WTF?

Elena Koshka Overloaded

Elena Koshka Overloaded

Ass to Mouth with Consequences

Ass to Mouth with Consequences

Accidental Anal Devirginization

Accidental Anal Devirginization

Broken Dreams, Broken Buttholes

Broken Dreams, Broken Buttholes

Pornstars + Crazy = WIN

Pornstars + Crazy = WIN

Unwanted Threesome

Unwanted Threesome

Board Posts

-5
Anonymous
@confessions
28 May 2014 7:43PM
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I write to tell you about a mess of a weekend that starts off seeing Nine Inch Nails this weekend.

It started when my girlfriend was saying she could hardly stand or see.

I knew that after how much she had taken of various means the only solution was to make her vomit.

Forgetting how tight security is when just trying to go to the bathroom we snuck around like thieves in the night and found a lockable changing room.

She did well considering she was inebriated.
She knew to keep eye contact and make sure I was enjoying my display.

I forced several pints of water down her then she fell to the floor.
I grabbed her hair back. pushed my way deep into her pussy and held my fingers down her throat, feeling her pussy pulsate as she gagged down my arm.

I could tell this was waking her up when she suddenly flips around and sits in the corner of the shower and forces her hand down her throat.

"Nobdoy said stop" I said.

Hey hand was no longer emptying herself but soothing the new red mark on her face.

I grabbed her neck and forced my cock down her throat and fucked her while she puked up all she had left.

After vomiting, fucking, cumming, showering, having a snack of some caramel buttons and just missing the last of the terrible support act... The Stewards finally come to the door. I can hear their walky-talkies.

Somehow I tell you all. We were left alone... We walked out of there and there where no questions asked.

We found our way back to our spot quite close to the front.
People could smell us. They could see the wild sex craved high lunatics in us and they were hungry for it.

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Anonymous
@confessions
04 Sep 2015 4:55PM
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I confess that I got an 18 year old Guatemalan girl pregnant in response to her Craig's List ad.
So, me being the ever so horny guy that I am and of course not getting any at home was browsing
Craig's List ads. I came across one that I was sure was fake, an 18 year old BBW from Guatemala who
wanted to get creampied in the hopes of having a kid of her own. I responded. It took her a few days to get
Back to me, but when she did I sent her a pic and told her my After a few chats through email she said she wanted to meet me, and that I was on the top of her list. She stated that she preferred an older guy who was married, and I was both. We met. She wasn't really a BBW, she was short, stocky and a little thick.
She had a heavy accent but was decent looking enough. She wasn't as nervous as I was, meeting in a public place (a gas station near her parents house). She told me the times her parents were at work, and the days she worked at a retail shop and we both came up with some solid times to meet. She wanted it to happen in her bed and in her room, she didn't want it filmed (she brought that up, not me!).
Cutting to the chase, we met about 10 times, and she was a freak. The first time we were together we went to her room, she took her clothes off and asked "are you ready to fuck?" I disrobed in seconds. Her stocky body was accented by plump perky breasts with quarter sized aureolas and nipples that stuck out a half inch. Sexy as hell in my book. Her pussy was completely shaved, the raven hair on her head was just under shoulder length. She massaged my cock as I stood in front of her and put it in her mouth. She moaned as she sucked it and started playing with her pussy. I watched her playing with her clit as she sucked me off. I wanted to lick her and I did. I buried my face between her legs, and she pulled my hair and made me stop. "Lay on the bed" so I did. She mounted my face and started ride my face. She started sucking my cock as we sixty nined.
"I want that cock" I was shocked she was talking like this, "fuck my little pussy" and I did. Now, I've never had tight pussy in my life until her. She spread her legs and I put it in her. It was so tight, gripping me - I could feel every little movement I made inside of her. She swivels her hips and met my every thrust with gyrations that were out of this world. I didn't last long. Each time we met the sex was even better, we were both getting off and we genuinely liked each other. The last time we met, we fucked and we relaxed together.
"That was a thank you fuck, I'm pregnant" she was ecstatic. My heart dropped, here is the part where she blackmails me and I'm fucked for the rest of my life for thinking with my dick right? Wrong. She kissed my lips, and told me we were done and to never come back, that she would raise the child and didn't want me for anything else. I felt heart broken. Not only was I falling in love with this girl, but I would never be able to see my child. It still hurts.

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Anonymous
@confessions
19 May 2013 9:01PM
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Iconfess.... I know who I am. I am a lot of things, and for the sake of time and space I'll just touch on the key parts that that I believe are actuall virtues in a persons life that not everyone else has. Now don't confuse this for pride because its not. I am thankfull and blessed that I am the person that most people know.
I have a close crew, friends.... the people that I get about 15 calls from a day to ask me anything from advice, talk about music, yada yada and so on...
but I value that. Is it due to my good personality, my ability to converse, or just my ability to listen? Im not sure All I know is my friends like me, they dismiss the rumors despite the fact that ive told them half the time it isn't rumors. And that leaves me to wonder why it is that theyre so quick to forgive. Maybe they shouldn't but that's how my life is.
If any of you have been with me for the past few years you know my life is an open book. I really don't see the use in trying to lie about something that can at times be so obvious. Ive had this side of me, a demon if you will, that ive fought with since I can remember.. prolly since around nine. If you ask me straight up I wont blame anything or anyone, it is and will always be on me. But to make things clear nowdays nobody is making easier on me.... Sluts, and ill be straight up about it. Moms, Daughters, young girls are all walking around made up to look like any mans sex fantasy wearing their hair and make up, not to mention the 6 inch stripper heels.(And I don't care if you bought them at khols theyre stipper heels if they are 6 inches).
And all of this is thrown in my face everyday. I basically am walking around in a strip club everyday except for girls not hitting the pole. cause if you wanna be honest youre all dressing like strippers. I think you women... and girls, who you should be mothers to, need to know that not everyone is born to hold back such strong sexual urges when theyre inundated day in and day out with your care free promiscuity.
If you want to get mad at me for finding a release on a bullshit website that no-one but sickos go to anyway then live with it. Im not saying what anyone on this website is doing right, or that its ok: but what I am saying take what comes with the territory. If you dress to be sexualized not every guy you come in contact with will be able to handle it the same way. at least I can say I didn't run up, rape anyone, forcibly make sexual advances, or make anyone feel unconforatable when I was around.... most of the time I would just stay away.

Im going to say goodbye to you guys now.... honestly when the motto of the site said go ahead no ones listening I took that a little bit to litteral. But im going to leave here more conscious than before and no,t how should I say.... oh "clueless" like youll be tomorrow and the next day expexcting no consequences for "who you are" or "how you dress". everyone is held accountable for whatever they do. yall have a good day

oh lol.... I would sign of as my name but considering everything on this stupid website is pointless, including making an account I guess youll just have to assume who wrote this. (double you see)

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-5
Anonymous
@confessions
18 Jun 2014 12:28AM
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I'm white, male, bisexual, 25 y/o disease free
I confess I've been seeking out HIV positive men in the city I live in for the purpose of giving them head. I'm found 5 guys so far and I've sucked off each one once and swallowed their cum. I started about a month and a half ago, prior to that I've never done anything bisexual or gay in my life. I'm not even really attracted to guys, I have no desire to fuck them or have them give me head, I just love sucking their cocks and swallowing their cum. I've also been fucking my girl friend as often as possible, I never use protection and I always cum inside her pussy and her ass. She doesn't know anything about me sucking guys cocks. I don't know what it is about doing this that I love so much. I feel more alive than I ever have, like the rest of my life was some fogged out dream and I'm finally seeing the world clearly. When the first guy I sucked off shot his load in my mouth I peaked harder than I ever have before, my cock was a ridged nine inches and I blew the biggest load ever! I want to start letting them fuck me up my ass raw and blow inside me. The urge is getting really hard to resist since I think the high from this is starting to wear off. I get almost no thrill from fucking my girl friend except for when I'm kissing her while we fuck, and when I'm eating her pussy. One of the guys I blew was about 10 minutes before I saw her, I immediately fucked her with my tongue, wishing I still had a mouth full of my lovers cum while I was doing it.

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Anonymous
@confessions
15 Jun 2012 12:26PM
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this goes out to all the ladies.....i am twenty years old, i am in college, i have a nine inch cock, and i am a virgin. what would u do to me????

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Anonymous
@confessions
15 Jul 2012 1:43AM
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I was adopted at a very young age to a very normal, albeit large, family. I'm one of seven. Being adopted has never been a problem for me. It hasn't brought along identification problems and such. I do remember when my parents decided to take in another child. She's my foster sister. She was bounced around between several different families for the same reoccurring problem. She would pit the father and mother against each other so that they would argue and fight. She would appear cute, innocent, and loveable to the father, and yet she was mean, hurtful, and aggressive towards the mother. My parents figured that they would be able to calm this child down and give her the steady family life that every child deserves.

We lived in a two family house that had three floors. My parents' bedroom was on the second floor, as well as the bedroom for the foster sister. My room was on the third floor. Space was never a problem, but privacy was at a premium with nine people living on two floors. Each floor had its own complete bathroom. The third floor proved to be the most private.

I was eight when she was first introduced into the family. She was fourteen. I'm Korean and she was Filipino. I never had an asian role model growing up. Almost immediately she took that role. I would try to be around her, hang out with her, talk to her, and just tag along with her whenever I could. However, after a while her old habits started again. My parents started to fight and bicker more and more. She was at the center of every argument. But me being only eight years old I didn't fully comprehend the depth of what was happening.

Slowly the fighting stopped and my parents agreed that they would care for her until she became a legal adult, then they would help her to become independent before she turned nineteen. This was decided when she turned sixteen. I was ten.

After dinner I would always go to her room and try to play with her. Sometimes I would get her to come to my room to play different games because I told her I would stop bothering her for the day if she did.

In my room I mentioned that I liked her. This grabbed her attention; she shut and locked the door. She started to probe deeper. She asked me questions like "Do I have a crush on anyone at school? Do I have a girlfriend? Have I ever kissed a girl? Have I seen a girl naked?" Of course I answered that I never had to a girlfriend and kissing a girl. I told her I've seen naked women on the playboy channel.

The next thing I knew the sister that I adored pulled down her tank top and pulled out the first pair of naked, real life, in person boobs I have ever seen. Her mocha skin, what I know to be B cups now, and dark nipples had me. I was like silly puddy in her hands and she knew it. I didn't get to touch, and she swatted my hand down when I tried.

Things still appeared to be normal. I spent so much time with her no one was really going to notice if I was away with her, even with the doors closed. Over the next two years, until she moved out, she questioned me further and taught me what sex was.

Some nights she would let me touch her boobs, fondle her nipples, and other nights she would show me her unshaved pussy. Most nights she would touch me. She would take off my pants and touch my penis and balls. She would give me hand jobs even though I wasn't in puberty yet, and she would suck on them.

She had me completely. Every night after dinner she experimented. She bribed me to let her lick my asshole by telling me I could touch her pussy. She licked and stuck her tongue into me while I was on all fours but I never got to touch her pussy. She bribed me again to let her stuck a finger in my butt by saying I could suck on her nipples. She would suck on her finger and slowly work it in to the knuckle and then suck my dick while she fingered me. She let me suckle her tits like I was her baby.

I began to go through puberty by the time she turned eighteen. We would both be naked, she sucking my dick and me not being able to touch her. I would cum in her mouth, she'd spit it out and play with it between her fingers, and then swallow it. She would sit on my face make me eat her out her pussy and asshole.

We never had intercourse. We've done everything except for anal and vaginal sex. Our hands have explored every inch of each others' bodies. I've cum on her face, tits, pussy and asshole. She left and lives on her own now.

With no way to contact her or see her, our sexcapades came to a end. I'm older now I'm going to be married to another girl. I can never forget her though. She probably would still have me completely in her hands even today.

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olddenverguy
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@confessions
05 Apr 2025 6:48PM
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I’ve been sitting on this story for almost a month, but it’s one far too good to keep to myself – so, here goes.

I’ve written here a couple of times about Tildie, a 50ish divorcee who LOVES to suck cock and insists we role-play as daddy / daughter while she does it. Our last encounter was in July 2024 – an adult theater visit where she’d sucked off three guys and subsequently got fucked by one of them who had a massively thick dick -- and I’d pretty much written her off since I hadn’t heard from her since that night. I knew she’d lost her sales job and was feeling depressed, so I let it go.

Lo and behold, she texted me out of the blue in early March with the message, “I need to suck cock, daddy.” After a few back-and-forth messages, we settled on the evening of March 12 (2025), when my wife would be out of town. After hoping she’d consent to joining me at the local swingers’ motel, we instead settled on the same adult theater that we’d visited the previous summer.

After paying the entry fee, we headed upstairs. It’s an adult “toy” store on the main floor, with private viewing booths in back, but the second floor has a large central foyer with access to five separate mini-theaters, each showing various genres of porn on big screens. The place attracts nearly an entirely male clientele; a visiting mixed couple is a rarity, who often cruise through quickly and then leave. That doesn't prevent straight guys like me, though, from going there in hopes of seeing another couple in action. Midweek (this was a Wednesday) can be a bit sparse, attendance-wise, so I took the liberty of placing an ad on our local DL forum to gin up interest. I held off disclosing the date, time and location until I knew whoever answered my ad wasn’t a total weirdo. Tildie had no idea I’d placed the ad, and I made sure the invitees knew not to spill the beans, but I wanted to make sure she had plenty of cock-sucking targets. I ended up divulging the details to seven guys, six of whom ultimately showed up.

Tildie is a self-described BBW, but she’s pretty firm for a 50-something woman with two kids – big tits (38D) and a big ass, but not “sloppy fat.” She wore black yoga pants (no panties), a black lacy front-hook bra, and a shiny silver sweatshirt. I had on my usual arcade outfit – black sweatpants, sneakers, and a long-sleeve gym shirt (no underwear).

We cruised through the various theaters for a bit, looking for a place to settle. There were two guys hanging out upstairs, and they casually followed us to the theater playing some heterosexual porn. It’s a room about 12 by 15 feet, with chairs placed haphazardly in various parts of the theater. They’re sturdy metal – some seat two people, others just one – with open-weave seats, sort of like what you’d see on a balcony or patio. They’re not particularly comfortable, but they serve their purpose and clean up easily.

We parked ourselves in a two-seater, off to one side and about halfway back from the giant screen in front of the room. Tildie immediately beckoned to one of the guys and asked him outright if he wanted her to suck his cock. He immediately agreed, stepped in front of her, and dropped his trousers to reveal an average-sized cock already fully erect. I suggested he must have been playing “pocket pool” in advance, but Tildie simply said, “Shush, daddy,” and leaned forward to wrap her lips around his cock. She’s clearly an expert at her craft and uses her hand and mouth in a perfect combination of teasing, fondling and sucking. Guy No. 1 didn’t last very long – I’d guess, maybe three minutes – and he started to back away as he began to ejaculate. I said, “No. She wants to swallow the whole load,” so he remained in place as she leaned forward and sucked him dry.

By this time, four more guys had shown up. I’m guessing at least a couple were there thanks to my ad, because they had their cocks out and ready. Tildie took on the next one, a medium-sized Hispanic guy who was probably in his early 30s. He lasted a bit longer, and Tildie really worked up a sweat before completely draining his balls. I handed her the bottle of water I’d brought with me, and she took a few sips to wash down the cum she’d just had in her mouth. “Fuck, it’s getting hot in here,” she exclaimed, tendrils of her hair plastered to the sides of her flushed, overheated face. “You should take off your sweatshirt,” I suggested helpfully, and she stood up to strip it off, revealing her well-packed black lace bra.

She motioned for Guy No. 3, an older while gentleman, to take the seat she’d just vacated, and I moved out of the way to give him room to plop down after dropping his trousers to his ankles. Tildie got on her knees in front of him and started to suck, having first pulled down her bra to expose her well-rounded breasts. She reached out to him and placed his hands on her tits, and he was soon tugging away at her distended nipples as she masterfully blew him. Halfway to completion, she said to me, “Rub my pussy, daddy.” So, I got down on the floor with her and worked her yoga pants down past her hips, so they hung at the mid-thigh level. I reached in from behind and felt her extremely wet crotch, pussy lips coated with her juices and her hole ready for penetration. I proceeded to finger-fuck her enthusiastically with one hand while reaching around with the other to play with her clit.

Shortly thereafter, she swallowed the old guy’s load and leaned back so he could vacate the chair.
Guy No. 4 was a very heavyset Hispanic guy who wasted no time stripping off his sweats and taking the place of the man who’d just finished. He appeared to have a pretty small cock – I’m guessing a bit under four inches fully erect – but Tildie is an equal-opportunity cocksucker. She went to work on him as enthusiastically as she’d done with all the others, but he proved to be quite a challenge. Whereas the ones before generally ejaculated anywhere from a couple of minutes to perhaps 10, this guy seemed to go on forever. I’d continued to play with Tildie’s pussy throughout, but I was getting sore from crouching on the hard floor, so I eventually back off and let her continue without my interference.

I didn’t formally time this guy, but he had to have taken more than 20 minutes to cum. Tildie tried all sorts of tricks – massaging his ball sac, jerking his cock at different speeds, licking the head both clockwise and counter-clockwise – until finally I suggested she should just admit defeat. “Nope,” she replied, “One more idea.” She encouraged him to slide forward in his seat until half his butt was hanging over the front edge of the chair. Then she shoved a finger up his ass and proceeded to massage his prostate. That did the trick, and he pumped a fair bit of Mexi-jizz down her throat.

At this point, it was time for a break, plus she’d temporarily run out of patrons. There were two “unblown” guys hanging about, but they seemed far more interested in watching than participating. So instead, Tildie stood up (with me helping her), pulled up her pants, and slipped back into her sweatshirt. “Let’s see what’s going on downstairs,” she suggested, so we took the stairs and strolled through the store area on our way to the arcade. There was a young couple checking out vibrators, and the guy did a double-take when he saw the two of us heading into the arcade area. I thought they might actually follow us in, but sadly that didn’t happen. We cruised around the various booths and peeked into a few so I could show Tildie how some of them were spacious enough for three or four people, while others had barely enough room for two. “No glory holes?” she asked. I explained they’d covered them up some time ago, which appeared to disappoint her.

Our examination complete, we crossed the store again on our way to the stairs. “Oh, I forgot you two were still here,” said the woman behind the counter who’d taken our entry fee. “A couple of guys just came in, wondering if there was anyone else in the theater area.” I asked if they left, but the cashier explained they bought their tickets and went upstairs. That’s all Tildie needed to hear. She tugged on my arm and whispered in my ear, “I want to suck some more cock, daddy.” My reply: “No time like the present, baby girl,” and up we went.

We took our place in the same mini-theater, except this time Tildie took off her sweatshirt right away. I pulled her bra back down in front and sucked on her nipples while she reached into my sweatpants and stroked my cock. “Wow, you’ve been leaking precum like crazy, huh?” she exclaimed. I didn’t have a chance to reply because, just then, one of the new arrivals had tapped Tildie on her shoulder and asked her if she’d suck his cock. She motioned for him to sit down, and she bent over at the waist to shove her face between his legs. Guy No. 5 was a tall Black man with a larger-than-average cock. “Ooh,” Tildie exclaimed. “I’m torn between blowing you and asking you to fuck me.” She clearly favors thick dicks over average ones, having a fairly large pussy hole to fill. The guy tugged at the back of her head to introduce her mouth to his cock, saying as he did so, “First one, then the other, OK?” She could only grunt in reply, her mouth already full of BBC.

He shot his wad fairly quickly – I’d guess after about five minutes – and stood up to fulfill his other half of the bargain. I’d previously pulled down her pants to calf level and was finger-fucking her pussy as she sucked the Black guy’s cock, so she was ripe and ready for him as he nudged me out of the way and moved in behind her. One of the other recent arrivals quickly took a seat so she could work on his erection as the big guy gripped her hips and plunged into her moist hole. She gasped from the penetration but stayed firmly on the seated guy’s cock, managing to jerk him off into her mouth despite a heavy pounding from behind. “Don’t come in my pussy,” she managed to blurt out, but just at that moment the Black guy grunted twice, said, “Uh, too late,” and pulled out. Even in the dim light, you could see the glob of gooey white stuff slide out of her pussy and drip onto the crotch of her yoga pants. “Clean me up, daddy,” Tildie ordered, so I used my hand to scoop up as much cum as still clung to her pussy lips and inner thighs, and then reached around so she could lick my hand clean.

Over the course of the next 30 minutes, Tildie sucked off a few more guys – even one of the original watchers who finally succumbed to her talents – until there was no one left except the two of us. At that point, she’d blown nine guys and swallowed 10 loads – one guy had come back for seconds – plus the one she’d taken vaginally. I’d held off, figuring we’d go back to my place where I’d get a more leisurely opportunity at her well-used mouth. We even got as far as the front door when, all of a sudden, another guy entered the place. “Do you want me to suck your cock?” she asked him, as he barely had gotten through the entryway. He admitted that would be excellent, so we turned around and went back upstairs while he purchased his ticket and appeared in the little theater a few minutes later.

Tildie worked him over as expertly as she’d done with all the others that evening. I marveled at her stamina and skill level, as enthusiastic in sucking her tenth different cock as she’d been for her first. Whereas most of the other guys had been content to sit back and let her do all the work, Guy No. 10 was more proactive. He literally throat-fucked her, quite forcefully, and Tildie submitted to his efforts without complaint. Later, she told me he’d ejaculated more than anyone else that evening, so much so that she’d barely managed to keep it from spilling out. He was also one of the few to express his thanks for her doing such a good job, and he even shook my hand before leaving, thanking me as well for sharing my friend with everyone.

I wasn’t willing to wait any longer, so I told Tildie to sit down as I moved in front of her and dropped my sweatpants to ankle level. She started out by licking up all the precum that coated my half-erect penis – I’d generated a lot from all the watching I’d done – and then took my entire 5.5 inches in one gulp. She moved her mouth back and forth along my shaft in sort of an energy-saving mode knowing I usually took a while to ejaculate. After about five minutes, I sensed another person in the room and looked up to see a fairly young guy standing off to the side. He had on gym shorts that were pulled to the side to expose his long thin cock, and he was stroking it to match the rhythm of Tildie’s mouth on my dick. With no one else about, I figured he’d be her final patron of the evening, and I didn’t want to have him blast off without giving her a change to taste his cum. Therefore, I pushed her face slightly away from the base of my cock and started to jerk myself off against her lips. “Feed me your cum, daddy,” she said softly, and I sped up my tugging until I came explosively. Having anticipated this night for some time, I’d held off masturbating for three days, so I had a fairly sizeable load to pump into her mouth. I came noisily and thoroughly, shooting three thick ropes of cum down her gullet. As I backed away, I motioned to the other guy to take my place, which he did speedily. I was correct in my assessment; it didn’t take him long at all to pump her mouth full of warm, gooey sperm – maybe two minutes, tops – and then she declared herself finished for the night.

“Did you keep count, daddy? she asked, as we walked back to my car. “Twelve, cocks, sweetie, including mine, and thirteen loads altogether.” Wow – that’s a lot of cum, daddy” she said with pride in her voice. “Did you like watching me suck all those cocks, daddy?” “You were wonderful, baby girl,” I replied. “I enjoyed it more than you can imagine.”

I dropped her off at her place after giving her a goodnight kiss. Figuring that would be the last I’d hear from Tildie for a while again, I was surprised to get a text message from her just last week, less than a month after her marathon sucking session. “I’m ready to suck more cock soon, daddy,” read her message. We traded comments back and forth, and she agreed she’d like to try the swingers’ place next time. “I don’t want to go in the hot tub,” she stated firmly, “Because I’m not sure they do a good job cleaning it. But you said they have a couple of king-size beds in the pool area, so I’d be comfortable sucking cock there.” I reminded her we were far more likely to see other couples in attendance there, versus the all-male clientele typical at the adult theater. “You know what that means, right sweetie?” I asked. “Yes, daddy. I’ll have a chance to show you how well I eat pussy. And you can eat mine, too.” I told her it would be my pleasure – and indeed it will!

I’m hoping Tildie will accept my invitation in the very near future, which means I’ll have another fun tale to tell here. Stay tuned!

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Gidding
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@confessions
08 Mar 2013 1:27AM
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I confess...I have a fetish for older women that has only gotten stronger as the years have passed. The reason for this is the best (actually the ONLY *really* good) sex story I have.

This was 8 years ago, the summer of 2005. I was 15 and it was the July 4th holiday. My parents had a little pool/barbecue party for the block. I was swimming for a little while. When the sun started to go down I decided that was enough so I went upstairs to change. I dried off and got into a pair of my gym shorts, just for the time being so I could hang my suit in the bathroom and get a shirt and some sandals.

I went to the bathroom and was waiting. I thought- weird, the only people I figured would be using the upstairs bathroom was my mom or dad or sisters but they were all outside. The door opened after a minute. It was Mrs. Batelli, who was my mom's friend from the block. When she came out, she was adjusting the top of her sundress- really nice dress, orange with a pretty good cut, and I'm sure you know exactly where my eyes went. She was probably about 41-44 and she was nicely proportioned, probably around 145 and 5'6" or 5'7". Shoulder length auburn hair. Had a good tan on by that point in the summer. Her name was kind of deceptive, she wasn't Italian at all, that was her husband's name. I think she was some kind of European little-bit-of-everything mutt, but the tan was pretty far from her natural skin color. And it looked good. She had the legs out, nice shape- not very long but hey. Her tits were very nice, very perky for her age. Not huge, probably a small C or large B. I was staring dead at those suckers because in adjusting herself she was really moving them around and hadn't noticed me. In fact, I think she was about 6 inches away from bumping into me before she realized I was there.

She just went "Ooh!" and stepped back, definitely startled.

I just stood there, probably with some idiotic look on my face because I just got to watch a solid 6 seconds of tits bouncing around.

I expected her to react adversely, but she put her hand on her chest and started laughing- actually quite hard, much harder than the situation probably warranted.

She was like "Shit!" and kept laughing. I had no clue what to say, just kept smiling like an ass.

So she takes two steps, stumbles right into me and gives me this big half hug with one arm so that those firm tits and pressed right into me and she goes "You scared the HELL out of me!" and just kept laughing. I had still not said anything!

This is when it dawned on me- how long she'd been here, since noon, I wasn't keeping track of her drinking but she was fairly petite- this lady was HAMMERED.

So I think I said something like "Glad to see to you too,"

She said, "You didn't talk to me all day!"

We exchanged bullshit for about two minutes, none of it is interesting. Finally she said, "Your house is nice. I'm staying here. I'm going to sleep over."

I was kind of chuckling at this point and I just wanted to humor her so I said "Cool!"

She goes "Let's have a sleepover party" and I answer "Sure, that sounds like fun."

And then out of nowhere, she goes "Do you trust me?" all serious all of a sudden and I answer "Of course," because I think she's going to tell me something weird or something.

But no, as soon as I say it, she comes right up, pulls me in and gives me this deep, fucking awesome tongue kiss. Let me tell you. I had NO clue what was happening. She was working her tongue all over my mouth and I got instantly hard. She tasted like spearmint and- I didn't know at the time, but now, unmistakably- rum. And lots of it. Captain Morgan and Doublemint. I'll never forget it.

After about twenty seconds, she pulls back and goes "Somebody's gonna see this" and I think "FUCK! Come on!" but I was very happily mistaken because she grabbed my hand and pulled me into the bathroom.

I threw my towel and suit into the tub. She locked the door and put on the lights and the fan (cover up noise? I dunno) and she pulls me into the sink, falling, so that we both hip-check the counter. More tongue kissing. Fucking awesome, none of that awkward high school bullshit.

Her tits were right up on me and after a minute I started feeling bold so I slowly raised my hand up the back her leg and felt on her thigh. She had damn good skin for a middle aged woman, must have lotioned up all the time. I was wary, and frankly, a little worried that a wrong move on my part would blow the whole thing and I'd kick myself forever. But I was also horny as fuck at this point and just wanted to touch all her bits. But, to my delight, as I felt on her thigh she pulled my hand and guided it right up the dress onto her nice, firm ass. She was wearing the high-cut bikini panties. Guess she hadn't embraced the thong yet. I didn't care. It wasn't a big ass, but the texture was fantastic. Firm, but soft. Not muscular but not flabby. I was throbbing at this point.

She must have known, because she grinding the top of her leg against my shorts. She had me salivating. I pulled my other hand up her dress and onto the other ass cheek. Fantastic.

Then she reached down and fondled me through my shorts and gave me a little squeal. It was a lovely little sound. She stopped to spin me so I was up against the counter then back away and pulled her dress over her head (with surprising grace) to show off her body. She had a nice figure, cut pretty well for her years. Her bra was white and strapless. She whipped it right off. I got my third really good look at some live tits. This was the epitome of awesome. I felt like a fucking champ. But it was only the beginning.

She sauntered over to me and smiled and said "Show me" in the hottest voice I'd ever heard. I immediately dropped my shorts. I'm not going to brag about my cock. I'm no mandingo, but I was hard as a motherfucker. She said "Nice" and dropped her panties.

Her pussy was beautiful, symmetrical. None of the curtains you might expect on an older mother of two. She was shaved smooth. I'm pretty sure I audibly said "Fuck"- as in "Fuck, I am going to wake up any second now."

She came up to me and put her lips back to mine, and as she did she cradled my balls and started carefully to appraise my cock. She was teasing me. My heart was beating like it was going to explode. Then she got up on her toes and slid her pussy over the top of my shaft. It was like heaven. I don't know how I didn't cum right then and there. She leans into me and I think she asked "Do you want to help me cum?" and I just nodded "Yes" even though I didn't hear her completely. Whatever, she could have asked me to to stand on my head.

So she grabs my head and moves me so I'm about eye level with her tits and pulls me into them and says "Kiss my nipple like I kissed you". I tried my ass off to be good. Who knows if I was. Soon, she was purring like a kitten. She dipped her hand down into her snatch and started playing with her clit. I could hear how wet she was. I told myself "Shit, good, I'm doing it right."

She took my hand and guided it to her pussy. Her slit was so wet. She used just my fingers at first, but soon she was using my whole palm- long strokes, she had me cup it hard and my whole palm was getting slick.

Then she asked, "Do you have a condom?"

- FUCK -

I mean of course I didn't. I wasn't sexually active. My heart sank. I was abut to lose my virginity and I didn't have a fucking rubber.

I said, "No". She said, "It's okay."

My cock was denied entrance, but she balled up my hand and slid my index and middle fingers inside her and fucked away, vigorously. I went back to licking her nipples, harder and faster with the rhythm of her body. She came, I felt her snatch tighten as she squeezed and she threw her head back.

It was something to behold, indeed, but fuck man, did I regret not having a condom.

"Thank you," she said, with kind of a giggle.

"Now-" she said, and dropped down to her knees. I put my palms flat against the counter. She pulled my hips forward, grabbed my butt a little, and then slid her lips over my cock. I'm a little biased, but it's still the best head I ever got. Her skilled tongue lapped over my head and shaft and she gently caressed my balls. It was like waves of electric everytime she bobbed. She took the whole thing. I only lasted two minutes, having been dying for release for so long by this point. I came buckets and she moved down even deeper as I did so that it ran down her throat. She swallowed every last drop and cleaned me off with her tongue as she pulled back.

The whole encounter lasted less than twenty minutes. After I came, she started to dress herself again and said "Don't tell anybody, ok?" I nodded, lightheaded.

She left, and I laid in my bed for a few minutes to recuperate. When I went back downstairs, she was gone. Her husband was too, so I guess he decided they'd had enough and they were going home. I have a lot of theories- the husband was some kind of professional, like a lawyer or something. I first thought she was neglected but later I found out that he was most likely cheating on her. I never found out, but what does it matter?

Naturally, I kicked myself for not having a condom. It was about nine months later when I finally lost my V-Card.

After the encounter, I saw her less. I always wanted to try to see if she would ever be alone so I could ask her about it, but the opportunity never presented itself. Later, I thought about maybe trying to blackmail her, but I had a pang of consciousness and thought it would be shitty of me to do that to the lady who gave me my first great sexual experience out of the blue with no strings. I still have mixed feelings. I wish I would have hit it.

Eventually, she divorced the husband and moved away, out of the state and remarried. I haven't talked to her.

I took a few things away from this- first and foremost ALWAYS HAVE A RUBBER. you never know when your mom's friend will suddenly and for no reason decide to get frisky with you. Secondly, I still love the older ladies. I've only had a couple of other experiences after, but the first one was the best and most special. I still frequently knock one out thinking about that blowjob and fantasizing about what could have been.

Oh well, the inexperience of youth, etc.

That's it. This story is 100% true and I hoped you enjoyed it.

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@confessions
31 Aug 2022 11:28PM
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I have to confess that i have become a slave for a man who caught me cheating on my husband and blackmailed me into doing as he wishes, and now i cant stop and actually crave everything he does.

It began when my husband was away for one of his work trips, hes a big time business man so we have a comfortable life and very nice houses and many luxury cars.

I come from a sports family, both my father and my brother played professional sport and my mother was a 3 time national champ and an Olympic medalist in her sport, so physical training and proper diet are second nature to me and im still in as good a shape to day at 31 as i was when 18.
I'm 5 ft 4 athletic with c cups and a very defined shapely ass and train almost every day in our home gym and have a trainer who comes twice a week to keep me focused.

My trainer is a gay guy who is in his late 40s and runs his service with his younger adopted sister, who i had never met until he had an accident that saw him laid up for a few weeks and she took over his clients for him.
When she arrived at my door i was shocked at her appearance, She was breathtaking, her face was perfect, big boobs clearly enhanced and a muscular body that most men would be happy with.

We got to training right away and she was pushing me hard but all i could do was stare at every inch of her body and for the first time in my life i was dreaming about a woman in front of me, i have always been 100% strait but this was happening right now, and i was getting wet.
She kept telling me to focus and push harder and when i stood to move the next exercise she looked at my crotch and asked if i needed to change, i looked down to see a dark wet patch on my training shorts, embarrassed and shocked i just blurted out "im sorry, im just so turned on by you i cant help it".
She just looked at me for what seamed to be the longest time before asking if i was Bi, or was my husband not taking care of me? I told her i was strait and hubby and i fucked often but she was turning me on more than anything ever before. Again another long pause before she said that a shower would do me good and that she will wait for me to finish and talk about this then.

I went to the shower immediately and was cursing myself for being so stupid and weak when i heard her voice ask if i wanted my back washed,, i almost stopped breathing before saying yes.
She stepped into the shower and took her top off revealing fantastic fake tits and a ripped washboard stomach, leaving her loose running shorts on and told me to turn around.

She began washing my back and quickly went to my ass soaping my crack as her other hand came around to my breast then sliding down to my cunt, here teasing my holes had me almost cumming, she began kissing my shoulders and neck asking me if i want more yes yes yes was all i could say before she pushed me against the glass and i felt the unmistakable feeling of a cock entering my cunt????? What what what was all i could say as she began fucking me and i began the biggest longest orgasm of my life.

As i staggered and fell down on my knees she came all over my face and chest with what felt like cup fulls of cum, it took us both some time to recover and wash the cum off, before drying off and heading to the bedroom for more, where she utterly ravaged me for hours and expertly introduced me to being fucked in the ass.

It was the greatest sex of my life and i couldn't believe she was trans as she was so beautiful, she explained that her brother had paid for extensive surgery in her late teens to help her become a woman and she promised to return the following day for more as she left me laying spent on the bed, she showered and left within minutes, as i began to get off the bed i jumped in shock at our new gardener standing outside the window with his phone pointed at me.

I ran to the bathroom in tears as i knew my husband would leave me in a heartbeat if he found out what i had done. I called him asking why the gardener was here a day early? as he explained why the gardener appeared at the doorway to the bathroom and put his finger to his lips to shush me.
I hung up the phone as he walked slowly towards me and said, "Now now little miss this will be our little secret if you play along, Ok" all i could do was nod yes as he touched my face moving the hair to the side and his other hand on my shoulder pushing me down to my knees, i soon realized why as he hung his cock in my face and told me to "Make me happy" i shook my head and began to say no as he slapped me so hard i almost blacked out, he grabbed my head by the hair from the back and spat in my face telling me that he owned me now and to suck his cock.

My head was pounding eyes watering as i took him into my mouth to suck him but i couldn't clear my mind to concentrate of sucking him properly and it only made him more frustrated, after a few mins he lifted me bent me over the vanity and drove his cock into my cunt and began fucking me like an animal, my head was hitting the mirror and knocking over everything as he stopped and withdrew from me and slowly pushed his cock into my ass and began very slowly fucking my ass telling me he was gonna make it last, in no time at all i began to feel the same pleasure i had experienced only 20 mins ago for the first time being fucked in the ass, i tried to block it out and tell myself i was being raped but it didn't help it just made it worse, i was going to cum and nothing could stop it.
He soon realized it as well and was calling me everything a whore gets called being ass fucked as i began to cum squirting all over my feet and floor and he pumped his cum into me.
He cleaned himself with a towel and kissed me telling me he would be back soon for more as he went back to the garden.

I showered and spent the rest of the day in a haze until my husband called asking about my new trainer and the gardener, my heart and soul froze as i hadn't told him about it, when i asked how he knew he said the gardener had called him and told him that he could see two women training in the gym and didn't want to be in view of them as he worked so he would return the following day to finish off that section, and that he was sorry for not going to the door before he started work, i realized then that this motherfucker was already playing his hand and my cards were still on the table..

The next morning i saw 3 missed calls on my phone and 3 texts, as i opened the texts my heart sank, 2 were from the gardener, pics of me and my trainer fucking and a text from her saying we have a problem and that she will be at my place at nine, i felt like i was going to pass out or vomit, i had no idea what was going on or how to deal with what had happened in the last 24 hours.

At nine the door rang, was my trainer and as i was letting her in i saw the gardener walking down the driveway dressed in casual clothes with a smile on his face, walked in and told us both to take a seat at the kitchen bench as he walked across to the drinks bar, returning with one of my husbands $200 bottles of white wine and 3 glasses. He poured 3 for us all in a way that wreaked of arrogance and ultimate power, placing a glass in front of us both told us to drink and to drink now because we are gonna need it.

For the next 15 mins he explained that what he had witnessed the day before and the pics and videos he had taken were enough to destroy both our lives, me being married to a well know corporate business man and from a famous sporting family, and my trainer for being an undisclosed trans who fucked me on her first day of training me. He said i now own you both and we would be safe and sound if we did what he told us to do.

We both agreed and thanked him for not going public, he then told both of us to stand and take off our clothes and we did as i think we both knew this was coming. He fucked both of us without mercy over and over for hours, he made her fist me ass he ass fucked me, i had my first DP with them both inside me, he throat fucked her so hard she threw up all over the bed then pushed my face into it as he fucked my ass and he then pissed all over both of our faces before demanding we wash him in the shower and then dry him.

Back to the kitchen he demanded, for more wine and us both being told this is what will happen every Tuesday and Friday for as long as he wants it, and if either of us fail to meet his needs he will destroy us both.
That was 7 months ago, and it has happened every week since, the dynamics have changed now and both her and i have come to love the degradation and being pushed to the limit by him, we even by him gifts and dress up for him some days. He's still my gardener but he never does it, he makes us both do it and my husband happily pays for it and the extra personal training hours because "his wife has gone through a sexual awakening and she now enjoys being fucked in the throat and ass".

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Anonymous
@confessions
03 Dec 2011 10:20AM
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I confess that I'm so ugly. Wherever I go people offer me their children because they assume I'm a pedophile. Or somehow know I only have a nine inch cock, and therefore must be. And other reasons. Like drug dealers not liking me because I'm not a good customer, but I was born with some braindamage so cannot tolerate their product, they're using their powers and shit on me maybe.

Well it's quite painful sometimes being attacked because people have been dialed up by trouble. And I can't afford to reprogram whole towns myself.

Annoys me a bit, cos I don't even plan to go near a woman not for a long time until my career is the way it should be, I have a low tolerance to distractions, and I don't mind waiting for that special one, but only when I can support them, don't want to end up with someone telling us what to do, not my style. I think alot of my random injuries I wake up with may be related.

Are there magic words I can say to uncurse this predicatment. Sometimes I think I need to do more than just remain silent grumpy.

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@random
24 Feb 2013 8:48PM
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What song do you think goes best during sex. I'm going to have to say Closer by Nine Inch Nails. http://www.youtube.com/watch?v=IGwqJZWow3A. Would of course have to be playing so loud, it was the only thing you could here.

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@soapbox
12 Nov 2014 10:26AM
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My wife was saying this morning that women have an obsession with guys with large cocks. she was reading an article about women not bothering to date average size guys so they may find the huge size to fuck and brag to their girlfriends. My wife's only boyfriend before me was huge. He was a short skinny dude with a nine inch cock. My wife was shocked to see it the first time she had sex but with one thrust he bust her cherry and came. It lasted one minute. For the next three months he fucked her no longer than four or five minutes. If fucked so hard he bashed her cervix repeatedly. He could never make her cum. His size did not make him a great lover. It just caused her to bleed.

After a few months she broke up with him and began dating me. She was not hung up on his size or destroyed for other men. In fact my cock was a decent size six but was much thicker than her ex. What was most important was I had great stamna. Our first time last over thirty minutes with her achieving her first orgasm. My wife loves a good long slow screw which after a slow build up results in an orgasm that is explosive. My cock never came in contact with her cervix and the worry over pain was gone.

While my wife's experience can't speak to all women, many like some of her friends who believed the same about bigger being better is subjective. If a woman is trying to find the perfect guy cock size isn't the most important variable. Most of us are average. Trying to find a good man won't work if your chasing a false idea.

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