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2
Anonymous
@confessions
21 Jul 2017 10:16AM
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Kind of a quick confession, about 2 months ago, I stopped at my gf's sisters house with her. I went to use the bathroom and her dirty laundry basket was full. So I snooped and found about 5 dirty thongs, decided to steal 2 of them. Put them in my pocket and we left.

I literally had these 2 thongs in my jacket pocket for about a week, would take them out and smell her sweet pussy at times, then jerk off thinking of banging my gf's little sister. Eventually I got nervous that my gf would find them, and although they appear to be about the same type of stuff she wears, she'd be wondering why in the fuck I had 2 dirty thongs in my pocket...hahaha. So we went on a little road trip, and we stopped at a rest area and I decided to go into the stall, where there is a coat hook, and I hung one on there and left it. Couple days later we went by the same rest area, so I stopped again, and went in and that pair was gone, so I hung the other pair in its place.

I kind of hope some passing trucker got them, and jerked off like crazy into my gf's little sisters panties. Probably made his entire week. Knowing the little sister, she would probably be soaking wet knowing a stranger was horny as hell for her.

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Anonymous
@confessions
08 Jun 2014 6:18AM
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I confess that I am attracted to my gf's sister, not in a romantic way but in a very lustful way. I've cummed to her several times, filmed her crack, came in her panties and almost got a video of her striping. I don't what the fuck is wrong with me but I while I have no interest in her other then sexual (I don't even want to bang her) I just get off to her really easily.

I don't know what to do, and usually I ignore it very well but it's random times like this that it fucks with me.

I almost want to make sure I get a nude video of her at times... Idk motherless, idfnk...

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Anonymous
@confessions
24 Nov 2024 12:00AM
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Anyone else think they like sharing their wife or became a cuck because of their past relationships? My first serious gf in my late teens was always texting other guys and making out with them in school. When we broke up, she went on a fuck-spree banging a bunch of randoms. We never fucked, I used to beat off to the thought of her getting railed by all these dudes. Just a thought.

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Anonymous
@confessions
18 Mar 2012 5:14PM
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I confess that my gf's friend slept over last night and they were THIS CLOSE to banging each other. In the morning when I went to wake up her friend, I seriously considered putting my cock in her mouth while she slept.

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Anonymous
@confessions
09 Jun 2014 2:54PM
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In the last 2 yrs I've had sex with probably 650 women. I'm not bragging I have a problem a very fucked problem.

It all started after my gf and I broke up. I was 27 she was 26 and I had been ring shopping for the last 6 months. I had about $5000 saved up before that and was almost at my goal of $10000. I was going to go the next Friday when I go paid and buy an engagement ring. Thursday night before my gf called and said she was going out with some gf's and should would come by later. I said fine bc I had to work late. Anyways I was shutting everything down for the day and decided to check facebook. One of the girls she said she was going out with posted on facebook a picture of her and another of the girls at their apartment saying something about staying in for the night. I thought it sounded weird and just decided to drive by my gf's house. When I got there a truck was parked outside that looked vaguely familiar and her car was in the driveway and the lights were on inside. I had a spare key and decided to check things out. I walk in the house and don't see anything but I hear something coming from the bedroom. I go back there in look in the door and my gf is getting plowed by her boss who is probably 50. I grabbed a vase by her door and smashed it over his head. When he hit the floor I kicked him in the gut and left him laying in a pile. I walked out to my car a grabbed my putter out of my golf bag and tune up his car and leave. My gf shows up an hour later crying telling me she's sorry and that it was a mistake. I show her the money I had saved up and tell her what it was for. She starts begging me to forgive her. I left her sobbing in my kitchen floor.

I slept in my car that night and called into work the next morning and and told them I needed some time off. My boss was a close friend and I told him the problem. He let me use all my vacation time and personal days,3 weeks worth. I said thanks went and packed a bag and drove to Vegas. I live in middle America so it took 2 dsys. I got a hotel room and started drinking and gambling. I knew I would be getting a few checks direct deposited so I had a least a week of debauchery. The first night a girls starts chatting me up. After a few minutes I realize she's an escort. She tells me she can be mine for the rest of the night for $1000.I gave her $500 down and we started to party harder. I was playing craps and was starting to win small hands. Before I knew I had won $3000. I told her she was my lucky charm and decided to take my turn at roulette. I put $1000 on red and hit. Another $1000 on black that missed. I decided to try my hand at blackjack which I've played before and knew the rules. I was playing $100 dollar hand and was winning 2 out of 3 hands. I got up $500 hands. I split 2 tens then doubled down on one first hand and hit black jack then stayed on 19 on the second . The dealer was showing a 5 she flipped and had 6 underneath and I almost threw up. She hit and flipped an 2,then an Ace then a queen to bust out. I was up $5000 grand and decided it was time to fuck this hot slut. We went back to my room and fucked like rabbits. We ordered room service and just talked then started making out again for some reason I ate her out. We fucked again in the shower. Then passed out naked around 4 am. I woke up about 10 am grabbed a beer and asked her if she could go again she said yes and give me the greatest blow job. I told her I was fixing to cum and she sprayed all over her tits. She took another shower while I ate breakfast. I gave her the rest of her money plus a bit more for a tip she said thank you and kissed me goodbye.

I checked my phone and had 20 missed calls and 100 texts from my gf. I left the phone on the bed and decided to see if I was still lucky. I started playing penny slots and quickly won a few hundred bucks. I was drinking and figured I would spend all the 2 hundred until it ran out. Afte 30 mins of no luck. I hit the jackpot for $20,0000. I cashed out and went to the room took a shower and called the escort from the night before and asked her if she wanted to spend the night.We decided on a price she gave me a discount. We went to a nice restaurant came back to the hotel and got a couples massage at the spa. We made it back to the room and had sex. She told me for a couple hundred bucks a friend would join us and we could have some real fun. Her friend showed up and she was absolutely amazing. We were having fun and the next thing I know i'm doing lines of blow of the whores ass. It was incredible. All 3 of us fucked and partied and just went bananas until we passed out. I woke up the next morning and the second girl was gone. I woke up the original girl and we fucked again. Then took a shower. Anyways I'm a week into this and have banged a couple of different hookers. I hooked up with some random girls in town for bachelorette parties and I think a married woman in town for a convention. I get a call from dad that his brother passed away and I need to come home. I fly home and do all the stuff I'm supposed to do. I go to my apartment and find that my ex gf is living there just waiting for me to come home. I walk in and she runs up and starts kissing me and telling me she loves me and wants to spend the rest of our lives together. I was pretty sad about my uncle and very horny so we fucked. I had no idea what my plans were but they didn't involve her or staying with her but I decided for the next week I would use her for comfort until all this was settle. We laid my uncle to rest and went to hear the reading of the will. My uncle was a closted gay man and never had any family his "roommate" died a few years early and left my uncle a substantial amount of money that he used to retire and travel and bang young asian men. At reading we found out just how much money he did have. $10 million dollars. He left $3million to my dad. $3million to my sister and her husband and the rest to me plus his house and car. My ex gf thinks she has hit it big. I buy out my apartment lease and move into my uncles. It's nothing crazy 2200 sq ft on 5 acres with a pool which made it awesome. His car was a yr old lexus LS 460. I called my boss and told him I wasn't coming back and had heard the news and already figured I wasn't.

I found a house in vegas for $350,000 with 3 bedrooms 3 baths and pool. I set it up online too look at and bought a plane ticket to vegas. Before I left I told my ex gf I didn't love her and that I was fucking random whores the whole week I was in Vegas. But I loved the sympathy sex she gave me for the last week. She called me an asshole and left.

Heres the bad part I flew to Vegas bought the house. All I do now is spend a few weeks in vegas gambling then fly home for a bit.the longest I've stayed is a month. I have plenty of money but spend at least half of what I win on whores,coke,and booze. I go to the whore houses in Nevada all the time. I pick up escorts at the casinos nightly and have been with 4 at a time. When I come home I got to hotel bars and pick up women who just want a one night stands. I started cruising whores on back page and craigs list. Now im picking up tranny's online. My life is really out of control I'll pay these whores $50 extra just to not use a condom. I let this super hot tranny in Vegas fuck me in the ass with no condom and she came in my ass.

I was pretty happy until I was at my parents and saw an inviitation to my ex gf's wedding on the fridge. For the past week I've been laying around realizing I'm still in love with her and I never talked to her about anything that happened. I just ranaway. One of her friends told me I destroyed her when I left the first time and when I left again she was almost suicidal. I feel broken inside.

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Anonymous
@chicks
16 Mar 2017 10:13AM
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I want to watch my gf get gang banged, her pussy is too nice not to share.

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Anonymous
@confessions
16 Aug 2013 7:31PM
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I confess I wish my GF would do gang bangs.
I'd love to watch her fuck and suck a dozen (random number I pulled out of thin air) guys...

I dunno, maybe she would, she's a self describe slut. Her word not mine, I don't tend to use that word.
I mean I've asked her for other things and she's always all over it, but this is not the same as the other stuff. This would be a big deal. Or maybe not, and I'm the one that thinks it would be... Go figure I can't broach this subject with her either way... Bah, I wish there were glory holes around here, that might make it easier to get things going. But small town...

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Anonymous
@confessions
05 Feb 2025 3:21AM
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I have been enjoying these boards for years, without contributing. To be honest, I do not have much to contribute, since my sex life is dead for quite some time, but today, I finally got inspired to write about something that happened to me, long time ago.

To start it off, I am pretty vanilla, and I was always nervous around women. Sadly, that haven't changed till this day.

On this particular occasion, I got more than I ever dreamed of getting, and not thanks to me.

We had this friend, in college, he had a gf, this petite, cute brunette. They stayed together long after this happened, but didn't end up married. Not to digress, his girl had a sister, very beautiful, tall, unlike her sis, and college freshman at that time. We all joked with him, that we want to bang "his sister in law", and she was hanging out with us, and what can I say, we all competed for her, looking for some affection.

It didn't work, she was too good for us.

Until my older cousin came along. He was, one of those, rebel guys, you know what I mean, a proper man. He stayed at my place, and we were out on a party, when she obviously fell for him, and he was doing all he could, to score.

When the party was over, the three of us went back to my room (roomie evacuated earlier, since I had a visitor for three days), and we continued drinking. He was all over her, to the point where it got uncomfortable for me to stay, but I thought, just a few minutes more, to feast on her, in that short, tight dress.

I envied him. He will fuck her tonight.

While I was gathering my thoughts about all that, he was on top of her, and when I saw him pull out, and go inside her, I couldn't believe it. She was fucking him in front of me. And already moaning.

I got up, wanting to go out, somewhere, when he asked me where am I going. Out. Give her your cock, can't you see she wants it.

The following minute, was like a fewer dream, when I try to remember it. I was excited, scared and pretty sure I was shaking, but when I got close to her, my bottom was already gone, she was reaching for me with her hand, and when I knelt besides her head, she got her head up, and took it all in.

Never before, and never after, did I have a girl that beautiful. And she was sucking so well, she was so aroused, and that made even sexier. When she was cumming, she spat the cock out, and closed her eyes, while making the sexiest facial expression I have ever seen, all, with my cock on her face.

When he got up, saying - I am done, I rushed down there. Only when I got in, I realized he had filled her up. His cum came bursting out with my every move. I pulled out, to rub it all in, with my cock, since this made me, surprisingly horny, I pressed my cock against her ass, and, without thinking, I just got in.

Ten thrusts. Hard, long, all the way in, all the way out. All of my sexual frustration, got sublimed in those ten thrusts.

She screamed, but she loved it. I came like a horse.

She stopped going to parties with us, after that night. I never told none of the guys, since, I guess I hoped she will find her way back to us.

She is married now. I still wank to her social media photos, while remembering that night.

And in the end, only to paint how extraordinary this whole thing was for me, before her, I had one girlfriend. After her, I had one more girlfriend, plus I got a blow job from a waitress at some bar. That night, I was 24 years old, today, I am 45.

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Anonymous
@confessions
02 Dec 2013 12:31AM
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OK so here is my deal.

I am 52 yo basically a bum. I get disability payments after being injured at my last job, too lazy to get a different job, have enough money to get buy - its a private disability insurance, not that pittance the government gives you. I am kind of funny looking and a bit overweight.

So anyway, about two months ago my roommate switched his head meds and decided I am a minion of Satan or something. So I had to look for a different place.

So this girl - friend of a friend - offered me her couch to crash for the night. She is a burned-out stripper - now she is the bartender at the strip club where she is too old and ugly to strip. So anyway I ended up banging her that night - at my age if a 30 yo burned out stripper wants you to bang her its a good deal.

So anyway she said its ok to stay a bit more and I banged her a few more times.

Anyway, its been two months now and I am basically living with this chick.

She is kind of stupid and annoying, but what the fuck.

She has a 9 yo daughter, cutest thing ever, and very smart. And now she decided she wants me to be her new daddy. (The original daddy is doing some serious prison time. The last 'daddy' beat her and her mom and tried to molest her.)

Its a bit overwhelming, this came totally out of nowhere - and I figured out why the girl was getting into trouble at school (she needed glasses - and if she eats anything with artificial food die in it, she starts acting out - not a rare thing at all) - fixed those two things my second week there, even paid for the glasses
.

So now my gf or whatever wants me to deal with all the school stuff cause 'you are so good at it'. She works weird hours and sleeps in the morning and I basically don't have anything to do so its not too bad.

Its overwhelming. Not sure exactly what to do. Like I said the girl (the mom) is a good fuck, but stupid. Basically stupid white trash.

But if I leave she will get a new bf who will probably be a bigger fuckup than me - and what is wore a meaner fuck up - and that will not be good for the little girl. I love the little girl (no pervy stuff, shut the fuck up guys) - and she loves me.

The mom spends most of her off-work hours now sleeping and smoking pot - and I become the primary caregiver for the child.

Thoughts?

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