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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

Neighbors Wife

Last week I fucked my neighbour. Ron and Eileen live next door. Eileen is chubby or more like fat and is 44 and Ron is 62. A big variation in age. Ron has ED and cannot perform adequately to satisfy Eileen's sexual needs.
The have two old sons in their early twenties
Ron was out of town on business. The sons are away for the summer working with their uncle on his dairy farm in Wyoming

On this particular evening Eileen was sitting outside on her deck enjoying a glass of wine
When she saw me get out of the car she said and wanted me to join her for a wine

We chatted all evening and I knew from her conversation and her flrtiness she like to get laid. We went inside and sat on couch
I took a big step and put my arms around her and kissed her. She never stopped me and soon I was feeling her big boobs, nibbling on her ear lobes, licking her neck and French kissing her.
We went to her bedroom. Like I said earlier. Eileen is a big woman.. 5 ft 1in and about 200 lb. Rolls of fat and a mommy pouch. I did not give a fuck about her size . She opened her fat thighs and I mounted her and inserted my hard cock. She moaned. I kissed and sucked her nipples inserted my tongue in he mouth and thrusted in and out like a piston on a motor. Only sounds were our moans, my balls slapping her c**t and the bed squeaking as I drove her ass into the bed with my thrusting..I pounded away for about 4 or 5 minutes and I felt my load churning in my balls.. We were sticking together with stick. My cock started to throb and I shot my load of baby batter in her wet c**t.
I rolled off her ..I was spent

3
# 80248 - by Tobias / July 2, 2025
    • - True Sex Confessions -
    Bi-Sexual Male / 46

    The Ditch Digger

    One Friday when I was on vacation, it was extremely hot. I was hanging out by the pool. There was construction going on in front of my house. The gas company was doing something to the lines. It was just one worker, maybe late 30s, and he was using a machine to do some digging. He frequently had to climb down and use a hand shovel to do something. This guy was truly ripped, maybe from the gym, maybe from digging ditches. And he was sweating and glistening…very hot.

    I couldn’t help watching. He was too good to ignore. At one point he was taking his lunch break and the mail had just been delivered, so I used getting the mail as an excuse to say hi. We chatted a bit. I wasn’t really getting any vibe of interest from him, but I pressed on and before going back inside mentioned he’s welcome to dip in the pool after work to cool off. He was appreciative and I think at that point realized I was making a move on him. He said thanks, but I don’t have my swim trunks. I said no problem. You’re welcome to borrow some or do what I do go without. He laughed and said OK…maybe…we’ll see. Now I was getting a vibe. I went back inside and resumed my afternoon of relaxation.

    Just after 4 there was a knock on the door and I opened it to see him there. He asked if that pool offer still stands. I said, of course, opened the door and waved him in. I pointed out the pool house, with bathroom and outdoor shower. I told him there was some swim trunks in the pool house if he wanted. I had also left a box of condoms and bottle of lube on a table in plain view. He walked over to the shower, turned it on and stripped out of his clothes to reveal the most spectacular body. He never went in for the swim trunks. After showering he walked over to me and we kissed. I was so excited.

    We got into the pool and cooled off while getting to know each other. He was divorced, didn’t get to play with men often, and enjoyed being a dominant top when he did. My god was this really happening? When we got out of the pool he stood naked, dripping wet, and gently pushed me to my knees. I needed no further instruction, took him in my mouth, and proceeded to suck him until he was rock hard. Then we moved over to one of the lounge chairs and he told me to get on my knees ass up. He dropped to his knees and proceeded to lick my ass. He relaxed me, lubed me up, then stood and slowly worked his 7” cut cock into me.

    When I extended the invitation to him at lunchtime I was just hoping to give him a blowjob. But we really got into some serious gay sex. We moved out of the heat and into the air conditioned bedroom. Believe it or not I took him in both holes all weekend long. No matter how hard he fucked me, I kept begging for more and he delivered. My favorite position was simply straddling him as he lay back and riding his stiff cock as I gazed down at his ripped body and moaned with pleasure.

    He came at least 4 times over the course of the weekend. My mouth, ass and face all got attention and sweet pumping loads. The first load up my ass Friday afternoon was the best because I felt the spurts filling me and heard him groaning, almost growling with masculine pleasure. The others were less powerful and he was quieter.

    He and I have gotten together numerous times since then. But it was never as good or exciting as that first weekend of hard pounding sex. What an experience!!

    3
    # 80247 - by Ben / July 2, 2025
    - True Sex Confessions -
    Straight Male / 18

    Freshman GF Is Pressuring Me To Have Sex

    I just graduated from HS and my GF will be freshman this fall. She has been strongly encouraging me to have sex, whereas I want to take our relationship slow, walks, long phone conversations, cuddling, maybe some makeout sessions in her room or mine when our folks are out.

    Honestly she's really hot and we're both virgins and I'd love to know how it feels to sink my cock into a tight pussy that has never been opened up before.

    But I'm really afraid of getting her pregnant. I know from jerking off three times a day that I cum a lot. I mean, a lot! It usually hits the headboard. I'm imagining shooting it right up her cervix and she'll be pregnant in no time and our parents will stop us from being together.

    Part of me is also afraid that if I don't give her the D, she'll find another dude who will. My friends all tease me and tell me they'd all up in her.

    It's a tough spot because physically I want to fuck her but I'm afraid of the emotional changes it will cause in our relationship, and I'm afraid of babies.

    10
    # 80239 - by Ralph / July 2, 2025
    • - True Sex Confessions -
    Straight Male / 26

    Loving Molly

    Molly, not her real name, was a beautiful and terrific young woman. I met her when I was a senior in college and we got on well. After a month or so, Molly went to bed with me. The sex was great and we fucked five times that night. Molly asked me to fill her and I did. I fell for Molly. Normally, I would see her 3 or 4 times a week and on Saturday. A couple of months went by when Molly asked me to meet a friend of hers. We met for lunch at a campus restaurant. About five minutes later, a good friend of mine, William, showed up and Molly asked him to sit down. My friend and I were both surprised that each of us knew Molly.

    It was a long and detailed conversation that we continued back at Molly's apartment. It turned out that Molly had been sleeping with both of us without us knowing. William had her on Friday and I had Saturday. During the week she managed the calendar so we didn't bump into each other, although it became obvious that on some occasions she had fucked both of us on the same day.

    Molly said she loved being with both of us. She did not want to choose. William was taken as much by Molly as I was. Molly asked us to try an arrangement with the three of us living together. Needless to say, it took a lot of thought and rethinking before we all agreed. William and I both loved Molly and we shared her for the rest of the year. We all slept naked together in a king bed and it wasn't unusual to wake up while William fucked Molly and vice versa. We had many threesomes with her as well as time alone. And, she was up for sometimes kinky sex. Molly was fucked at least once a day by both William and me. This all took place well before polyamory entered into the language.

    3
    # 80232 - by Marc / July 1, 2025
    - True Sex Confessions -
    Straight Male / 20

    They Were Secretly Watching

    When i was 13 me and my friend were naked in my house having sex in the lounge . What we did not know was that 4 of my female cousins had come round to visit me . They were looking through the window at us . I had been licking her . The door bell rang . My friend ran upstairs and i grabbed my shorts to answer the door . When i went to the door i had to let them in . Trying to look casual i told them to sit down . My cousins not sisters they were friends doing a lot of things together. They were11 , 12 , 13 , and 15 . The youngest said . We saw what you were doing with Janet . There was no point in her hiding so i told her to come down . She had got dressed but she was embarrassed saying that she had to go . When she had gone . They wanted to know if we were having regular sex . I told them that we were . The eldest one Katy asked me to undress and let them look at me . They had already seen me naked so i undressed . Katy asked me to let June . The yougestone touch me . I was already getting arroused . When she touched me it gave me an erection . The others wanted to feel me . When they were touching me i wanted to cum . I asked if they would show me their pussy . Katy said if i wanted to look at their pussy . It would be better if they undressed . She told the others to strip . Having 4 naked to look at i realised that June was beautiful . The others were nice but June had something extra . I wanted to touch them . They all said i could but be careful not to hurt them . In the end we went to my room . Laying on my bed we only just fitted . I had a large double bed . I kissed Katy and fingered her . I kissed the other two . Pat and Sue . What i really wanted to do was kiss June and feel her pussy . When i was kissing and fingering her . I did not want to stop . The others were not happy how long i was taking . Katy was the one who told me what to do . She wanted me to lick her pussy and make her cum . I was happy to lick her . When she had cum . I licked Pat and Sue making them cum . The one i really wanted to lick was June . I could have licked her little hairless pussy all day . I was surprised when June was cumming . When i had made them all cum Katy wanted me to fuck them . Starting with her . But telling me not to cum in her pussy . I fucked Katy followed by Sue and Pat cumming in Pats pussy . I kissed and licked June . After this day we had sex in my home anytime my parents were at work . I always kissed and licked June but did not fuck her . Sometimes they could not all make it . I always fucked the ones that did but not June . One day it was just me and June who was now 12 . June asked why i never fucked her . When i told her it was because i thought i loved her . She told me not to be so silly . All along she had wanted me to fuck her . At first it was us kissing then me licking her to make her cum . When she had cum she asked me . Please fuck me i want to feel what it is like . I asked if she was sure . It was still feeling wrong . I really did love her . When she told me she was sure . I got between her thighs to slip my cock in to her pussy . June helped to guide me in . When i was pushing in June squealed . I asked if she wanted me to stop . Not wanting to hurt her . She told me it had hurt for a second but it was nice now . Still feeling that it was wrong i fucked her cumming in her pussy . When i was pulling out she thanked me . Asked if she was sure i had not hurt her . When i was using tissues to whipe my cock . There was blood on them . I had taken her virginity . Secretly we became boyfriend and girlfriend . Meeting up and going out with no one knowing . In the summer we went to the woods to have sex . When June was 16 we let people see us out together. We told our families that we had met up and found that we enjoyed being together . They were happy for us . We knew that we had no chance of being allowed to get married . I got a steady girlfriend and June got a boyfriend . We still loved each other and had sex . We both got married and went out to events as couples . When we could we still had sex . June was taking contraception . There was no way we wanted me to make her pregnant . When she told me they were trying for a baby . We stooped fucking . I only made her cum and she gave me blow jobs . When she told me she was pregnant it was ok to fuck her . I loved it when she was heavily pregnant and i licked her pussy to make her cum . Then i fucked her . Our partners don't know about us .

    2
    # 80230 - by Rog / July 1, 2025
    • - True Sex Confessions -
    Straight Male / 29

    Angela And Carrie

    Pretty simple confession here. My wife of 2 years was introduced to me by my mother in law 4 years ago. They looked identical to each other only difference was the age Carrie was 23 and my mother in laws who was 45. One daughter is all my in laws had. Both have come from Italian decent nice olive colored skin. Both have a small petite figure with some nice curves. My mother in law started sleeping with me after we met out and hooked up. She said she was in a dead marriage and needed a spark. My father in law is nice but very old fashioned eats same time every night does his thing hunts fishes doesn’t like to do much besides that. Angela is definitely the dirties of the 2 she is down for anything. I have to convince Carrie my wife to take it in the ass while Angela will offer her ass up at family functions.Carrie and I are expecting now and Angela is spending lots of time over. Carrie has had lots of morning sickness so she is down for the count a lot of the times. Angela in the mean time has promised to keep her ass greased and her pussy and mouth ready. She’s not kidding because anytime we have a free time I’m in a hole. Funny because my wife is the exact way when she is not sick. A few comments they have made on there own make me think they know about each other. Angela has cleaned up after I have been in Carrie and she knows it because she asks. She didn’t mind while Carrie has tasted her mims pussy she said nothing and just kept sucking. When my father in law comes around Angela is a little more careful but still flashes me when she can. She has promised to move in when the baby comes to take care of me and the baby. I’m honestly in love with both. Il update after the baby arrives.

    3
    # 80219 - by DrewN / July 1, 2025
    - True Sex Confessions -
    Straight Female / 31

    My First Threesome

    I divorced from my husband three years ago, we had been together since I was 18 so he was the only real man I had been with. Getting divorced meant I could now explore and find fun. I had a couple of dates and went with two guys on nights out but nothing really ever panned out from that. Then came October of that year. Our work had a conference in Birmingham and the plan was to have a night out on the Friday just before Halloween. We all started drinking about 1-2pm time so started quite early. By about 8pm most people were either heading back to the hotel or going for food. But myself, Jamie and Frank all decided to stay out and drink more then go into a nightclub. The three of us had shots and more drinks and even somehow got into the upstairs area of the club that was a it more swanky but none of us ever remember paying to get in.

    It got late so left the club, all feeling quite drunk we opted to not get a taxi back to the hotel across town and split the bill to pay for a room at the Hilton hotel across the street from the club. We got in feeling quite drunk I flopped on the bed while the guys talked and joked around getting dressed. I can remember talking to Frank on the bed and then kissing and bit really remembering what we talked about but I know we was both in bed in just our underwear and hugging. Jamie was sat down on a chair and then he said he wanted to get in and I said ok, next thing Jamie is spooning me and both of them had their hands in my panties. Feeling the mood and feeling brave and drunk I returned the favour and felt outside both their boxers and jerked them feeling how hard they were.

    After some kissing and touchy feely moments with each other i pulled my bra and panties off and the guys took off their boxers. Not thinking about it as both guys lay on the bed I took turns sucking them both and jerking the other while giving the other a blowjob and swapping back and forth. I can’t remember which guy did it first but one got up and got behind me and started licking me while sucking the other and then the next thing I know I’m feeling his cock go in me. That was officially my first spit roast while I was laying over the other guy. Soon I was laying there on all fours and both of them took turns fucking me and I did climax a couple of times. Jamie then told me to lay down so I did and he lay on top of me and fucked me again. They both had turns doing that with occasional moments of having one fucking me while looking up and sucking the other cock. My legs in the air or being pulled outward they both had their way and would go hard and fast and deep and slow. Both pulling out to take a break and let the other in. I remember Jamie cumming in my mouth and jerking himself over me and Frank partly cum in me but pulled out and cum over my belly. But officially that was my first honest threesome and would open the door to what I would go hunting for and still do today on a couple of different sites.

    2
    # 80209 - by DivMadisonLuvs3Sums / July 1, 2025
    - True Sex Confessions -
    Straight Male / 18

    A Walk On A Hot Day

    I was on a walk with my cousin Pat and her friend June . Me and Pat were 14 and june was 12 . Our walk took us along the main river bank . Then along a stream that ran in to the river . After about a mile of walking along the stream we came to a place where it ran through a sandy bottomed pool about 4 feet deep . The water was chrystal clear . My dad had shown me it to when i was a nipper . Telling me that him and his siblings had used it for swimming . We sat on the bank next to it . Pat said it would be nice to have a swim . I agreed saying if only we had our swimming costumes with us . Pat said we could swim in our underwear . We undressed with me wearing my Y fronts . Pat and June were wearing knickers and bras . I jumped in and started to swim . Pat and June lowered themslvess in to the water . When we climbed out my Y fronts slipped down to my ankles . Pat and Junes knickers did the same . We were all trying to hold our underwear up . In the end Pat said . Using a local term . Bugger that . Taking her knickers off . I took of my Y fronts and June took of her knickers . They both took off their bras saying we need to dry everything . We hung them in a tree and lay on the grass to wait for them to dry . I was looking at their naked bodies . Pat had pubic hair and June was starting to grow it . I had no way to hide my erection . They both commented on it . June wanted to touch it . I said she could if she let me feel her pussy . Pat said what about me . Don't you like my pussy . When i told her i did but she was my cousin . She said don't let that stop you . She moved close to me and opened her legs letting me finger her . When i fingered her wet pussy she was not my cousin . She was a girl that i fancied . I wanted us to have sex . It still felt wrong so i moved over to June . Fingering her then licking her pussy . June had an orgasm and i wanted to fuck her . Pat told me she wanted me to give her an orgasm . I licked and fingered her . Giving her an orgasm . Then i fucked her . But i pulled out when i wanted to cum and moved over to June . I fucked June cumming in her pussy . I got in the water to wash my cock . June washed her pussy and we lay on the grass . When our underwear was dry we dressed and walked home . Going to that pool became a regular thing . We always undressed to swim . We tried having sex in the water . We liked it better on the bank . I always licked and fingered them to give them orgasms . Then i fucked them always finishing by cumming in Junes pussy .

    4
    # 80200 - by Gaz / June 30, 2025
    - True Sex Confessions -
    Straight Male / 65

    Younger Women Part 1

    I'm a 65 year old widower and I work as a DJ on radio and I do live gigs, and I have seen and experienced a lot over the 45 years that I've been working in this business, but over the last 18 months there has been a discernible switch by younger women actively trying to seduce older men, and I'm not immune from this, as there have been quite a few ' encounters ' particularly in the last year and bit from these 'sex hungry ' females, in the last 8 days alone I've benefited 3 times from this ' trend '.

    The first one was with a woman who went to school with two of my daughters, she is 42 a mother and grandmother, she appeared at one of my gigs in a local pub, she wasn't hard to spot, as she was wearing a short black mini skirt, her legs were bare, she was wearing high heels, she was wearing a top that left little to the imagination. I didn't recognize her at all, but I couldn't keep my eyes from her, eventually she came up to me and said ' you don't recognize me, do you ? it's Kate, I went to school with your two daughters L & G, I still couldn't see who she was? then she said to me my natural colour is dark hair, not blonde as it is just now, it was only then that I sort of began to recognize her, she asked if I had an other half, as she knew my wife had passed with cancer, I replied no, its just me, she smiled and said ' oh really ', and away she went, but she kept watching me the rest of the night. When the bar closed, she came over to me, and asked if she could hang about while she tried to get a taxi.

    Upshot was she couldn't, and she coyly asked if I could give her a lift home, saying I will give you petrol money, maybe I was massaging my ego ? I knew that she was sexy as though, and when she got into my car her short skirt left nothing to the imagination, I'm not a perv but I had a semi, trying to drive and keep my eyes on the road was a strain, add to that she kept rubbing my thigh with her hand,

    When we got to hers she had went into her handbag to get her purse, I put my hand on hers and said there's no need, then the little minx said well I'm not getting out, you will have to drag me to my door, so I said drag you it is then, and I got out the car, she grabbed my mobile phone, and was out the car before I could get to her side, and she ran up her path to her door, saying to me if you want your phone, your gonna have to come and get it, and went into her house.

    I thought ok, if that's how your goin to be, so I went into her house to get my phone, and I stopped in my tracks when I got inside, because she had took her dress off and panties, and she was completely naked, my eyes nearly popped out my head, my cock was hard in an instant, she knew she had got me, needless to say I spent the night there, the sex was fantastic, she really knew how to please a guy, 3 times I rogered her, filling her with my thick hot spunk each time.

    She has stayed over at mine a couple of times, all she wants is sex though, nothing else, and call me a perv, but I'm happy to go along with this.

    There is more to come regarding younger women and me, and I will post these as well.

    1
    # 80193 - by Huggie / June 30, 2025
    • - True Sex Confessions -
    Straight Female / 44

    My Friend - The Set Up

    A few weeks before it actually happened, while having a Friday night cocktail, I told my friend Danielle that I fantasized about black dick. It ended up being the topic of conversation the entire night. When I got home, I masturbated to interracial porn. I came and came and came until I fell asleep.

    A few weeks later, same bar, Danielle introduces me to Grant. Grant is 56, 6’4 235 pounds, grayish beard, bald head and black. Ten minutes later Danielle says she is going home and to enjoy the evening. Grant and I had been set up. We decided to make a night of it. A couple of hours later Grant asked if I was interested in coming home with him. I was, so I followed him to his house. I called Danielle along the way and she said enjoy this g*ft I have set you up with. I am the best friend ever. As I got there, I noticed cars in the driveway. I asked Grant about it and he says Danielle must not have given you any information about tonight. I questioned what information. Grant told me he and his friends planned to gang bang me tonight. I called Danielle but she only responded with the devil emoticon. Grant felt bad and did not push. At this point, I was horny and excited for my first interracial experience. If I went inside, I was sure to get gang banged, not that it was bad thing. I asked Grant if I could sit in my car for a few minutes to think this through. He went inside. I immediately found a bbc vs white girl gang bang to watch. It would at least give me a bit of in medication of what it was look like. Ready, super turned on open to a new experience, I went to the door and knocked. Grant answered and asked what I had decided. I handed him car keys and told him to give them back after everyone had been fully satisfied. As I entered the house, I was faced with six middle aged black men, knowing all of them would be inside of me this evening.

    It started with everyone getting naked. I was on my knees sucking each dick until it got hard. One guy eventually found my pussy. He found me covered with a silky coating of pussy juice and made sure everyone knew I was fully enjoying this. I was taken to the couch. I rode one guy, sucked on another and took another in my ass. This round robin of dick went on until they all started to cum. One by one they would pull out, rip off their condom and jerk off on me. All six coated my tits, stomach and face with their cum. Afterwords we called this break halftime.

    During the break, I responded to a few texts from Danielle. She knew what had happened to me and encouraged me to keep going. I did not need any encouragement. I would allow anything at that point.

    The second half was more of the same. Black dick in all of my holes. No boundaries were given except for the use of condoms during sex. I gave my entire body to this group of men the entire night. After overtime (a round in the morning), I was given my keys back. I went home gaped, worn out and fully used. I smelled like sex. I lost my panties and bra - I went home in stretch pants and my blouse. When I got home I immediately showered the filth away. As I hit my clit with the bar of soap, she woke up. I ended up masturbating in the shower. I finished and slept the day away.

    1
    # 80187 - by Regina / June 29, 2025
    500 of 75,767 Confessions Displayed.

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