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Stranger ALMOST Ruins The Moment

Stranger ALMOST Ruins The Moment

18 Year Old Barely Survives Anal Rampage

18 Year Old Barely Survives Anal Rampage

Hipster Slut Gets Unexpected Anal

Hipster Slut Gets Unexpected Anal

1 Guy 1 Screwdriver

1 Guy 1 Screwdriver

Wrong Hole - OOPS!

Wrong Hole - OOPS!

Diseased Pussy

Diseased Pussy

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IN SERVICE

208 Uploads · 865 Members · 9 Forum Posts · 308,037 Visitors
Group featuring amateur videos of the sexual exploitation of female workers:DOMESTIC HELP: (maids, nannies, au pairs, etc.) who provide sexual services to their employers as part of their normal scope of duties - i.e., maid fucked by boss. SEX WORKERS (prostitutes,bar girls, massage, etc.) Amateur/homemade videos please.

free sex for real, no holds barred

1 Uploads · 26 Members · 3 Forum Posts · 4,975 Visitors
for all people totally disgusted with being ripped off with come on ads for "free"sex and meetings and then having to pay to get them.Also for just chatting and meeting on your own

Sex in Scotland

64 Uploads · 402 Members · 9 Forum Posts · 354,417 Visitors
You dont even have to be scottish just as long as your content is lol. Everyone is welcome here. If its porn post it here. If its sexy with a scottish link then its in here. Please feel free to post anything thats sexy. Anything goes in here vids, gay, les, solo, masterbation, 2 or 3 and more sums. Anything and everything. A no holds barred group. If its sexy and scottish get it in here. Feel free to post.

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Anonymous
@confessions
4d ago
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I am a career woman in late 30's. As life has it, when you focus on one thing, all the others slip through your fingers.

It is a lonely life, working 80 hour weeks, money is good, but that takes toll on your social life, and that might explain my presence here.

I haven't been with a man for more than five years, but even then, it was just a string of unsuccessful short term relationships, that broke apart due to the lack of time, and high stress job.

There is this colleague of mine, he is a senior partner in a different office, just a few years older than me, and he is just the man of my dreams. I mean, rich, successful, handsome, and, of course, married. A friend of mine is an associate in his office, and the way she spoke of him, as if she is in love (I don't doubt it), made me interested in him even more.

When she showed me the photos of his wife, from socials, well, I just knew that I am no match for him, not even remotely, and strangely, that made me want him even more.

Don't get me wrong, I am a good looking woman, just not a bombshell blonde, which looks like she is in her 20's ,not 40's, that he is married to.

I admit, he was the object of my late night thoughts, when I was left alone with myself, and this place, and I just had to have him.

We had a big conference last week, something regarding corporate law practice, I wasn't there to better myself, I was there since I knew he will be.

Maybe I didn't mention this, but I know him in person, from the time he was still going to court, and we have been rivals in a few cases, so when I found him at the hotel bar after the seminar has ended, I was adamant to not let him go anywhere without me.

I flirted shamelessly, he flirted back, but with a bored look on his face. It didn't seem to work, and as the drinks kept coming, I became more and more blatant in my advances. Nothing seemed to work. As he was looking restless, getting ready to go, I just blurred out, something ridiculous, on the line of offering him oral, but it sounded so rude, and I am not proud of that moment. He smiled, took my hand, and said "lets go".

When we went in his room, I leaned in for a kiss, but he kind of stopped me, not really, but he had his hands on my shoulders, and kind of gently pushed me downwards, giving me a signal what to do. He was just standing there, expecting me to do the unbuttoning, so I did. He was pretty big, semi erected, and it tasted good. Soon enough he was really hard. I tried to make an eye contact, and he just smiled back at me, without saying a word.

He then took my left hand, and helped me up, and started unbuttoning my shirt. I started helping him, so he moved back, and got naked, and I did too. Without a word, he turned me the other way, and pushed me on the bed. A got on my stomach, and oh God, I was ready to go, when he took my pelvis, pulled me up, in a doggy position, with my knees on the edge of the bed. I was there, just waiting for him to get a condom on.

He took me with hard, even thrusts, while holding my hips. I have no idea how long it lasted, since I was on a brink of orgasm, just no there yet, floating in the limbo of satisfaction. Then he got out, and laid on the bed, on his back. That was my cue to hop on, and as I did, he just said "the other way, better view".

That is the only thing he said during our sex. So I was in a reverse cowgirl, leading myself towards an orgasm, and as soon as I got it, he pulled me back. So I was laying on his chest, he pulled out, and deliberately aimed at the other entrance.

I have never done it before, nor did I think that I will ever do it, but I was so out of myself from all the anticipation, pleasure, and still lingering orgasm I just had, that I moaned loudly as he got in. It didn't last long, just a few painful thrusts, and that was it for him.

He just got from underneath of me, and headed for the bathroom.

"I would be thankful if you shower at your room, I have a panel at 9."

It was amazing, yet it hurt so much. Not in a physical way, but, not to kiss me, not even on the cheek after we were done? I felt like a whore, but what could I expect, I presented myself to him, as one.

Now, I will have the memory of this night, but it is a bitter sweet thing. My crush on him is gone, that is for sure, but it didn't make me feel any better.

And, that is pretty much it.

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Anonymous
@confessions
17 Dec 2024 2:18AM
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Had my first anal last weekend.

I am 40, divorced, and I met a woman in a bar. Short, a bit stubby, but kind a cute, somewhere my age I guess, with a wedding ring. She was out with friends, colleagues, whatever, and I was there with some friends, we payed them a few rounds of drinks, and mixed, started talking.

When everyone started leaving, she stayed, flirting with me. This doesn't happen often to me, so I was excited. Asked her to go over to my place, carefully not mentioning the ring, or anything close to relationships and family.

Made me use a condom, didn't mind. We were in a spooning position, with me going hard on her (she was still wearing her dress), when I "accidentally", missed, and pressed against her anus. She didn't back out, so I continued to search for a way in, and she just received me.

I haven't fucked with a condom for almost 15 years, so when we started, I thought, man, I will never cum. As soon as I felt her bum tightening around me, it didn't take long.

I know this isn't super exciting, but for me, ass fucking a married woman, even for a minute or so, is the highlight of my sex life.

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Anonymous
@confessions
06 Nov 2024 7:17PM
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I'm 44, divorced 4 years. And I confess I have found the best way to get regular, good pussy. (I made this discovery while I was married, and it may be part of why I'm divorced now).

I'll regularly go out of town, and book a room at a hotel with a big conference center, usually midweek. If there's a conference there, there's a good shot I'll find a woman who's ready to play.

I'll usually head down to the hotel bar around 10 or 10:30. The conference goers have been drinking since 8 or so, whenever their dinner lets out. So they're already drunk, and the reasonable ones are heading upstairs. The ones who are left behind are looking for something. Sometimes I'll just drink alone and make eyes at the likely prospects. Sometimes I act like my friends stood me up by tapping at my phone and looking exasperated. You'd be amazed how often they approach me when I do that.

There are 4 different types of women that I've had success with.

My favorite are the married moms. They're usually under-sexed, starved for attention, and just so happy to be away from home, they go wild. If they're DTF, they're also looking for something discreet anyways.

Then there are the divorcees. They're a little harder to snag - usually they're in the dating pool for something serious, and their guard is always on high. BUT - the divorcees I've had are totally shameless in bed.

I've had two hookups with spinsters (middle-aged women who never married). One was dumpy, but the other still had a really toned hot body. I haven't really figured this group out, but you definitely see them out.

The last ones are the office bunnies. These are the chicks that are still in their 20s and dating around. They don't always go do conferences, but if they do, they still know how to stay out late and drink. So they'll usually help close down a bar, and I've had a few who have been VERY into going back upstairs with an older guy.

I'm not sure if anyone else has discovered this life hack, or if it'll help any of you out there, but I wanted to share.

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Anonymous
@chicks
08 Oct 2024 11:46PM
• 237 views • 2 attachments
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Had sex with my best friend's wife after having a lot of drinks at the bar

Not sure how I feel about it. Clearly she regrets it.

Honest thoughts?

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@random
08 Oct 2024 2:59PM
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The room was a bit crowded at Whorefest 2024, it was mostly middle aged men lusting after younger women, but there were a few women in the crowd too. I made my way to an empty chair as a young woman stood on stage, completely naked only for the purple thigh high ‘fuck me boots she wore, I gawked at her sexy exposed perky breasts. She spoke with enthusiasm and pride, walking from the left of the stage to the right and engaging with the audience.

“It’s not about how you look, it’s about how you make me feel when you touch me. I don’t give a fuck if you’re fat, ugly, old, or whatever stereotype society has given you. You can be an old man, or even a mid-twenties businessman, or hell even a middle aged woman – I simply don’t give a fuck. We meet for pleasure, your pleasure! And my job is to satisfy your needs. I’m that slut your mom warned you about, I’m not a dinner date, I am dinner.”

Some of the audience clapped, a man next to me grunted in approval. She continued on.
“Now I know what some of you might be saying, that we’re all about using condoms and safe sex – and for a lot of people that is a really big turn off… lots of people like it raw, no barriers – and that’s why I’ve come up with various tiers on my regulars list. If you can prove to me that you’re clean, and you don’t have any diseases, you won’t have to use a condom. Hell, I’ll even let you empty your nuts inside me,” she laughs and shakes her head, “hell that’s kind of a fetish of mine. I love creampies. Of course there are requirements, I’ll definitely follow up with your doctor’s office and make sure everything is legit. Once I know, you’re in. Literally in.”
She points to her pussy, which has a tuff of dark pubic hair.

“Now you’re probably asking yourself, fuck how much is that going to cost? Bareback creampies should be affordable to everyone – so I charge a lower rate for that than most of the providers here. My prices are non-negotiable, they’re locked in for a reason – trying to barter will get you removed from my fuck list, even if you are a regular of mine.”

A few people in the crowd clapped lazily. She was trying hard to win them over.
“The raffle will begin in a few minutes, and I hope all of you get who you desire!”
I uttered, “Raffle?”

The man next to me heard me and explained, “Yeah we all got raffle tickets when we came in, check your gift bag bro.”

I thanked him and looked inside, condoms, a few weird pencils and a raffle ticket. I shrugged my shoulders and continued to listen to the lady on stage.
“Have a great rest of the evening, and fuck you later!” She blew a kiss to the audience and walked off stage, her little tits jiggling with each step.

A woman got up from the crowd, barreling towards her waving her hands, “Lucia! Lucia! Here’s my number call me!”

The woman handed her a piece of paper and Lucia smirked and winked at her, nodding in agreement.
The last speaker was an older woman, she was very reserved and had a smoker’s voice. The guy next to me was very excited as she spoke about her sexual exploits.
“I’ve always dreamed of fucking Mistress Sheila, she’s a 60 year old goddess,” he said to me blushing.

I didn’t say anything, she was a bit too old for me.
She finished talking and they started calling the raffle tickets, they called my number for Mistress Sheila, and I turned to the guy next to me, handing him the ticket, “hey you won!”
His eyes lit up as he looked at my ticket, “are you sure? Holy shit!”
Grabbed the ticket and put it up in the air, “I won!!” I patted him on the back.
He handed me his ticket, “here, I hope you get someone good if you win!”
The raffle seemed to go on forever, and there were only two ladies left, one of them was Lucia.
They called my numbers for the raffle, I won a night with Lucia. I was told to walk over to her booth to make arrangements to meet her, and I did.

Her booth was small, it had black curtains around it that I moved aside and stepped in, two security guards were just outside of the curtained booth. I saw a single chair and sat down. Lucia walked in and sat behind a desk, she was now fully clothed. She smiled at me and looked a bit nervous.
“Hi, I’m Mike,” I said nervously.

“I’m Lucia, it’s nice to meet you Mike. So you won a night with me huh?”
I smiled a bit, “I did…”

“Let’s get to know each other,” Lucia said as she picked up a pen and slide a notebook closer to her, she began writing.

It seemed like a job interview, she asked me what I did for a living, about politics, about religion, and then about my sexual preferences.

I was very forthcoming about all of the information she asked me about.
“Favorite sexual position?”

“I like it when the woman is on top so I can view her better, and touch her breasts and look into her eyes too…”

“Ah, standard cowgirl, gotcha… ok,” she penned it down.

“Any fetishes?” she asked, her eyes locking onto mine.

“Um…” I felt really nervous, “I- like…”

“You don’t need to be shy with me, Mike. I’m here for you, ok?”

I nodded, “I like the same fetish you do, cumming inside… creampies. It’s the only type of porn I like to watch – seeing a pussy filled up with cum to me is so fucking beautiful and perfect… but I know I don’t have my medical records with me, and I know that won’t happen…” I trailed off.

“Yes, creampies… feeling that pulsating dick and the rush of hot sperm pumping deep in me, there’s nothing like it… so I understand, but yes we will be wearing protection, ok? You can cum inside of me with a condom on.”

I nodded, “I totally understand, and I feel the same way about it.”

“How old are you, Mike?”

“I’m 52 years old, getting older, how old are you?” I asked.
She smirked a little, “I just turned 22, you dirty old man. Oh don’t worry, I like older men – with your peppery hair and refined look. Hell, I’d probably hit on you if I saw you at a bar.”

Lucia took out a business card and wrote on the back of it, “Meet me here at 8:00 tonight. I’ll take you out to eat – my treat, and then we’ll head back to my hotel and have some fun.”

I took the card and saw the address she wanted me to meet her at, she put a heart around it.
I went back home and cleaned up, took a nice warm shower and made sure I was ready for action. I opened up my bottle of Cialis and took one, then thought about wanting to be ultra hard for her so I took another pill and broke it in half and took it too.

Lucia had a limo pick me up at my hotel, when I opened the door I didn’t expect her to be inside, but she was. I was greeted with a hug and a kiss, “Mike! This is going to be so much fun!!”

We had a great dinner and a great conversation. I asked her if there were any other rules I needed to know, like if kissing was allowed. She was very open and kind, it really did seem like we were on a date getting to know each other.

“A lot of providers don’t allow kissing, but to me – that’s the spark. A lot of them don’t like it because it’s too intimate and they’ll get feelings for their clients, but that’s exactly what I want. I want to have feelings – I don’t want to be dead inside about the people I’m fucking.”

I was stunned by how mature she was, and even wondered how the hell she could afford such a luxurious restaurant.

“You must have a lot of clients to afford eating here… it’s easily $250 a plate…” I said, trying not to be offensive.

“I actually am pretty new to the whole scene, just been in it for 4 months. Thing about me is, this isn’t a job it’s a hobby. I don’t even have to work, my family is rich as hell. Perhaps this is my act of rebellion, but it’s a rebellion that is fun!” She laughed and took a sip of wine, “let’s go back to my room Mike….”

The limousine drove Lucia and I to her hotel, she had a very fancy p********ial suite. I watched her walk over to her bed, and let her short black leather skirt fall to the floor, and then she pulled her top off over her head. She sat on the bed and spread her legs.

“Are you afraid?” She said grinning, sliding a slender finger down her clitoris and into her pussy. My cock jumped, as if to say “what the fuck are you doing dude, get in there!”

I pulled my clothing off as quickly as I could, stumbling to the bed as Lucia kept using her finger to play with herself. My cock throbbed, so my hand instinctively gripped onto it and I started stroking to her.

“ohhh no, you bad boy, you’re not getting off that easy!” she leaned over and put the finger she was playing with herself inside my mouth. I felt her soft warm hand clasp on to my cock and start tugging it gently. Her mouth met mine, her tongue thrusting deep into my mouth – we both moaned in pleasure.

Lucia pushed me down onto the bed and she started kissing my nipples, then my belly all the way down to my cock. I felt her wet warm mouth take all of me inside her. Her soft hands gripped my waist as her head bobbed up and down frantically. She came up for air, licking the tip of my dick, playing with the precum.

“Fuck you’re hard, such a nice dick!” she started tugging on it and sucking it at the same time, looking up at me, making eye contact – I was hooked. This woman was amazing. I stopped her, and pushed her down on the bed, spreading her legs open wide. I licked her erect nipples, and made my way down to her navel – she giggled as my tongue tickled her. I pushed her legs back more and my face dove into her sweet glistening pussy, my tongue lapping at her clit, and occasionally diving into her cunt hole. She smelled and tasted great, she was sweet, like honey.

Her body began to convulse, and she screamed out “FUCK!!! MIKE HOLY FUCK!”

Lucia nearly passed out, so I stopped licking her and cuddled into her as she recovered.
“Holy fuck, who are you?” she asked groggily.

I just chuckled. I felt her hand on my chest as she rested her head on my arm. I kissed her forehead and just relaxed. She began to stroke my cock softly, our lips met again, and she climbed on top of me. I felt her tight little dripping pussy slowly swallow my cock.

“Oh shit, the condom?” I said as she looked deep into my soul.
“Fuck the condom,” Her mouth was on mine as she started riding me, her small tits jiggling on my chest.

I could feel her energy, so sexual, so young, so loving, it was tantric. She moaned as my cock pushed deeper inside of her, I could feel her pussy muscles milking my cock as she slid it in and out of her.
“You feel so perfect,” I said, panting cupping her little tits in the palms of my hands.
“So do you…” she moaned, her eyes fluttering as she quickened the pace of her thrusts.
I pushed upwards with each thrust to go deeper, she was so tight I knew I wouldn’t last long, and I didn’t. I grabbed on to her waist, then her ass and I felt my cock start to throb, the warmth of my cum sprayed deep inside of her, the ejaculations pushing the limits of my consciousness, I held her tightly as she drained every single drop. She collapsed on top of me and we both fell asleep.
We woke up in the morning and kissed, had coffee and ended up spending the day together. She didn’t want me to leave, and I didn’t want to leave either…. So I don’t know where this is going to take either of us, but it’s definitely going to be one hell of a ride.


*Yes, this story is fiction. Parts of it were taken from my own personal life – but no, I never met a woman at a place called WhoreFest lol. I hope everyone enjoyed the read. Peace!

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Anonymous
@confessions
22 Sep 2024 4:45AM
• 218 views • 0 attachments
[ − ] thread [ 4 replies ]

I desperately want to be my husbands brainless little sex slave but I don’t know how to ask him. All I want is to be kept at home, naked, collared, chained in the basement, waiting all day on him to come home from work just so he can empty his balls into my mouth and leave. Maybe if I’m lucky he’d come back after he’d had a few beers and he’d use my asshole as his own personal cumdump. I really want him to degrade me, I want him to make me walk around and bring him drinks naked while his friends are over, or make me crawl like a dog and carry the beer in my mouth. I want him to bend me over his knee and spank me every time I spill it, until I learn my lesson. And I want him to show off what a stupid slut his wife is by making me rub my pussy and fuck my asshole with a dildo while his friends watch and take videos for later. Sometimes I daydream about him taking me out to a bar and making me wear my collar and a slutty outfit (and no panties of course). He’d buy me drink after drink, and then when I’m nice and fucked up, he would take me out back, behind the bar, and put me on my knees. If I’d been a good girl all night, maybe he’d spit in my mouth and then throat fuck me, like the dumb little bitch I am, choking me with his dick until I almost pass out. If I wasn’t good then he’d leave his dick down my throat until he came, whether I was conscious or not. Maybe one day… 

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Anonymous
@confessions
21 Sep 2024 8:18PM
• 52 views • 0 attachments
[ − ] thread [ 3 replies ]

My femboy friend asked me to fuck him a few days ago and it was the best sex I've ever had, bar none. His cute figure and lingerie make me rock hard and he sucks cock like a pro. I want to cum in his tight little hole again so badly, I really hope it becomes a regular thing.

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Anonymous
@confessions
25 Jul 2024 2:53AM
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I have always loved to develop a woman, sexually, make her comfortable doing things, she wasnt ready to do when we met.

I did this on multiple occasions, sometimes with success, and many times this lead to the demise of my relationships, but every time, it was a fun ride.

For instance, my college gf, didnt like cum, but ended up as a cum hungry bitch, who would, in the end, be disapointed if we had sex without a cum play.

My ex wife, total prude, from being body self aware, to wearing no panties, sunbathing topless, and sucking and fucking in public parks, on parking lots, in the cinema...

My newest conquest is this divorced woman, my age (early 40s). Successful doctor, cardiologist, her marriage collapsed due to long working hours, so we started off as fuck buddies. Still slim, still hot, brunette, she got a boob job soon after we started messing around (and right after her divorce).

For a woman of that age, she is, of course, experienced, but like all, she had her weakness. When she was on top of me, I reached with my hand towards her anus, wanting to stimulate it with my finger, and she moved my hand.

It took me over a year, but gradually, I made her enjoy her asshole being used.

I started by licking it. It wasnt that easy, she moved away at first, but one time, I offered her a foot massage. She was on her stomach, as I massaged her, until she felt totally comfortable. I would move her legs aside, so that her pussy and asshole were visible to me. Moved my hands up, and started working her clit with my hands, while my cheek was pressed against hers. As she was close to orgasm, I moved in a way, that she could feel my breath on her asshole, and she started arching back, so I went for it - she came instantly.

This was a thing for a while, and the next step was the finger. By that time, I introduced dirty talk, and as she was on top of me, I was just telling her what a great cock rider she is, and pushed my finger in her mouth, asking her, if she is a bad, bad girl. She noded yes. Are you sure? Again yes. With my left hand, I moved her cheek to the side, she knew what was up, and as I moved my wet finger back, she followed it with her eyes, as far as she could. I didnt go in, just started rubbing the exit - she came like she was obsessed.

Then, slowly, things moved along. It was a finger, then two, and when I showed her the first but plug I bought, a small one, she smiled.

Soon enough, I was fucking her in the ass, and she loved it.

But that wasnt enough.

Again, she was on top, with a plug in her ass, when I decided to pull it out. She was moaning from joy, as I spread her cheeks wide, knowing her asshole is gaping back there. "you want a cock in your ass, right now, dont you?" Of course she did, so I put the plug back in, and again, she came like crazy.

The plug was substituted with a dildo, then a bigger one, until double penetration became something normal for us. And every time, I was telling her, that she needs another cock to be completed, and she would shiver in extasy.

The night I invited my friend over, after we were in a local bar, to join us at my place, while we were going up the stairs, behind him, I whispered to her "he is here to complete you".

She almost fell, but kept going up.

He knew why he is there, we did all sorts of things together, and this wasnt our first rodeo, so as soon as we came in, I started undressing her, and kissing her, and she was ready.

It was like when we practiced - her on top, only this time, it was another mans cock up her ass.

It was unbelievable.

Tomorrow morning, she told me, that it was great, but that she feels ashamed, and that we shall never do it again. I said ok, but I know that that was a lie.

Will keep you posted.

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@confessions
25 Jun 2024 2:28AM
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My wife is bi. I knew that when I met her, since she was, at the time (in college), in a relationship with a girl. But, I won her over, we got married and that is it.

I must admit, it is nice when your wife looks at women, the way you are. We had loads of fun during the years, we would heat things up before bed, with watching lesbian porn, we would comment on celebrities or common women we met and saw, which one is hot and doable, etc.

So, naturally, this lead to the threesome conversation, and she flat out agreed that she would do it, if there ever was a chance for it. Naive man that I am, I thought she will now, jump online, in pursuit for our partner, but it didnt happen, we just went on with our lives.

Last year, on our sea trip vacation, in the hotel bar, after dark, we, yet again started our game of commenting, and she told me, while quite tipsy, that I should look around, and tell her which one I like. There was this girl in her early twenties, looking like heaven, and I was about to tell her that it is her, when she said, that if I guess the same woman as her, that she will try to get her to our room.

That made me rethink things, and, I dont know why, but I picked this woman, with huge tits, fairly beautiful, but she seemed a bit older than us (mid 40s, while we are both 39). The smile on her face, the joy... And she just said "bingo", and got up to join her.

Maybe I chose her for the tits, maybe because she was sitting alone, but damn,did it pay off. Watching your wife flirt with another woman, with a two hour hard on, is the sexiest thing I ever felt. I thought nothing of it, as a joke, but after, maybe half an hour, I was sure she will manage. I dont know what it is, does she have some kind of a radar, but the woman was eating out of her hand.

She did go to our room, and we had our first threesome. I fucked both of them, while they ate out each other. It was, all I imagined it would be, but even more than that.

Tomorrow night, our friend was nowhere to be found. I guess it was her last night, and we had impecable timing... Or she felt ashamed for what she has done, so she hid in her room.

For the whole last year, we would, both, talk about this, use it as a lightning that kept us rushing into wild and hot sex. We agreed that, we will try this again.

In the city, there were no chances of it, we even shot our shots on the few nights, but failed.

We are going to the same hotel on Friday, and we are both trembling with expectation. Yet, we both know, that the chances of it happening again, organicaly, are slim to none.

Wish us luck, and I will report if something happens.

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ROUND TWO / DAY TWO:
This will be a long one!

As a follow-up to the story I posted a week or so ago, here's how things played out during Day Two of my visit to SW Minnesota and my long-time red-haired FWB, whom I will continue to refer to by her first initial: T.

It was Monday. We'd spent the previous evening – our first night together since 2021 – watching TV while she got high, which always makes her extra-horny, We ended up having sex into the wee hours (about three hours' worth of sucking, fucking and pussy-eating), despite the fact she'd declared at bedtime that she was uncomfortable with her weight gain due to her taking anti-depressant meds, and therefore didn't feel "sexy." But she had second thoughts after we’d been in bed in less than 15 minutes. She claimed not to have had sex in more than five months (which turned out to be not entirely true, as you'll read later), so the left side of the sexual equation Cannabis + Desire + Dick Proximity was clearly greater than (>) the right side, which was Continued Abstinence + Self-Image Discomfort.

T babysits her grandson every Monday through Friday afternoon, filling in the gap between the time her daughter leaves for a factory job at 2:00, and the son-in-law returns from his chef's gig at 5:00. This commitment was the reason we weren't spending the entire week in the Twin Cities, as I'd originally planned. We negotiated staying at her place for two nights, me driving on my own to St. Paul for Tuesday, Wednesday and Thursday nights, and then returning midday Friday to retrieve her and go back north for the weekend.

Given the late hour when we finally finished Sunday night, it was well after 10 a.m. by the time we climbed out of bed. I'd been rebuffed (gently but firmly) against a morning fuck, so instead we got dressed in separate rooms and she made us French toast for breakfast (at nearly lunchtime!) before hanging out at her place for most of the day. Since she'd quit her meds due to the weight gain (an increase from 115 pounds to around 140 on her 5'5" frame), I was concerned she was reverting somewhat to her agoraphobic ways -- not wanting to go anywhere -- but she insisted she was just tired ("And you clearly know why," she declared in a half-joking, half-accusatory tone). The other underlying factor was this: When I say there’s nothing to do in her town, I mean THERE’S NOTHING TO DO. Instead, we watched TV together for a while, I started a book (“The Collected Works of Franz Kafka”) I’d purchased the previous evening at the town’s lone bookstore, and we exchanged stories about the events we'd each experienced since we were last together, which was October 2021. T had quit her retail management job at the peak of COVID, another in a long line of employment bailouts on her part. “I always end up the victim of two situations,” she said, by way of explaining her less-than-stellar work history. “Guys are always hitting on me, which I hate, and my female coworkers resent it and stab me in the back.” I suggested that’s what happens when you live in a small town, with its limited gene pool and where everybody knows your business. “I’ve been here for 30 years, and it never gets any better,” she lamented.

Meanwhile, at the end of 2021 my partners and I had sold our consulting business to our largest client, the related management contract we held for a micro-brewery in Croatia was taken over by Zagreb’s largest brewery, and my partners retired while I stayed on to continue my tech-writing work. I tried to pry some sexy stories out of T’s memory hole, but she said those needed to wait until evening. In our past meetups, we’d regularly used tales of prior escapades to help whet each other’s sexual appetites (and WET certain other things!), such as the time I hosted a young hottie along with my former gang bang buddy, and experienced my first (and so far, only) DV. Or the time T finger-banged a young woman after spending the day at the Minnesota Renaissance festival. They went at it in full view of the golf-cart guy who’d driven them to the remote parking lot. T admitted to me it was possible her paramour wasn’t exactly “of age,” but acknowledged it was the young lady’s first girl-on-girl experience.

By this point in the afternoon, it was time for T to retrieve her grandson. He’s a rambunctious two-year-old who is already showing signs of ADD, but after she brought him back to her place, I managed to get him to sit still long enough to read him a story. Apparently, that was a major milestone, and I received kudos from the dad when he came to pick up the short person a few hours later. At 4:00, T had a Zoom call with her therapist, so I took a drive in order to give her some privacy, returning about 90 minutes later.

“Do you want to know what we talked about,” T teased upon my return. “Isn’t there such a thing as doctor/patient confidentiality? I asked. She replied, “It’s OK if the patient divulges the info, doofus.” I love it when she calls me endearing names! I acquiesced and prepared myself for a fairly boring storyline, but it turned out rather fascinating.

“We spent most of my 50-minute session talking about you, actually” was her opening salvo. I responded with, “Well, that sounds totally boring. You should probably ask for your money back.” She reminded me her therapy sessions were free, based on her minimalist income and the charity of the county government. “You still got robbed,” I said, only slightly tongue-in-cheek. Here’s the gist of what she told me (edited for brevity and my semi-faulty memory):

“I told her in our last session that you were coming to visit, so we started out talking about how you and I had met all those years ago, when was the last time we’d gotten together, and if I was *ready* to have someone stay the night. We’d previously talked about my lack of sex since the year started, and whether I felt ready for the two of us to fuck. I told her we had a great relationship, always enjoyed each other’s company in and out of bed, and that you’d back off if I wasn’t comfortable – which you did. Then I told her I’d been too high to miss out, so we had this amazing session that lasted three hours. She wanted to know if I was planning to go for another round, and I said I hoped so.” That elicited quite the eyebrow-raise from me, but I refrained from making a snarky comment, so she continued.

“She wanted to know how serious you and I were, and I explained how there’s no way we’d ever live in the same city, but I felt better about having you around. I also told her you’d offered to take me to France in 2022, but I was too freaked out to consider going [Ed. note: I ended up taking my friend Liz, a 38-y/o Denver woman I’d met on a dating site, with whom I’ve been having occasional sex], but that you suggested I could come with you to Italy next spring, if I felt up to it.”

The previous day, I chastised T for not applying for her passport, for which I’d prepared the paperwork and given her the $175 document fee, while also floating the idea of her coming with me to visit Milan and Florence. “I’ve always wanted to see Florence,” was her dreamy response to my suggestion, but I’m not holding my breath on that one.

Anyway, as we were about to continue the discussion, her son-in-law showed up to collect his rug-rat, who’d been doing who-knows-what in the rear bedroom. I subsequently suggested we go somewhere for dinner, but T offered to scour her pantry and cook something for us. We dined on homemade chicken tenders, rice, and a salad. Afterwards, she suggested we go for an early evening hike in the local state park, so we doused ourselves with mosquito repellent – it WAS Minnesota, after all – and trekked about three miles up hill and down dale, through forests primeval and meadows replete with wildflowers, before finally ending up back at my car. “Let’s go for a drink,” she suggested, so we drove a mile or so to the local country club and headed into the clubhouse. T ordered an incredibly complex Long Island iced tea, substituting one ingredient for another, explaining exactly how she wanted each element added and mixed, and what style of glass to serve it in. As for me, I ordered a hard seltzer and drank it straight from the can!

“You realize,” I said to her, “the only reason the bartender put up with your micro-managing antics is because you’re gorgeous, and beautiful women always get what they want.” Before she could respond, a young woman sitting a few stools away at the bar – herself a particularly tasty tall, svelte and very desirable brunette who couldn’t have been much older than 21 – slid over to sit next to us and declared, “He’s right, you know.” T asked, “Right about what?” “One, you ARE gorgeous, and two, I get the same treatment.” Previously, in situations like these, an in-depth discussion would have ensued, followed by T trying (and usually succeeding) to pick up the younger woman, or at least have them agree to meet later. I’ve been on the receiving end of a few MFF threesomes thanks to T’s ability to pull a variety of hotties, which has included waitresses, bartenders, and even a bridesmaid at a bachelorette party being held in a strip club. More than once, I’ve said to her, “Who knew the best possible wingman would turn out to be a red-haired MILF.”

But this time around, either her heart wasn’t in it, or else she didn’t feel that special “vibe” bi-sexual woman sense in detecting others of their ilk. T grabbed her elaborate Long Island concoction and beckoned me to follow her to a table out on the patio. After we finished our drinks, she suggested we stop at the liquor store and pick up some additional hootch. I’m definitely not a drinker – never developed a taste for it, plus it’s bad for my gout – but if T wanted to get a bit tipsier, who was I to argue? She decided on some god-awful Smirnoff Red-White-Blue cocktail in a bottle, and we went back to her place. It wasn’t late – only around 9:30 – but I said I wanted to take a shower and put on my PJs. She said she’d do the same, and when I returned to the couch to watch some TV, T was tucked into the far end and wearing only an extra-long t-shirt. “I couldn’t find my nightgown,” she explained, “so I just tossed on this thing.” She was sitting cross-legged on the couch, with her hand gripping the hem of the shirt in order to pull it down over her crotch. “Are you wearing anything under that?” I asked in as innocent a voice as I could manage. “I left on my sports bra,” she explained. “You know I don’t ever wear panties.”

Oh, how well I knew that! The last time we were together, we’d gone to a bar in downtown Minneapolis where a band was playing on their outdoor patio. She wore a filmy, knee-length dress and sandals, but nothing else. About halfway through the band’s second set, after she’d consumed a glass of Merlot and an Amaretto sour, she was sitting on my lap and I had two fingers up inside her pussy. The band was loud enough to mask her moans of pleasure, but any semi-observant person could have figured out what we were doing, if they’d cared to look.

In this case, by way of further explanation, T lifted up the bottom edge of her t-shirt and flashed me her pussy. The previous night, with the bedroom darkened to near-blackness, I’d only been able to imagine how things looked down there. However, under the bright lights of the living room, I was treated to a lovely view of her natural bush (neatly shaped into a red inverted triangle), a pair of engorged outer labia, and just a hint of moisture at the entrance to her vagina. I took this as some sort of invitation, but as I slid in next to her and started to run my hand up the inside of her thigh, she twisted away from me and tugged the t-shirt down again. “Let’s watch a movie, OK?” was her solution to forestall any action on my part.

Because she lives out in the boonies in a trailer park that’s not served by cable TV, she relies on some crappy five-dollar-per-month antenna subscription, plus about a thousand DVDs. OK, so maybe I’m exaggerating, but she has this gigantic zippered case filled with sleeve after sleeve of movie disks. They were arranged alphabetically by title (a nod to her OCD), but I didn’t have a clue where to start. “Any porn in there?” I asked innocently. She gave me that look – you know the one – that was a combination of scorn, disappointment and shock that I’d even assume such a thing. “My last boyfriend took them all when I kicked his ass out,” she said with a laugh. I asked her to make a recommendation, and rather than getting up to find the DVD herself – I was jonesing for a look at that lovely ass – she rattled off a title and instructed me to dig it out. I don’t remember what it was called, but it was some PG-13 fantasy film with a bunch of young actors I didn’t recognize, reciting lines that were less believable than a legal deposition by a perpetual liar, and special effects whose main claim to fame was NOISE!

Meanwhile, T was working her way through a second glass of that vile Smirnoff stuff, having also taken one of the THC gummies I’d brought with me from Colorado. Although cannabis was now legit in Minnesota, they didn’t have edibles on the list of legal substances, so she was happy when I showed up with a tin of pomegranate-flavored “happy candy.” She complained the gummies worked more slowly than the wax dabs she’d had the previous evening, but I was in no hurry. Besides, the vodka was apparently having some effect, since she kept moving closer to me as the movie slogged its way to its inevitable happy ending. I was looking for one of those myself, naturally!

“Are we gonna have another late night?” T asked, leaning hard against my side and pulling my arm up around her shoulders. “The sooner we start, the sooner we’ll finish,” I replied with a sly grin. She sat up and gave me a seriously passionate kiss. “The sooner YOU finish, you mean,” she said. Then she added, “Fuck, I’m horny!” followed by a giggle and then, “Wait – did I say that out loud?” “Say what out loud?” I shot back in an innocent tone. “Never mind, Zac. Let’s go to bed.”

I’d taken the precaution of popping a 5mg Cialis as soon as we got home from the liquor store, so I was seriously erect as I walked back to the bedroom. I’m not usually in need of pharmaceutical assistance, especially around T, but I had a feeling this was going to be a marathon event, so I wanted to be fully prepared. T had stopped off in the bathroom, so I stripped off my pajama bottoms and slid underneath the covers. She popped in a minute later, climbing over me to reach her side of the bed. As she joined me under the comforter and pulled me toward her, she felt my hard cock bump up against her thigh. “Well, I see you don’t need a hot story to get you in the mood,” she whispered into my ear. I reminded her she’d promised me one anyway, so she rolled onto her side with her back against me, and we spooned a while as she worked her way through a very interesting tale.

T’s EROTIC STORY: After some soul-searching and advice from a couple of girlfriends, she’d dumped 20-y/o “James the Boy Toy” on New Year’s Eve, primarily because he was boring, not very bright, and lacked ambition. Also, “I could put up with his premature ejaculations, because he has a big dick and got hard again fast. But he did a shitty job eating pussy, so that was the last straw.” T decided it was too much work to find some other guy, especially since the pickings in the area were slim, plus she was starting to freak out about her med-related weight gain. “My Rabbit became my best friend, although I tried not to use it too much, since I was worried about desensitizing my clit.” In mid-February, one of her former convenience-store coworkers had been invited over for dinner. During the evening, more than a foot of snow got dumped, and it kept coming down, which resulted in them being stuck in her double-wide trailer for three days. Thankfully they had plenty of food, about a thousand DVDs to watch, and a fair amount of weed. Donna was an athletic 5-10 Scandinavian blonde in her late 30s, slender with barely B-cup tits, and a firm butt. T said they’d never done anything remotely sexual during the six months they’d worked together, but the combination of isolation, cannabis, and having to share a bed got the best of them. “She saw my Rabbit on my bedside table and asked me how it worked. Instead of using it on myself, I pressed it against her panty-covered crotch and switched it on. Before you knew it, we’d stripped off all our clothes, the vibrator got tossed aside, and we were grinding against each other’s pussies like crazy. She had her first girl/girl orgasm, and things just escalated from there.” T admitted she talked Donna into going down on her, although, “She didn’t need much convincing, after I’d initiated things by munching on her cunt for nearly an hour.”

T probably would have continued her tale but, halfway through her narrative, I’d slipped my erect cock in between her thighs and she’d arched her back just enough so I could enter her well-lubricated pussy. It was easy to do, since both of us were naked below the waist. I held steady to keep from distracting her, but she suddenly stopped talking and started to thrust against me. I let her do most of the moving and waited to see how far she wanted to take things. “I’m too drunk to get on top,” she admitted, even though I hadn’t made any such suggestion. “Doggie me, OK?” It was more an order than a request, but I was happy to oblige.

At my age, my knees aren’t what they used to be – arthritis, you know – so I find it much more comfortable to modify that position. I withdrew from T’s pussy, climbed off the bed after tossing the covers aside, and grabbed her ankles to pull her toward the bottom edge of the mattress. She squealed a bit from the rough way I manipulated her, but after I spanked her ass and told her to get up onto her knees, she understood immediately what I was after. I clamped my hands onto her hips and hauled her as close to the edge as I could without having her fall to the floor, and then I thrust forward. Her wide-open pussy accepted my erection with ease, and I leaned forward with my knees pressing firmly against the top edge of the mattress for improved leverage. While standing up, I’m much more capable of fucking for a while, since rocking back and forth on my feet is far easier than doing it on my knees, where I find it necessary to use my arms to support my weight. T likes a long, hard fuck, where she can reach down and rub her clit with no worries about sudden withdrawal. The orgasms she experiences from finger-fucking and pussy eating are frequent and continuous, but the ones triggered via fucking can be incredibly intense and nearly exhausting for her.

Such was the case here, where I pounded her nonstop for a good 20 minutes. She was making a lot of noise, none of which came out as actual words but was more guttural. Suddenly she reached back to dig her fingers into my thighs, which indicated she wanted me to stop pumping, shimmied her ass against my crotch, and let out such a massive groan that I was glad the closest neighbor was two lot spaces away. It ended up being the most intense orgasm she experienced the entire time we were together, although I didn’t know that at the time. I wasn’t even sure how long she’d held her breath, but she finally exhaled loudly and flopped forward. I backed away from the bed, breathing hard myself, and admired T’s lovely thighs and dripping-wet pussy. Unlike the previous evening, she’d left the bedside lamp lit, clearly less self-conscious about her appearance. Either that, or she’d been too well-lubricated with alcohol to notice the room wasn’t dark. Either way, I was definitely enjoying the view.

T asked me for a glass of water. When I returned, I found she’d stripped off her t-shirt and sports bra. “Is it fucking hot in here, or what?” she asked rhetorically, using her right hand to reach for the glass I’d brought while simultaneously patting the empty spot on the bed next to her with her left hand. I slid in alongside after quickly stripping off my pajama top, pairing my naked body with hers. She set down the now-empty glass and reached across to run her slender hand across my chest and tweak my nipples. My cock had sagged a little during my trip to the kitchen, but her touch revived things down below. “You didn’t come yet, did you?” T asked while already knowing the answer. I explained I’d been too busy concentrating on staying hard enough to make sure she got off, which she had – massively. “OK, it’s your turn,” she declared. Roll over onto your back. I want you to pump that man-jizz down my throat!” Rather than setting up alongside me, with her body resting against my chest as she had the previous night, T climbed over my outstretched right leg and knelt between my widespread thighs. She wrapped the first two fingers of her left hand firmly around the base of my cock, slid her right hand down against her crotch, and lowered her mouth until it engulfed the length of my penis that extended above her hand.

I’m not a large guy – 5-1/2” from base to circumcised tip – so she didn’t have much difficulty taking the entire exposed length of my cock between her lips. I hadn’t wiped my cock off after we’d fucked, so I knew she could taste her pussy juices on it. One of the things she told me years ago was allegedly the easiest way to determine if a woman was bisexual. “If she likes the taste of her own pussy on your cock or your fingers, she probably enjoys the taste of someone else’s pussy, too.” I’ve never experienced evidence to the contrary, so it must be true.

T can be quite enthusiastic when it involves cock-sucking. I was fairly sensitive, given how much I’d used my dick over the past 24 hours – a lot more than in the previous month, quite frankly. Several times I asked her to slow down and lessen the pressure she was using at the base of my cock. Finally, she slid her hand down around my balls and massaged them gently while deep-throating me and even gagging a bit. I started to pump my hips, so she stopped bobbing her head up and down and instead let me fuck her mouth at my own pace. While all this was transpiring, she was rubbing her clit with her free hand and groaning loudly – not nearly as much as before, but enough to signal she was close to a self-induced orgasm. A few grunts on her part, coupled with my faster pace of bucking my hips up and down, and I cut loose with three healthy pumps of cum down her throat. Even though all the signs had been there, my ejaculations may have caught her by surprise. Nonetheless, she remained in place until I was finished unloading, swallowing every drop like a champ. I was too wound up to notice if she’d induced her own orgasm while I was spurting, but at that point I didn’t really care.

“Damn, Zac – how does a guy your age come so much two nights in a row?” I had no answer for her, so I simply said, “Beats me,” shrugged my shoulders, and rolled onto my side. T laughed, which meant her words weren’t intended as an accusation, only an observation. She climbed off the bed, declaring she needed some more water to clear her throat, and walked out of the bedroom stark naked. When she returned a couple of minutes later, she slipped her t-shirt back on but left the bra on the floor. A quick kiss goodnight sealed the deal, and we ended the evening lying bare butt to bare butt as I quickly fell asleep.

Part III to follow.

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19 May 2024 4:22AM
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Me and my wife started swinging few years back. It didnt happen over night, but we somehow got to this point.

Little back story - we are together since high school, married young, and now we are in our early 40s. She was petite, and I am very tall, but over the years she gained weight, and lost a lots of her charm, but I love her, and still find her very beautiful, even though she objectively isnt.

We learned sex together, trying out all sorts of things, which made us trust each other in the explorations of finding new sexual adventures, so the idea of swinging came up, gradually. She found out, through gossip, that one of her co workers (male), did swing with his wife, and that got us to talk about it, laughing at first, but then, through time, came close to that idea.

So we found this small "club", and went to one of the parties, wanting to just observe for starters. And we did, and it was scary, a bit over the top for the both of us, and we spent the night at the bar, where we met this other couple, in the same predicament. Talked all night, got a little drunk, and agreed to meet up, separately, just for the company, since the swinging thing seemed not to be for us.

We didnt call them, I guess they hesitated too, but after some time, she called my wife, and we decided to meet up. Had dinner, at a restaurant, the subject came up, and we kind a all agreed that this thing might be interesting, if neither of us pushes it too far.

It was a journey. We started with being comfortable naked around each other. After some time, we were having sex, each with our own wife, while we were in the same bed. After that, it was just a question when will it happen.

The suspense, the excitement!!!! I was pretty reserved that this thing might work, but the fact that his wife is hotter than mine, this slim, fit body, made me want her so bad. And the sex we had (me and my wife), after those nights with them, was amazing.

I guess we were all a bit scared of each others reactions, and feelings, even our own, that this took a lots of time.

First inter couple contact was in a form of a mutual masturbation. Dear god, it felt surreal. After that,came oral. We would lick each others wifes, and then go back and fuck our own. Then we evolved with getting a bj to completion from each others wifes. And finally, the sex, a true wife swapping, on their king size bed, next to each other.

We started from seeing each other once a month, to twice a month, to every weekend. We became friends, and developed a kind of trust, I honestly thought isnt possible, and I even think that all this made our marriage better - I dont feel bad, neither does she, and our sex life is insane.

Last weekend, we even did anal. It was.... perfect.

The only thing is, that I am now afraid, that sooner or later, this has to end, and that we will never find someone so compatible with us. What will happen after that?

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Two years into our marriage my wife slipped on the ice going to the car and cracked her skull. There was a difficult partial recovery but she appears to the casual observer to be completely normal. However, she now has little sexual impulse control. She was a virgin when we started dating in high school. Now if I go out of town for work, which I absolutely have to, she goes out to bars, grocery stores, wherever and finds guys. After one trip out of town I found a corner of a condom wrapper between the mattress and headboard. I was sickened that she did it in our bed. I have details about specific things I know that my beautiful and petite wife has done and I can't get the visions out of my head. She had only been with me before the injury and in a short time since I estimate she's had sex with 50 guys including threesomes and anal sex, which she refused me before. I don't know what will happen. If she is not babysat 24 hours a day she will be having sex with strangers. 

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