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The 18-Second Man

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Cheating Fail

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2
Anonymous
@confessions
16 Jun 2013 1:25AM
• 115 views • 3 attachments
[ − ] thread [ 7 replies ]

In 7th grade, on the bus ride home I saw a girl's pussy. I used to crush on her pretty hard, and would still love to nail her today. She was wearing those little denim shorts, and at that point in time the girls were actually getting in trouble for wearing shorts that were too skimpy, but she was petite so they fit her loosely.

I thought looking back at her might score me an "upskirt" so to speak, and I got my wish. Red silk/satin panties, but then she moved her legs just the slightest amount, and bam! pussy flashed out! It was awesome, the perfect slit kind of pussy, y'know? Thin lips, a bit wet too or it might've been the sunlight from the windows which actually helped illuminate the shadow of her shorts in the first place. :-D

I like to imagine that she was shaved up top but the way she was sitting just showed me her pussy through the thin space of her pant leg, not her pubes if she had any at the time.

Here's a picture of her now. She went down a bad path, but she's cleaning up her act. I wish I could fuck her and watch her clean up my cum from her face. Yes, she's over 18 now. She's actually 22, just a few months younger than I am. She has a kid, with another on the way. Hope that pussy still looks great. Would love to see it and taste it someday. We used to grade each other's papers (stupid idea by the teacher but whatever) in 6th grade, and she would be honest with my scores which I didn't mind, but I would give her more points than she actually deserved from missing questions that I would ignore. Shaving points, y'know, but in the opposite way. Looking back, I was so shy and we never really talked much. But man, she's just MY TYPE, you know? Luckily I found "Lil Candy" to substitute my desire, and her skinny days resemble her. She also has a tongue ring, which would feel great on my dick. Perfect DSL lips, too. I would love to gloss them up more with a big load.

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Frankie5911
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@confessions
21 Feb 2024 10:15PM
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Hey just need to get this off my chest it’s completely true 
been married to my wife for 15 years but 2 years ago we divorced now my wife had a old sister now 43 called Rachel she’s married with 2 kid and from the day I met her I wanted to fuck her so much throughout the 15 years married to my wife I’ve seen glimpses of her panties from upskirt veiws heard her say naughty words and all that added to my sexual fantasy about her. I then started cumin in her food and drink searching her bedroom and dirty laundry for her panties to sniff while I wank my cock I’ve found her vibrator and sniffed and licked it clean also I’ve shot my load over it. I’ve wanked my cock so hard thinking about her for so many years but since the divorce I’ve not been thinking of her as much as normal. Then last week I was out with a friend for a few drinks and I saw her in the bar with one of her friends I walked over to her and said hi I’d not seen her since my divorce, she looked great she was really drunk and said come sit with us so we did. After about ten minutes we all loosened up and her friend just came out and said did you know Rachel has said for years she has masturbated thinking about you, Rachel looked so embarrassed but I put my hand on her leg and said to her friend I bet she doesn’t know I’ve been wanking my cock thinking about what I’d do to her since I met her and even said when I was was fucking her sister I imagine I was fucking Rachel. 
that was it Rachel stood up grabbed my hand and pulled me towards the ladies toilets she pushed me into the cubicle shut the door she dropped to her knees and looked up at me and said I’ve waited so long to have your cock inside my mouth. The unbuttoned me pulled out my cock and that was it she took it all in her mouth I’ve never never felt pleasure like it she sucked me so deep I couldn’t hold on and I she was only sucking me for I’d say 3 minutes and I started pumping the biggest load I’ve ever had into her gorgeous mouth she kept wanking my cock into her mouth till i had given everything I had she pulled away and looked at me showing me her mouthful of my cum and swallowed it all in 1 gulp licked her lips and said to thank you so much. We went back to our drinks and enjoyed the rest of the night. There is a part 2 to this story which ended at her friends house let me know if you want to hear it.😜

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Anonymous
@chicks
16 May 2022 12:09AM
• 874 views • 7 attachments
[ − ] thread [ 17 replies ]

So this is my married supervisor. She is mid 40's, blonde, only 5 ft even..and almost always wears skirts. She flirts with me all the time...asking me if I've gotten any lately,...glancing at my crotch often,..saying things like "sex is VERY important in a marriage", etc... Also she has told me she goes to a nude beach to get an all over tan...but of course she wont say which one. She also tells me she only wears sexy underwear or none at all because it keeps her marriage spicy. Finally couldn't take it anymore and got some upskirt shots to satisfy my curiosity. She wasn't lying. Sexy as fuck! Anyone else wanna take a peek? Tell me what you think...

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Frankie5911
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@confessions
23 Feb 2024 12:18PM
• 210 views • 1 attachment
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Hey just need to get this off my chest it’s completely true 
been married to my wife for 15 years but 2 years ago we divorced now my wife had a old sister now 43 called Rachel she’s married with 2 kid and from the day I met her I wanted to fuck her so much throughout the 15 years married to my wife I’ve seen glimpses of her panties from upskirt veiws heard her say naughty words and all that added to my sexual fantasy about her. I then started cumin in her food and drink searching her bedroom and dirty laundry for her panties to sniff while I wank my cock I’ve found her vibrator and sniffed and licked it clean also I’ve shot my load over it. I’ve wanked my cock so hard thinking about her for so many years but since the divorce I’ve not been thinking of her as much as normal. Then last week I was out with a friend for a few drinks and I saw her in the bar with one of her friends I walked over to her and said hi I’d not seen her since my divorce, she looked great she was really drunk and said come sit with us so we did. After about ten minutes we all loosened up and her friend just came out and said did you know Rachel has said for years she has masturbated thinking about you, Rachel looked so embarrassed but I put my hand on her leg and said to her friend I bet she doesn’t know I’ve been wanking my cock thinking about what I’d do to her since I met her and even said when I was was fucking her sister I imagine I was fucking Rachel. 
that was it Rachel stood up grabbed my hand and pulled me towards the ladies toilets she pushed me into the cubicle shut the door she dropped to her knees and looked up at me and said I’ve waited so long to have your cock inside my mouth. The unbuttoned me pulled out my cock and that was it she took it all in her mouth I’ve never never felt pleasure like it she sucked me so deep I couldn’t hold on and I she was only sucking me for I’d say 3 minutes and I started pumping the biggest load I’ve ever had into her gorgeous mouth she kept wanking my cock into her mouth till i had given everything I had she pulled away and looked at me showing me her mouthful of my cum and swallowed it all in 1 gulp licked her lips and said to thank you so much. We went back to our drinks and enjoyed the rest of the night. There is a part 2 to this story which ended at her friends house let me know if you want to hear it.😜

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Dudleydawson
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@confessions
01 Oct 2021 7:53AM
• 1,313 views • 1 attachment
[ − ] thread [ 7 replies ]

I confess! I wanna fuck my mom and I took this upskirt shot of her. Check out her huge tits and big nipples.

Dudley Dawson
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Anonymous
@random
09 Sep 2014 12:33AM
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So I work as a freelance house-painter/plaster/drywall guy in the South of the USA.
I am originally from NYC. I was in a house today doing some repair on a ceiling of a house I worked on a while ago. The wife is a cute older lady (50's) nice figure, blonde. Her husband works in a church. They are deeply religious. I felt there might be some chemistry between the wifey and me from the last time we met.
I had a question about the paint I needed for the ceiling and she decided to call her hubby on the phone to ask him where it was. While she was calling him she sat on teh couch directly across from me and put her legs up and crossed them a few times. I tried not to be obvious but I was looking upskirt at her from an angle.
And I was holding my phone using an app at the time..wish I had my fucking video camera on..;-P
Anyway, I caught a glimpse of what I think was a thong panty..;-)
I wonder if these conservative, right-winger, Christians, do swing here in the south?

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Anonymous
@confessions
27 Dec 2014 5:46AM
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During my teenage years I got pussy but still would like to take pictures or even peek on them in the shower. I had just fucked her but would get an entirely different feeling in my stomach! A few years ago I got into upskirts, which kind of became an obsession for a while.. Which led to unnecessary risks on my end. So much so I know how very lucky I am to not have been arrested.. Seriously! I couldn't see a girl, woman, milf, gilf without going in for a peek. Always video never pictures.. Although you can always get a still from the videos. I have about ten gigs of upskirts on a flash drive in my closet that I never uploaded because I haven't edited myself out of them yet. So what I'm trying to confess other than what I just did is.... A few weeks ago I got a new neighbor.. Really didn't think much about it.. Until I saw her and saw that she was a sexy blond about 26 with a great ass! So one day I get it in my head that I would love to see what she wears underneath those pants. So one night I noticed she left, so I went to her door.. Knocked even though I knew she had already left. No answer so for some reason I checked the doorknob and holy shit the door opened.. My heart started beating like crazy! I closed the door, went home and wondered what I should do next.. So I got my phone so as not to turn on any lights and went to her house and went in.. Checked the bathroom for any worn panties.. Nothing. Checked her room and found some clean panties, which I took as a souvenir. Noticed her shower curtain as I was leaving and with the scissors that were in there I carefully trimmed down the curtain covering the window.. Nothing drastic or hopefully noticeable. After I left and saw her get home.. I walked over to where her shower window is because the light shines through when it's on... And now I have a great view of her showering the curtain kinda blocks her face but oh god those tits are amazing. I've tried to get video on my phone but because it's dark outside I can't get the camera to catch the light coming through.. Sorry! Well that's my confession...

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Anonymous
@confessions
09 Nov 2019 7:55PM
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Love evil perverted girls into perving on other girls, talking about what they want to do to them, and how much they wanna see their man fuck them. Upskirts and panties, girls who love their man to perv!

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Anonymous
@confessions
05 Jul 2016 6:19PM
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i am 21 yo, i have a gf with 20 yo, im dating her almost 1 year, i leave only with my mom, she have 46 yo.
I have a normal relation with my gf, and the sex is completly normal, except that we allways use condom and she never get me put in her ass.
My mom is not good looking, and her body is not so good. I never have intentions about my mom, but it all changes one day when she fell down from a chair
, she beats with her head on the floor and almost got unconscious, she was using a short dress, and when i grab her from the floor to put her in her bed
, i look at the mirror and saw her upskirt, her legs tight short white panties and a hairy pussy lip aside. I didnt get hard in that time,
but after 2 days i start thinking on that, the volume of her pussy inside her panties was insane, how big and how it looks? that week
she have to take alot of medication, and she starts sleeping more time than normal. My chances coming when she sleeps, so i will resume what hapens. .
1- she was sleeping on her side, i was on her back, pull her nightgow up, move her panties Dawn, till half of her asscrack was visible,
i was so excited and dripping precum, i move the head of my cock against her ass crack and her sof skin feels so good that a few rubs and i have to cum.
2- she was sleeping again on her side, and i do the same thing, but this time i pull her panties full down,
and push the head of my cock directly on her pussy, i move back and forth along her pussy lips, bcause my precum are so much they get so wet,
after maybe 10 sec i pull out and cum. No penetration.
3- she was in her side, i mover her panties aside just in the spot of her hairy anus, i force my cock in her ass,
because of my amount of precum it was easy to enter the head, the feeling was insane, i push forth and back slowly,
and my orgasm came so quickly that i think the first shot was inside. i pull out and came.

Questions.
My mom pussy looks so big comparing to my gf, my mom have a hairy pussy, with dark Brown lips, her lips are so fat and puffy
tighting against each other. my gf have a shave pussy with thin lips, and the inner lips are long.
1-When i make sex with my gf i do it for 30 min long, and with my mom without penetration i last around 10 sec or two or three thrusts... why?
2-There are other times that rub my dick on her pussy but not so intense like i mension on the (2). i allways left her pussy
with alot of precum. can she get pregnant?

I touch her maybe for a month, most of times when she sleeps on her back, i masturbate just looking her pussy, or touching with my fingers,
she looks so tight when i finger her, looks more tight than my gf, my mom never meet a boyfriend since my father, it goes about 15 years back.
I even discuss with my gf that i want to fuck without condom, but she never let me, maybe thats why i didnt take long with mom, skin with skin feels so good,
and her pussy is so beautifull.

i need help and not you to judge me, because i know what i did, just pass two months and my mom stop her medication,
now i cant do it anymore, but what i did are so fresh in my memories, sometimes i have a hard on all day, and alot of precum on my boxers.
I cant stop thinking on her, im obcessed and blind with penetrate her ass again. im affraid i cant do some disgrace,
even one night i try it again when she sleeps but the best i can do was lift her night dress and see her white panties, a big mound,
and her vaginal lips tight against her panties making visible her slit. when i was able to unfree my foreskin she moves, and i run to my bedroom,
and get so affraid that till today i didnt do it again.

Please advice???
anyone similiar cases?
thanks

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scaryuncle
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@requests
12 Apr 2013 1:14PM
• 919 views • 0 attachments
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I know there are females on Motherless who like to show off for us pervs. So here's what I'm looking for:
Photos of you (or if you're a dude, photos you may have in your collection of females)wearing:
household rubber gloves (e.g. Marigolds)and a floral dress (e.g. Ann Summers)PVC pinny (apron, shiny plastic) wellies (rubber boots)
A tad unusual I know, but we all have our funny ways. Obviously the more revealing the better, hardcore is fine. Masterbation, flashing, upskirt, fingering, even sucking and fucking your hubby, boyfriend or any other dude.
I'm not ooking to meet or participate. Photos is fine.
Message me and we'll discuss it.
Age, size etc. not an issue, you don't even have to think you're attractive, let me be the judge of that. (But no dudes in drag, thanks)
Come on, be brave.

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Anonymous
@confessions
23 Mar 2010 2:01AM
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this stated out as a response to another post, I felt that it deserved its own thread, so here goes.

wrked my way through college as a retail security detective, not the uniform losers that walk around the main mall, the ones that r hired by the main retailers to work in the store. Basically 3 guys sitting in a room looking at 100's of cameras. You can go only so long b4 you stop watching the merch and start watching the jb and milfs. WE'd catch pervy dudes all the time doing shit like that. flasher/jakers , upskirt shooters with shoe cams and that kinda shit. This was the early says of interwebs and some of its true potential was being seen. It was found on a messege board that mens room was a regular metting area for guys on the DL to get freaky with each other. It was a real phun job for awhile, and little did they know that people behind the camera were bigger pervs than the ones we were looking for. we had a great team 5 pretty major pervs a boss who really did not understand the technology too well and a cool female was not onto our perveyness but was determined to do her job. so when s group of JBs would be pulled in for shoplifting and all we knew they had was not recovered it was off to interview/ holding room for a strip search. For our saftey this room was under obvious video surveillance. Off would go the cool female detective and strip them down 1 by 1, and of course we made a show of how the monitor of that camera would be turned of and how all main monitors recorders were off and how we would standing outside the camera room while the search occured. little did super detective know that it was very easy to divert siginal from that camera to another rarely used recorder. IT was awesome, especially when they stole bras and panties(more so back then, b4 moms were willing let their daughters slut it up so the only way to get it was to steal it). I would always fantasize that the female detective would get them naked and then force them to perform sex acts on her. She was so demanding of them it was like watching the first few minutes of a femmsub/femdom porn movie. so fucking hot, 10 years later and it stills rolls into the spank bank once in a while.
PS
that camera in that interview/holding room was a rig job becasue the company did want to shell out for industry standard types. So we got a nice mid-range home movie camera from the returns pile and used that, the great thing about that was it meant we would have audio too. just ran some speaker wire to the camera room and slapped some RCA ends on it and hook it up to the recorder and its all good. When the "I'll do anything not get in trouble" line comes out you almost get an instant hard on. I wish that i could say that audio hook up was some master stroke of genus, but really this room was on the edge of the outside wall of the store, and if you put a radio in there you could pump the audio back into the other room which was too far to get any reception. So my obsessive need to hear Howard Stern every morning led me to have some great visual and auditory voyeuristic experiences while i was in my mid 20's.
Man i wish i could have fucked one of those little sluts, but it was too hard, if you were even caught alone in a room 1 male and 1 female suspect just for a few minutes you could loose your job. So if it were 2 guys working and you caught a female you would have grab one of the female managers of the floor as you were escorting the suspect back to the "room". in some cases it would be ok if you looked the girl in the room alone as long as you did not go inside until a female showed up. The closest i ever came was one time when it was us 2 dudes and we grabed this smoking hot little punky emo type, she was in the room with the door open and were waithing for a female and new it was going to take a little while because the store was busy. The girl starts crying and "says I'll do ANYTHING if you make this go away" my partner and I looked at each in a little bit of shock, and then his look seemed to give the impression "if you can get it done in 5min go for it" not only was he my partner for the day but he was also my boss, the manager for the department. IT never came to it because no to long after the looks the female manager showed up. This one was real classic for another reason, we decide not to call the police and just had her over to her mother, becasue of her age we generally give them a free pass, as long as the parents are reachable and can arrive in a reasonable amount of time that is what we would do. So the mother shows up all piss and vinegar, then all the sudden the girl goes into seizure like state. I perform first aide and all is well, but the mother is just so glad that she was ok that she had forgotten all the reasons she was here and no longer mad at the daughter. I knew she was faking i, so glad that i did not stick my dick in it who knows what kinda phyco drama she could come up with after that. But in the end I did get a chance to feel her amazing perky OLD tits while I was checking vitals.

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Anonymous
@requests
26 Jul 2010 10:50AM
• 889 views • 0 attachments
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Seeing as this is motherless, the place where moral values vanish once you enter the url address, I figured I could post this here. I admit, I have an obsession with Miley Cyrus. Idk, I just find her extremely beautiful and I want to fuck her so bad. I've seen all her slutty pics and I have tons of them saved on my computer.

I was wondering if anyone had any pictures of nude look a likes?

Also there is a picture floating around of her getting out of a car, its hard to find the uncensored upskirt, if anyone has it please post it.

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