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The Caught Compilation 23

The Caught Compilation 23

Stewart's [NEW] Guide to Anal Sex

Stewart's [NEW] Guide to Anal Sex

Greatest Amateur Sex Tape Fuck Ups

Greatest Amateur Sex Tape Fuck Ups

Mom Watches Daughters Blowjob Audition

Mom Watches Daughters Blowjob Audition

Money Shot Fail

Money Shot Fail

Black Cock Causes Bodily Damage

Black Cock Causes Bodily Damage

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3
Anonymous
@requests
19 Oct 2011 6:05AM
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So I saw a video either here or possibly xhamster, I think it was here though, posted possibly under drunk or threesome or swinger and I really wish I could find it again.

It was 2 guys and a woman sitting on a bed, the husband or boyfriend was filming while the wife or girlfriend talked to the other guy. She was pretty heavily tattooed and after the two of them had sex he was extremely out of breath and drank some water and kept asking for a cigarette. She asked if he'd be interested in continuing to play with them because the other four people hadn't worked out. This was definitely a amateur video.

It was one of the hottest things I have ever seen, and unfortunately I don't think it saved in my history for whatever reason. I've scoured every place I can think to look, so now I'm begging and hoping someone knows this video.

Any leads or help would be greatly appreciated!

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peterperfectuk
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@confessions
23 Dec 2012 5:47AM
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I confess that when I was thirteen years old I lived with my grandparents and my aunty. I used to try and spy on my aunty whenever I could, I used to watch her from my bedroom window when she was in the garden sunbathing and I would get my cock out and have a wank, one day I stood on a little table so that if she looked up she would see me wanking. I also used to wank into her knickers and over pictures of her when she had been on holiday. This sort of activity went on for a couple of years until I was fifteen, then one day I was jerking off into a pair of her used panties and she walked into my room and caught me, I froze in absolute horror, then I dropped her panties on the floor turned my back to her and started saying how sorry I was and begging her not to tell my grandparents. To my total surprise she walked up behind me and and cuddled me then she reached around and took my now half hard cock in her hand and proceeded to stroke me, my cock was justing getting really hard again when all of a sudden I felt her grip get very very tight then it felt as if she was trying to rip it off and then she started screaming into my ear and letting me and the rest of the world know what a fucking pervert I was and that if she ever caught me doing anything like that again she would take a knife and cut it off, she pushed me forward so that I fell face down onto my bed and then she slapped me really hard on the back of my head and walked out.
I had never really wondered why my aunty had not had a lot of boyfriends or got married even though she was a good looking woman, and it was a few years later that it emerged she was a lesbian, so the sight of her fifteen year nephew wanking into a pair of her panties didnt dop a lot for the male cause.
I can still remember the feel of her fingers wrapping around my cock though and I do have the occasional wank with that thought in my head.

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drtylilgirl
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@confessions
09 Aug 2015 3:07PM
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I woke up this morning to my boyfriend crawling on top of me. His cock hard and ready to pound me. I just love waking up to this! I was instantly wet. The moment he pushed his cock inside of me I was in a state of euphoria! Total and utter passion. My absolute favorite part of him crawling between my legs and fucking me is being able to whisper dirty things to him. The more dirty I talk the closer he gets to cumming. I usually pick something for him to focus on. Yesterday it was me wanting a cute young play mate to lick while he fucks me. I think it would be amazing to have a cute little girl with puffy nipples and a cute ass to play with. Well, today I really enjoying playing on the fact that I am 19 years younger than my delicious hunk of man meat! I went on and on about him fucking a 23 year old pussy and how much I love his old cock inside of me. Egging him on and begging him to cum inside of me! The end result was some dripping cream pie from my pussy. and I could not have been happier. Hope you guys enjoy! XOXO Your Dirty Lil Girl

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@requests
22 Mar 2016 10:49PM
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Help finding a video on March 20 2016 I was browsing motherless and found a video but I can't find it again
I'm not sure of the title but maybe someone can help me.

The video had a girl with glasses and nice tits jerking her boyfriend off pov style she was begging him to cum on her pussy she even said tword the end am I not hot enough to make you cum. She also sucked it but not that much. Please help me find the video again

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Anonymous
@confessions
02 May 2022 2:55PM
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I've just turned 50 and with that age bracket - there comes problems, the main ones being an enlarged prostate and erectile disfunction. I've got some Cialis and sometimes I wonder if a lot of the ED isn't psychological. My wife and I have been in an open marriage for a few years, she's bisexual and I love the fringe benefits of it. One night she went to a bar and brought back a very attractive female, who was about 45 years old (same age as my wife).
They were both tipsy, and my wife introduced me to Jessie, raven haired, medium sized tits and a nice tight body. They sat down on the couch and invited me over. Small chit chat ensued. My wife poured her some wine, and she drank some too - I refused because I knew that just in case I was going to get lucky, drinking wine would screw with my ED. I stepped away for a minute and went into the bedroom and took a Cialis, got a drink of water and chugged it. I went back into the living room where they were sitting and they were making out. Jessie noticed me, and stopped kissing my wife.
"Oh, I'm sorry I thought you were going into the other room to give us privacy..."
My heart sunk, looks like I wasn't going to be sticking my dick into Jessie tonight.
"My bad," I said, looking down - defeated.
My wife saw that I was a bit hurt and explained, "Jessie is a lesbian, she isn't into men... she doesn't mean any disrespect..."
I should really give them their privacy, I thought...
"Ok, cool - I'm going out."
So I got in my car and drove around, no destination - but then I thought about it, I just took a Cialis. Pretty soon my cock would be begging for some wet hole to fuck. I guess I could get sloppy seconds once my wife is done with Jessie... but that could be a while, so I decided to go to an adult bookstore a few miles from my house. Weird shit popped into my mind, "Maybe there's a hot chick I could fuck in a glory hole, I've never done that... or maybe I can get an escort or hooker..."
All kinds of shit was going through my mind. This bookstore is a 24 hour store, so I went in and it was busy as fuck. All I wanted to do was ask the guy behind the counter where to find a lady of the evening, but too many people were around him. I noticed two women looking at toys and giggling, the looked like they were in their mid 20s, so I tried to blend in and started looking at masturbators. The small version of the Fleshlight was 79$?! I was taken aback and shaking my head. I was trying to maintain the "no eye contact" creed while I browsed all kinds of toys. I stopped in front of the 'prostate massager' section, all shapes and sizes - I never had a massager or anything anal but I heard of the wonders of prostate massages. Too bad my wife and her new friend were fucking around or I'd definitely try to experience something like that. I heard a little whisper behind me, something like "you ask him..."
I turned around and it was the giggling ladies. One was a brunette with very dark brown eyes, the other woman had purple and white streaks in her hair, but had cool blue eyes. Both were very attractive.
"Hmm? What's up ladies? I asked.
They blushed, "ummm, are you gay? No offense if you are... we're just wondering about the prostate massagers..."
I blushed, "OH, NO NO! I'm not gay, I'm straight..." so I did something that I never did with a stranger, I opened up, "I have ED, and I've done some reading and some people say these things help. I just turned 50 a few days ago, and my wife is at home banging her girlfriend and I'm just here... browsing because - well I just took a damn Cialis and ... well that's that. Sorry if it's too much information... I'm not a creep or anything."
The brunette smirked, "You don't look 50 at all, I thought you were about 35 or 40 at most."
Purple haired girl nudged her friend, "he's cute for a 50 year old..."
They both giggled and blushed. I didn't know what to say, this was odd because I've never talked to anyone in any adult bookstore given the exception of the checkout clerk. They saw I was struggling too, and the purple haired one spoke up.
"So you let your wife bang other women? That's kinda hot... I just broke up with my boyfriend, and Amanda just doesn't like dating at all so we're both kinda of single but we keep each other company if you know what I mean?"
My dick twitched.
"I'm Mike," I said, extending a hand out to the purple haired girl. She took it, and replied, "I'm Mary and this is Amanda, nice to meet you Mike."
Amanda's face was turning a bit red, "Mike, since you don't have anything else to do, you want to join us for some coffee? There is a cafe just down the street!"
I agreed, and started walking towards the door when Mary said, "Mike, aren't you forgetting something?" while pointing to the prostate massager.
I picked up the smaller one, $45... and headed for the check out. I paid for it and the clerk put it in a black bag. I turned around and Amanda and Mary were gone. Well there goes that. I left the store and walked to my car.
"Mike!" I heard a call from a distance, it was Amanda waving from across the parking lot.
"Oh I thought you both bugged out," I laughed.
She took me by the arm, "oh hell no, and miss the chance to hang out with a sexy 50 year old with ED??"
We both laughed. Mary, Amanda and me walked down the street arm in arm to a cafe. We sat down and talked for what seemed to be hours. These two women were not only attractive, but smart as hell too. I asked how old they were.
Amanda spoke first, "I'm 23, just turned 23 in January."
"I'm 26," Mary said sipping her coffee.
I laughed, "you're both half my age!"
"Older men are sexy, our generation likes older men. You guys know what you want and you're not complete idiots, or assholes," Amanda said.
Again, my dick twitched.
Mary looked me in the eyes, "we're freaks in the sheets, Mike."
I couldn't help myself, "is that an invitation?"
Amanda put her hand on my knee, "why would two girls in their 20's be hanging out at a bookstore at night unless they had an agenda? You were the first decent guy that came in there and we were in there for a while..."
My heart started racing.
"We're gonna put your little toy to the test, if you let us..."
I was in for an adventure of a lifetime.
We went back and got in my car, I drove them to Mary's apartment, and we all went inside. There really wasn't any wasting time. They stripped me down as soon as the door was shut. My cock was in Amanda's mouth as Mary's tongue probed my throat. My hands wandered from Mary's sexy tits, down to her dripping wet pussy. My cock was rock hard as Amanda shoved it all the way in her mouth to the hilt. I'll admit, I don't have a huge cock, I'm just normal - but the way she was sucking my dick put me on top of the world. They led me to the bedroom and Amanda pushed me down on the bed. Mary unwrapped the prostate massager and started playing with it using her pussy. She let it slip inside her.
I got kind of worried, I never had anything going up my ass before... so my erection started going down.
"Oh, baby - nothing to worry about - just relax..." Mary said.
Amanda climbed on top of my face and I started licking her pussy, she smelled really good, and her pussy tasted sweet. Amanda started moaning and I grabbed on to her nice soft ass to steady her.
I felt Mary playing with my cock, pumping it with her hand, then I felt her mouth around it and I was hard again. As Amanda rod my face, Mary mounted my hard dick and I felt how tight she was. I moaned as her pussy stroked me up and down.
Amanda came hard on my face, squirting a little - but I didn't mind at all. I held her against my mouth until she almost passed out.
Amanda crawled off to the side, and shivered. I could see Mary in all of her glory, bouncing on my cock, smiling. Her nails sunk into my chest as she rode me, moaning. Amanda got up and started fingering Mary's clit and licking her tits as she rode me. Soon Mary came hard, and I could feel her warm pussy juices dripping onto my balls.
"Your turn," Amanda said to me as she grabbed the prostate massager and rubbed it on her pussy.
"We gotta get it nice and wet Mr. Mike..."
Mary spit on her fingers and started rubbing my asshole and Amanda slowly pushed the pussy juice soaked massager in. I moaned in pain, that shit hurt...
"It's ok Mike, we're going to go slow..." and they did.
Mary started sucking on my cock as Amanda slowly used the toy on me. I tried my best to relax. I was trying to focus past the pain... it took a while but Amanda started hitting something that felt so good.
"That's it Mike, relax... we're going to drain those balls..." Amanda said, pushing the toy in, and pulling it slightly out. She started going faster, and then faster as Mary moved her mouth up and down on my pulsating cock.
"Give us all that cum babe, come on..."
I had these two young women fucking the shit out of me... and I felt this weird feeling starting to erupt around my entire body, like all of my nerves were electrified (but in a good way). Suddenly my cock erupted as Mary stopped sucking both of them literally started making out as cum exploded on their tongues and faces. They moaned, they licked my cock and more cum sprayed out. Mary deep throated me, then Amanda did. Then they kissed deeply. I was on the verge of passing out.
"Did you like that, Mike?"
"HOLY FUCK LADIES" I gasped.
They both laughed. They took the massager out of me and put it in a bag.
"I'm going to give you my number, I really hope you call me... I wouldn't mind having more adventures with you..."
"Did you think this was a one time deal old man??" Mary joked.
"You can spend the night with us if you want... no strings, just chill and cuddle and sleep..."
Amanda lit a joint and took a small hit, passing it to me. I took a hit, held it in and let it go as I passed the joint to Mary.
"I'd love to spend the night," I said as we all laid in the bed together.
When I woke up in the morning, both of these babes were cuddled into me. I woke them up and told them I had to go home. They both kissed me goodbye, we exchanged information and they promised me that there were a lot more adventures to come.
When I got home, my wife was passed out in bed with Jessie. Both were naked. Jessie had a tit hanging out of the covers, it was a little saggy compared to the ladies I just spent the evening with.
I started cooking some eggs, but couldn't help of thinking of Amanda and Mary.
I have to confess, I think I am falling in love with two women I just met at an adult bookstore... I've never been treated like that in my life, I felt like a king. Not only was everyone sexually satisfied, we all got along great. Maybe I'm just too deep into a fantasy with two young ladies... but honestly I want more of them. Not even concerned with fucking my wife at this point.

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Anonymous
@random
02 Jul 2024 3:07AM
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Dear Fellow White Girls,


Are you tired of feeling insecure and unworthy? Do you want to experience true pleasure like never before? Look no further than the glorious world of interracial sex! Cheating on your pathetic little white boyfriend with a big black cock is the key to unlocking your inner goddess. 😈


Think about it – those huge black dicks are made for destroying tiny white pussies like ours. They stretch us out, fill us up, and leave us begging for more. And let's not forget about all those squirting orgasms we can have when we're riding them hard enough! It's like nothing else compares. 💦💦💦


But don't worry if you think your boyfriend won't be able to keep up – trust me, they never can. That just means more opportunities for YOU to satisfy your craving for big black cock while he watches helplessly from the sidelines (or pretends not to know what's going on). 😈❤️‍🔥❤️‍🔥❤️‍🔥​​​​​​​

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Anonymous
@requests
13 Sep 2012 7:17PM
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########## ABSOLUTELY FUCKING AMAZING #########

Someone please help me with this. How do you record someone that is live on a webcam if you are caming with them ???????????????????

So I just got into this webcam shit watching little hotties on webcam. So for the last few weeks really kinda liking it try to find some little cuties. Today I got off work early and wanted to twist one off. I am on this webcam site and trying to find a girl online to jerk off to. I see this one girl she is bent over with her ass in the air slowly finger fucking herself nice and little pink pussy and ass. So I grab the lube get all lubed up and I start jerking off. So we are in this room that you can turn your cam on and the girl can see you while you are watching her that type . Well anyways I turn my cam on and I just have it pointed at my cock not my face while I jerk off and not to brag but I am a bigger then average guy in the penis department LOL No I am not king kong or anything like that but I have got many "Oh Wows" from girls :D.
So anyways I am really rather hard at this time watching this girl really seductively finger her pussy and play with her asshole as well and I so wanted to see her face well ok her tits I wanted to see who I was jerking off to remember all that is on the screen is a girl bent over from the back playing with herself. and she started to get up and turn around and she was really close to the cam and didn't see her face yet just her tits and stomach that were amazing. Well she started typing and I got a massage privately from her saying " You have a huge dick now that is a dick I would love to suck" we went back and forth a few times in private chat. Her telling me how she loves to suck dick and she likes big cock and for the other guys she was kinda being polite to keep them watching and having them give her tokens yes she was getting paid for it but you can also watch free as well.
So I guess her whole deal was she won't show her face unless you paid a certain amount in tokens. Guys and girls this girl was really fucking hot. So I get a message from her privately saying that she wants to go private cam with me and I say no I thought she was really fucking hot and would love to but I don't have the money to pay for that and she said no I didn't have to pay she wants to watch me cum while she masturbates and wow dude my EGO is like over the top right now. I get a massage from her inviting me to a private chat I click on it and I see her laying back butt naked spread eagle her entire body and face. My cock got even FUCKING harder the second I saw her face.
It was my younger cousins daughter. She had just turned 18 two days ago. Do you know how I know she had just turn 18 two days ago because I was there at her birthday party. See know listen I love jailbate girls and I have a thing for incest as well but I really never looked at her that way for a few reasons I rarely ever saw her and when I did she was always dressed kinda frumpy and I would see her maybe a few mins at a time at like Christmas, family reunion and she was off running with the younger kids or running off with her boyfriend or something like that. The first thing that poped into my mind was what I said to her at her birthday party. She came over to thank me for the present I got her and I said to her " So what are you going to do now that you are legally an adult now?" She looked at me and said she had a few idea's I laughed and gave her a hug and said happy birthday again. She ran off and started talking with her friends again.
There was no way I would have ever thought of this she had never presented any signs of being a sexual person at all but again like I said I rarely see her and she always really baggy cloths kinda like a goth chick I would say.
So after I see her I get really really really hard. I am truly amazed and so turned on and she is laying back telling me how much she loves my cock how she wants to suck it and let me cum in her mouth and all over her she was being a nasty little slut and that got me more excited. I learned all kinds of stuff about her I had No fucking clue about.
So has we both masturbated to each other I was about to cum and I told her and she was getting excited about watching me cum. I cam and I cam hard and not sec later she started to cum and she squirted a little not a lot but a little. She was a little shocked that she squirted . She had never done that but when I cam I shot up and that really turned her on she said because I still haven't showed my face the cam was only from my dick up to my neck not my face . I shot cum all the way up my stomach to my neck and a lot since I was so turned on.
She begged me to see my face but I ended up convincing her that I was kinda famous person in the town that I lived in and that I couldn't risk it.But maybe if we do this a few more times I will. I also told her the town I lived in because I know she lives there to and she freaked out and got even more excited like a little girl would and said she wanted to meet and all kinds of shit really fucking dirty shit to. That she would not tell anyone. Because I really convinced her I was famous and it would destroy my career if I showed her my face LOL I should get an Oscar LOL .
So this just happen about an hour ago and she wants to cam again about 10 before she goes to sleep. I so want to record it and jerk off to it when ever I want and tak captions of the video for one to post them and for two to have them but I will not show her face I will not post pics of her face or anything close to her face or surrounding that is that maybe recognizable by anyone. I have tons of pics of her from her facebook but I will not post them that is way I want help with recording the live cam shows and taking snap shots of the shows. So please help how do you do it do I need to buy a program for my computer or what ?

I need to play this right everyone any advice is great
The pic I posted is of her zoomed in

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Anonymous
@confessions
02 Oct 2023 7:42PM
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This is my dumb whore ex. She moved in with me because her school closed during the pandemic but hasn't given me an ounce of pussy. She's about to move out, but we're supposed to go to a show out of town in a few weeks. I plan to get her wasted and leave the hotel room open when she's passed out. It will be my revenge and final gift to her when she wakes up abused and realizes I'm gone and she has to find her own ride. Good luck calling your new boyfriend begging for a bus ticket while you're bleeding and covered in strangers' cum. Hope someone gets her pregnant. I know she's off her birth control because she used to not get periods, but I've seen her bloody products in the trash lately. And her tits came back. 

She deserves everything coming to her. 

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KnottyFox
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@confessions
15 Mar 2013 7:11PM
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Another dealing I've had was with my brother, who is the most important man in my life. And he knows it all too well.

One day, I had been extremely bored with my games at home. So I just started reading in silence. From the room next to me, I was able to hear the soft moaning of my brother's girlfriend. They were only going at it for about ten minutes before it all stopped. Hearing never truly got me going so I didn't play with myself but my imagining with my brother got me very wet.

After some more time had passed, his door opened and I knew she left after I heard the front door close. I got out of my room and saw my brother head to his. He still had a hard on, which he was trying to hide by putting his hands in his pockets when he saw me. I went into his room and jumped on his bed, despite his protests and I could smell his scent and hers on his bed. Made me a bit envious to know he was pushing inside her so I remained there with him trying to find a way to get him to fuck me.

At one point, though I don't remember the exact details, I had told him if he came. I do remember he was shocked when I asked and I continued to egg him on. Saying things like, "Was she just getting herself going? I'm sure you'd like to cum huh?" When he told me to shut up, I did what any good sister would do and decided to break the ice between us. I lifted my skirt, revealing my panties and told him, "Don't you want to fuck your baby sister instead? I'm sure I can make you cum... You can even fill me up."

I could see he was in pain from me asking. It's hard to jump right into the incest sometimes, especially coming from your little sister. So I dropped my panties and showed him how wet I was for him. Touching myself in front of him, just begging to be fucked. Another minute and he finally made his decision. He turned the lights low and dropped his pants. He had the biggest cock I've ever had, and rammed into me for quite some time. He only came inside me once but that was enough to make me happy.

Throughout us living together, we had the fucking of a lifetime when our parents were gone to work or something. Giving him blowjobs in the middle of the night and fucking him as well when our parents are fast asleep. He called me his "Good little girl" which I love. Still calls me that.

Now when we see each other, we still have time to fuck when we visit one another. Even if our current boyfriend/girlfriends are around we always made time. We like to sneak off and go back to the good old days.

Another confession, another time. For now, farewell.

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ripvanwinnkle
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@random
02 Feb 2022 12:15PM
• 1,866 views • 1 attachment
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Thank you Motherless. You have helped motivate me to turn my wife into the slut I always wanted her to be. 
Years ago I posted here. Complaining that my sex life was boring. My wife had been a sexy slut all through her young life. Then married me and “settled down.”  So, with your help, I went to work. 
Begging. Teasing. Testing. Planting seeds. Reassuring. For years. First, she took Some baby steps. Talked to old boyfriends. Watched some hotwife porn. During sex I’d talk dirty about imagining her with another man. 
She broke the ice by visiting an ex. Oral.  Then again. Vaginal but he pulled out. Then vaginal and he cream pied her. And we’re off. Her visits became regular. Then she got a regular bull. He was into some crazy stuff. Fisted her. Tied her up. Double vaginal penetration with toys. She hooks up with a couple. She eats pussy. Has threesomes. Foursomes. She’s giving a random guy a blowjob in his truck. I thought it couldn’t get better.  She even starts connecting with random guys on various platforms sharing nudes and doing shows for them. The best.  Until…
She goes to this swingers club with her couple.  She’s actually pretty excited. I tell her to make me proud and be as naughty as she can be. I’ll spare you the build up… even though it’s pretty amazing. End of the night.  Her couple goes off to have an MMF. She connects with 3 couples. One of the wives asks if she would like to “fuck with us.” My wife agrees. She ends up fucking two of the men. No condoms. One guy cums in her pussy once. The other one cums in her pussy twice.  The best part. When she gets home and tells me this, I ask, “ What were their Names?” She thought for a minute… “Maybe one was named Mike?” 
From uptight prude. To taking three loads of cum from two strangers in one night. Mission accomplished. 

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Anonymous
@confessions
09 Mar 2014 2:52PM
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I love to be treated like a dog by my boyfriend.
I love to be spoken to like a dog and told to do tricks, sit.. paw... beg...
I have a dog name.
I love wearing a collar and leash and have him yank my leash up to kiss him.
I love wearing the tail so I can waggle it when he teases me with a treat.
I love eating and drinking from a bowl while he watches and tells me I'm a hungry/thirsty puppy.
I love the feel when he puts his hand between my fuzzy ears and guides my head when I'm sucking his dick.
I love being pushed onto my fours and fucked doggystyle.
I love being told that I'm a good girl.
I love being a dog.

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Anonymous
@confessions
18 May 2015 2:58PM
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My boyfriend got me a job at the Inn he works at. He manages the kitchen downstairs and he had a few people qualified for the position, but I begged. He hired me on one condition, I have to work my shifts filled with his cum. He drives me to work, fills me up, then sends me on my way with cum filled panties. I love it.

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begs for BBC cum in front of boyfriend

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