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jldet
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@confessions
10 Dec 2016 12:32PM
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I spend a lot of summer weekends camping in northern Michigan. Sometimes with friends, but often on my own. Tent, hammock, nice fire, whiskey, maybe some weed and enjoy the fresh air, the water and the stars.

This summer I was driving to my campsite on a Friday afternoon, when I saw a car on the side of the road. This was among the many stretches of road in the area where you might not see a car for miles, or hours. There was a girl sitting Indian style on the grass next to the car, calmly smoking a joint, right next to a flat tire.

Being a gentleman, I pulled over and offered to help change it, see if she needed help in general. This girl was so very sexy. She had a strong hippie vibe, flowing red hair, patterned dress she might have made herself, no shoes, very relaxed and easy going, and friendly. Her name was Allison, and she had incredible legs. About 5 foot 8, half of her was legs. Her little dress was riding up her thighs, barely covering her crotch as I walked up.

"Need a hand?"

"Sure, if you want to, if not I'll be fine. You want some?" she said, offering me the joint in her hand. She had big eyes, the kind of mouth you dream about wrapping around your cock, and medium sized tits hiding beneath her loose fitting dress.

I took a couple of hits, passed it back and extended my hand to shake hers. Instead, she got up and hugged me, squeezing me hard. Her thigh was pressed against my already semi hard cock, and I know she felt it. She giggled a little in my ear, and rubbed her leg back and forth for a second.

"I think there's a spare in the trunk, I'm gonna catch some of this sunshine" she said, lifting off her dress to reveal only a bikini bottom, no bra or top. Her nipples were hard, and amazing. Her tits hung perfectly, with freckles here and there down her stomach to the top of her bikini line.

"does this bother you?" she asked, prancing in front of me topless in the sun.

"Not at all, does it bother you that I'm still watching" I asked, adjusting my shorts without looking away.

She giggled again, bent over, ass aimed at me, and took a blanket from her bag, spreading it out on the ground. Not a single car had come by either direction since I stopped. She was maybe 24 years old, tight and toned with a body that had me full hard before I even got the tire off. She liked to show off, and liked to be watched.

She was also very talkative.

While I spun the lugnuts and loosened the tire she began asking me questions.

"Do you think I'm pretty?"
"What do you like better, my legs or my butt?"
"Do you like sex outside?"
"Ever fuck a complete stranger?"

I answered every question, trying to play it cool and coy, seeing that approach seemed to make her even more interested. I let her know she was very pretty, had great legs, that I am a nature buff, yes and that I had fucked a stranger. Then I looked her directly in the eyes as I pulled the spare tire from her trunk and told her "I'd love to fuck a beautiful stranger outside, right on the side of the road, where anybody might see"

Her eyes got big, and she began to slide her hand down her stomach towards her bikini bottom. I went back to working on the tire, knowing that would drive her wild. And it did.

I could hear her fingers in her pussy, that's how wet she was. And the little moans. I refused to look until I had the new tire on. And her moans got louder as I ignored her more. As I tightened the last lugnut she was openly telling me she wanted me in her mouth, and between her legs. As I lowered the jack, returning the car to the road she told me she had no gag reflex. I almost broke character, my dick jumped in my shorts, and she saw it.

I loaded the flat tire and the jack into the trunk, and closed it. Then I looked at her. She was laying on her back on the blanket, legs open, fingering herself furiously, mouth open and panting as she stared at my crotch.

I walked to her, slowly, and stood over her. I unzipped my shorts, lowered them until my bulging cock popped out, and told her "don't stop until I'm so hard it scares you".

She grabbed her cunt. grabbed it. came all over her hand, and sat upright. The tip of my dick was between her lips immediately. She took her time, taking me deeper into her mouth an inch at a time, cupping my balls, swirling her tongue around my pulsing cock.

And then I put my hands on the back of her neck, and told her to put her hands behind her back. She did. What a good girl. And then I proceeded to slowly feed her my dick, all the way from tip to balls. Long, slow strokes into her mouth - almost pulling out completely, then pushing back in until my nuts were on her chin. Then I held her there, and stared at her. I told her that her throat was my playground. She moaned onto my meat. I told her when I was done with her I would cum anywhere I damn well pleased. She grabbed her cunt again, frantically rubbing it until she came, still with my entire cock in her mouth.

When I pulled out she gasped for breath. I pulled her upright, bent her over at the waist so she could hold onto the side door handle of her car, and entered her from behind. She was like a vice. I swear her cunt was the tightest I've ever been inside. She was bucking back onto me, as I held her hips, only allowing her to go back a little at a time. Squeezing my shaft with each stroke, she begged to let her have more. So I did, slowly, an inch at a time. My dick was white at this point, coated with her cum. Her legs were shaking and she was panting so hard.

That's when I pulled out, spun her around, pushed inside her as I lifted her off the ground, as she wrapped her legs around my waist and her arms around my neck. I put her right on the hood of her car, and began to pummel her. Just then, the first car we'd seen drove by, honking its' horn. The guy driving was holding a thumbs up out the window. We both laughed, wondering if he would come back.

I grabbed her wrists from behind my head and pushed her arms back onto the hood of the car. Her nipples grazed my chest as I moved back and forth on top of her. I was so deep in her, so fucking deep. I was slowly pushing her up the hood with each thrust. I knew I wouldn't last much longer.

I kissed her, hard, then told her I hope'd she was using birth control, because I was about to flood her pussy with cum. She bit my lip, and said "I'm not, but do it anyway"

I lost it. I fucked her methodically for another 20 seconds or so, and unleashed an incredible load right into her fertile little fuckhole. She came with me, twice, whispering thank you in my ear over and over and over again.

Just then, another car drove by, whistling and horn blowing from two guys in a truck. We figured it was time to get dressed. She asked my name, to which I told her it was sexier if she didn't know. She agreed. I told her where I was camping, including the site number, and that she was welcome to come hang out in my hammock.

The next night, her old car rolled up, still sporting the spare tire I put on. We spent that evening and the next morning making each other cum so many times, I can't even remember how many. Then we had breakfast at this little diner in town Sunday, and went our separate ways. Never did tell her my name.

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Anonymous
@confessions
05 Oct 2025 5:52AM
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I am a frequent reader of the boards, but this is the first time I write something.

My sex life is not, nor it ever was super exciting, except for one peculiar night, which gave me an idea of sharing it with you.

I am 45, never been married, had only two girlfriends, and maybe a few pettings with one girl in my youth.

That special night happened three years ago. I was at this, lets call it a party, but it was an anniversary of marriage, my friends celebrated (20 years - wow), and I was at the "singles table" with one woman and four other men.

There is a certain stigma, at least where I come from, regarding the "singles table", and I foolishly thought those other guys will jump on her, but no, everyone was minding his own business, so I struck up a conversation.

She was an average looking woman, my age, divorced, far from pretty, but with a killer body for her age. Somehow we started talking, toasting, and drinking, and I felt the vibe. After maybe two hours, when people started mingling, her friend came to join us at the table, a chubby married woman, with short hair, but I noticed her big tits right away. I thought, ok, that is it, she will drag her away, and, unlikely chances of me scoring that night, became slimmer.

But, she stayed, and she was one interesting character, and there was laughter, obscene jokes, and lots of wine. As the party was ending, she proposed we should go somewhere else, to continue our night. That is when she mentioned that she is married, by telling us that we can go, since her husband couldn't come, being away on business.

Three bars and one night club later, we ended up at my place, with two more bottles of wine, we bought in the market. I am not even sure, how it happened, I was on a sofa, I am not sure if she leaned in to kiss me, or it was vice versa, but we started kissing, my hands were all over her, and her hand reached for my crotch, unbuttoning me. I was totally unaware of my surrounding, I was wasted, and when I felt a hand on my cock, and then the mouth, it took me some time, to realize, that her lips were on mine at the moment.

Her married friend was blowing me, I had to look twice to make sure that it is really happening. The other one started undressing, with me insisting, and helping her, I pulled her up, don't remember if I asked her too, or she just assumed I wanted it, but in matter of minutes, she was on my face, with her bald pussy on my lips. At some point she got up, and turned the other way around, to face her friend, and started helping her blowing me, while rubbing her cunt all over my face.

If I was sober, I would have cum in less than a minute, but on such occasions, I can go for days. While cumming, she pressed hard against me, almost breaking my jaw, while swallowing the entirety of my cock, pushing her head against it.

It was like, the orgasm woke her up, she sat on the floor next to the sofa, and looked flabbergasted by what the hell we were doing. But, her married friend wasn't done, she didn't receive that wake up call, so she got on top of me, and turned in a reverse position. Her ass looked magnificent while riding, I was still far away from nutting, but I was high, I was crazy, I felt alive and naughty, I felt like a man amongst other men, capable of pleasing two women, she came, and I was still hungry for more, so I pulled out, and pointed it at the direction of her other entrance, not asking, not begging, like I did all of my life, I just wanted it... And she obliged.

It was warm, it was tight, it was everything I ever imagined it would be, and from being far away from the end, in under a minute, I yelled that I am cumming. Maybe it was then that she realized that we do not use a condom, at the same time forgetting where I was at the moment, or she just didn't like the feeling, or this was her wake up call, but she got up, on the brink of me exploding, and as my cock fell back on my stomach, I started cumming, intensively.

I woke up naked, on the floor, next to the sofa. They were gone already, and I know that I was out from the wine, but till this day, I love to imagine, that it was from that orgasm.

I have met them, separately, in the city a few times after that. The married one was always with her husband, so not greeting her was polite, the other one, I talked to briefly after seeing her on the street. She was sweet, and giggly, and when I asked her if we could see each other again, she smiled, and said yes, but never returned any of my calls later. I saw her for the second time holding an arm of a man, bf or fiance I presume.

That night was so perfect, that I tried to replicate it with hookers, but that wasn't it. I think of it every single day since then, and now I have shared it with you.

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Anonymous
@confessions
20 Jul 2022 4:28PM
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I want to thank Motherless for helping me to break-in a virgin and turn her into a person who can't get enough dick, any dick,. She is now known as slut at her work.
A few years ago, I was working as an attendant in a small hospital. During that time I'd got to know a lot of nurses, from work and socializing and it is true what you hear about nurses on nights out. I was working in this one ward for a few months and there was this one nurse that I used to see at a few nights out, who would come up to me and start to chat. She's a lovely person, her dress scene wasn't great, she didn't do much for herself but the one thing that really stood out was the size of her nose. It was huge. It was the first thing you would notice. This one day at work a patient got sick all over her. She had to change into her spare uniform and I had to clean-up the mess that he made ( not the nicest part of the job). Well....no sooner was she back after showering and changing into a clean uniform when , bang, he got sick again, getting vomit all over her. She was disgusted for a second time. The ward was out of scrubs, but lucky for Marie one of her workmates offered her spare uniform to wear. After showering and changing for the second time she landed back to the bed where I was still cleaning the mess from the poor man, when my eyes nearly popped out of my head. The uniform that she and most of the nurses wear are white tops and navy pants but the spare uniform that she had on was a nurses dress. "Holly Shit" I saw a side of her that I've never seen before. She had legs that went on forever, her ass was one of the nicest I've seen on a normal person (not a model or movie star) and her boobs ...wow...you wouldn't take as much notice of her nose looking at everything else. The uniform wasn't like a "naughty nurses dress" it was meant for a smaller person. The uniform only came to about 4" above her knees, her firm ass was keeping the dress well away from the back of the legs and her boobs...they were squashed into the uniform. She had the uniform snapped all the way bar one snap by her neck, but the snaps around her chest were being well stretched. I could see her white, thin material bra through the gaps of the snaps which were under huge pressure to stay clasped.About 3 weeks later, on a night out, I spotted Marie in the bar with a few other nurses. She had on her usual "granny dress", down to her ankle, very loose with a crazy pattern on the dress. We chatted for a small bit and I left it at that untill I spotted her saying goodbye to her friends. As she headed out, I rushed out behind her as she waited for her taxi. I said that I was heading home but I was getting a pizza to take first. She said that sounds like a good idea and she might do the same thing. I asked her if she wanted to come back to my apartment to share one. She didn't have to think too long and said that she would. That was a big mistake on her part.....or was it.After we finished the pizza and a bottle of wine, i started kissing and fondling her when she kind of froze. She said that she was never with a man before, like never even kissed anyone. I said that I'd take it easy and I'd wait untill she was ready but I asked her if she she was afraid of it. She said that she once watched a XXX movie on her laptop and it kind of frightened her. I pulled over my laptop and opened up "Motherless" for her and I told her that the people on this site are mostly amateurs and not professionals and started to show her different videos of various acts of sex. (I knew most of the videos from watching them so much 😁) We started with some blowjobs, then I showed her 3 or 4 videos of couple's having sex and I ended up showing her some anal vids . As we watched the videos I had my hands on her thigh, after about 3 videos I started to get my fingers sliding , getting more bolder as the videos went on. By the last video ,the anal video, she had her legs opening for me as I worked my fingers rubbing her pussy through her knickers and granny dress, which was soaking from her juices. It didn't take me long to see how good of a student she was as I unbuttoned my jeans and pulled out my dick. Just like on the videos she got on her knees in front of me and starts by licking and sucking on my balls. Then she goes to the head and takes maybe half of my dick....man she is a quick learner....after a few minutes, I start getting to my full length and width. I grab her by the back of her head and force her mouth as far as she could take it and I left it there for a few seconds, when she starts to gag. I let her head loose and she lifted up off my dick gasping for air with saliva dripping from her mouth but before she could catch her breath, i shoved her mouth back down on my full size dick and waited, and waited, and waited.. the gagging, the eyes watering, her fingers digging into my thighs, I release her head and she tries to catch her breath again.
I pull her up off her knees, as she's still trying to get her breath and I sat her beside me, getting her dress above her knickers, I get two fingers inside her soaking wet pussy, one on either side of her knickers. I start to work my fingers, pushing them deep and my thumb working on her clit. Her legs spread, her mouth wide open and only the white of her eyes can be seen. Her body starts to shake and vibrant, I can't describe the kind of noise she was making but man this was some scene. I got out a condom and had it on before she had a chance to say anything. I took off her knickers lifting her granny dress over her head. I grabbed a boob with each hand through her bra and started to play with them, feeling her tiny nipples starting to harden. I lifted the cup of her bra, exposing her pail  boobs. I was ready and I think she was too. I got between her legs, positioned myself over her, grabbed her hand, placed it on my dick and told her to guide it in. She got the head of my dick just inside the lips of her pussy. I left it there pulling it almost out and back in again but only the tip LP. I kept this going 7 times, almost out and just the tip into her when.....bang ...... I gave her the full length and width of my dick for one thrust. Her mouth and eyes opened to the last and her fingers clawing into my back, I go back to just the tip of my dick sliding in and almost out of her pussy lips for 7 more times then. ....bang.... in the full length again with the same reaction only this time she wraps her long legs around my back and puts me into a vice like grip. She puts me into a bear hug and starts to gyrate her hips. She moves them faster and faster. Her moans reach an even higher pitch. The next thing I feel her whole body start to shake. Then she lets out this scream and at the same time releases her grip of me....all of her body shaking. It ends with a huge "sigh".
I kept fucking her but she was just lying on the bed with arms outstretched breathing heavily, she was exhausted. I continued pumping her and playing with her tits, I could tell that she's after getting her second wind. With that I told her to turn around and get on all fours and I started to pound her from behind. There was a table alongside the bed with a mirror on it and that gave me a great view of her tits swinging and also seeing her facial reactions. What a sight, her boobs were swinging and bouncing in every direction. Her mouth wide open with the weirdest sounds coming from it. Her arms finally give up and her head flops onto the mattress. I might have been a bit mean but I grabbed her hair and pulled it towards me forcing her exhausted body back onto her hands and knee, just so I could see her tits bouncing. I eventually i let her hair go and with that she flops her head back down. Her long legs had her ass in the air exposing my thick dick filling her pussy and exposing her tiny ass hole. I being the fucker that I am, reach over to the locker and get out some lub. I put some on my thumb and start to lub her ass as I keep pounding her pussy. Her moans get louder legs start to quiver when.... I stick my thumb into her ass hole. All the shaking stops, not a sound to be heard from her but I continue to pound her cunt with my thumb in her hole. She eventually gets back to the enjoyment of being drilled by a thick dick even with my thumb up her ass. I decided to see what her reaction would be by stuffing my second thumb up her hole. Up I shoved it. I could feel her flinching when it first went in but she was hardly distracted with the enjoyment of a big cock inside her. I feel her legs starting to shake and her, noise, that was coming from her getting louder and instead of bringing her to an other climax, I do the dick and pull out of her cunt. I squeezed a bit of the lub onto the head of my dick and start to stuff it into her ass hole. She didn't object so I thought to myself " this is some night". I've been with quite a lot of women and only once have I ever gotten anal from someone and she was an old bar fly (not my finest hour). I squeezed the shaft of my dick which made the head much harder and easier to force it in but as I pushed her hips would go forward as well, making it almost impossible to penetrate her ass. I turn her on her back and try from this angle. I grab the shaft of my dick with one hand and put the tip of my cock onto her ass hole.....and forced her hole to take it ...it worked...Her tiny hole finally parted. The head of my dick disappearing. To see the pain on Marie's face as I cracked it open. She wasn't making it too easy for me, or herself, by squeezing her ass. I just worked with what I had, millimetre by millimetre. I was getting deeper into her, one mm back, two mm deeper. By the expression on her face I was just waiting for her to say " no more " but she never did. At this stage I had about half of my dick buried into her. I was now getting her loosened. I was sliding in and out of her and every time getting deeper into her. I started to flick and rub her clit, getting more of my dick up her ass. Not long after getting her clit to harden, my cock was fully buried. It was really tight but I was sliding out the length and back into her balls slapping her ass cheeks. I could see by her face, that she was getting int it. Well some of the time. Her facial expressions would go from pleasure, to pain but the pain was becoming less frequent. I noticed that some lube had gathered at the base of my dick and I could see  some of her shit mixed with it, so being the ass hole that I am, I pulled out of her ass and crawled up to her and hung my dick over her face. She didn't hesitate and took me in her mouth. She wasn't getting anywhere close to her shit so I rubbed what I could down and onto my balls. I then pull my throbbing dick out of her mouth and I hovered the balls over her and she obliged. She was like a cat the way she was licking them. She sucked the both of them into her mouth, her tongue flicking all the time and at the same time she's wanking me. She opens her mouth, pulls out my balls and starts to squeeze them. She was squeezing my balls using her thumb and index finger. She would squeeze one then....pop....my ball would shoot out of her grip. Grab it again... pop.... Her grip was getting stronger, the flick of my ball was getting more violent and at the same time she was sucking my dick, I was really enjoying this, so much so I was about to shoot my load. I put my hand behind her head shoving my cock deep into her mouth. I waited for the gagging,  pulled out and before she even got a chance to breathe, I rammed my dick deep down her throat when ....boom...my first shot of cum into her. She was gagging even before I gave her a shot, but adding some cum  she almost passed out. Her eyes were eyes of shock, like something happened but what. It seemed like she was coughing, gagging, trying to catch her breath all at the same time. There was cum dripping and hanging out of that massive nose. I pulled out of her mouth and started to wank myself and the second load shot on her hair and I drained the last emptying my cum on her boobs. We'd meet up and have some fun every so often and even went away for 3 nights to a real party city hotel, stag and hen parties, and that 3 nights really turned her into the slag she is now. .... I'll tell you that story another time....Hope you enjoyed

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@confessions
20 Jun 2010 11:57PM
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My confession is long, bizarre, and 100% true. I am a 20-something, fat, tall male; but on the inside I feel like a cute, petite, late-teens girl. My ultimate sexual fantasy would be to start a romantic and sexual relationship with an actual age 18 or 19 year old girl and grow old with her. In public I would maintain my masculinity. But in the bedroom we would be a �lesbian� couple, we would wear matching lingerie, she would suck my tits and vice versa, perform oral on each other (vaginal, both of our anuses, my dick and balls, her strap on), and with aforementioned phalluses fuck each other�s holes and breasts.
I am also an anime freak and another fantasy of mine would be to crossplay as an EGL. With any luck I�ll do so at a convention sometime and hopefully find my ideal partner.

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aspergers
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@confessions
11 Dec 2012 2:32PM
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My girlfriend loves me so much that she plays along with all of my fantasies and fetishes. Sometimes she pretends that she's a teenager, a milf, bbw, black, latina, asian, red headed and indian. She even does the peepee dance for me knowing I love to see her squirm. She'll punch me in the face and let me smack her around. She plays along and lets me pretend to be a predator while taking advantage of her in dimly lit parks at night or alley ways in the city (and she fights back too). She'll jerk me off in strange seedy bars that we've never been to before and blow me on elementary school stairs after a night of drinking. She'll let me suck her tits on subway platforms or on the train. We have female skype friends of all ages and locations that we'll fuck in front of or masturbate with. She loves when I boss girls around and I encourage her to be more dominate with them as well. Recently I have been on a FFM kick and she's helping to make this dream come true. It's so fun seeing how different we are at picking up women and its really cool seeing and comparing which girls we choose, lol she always teases me because she knows I can get the thick chicks with the snap of my fingers. She's more into a challenge or is picky or can pick up a much hotter woman, bc she is such a fucking fox, but anyways it's a 100% win-win! We haven't had a full on FFM (just make outs) but we're working up to it. We've got this thing that if the other girl has smaller tits than she does, that girls face must be smothered in her tits. And vice versa too. My girlfriend loves women with tits that are bigger than her 36 D's. She wants to be smothered underneith some massive tits, DD or bigger. Woah, I love this girl and its obvious feeling is reciprocated. We've got an awesome future ahead of us having a relationship based on trust and complete honesty.

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@random
04 Mar 2012 5:48AM
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2 years ago i was suspended from school for rubbing my cock on my teachers thigh, i was 23 at the time, im from a reservation that explains why im still in highschool, well not because im native american but because highschools on reservations have no age limits, she was not much older than i was, 27 i think, she told to stop, so i did, but i was getting hard and wanted her to know the size of it and feel it hoping it would entice her but she tells me to stop again and to leave, i come back to school the next day the vice principal and principal are waiting for me at the entrance and ask if they can have a word with and told me that i was expelled for the school year which sucked, this teacher had big tits and thick ass but face wasnt all that great but since that day we had a jog for cancer and seeing her tits bounce in that blue shirt i've wanted to fuck her but she hasnt come back to work at our school

yours truly....."jimmy"

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