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10
Anonymous
@confessions
07 May 2021 1:15AM
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Confession time. and this one hurts me.

me and my wife are in our 30s and her former college sugar daddy contacted her for the first time in about 4 years and my wife isn't shooting the idea down right away. 4 years ago my wife was pregnant when he contacted us so it was a clear no. this time she's not so fast to say no. we both lost our jobs at the beginning of covid and we had to eat some of our savings and added some debt. we're better now we both work again. My wife thinks she can get that money back from him. this is all fucking me up. i don't want this happening to my family.

We been together 7 years and she told me about him when we got engaged. The last meetup she says was 8 years ago a little before I met my wife. I don't know much about their arrangement. Wish I did but I don't. I learned a bit over the years mainly from arguments or an unexpected tipsy comment. I know he is about 20 years older than her. White "dad bod". She described him has "kind" "kinky old man" and "generous" on a few occasions. He apparently likes to prepare different outfits for her to try on and touch her in them. She mentioned having to put on an official city bus driver uniform and a bikini with a hijab for him in the same night. He paid about 2/3 of her college tuition. They went on a hawaii vacation once for a week all expenses paid by him. My mother in law still thinks her hawaii vacation was with a few girlfriends. and I suspect he bought her the car she used to drive when I first met her since her parents mentioned once they didn't pay for it. I'm pretty sure that was him.

I have so many questions that have gone unanswered. what did she do for him? payment amounts? how many times? other sugar daddies from college?

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Anonymous
@random
28 Jan 2018 2:27PM
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what i needed to get my girlfriend's sister in threesome was a good vacation in beach house

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Anonymous
@random
23 Feb 2009 10:10PM
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Philosophy of Sex

"I believe that sex is one of the most beautiful, natural, wholesome things that money can buy."
�Tom Clancy

"You know "that look" women get when they want sex? Me neither."
�Steve Martin

"Having sex is like playing bridge. If you don�t have a good partner, you�d better have a good hand."
�Woody Allen

"Bisexuality immediately doubles your chances for a date on Saturday night."
�Rodney Dangerfield

"There are a number of mechanical devices which increase sexual arousal, particularly in women. Chief among these is the Mercedes-Benz 380SL."
�Lynn Lavner

"Leaving sex to the feminists is like letting your dog vacation at the taxidermist."
�Matt Barry

"Sex at age 90 is like trying to shoot pool with a rope."
�Camille Paglia

"Sex is one of the nine reasons for reincarnation. The other eight are unimportant."
�George Burns

"Women might be able to fake orgasms. But men can fake whole relationships."
�Sharon Stone

"My girlfriend always laughs during sex�-no matter what she�s reading."
�Steve Jobs (Founder, Apple Computers)

"My mother never saw the irony in calling me a son-of-a-bitch."
�Jack Nicholson

"Clinton lied. A man might forget where he parks or where he lives, but he never forgets oral sex, no matter how bad it is."
�Barbara Bush (Former US First Lady � and you didn�t think Barbara had a sense of humor)

"Ah, yes, divorce, from the Latin word meaning to rip out a man�s genitals through his wallet."
�Robin Williams

"Women complain about premenstrual syndrome, but I think of it as the only time of the month that I can be myself."
�Roseanne

"Women need a reason to have sex. Men just need a place."
�Billy Crystal

"According to a new survey, women say they feel more comfortable undressing in front of men than they do undressing in front of other women. They say that women are too judgmental, where, of course, men are just grateful."
�Robert De Niro

"There�s a new medical crisis. Doctors are reporting that many men are having allergic reactions to latex condoms. They say they cause severe swelling. So what�s the problem?"
�Dustin Hoffman

"There�s very little advice in men�s magazines, because men think, I know what I�m doing. Just show me somebody naked."
�Jerry Seinfeld

"Instead of getting married again, I�m going to find a woman I don�t like and just give her a house."
�Rod Stewart

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mustang6878
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@confessions
25 Jun 2025 6:47AM
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Met this gal at one of the local casinos yesterday. She was part of a group of girlfriends who were all recently divorced and were vacationing together. She is 52, and was very flirty. 2 hours after meeting her, we went up to her room and I left her with this mess. I didn't even get her jean skirt off! Heading back there this afternoon, I have my eye on one of her girlfriends...stay tuned and wish me luck!

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Anonymous
@random
18 Oct 2015 11:01PM
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So a couple months ago, I, a 35 y/o male, fucked a blonde, 20 something college girl. Lemme tell you, there's nothing quite like it.

I was on vacation for a few weeks, I work as a general contractor and make good money, been with this company for a bit over a decade. I've never been one to take vacation days just because the days I have off are good enough and I enjoy my job, but I decided why not go to a resort? So I went to a resort in Hawaii and managed to do some stuff I've never been able to, mainly spearfishing and surfing. Been single for about 6 years, so I've got no strings attached.

I met this girl at the bar, she was with some friends of hers drinking next to me. She had dirty blonde hair, nice figure, great tits, and an extremely cute face. She must've been about 5 foot 1. I wish I could remember her name but I was a bit drunk and it all happened so fast, I think her name was Alexandra or Andrea, I know it started with an A.

Anyways, she had come down with her friends to enjoy the last few weeks of summer before college starts again. From the way she spoke I could tell she was from New England, maybe Connecticut. I asked her where she was going and she said Yale Medical School, she wanted to be a doctor. Damn, hot and smart.

Eventually we started flirting a bit, drank more, and danced a bit. Long story short, she eventually came up to my room. Now is the good stuff.

When we entered she immediately demanded I give her a bubble bath. It was weird, but whatevs, so we went to the tub, undressed, she put her hair in a bun since she didn't want it wet, and I gave her a bath, soaped her up and scrubbed her good, and even joined her in the tub. She pleasured me a bit, giving me some strokes with her hands, and even gave me a bit of a footjob, which is heaven for a guy who loves feet like me.

After we finished and got dried off, she jumped on the bed, took her hair out of the bun, and laid down all sexy and shit. I could tell she was experienced with this. Good, so am I.

So, I laid down next to her, kissing her and running my tongue on her face and neck. She loved it. Soon, she was laying her head on my chest, licking it, and clutching my cock like a handle while I stuck my fingers in her clit with one hand and fondled her tits with the other. Good foreplay like that is hard to come by, and she played well.

Eventually we got tired of that and I ordered her to start giving me a BJ. She started giggling and said that she's never been ordered around before and that she kind of likes it. She did as she was told and sucked on my dick like a lolipop, but she didn't forget about my balls either, she rubbed and licked them good as well. She then laid on her back and ordered me to do the same to her, so I gave her clit a nice licking. Her pussy juices were like nectar, very pleasing to the tongue I must say.

Once that was finished, I sat up and began reaching for a condom, but she grabbed by hand and told me she wanted to feel me raw (without one). I told her that if I went into her raw I wouldn't want to come out and she said so be it, that she knows her menstruation clock well and ovulated already, plus she has morning after pills with her. So I pushed my cock into her.

Her face contained so many emotions. Shock, pleasure, pain, etc. It was unreal. I began fucking her slowly at first, then started faster and faster until I was certain that I was causing her just as much pain as I was pleasure, but she loved it. She began clutching me for dear life and moaning like crazy. It was funny hearing her, it went "ooohhh....ohh-OOOOH!!! AAIGH!!!....oh god....AAAAAAOOOHHH!!!". I myself was roaring like an animal. I grabbed her by the hair and ordered her to look in my eyes, which she did. I asked her who her daddy was and she yelled "YOU'RE MY DADDY!!!" She then started kissing me and held on to my lips, so her moans were all muffled. Nice sound that is. I love submissive girls.

Then we reached our climaxes and I came inside her. I didn't want to, but I told her very clearly that I would if she didn't want me wearing a condom. She just started laughing and told me she liked having a part of me inside her. Besides, she said, the risks of her getting pregnant are very low given the time of the month, and she has birth control anyways. I just laughed, shook my head, and grabbed her foot and playfully bit it.

She then demanded more. More of what, I asked. I thrashed her pussy like mad, what more? She told me to think. I knew what she wanted. So I grabbed her by the neck, told her she was a bad girl, then grabbed her body and flipped her on her belly, positioning my dick near her ass. She hunched over doggy style and said "be gentle". Knowing the risks of anal, I said of course, and pushed into her.

Her ass held my dick like a damn vice for a few minutes before relaxing down, after which I began thrusting. I made sure to go slow and not rush, and she seemed compliant with that. It was a good feeling, but after going slow for so long it started getting a bit boring. Her moans were different, like they were experiencing something new and unfamiliar and were getting a sense of whether she liked it or not. Eventually, she said "faster". So I went faster. "no, faster", she said. I told her I didn't want to put her in the hospital. She said that if pleasuring myself meant putting her in the hospital, so be it. She said that right now, I was her master and she was my slave. Damn son.

So I fucked her more roughly and faster. As fast as I did her pussy, fast enough to where I was making her moan loudly and I was getting fun out of it. She was moaning like a little puppy. Anal's a funny way of fucking, it feels a bit weird but can be good in it's own way if you practice enough. I eventually came in her ass, then grabbed her by the hair and kissed her neck. She held up well, said she never tried anal before and liked the feeling. I told her that's what a prostate exam feels like and she laughed.

We were tired out of our minds and laid down together under the covers. She held me tightly like a teddy bear and played footsie with me while I had my arm around her. There's nothing like that feeling of snuggling with a hot girl nude like that. She asked if she could spend the night. I said of course, and we fell asleep like that.

When I awoke she was gone, but she left a note saying thanks for the good time. I also saw she left a lipstick kiss right on my stomach. I hope she does well that girl. I wish I had kept in touch with her, she would make a great girlfriend, maybe even a wife someday. Oh well, what's done is done, no sense crying about it.

So, waddya think? This is it btw, I'm not gonna hold the story for ransom just for some up votes from you guys.

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Anonymous
@chicks
27 Sep 2024 10:38PM
• 299 views • 3 attachments
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My girlfriend is out in Hawaii for vacation. What do you think she is realy getting into ? She's a pretty open kind of girl 

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Anonymous
@confessions
06 Aug 2021 1:58AM
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The first time my husband lent me out, we were on vacation together in Europe. We were at the hotel bar after dinner, and started chatting up a man who was on a business trip. He was friendly and good looking and gave us some advice on things to see and getting around the city. After a few drinks, he and my husband both went to the bathroom at the same time. When they came back, my husband told me that we were going to go to his room for a minute for another drink before bed.

Once we got there, he told me to take my clothes off. I was nervous but I did. I just figured that we were just going to have sex in front of the guy while he watched us. We had always been kinky but this was a new level. My husband instead sat in a chair and it was the other guy that started fondling and kissing me. My husband told me to suck on the guy's cock for him, so I got down on my knees. He was pretty thick and he swelled up inside of my mouth. After a few minutes, he had me get up and lie on my back on the bed. He got on top of me and we kissed as he gently fucked me. Then he rolled me over onto my stomach and took me from behind. I looked right in my husband's eyes as he came in me. I got dressed and we went back to our room. Without saying anything, my husband put me back down on my knees and jacked off into my mouth before we went to bed.

We didn't talk about it for a few days. At dinner later that week, my husband told me that he could tell I liked the other guy when we were at the bar, and that it turned him on. So he followed him into the bathroom and asked him if he wanted to fuck me. When he said that he did, my husband said that he could if he paid him 200 euro or whatever it was. It wasn’t a lot, but he said the idea that other men would pay to fuck me was really hot for him. He then asked me if I had enjoyed being a prostitute. I told him that I did, and how hot I thought the other guy was, and that I had spent the last few days fantasizing about having his cock in me again.

And that’s how I became my husband’s whore. We have fun with it now. We never do it in our small town. It’s usually when on vacation or during a weekend trip somewhere. I usually initiate it by striking up a conversation with a man that I am attracted to. Sometimes it is two or three of them. If I get the right vibe, I give my husband the look, and he knows what to do. We don’t even charge a lot, it’s really just for the rush of it. Some of them get freaked out or say that they are faithful to their wives or girlfriends. But they usually say yes, and then I get to be a filthy prostitute for the night for handsome men that I’ve never met before.

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16
Anonymous
@random
21 Feb 2017 10:39AM
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Me and my girlfriend have been dating for two years, and for one of those two years I have shared her with other men or she has gone out on her own and fucked them. We have a balance between complete submission and independence.

Sometimes we'll troll really seedy bars, looking for someone I know she doesn't find attractive at all but I order her to fuck anyways. Last month I made her get dressed up in a tiny dress with no panties, the hem of it just barely an inch below her pussy, and approach an overweight man sitting at a bar stool in the shittiest dive bar we've ever been to. I had walked past the guy alone earlier just to scope him out and could smell him from a few feet away. She protested at first but I reminded her it was 'my turn', so she relented. It was so fucking hot watching her saunter over to him- she's petite and asian with nice legs and a tight little ass and I could get peeks of her ass cheeks as she walked to him.

At first she was confident as always but as she got close she started hesitating because this is by far the grossest guy I've ever ordered her to fuck. I told her exactly what to do and she obeyed like a good little slut. First she smiled at him and I could barely hear but said "Hi my name is XXX and I want to suck your cock tonight. You can have my ass, my pussy, my mouth or all three. My boyfriend is over there and he gives you permission to make me your whore for the night."

It's pretty much a script at this point, and I fucking love the humiliation of it. I love watching her give herself up like an object to be used however the guy wants, its so fucking hot. This time though she was hesitating but she got through it and the guy was confused and probably thinking it was a prank so she did what I told her to do if anyone hesitates and she grabbed his hand and immediately put it on her cunt.

It didn't take long for the three of us to get out of the bar and he took her to his beat up shitty car. When he opened the door the fucking smell was atrocious but the three of us got in with me in the backseat and we drove a few blocks to an empty alley. The guy was still a little shy and nervous but he was playing with her pussy a bit and I told him he didnt need to be nervous and that she was a gift. I told him to tell her exactly what to do and she would do anything at all that he wanted. He told her to suck his cock while he drove. I was holding my breath best I could because of the fucking smell and I saw her pretty little fucking face wincing and breathing really shallow as she pulled his cock out of his pants and then reluctantly lowered her head to put him in her mouth.

I could tell he hadn't washed in a while because of the look on her face and the immediate gagging but this guy surprised me and grabbed her by the hair and shoved her head down before she could back off his dick. He started getting super aggressive and my girlfriend started crying from the gagging and choking. It was so fucking hot that I got rock hard immediately and started playing with myself over the jeans.

We parked a minute later and I immediately got out of the car to get the fuck away from the smell. I'll never forget the look on her face as I shut the door and walked back leaving her stuck inside and at his mercy.

My girlfriend is petite and asian, probably about 100 pounds soaking wet. We fuck a lot but her pussy is supernaturally tight still and sometimes we have to use lube even just for her pussy or she says it hurts too much. I've fucked her in the ass a few times but she's even tighter there and she always cries, so I 'owe her' after anal.

The guy that night was easily three times her size and weight. The car was that style from national lampoon's family vacation but the rearmost seat was missing so he dragged her to the back area where there was room to fuck. At this point he was being super agggressive and i could hear him wheezing from excitement. I don't blame him I don't know if he's ever fucked before but he definitely never fucked a hot little asian slut like mine I know that for a fact. I never saw his cock clearly because it was so dark but he put her on her hands and knees and didnt bother taking the dress off, just lifted it up and I got the impression his cock was pretty big when she started screaming as he smashed her into the rear window. I've heard her scream like that during anal so i thought maybe he was fucking her ass raw with no lube but when i moved to the side i saw it was just her pussy.

I was rock fucking hard watching my girlfriend get fucked by this slob on her hands and knees in the middle of fast food wrapers and all kinds of random trash. She never really stopped the screaming or got used to his cock and when I asked her how big it was she just said "really, really big, maybe biggest ever." Lucky son of a bitch lol too bad doesn't get much use.

He didn't last long though and he came inside her even though she kept telling him to cum in her mouth. She's on birth control but doesn't like takign chances. Still it was so fucking hot seeing her take this troll's cum deep inside that I almost came myself. When he was done with her I told her to get out and suck my cock, but had a hard time cumming because of how fucking awful she reeked from the car. When I came I asked the guy if he wanted another go and he ended up fucking her again, with me cumming in her mouth after.

When we finally got home I told her to get in the fucking shower right away because she smelled horrible. I coudln't help it though i was so fucking turned on that I went in the shower and fucked her in the ass. Ijust couldn't fuck her pussy yet because it still felt dirty.

So that was 'my turn' when I got to humiliate her. I've never had her fuck someone so vile but I'm super turned on by the thought of finding someone even grosser than this guy. Maybe a homeless guy? Have any of you ever had your girl fuck a homeless person or someone just fucking disgusting like that? Please share.

Enjoy the pics, she's away for a few weeks on work thing but she sends me pics at least every other day. If you guys like I'll share more pics later and tell you how she got her revenge on me.

What would you guys do to my slut if you saw her at a bar? She'll be reading this post so comment and she'll see it and maybe even reward you with pics for it.

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Anonymous
@confessions
14 Jun 2013 7:32PM
• 21 views • 0 attachments
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Hello Motherless...first post here. No pics, but I'll leave it to you to choose to believe it or not. Doesn't change anything that I did. SO I was an awkward shy guy in HS. 3 girlfriend by the age of 31, which I am now. Lost my virginity at age 25 to a girl I have been dating since. She's chubby and a bore in the sac, but beggars can't be choosers right? Then I found Omegle. I got to spy on younger, fit girls. Chat them up. And they liked talking to me. They liked seeing me. They liked showing off. It opened up a whole new world for me and gave me confidence. Which has led to this week. I never expected to meet any of the girls I met on Omegle, but this week I took time off work for family vacation. While bored a met a girl on omegle that only lived a couple hours away. She was 18 and black, but still damn sexy. So two days of chatting later, I took a gamble and made the drive. Ended up she was a virgin. Tried to fuck, but couldn't get it in. I figured I was already taking a big enough gamble as it was, and didn't force it as she was starting to cry. Now she wants to stay in touch and hook up when I come back to visit so I can "finish what I started". Girl number two I had met some time previous and been chatting with for a while. After the family vacation, I visited her and fucked her too. Long story short, in less than 48 hours, I have tripled the number of girls I have fucked, cheated on my gf, and become hopelessly addicted to omegle.

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Josh1292
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@confessions
18 Feb 2012 9:27PM
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Karen Smith lay back on her beach towel, clad only in a skimpy red bikini, and thought, "This is the life." She had landed in Ibiza two days earlier with her son, Kurt, for a three-week holiday, just the two of them. It had been an especially rainy season in London and they were both ecstatic to be getting some time in the sun. Karen typically wore one-piece bathing suits but her ivory skin was so starved for color that she decided to pack nothing but bikinis, a fact that hadn't escaped Kurt's attention.

At 42, Karen looked stunning, especially compared to Kurt's friends' moms, most of who you would never care to look at naked. But not Karen. She was often compared to Sophia Loren, and she knew that the compliment men were giving her was, "I bet you'd be dynamite in the sack." Her shoulder-length chestnut hair still shimmered in the sun and her long, shapely legs were the envy of all of Kurt's friends. Her 36D chest never needed padding to fill out the prim and proper suit jackets that she typically wore to work as a real estate broker, and more than one client had taken the opportunity to cop a feel whilst they were alone in a flat. Kurt's father had been nothing more than a sperm donor and for Kurt and Karen's entire life, their relationship was just that of mother and son. Recently, however, they had become more like friends.

"I'm heading into the water for a bit, Mom, don't burn," Kurt said, standing from his towel and removing his sunglasses.

"Okay love, don't wear yourself out," Karen said with a sly grin.

Kurt Smith was an athletic 22-year-old whose average height belied the above average dick that he carried with him. It gave him a confidence that most girls were attracted to, and he always enjoyed the look on their faces when they spied his member for the first time.

He hadn't had a girlfriend for a few weeks, and accordingly, was staring at even more girls than usual. On this particular day, however, the sunny cove where they were sunning themselves had only one other family further down the beach.

As Kurt bobbed in the salty Mediterranean water, he looked back at shore and saw only his Mom.

"Fuck me," he thought, "have her tits always been that big?"

The red spandex strained to contain her large orbs and the contrast between her pale skin made the bikini glow even brighter. She stood up to stretch just now, and turned around looking at the beach bar, giving Kurt a perfect view of the cleft of her ass. The bikini had ridden up while Karen was sitting down so that it looked almost like a thong.

"I'm getting turned on by my own Mom," Kurt thought. "How sick. I mean, I know she's got a great body and there's nobody else around but c'mon, we've lived together for so long, am I really getting hard over her?"

But he was. Under the cool water's surface, Kurt's cock was growing ever larger, and he could not take his eyes off of Karen's heavy tits, barely supported by the flimsy red material. He knew that as soon as he could get his hard-on to subside, he would have to make a beeline for their villa and jerk himself off, hard.

For her part, Karen was fantasizing herself about how long it had been since she had had a good fucking. Being a mom was no longer a big part of her life with Kurt being a man, but she still could not find much time to meet quality men. It wasn't even the companionship that she longed for, but more the lurid side of sexual intimacy with a man, any man, that she craved. Holding a cock in her hand as it filled with blood and grew, the firmness it got when she tugged on it...these were things she could have with any man, and they would fulfill her sexual desires, but it was still an effort.

"I'm heading back to the villa, Mom, you need me to bring anything back for you?" Kurt broke Karen from her daze as he toweled himself off.

"No, thanks, I'll probably come back in a little while too," she said. She noticed that Kurt looked especially good today, the bright Spanish sun shining off of his sculpted chest. "If only he weren't my son," Karen thought, "I would definitely let him fuck me. Too bad that's such a hangup, that adults can't service each other sexually if they both need it."

Her pussy tingled at the thought of having their big villa together for three weeks, fucking one another on all of the furniture, in the bathroom shower, on the terrace, doggy style in front of the sliding glass door.

"How nice would that be," Karen thought, "to be able to satisfy each other's cravings and then get on with the day. I'm sure we'd both enjoy the vacation a lot more. Society.."

Kurt was barely in the door before he stripped his swim trunks off and laid back on the bed in his downstairs bedroom. Karen had chosen the master bedroom upstairs so that they would have a bit of privacy, even though there were two bedrooms on the ground floor.

"It's too bad there weren't more girls at the beach today," Kurt thought as he gently squeezed his still damp cock. "That Swedish woman from last year was the hottest thing ever."

Kurt thought back to the previous year's trip when a mature Swedish woman had set up her sun umbrella next to his. He was at the beach alone that day and feeling talkative, so he struck up a conversation with the Swede. The mother of three was in her 50s and had some lines of age on her face but her smile was dazzling and her blonde hair almost platinum, which made her deep tan even more alluring. As the day went on, they both became overheated and went down to the water together.

After floating a few feet from one another and obviously flirting, Kurt tentatively reached out to touch her waist. The mother flinched at first but then smiled broadly and brought Kurt's hands up to her large breasts. They sagged slightly in her bikini but she was completely uninhibited and swung her body around without regard for how much her tits moved, and Kurt found it very erotic. Floating in the ocean, they groped each other's bodies for a long time before going back to the sand and making out on their blankets.

Kurt moaned as he stroked his rod and continued to think back on the mature blonde woman, unaware that a mature brunette was listening to him. Karen had decided to come back to the house early for a drink, and she heard Kurt's heavy breathing as soon as she entered the villa. Seeing his trunks on the floor through his doorway, she knew he could only be masturbating.

"Oh my God, even my own son can get some relief, I wish it were easier for me." Karen threw her sarong onto the couch and slipped into a pair of high heeled espadrilles she had by the door. Their cork bottoms allowed her to get right to the edge of Kurt's bedroom before he would hear her. She didn't have any plans, but was just going by instinct.

Karen's calves were flexed from the high wedges, and she had beads of sweat sliding down the insides of her thighs. Her breathing was more ragged and she noticed with utter certainty that her pussy lips were tingling noticeably. Her son's masturbation was arousing Karen.

"If it were just as easy to use his cock as a dildo, and frig myself, then I could just...use him, and he could use me, we could both cum, and get back to life!" She was actually thinking that it sounded like a good plan, but she wasn't sure how Kurt would take it.

"If I'm matter-of-fact and a little insistent, what 22-year-old WOULDN'T like to be serviced on vacation?!" She pushed her breasts so that the nipples were closer to the inside border of her bikini top, and the dark areolas were showing. Karen stepped to the edge of the doorway.

Kurt was now pumping harder, his glans head wedged firmly on top of his fist. Eyes closed, he was moving his hips so that the bed shook slightly on the tile floor.

"Ahem."

Kurt heard Karen's noise, his eyes flew open, and he started to scoot to the top of the bed.

"Whooo, Mommm, I didn't think you'd be back so soon. Ahhhh."

"It's okay Kurt, I know what men your age do, it's not a big deal." Kurt's mom put her hand on the door jamb to seem casual and crossed her legs at the ankles. "Believe it or not, women have those needs to, they just don't talk about it. But even me, your Mom."

Kurt thought about his Mom having sexual needs and it couldn't help but put an image in his head of her being fucked over the back of a couch, hands gripping the pillows while someone, maybe him, entered her from behind again and again.

"I guess so," Kurt said. He had one hand over his crotch but his stiff member was still so engorged that his hand couldn't cover the entire thing. Kurt looked his mom over now for the first time and his eyes glazed over with lust. He thought, "I know she's my Mom but I was just in the middle of jerking off and my mind is still on sex and, fuck, would I love to mount her right here."

As if she was reading his mind, Karen stepped gingerly towards her son, her hips still cocked to the side from the angle of her tall shoes.

"Okay Kurt, I'm going to be really blunt here. We're alone for three weeks and it's going to be really difficult for us to concentrate on having fun and living if we're both sexually frustrated, do you agree?"

Kurt gulped but nodded his head in agreement. "Where can she be going with this?" he thought.

"So," Karen said walking to where Kurt's knees hung over the edge of the bed, "why don't we come to an understanding." She squatted so that her face was level with Kurt's hips, her big tits suspended in mid-air for her son to gawk at. The mirror at the foot of the bed allowed Kurt to see his Mom's ass too, as she bounced slightly on her haunches.

"Why don't we just say that, while we're here in Ibiza, we can do whatever we want to each other. Sexually." Karen licked her lips, the sexy mature woman now certain that this was exactly what she wanted.

"'Sexually'?" Kurt stammered. "So, what do you mean, DO whatever we want?"

"We tell each other when we need relief, and we use each other's bodies to get that relief. No judgments, no guilt, no awkwardness or hiding around." Karen's hands were roaming her body now, feeling her breasts and pushing them together as if in anticipation of what her son was going to do to her.

"Well...I mean, I would love to, but are you sure?" Kurt asked, smiling. "I get horny pretty often and usually jerk off three or four times a day."

"That's fine, Kurt, if you need me to service you five times a day, that will work too." Karen closed her eyes while she spoke and reached around behind her to undo her bikini top. "I might need you to...FUCK...me, every night if you can handle it." Karen drew out the word 'fuck' to gauge the impact on her son and it rightly threw him for a loop.

Kurt moved his hand from covering his cock and began stroking it again. "I think I could use some help now if you wouldn't mind, Mom."

Karen grinned and crawled onto the bed on all fours, her wedges still on her feet. "That's fine, son, don't worry. Mommy will take good care of you."

And with that she used her left hand to push Kurt's chest so he was flat on his back, and with her right she grasped his cock, her own son's cock, and began pumping it.

"Is this alright?" Karen asked innocently. "Is it okay if I suck on your cock? Suck on it until I make you cum in my mouth? Would you like that?"

Kurt was shaking now, his cock so ready to be serviced. He had needed to cum since he saw his Mom's big, full tits on the beach and had been jerking off for a few minutes before he came home. He needed his Mom to suck his cock and he needed her to deep throat it.

"Deep throat my cock, Mom." Kurt said uncertainly. "Please."

Karen laughed an evil laugh. "Don't say 'please', son. When we're servicing each other and helping each other to cum, treat me like a slut. That way it will be more of a separation between our normal time and our fucking time. We don't want you getting hard thinking about fucking your Mom's pussy in the middle of dinner."

And with that, Karen leaned down, her brown hair tussling over her son's stomach, and engulfed the length of his thick shaft in her hot, wet mouth. She hummed and moaned as she slobbered up and down on his slippery tool.

Kurt moaned loudly with ecstasy. "Fuuuuck, Mom, that's so gooood!" He shut his eyes and put his hands on top of his mother's head as she gulped up and down on his dick.

"Fuck his dick is so HOT!" Karen thought. "Not just big and smooth but actually physically WARM!" Her pussy was drooling already just thinking about having it inside of her. Her own son, Kurt, would soon have his dick buried inside of his mother. Karen swooned and blew her only child with renewed vigor. She was determined to suck him off quickly so that he would know how good she could be. She wanted to be a good dirty slut for her boy.

"You like that?" Karen asked in between slobbers. "You like your slutty Mom blowing you, Kurt? Sucking on your cock in your own bedroom? It's so naughty but I think we both know that we need to be helping each other cum on this trip, don't you?"

She went back to his dick with all of her attention, using one hand to stroke her son's dick up and down, the other to squeeze and cup his balls.

"Yeah Karen, suck it, suck my fat cock," Kurt said, getting into the spirit of his Mom's game. "Make me cum in your mouth, I need to cum." "Call me 'Mom'" Karen said, stopping just long enough to look her son directly in the eyes so that he knew exactly what it was they were doing. Getting a blowjob from his Mom.

"Mom, keep sucking my dick. Suck it now you slut." Kurt smiled even as he said this rudest of instruction.

Karen laughed and went back to work, servicing her son's dong. Kurt then grabbed her ass and slapped one of her cheeks, hard.

"I've wanted to do that all day," he said. "Here, swing around so you can sit on my face. I want to taste your pussy, Mom."

Karen couldn't believe it, her swollen lips needed attention badly and she was thrilled that her son wanted to eat her pussy.

"Ohh baby, that would be amazing. I'm just going to move around," Karen worked her hips and swung her knee over her boy's head so that they were in a perfect 69 position, her snatch just above Kurt's mouth and her own mouth still locked onto his dick.

"That's it, c'mon, sit on my face, Mom. I want to lick your pussy."

Karen obliged and moved her knees to the side so that her wet pussy was smashed onto her son's face.

"Ohhhh," she cried out. "Yeah, that's it, eat Mommy's pussy. Shove your tongue all the way into Mommy's little cunt hole." Karen squirmed around on top of her son, sitting back on his face so he could get as much of his mouth around her sopping pussy as possible.

"Keep sucking me, keep sucking my cock, Mom!" Karen had her lips at the base of her son's cock, tonguing the length of it. She was happy to suck his dick all day but she needed it's hardness inside of her.

"Okay, now it's my turn." She crawled off of her son's face and walked into the living room. Still wearing her heels, she bent at the waist and leaned over the couch. "Just fuck me, Kurt. Fuck me hard, and fuck me as fast as you like."

She wagged her ass back and forth and Kurt thought he might faint before he got to her. Sliding up behind his mother, Kurt aligned his hips with hers and guided his dick between her drooling pussy lips.

Karen shuddered as she felt her son's big thick cock slide inside of her. She leaned backwards and slammed her ass against Kurt's pelvis. The shock made him shuffle his feet but he soon found his footing and began moving back and forth more easily.

"Oh fuck, Mom! Your pussy feels so fucking good!"

"Much better than jerking off?"

"Fuck yeah, so much better."

"Good. Any time you want to fuck me, you can fuck me. If you want a blowjob, ask me, and I'll suck your cock. I just want to milk the cum out of you whenever you need it, and in return, I want you to fuck my pussy when I need it. That's only fair, isn't it?"

Kurt was into it now, drops of perspiration dripping onto his mother's pale back. He reached underneath and squeezed her utters together, still barely believing that he was inside of his Mom, fucking her with abandon. It was unreal that earlier in the hour, they were sitting side-by-side and not touching one another.

"You like it, don't you son? Fucking your mother? Fucking her wet pussy without caring who sees it?"

Karen abruptly pulled Kurt's cock out of her pussy, turned around and slapped him across the face. He could hardly believe what was going on but Karen was still smiling that devilish grin. She walked over to the couch and kneeled, sticking her ass up in the air.

"Come fuck my cunt, son. Fuck your mother's wet cunt until she cums. Can you do that, son? Do you mind shoving your thick cock inside my sopping pussy until I cum? You can just use me, you know. Use me like a fuckdoll, if you wake up in the middle of the night and need to get off, come into my room, lift my nightdress, lather your cock up with some spit and fuck me."

Kurt scrambled around the sofa and climbed onto the couch, placing his feet on either side of his Mom's knees. He braced himself on her lower back and slid down, impaling her sodden quim onto his stiff prick.

"I'm going to fuck you at least twice a day, Mom, I just hope you're okay with that."

Karen moaned and leaned back, not believing that her pussy was filled completely by her son.

"Just keep fucking me. When we're tired we can go back to the beach but for now, I just want you to get off. Just fucking use me to cum like some kind of slut."

Kurt fucked and fucked until he felt like his balls were going to explode.

"I'm going to cum now, Mom. Gonna cum, where do you want it."

Karen was frigging herself madly, not wanting it to end but wanting to see her son get off even more.

"When you're about to cum, pull out and cum on my face. I want to suck the last drop of cum out of you."

Kurt grabbed his mother's hair as he pumped furiously into her dripping pussy and at last felt like he was going to cum.

"Ahhh, I'm gonna cum!"

"Cum baby, fuck your Mommy and cum on her face. I'm such a fucking slut for my son's cum, cum in my face!"

Kurt pulled out as Karen spun around, still drooling from being fucked so hard. She stuck her tongue out and licked whatever part of Kurt's dick wasn't being jerked and he began shooting rope after rope of cum over Karen's beautiful face. Karen was finger fucking her cunt and began squirting all over the floor at the same time.

The scene was surreal as mother, still in heels and bikini bottoms, pulled to the side, rubbing herself madly as her son towered over her and shot his hot cum all over her pretty face.

At last, Kurt slumped onto the couch. "Wow. That was fucking unreal."

"Just wait until dinner," Karen said throatily, sliding her finger over her face to wipe the cum off. "I think we're going to have an interesting few days." She laid on her back, her big tits flopping to the sides, and began contemplating the next place she wanted to fuck her son.

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@confessions
21 Nov 2017 10:11PM
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So this past summer, we did a family vacation to the beach. We rented a house for the week and wife's family joined us. Her younger brother and his girlfriend joined us for a few days. His girlfriend is 19/20 years old, tall blonde with long legs that you just want to kiss up, skinny with wonderful B cup tits and a tight ass. I couldn't look at her on the beach in her bikini in fear I would get rock hard right there.

They had to head back home for one of the days they were down, so they left there stuff at the house. I came back early from the beach the day they weren't there to get dinner going. I go into the bathroom to get cleaned up quick and there hanging on the shower door was her bikini. I've never been one to enjoy panties or piece of clothing, but I was curious. So I picked up the op and started looking at it. Suddenly, I'm getting turned on. The thought of her tits touching the top is getting me hard. Next to where the top was is her bikini bottom. I pick them up and now I'm rock hard. I go to sniff them and I see some crust in the crotch area. It's clearly dried pussy juice. I could take it anymore, I pulled my cock out and started rubbing where her pussy was all over my cock. I began to jerk off and it feels amazing. The thought of her horny pussy leaking onto the bottoms and now my cock touching it was intense to say the least. I can't hold back anymore and up exploding cum all over the place!

As the afternoon continues on and I wait for the family to come back, I kept thinking about her bikini bottoms. I kept getting hard just thinking about it. Before the night was out, I jerked off either with them or while sniffing them four more times that night. What I wouldn't give to actually have her pussy around my cock.

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06 Nov 2024 12:14PM
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Sitting in the parking lot of an ex girlfriend, just stroking my cock hoping to get a glimpse of her walking out for lunch or something.  She’s 40 with 3 kids and her body is still insane.  Want to fuck her so badly.  Pic for reference from her vacation this summer 

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