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8
Anonymous
@confessions
08 Apr 2017 5:11PM
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I shall title this confession post:

When Your Hooker Has A Surprise For You (And It's Not a Penis)

I have made a post or two about a blonde MILF hooker (escort, technically) I've been seeing on occasion by the name of Savannah.

The last confession about her that I posted was after going to a strip club. I was drunk, horny and had her roleplay as a stripper that takes me into the vip. That night we sucked, we fucked and in the heat of the roleplay when I wanted to fill her up... she sank into her roll and told me that she wasn't on birth control and that if I wanted to cum in her I would have to fuck her in her ass (she's actually fixed).

She ended up riding me reverse cowgirl with my dick buried deep in her ass. I took in every moment, slowly climbing to a huge orgasm, filling her shitter with my seed. I didn't think I could cum as much as I did. I will never forget the feeling as I erupted deep in her, I wish I could properly describe it.

Tonight was my 8th time going to see her (I believe). I wanted to cum in her ass again, so I told her I wanted that same roleplay.

After seeing her many times I've come to accept that she is always "running late". She leaves me sitting in the driveway while she is preparing for our time. She actually cares about what I want and I have no problem waiting for her to put on outfits, makeup... whatever. I've come to expect the wait.

Same thing this time, no surprise. As per usual she told me that she was getting ready and it was worth the wait.

Then she tells me that she was ready and I went to her door.

I walk in to find her and another, younger hooker dressed up like strippers with a chair in her living room for me to sit in. I'm in shock as I realize that she was setting me up with this girl as well. I didn't bring enough to pay both, but then I gathered that they expecting nothing additional in return. I was in awe of this young, skinny, sexy brunette who keeps starring at me up and down. She seems excited, but I was the one in heaven.

They gave me a hot double lapdance and made out with each other. The young hooker started kissing on me. As things heated up Savannah, taking to her character, says we need to go in vip if we want to keep the fun going because they will get in trouble on the floor. Before long they both have me by a hand and are dragging me into the vip (bedroom). They undress me before Savannah gets down and sucks my cock while the younger girl made out with me and rubbed my balls. After while she joined Savannah and they took turns sucking me taking little breaks to make out.

I laid down on the bed and my [new] favorite hooker jumped straight to sucking me off. She gave a much better blowjob than Savannah. A lot more tasteful use of suction and tongue.

As she did so, Savannah played with and nibbled on my nipples before looking me in the eye and told me that I need to pick one of them to fuck from behind.

I thought about it and had to clarify... pick one to fuck "first". I was correct, they both wanted to fuck. I was getting ready to fuck Savannah when she stops me me. "One thing different this time..." she reached for a condom and told me we were going to be using rubbers.

Savannah and I had not used a condom since our second time together. By the third meet I was exploding deep in any hole I wanted... down her throat, in her pussy, and in her ass. I wasn't excited about using one but I agreed.

Two naked whores in front of you, you don't complain.

The brunette put the condom on with her mouth and I was staring down Savannah who knew I wanted her. Before I could fuck Savannah the younger one was already telling me that she wanted to go first. She hadn't got the vibe that I was ready to fuck savannah first, but I liked that she was eager to fuck me. I looked at savannah as the brunette took position bent over with her ass in the air, face in Savannah's pussy. She liked to keep her legs together for doggy style, so I slid between her skinny thighs and started fucking her pussy from behind.

It was a beautiful sight, as I'm sure you're imagining right now.

But the rubber was having negative consequences. After a little while I was having a bit of difficulty staying fully erect due to not being able to feel her pussy around my cock. Savannah knows this is not normal and she looks up at me saying "your dick just doesn't like condoms, does it?".

No, no it doesn't.

Savannah tells me that I can take it off and she would fuck me. Apparently the condoms were just for the younger girl.

I get ready to pull it off when I hear the younger one talking to Savannah saying that it was okay and that she wanted to take it too. I could see Savannah giving her a serious look as she says "are you sure...? I guess if you want to, you're the one who knows your cycle." I hear this and before I even have confirmed that was fucking her raw also I had the rubber off, was at full erection and positioning to fuck her, completely ready and go.

This sexy skinny brunette with a beautiful tight ass looks back at me as I line up to enter her bareback. With the look of approval, I slide in and feel everything. She was way tighter than Savannah and I truly loved the way her pussy gripped my hard cock as it began to get more and more wet.

After while I had her pushed down flat on her stomach as I pounded away, making her squirm under me as she came. Her pussy overflowed , contracting in all different ways. I pushed myself to the edge a few times. I began pulling out to where just my head rested inside of her opening, in order to control my orgasm.

There were definitely a few times that cum was leaking out of my overe-stimulated dick into her pussy. After pulling out to my head a few times I remark at how badly her pussy makes me want to cum. Savannah tells me to make sure that I don't and tells me to save it for her.

She obviously didn't want her younger hooker friend to get knocked up.

I fucked her for another 5 or 10 minutes before telling Savannah that I wanted her to ride my dick.

I slid out from behind her young friend who was panting, covered in sweat (both her own and sweat i was dripping down onto her) and laid down on the bed. Savannah took position and slid onto me. I began thrusting upwards, pulling her down as I pounded up into her. I made her squirt on me and her friend remarks at how hot this was to watch. I fucked her into three squinting orgasms, completely soaking me. Her friend assumed position at some point during this to lick my balls. Next thing I know I feel my orgasm building... I smack her ass as I grow closer and closer, finally throwing my arms around her back, digging my nails in and flood her pussy with my jizz. I lay there with my pulsating dick buried in her as her friend cleans the leaking mess, remarking at how she was content and that was "the biggest dick she had all day". It being just before midnight, this gave me a nice boost. After 5 minutes or so Savannah climbs off.

We began to talk as I tried to get dressed. It turns out that she asked her friend to join us for two reasons: she loved my dick and told her friend how much she appreciated me for being cool, and having a dick that was "something special". I first heard those words come out of her mouth the first time we met and I made her cum over and over, nearly to the point of her passing out. Also, it wasn't a good day for her when it came to anal and she thought this might make up for it.

It did.

Savannah mentioned one thing that caught me off guard but really turned me on.

The first time we fucked bareback I tried to get her roleplay mom/son with me. She wasn't comfortable with it, but agreed to stepmom/stepson. After we got together for it, I didn't think she was that into it... but on this night she mentioned how much it turned her on and that she didn't expect it to.

I think it might be worth trying to convince her to do mom/son. Maybe mom/son/daughter, if that sexy young thing can get kinky with us.

What I do know is that I will at least definitely be filling my stepmom's ass with a nice big load very soon here. I really want to see if I can push her boundaries even more and go full mom/son.

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Anonymous
@chicks
11 Jan 2025 10:25AM
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Super horny milf caught masturbating 

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@chicks
15 Aug 2014 1:17PM
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Vid. my MILF wife camping topless, caught taking a piss in the woods.
http://xhamster.com/movies/2784206/webslut_brenda_camping.html

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Anonymous
@random
08 May 2024 7:41AM
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Milf caught. 

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Anonymous
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28 Aug 2015 11:21AM
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So let me tell you about how I got to know this cougar before I start my story.


I met this awesome girl when I first moved out of my house, I was couch surfing and what not but she was the first one to get me out of my comfort zone And into my more current lifestyle of not being bound to one thing or ideal or way of life what ever. Anyway I was with her for about a year before we split up up she had a boyfriend and a girlfriend and was messing around, by the way this girl is the healthiest hippy girl there is the reason is say that is by the age of sixteen she could look at any plant and tell you what it was and what it's used were. She wouldn't let me wear a condom so she could pleasure herself and not taste the latex or live I had a pregnancy scare towards the end of our first year together but it was that time I was still young and dumb and thought hey I would love to start a family, I realized that especially when I started looking at pregnant pornstars more often and for a while just got into that and that only. Any way about two years ago we split up after the second year of us being together it was about three or four months later I heard she was pregnant with some hawaiian asshole that still fucks her over on a day to day basis. Needless to say I was livid, anyway during this time I was in contact with her mom because she live 15 minutes away and she loved me I was really nice respectful and was good with her youngest daughter.

Anyway after all this I started talking a lot with her and one night she was at a reunion got really drunk and couldn't drive home so she called her daughter my ex but still best friend, and she called me to pick her up. Any way I didn't say no cuz I had nothing better to do I went picked her and her daughter up and drive them home, me and her mom were talking and having some tea and waited for the yougest daughter to go to bed anyway once that happened we started getting closer and I started twirling finger across her skin, and she didn't do anything, I started moving closer to those places that you wouldn't normally go for she's not the greatest looking mom but she does have her own beauty she is still really young at heart she acts like a young twenty year old when I talk with her, and (just so we are clear this lady's daughter, my ex, was 16 when I first met her and she was on the street for about a year when I met her. Her mom is pushing sixty which is how old my mom is turning,.) any who I started fondling her huge tits for a bit she looked at me with a really innocent look and I instantly saw her daughter there in front of me and thought this would be an awesome future wife. I kissed her once and she was kind of hesitant but she looked at me again and grabbed me and we started making out really intense like a lot of pent up passion; I hadn't been laid in like six months her I don't know how long, any aT it was intense she was wearing this button up under shirt one piece that goes under her dress and I couldn't figure it but before I could say anything she had already unbuttoned it. I got on my knees and started eating her out like I haven't ever eaten out before it was like an all you can eat buffet after smoking a quarter ounce with your homies, she was super bushy like she hadn't shaved or even trimmed in like a year. But I'm down there for about a solid 10 minutes when she squirt right in my face all in my mouth, I drank what I caught and looked at her in her eyes and she was super embarrassed I happened to ask the right question at the time and ask her if she's ever squirt before and to my surprise she said no, 😮 what!! Anyway I kept eating her out and fingering her I started pressing on her lower abdomen and hiring that g spot made her go crazy she squirt like 5 Or 6 times by the time I got done with my foreplay she looked at me when I had decided to stop and give her a break I for some reason asked her if she was wanting what I was wanting and she started undoing my pants which was the biggest fantasy of my life to have someone undress me the way I want to undress beautiful people on a regular basis. My Vick is rock hard she leans back and spreads her legs a bit and I start teasing her clot with my cock, she was soaking wet still so every pass I mad over clitoris made her shake like she was riding a sybian, after the first few passed I went for it and put it in. The sex it self didn't last that long maybe 10 minutes but it was hot she squirt all over my cock it was like a dream come true for a pervert like me. Milf my ex gf s mom at that after she got pregnant all my aggression was reappeared by one deep load in her mom. Before I started playing with her I asked her if she wanted to do this in the shower but she said no and that shed do when she wanted to clean up after wards so after wards she got up and the couch cushion was soaking and she went to the shower and I flipped the cushion and followed her in and took a shower with her before I went home, I had such a hard time leaving, and I have an even harder time forget and reliving that night when I jerk off it always gets me off. This was probably the best pussy I have ever had, (ahhh...top three) and it is the reason that I think I have a hard time connecting with women of my age. The last time I had sex was 8 months ago and she was a bbw into bondage and stuff but it was a very open relationship but she had the same body type as my ex's mom and she had the wettest pussy I've ever fucked consecutively in a regular basis but I still thought of my ex's mom while fucking her for three four hours straight. (by the way that was the longest time I had ever lasted and not cum, she was sore and just couldn't keep going so I stoped she sucked me off and I got to throat fuck her till I came, she's a swallower by the way,

Any way that's my white night story in my gf revenge story and in till recently we still wanted to get together again and do this, the one day I guess I got hammered and sent her a dick pic and the next morning got blown up by her, which is understandable. Because getibg an interested dick pic is a very innapropriate thing to do at the very least but it's also very threatening in a way. Regardless I was super ashamed and just didn't say anything to her after that and it's been radio silence. Should I get in touch with her and appologise and make up I know I was in the wrong but I mean that's something that she'll be reminded of about me that's what I've done and and all that but I mean we've fucked so do you think she's like super posses or just upset that I sent that innapropriate photo to her at the time. Eh I've just been really interested in some of the pervs in this site and this has been go to place when I get in motherless is the post board and read a few stories to see something new or hear a story or someone's sexual encounter. I've been a motherless member for a bit till I posted some of my ex gs pictures on here full name and area code and she sound out that it was me somehow and threatens to use me or send me to jail. Anyway I freaked out shut down my account and kept anonymous for for the rest of my motherless career in solo pleasure. It was x videos for basic poem at first then I started searching around and I heard one of my good friends that I wound up us being a huge crush on had an ameture porn video with one of her friends at the time and it got out up but that was when motherless was really no restriction poem that's when beastiality was still on here and after I found this place it was my porno haven, regardless now I'm living in Santa Barbara lonely as fuck and looking for fun down for trans or buff guys with big cocks and any beautiful women I'd like to fuck a black woman and get the experience with the right booty that slaps your groin when she's riding your cock and a girl who will fill a glass that I can drink with squirt. Someone who's down to get kinky. Like I'm a bit of a closet bi but that's due to the fact that I'm just not nearly attracted to guys as much as I'm attracted to stunning dimes. Which there are a lot of in Santa Barbara. Anyway anyone want to get freaky leave a way to get in touch your name your toe whatever Skype I won't ask for the phone number of post my info on here, and if you do send me your info after I get it I'll delete the comment. Or you can delete the comment. I'm down to host or if you want to get a hotel I get discounts at any minor in hotel for a night and both of the restraint hotels are 4 stars but are the top rated hotels in the world.

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Anonymous
@chicks
07 Jan 2025 2:12AM
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caught this pawg milf at the camp site nude

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Anonymous
@requests
05 Feb 2022 11:51PM
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caught the milf alone, wwyd

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richandrach69
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@requests
18 May 2024 11:05PM
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Swimsuit muffin top MILF caught undressing. Request comments to see more.

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Anonymous
@requests
30 Jul 2024 5:43AM
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I caught my girlfriend's aunt touching my hard cock when I was sleeping on the couch, of course I pretended to be asleep. right after she went to the toilet.
she is a milf in her 50s im in my midt 20s. What is my next move? Pless help

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Anonymous
@confessions
14 Aug 2015 12:38PM
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i just caught sight of a cracker milf while out shopping today, loose to, no bra, tits swinging and an obscence set of pokies

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Anonymous
@confessions
30 Nov 2012 12:00PM
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I confess that I am a college guy currently emailing a sexy MILF that is 37, who is looking for a little bit of new excitement. I've never done something like this before, any advice from more experienced cougar-hunters. I particularly don't want to get caught.

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Anonymous
@confessions
18 Apr 2023 2:57PM
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I don’t know if it’s the fear of getting caught, or the seeing their husbands around my little town, but there was a time when I was hunting milfs to fuck.  It was an exciting time till one confessed why she was leaving her husband and name dropped.  

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richandrach69
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@chicks
31 Oct 2025 11:16PM
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Caught my milf. Tell me to show you more

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@random
10 Apr 2024 5:46PM
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Cheating milf caught off guard and leaked... Wanna see more of her.. 

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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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@chicks
11 Jun 2024 2:10AM
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Milf Caught

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Crimsonash
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@confessions
09 Aug 2011 4:27AM
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I want so badly to have a mother son fantasy with a hot milf. I was a Target sunday and there was this woman there wearing a green spaghetti strap tank top no bra and I caught her in the frozen food section. Her nipples were freakin hard and I was getting hard then I saw her husband and 2 kinds were there and I about died. I wanted to be one of her sons and fuck her so bad.. if your in VA and your a hot MILF with mother son fantasies contact me on here maybe we can hook up. :)

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@chicks
29 Jun 2015 1:13AM
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Son's best friend fucking mom #Milf caught on camera

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@requests
28 Nov 2013 8:39PM
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a film thats very pornographic but not technically a porno

where a kid is spying on his mature milf neighbour gets caught and then she shows him how to have sex.

there is a very memorable bath scene as well, i think it may have been a french film as well

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@random
07 Aug 2014 2:18PM
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Candid Classy Milf caught sucking.

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25 Aug 2016 9:07AM
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It all started when I first met her. She was such a beautiful girl that anyone would had crush on her. It took me a whole year to get in her friend’s list. She was my classmate’s neighbor.
Soon she enrolled in my polytechnic for diploma which can persued after 10th standard.

I was part of mechanical program. She was another. We were been first roaming like friends but her attraction towards me increased day by day. Personally I don’t believe much in love or something like that. But I do believe in some sort of bond of friendship.

She was that girl who entered in my life and had me like there was nothing, we occasionally dated, gone for outing and she fall for me. She asked me whether I love her or not?

I never gave her intention of NO. I wanted her in my life, but deep down in me I was not same person who everyone can see from outside. I had many passing affairs, many times her girlfriends warned her that I was with another girl. She knew I have a very big circle of friends and yes she always trusted in me so she thought i was never cheating on her.

Many times I never managed gave her as much attention as she wanted, but she never complained me about this. She knew I have my business responsibilities, which i started like when I was 14-15. Many peoples including her never knew that those businesses are actual successes and making a ton of money, which I was investing in many places basically because those businesses were not shiny white businesses.

She knew I have to earn for family, which I started due to my mom’s illness which diagnosed as cancer. Back then cancer was a very rare decease. It took my father whole his lifetime saving to get his boys mother back in. but he managed that and I knew it is not working well so I started working.

So in my polytechnic I cheated on her many girls, milfs and whores. She was confident that I am promised to her, she even dreamed of getting married, having kids together. One day when my mom dad were out of town so she came my home to give me surprise, but she got surprised by me.

I was cheating with her best friend. She was sobbing outside the door and I was with her best friend inside room, when I fininshed I heard someone sobbing so I came out of room and saw her. Her friend tried to explain her but she was crying constantly. I asked her friend to leave, she evaporated like moisture. I held her chin and there was anger in her eyes. She slapped me, many times even tried to hit me with many things, but I was trained to take many times punishment what she was giving and then hugged me.

She cried in my arms like for half hour, I didn’t had courage to separate. But she made mind and asked me “she isn’t the first one?” I nodded. Another slap in my face.

I looked her in eyes and told “you can’t handle my dark side, so it will be better if someone else should face it”

She “is that all?” I nodded again.

Until this time just her mom knew about me and him. She locked herself in room constant crying and she didn’t touched her food for a day. Then her dad come to know about me via her mother.I apologized to her and fed her.

But there was something, we both were from same caste (yes I am an Indian) but her father hated me, even her mother, there were many reason, I was a bad boy. I belonged to visually lower economical class of society and my businesses were not as good in terms many things. Her father was a bank officer and her mother was teacher whereas my father started path in more hard working class. My mom always loved her but in her family all I received was hate.

When she started meeting me again I made it clear that I will continue my relations with other girls/ women and that day I told her whole truth about cheating. It was hard for her but deep down she thought be changed so she continued.

After some years I got a big contract so I shifted temporarily to another city, in which part she survived long distance relationship for a year, when I cheated on her like every night. But when I returned I was different man in my professional life I was punctual but in my personal life I got drinking problems.

She was so worried about me and my drinking habit and it started reflecting on her academics. She use to cry all night long and gone in depression. But the deal breaker was her niece who was 2-3 years younger to her. She got attracted to me, I took some interest in knowing her intentions. She once caught me with her when I supposed to be at another place with my guy friends. It was too easy for her to get attracted to me, I am tall, stud, handsome(some girls think of) with witty and charismatic personality.

At that day I realized what I was doing with her, messing with her emotions. So I decided to cut her loose. It was painful for her but I did it for her own good. I wanted a good future for her, a good, loyal husband who can be with her and only her. I failed in every of these conditions so i gulped reality.

It took a year for her to come out of breakup. She got a good respectable job. As it was much discreet relationship so her mother pushed her towards arranged marriage thing. Which come out to be my cousin, but she wasn’t agreed to this.

Her mother came and begged me for her, at that point she and my cousin both were confused. I thought I would be good for both of them as both of them are good fellas so they might have good marriage. I agreed my brother to meet her, but getting her ready for meeting him was the real deal.

And I tricked her I texted her to come at meet point. She was very happy, even her mother was surprised what I had did that this dead girl started dancing to meet. When she reached café she was absolutely stunning, but later shocked after noticing my cousin. She got furious, but I managed situation and manipulated both of them into thinking that they both are perfect match, while having that I cleared to my cousin that I had passing affair with her in past but it didn’t worked out, I cut her loose so that she don’t have to suffer. He bought my story and then tricked her into thinking that he is the guy who is made for her.

My intentions were clear; I wanted her happy in married life. After her marriage I maintained my distance from her nad my cousin. Years passed my mom passed away, she was there at the last moments of my mother two years ago. After 2 years she met me one month ago and requested me to have some time with her.

So we had a lunch where she told me she and her husband cant have a baby and her in laws family having expectations from her. I didn’t asked her why it was never been my concern, even didn’t advised her anything just told her whenever she want to talk I will be there for her. Atleast I can talk to her when she is sad.

Since many years the point when I know myself I have been very numb to emotions. Never showed any emotion to anyone. Deep down I was dead. I lived from outside just to have fun with women and money. As I have seen poverty in my childhood money had made deep scar in my mind. After my mom’s death everything changed I lost track of pleasure from women my life was single motivated to money satarted showing off that I am rich but that was the point when I became truly dead. I was very successful in my professional life but in my personal life I just lost track by miles.

Last night she showed up at my door, it was late night, she was crying. I took her inside. She didn’t said anything so we sat down for half hour. I guessed either she had fight with her husband or inlaws or with her parents, but I dint asked. I left to my bedroom where she followed me, hugged me tightly, but I didn’t want her to cheat on her husband knowing she might regret that forever. Well I had done it with her before but now time has changed she is married.

So I poured some whiskey for both of us. I know she can’t handle alcohol too much. She talked to me for an hour about things we had with. And then she passed out. I left room called her husband that she is at my home, he wanted to come, I smelled some bullshit going on, so I told him that she need some time alone. I think she need some time to sort issues out.

Wake up early told maid to wake her up at time and instructed driver to drive her to job, wait there for her and take her to my home again for some days. I am leaving town for 3 days left note to wait for me as I have to take care of business.

Her husband works at town which is pretty much not so close so he come to her for weekends, and she is living in my town with her in laws.

As far as her end I don’t want her to cheat on husband and regret that forever, as she and her husband both are emotional guys, both earns much but both are not emotional punch bags like me. As far as my end I don’t want to have my cousins wife and mess around in my family as I have to maintain some prestige.

I am in dilema what i should do.

Thank you for reading.

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@random
10 Nov 2022 8:21PM
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So I had this dream where I saw this blonde girl with huge cleavage with her sister who had short black hair kinda e girl like. And I tried to take a pic of her cleavage but I was caught and told their mom on me. Their mom came and she was a huge blonde milf and she took me to their house which it was just me and her. We talked and then she left me in the house for a while when I found her nudes online. When she came back I got hard af knowing that I've seen her nudes and she probably doesn't know. Also the short hair e girl was actually my fav.

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24 Oct 2025 8:03AM
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Got caught BAD upskirting this Latina milf. 

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@confessions
19 Dec 2011 11:40PM
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I need to confess this, because it's un-fucking-real.

Now, before i make my confession known, i must start by explaining this: i've never been one to cheat or try and have an affair. I've always been the loyal type. I have a girlfriend who shall remain nameless, she's the best thing that's ever happen to me. She's attractive, smart, funny and such a cute. But behind closed doors, man, she's my sexual little minx. This girl can make me cum by just looking at me. I mean she's my wet-dream come true. I've been dating her for a year now and frankly i'm very happy with her.

But before i get off topic, let me stop here. This confession has nothing to do with my girlfriend at all. No. This confession has to do with my girlfriend's mother; who also shall remain nameless. I need to confess that my girlfriend's mother is seducing me. So let me just skip ahead... it started off like this, i was suppose to meet my girlfriend at her mother's house, then we'd stay a little bit... chat and then me and my girl would be on our way to the movies. It's our usual thing. So i was running a little late. I was greeted by her mother, nothing raunchy, just the typical hello... how are you kind of thing. But when i walked inside i noticed my girlfriend was no where to be found. Her mother later told me that she just ran out to get some more wine for the evening. Now my girlfriend's mother was a looker. I mean she was hot... very attractive. Gorgeous even. Like by her looks... you'd never picture her as a mom. A sister maybe, but not a mom. It's safe to say she's the epitome of a MILF.

Well, a few minutes went by, me and her mother were sitting on the couch in the living room talking. But that's when things shifted... i asked her what were her plans tonight and she said: "Oh, nothing. Just stay home, watch a little TV and then head up stairs and take a nice long hot bath. I like fingering myself in the tub, the warm water makes me orgasm like crazy." This caught my attention, a long awkward pause ensued and tension had drifted into the room.

I tried to steer the conversation in another direction, but she kept bring back up the image of her running a hot damp towel across her sensitive nipples as she fingered herself in the tub, were her exact words. I couldn't believe this... my girlfriend's mom... a woman who knows i've been dating her daughter for a year, is hitting on me. As i was thinking this, she snapped me out of my daze as her hand gently slithered onto my inner thigh and stayed there.

I looked at her as she smiled seductively at me, leaning in she tried to kiss me, but i got up and told her i can't do this. I explained to her that i loved her daughter very much and this was wrong. She sat there and without missing a beat, she said... and i'll never forget: "What she doesn't know. Won't hurt her." I have to admit my dick twitched a little at the thought of having sex with her. But no, i couldn't and as i stood there speechless, she got up and stalked over close to me. Whispering in my ear; "Listen, if you decide to do it, come on back. Mama knows what you need and i can do things that my daughter won't do." Ending her sentence she kissed me on the cheek as her hands gently fondled my crotch.

She then walked back into the kitchen. And that was it. I couldn't believe she left me an open-ended invitation to fuck her. After a while, i really don't know how long my girl returned and we rushed off to catch the movie. All the while i kept thinking about her mother. Was she drunk? Or could she really just be a seductress. Either way it's bad trouble. My girl noticed my demeanor and kept asking me if everything was all right. I merely lied and told her i just had things on my mind, but yeah i was fine.

So we're in the theater and hours have gone by, the film is nearing its climax... when all of the sudden my phone begins to vibrate. I reached into my pocket, thinking its my job or just a buddy of mine texting me. Nope... it was her mom. I could see her name and number on the illuminated screen. She had sent my a pic. Now i don't know what possessed me or why i even opened the message, maybe curiosity or just plan stupidity. But when opening it, i saw the pic that you all are seeing right now. With a caption at the bottom that read: "THINKING OF YOU ;)"

Now here's my dilemma... do i dare tell my girlfriend that her mother is trying to seduce me or do i just go through with having sex with my girlfriend's mother? Like i know if i tell my girl what's going on... i can't begin to imagine the huge fight that'll bring on between her and her mother. Or could it be possible that i could fuck both my girl and secretly behind her back be fucking her mother too? I don't know what to do... any thoughts at all i'd appreciate it.

PS< please for give me if my writing is spastic or misspelled in any way, i'm writing this on a rush. And if any more pics are texted to me i'll be sure to post them up.

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outlooking12
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@confessions
16 Mar 2014 2:50PM
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I have to put this down in hopes I can get my dirty mind off of it. I just left the store where I saw this tall MILF wearing a mid-thigh light blue dress. She had an ok rack with wide hips and from the looks of her calves, a decent set of legs on her. She was shopping with her two little rugrats with her, one who liked to run his hand up her thigh to her ample ass. Now he did this twice as I was behind her in an isle and she quickly pulled his hand away. Only caught a quick glimpse of her thigh but you could tell she was blushing when she looked around. Now I would have liked to have followed her around and watch some more but it would have been too obvious and I had shopping of mine own to do. I finished my shopping and headed up to the checkout. Now it must have been my lucky day since she was checking out in the next register. To my delight her kid did not disappoint reaching his hand up under skirt to her ass twice as I was standing there, then sliding his fingers into her crack and down to the top of her thigh on the outside of her skirt. I was so mesmerized thinking about her ass that I didn’t notice the ag boy asking me about the beer I had picked up. Now this might not be as interesting as some of the stories on here but if that was your wife out there your sons a perv (thank goodness) and a lot of people are thinking about her ass and the things we would do to her right now.

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@confessions
07 Oct 2012 10:41PM
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My girlfriend's mom is at our house right now cleaning our bathrooms because my girlfriend needs to run errands and I hurt my back. I can hear her huffing and panting and it sounds like she's getting fucked. My dick is so hard right now. A couple of times she was talking to me and she didn't know I was looking at MILF porn with women that look like her. When she turned the corner I quickly dropped my shorts, took my underwear off and pulled my shorts back on so that it was obvious I have a raging hard on. She asked me to help her find a tool to fix a towel bar and I though I caught her look at my cock a few times. She's sweaty and the tops of her big tits are sort of popping out the top of her blouse. Wish me luck, folks.

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@random
12 Mar 2022 6:03AM
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I worked with a wedding photographer once, both as a 'second camera' and an editor. He'd use these high powered flashes - totally outdated as he was old - and what happened in this photo would happen at every wedding.

Basically, the dresses women would wear would seem totally normal in regular room light. Outside in sunlight you'd see a shadow of the body underneath it. BUT in the powerful camera flash it would be able to see right through them!

In the editing process I had to spend forever scanning every dance floor shot looking for the boob and pussy making an appearance. In the summer it was dozen of images a wedding. And since I was AT the wedding and got to know everyone where, it was incredibly hot seeing who the real sluts were. Hot MILFs not wearing panties, hot college things completely naked under their sun dresses.

Sadly, I didn't keep the photos we rejected. I always feared being caught. My bad.

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@confessions
19 Jun 2024 9:34AM
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So I`ve been on this site for a long time and finally I also want to confess small side of my story.

I used spy a lot on my mom during my teens and thats how I ended up having wife sharing and milf fetish.

Most of the times I watched her dress up for work (we lived in small apartment so It was obvious that I could see few times) and she didn`t mind with it because she was always late and most of the times she was in such a hurry that she didn`t hesitate to put on her bra, or panties right in hallway or kitchen while getting ready.

We went to public pool a lot during the weekends with her and her bf and of course I was there too, to be honest each time I got a dive under the water I was checking her out and her swimsuit, how her pussy looked like and stuff like that. I remember her bf getting curious and asking me few times why am i getting behind her each time and go lots underwater. Since I was still young, I made up the stupidest shit answers but they worked. Also one time when we were there in evening time and actually were the only ones left before closing I saw him with my mom making out a bit at the end of the pool and afterwards me and him went to the showers. When we were showering I remembered him saying to me that he forgot his towel at the pool and he will be back in few minutes. I was waiting for him in showers and started to get pissed a bit that its taking it so long so I went after him. To my surpirse when I went back to public pool area it was completely empty and the lights were turned off. Only thing I could hear were some voices at womens showers so I sneaked up to it and when I turned to take a peak I saw him with my mom just chatting there, but the thing was that he had his hand over her ass cheek and she was stroking his cock a bit. It wasnt anything too fucked up or crazy tho... no porn scenario or something like that. I saw it and after few seconds got back to our showers to wait for him and when I got back he instantly came back. He apologized that I had to wait for so long and smirked a bit. When he was talking to me back at that time I could actually see his cock rock hard through his shorts and he wasn`t shy when getting naked and showering next to me with his hard on...

So yea at that evening time I kept thinking about him and my mom and got a bit scared that he actually caught me and knew. I jerked off thinking about the whole situation.. so thats some of it that I wanted to get off my chest lol.

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