Adult Confessions

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Did your date bring along an ex to your dinner? Was your date required to blow into a breathalyzer to start their vehicle? Did your date ask if you were in a "serious relationship" in under 15 minutes of meeting them? Did you hit the friends zone, without even taking the field? Did she have a machete hidden in her purse? Was your date fresh out of prison for murder? This is our category for confessing your real life cringe worthy dating disasters.

- Dating Disasters -
Straight Female / 18

What A Horrible Thing To Do To Someone

I recently broke up with my boyfriend of three years.
I have never dated an African American guy but one of my “friends” talked me into going out with a guy from our school who I’ve always thought was good looking.
I’ve been sexually active since my freshman year so when things went good with the date I ended up having sex with him.
The next week I found out my “friend” was dating my Ex behind my back.
Then another guy told me that my date was a set up between him and my “friend” to take me out the picture with my Ex. Apparently he fixed a condom so it would leak hoping to get me pregnant.
Now I just have to wait and hope that their plan doesn’t work because it’s too late to take the morning after pill. I haven’t told them I know what they did but if I do get pregnant they will pay big time.

2
# 80920 - by Shannon / July 25, 2025
    • - Dating Disasters -
    Bi-Sexual Male / 22

    I Regret Letting Myself Be Influenced

    After an accident I was felt up by the male nurse. He apologized, said he didn't mean it. After I was released he called me, wanted to see me. He told me that I elicited feelings in him. If I felt the same way?

    I wasn't interested but after a week in the hospital I told him I could have feelings for him. I shouldn't have, I didn't know him. We had sex.

    It was the wrong thing to do, and I regret it.

    5
    # 80311 - by Alonzo / July 4, 2025
    - Dating Disasters -
    Lesbian Female / 31

    I'm Going Straight For A While, With A Man And A Baby

    I worked with a Mexican girl, for this story Alma, who was an avid gym rat like me. We worked out together, and when it was shower time we washed each other's hair, and lathered up our boobies. Maybe, just maybe, under the shower we kissed each other. If falling in love was an option, maybe just maybe that's how we felt about each other.

    We were young and impressionable, we went dancing, and spent Saturday afternoon at the Spa for Brazilians. Her 'badge' fell out of her purse one afternoon after sharing dinner at my apartment, Alma wasn't 'Alma', she was undercover. She didn't like girls, not like I did, she wasn't Mexican. In a few minutes, my world fell apart, I had been lied to.

    I ran into the arms of a work friend, walked away pregnant. I sat by myself and decided to keep it. Go through with it. Have the baby. He paid for everything. He helped name the baby. He rejected Alma, he wanted Suzie. Her name is Suzie. I agreed to be a 'good mother'.

    Alma, I can't use her real name. walked back into my life, she told me she went back to paperwork if I agreed to get back together. I have a man now, and I have a baby, her name is Suzie.

    2
    # 80252 - by Lora / July 2, 2025
    • - Dating Disasters -
    Straight Male / 37

    The Girl Wanted A Mirror On Her Ceiling

    I went to school in where I was journalism major and worked for the school rag. At a party where there was lots of beer, and some of the kids were smoking pot, the cops raided the place. The music stopped, a great big number of kids were under 21 so the cops were looking for who had supplied the beer and booze. And the pot? O yes, that's really why they were there.

    It turned out that one of the 'girls' there was undercover and she fingered the supplier, a senior kid. They caught him with a supply on him and in his car, he sold it in little bags for five bucks a pop. They made an example out of him. I knew him casually, and I watched him being carted off. Because I knew him I stayed on the story. He did get his day in court, the undercover cop girl testified against him, he was not only a user but he was a distributor and that's what got him five years. Five years in Huntsville.

    The way life works is that you don't control who or where you are going to meet up with. Because I followed the whole thing I got to know the cop girl and when I put the move on her, she folded. She was older than me, but a couple of years, and she loved being a cop. She was, to put it bluntly a little rough. She liked it, a lot. Just fuck her and don't stop. At this antique place was a mirror, a huge mirror and she told me she wanted it, and to put it up over her bed on the ceiling. That way she could watch herself when I fucked. 'I 'want' to watch you fuck me'. What?

    I was a senior, and I got a couple of friends, and we took the mirror after she bought it, took it out of its frame, and rigged up a way to attach it to the ceiling. She loved it, she could lay there naked, with her finger in herself, and squirm around on her bed and see herself play with herself. She loved to have me slide up on her, after spending time at the oyster bar, and she would count the thrusts. And a one, and a two, and a three, and so on. It was performance art. I was 22 and she was 26.

    I graduated and I got a job as an intern in Austin and she was all over herself. Because I got a job she had to move? We left that mirror in the ceiling when we moved her out of her apartment. In Austin she moved in, that was to make sure I wasn't fucking around. She decided to apply to law school, to be prosecutor. Surprisingly there were a lot of older guys and gals in law school with her, who had tried different careers and needed to make money. If we were going to stay together someone had to make money. Oh, excuse me, no IF. We got married in Austin.

    She is a prosecutor, but not in Austin. She really does get into her world. She doesn't like panties in the house. She wants me to tell her all about my day while I'm on top. And yes we have a mirror over the bed. Fucking is not an optional thing, and she does tell me to keep on fucking her until she says stop. The oyster bar is always open. I work at a regular job, where I can express myself and still get paid. But she carries the big load.

    3
    # 80192 - by Greg / June 30, 2025
    - Dating Disasters -
    Straight Male / 23

    Company Picnic

    During our company's July 4th picnic. My coworker Brad 52 sat down and asked about us taking turns with his wife Jill 49 back at their place. I accepted the offer because something about a fantasy fuck with a willing wife. Back at their place off to the bedroom. No hesitation on her part. Honestly, she wanted it more than Brad. The plan was Brad was going first then I would take over. It didn't go as planned. After prepping her she looked at me and said come fuck mommy. The look on his face. I mounted her we started fucking. Then the disaster started She started humping me back like we were on a honeymoon. After I shot my load, I figured it was Brads turn . I looked around the room and Brad wasn't there to take over.

    9
    # 79861 - by Steve / June 19, 2025
    • - Dating Disasters -
    Lesbian Female / 29

    I Let Myself In, Now I Can't Get Out

    A slip of the tongue and I unintentionally let him know my sexual preferences ran to women, not men. He said he was disappointed. He let me know just how disappointed he was in me. It was also the beginning of a father daughter relationship.

    All of a sudden I stopped having financial issues. All of a sudden someone was looking over my shoulders. Providing guidance. Selecting who my friends were.

    I got an invitation to a free steak dinner, invited by a finance company. I invited my father figure. He came, had a steak, and as soon as it was over we left straight for my apartment. He said he wanted a little father daughter loving. I reminded him, but he dismissed me. Father daughter is like i****t isn't it.?

    A friend of mine who also has a father figure confirmed it to me. A father figure who supports you wants to keep you close to him. Intimately close. And that's where I am right now.

    2
    # 79634 - by Eva / June 9, 2025
    - Dating Disasters -
    Straight Female / 18

    Can’t Believe This Happened To Me

    A guy I’ve had a crush on since 9th grade invited me to prom last month. He’s a senior and I’m a junior. I went too far and had sex for my first time. He had me so excited that I let him do it without a condom. I just found out I got pregnant my very first time. I’m afraid he’s going to be upset with me because I didn’t say anything about being virgin or not being on birth control.

    4
    # 79529 - by Karlie / June 4, 2025
    - Dating Disasters -
    Straight Female / 18

    Just My Luck, Scary And Very Fortunate

    I just recently graduated from high school. Since I always was in sports I was too busy for a steady boyfriend and avoided any sexual activity.
    For prom I doubled with one of my best friends and her steady. I had a date with a guy I had always had a crush on but never dated.
    After prom we parked. My friend and her guy were making out so I ended up going all the way for my first time with my date. He used a condom but as my luck would be it broke so he came in me.
    I was too embarrassed and ashamed that I had let him have sex with me that I didn’t get the morning after pill just waited it out to see if I got pregnant.
    Fortunately I got my period but it was a couple of day late giving me a real scare.

    3
    # 79334 - by Amber / May 26, 2025
    - Dating Disasters -
    Straight Female / 30

    And In The Blink Of An Eye My Life Was Upside Down

    In my last year of college I was 'put upon by a man'. I struggled, I think. I thought I had disengaged. I thought but I thought wrong, he reengaged and it was over. I mean my life as I had known it. I was late. In spite of all I really didn't understand how it happened. The nurse explained how my cervix opened when I was aroused. How long sperm can live inside of you. How easy a fertilized egg is to implant.

    A well wishing friend suggested an abortion, don't mention it to anybody. She confided that she had an abortion in high school. My first reaction was I can't. I won't. She asked what if he wanted an abortion? I can't.

    He said no. To an abortion. He didn't even confirm with me that it was his. Without any discussion he told me we needed to get married. It was a licensed friend of his who married us. It wasn't until after graduation that I told my parents.

    1
    # 79231 - by Karen / May 22, 2025
    • - Dating Disasters -
    Gender Neutral / 66

    In Love With A Married Man

    The answer is never; Married men are too complicated you will always be # 2 stay far away

    0
    # 79088 - by Athensgold124 / May 17, 2025
    500 of 75,765 Confessions Displayed.

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