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 / 24

Some Girls Don't Have A Protector, They Don't Want To Obey Him

Trigger warning.

My friend accepted to meet a man after work. He was bringing a friend so she asked me to go. We went to a restaurant in the fun part of town. My coworker JP walked in and saw us. He didn't hesitate and walked over and told me I was leaving. I know when I need to do what I'm told. In his car I got a long never ending lecture. When we got to my place he told me not to repeat my mistake, the next time he would get mad at me.

I never meant to offend him. Next day I apologized. My friend felt I offended her. It was damned if stayed and offended Adam, or damned if I didn't follow my instructions and offended her. I can't, never could, offend Adam.

In the end Adam took care of me and I forgot about the issue. Several weeks later an incident happened and a girl was assaulted. Adam told me it was the one I had sat with. He was arrested and the girl was in the hospital. I found out it was my friend, it was a sexual assault. With a beating.

Adam took me on a vacation. I know better than not following Adam's instructions. It's the reason why a girl has a protector.

0
# 82068 - by Kelly / September 2, 2025
    • - Dating Disasters -
    Straight Female / 28

    Pregnancy At Work

    After our company offered a free workplace class and certification called "Pregnancy, fertility and baby loss at work", my boss said he wanted to see if the company's new policies were working. The company added parental leave and on-site childcare, and coverage fertility care through its medical plan.

    He picked me as the employee to verify the policies, since I'm young and unmarried. (He is married so he is making a sacrifice for our company.)

    He fucked me in his office every afternoon. Very soon I was pregnant, so we skipped testing the fertility care.

    I enjoyed the 5 months of parental leave. My boss visited daily to bond with our son and to continue fucking me, so that we can verify company policies on an ongoing basis.

    I feel heard and supported by this employer.

    2
    # 81692 - by Svetlana / August 23, 2025
    - Dating Disasters -
    Straight Male / 19

    My Girlfriend

    She's 19,been with her two years but she met a man, like older man around 40. He's done something to her, now she goes see him nearly every night. When she gets back always tiered. Only thing she told me that he's a good man, his friends too. So I'm sure now that she goes with him and his friends so now there's a bunch of 40 year old using my girlfriend like a dolly. I can't do anything. My mind has been playing with me making me think of those men taking her at the same time and in my head it's crazy, I imagine one behind her, one in her mouth and one in each hand, that's four men at the same time and she must like it she keeps going back there. What am I supposed to do? My girlfriend is just so you*g and already they turn her into a se* machine. Shit.

    7
    # 81618 - by Loser / August 19, 2025
    • - Dating Disasters -
    Straight Female / 20

    A Foolish Moment And I Came Home With A Stranger's Baby

    I went with my older sister to a cousin's destination wedding. Everyone stayed at the same hotel, and the night before there was a lot of drinking at the bar. I met a guy there, a local, who wanted to get with me. I ended up with him in our room and he had sex with me while my sister was downstairs partying in the bar.

    I got fixed up again, and went back downstairs to get my sister. I told her what happened, and it took her a long time to act normal. By then she was totally sober. We went looking for the guy but didn't see him.

    After the wedding we had to leave and we never saw that guy again, I don't even know his name. I got pregnant and we chickened out of an abortion, I had a mystery man's child and finished high school. I live with my older sister and my daughter and go to college. We are all blonde Nordic stock women, and my child is a dark haired and brown eyed girl. On forms that I have to fill out I put WHITE, not HISPANIC.

    I think of her father way too much, I can't break the link with him.

    1
    # 81611 - by Gigi / August 19, 2025
    - Dating Disasters -
    Straight Female / 25

    There But For The Grace Of God And A Man. I Would Be Dead Too

    My best friend met a black guy at a club and agreed to go out with him. She asked me go along, he would have his wingman come along. My boss asked me what I was doing that night and I let him know, He stood up and told me he didn't want to parent me, but I did not have permission to go. I couldn't talk. Get your purse you're coming with me.

    He took me to my place to pack a bag, and took me to his lake house. From there he told me to call my friend and have her call it off. He sat with me all night, in the room with his back to the door. The next day he made me swear I would never associate with those types of men.

    I lost my best friend, she OD on some stuff. Not that night, another night. He never let me out of the box, he's kept me there since that night. He parents me, he keeps me on a short leash. I went and got in bed with him, get it over with, but I got bawled out.

    It's been a year since she died. I live with him in a father daughter sort of thing, except I sleep in his bed. I long ago now gave in to him. It's not good to ask why. He wants me close, I'm close, as close as I can be. When he desired me, I gave myself once and for all. She never got to know what is to be close like this with a man.

    0
    # 81544 - by Megan / August 17, 2025
    • - Dating Disasters -
    Bi-Sexual Male / 30

    Wondering

    I’m wondering if anyone else gags while brushing their tongue with a tooth brush but can take a 8” cock down to the balls when blowing someone. I don’t get why it happens.

    2
    # 81474 - by Confused / August 14, 2025
    - Dating Disasters -
    Straight Female / 47

    Very Traumatic But Also Blessed

    In 1996 I was a freshman in college.
    In early October on homecoming weekend I went to a fraternity party with some other girls.
    I had never really drank that much but decided to that evening not to be a party pooper. Before I knew it I was very drunk so one of the other girls took me to one of the bedrooms to lie down for a while. I fell asleep but was awakened with someone pulling on my legs.
    There were several guys then once they got me to the foot of the bed they raised my skirt up then started to pull my panties off.
    I started to scream at the same time trying to get up but someone put their hand over my mouth while others held me down.
    I knew what they were going to do. I managed to beg them not to do it because I was a virgin but I saw one of them taking his pants down.
    When he got between my legs pulling me down to get in me I yelled for him to please put a condom on but he had sex with me without one.
    Once he had finished they left and I made my way to the bathroom cleaning up the best I could.
    I found the girls I had came with telling the I was going back to the dorm but didn’t tell them what had happened because I was to embarrassed.
    A couple of weeks later my period was late. The guy had gotten me pregnant and I had no idea who he was.
    I had no option but to drop out of school at the end of the semester and six months later I had a beautiful little girl who is the apple of my eye.
    Somewhere out there is a guy who will never have the privilege of knowing this beautiful human being because of his cowardly action.

    1
    # 81464 - by Patsy / August 13, 2025
    - Dating Disasters -
    Straight Female / 21

    Choices Forced Upon You

    Rugby became my intermural sport. It was demanding and different. One weekend we had a mixed match, it was brutal playing against experienced boys. That night we had a party, and one of the boys got carried away with me. I thought I had him beat, but he tricked me and got me locked in the bathroom with him. I had to suck his cock. After that it was anything he wanted to do.

    The lesson was not lost on me, I could either object or get along.

    1
    # 81226 - by Emma / August 5, 2025
    - Dating Disasters -
    Gay Male / 19

    Young Gay Boy's Dating Disasters

    Okay I've been gay for like forever and have been with other boy's since grade school making out. My problem is that when I became 18 I started dating men and they all wanna just fuck it...
    Sure I look really cute and love kissing and making out sometimes suck'n even on the first date. The problem is that they kinda don't take "no " as a reality and fuck me saying that "I wanted it."
    They reason that because I wear panties and cute boy's underpants I'm sending signals. Is that gat how it is for good looking boys entering the adult dating pool ???

    4
    # 81171 - by FreshPants / August 3, 2025
    • - Dating Disasters -
    Straight Female / 18

    I Dropped My Dance Class To My Boyfriend’s Sex Doll

    In Highschool we had to choose our classes and my favorite hobby was dancing so of course I wanted to choose dance for the next semester as an elective. But after showing my boyfriend what I picked for my classes he wanted me to drop an elective so we could have a free period together. And when the schedules came out his free period and my dance class were at the same time, so he wanted me to drop my dance class so we could spend time together for the next semester. He kept trying to convince me how we could always be spending time together and I could work on my grades. And I kept saying no. And he couldn’t take no for an answer because I’ve always been kind of submissive to him always agreeing with him. And after some pushing from my boyfriend I dropped my dance class.

    The next semester during my free period with my boyfriend I hungout at the library studying while cuddling. And this went on for around a week and occasionally we would makeout. And then the next week he would kinda be touching my body while we were cuddling. Like touching my ass or putting his hands on my breasts while I was doing homework or studying. And he wanted to do dirty things. He started going further and stick his hands under my pants and touch my pussy. And sometimes it would make me a little horny

    After a few days he asked "hey Elina do you wanna have sex," and I was confused so I said "now?" And he replied "yea let's go to the all-gender bathroom, because no one goes there," and I said "you wanna do it at school?" "Yea, please let's go okay?" And I didn’t want to do it because we only fucked once. But after some convincing I said "fine." And he took me to the all-gender restroom. And no one goes to the all-gender restroom so nobody could find us doing it. I've had sex with him once and it was at my house.

    So when we got there both of us undressed and he took some pictures of me undressing which made me kind of embarrassed. I was completely naked and he was still taking pictures of me, I felt so vulnerable. And he told me to suck his dick. So I kneeled down and started sucking him off while he was sitting on the toilet. And then he started to push my head down and I started to choke on his dick. He started to deepthroat me repeatedly. I would be gagging on his dick. And he would have cum leaking out and I had to swallow it.

    Then he told me to get on all fours and he started fucking me from behind. He was slapping my ass, and grabbing my boobs from behind. I just felt like a sex toy to him. And we switching positions and he started fucking me against the wall and I felt like I was going to get crushed because of how much force he applied on me. And his dick was so big I felt my pussy stretch so much it hurts. And he fucked me in so many positions he wanted. We fucked for an hour until he cummed twice, one on my face and one on my tits. My body was so sore from the intense fucking and I felt so beat up.

    After we would start regularly ask me to have sex with me and sometimes just take me there to fuck me. And we started having sex so much times that we would just meet up at the all-gender bathroom to have sex for an hour or even the whole period. So I would just be getting fucked every B day for 60-85 minutes. And I just felt like a sex doll to him. And some people found out that I was getting fucked in the all gender restroom.

    1
    # 80921 - by Elina / July 25, 2025
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