Adult Confessions

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Ready to reveal your biggest, most juicy sex confession to the World? Well, this is the place!

Did you get totally wasted at Mardi Gras and sleep with a total stranger? Did you have wild sex on vacation in a tropical paradise? Did you end up have sex with a famous celebrity, musician, or athlete? Did you lose your virginity in a strange place? We've all got that one sexual experience we keep closely guarded, but you know how the saying goes.. "you only live once" and right now is the time to let it all out. We're all ears!

- True Sex Confessions -
Straight Male / 35

Once Met A Beautiful Asian American Bartender, But.......

I later found out that she wasnt born a woman.

Nothing about her would have made you think it was a transwoman. No adamsapple, no weird deeper voice, no weirdly shaped body or broad shoulders, no buldge.... absolutely nothing. And i mean she was beautiful and sexy. Great ass and rack. Things is she was post op down stairs also. Yep no penis but instead a manmade vagina. So I literally didnt know and couldnt tell she was trans the first time we hookedup. It felt like i was having sex with a biologically born woman.

She felt so guilty and bad she told me the next day. I was stunned, flabbergasted, felt betrayed, lied to, used. She broke down crying and told me the only reason she didnt tell me sooner before hand was bc she liked me so much and most guys split when they find out.

Well after some long hard consideration and thinking, i thought to myself idgaf i like her she likes me and the sex is amazing surprisingly. And the Best blowjobs ive ever gotten. Plus we got along so well. So i didnt care what anyone could have thought.

I dated her for over a year until she had to move away for work. Damn i think i might love transwomen too now. But its not like they're easy to meet especially ones that are post op down there bc i dont want another dick in the bed!!

4
# 81813 - by Whatswrongwithme / August 27, 2025
    • - True Sex Confessions -
    Straight Male / 32

    Another Wife

    Our neighbors Don and Gail have been good friends for years. We have spent many hours together and got to know them very well. They are older than my wife and I and in their early 50's while we are around 20 years younger. Don is quite a take charge guy while his wife Gail is very down to earth. In the last couple years we have gotten even closer to them to the point of being inseparable.

    It was my wife who pointed out one day how she and Don finish each other's sentences while Gail and I seem to have a deeper connection as well. I thought about it and recognized that over time the dynamics had shifted and we gravitated to the other spouse when together with no one bothered by it or jealous.

    We were at their home one weekend and were playing trivial pursuit. Gail was my partner and my wife was Don's partner in the game. We were all laughing and having fun. We had drank a fair bit of wine and smoked a couple joints so were all a little high. Don made a joke about celebrating their win in the game with a big celebratory kiss. My wife looked at Don and teased him saying go for it big guy. Gail and I looked at each other in curiosity. Don leaned over and kissed my slim red haired wife. The kiss was prolonged and they started making out. Gail leaned over and then kissed me. Her kiss was real passionate and combined with seeing my wife and Don necking got me real hot. I kissed Gail back marveling how sweet and sexy her mouth was. For a long time I had been attracted to Gail and her thick grayish blonde hair and voluptuous build,husky voice and sultry manner. Don and my wife left the room to go to the master bedroom. Gail and I followed them and soon witnessed Don's big strapping body on top of her fucking my wife hard on the bed as she moaned. Gail took my hand after her husband had finished thrusting in my wife and she had her orgasm and led me to another bedroom. She undressed me excitedly and herself pulling me on top of her. My hard cock slipped into her delicious wet pussy and I could not last long. She clung to me until I blew my load in her encouraging me and urging me on. The sex was fantastic if a bit short due to my arousal. We talked in bed for a long time then aroused again I made love to her the second time. This time it was much longer and Gail cried out as she had a shuddering climax which triggered my orgasm. We kissed and cuddled after and fell asleep. In the morning we both went into the kitchen together in our underwear and nonchalant. My wife appeared in one of Gail's black teddy's while Don had a bathrobe on. They smiled at us and Don had his arm around my wife. The line had been crossed and the 4 of us accepted the new arrangement. Gail kissed me openly and Don kissed my wife.

    That was several years ago. Weekends since then look very much like the first time we switched partners. They have sex and do Gail and I in different bedrooms. During the week we are back with our regular spouses and the sex is different not as deep or intense but still pleasant. Then on the weekends we show a lot of passion,love and affection to our other spouse. It has made both our marriages more interesting.

    3
    # 81810 - by Symbiotic / August 26, 2025
    - True Sex Confessions -
    Straight Male / 28

    Mother In Law & Spanking

    When I reached puberty I began to get sex fantasies ( I'm told this is normal ) I had fantasies of having sex with some of the women married , widowed and single where I lived, I even fantasied about having sex with aunties and female cousins ant the mothers and sisters of friends, I also had this crave ( not a huge one ) of wanking off a guy, and also of being dominated and spanked, and I would wank myself silly imaging doing all of the above.

    Fast forward to my 20th birthday, where I got married, after being with my wife for 4 years, now my wife and her mum had a secret, that I never found out about til we had been married about 4 years, we were living at her parents house at the time, it was a convenience for us all, as my father in law is an engineering contractor, and he works all over the country sometimes away for days at a time, meaning my Mother In Law had company while hubby was away,and we had a roof over our heads.

    It was during one of his weeks away that I discovered a family quirk, we had all been having a drink one night, and my wife and MIL were quite pissed and some inhibitions were dropped shall we say, the talk went from general chit chat to fetishes and sexual hang ups and fantasies. My MIL asked me if I had any or was I ' straight ' because I was pissed I let my guard down a bit, and I blurted out what my fantasies were, my MIL latched on to the spanking part, as she said to me , Julie ( my wife's name ) and I indulge in a bit of chastisement in the form of spanking for a bit of pleasure, her , have you ever been spanked for pleasure, I said no but I'v e fantasized about it, and also being dominated like I've been bad, and that I've had to confined to bed naked in a locked room with 3 other boys, by ' matrons ' who wore short skirts, low cut tops and stockings and high heels, where we were made to do chores, and if not satisfactory done, we got punishments of various descriptions, one of them was the matrons making us lick their hairy beavers til we were told to stop and then they wanked us off because we all got throbbing hardon's.

    My Mil said to me what would you do if these fantasies you had were to come true, for instance if you were to get your bare bottom spanked because you had been naughty, or if any of the fantasies you mentioned came true ? Now my wife was there and before I could answer she said please be truthful darling it will be better in the long run, so I said it would be a dream, my MIL then said to me you better behave then because if you don't.............

    At that we decided it was late, and we went to bed, but I didn't sleep much, I lay awake imagining my wife or MIL chastising me or me watching my wife being chastised. As fate would have it my wife had to go away on a course with her job, and my Father in law was away on one of his many work trips, I was on a few days off, so it was me and my MIL, and she laughingly said to me mind I'm in charge if you step out of line you will be spanked, little did I know she meant it.

    I made a mess in the kitchen trying to fix the wet and dry vacuum cleaner that wasn't working properly, and I hadn't cleaned it all up properly, she came and got me and took me to the kitchen, and pointed out my sloppiness, so she watched while I rectified this, when I was finished she said well I now have to chastise you, and took me by the hand into the lounge, she proceeded to fetch a dining table chair where she sat down on it, not only that she had a slipper in her hand, she then said come here so I went over to her, she told me to drop my trousers and pants , now I was semi aroused by this time, she then made lie across her thighs that she had parted to support me, so my head was nearly at floor level, when I looked up I saw that she wasn't wearing any panties, and her dark bushy beaver was in full display, just at that I got my first of 6 of the best and my cock immediately went as hard as a rock, by the time number 6 arrived my cock was throbbing,

    She told me to stand up and thank her which I did, she then looked at my cock and said to me we now need to address that and took my hand and lead me upstairs to her bedroom where she made me strip her naked, she then pushed me on the bed hauled my clothes off then straddled me, where she lowered herself down onto my stiff cock, she proceeded to ride me cowgirl style, she then stopped and told me to take her doggy style and ride her hard, I did as I was told she had multiple orgasms and we came at the same time, she let out a low deep screaming moan as I filled her with my hot thick man juice, I thought my balls were going to explode, we spent the rest of the day having great sex and even the following day, she was hot for a 40 something woman.

    Now when its just the two of us I deliberately misbehave and Matron has to chastise me, and chastises me she does, emptying the contents of my balls deep inside her sodden hairy beaver every time.

    0
    # 81808 - by Jamesie / August 26, 2025
    • - True Sex Confessions -
    Straight Male / 55

    Social Media Hookup

    So some time ago and I’m saying years ago. I noticed my wife more and more on social media. She was never really one to spend to much time on it but lately I noticed she was on it often. After asking her about it she said she was talking with old school friends who found her on it. Really I asked , any guys from back in those days. She said yes some guys some girls.

    Over some weeks I noticed she was becoming more horny and adventures in bed. I’d use the dildo on her and I could tell she was fantasizing big time as she would cum so quick and became more vocal. Then one even she left to go get us some dinner but she left her computer on. After noticing it I saw it was on her social page. Curiosity got the best of me . Looking I noticed it was left on a page that showed her conversation with a guy she knew from her collage age. It was definitely an old collage boyfriend and their conversation was sexy and stimulating. He was complimenting her on her looks and body and reliving their collage sex encounters in conversation. I actually got a hard on reading it.

    So fast forward. Wife tells me she meeting old friends at the lake club marina by our house for drinks that Friday evening . I didn’t have a, problem with that so I said enjoy. Now I noticed when she was getting ready she had laid out her what I call fuck me summer short sun dress. She always look so hot in it. I thought wow who is she wanting to impress that night. A few minutes before she was to leave I told her I was going out to a friend’s to hang out. Instead curiosity got the best of me again and I ended up going to the club early and parked between all theses trucks hoping she wouldn’t notice the car.

    So when she arrived I got lucky and she parked way out the way in the grass by some trees. Definitely out of the way of the normal parking. She looked really hot as she walked in. After a couple of hours I thought of walking in but decided not do. It was now 12:30 am when I noticed her walking out. She was escorted by a guy I recognized as the guy on social media she was having the conversation with about college days. They talked very closely together for a good 20 minutes. Then I watched them hug tightly. The hug lasted a good while. His hands were wrapped around her back low just above her hips. Then as they separated from the hug they stayed tightly together then to my surprise they kissed. It was a log kiss that turned more passionate.

    His hands now moved to her ass. And I noticed him started to grind on her. She didn’t stop it but instead after a minute or two in the passionate kiss she started grinding her hips back at him. I watched one hand move under her skirt and start to what I assumed was fingering her pussy. Things got hot quick and she had his pants unzipped and her hand down his pants feeling him off. This went on a few with things escalating. He would stop and kiss her breast through her dress then get back to kissing . My cock was so hard watching her being so sexual.

    Then it finally happened. He turned her around bent her over the hood of the car. Lifting her dress enough to expose her ass I watched as he pulled his pants down a bit pulling out his cock and thrusting it deep in her pussy. He fucked her for several long minutes. I think he made her cum because I watched her legs shake as she bent her head down. Then a minute or two later I watched him speed his thrusting with even more force then thrusting deep and hard holding himself deep in her for some time. I assumed he was flooding her pussy with his cum.

    As it looked like they were done I drove off beating her home. When she got home several minutes later. She was surprised when I was still awake and met her at the door. I told her wow you wore my favorite sexy out fit on you. You look hot. I started right into a deep kiss. I could smell sex on her but said noting. I guided her to the bedroom where she said let me change. I said no I want you just like that you look so hot. I could tell she was nervous but I went to kissing and feeling her off kissing and sucking her breast then kissing her. She was moaning but it was a nervous moan I’m sure she was wondering if I would be able to tell that she had been fucked. I played dumb. I reached to finger her and I felt her cum filled pussy. I moaned saying you’re so wet . I can’t wait to fuck you. I spread her legs, looked down as I was about to enter her pussy and I noticed white thick cum slowly dripping out. I said nothing as I slip my cock deep in her. She felt so warm, slippery and swollen inside. It felt incredible as I fucked her. I could see the guys cum coating my cock as I fucked her. Unfortunately I was so turned on that I didn’t last but a few strokes before I added to her already cum flooded pussy. We fucked most the night. I never told her I knew what went on that night. I guess I would assume she may know I knew.

    3
    # 81804 - by James / August 26, 2025
    - True Sex Confessions -
    Straight Male / 60

    Barely Legal

    My wife died 15 years ago, she was only 40. It took me quite a while to get over this, I have a Step daughter Sara she was 15 at the time, and she needed a lot of attention from me to come to terms with her mum's death. Sara had a friend called Nicola who was a year older, in fact she was nearly 17, and from what I knew of her true or untrue, she liked cock and lots of it.

    Now Nicola frequented the house quite often, on this occasion she turned up wearing a short skirt and new trainers, she was in our kitchen with Sara, and she said to me, do you like my trainers and lifted her left leg up ( what she didn't know, or so I thought so, was in doing this, she lifted her leg a bit higher than she intended, revealing the fact that she had no panties on, and that she had a nice dark hairy beaver ), the sight of this gave my balls a real stirring, as they were full. I said to her yeah really nice trainers, but not as nice as your legs.

    She looked taken aback, and she seemed to be blushing a little, maybe it was because she knew she had no panties on, and thought did he see my beaver ? she just stood there for a minute or so then she coyly turned around and went out the kitchen, after a while both Nicola & Sara went out, and Sara didn't come back til much later, she just popped her head in the lounge and said I'm home and I'm away to bed.

    A few days later Nicola came to the house, but I was going out, she was wearing a short skirt again and she looked at me like a spider about to devour an insect, anyway away I went to attend to things that I had to, I came home quite late in the evening, the house was quiet, and I thought Sara must be in bed so I will have my supper, then have a shower, then go to bed ( I later discovered Sara was at a friends house ).

    I went into my bedroom it was in darkness and I got into bed only unknown to me Nicola was there, the saucy minx had gotten the spare key hat was kept in an ornamental box by the front door, and let herself in, as she knew Sara was staying at friend of their's, she had waited til she saw me coming home and went up to my room stripped off and got into my bed, as soon as I touched her body I jumped up and put the light on to find Nicola completely nude on my bed.

    The sight of her naked just boiled my balls, but before I could say anything she said don't be angry but I'm really horny and I need a real man not the little boys my age, I said your only 17 she yeah but I'm an adult and I consent to having sex with you, i was sort of stuttering but my cock had went hard, Nicola said to me see what I mean a real cock, and at that she came over to me went down and started sucking my cock.

    Well I'm ashamed to say I gave in to temptation, and I got her onto bed where I got her into cowgirl position and lowered her slowly down onto my throbbing cock, she was tight, but I eased her onto my cock and she then began to ride me, she had an orgasm within minutes then shortly after another, I felt myself beginning to come so I got her to stop, I then got her to go doggy style and I rode her hard playing with her nipples and massaging her tits, I came in her like a dam bursting, it was copious, and ran out her when I withdrew.

    I humped her twice more that night filling her with hot thick spunk, and then I humped her in the morning when we woke up, again spurting a load deep inside her sodden beaver. After this she would stay over when ever she knew Sara was away for the night, this continued for 4 years, when she met a guy her own age ( she's now married to him ), every now and then though she ' visits ' when her hubby is away on business, for a ' catch up ' she calls me her ' day release project.

    1
    # 81796 - by Big Red / August 26, 2025
    • - True Sex Confessions -
    Straight Female / 51

    Crossed The Line Big Time!

    I have been married for several years and while my sexual libido has increased, my Husband’s has decreased. We have talked about it, but he doesn’t seem to understand how much I need it. And my last confession I talked about crossing the line and going on a sex website and meeting Another man. I met him at the park and he got in my car and we masturbate it together but that’s all we did. However, he contacted me again and asked if I wanted to meet again and masturbate.

    I have to admit it was pretty easy to say yes. This time when we met, there was not a lot of conversation, I just lifted up my dress and started playing with myself to my surprise. He did not pull out his dick, but he watched me for a while. The last time we met, we did not touch each other but this time he reached over and put his hand on my leg and was slowly rubbing it. I instantly had an orgasm. Then, without warning, he leaned up and started, kissing me. It was amazing and I gladly welcomed it. And I don’t know where it came from, but I spread my legs wider and told him, “touch me”. I am not kidding when I say that his hands were magic. I have no idea how many orgasms I had. This man that I know nothing about had his fingers inside of me while he was kissing me. It was by far the most orgasms that I have ever had in one setting. It was getting a little late and he said he had to go. He said he wanted to give me one more orgasm. He told me to look into his eyes while he fingered me. I came easily.

    He licked off his fingers and told me that he wants to meet me more often. As he was leaving, I told him something that I have never told anyone in my life. I said, “this pussy is yours”. Maybe I’ve been watching too much porn but I meant it.

    4
    # 81786 - by SunnyHoney / August 26, 2025
    - True Sex Confessions -
    Straight Male / 41

    The No-underwear Rule

    I married young and foolish, no kids, and recently found myself divorced as the marriage fell apart, or rather faded away. We grew up too distant and busy, we both cheated, we both decided to call it quits. So, there I was two years ago single again.

    It took a bit of time to built myself up again. Got myself in good shape for the first time in years and started casual dating. I had never been that kind of guy, but enjoyed the sex and realized that 25-28 is the sweet spot of ages I attract and like. Six months of dating apps was enough to realize that it is not my thing long term.

    I moved to a more foresty area, became a part time tech consultant with a woodwork shop. It used to be a strong timber town, now with a decent but small center. One day I went to the local library and there was Alice. A native american brunette, petite and tight, sexy tanned skin, 25. Your stereotypical low-key sexy librarian, loose clothes that hide the right curves if you know where to look. We clearly noticed each other and my book excursions became more frequent, but she was like a sphinx.

    One month later, a Thursday afternoon, I was in the library and she had decided to close early. She had that day a short pencil skirt. She asked me to help her with a few things on a shelf in the office. I knew the move but played coy until she closed the door and we french kissed hard. I run my now rougher hands through her blouse only to discover the lack of bra, and reached her pussy. No underwear. I cleared a table, put her on her back, and licked her clean with a good fingering. She squirmed and moaned like the slut I knew she was. She returned the favor and licked me clean, and then I got my cock inside her. After twenty minutes, a lot of sweat and two big loads, she was satisfied. Gorgeous tits and ass. She had it all planned out to get my dick she told me later.

    Six months later and a lot of very good sex, we moved in together. Apart from the constant fucking, she is fortunately nothing like my ex. Down to earth, no bullshit, likes to fix stuff around the house and is not obsessed with her appearance. Still dresses low key, with a twist.

    When she comes home, the rule is no underwear and she takes panties and bra off in the car. She enters and gets a proper fingering, sometimes an oral session. We fuck constantly, whether we are cooking or reading or whatever. Easy access. Since the property is secluded, sometimes we are naked and fuck more. She rides my face while using a vibrator and loves to cover me in squirt. She says my free use slut.

    This past week, she hosted her best friend from college, Kay, similar body type. The first day, both come home, and by force of habit my girl gets her usual hug, kiss and fingering, it was hot to see her friend get horny. Kay was frozen for a bit, and Alice laughed it off. We told Kay to feel at home, and we scooted to the back room to have sex, but Alice is very loud and she was wet too. We had dinner and during the night heard moaning and a vibrator.

    Fast forward to breakfast, clear tension in the air, and Alice explained the arrangement we have. We joked that she hopefully had a good time, and Kay said "well, don't mind me!" and we laughed. But Alice had that devilish look, and said "so you want the live sex show?" and revealed her bare ass under the skirt she sleeps with. She approached and we kissed in front of her friend. Alice whispered in my ear "relax baby, let's show her how it's done". We began slowly but being watched made it incredibly better. Kay began touching herself and Alice became wetter and wetter, then both came real hard. Alice told me "well, be a good host and give her a good time!" and told Kay to "follow house rules and get rid of your underwear under this roof".

    My girl took Kay's hand and brought her to me for a french kiss, then they french kissed. We undressed her slowly, kissing her so fuckable body. Alice told me "let me watch how you please her". My hands moved across Kay's body already rocking on top of me as Alice played with herself. I felt her pussy tighten orgasmically, and then called my girl to get involved. I laid Kay on her back, Alice 69 on top facing me, and my dick inside a pussy and a mouth. Then, Alice put lube on Kay and told me to fuck her ass. What a tight asshole. It was a fun three days.

    All her female friends that stay with us know the no-underwear rule now very well.

    4
    # 81785 - by LuckyForesty / August 26, 2025
    - True Sex Confessions -
    Straight Male / 53

    Going To The Library

    I was active in a lot of things when I was in high school. I played sports, was in the band, and was also in Boy Scouts. But I didnt have much - or any - success with girls. As a result I spent *a lot* of time jerking off or trying to find good jerk off material. A lot of that came from the public library. You cpuld find nude pictures in books on photography, books on sexuality in non-fiction, and racy scenes in the fiction section. Some of the best were in the Longarn and Jake Slocum (get the pun?) series of western stories. You could count on them having 3 or 4 scenes of the dirty things the characters did together. I'd take a book back to a reading area and get myself all worked up reading the sexy parts, often soaking o bit of my shorts with the precum that leaked out of my dick. When I couldn't take any more I'd head to the bathroom and and empty stall where i could furiously jerk my cock until I sprayed my load all over my chest. The thing was, the library didn't have regular rolls of toilet paper. Instead they had dispensers that let you take one sheet at a time. I'd take 15 or 20 squates and try to wipe my cum off my upper body. But they were useless. I had to try 5 or 6 times smearing cum oll over my chest before I'd wiped up enough to leave. It still didn't deter me any the next time i needed to jerk off and found myself back at the library.

    3
    # 81769 - by Wmdmsnm90 / August 25, 2025
    - True Sex Confessions -
    Bi-Sexual Female / 32

    Me And My Across The Street Neighbor Have Lots Of Fun Together

    I live in a small community, a suburb of a bigger city. I am a stay at home homemaker and across the street from me lives Theresa who is also a stay at home homemaker. We both have two kids and the kids are in school. We do not get together to drink, we get together to play girl time and have fun that way.

    We met easily because of the kids, we live across the street basically. She likes to have fun with me, and I like having fun with her. It's totally different than husbands and it's a lot more rewarding.

    We swear up and down that we have lonely housewife syndrome. But I can tell you when she opens her shirt and releases those puppies, I'm on them, I love them, I must be a titty girl.

    3
    # 81767 - by Lindsay / August 25, 2025
    • - True Sex Confessions -
    Straight Male / 35

    Friend's Wife

    I have known Debba and her husband for years and we are good friends. We have hung out together and we have traveled together. I stopped by to visit the other night and only Debba was home. After we had a beer and talked for bit, she asked me if I would like to fuck her. I would love to fuck her. She is really attractive. I told Debba I would love to fuck her, but I needed to think about it. She responded by saying she was not going anywhere. My wife is pretty open, but I am not sure she would appreciate me fucking our friend. I should have asked Debba, but didn't, so I don't know what her husband would think about her fucking me. I am trying to sort through the maze. Truth is I would like to fuck her, but lots of complications. I think her husband may have prompted her to ask me, but I'm not certain.

    4
    # 81762 - by Jackson / August 25, 2025
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