that her wild side would not be making an appearance. But I digress.

Uncle Ronnie comes to visit (Blake and Ian’s story continues) [gay] [incest] [MxMxM] [Anal] [DadSonUncle] [brothers]

It’s been three months since dad and I first fucked in the living room. Three euphoric months of fucking each other anytime we had the opportunity to have some time alone.

Sometimes, dad would sneak into my room at night while mom and Angela were asleep, and we’d have steamy hot sex. We had to be quiet though, we wouldn’t want Angela and mom to be woken up.

Dad didn’t love fucking at night like that. He loved it when I screamed “daddy!” For him. So the night sex would only happen if one of us was extremely desperate. Other than that, dad and I would go on father and son “hunting trips” or go “hiking in the mountains”

In reality, we would just go to next town over, book a hotel room and fuck each other’s brains out. Oh, and yeah, I wasn’t the only bottom bitch in this relationship.

The first time I put my cock in his tight hole, man, I can’t even explain how amazing it felt. I had my dick in the man who made me for fucks sake! I loved fucking him, but I also loved it when he fucked my asshole raw.

Daddy’s early! [MM] [incest] [Anal] [dadandson] [M18M48]

It was a warm summer afternoon, and I was home alone. The heat was beginning to become unbearable around this time, so I would usually strip into my boxers and cool off.

It was a good thing that I was alone that day. I had been getting the urge to masturbate for a few days, but I just never had the time. It was the perfect time.

I was in the lounge, stroking my cock and watching porn on the tv. Moaning and groaning so loud I couldn’t hear the porn itself.

I had a secret. I liked gay porn, but I was a straight guy. It was something I wouldn’t tell anyone about, not even my best friend of 10 years.

So there I was jerking off to gay porn when I had the brilliant idea of trying to masturbate my ass. I’d seen a couple videos and many gifs on reddit to know what I was supposed to do.

So I paused the porn and went into my sisters room. Lucky for me, my sister was just as horny as I was, and she had a variety of dildos and vibrators. I still wonder how she managed to keep them hidden from my parents.

Experiences of a cleric pt 3. Split soup. [Orgy, fantasy, excessive cum, public, anal]

Alciela wakes up she can tell by the coals and brightness of the room it’s late morning. Her head is pounding and she feels dehydrated. She looks around to see she’s alone. She sighs and feels a bit sad. She rather liked Eldrin. She stretches and washes up in the basin she pulls her folded robe off the shelf to see more clothing fall out. Puzzled she looks to find a nice pair of traveling pants and a new leather corset and blouse in her size. She slips them all on and hears a crunch in the pocket. It’s a folded note.
“Last night was amazing, please tell me you’ll stay for another. I hope the clothing fits you to your liking. I’ll be back after a noon meeting. -Eldrin”
Alciela smiles and heads to the bar to see if she can find a meal. The bar is oddly packed with sailors from the port. She sits next to a large half orc man in the only open seat. The barmaid walks over and takes her order. A bowl of stew and a large roll are placed in front of her. She eagerly eats until she’s bumped into and stew spills all over her lap. “What the hell!” 
The large half orc stands and slams his first on the bar top. “Is there a problem, miss?” 
“Yeah you spilt my bowl of stew on my new pants!” 
The large man laughs “well let me apologize to the little lady.” 
Alcielas face grows red. “I’m not just a little lady.” She pulls back and punches him square in the jaw. His face jerks and a bit of blood leaks from his lip. He growls and gets down in her face to intimidate her. Alciela smiles, leans forward and kisses him. He pulls back stunned, but pulls her back for another passionate kiss. The tavern full of sailors erupts into cheers and confusion not knowing what to think about the scene that’s unfolding. Alcie reaches forward and rips open the half orcs shirt revealing a large battled scared chest. He pauses for a moment before ripping open Alcielas shirt. The room erupts into wild cheers and people pushing to watch the show. She pulls at his pants revealing a cock larger than anything she’s seen before, and he’s not even fully erect. He sees the bewilderment in her face and laughs. “I’m going to tear you in half girl.” He pulls at her pants pulling them down revealing her nude body to the bar. He picks her up with one arm and clears off a table with another. Bowls of stew and mugs of ale fall to the floor with his free hand he strokes himself until his huge cock is fully erect. Spitting on the tip and pushing it inside Alciela. She grunts at the pain from the fullness, something inside her feels like its torn. He fills every inch of her, she watched as his cock creates a bulge the moves with each thrust in her abdomen. After a moment it feels amazing. 
The half orc reaches up pushing on Alcielas throat choking her, she’s gasping for air with each moan. Two men have pushed their way next to the table and have pulled down their pants and started to masturbate to the sight. She reaches over to play with their cocks for them when a third familiar cock rests above her face. Eldrin has returned and seen what’s become of her. She licks her lips and he pushes his cock into her mouth other men have surrounded the table touching her breasts and jerking off until the cum on her face, chest or stomach. The half orc pounds away at her causing her whole body to jump with the sheer force of each thrust. The sailors take their turns none lasting very long she’s become quite covered in cum from countless men. Alcielas body begins to twitch as an orgasm builds. She moans around Eldrins cock who had started to throb and fill her throat with cum. He pulls out letting his limp cock drip onto her face. Alciela forcibly orgasms screaming out covering the half orc in her juices. He groans and Alcielas abdomen is visibly swollen and throbbing with each rope of hot cum. The half orc pulls out along with a large stream of cum that drips onto the floor. “How was that little lady?”
Alciela drenched in cum sits up. “It still doesn’t make up for the fact that you spilt my stew.”
The half orcs eyes narrow. He picks Alciela up and bends her over the table, his cock still hard he lines up and presses the tip into Alcielas tight asshole. “You wanna say that again?”
Alciela slowly pushes into him letting him slide inside her. It’s even more filling than when he was deep inside her pussy but this feels just as good. He grunts as he starts to thrust. Men who missed on the first round now see their opportunity one quickly grips her hair and pushes his erection in her mouth. Eldrin slips up beside the half orc deep inside Alciela and whispers in his ear. He pauses before pulling her up by her neck his cock still inside her. Eldrin lays on the table and the half orc lowers Alciela on to Eldrin. Alciela was full of cocks two in her hands, two men fighting for access to her mouth, Eldrin fucking her filled pussy, and the half orc thrusting into her asshole. There wasn’t a surface in or on Alciela that wasn’t covered in the cum from at least 20 men.
Alciela felt a pulsing throb in both her pussy and asshole Eldrin was the first to cum filling her even more, then the half orc who surprisingly filled her with another huge amount of his cum. Her body felt like jello, and tingled with pleasure. The half orc released his grip and she collapsed onto the table next to Eldrin. Cum dripped from everywhere and all she could do was lay there shaking from her powerful orgasm. She felt pleased but exhausted.
The half orc collapsed in a chair his huge cock soft and dripping onto the floor. Men had returned to their meals and chose to ignore the woman on the table and what had been done to her. “I’ll buy you a bowl of soup for that performance girl.”

“Living With My Brother” [m/f] [incest] [anal] [Girls POV]

“Living With My Brother”
“I live in the city. I don’t make enough money at my job, so I had to move in with someone. It just so happen to be with my older brother. He was six years older than me, and I really didn’t know him, growing up, because he WAS six years older. It was all good. He was happy that his kid sister was moving in with him. He had a girlfriend, and I don’t think she liked me very much, and I don’t know why. For those first two months, we really got to know each other. I was dating a guy from the city. Even though my brother and I had significant others, and crazy schedules, we always saw each other at night, when we got home from our long days. His name was Jeff. Jeff was 27. I just turned 21.

Now, that I really think about it, his girlfriend didn’t like me. I could tell. My boyfriend didn’t like Jeff, he could tell. I don’t know what it was, but I tried to compare my boyfriends to Jeff. He was built perfect. Tall. Handsome. Muscular. Jeff was in his prime. He had a confidence about him. Being honest, he turned me on.

One night with Katherina – Part 18 [M+F][prostitution][no.sex]

*This story is the result of a long term roleplay exchange through* r/dirtypenpals

*It features Mathis (u/lmczpn) in first person ordering and enjoying a prostitute, Katherina (u/aurora_w), who is competent and experienced in the anal arts, but touches on some other kinks along the way*

***Katherina:***

At first your touch produces an enjoyable moan, but as you begin putting pressure on the kinks it quickly turns to winces and grunts of pain, so you try to be a bit gentler.

“Yes… right here” she often will guide you to the sore spots.

You lose yourself in kneading her soft flesh, sitting on her thighs and buttocks so you are surprised when you hear the doorbell ring.

***Mathis:***

I´m pulled from my reverie by the ringing of the doorbell, I had almost forgotten that we had ordered food, I was so focused on giving an enjoyable massage.

I get up from the couch, and set my bathrobe right again. I grab my wallet from the kitchen counter and proceed to the door. We exchange money against a plastic bag with our food in it and the delivery guy wishes me a good night before I close the door. If only he knew. It would be the night of my life.

One night with Katherina – Part 17 [M+F][prostitution][banter][no.sex][massage]

*This story is the result of a long term roleplay exchange through* r/dirtypenpals

*It features Mathis (u/lmczpn) in first person ordering and enjoying a prostitute, Katherina (u/aurora_w), who is competent and experienced in the anal arts, but touches on some other kinks along the way*

***Katherina:***

“So..victim blaming.. is that where we’re at now..” she teases while pointing a finger to your breast.

“You should have seen the look on your face, when I took your dick back in my mouth. Like a child on Christmas eve!”

You turn her around, and as you gently knead her neck with your thumbs, she utters a soft moan of relief.

“Well I could do with a massage…” she evaluates out loud

“But..” and she turns around looking at you, “I don’t know about you, but I am really hungry right now…

***Mathis:***

I just smile in response to her teasing, it really feels like we are getting along well. I shrug my shoulders. “Who wouldn´t be happy to have your mouth wrapped around his cock?” I answer rhetorically as I continue kneading her muscles.

Do as I say [NC] [M] [f/m] [blkmail] [huml] [mast][Mdom] [oral] [reluc] [voy] [huml] [anal]

I waited for this moment, literally weeks worth of walking, timing, getting a routine and plotting the actions to pull this off. Having realized that the President of the HOA has a smoking hot daughter in her senior year of high school, the same
President who is also my boss at work, almost makes this too perfect. When my wife had taken the kids to her parents for a weekend pool party, I knew this was my chance. I waited on the other side of the parking lot, knowing that a midnight curfew
always meant a 10:30 hookup for his daughter and her boyfriend, around the corner from her home, I would have 45 minutes before they drove away…
Sure enough at 10:05 the camaro pulled into the parking lot, killed it’s lights and went down the service road to the dead end clearing. Waiting 10 minutes I followed,with my own lights off and everything setup for my plan.
Luckily my wife never asked why I purchased the ultrabright flashlight or the spotlight that plugged into the cigarette lighter… as I pulled up and left 20 feet between us I knew I was timing it perfectly. Even in the pitch black I could see the car was rocking and heavily fogged up. Clearly they were celebrating the big win at school where I’m sure he had done some game winning score or, maybe they were just horny. So I carefully set the spotlight on the left side of my cars roof started my camera and grabbed my flashlight. It was now or never….

I took two cocks up my ass. [MMF]

My ex boyfriend once arrange a threesome for us. He called one of his buddies so they could fuck me together.

It started off with me on my knees sucking their cocks. They’d slap my face with their cocks and after about 20 minutes of using my mouth on both of them, they came on my face.

They then took turns on my wet pussy. My boyfriend’s friend came in my wet hole, then my boyfriend fucked his cum out of me. He then replaced it with his own load.

Then my ex ordered me to grab some lube and prepare my asshole. I did as I was told and soon had multiple slick fingers up my ass. They told me to stop. My ex’s friend then had me straddle him and take his cock in my ass. I took it in easily as it was pretty average. But then my ex got behind me and started to get his fingers into my asshole along with his friend’s dick. I began to moan.