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.

Not My Fault But I Still Feel Guilty

I have this guilt. My college boyfriend wanted me to agree to a swap with his friend. I did not want his friend fucking me and I did not want to watch him fuck his friend's girlfriend. We fought on the backyard patio, he grabbed me, I pushed him, he lost his balance and slipped hitting his head on the wooden bench breaking his brain stem. He hit in just the wrong way and he is paralyzed. Maybe if he had better medical help, but our college town didn't have the doctors that could have made a difference. Since he was paralyzed he has never had a erection, an orgasm, walked, held anyone, he can't feel caresses, he is fucked up.

I know it's not my fault, but if I had agreed to let his friend fuck me he would be alright.

I can't deal with it, I can't be his lifelong caregiver. I don't love him, there was never a for better or for worse. A guy fucks me, he eats me, and he wants me knocked up. I've quit any form of BC, I'm ready to get fucked pregnant. But I can't stop thinking of my college bf, he's really fucked up.

  • Meeting My Wife In Rome

    In Rome do as the Roman's do, or something like that. I was stuck in Rome over the weekend so I decided to sight see. Caught a day tour out of the hotel and saw the sights. After the tour
    I wanted something simple so I headed to a McDonalds a couple of blocks away. Standing in line I talked to a girl, a student. At first she was standoffish, but after a moment she decided that we could share a table.

    I mentioned that Rome after dark was supposed to be nice, and whether just being nice or feeling obligated, she offered to show me around. Not without a glass of wine here and there, then to this club she couldn't afford, she had never been able to go to. Dancing, young Italians, dancing, and this young woman wants to show me her moves. Wine, something to snack on, more wine, more dancing, laughing and she goes back to the hotel with me.

    Sex Italian style, once you have sex your as good as married. Twice I go in, twice I leave my marker in her, twice she acts forlorn, surrendered, submitted. The wine is gone, it's late at night, her grandmother is waiting, I hire a cab to take her home. She's embarrassed to kiss, I notice a love mark on her neck, we say goodbye, no kiss. Not in front of her grandmother's place.

    Sunday comes in a flash of light, coffee and a message from the desk, Signorina Isabella is calling. She wants me to come for lunch at her grandmother's. 1 o'clock. Her grandmother is serious, so is the aunt. And later the Uncle, her mother's brother. The love mark gave her away, a man, where was she, what did she do? Good as married? Or more like it, you are married. 20 years old, I was 35, an American, she was native Italian.

    Four years later a small wedding, Italian size, in the maternal grandmother's home village. She moved to the States with me. Once she took her firstborn son home to visit grandmother, all was good. She's been a good wife, with annual holiday's in Rome.

    Friendship Mistake

    I met this guy at work and he seemed like a nice guy - we would chat anytime we would bump into each other at the elevator or the staff kitchen. We started taking breaks together and would hang out at the Starbuck.

    Since we both liked hockey, he invited me to his place to watch hockey. It was a fun night and we drank beer and ordered a pizza. I was too drunk to drive so he invited me to sleep over.

    He lent me a toothbrush and I brushed my teeth, I then stripped down to my underwears and jumped into bed. He did the same and we chatted a bit and then he shut off the lights.

    I was almost asleep when my friend started touching me - he started rubbing my back and slowly feeling my body when I realized the mistake. I turned over and grabbed his attention and told him that I was "straight" and not (sexually) attracted to guys ! He was totally embarassed but I tried and make him feel better.

    Mistake no. 1 - I told him we could cuddle - so he turned over and I more or less spooned him and we fell asleep.

    I woke up early in the morning and I had a major erection - all that touching and spooning had gotten my juice flowing and I had a morning wood. My friend noticed mine and I noticed his boner and we both laughed about it.

    Mistake no. 2 - I let him go under the covers and blow me - after all, a mouth is a mouth. He gave me the most amazing blowjob and he swallowed it all as I shivered and it felt amazing.

    Now things are a bit awkward at work and I am terrified that he will share details of our hockey night to our co-workers.

  • Left With Nothing To Show For It

    With this pandemic thing still affecting certain cities, mine, I forget how other cities live. I went to visit a friend of mine in a southern town where people are out and about. After visiting with my friend I was back in my hotel which is in a large multiuse area. I got the feeling of just being free so I went down to the bar and ordered a drink at the bar.

    A man sat beside me and we talked, he was a good looking man and I found myself flirting, and he flirted back. We moved from the bar to a booth and I felt his hand touch my arm, then my hand and soon his hand was resting on my thigh. I put my hand on his hand to keep it where it was but he moved it up and up and up my thigh and my hand just laid there on his as got his hand in between my thighs.

    When he leaned over and kissed me I just closed my eyes. I heard him say that we should go up to my room, but it was a like a whisper. We went, he followed and in my room we undressed and I laid back on the bed. He sat beside me with his hand between my legs, kissing me and his fingers digging in as I opened my legs. I reached for his penis, his erection wasn't there. After a few minutes he went down on me and I achieved an orgasm.

    His erection never happened, he apologized and told me that sometimes it was like that. He was nice, I did have an orgasm, but I didn't have what makes it complete. It's been a long time, a couple of years now since I had a man between my legs. I'm supposed to say that it doesn't matter, but it does. If he couldn't do it, fuck me then why did he play me? I don't understand.

    I feel cheated. It was a shot at something, one in a million maybe. And nothing, I still feel like I was left half way there, I needed it right then, and I got nothing. Except used and fooled.

    I Haven't Been Able To Shake This Girl

    Not bragging, more like complaining. My family is very wealthy. I grew up and never realized just how wealthy we were. That we were rich I understood, but no idea just how rich. I went to Michigan with some friends to break in a new sailboat. While I was there I got butterflies for the waitress at the diner where we ate breakfast.

    I asked her out and she agreed. We went to this burger bar, she was a real affectionate girl. She was open to spending the night with me at the motel. Sex was complete, she was quick to suck me, quick to offer her pussy up for a licking. Sex a couple of times. She was a regular slut.

    I left but could not get over her. One thing I knew, she would never fit in with my kind. Her place was the place of a servant, not a girlfriend. I tried to show her how to act. How to behave. She is a slut, not girlfriend material. I just can't shake her. I've been spending weeks in Michigan, messing with my sailboat. Messing with her.

  • Shotgun Wedding And All

    Those high school days. I had a girlfriend when I was 14 and we ended up doing 'it'. Her father caught us and he knocked me around breaking my wrist and bruising me up pretty bad. My parents said I deserved it. And if I liked the girl fight for her, don't let her old man push me around. So I fucked her again, this time after school in the band closet and sent her home dripping cum. I don't know if the first time was really it, or if the second time after I got beat up was really it, but regardless she was now my girlfriend whether her father liked it or not.

    We started driving at 16, borrowing my mother's car. I got to pick her up one afternoon so we could go to band practice at our friend's house. When I took her home later that night her father came out to talk to me and saw her panties on the floor in the back seat. His voice rose and asked me if I was fucking his daughter. I stood my ground, sitting behind the wheel he couldn't really see I was about to pee my pants, and I said yes. He told her to lift her dress and sure a shooting she didn't have her panties on. He went in for his shotgun and marched us into his house and called his friend the County Sheriff to come over with the JP because we were getting married.

    By the time the Sheriff and the JP showed up my parents were there, the paperwork was done, and we made a cute couple standing in front of the JP in the living room with her father standing beside her, his shotgun by his side. When the JP got done he looked at me straight in the eye 'you fuck her, you keep her'. And that was that, her mother helped her pack a suitcase with her clothes and she went home with my parents and me. That night I fucked her in my room twice, once for good measure.

    Boy that was long ago, she went on to give me three sons and to graduate with a degree in nursing. I went away to college so I saw her during those years on long weekends and holidays, and my mother helped her with the kids. She still a damn good fuck, she hardly ever says not tonight, she will give me a blowjob if she is 'indisposed'. Her thing is cooking, she picked that up from my mother, and the three boys better be cleaned up and sat down when it's time to serve.

    Damn good woman is all I can say, and not knowing much about any other woman, I bet she is still the best fuck around.

    I Was Played

    I was married to a very humbled and loving person but i guess i was too dumb to see that. As dumb as i was, an ex who was going through her own marital problems and wanted out of her marriage contacted me. Started lying to me... All while she is using me to help her out of her marriage while at the same time she broke mine. We started cheating... Which i regret so much. The poor guy didn't deserve what we did to him even worse my fiance didn't deserve any of those because she was good to me. They both fought for their marriages tried to sit us down and went for counseling but she had her heart set that she was leaving. Parents tried to intervene even at church but we never listened. Only now after everything settles do i realise that i was being used. I had my own fair share of role i played but i feel used.

    Movie And A Facial

    Over 10 years ago I was working in a small, remote city in the midwest, on a job which I knew wouldn't last more than a couple of years. So I didn't make a lot of connections there, and spent much of my free time getting books and movies from the public library. The staff there got to know me as a regular and in my second year one of the women handed me my videos adding that she loved to watch and talk about movies and would like to hear my thoughts on what I watched sometime. I didn't think I was going to stay much longer, but I figured a date wouldn't hurt so I gave her my number. She was at least five years my senior, white, with dark curly black hair, and I honestly didn't find her very attractive, but I appreciated her forwardness.

    She called me within a day and I invited her over to my place, where I talked about my movie interests (drama, history, comedy) and shared some insights on a few films. We also talked about our broader lives; mine was very academic, hers had been more limited, with a bad marriage she escaped and a string of retail jobs after high school.

    One of the things I talked about was how movies can present big concepts and serve as reference points to explain complex issues, or break the ice on some that are otherwise hard to broach. For instance, I praised The Whole Wide World for its portrayal of how Robert Howard was caught up in his "rough" view of fantasy behavior, including sex, which he both wanted to somehow make real in his actual life but also was certain no one else (least of all Renee Zellweger's character) could accept if he implemented it in reality, when all the while she was making it pretty clear that she might really be open to that after all and he should give it a try. That led to a discussion of secret sexual fantasies that we all kept inside ourselves and both wanted to act on and were afraid of what others would think. She said she really didn't have any, but knew men (and other women) sometimes did. I was a bit shy or coy at first and said she probably wasn't ready to hear mine, but she said something reassuring and said it would be safe with her, the worst she could say was no. I told her I loved blowjobs and facials, the visual sight of my cock in a mouth or my cum on a woman's face. She said that didn't seem that unusual though she said she almost never got a facial, at least not intentionally. She asked me more about that and I explained that it was always part of my fantasy life, and as much of my real sex life as it could be, and that I once even gave a woman a facial without any other sex. She said this was interesting and that she had sometimes watched men masturbate but never on her face.

    It was late so she soon went home but we made plans to watch some movies at her place on Saturday. We had some dinner and talked about the week, then went to the living room floor as she had no couch, just a bunch of floor pillows. I sat up against the wall while she lay on the floor with her head propped up. We watched some English drama whose name I forget, but things got interesting as I rubbed her shoulder, head, and then face. She held my hand as I touched her, which felt very erotic. I put my hand on her cheek and she leaned into it. Well I got pretty hard and so soon unzipped my pants to release my cock and started stroking it, Fortunately the movie was almost over so I just held it there until the credits started to roll and then started jacking in earnest. I was hoping for a blowjob of course but she didn't make any move to do that so I just started rubbing my cock lightly against her face. She said nothing but let me keep doing it for a long time. Finally I repositioned myself more to the side of her head so I could aim my cum at her face better, and also could just barely touch her lips on certain strokes. She mostly sat still, but gave me just one or two slight glances as if just to "check in" though without any clear expression on her face. Finally I felt the rush of imminent flow and gasped as my cum began to spurt onto her face, with 3 strong squirts followed by a few weaker pulses and drips. Several big globs covered her left cheek and a corner of her lips, with a bit on her nose and a dab on her forehead as well. She was mostly staring into space quite still, and then looked at me and asked me how it felt. I told her it was wonderful and thanked her for letting me do that, then asked how she felt. "Doesn't do much for me" she said, "but I'm glad you enjoyed yourself." We didn't talk much more, but I kept looking at her face and enjoying the sight of my cum all over her. She finally asked "is there anything else you want to do," and I asked her to sit up so I could stand over her and rub my face with her cock, catching the dripping cum and spreading it around. I rubbed it across her lips a few times, and this made me harder again so I held it there for a bit. She then sucked me a little bit for a few minutes, though she confessed she didn't think she was very good at blowjobs. And she wasn't, but getting sucked by a woman whose face you just came on is a treat no matter how it's done, so I thanked her and then helped her clean up. We talked for another half hour, not about sex at all, and then I left. I thought that might be our last date, but we got together two more times before I had to break it to her that I was leaving the city. She wished me well and said she hoped I found more opportunities to spread my wild roughness around.

    Once You Have The Taste For It You Can Never Give It Up

    Many years ago when I was younger I went to a bachelorette party for a girl at work who was getting married. After a lot of drinks and nasty talk about how she was going to get fucked that night the girl beside me kissed me square on the lips. I caught me by surprise and she followed up with another kiss and we got raunchy playing around in front of the other girls, who chanted in unison nasty things that we should do.

    I woke up with this girl. We were sitting around in her kitchen having coffee and her boyfriend came over, a man who was obviously older than her and he asked about me and her grabbed her by the waist and asked her if she was ready for a morning fuck. She said she was but he had to fuck me too because we had a wild night and we both needed a good fuck. This wasn't true, at least I did not need a fuck but he got turned on by the idea and he started with me, and the girl egged him on, eating me out first and presenting me to him al wet and open for him.

    It's been many years, I am a married woman now with two teenage daughters. I worry about them, there is so much bad stuff out there. They talk about this girl and that girl that are messing around as if girls messing around is normal. I have to keep my mouth shut because once upon a time I did that too, and once you have the taste of a woman you never really put it aside. I would rather eat pussy any day than suck a man's dick, partly why I don't give my husband blowjobs. All my girl's night out behavior is kept on the up and up, but when we go away for a three day weekend then it's different because it is all about pussy, pussy, pussy.

    I don't want them to get the taste for pussy. I want them safely married away with kids to raise and a house to keep, and not to know the difference and give their husbands or boyfriends the kind of blowjobs they want. Just saying, I got in trouble because I was drunk one night and I have never been able to shake the habit. A girl's kiss, a girl's caress, a girl's wet pussy is on my mind right now. When I should be thinking about giving my husband a blowjob when he comes back from golf.

  • I Got Screwed, Literally And Figuratively

    We met at work, a careless date and I got pregnant. Married more from embarrassment than love. He accepted a promotion in another city. I'm alone with an infant, I don't know anybody, he works long hours. Basically I'm married to a guy I don't know, I don't love, with a baby in a city I don't want to live.