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Real 18 Year Old Sister's Anal Assault

Real 18 Year Old Sister's Anal Assault

Asian vs. Airsoft

Asian vs. Airsoft

Passion of the Painal

Passion of the Painal

Goober Finally Loses Bukkake Virginity

Goober Finally Loses Bukkake Virginity

Stop Trying To Fuck Me

Stop Trying To Fuck Me

Squirt On Me!

Squirt On Me!

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9
Whoreuro
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@confessions
14 Aug 2021 8:01AM
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Prior to Covid, I would often travel on the overnight ferries that run between the UK and Ireland. Most of the passengers are those with cars, people who don’t like flying, or truck drivers taking goods between Britain and Ireland.

These are large car ferries with an enormous hold underneath for trucks and smaller vehicles. On the upper decks, there’s a cinema, bar, restaurants, and a lounge. It’s a bit like an airport in a way, only they have hotel-room-like cabins for travellers to sleep in.

To while away the hours, I would use hookup apps to have sex in my cabin with various passengers. I must admit that truckers were my favourite type of hookup. All of that pent up sexual frustration from too long on the road often resulted in some intense sex. But I’m a girl of many tastes, and sometimes the ferries would provide opportunities in many forms.

Whilst swiping through a hookup app during a weeknight crossing from Liverpool to Belfast, I noticed a large number of 18 to 21-year-olds online. I would later find out that they were part of a university trip to Belfast to study The Troubles conflict.

The history of The Troubles is horrendous. So I decided to make it my mission to provide at least some of these students a happy boat sex memory or two to take home from the trip. From 22:00 until after 03:00, I spent the night hitting up the university students I was attracted to and inviting them to visit me in my cabin. As wild as students can be, they can also be sexually nervous.

A few were too nervous to take me up on my offer and whilst I would have loved two or more to take me at the same time, it wasn’t to be. Over the course of the night, I ended up sleeping with five of them.

Two were full of bravado but came within seconds as soon as I began talking dirty. As I’ve found many times in my sex life, it was the quiet and nervous types who turned into animals in bed. One, in particular, a shy-looking 19 year old from the North East of England, was a perfect example.

As I answered his polite knock on my cabin door dressed in stockings and lingerie, he choked on his greeting when he walked in. Once the door closed, his eyes were transfixed on my puffy slit that had been fucked by one of his fellow students about twenty minutes before.

After making small talk on the bed for a few minutes, we started talking about our sex lives. He claimed to have only slept with three girls and seemed to have a slight obsession with anal, what it feels like, and if girls enjoy it, etc.

We started to kiss deeply and his shaking hands explored my body. I grinned as his hand caressed my left tit that still had dried cum that one of the previous students had sprayed me with.

Pawing at his pants, I felt his girthy cock bursting out of them. Dropping to my knees, I gave him a sloppy blowjob and left his shaft dripping with spit and pre-cum. Bending over, I gasped as he pushed himself into me inch by inch in the doggy style.

”Not too fast, love. Pace yourself”, I warned him. But he ignored me and began pounding into me ferociously. I genuinely thought he would cum like the other students, but his stamina was incredible. As his balls slapped on my aching clit, his anal obsession began to shine through once again.

As he fucked me, his hands gripped my ass cheeks and pulled them apart to reveal my asshole. ”You really are fascinated by anal aren’t you?” I joked. Inside, I knew this naive student wasn’t leaving this cabin without his fantasy fulfilled.

After a few minutes of intense fucking, I slid off his cock and went to my bag and pulled out a bottle of lube. The look in his eyes was like a deer in the headlights with a layer of ecstasy. He looked in disbelief that he was finally about to fuck a woman in the ass.

As I was about to lube up for this anal boat sex, I stopped in my tracks and passed him the bottle. I’ve lubed myself up countless times, I wanted this to be part of his experience. He slathered his throbbing cock in the clear jelly before I instructed him to coat his index finger with it and insert it inside me.

As the cold embrace of the lube hit my asshole, he gasped at the feeling of my sphincter gripping his finger. Feeling his naive fingers exploring my slutty hole was turning me immensely. When he was satisfied, his thick cock head soon replaced his finger.

As his cock slid into my ass, I gasped as my hole stretched to accommodate him. He’d lubed both of us perfectly and, after getting comfortable, he built up to an aggressive rhythm and began slamming into my asshole as I encouraged him.

I was in the throes of pleasure gazing out onto the Irish Sea as this anal sex session sent bolts of pleasure through my body. I demanded he not stop as I felt an orgasm building and, right on cue, I gushed down his thighs and all over the floor of the cabin.

A few seconds after, this formerly shy student let out a roar of pleasure as he came hard into my ass before pulling out with a pop and collapsing on the bed. With my ass gaping, we carried on with some more small talk, had a little kissing session and I sucked him off once again before he went on his way.

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4
olddenverguy
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@confessions
05 Sep 2022 12:34AM
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My experience with one particular dating site has been far less than stellar since I joined about six months ago. It's the six-letter one that starts with "T." Since I'm at the far upper end of the age spectrum (71), I can't imagine I'm a "hot commodity" for most women on there, although I sure attract my share of "fakes, flakes and foreign babes." Judging from my responses alone, there must be an entire section of Hong Kong bursting with gorgeous women anxious to hook up. Yeah -- right!

This past Friday night was the anomaly. At about 10 pm I was alerted to a match. Swiping right to accept, I saw that Emily was a 33-y/o Hispanic woman. I decided to cut to the chase and announce I was horny and looking for a meeting that very night. Since I was ready for bed, I figured it didn't cost me anything to pour on the pressure. Much to my surprise, she admitted a similar interest, and we soon came to a tentative agreement.

Since I'm married, I can't host, She claimed to have moved to Denver recently and had two roommates who were [a] home for the evening and [b] had friends over. She lived in a large apartment complex in one of Denver's north suburbs, so I suggested we meet at a 24/7 porn theater that turned out to be literally 20 blocks from her place. She was skittish about that prospect, so instead she suggested I drive over to the clubhouse area of her complex and we meet for some car play.

Ten minutes later, I was out the door and on my way. My wife and I share a 2BR condo, and one of its advantages is that our bedrooms are on opposite sides of the unit. On Friday nights, she takes a sleeping pill, so it's possible to slip out unnoticed. Emily messaged me twice as I headed north, clearly concerned that I might flake out on her. Thirty minutes after I pulled out of my garage, I was parked in front of her complex's clubhouse and promptly let her know I'd arrived.

She walked up to my car just as I was climbing out. She's about 5-5, 160 pounds, large tits, big butt, and a soft "poochy" belly. We kissed briefly but felt rather exposed under the parking lot lights, so we climbed into the backseat of my car from opposite sides. I drive a Prius, which is hardly conducive to amorous activity, but she was clearly horny enough to want to make this work. She wore a peach-colored mini-dress with thin shoulder straps and a scoop-neck front to show off her cleavage. We kissed some more while trying to find an optimal position for further action.

Reaching up under her dress, I quickly discovered she was naked beneath it, with a smooth hairless pussy that was already getting moist. She pulled down her top to give me access to her nipples -- nothing special, but sensitive -- and shifted into the corner of the backseat as she pulled the hem of her dress up to her waist. Even after she hooked her right ankle up over the front passenger seat to give me full access to her slit -- her thick thighs were spread as far apart as room would allow -- the area wasn't quite spacious enough for me to go down on her.

So instead, I proceeded to rub her pussy with my left hand while using my right hand to massage her tits and tug on her nipples. Over the course of about 20 minutes, I finger-fucked her to at least a dozen orgasms. At various points in the process I had two fingers in her vagina, three in, and four in -- pumping away like a madman as she rode the wave multiple times. I tried to fist her, but my hands are fairly large, so the best I could do was four fingers plus the thumb up to the first knuckle.

She was extremely vocal -- alternately urging me on and announcing each impending orgasm -- so it was a good thing I'd left my car windows closed. Four or five times she reached down with her right hand to brush-bate her clit as i worked my hand in and out of her pussy, and twice she grabbed hold of my t-shirt with her left hand and twisted the cloth (plus a bit of the underlying skin!) as she came. [When I got home, I saw there was a speck of blood in the center of my shirt.] At one point I administered The Shocker (three fingers in her pussy, plus my pinkie deep in her ass), and not only did she NOT object to the intrusion, but twice more in the throes of an orgasm she boldly invited me to do it again. "That's the first time I had someone do that to my ass," she claimed. I kind of doubted that, but I was in no mood to refute her claim.

Twice during our fingering session I took a slight break -- hey, I'm OLD! -- and withdrew my fingers to lick off her juices. The second time, I offered her the first taste, and she greedily sucked two of my fingers into her mouth.

Naturally I was hoping for some reciprocating action, but before I could shift in my seat and start to pull down my gym shorts, Emily said, "Geez, look at the time, My roommates will be wondering where I'd gone." With that she delicately lifted her ankle off the front seat where it'd been resting, climbed out of the car, and did a quick adjustment to her dress so that all the naughty bits were covered up.

I suggested a return engagement for Sunday afternoon, and she seemed quite enthusiastic to meet me at the porn theater a mere two miles from her apartment. Off she went into the night, and I headed home. When I got there, I pulled out my phone to message her about Sunday, only to discover she'd "unmatched" me in the interim. I caught myself thinking, "I bet she did that as I was driving away," and was pissed at myself for not having secured some other way to contact her. She'd gotten what she wanted without having to satisfy me, but I still had fun. "Her loss," I figured, since if we'd actually gotten together on Sunday in a place with room to stretch out, there would have been some serious pussy eating going on.

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Anonymous
@soapbox
27 Nov 2010 5:59AM
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I think they should allow prisoners to make and drink all the toilet wine they want. (I've never been to prison, but the buzz isn't good.)

Anyway, I haven't had a drop in almost year and I was almost running up the walls last night in the throes of a major existential crisis. I was stabbing my couch just to get out some nervous aggression. It's a shitty couch I'll admit, but I'm glad there weren't any people around. You know, prison and all. I got some cheap wine and feel a-ok about things now! Zero violent impulses. I can't be the only one who's more civilized with booze. The British navy must have given out grog for some reason right? What do you guys think?

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Anonymous
@random
12 Mar 2013 12:20AM
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Had an earlier version of this story I wrote in a different post, but decided to re-post here so it didn't get lost in the piles of old threads:

Emily had just turned 14 the day before. Now she found herself bent over a desk at the front of the room in her 8th grade health class. Her shirt was pulled up around her neck, and her small, puffy breasts were hanging over the edge of the desk. Her dress was flipped up and her panties pulled down around her ankles. She was a randomly selected volunteer for that day's experiment: qualitatively and quantitatively assessing the human physiological response to sexual stimuli.

The teacher had his large hand on her ass, spreading her cheeks apart and wiping her asshole with a soft, damp sponge. He said to the class, "I need someone to come up here and administer the stimulation. Who wants to volunteer?" All the boys in the class raised their hands, while the girls looked down at their desks or giggled to themselves, keeping their arms down. "I need a female volunteer, that way Chelsea won't feel so self-conscious. Anna, why don't you come up here and help?"

Anna, 13 years old, a small, shy brunette walked to the front of the class and looked down at her shoes. One of the boys yelled, "Haha, Anna's a lesbo!" The teacher retorted, "We'll not have any outbursts in this class. This is an educational experience and we're doing this for the sake of knowledge." He turned to Anna. "Okay, Anna, start off by applying gentle pressure to her anus and see how she responds." Hesitantly, Anna took her finger and ran it over Emily's asshole. Emily's anal muscles spasmed slightly at the feeling, causing Anna to pull away in surprise. The teacher said, "It's, okay, nothing to be frightened of. Everyone, record that reaction in your notes. Anna, put some of this lubricant on your thumb and press on Emily's anus until you're just able to penetrate it."

As Anna took her lubed thumb and pressed, Emily's face flushed with embarrassment. When Anna's thumb finally entered her asshole, her expression changed to one of shock and surprise, quickly inhaling and emitting a small moan. "Very good Anna," said her teacher, "now I want you to take your free fingers and slowly massage Emily's vulva." Emily She closed her eyes in shame, feeling her pussy quickly growing wetter as Anna executed the command.

"Okay," said the teacher, "I want everyone to come up here and get a close look at what's happening." The other students gathered in close. The teacher grabbed one of Emily's breasts and angled it toward the rest of the students. "Notice how her skin is becoming more flush and the tissue in her breasts is swelling slightly as she becomes more aroused? Henry, come over here and get your face in between Emily's legs. Can you see how the same thing is happening to her genitals? Take a good whiff and see if you can smell the secretions her vagina is producing." Henry, a blonde, slight boy of 13 did as he was told. "Yuck! It smells gross!" He quickly pulled his head back from between Emily's legs. The teacher looked at Henry, amused. "It's an acquired taste, but you'll come to appreciate it. Anna, thanks for your help. There is some hand sanitizer on my desk for you to use." Anna pulled her thumb out of Emily's butt, much to Emily's relief.

"Okay," said the teacher, "now that we've conducted some initial qualitative observations, let's collect some quantitative data.” He produced from his desk a device similar in shape to a rabbit vibrator. “What I have here is a vaginal pressure and moisture sensor with an attached clitoral stimulator.” The teacher spread Emily's pussy lips and inserted the device, aligning the outer branch of the device directly next to her clit. He leaned down next to her ear and said in a consoling voice, “It's okay Emily, I know this is probably a little embarrassing, but just try to relax and enjoy yourself so we can gather some good data.” He stood up and addressed the rest of the class. “The device is connected to the laptop on my desk. We'll use that to control the amount of stimulation applied and it will display the Emily's vaginal contractions on a graph, where we have time on the x-axis and intensity of the contraction on the y-axis.”

He clicked on the computer's control screen and turned the clit vibrator up to 10%. The students alternated between watching the flickers of pleasure and embarrassment on Emily's face and the graph showing a slowly increasing moisture level and only small, occasional vaginal contractions. “Okay,” said the teacher, “what's everyone's hypothesis for what will happen to moisture levels and contraction intensity when I increase the stimulation?” In a bored voice, indicating the students' frustration with such an obvious question, they said in unison, “they'll increase...”

The teacher increased the vibration intensity to 50%. The sudden jolt caused Emily to twitch, and after a few seconds, she closed her eyes and began breathing more heavily. “Very good,” said the teacher, “the graph confirms your hypotheses.” Let's see what happens when we introduce an outside impulse stimulus. He leaned over and whispered something to Tony, the 14 year old boy standing next to him. “Everyone watch the graph as I count down. 3, 2, 1, now.” Tony spanked Emily's ass with an open hand, causing her emit a small moan as her body tensed. “Everyone see that big pulse on the contraction part of the graph? That's from Tony's impulse stimulus. Okay, Tony, please increase the stimulation to 100%.”

Tony clicked on the control application and the room filled with the sound of the vibrator buzzing firmly against Emily's clit. Within seconds, her leg began to shake. The convulsions worked their way up her body until she was completely within the throes of an intense, aura inducing orgasm. “Everyone watch: see how strong the vaginal contractions become during orgasm? This is an indication of female pleasure and can also bring intense pleasure to a male partner during intercourse.” Very few students were in fact watching; most of the male students struggled to hide their erections, while the female students watched with glee as the boys fiddled to position their hard-ons in a less conspicuous manner.

“Alright. Thank you, Emily, you've been a wonderful volunteer. You can go to the bathroom and get cleaned up. Take the rest of the class period the recover and get your notes from someone else to take home for the homework assignment.” Emily pulled the vaginal sensor out with a small queef, which prompted laughter from the rest of the class. She would have blushed if she could have, but her face was already flush from her recent quaking orgasm. She pulled her shirt back on, flipped her skirt down, and walked as quickly as she could from the room.

“For the rest of you still here, I want to you pair up into teams of two, one boy and one girl in each. We're going to recreate what you just saw with Emily, but this time each boy will assess the vaginal contractions of his female partner using his own handy, built-in pressure sensor. To start off, each boy will need an erection. Please pull down your drawers, gentlemen, and let your partner inspect your state of rigidity. Girls, if your partner is not fully erect, apply gentle oral stimulation until he is. Be gentle though, as some of these guys may be quite sensitive and we don't want to cause a premature ejaculation. If he is, go ahead and give his scrotum a lick, just so he doesn't feel left out.”

All the boys stood next to their desks while the girls kneeled in front of them. Some were hesitant to look when their partner produced his penis, but eventually all the girls worked up the courage to touch the mostly hairless cocks in front of them. Most of the boys were still sporting boners that are the product of youth, though a few had lost them out of shy nervousness. The teacher walked around to confirm that each girl was applying proper suction to her partner's penis or was licking his balls until they were ready to move on. “Everyone, raise your hand if your team is ready to move on to the next part of the activity. Okay, it looks like we can go ahead.”

Standing at the front of the room, the teacher said, “Girls, I want to you bend over your desk like you saw Emily doing earlier. Please either pull down your pants or pull your skirts up and remove your panties so your partner has clear access to your vagina. Also, please raise your hand if you've had your first period already.” About two thirds of the girls raised their hands. The teacher went around and handed condoms to their male partners. “The school is short on funding, as always, so only the boys who are with girls at risk of getting pregnant are going to use condoms today.”

“Boys, with the help of your partner, I want you to penetrate your partner's vagina. Do NOT thrust once you get inside. I know you want to, but if you do, I'm sure a good number of you won't last long and you'll miss the point of this experiment—we want you to be able to properly feel the vaginal spasms of the female orgasm when it comes.” The boys awkwardly attempted to enter the girls in front of them, some having an easier time than others, but all eventually finding their way in.

“Girls, once you have your teammate's penis fully inside you, start rubbing yourself however you like in a way that will allow you to achieve orgasm. If you're having difficulty, let me know and I'll do what I can to help.” The group of girls, ranging from 12 to 14 years old, now fully accommodating a range of small, solid penises inside them, reached between their legs and began frigging themselves. Some of the more adventurous girls occasionally groped their partners' smooth balls, while all the boys tried their very best to keep fight the urge to grind against the girl in front of them.

Eventually some of the girls began to moan, and could feel themselves approaching their goal. Stephanie was the first to find herself falling into an orgasm, and as she did, her 13 year old pussy muscles clamped furiously around her partner's cock. Tim had been thinking about baseball and dead penguins when he was jerked back to reality as he was milked hard and fast by Stephanie's pulsing pussy. It was too much for him and he felt a sudden tightness and then a wave of pleasure as he ejaculated deep inside her.

This scene repeated itself again and again until only one team was left, a 12 year old girl and her 13 year old partner. Aimee called the teacher over and explained to him that she'd never orgasmed before and wasn't exactly sure how. “It's okay, not a problem. Let me see if I can help you.” The teacher positioned himself under the pair of students. He had also noticed that her partner, Henry, the boy who had been less than thrilled with the smell of pussy, had begun to lose his erection, so he alternated between licking Aimee's clit and tonguing the crease of Henry's balls and the bit of his shaft not completely burried in the young girl's twat. As Henry's erection returned, the teacher focused his entire attention on Aimee's tiny clit and firm, peach fuzz-covered labia, holding her skinny thighs to give himself leverage. The girl squirmed slightly, but eventually found a spot she liked and pressed back against her teacher's probing tongue. Soon enough, she too began to quake and gasped suddenly as her insides began pulsing around Henry's cock. She could feel Henry's cum fill her up while her teacher gradually lessened his attack. She collapsed on her desk and let out a quiet sigh.

The teacher returned to the front of the room and looked out at the boys leaned over their young female partners, hips tightly against their firm asses covered with tiny goose bumps as their cocks wilted and slowly fell out of the tiny, dripping pussies. “Good job all. Class dismissed.”

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