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1
Anonymous
@confessions
23 May 2025 2:35AM
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Have you ever had a woman you wanted and lusted over for a long time, and then, when it finally happened, it was all you imagined it would be, only to be disappointed at the end?

We both knew Maya back in hs. She was by far the pretties girl in the entire school, but she wasn't popular, no, she was one of the nerdy girls, yet, the way she dressed, so closed and unrevealing, nor the way she acted, all shy and introverted, couldn't fool guys to look over her hotness.

She was our friend, and we both lusted over her. I tried something, she rejected me, like she rejected everyone - no one could touch her.

Now, this all happened in my home town, and as I went to college, she stayed, with him, my best friend. First Christmas I came back home from college, they already became an item, but we kept contact, all the way through college. Every time I visited, she evolved more and more, into a mesmerizing woman, being with him gave her confidence, both socially, and about the way she dressed, behaved.

I got married to a girl I met in college, in the city, after graduation, and they started living together, back home.

Twenty something years have passed. I got divorced in the mean time, and bought a little condo back home, for vacation, and started spending more time there. We lost touch over the years, but when I met him, and asked him about her, he confessed they broke up years ago. Then I bumped into her...

Saying that a 44 year old is stunning, always has to be taken with a bit of salt, but man, she was. I had no time to waste, texting have started, coffee dates, dinners... After one, she agreed to come back to my condo. When I kissed her, she kissed me back, and then surprised me, by going down on her knees, by herself, moments after, and unbuttoning my pants. When she took it in her mouth, I couldn't believe it. This was a woman, who I have been obsessed with for over two decades. I jerked off to the thought of her, thousands of times, and there she was.

It was wonderful, sensual, romantic. She came, while on top of me, tweeting like a little bird. Then I got to be on top, and when I was about to nut, I pulled out, but my excitement got the better of me, so instead of shooting for her belly, I unloaded all over her bald, perfect pussy.

"You didn't have to,"she commented,"there is no worries there".

That night, I learned that he left her, because she couldn't have kids. I also learned, that she is absolutely still and forever in love with him, and I decided, that that plot, is not healthy for me.

I did buckle, two more times, we spent two more nights together, before I packed my shit and got out of there, not to come back for another two years. She may be my perfect woman, but I am not her perfect man, and that would come back to bite me in the ass, sooner or later.

And that is my, said, love story.

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Tinytinkerbell
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@chicks
21 May 2025 1:36AM
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So I’ve been talking to my step sisters boy friend the one with the huge monster cock and he asked what fantasy I’d love to have right now and I told him so earlier tonight about an hour b4 my husband got home him and my sis pop up he asked when my man would be home I told him he said good he had a friend with home so when told me they where going to make my dreams come true then fast forward and hour and 20 mins husband comes in walks in the room me and my sis where sitting there all of the sudden her boyfriend and his friend pop up behind My husband in mask they get him tie him down to the bed grab my sis make her sit in the floor then her man grabs me rips my shirt off then my shorts then my panties and says fuck look at that god damn that’s sexy his buddy grabs me pinning me to the bed my husband trying to get free my sis man say give up dude u ant getting lose and as he wips out his giant monster cock says I’m about to pound the shit out her pussy as we make you watch his buddy grabs my legs spreads them pulls them back as far as he can boyfriend says this is going to be fun and lubes up his cock and then spreads my pussy lips lays his monster inbetween my lips and starts rubbing I can’t help but moan he looks at my husband says see that’s a good girl she likes this huge cock I’m going to enjoy pound the fuck put her tiny little pussy and don’t worry I don’t pull out he then takes his cock and starts trying to squeeze it in my pussy saying fuck your so fucking tight I’m going to rip your pussy I’m wet and about to cream them all the sudden I feel the pop of that big head going into my tight pussy I cram he smiles says that’s a good girl now let’s cover my cock with your cream they make my husband watch as he pounds the fuck out my pussy and blows one of the biggest loads I’ve ever felt inside me and after he nuts he pounds some more stops yanks his cock out looks at his buddy says your turn I said wtf he takes his buddy’s spot holding me open his buddy pulls out his cock not as big but not little eather lubes his cock up me telling him no and to stop boyfriend says o girl his fucking you he starts working his cock inside me and starts pounding as hard as he can and after about a min he nuts all inside me and says fuck that’s the best pussy I ever had boyfriend says I know right she’s so fucking tiny and so tight I get her ass is just as good friend says let’s find out they grab me pull me down and bend me over the bed I feel lube all on my ass as he speeds my cheeks and I feel the head of his monster push against my ass hole harder and harder til the head pops in I scream Ouse it feels good and hurts he pounds my ass till he blows another big load and pulls out then his friend did the same thing then they made me jerk them both off and then his friend made me sit on his lap and fuck as I gave boyfriend a foot job till they cum again

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hedonismagain
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@random
15 May 2025 9:05AM
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Looking for a video I’ve seen here before! Homemade. A woman with a Southern accent (a bit older maybe?) is riding a man. Camera shows her back. She orgasms loudly and then says it’s his turn or something similar. She encourages him to shoot a load into her pussy and he has an emphatic orgasm. She clearly enjoys the hell out of it and happily exclaims “Doesn’t it feel good?!” after he cums. You might get a view of his dick pulsing but it might be too far. She rides him very well though and you can maybe see her asshole. Anyone that can find that video fir me, I owe you one!

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Anonymous
@confessions
20 May 2025 1:11PM
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I love groping my secretary. When we're in the office alone I'll just walk up and grab her young perky tits and grope her ass. She loves it. I can't wait to see how far she'll let me go

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-2
Anonymous
@guys
08 May 2025 1:27PM
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So many "straight " friends have asked to fuck my ass since I came out as bi recently.  2 have fucked me so far,  and it's been fun 

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Anonymous
@confessions
21 May 2025 12:58PM
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If you like a dirty naughty story I got one for you.

last night, around 130 am and a 8 KM bike ride, yes that’s correct, that’s 1 way too lol, and add in another 2 km of bs riding around…..anyways, all day yesterday was jacking off but never came, and I thought good evening, let’s hit the streets. 

went to said location, but this time I went a little deeper into the town, where the real dirty prostitution goes on, well all kinds of things really you name it just like anywhere, it can be bad, or can be really funny, or just plain ol being a pervert and want some pussy.it was around 1245 when I got into the deeper part of the city, but let me tell you I seen some shit that almost made me wanna turn around and go home lol, but after I passed that little area, the hookers started to emerge.

the first 2 was cracked right out, just look into their eyes and they didn’t even know where they were. Hard pass for me.

the next one I seen, was from a far she started to give me that feeling, my cock was getting hard, pink pants, a fat ass, she looked about early 40s and DEFINITELY not like the first 2. I rode past her but on the other side, didn’t think anything other then I was gunna go the distance of my ride, and if anything else came up that I liked I was going to approach, and if I seen her as a last resort on the way back I’d get her.

Go up a little bit more and theirs this little blondie, maybe late 20s and looked so innconcent, couldn’t see much because of her jacket but could tell she had a sexy little body, she’s the one I wanted but stupid me I went down the wrong street and by the time I got to where she was, picked up. Figured that’s my luck sometimes but oh well. Now I was heading back up, and it was like 115 at this point.

Coming up I didn’t see anything and then from a far I seen the blonde walking away from where I seen her first, and now my dick started getting hard again.

Got closer and before I could cross into the other side of the walkway, boom, there was the pink pants chick hanging at the corner. She turns to me quicksand says hi, I said hey back in a friendly manner, literally thinking I was going to get that blonde, u til she said “ looking for a date “ ? I said ya from a little distance and said hang on.

Went down the side street and came from the back way, she was there, I was getting closer and my cock at this point was THROBBING. No hiding it, I got to her, we exchanged names, she asked me what I was looking for and I told her, I want a blowjob, but that it was going to be a bit of a different kind of blowjob, she agreed, and then I said grab my dick before we go, she grabs it and says “ wow your extremely hard “ and didn’t really take her hand away.

She then asks me “ what is this blowjob you want “ and I told her, I want to live out one fantasy of mine, and I want to do it in your mouth. Was my exact words to her.

She liked the idea, and said to me what was my fantasy, I asked her first if she liked girls, she said hell yes she was a bi sexual and loves it all.

I do confess I showed her all of my cousins, my sister, some neighbours and friends, all over 20, and I asked her which one she wanted to eat her pussy, and this was all going on while I was feeling her up, hands hard rubbing her pussy and she was rubbing my cock through my shorts, all the girls was my cousins,  I never told her the relation, she was extremely wet, she sucked my cock so hard and so fast, that when I was about to cum, she told me I couldn’t blow it in her mouth, but she jerked me off and shot the load on my phone, on my cousins face, and she buckled me, that was the greatest blowjob I ever had, I gave her my number k really hope she texts me on the weekend, I can’t stop jerking off to it now

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Anonymous
@confessions
12 May 2025 10:30AM
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After 15 years of marriage I decided to act on my fantasy of jacking off in front of my wife whenever I want and using her as a cum rag. Started last week when I was drinking and horny, came to bed when she was already asleep. I stood over her and jacked off on her back, then went to bed. The next morning she didn’t say anything about it, just washed the sheets. Thought that was weird as I was sure she’d be pissed. So next night when she was reading in bed I walked over and started masterbating over her. She asked what I did and I just said I’m jacking off on you. She just looked at me but didn’t say anything and I came on her stomach and walked away. She had to change her PJ shirt. Finally this morning she was showering and I walked into our shower and came on her legs. She still hasn’t said anything about it, just takes it. Really going to see how far I can take this 

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Anonymous
@confessions
06 May 2025 8:21AM
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A few years back, I had an affair with my younger coworker. Hot blonde, single, career oriented, was 35 at the time. I smelled that she is one of those, who would do many things to get ahead in life, so I tested the waters with some texting. I am very into feet, so I was texting how I like her shoes, and if she could borrow me a pair, and I would get them back the next day, under a condition that she must wear them.

I took a huge risk there, but it payed off. When she took them back, she noticed the stains on the black suede. She played it cool, so, I started giving her some things, here and there, pushing her forward in the company. After a while, I would jerk off in front of her, and cum on her feet, while she was wearing shoes. She seemed indifferent, but ok with it.

Eventually, she started giving me head, and I would reciprocate from time to time, but she didn't wanna let me fuck her. The hottest part was, at least for me, that it was so obvious that she didn't enjoy it.

This lasted for over a year, until she rose far enough, not to need my backing any more, and moved to a different sector.

In today's climate, trying to repeat such a thing, with someone else, seems suicidal, so I will never do it again, but I have my memories.

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Anonymous
@confessions
20 May 2025 11:44AM
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When i was 18 i fucked my ex sister in law. To this day ive never told anyone so heres my almost incest confession....

she was 30 at the time and had been my sis in law since i was 6 she had always been a big sis to me. Im gonna leave some specific details out just in case for obvious reasons but ill try to be as detailed as i can. i hope you enjoy i still get off to the memories all these years later.

I was living with my brother and her at the time that he left her. it was out of the blue and they had kids together. I was angry at him over it and she told me i didnt need to go anywhere so i stayed there with her and the kids. Time was moving on we used to smoke weed and take mdma together as we always had done pre break up at the weekends. i dont know if one of her friends suggested i might be interested in her (i wasnt) but we had the chat and she pointed out nothing could ever happen with us. I laughed and told her she was my big sister not to be crazy , i was there to help with the kids which was true. no more was said about it but i guess that planted the seed.

I was a horny inexperienced teen , i think id fucked about 6 girls at that point. She started leaving her dirty panties on the bathroom floor she was never tidy so never thought anything of it but in hindsight couldve been deliberate i dont know. I do know i started sniffing them and jacking off . sometimes id put them on too or cum in them then throw them in the wash basket.

We had a family party for one of the kids and my bro was there. she had it in her head that this was when theyd get back together but i knew he was seeing someone . it was very late when everyone including him left. when she closed the door and locked it she just burst into tears. we were drinking and super high. i hugged her and started consoling her innocently , when she composed herself she said she'd needed a good hug for months i said you can have all the hugs you want tonight and rolled a joint. We took more mdma and sat on the couch with me hugging her somehow we ended up sitting on the floor with our backs to the couch me still with my left arm around her. This turned to us lying on the floor legs locked together if you can imagine .

My thigh was between her legs and we were kinda looking over each others shoulders. i started moving my leg up and down her pussy a little rubbing it with my thigh. i knew i was crossing a line but i was super high and could blame it on that. She didnt stop me! Now i was mega horny and picked it up a little . This went on for about 5 mins and i decided to take the chance . she was looking away from me so i said her name and reached to touch her cheek to turn her head towards me. she just grabbed me and we started making out. i was grabbing her amazing ass and rubbing her pussy with my leg. this went on for a few mins before she came to her senses and stopped. she said we cant do this, your like my little brother and got up and sat on the couch. I followed her up there , leaned forwards, kissed her again and put my hand down her top to squeeze her tit. she let me and then pushed me away . she said I need to be responsible here before this goes too far with a big smile on her face. she said im going to bed. the next morning i went into her room and asked if we were ok. i told her id move back to my folks place if she wanted . she looked up at me , stroked my arm and told me not to be silly. we didnt fuck that time but that was to follow a week or so later. this lead to us carrying on in secret for months. if theres interest here ill carry on . theres enough detail her already that she would 100% know this is about her.

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Anonymous
@confessions
18 May 2025 3:45AM
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I learned, at the ripe age of 45, that I should have given more chances to ugly girls, over the years. My ugly neighbor is the reason for this epiphany. She is a few years younger than me, single mother of three, from two different fathers, ugly, but with the biggest set of tits I ever saw, on a woman that is not obese.

She was always interested in me, and wasn't afraid to show it, but I was far from being interested. In the end, loneliness took the better of me, so I started texting with her, and, well, it was quite easy, she was over at my place in an instant.

To say that she tries hard in bed, would be an understatement. First night I fucked her, I came while doing her from behind. I used a condom, I am not an idiot, but, when I was done, she got down, took my entire cock in her mouth, with a condom still one, until she pulled it off into her mouth, while proceeding to suck and feast on the contents of it. And this was just the tip of an ice berg.

As many other things in life, I wish I learned this lesson in my 20's, but hey, better late than never.

And the best part is, she makes me feel like I am doing her a favor, she is so grateful, and sensual, and pleasing... I am hooked.

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Anonymous
@confessions
16 May 2025 2:03AM
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I am married for a long time, and one thing my wife never was willing to try with me, is anal. Believe me, I tried everything, no chance.

I have quenched my thirst for this with hookers, but it wasn't as pleasing as I expected it to be. Porn didn't help, it just deepened my obsession with this. So, three years ago, I became a sugar daddy to a 22 year old brunette, I found online. Quite stunning in person, we soon got into a rhythm. It was everything at first, but after a while, as our bond got stronger, I was all about just that business. We would see each other once, rarely twice a month, I would take her shopping, take her out to dinner, and then go raw in her ass at my hotel room. Why am I not afraid to get caught? Well, she lives in a nearby town, close enough to travel to by car, far enough to justify me spending the night, when on a "business trip".

Last few times we met, she started talking how she met someone, and that it might be serious. I think she will end the our deal very soon. Well, I will try to use as much as I can, while I still can.

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