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.

Situation Gone Wrong

My husband had been pestering me for the last six months about him wanting to see me with a black guy. I have no issue with any race, creed, lifestyle, color…nothing. Sleeping with someone other than my husband wasn’t on my agenda.

As time went on, his ‘argument’ of ‘this would make me happy’ started to convince me to just go along with this fantasy or desire. I finally agreed. We did some searching (which he had already started - fucking bastard) and found three possible candidates. We chose to meet them all in person and choose the one that best fit with our personalities. The intention going in was to play on the first date so the need for a sexual connection before meeting was already there.

We met each of them at a hotel bar in a hotel where we got a room for the night. Hubby would see me do this one time at the very least.

The first date went well. Everything you would expect and the sex was better than average. He was hung and his cock stretched me really good. We spent the night together and my new friend fucked me a few times that night. My husband watched and finally jerked off. He fell to sleep around 11:45.

The next date was about the same in every way. My husband seemed more uncomfortable this time, but he jerked off watching and went to sleep somewhere in the 10:00 hour.

The third date was scheduled, but in between we had found a seemingly perfect candidate. It would not be right to ghost the one scheduled, so that date went as planned. This date: this guy fucking plowed me to the point where I was saying things that I never thought I would say. I was doing things to him that I never thought I would do. Hubby did not jerk off that night and finished the night mad.

I told him the next night, we can stop whenever you want. I love you and I am only doing this to please you. He insisted on me meeting the last one.

We met, same type of date. He is a dominant and I lean submissive - thus the seemingly perfect fit. This ‘date’ still continues current day. He is my Dominant and I am his Submissive. He controls my pussy and my husband gets nothing without Sir approving.

I did not want this to happen. I never asked for this to happen. This is the cautionary tale of what be careful what you wish for as you just might get it. My husband got it and I do not think he is fully happy about it.

  • Big Secret

    Saw a post below this about a woman who didn't tell her husband about something bad that happened to her. Well I am kind of in the same boat.
    I am only 26, married four years and I am now pregnant. My husband is thrilled about the pregnancy. Problem is there is a good chance the baby is not his. And an even bigger problem, the baby might be black.
    I don't have much experience with men. I had only had sex with two men until recently. Or office brought in a temp to temporarily fill in for a guy who had a surgery. He is black and I will refer to him as "Tim". A couple of weeks into his arrival the girls in the office started to gossip. Apparently, Tim had managed to bed a couple of the girls and they were not shy about describing his manhood. And the work "huge" was used. As I said I had only been with two men ever, and both of them had a small penis. I started to fantasize about what it would be like to be with a well endowed man.
    One day Tim started flirting with me and I started melting. I agreed to go out to lunch with him and during the meal he came on to me big time. I said no and he was ok with it but he gave me his call number and said I could stop by his apartment anytime. I couldn't stop thinking about it.
    A couple of days later I texted him and said yes. I made an excuse with my husband to be late and I followed Tim home after work. I figured it was safe, Tim was a player and not looking for a relationship. One time thing.
    It went great at first. Yes I was amazed at the size of his penis, the girls were not lying. It was more than twice the size of my husband. I told Tim a condom was necessary. I was not on birth control. I wasn't trying to get pregnant but we (myself and husband) had an agreement that if it happened we would be ok with it. I remember trying to roll a condom on Tim's cock. It looked like a little hat instead of a condom. We both laughed. When he finally worked all of it inside me I had never felt so full and stretched. Tim fucked me in several positions for at least 30 minutes. At the end he bent me over the side of the bed and just hammered me. Then panic set in. Tim grabbed my hips and shoved it all inside me. I felt the cum hitting my insides. He just leaned over and held me there until he completely finished. When he let me up I was crying and could feel the cum running out of me. Then I saw it. The condom was laying on the floor! Tim had taken it off when he was behind me.
    Tim just told me to get over it and go home. Now I am pregnant and don't know what to do.

    Got Away With It

    Two years ago when I was 19 I did something and thank God it didn't come back to haunt me. Me and some buddies were hanging out on the beach at a nearby lake. Of course we were on the scout for girls. And I hit paydirt. I met an ultra hot girl. She was like 5-10, blonde and built like a beach volleyball player. Simply WOW! I told the guys to go do whatever. Me and the girl grabbed a beach towel and took a walk. We found a secluded spot away from the beach in the woods. I nearly passed out when she took off her bikini. She spread the towel and laid down. It was amazing, never before, or after, have I had a girl with a body like that. Perfect C cup tits and a shaved pussy to die for. Best sex I ever had, no debate.
    Now the problem. We walked back to the beach and parking lot. I asked where her car was parked and she said "my mom is picking me up I can't drive". Dummy me actually asked "why". To which she said "I am only 14". Again I nearly passed out! I had just had sex with a very underage girl. When she asked for my number I avoided giving it to her and instead got her number. I immediately threw it away, never went back to the beach and prayed she didn't tell or find me. So far so good, I think I got away with it...

  • Never Told My Husband

    To shorten the story me and my husband got into swinging. Tried a lot of things. I am a 31 yr old wife (white) and husband REALLY enjoyed watching and joining in when I was serviced by a black male. We became friends with a guy (black guy) I will call John. Got comfortable enough that I went out on several solo dates with John for drinks, dancing and sex.
    John asked me to come spend the weekend with him. Husband agreed as long as I give him extra special attention when I get back. I showed up at Johns house on Friday evening. Had a great evening of dinner, drinks and sex. On Saturday he took me to a backyard BBQ at his friends house. Day went well but John invited 3 of his buddies back to his place to watch a game on TV. Half way through the game John declared the game boring and stood up, took his pants off and ordered me to "suck his dick". I freaked out and said no way. I ran to the bedroom and tried to gather my things and leave. John came in and grabbed me by the hair. He pulled me back into the room with his friends. He threw me down on the floor. His buddies joined in. They held me down and ripped my clothes off. As they held me down they started taking turns r****g me. After the first 2 guys I decided to cooperate and fuck back, get them off and get it over with. But it wasn't enough. At one point one of them tried to fuck me in the ass. I don't do that and screamed and struggled. Not only did they fuck my ass but I was double penetrated. The ordeal went late when John finally took me to bed. The next morning one of the guys was still around. Him and John fucked me in the morning. John told me to keep my mouth shut because much of the night befoe was videoed on their phones.
    I never told my husband what happened. Just told him I didn't want to do the kinky stuff any more.

    It's A Mess, I Know.

    Once upon a time I was self supporting, bought a house, had a career with prospects. That was once upon a time. Today I wait for child support to pay the rent, I can't afford child care so he pays and I owe him, he kisses me when putting money in my hand. He isn't above grabbing my ass.

    I made the mistake of falling for a married man. One that thought it would be funny to get me pregnant, get me to quit my job, one that thought he would have me eating out of his hand. I don't like living off him, but he does. It makes him feel like a man. If it were his money it would be better.

    I won't say I don't love him, I do. I can't take a monthly house allowance, and account for it to him. So instead I get kissed, and some time I get my ass grabbed, when he puts the envelope in my hand.

    I know he loves me, and he surely loves his little one. I thought that I was going to get married, but my sister thought that wasn't going to be the way it was. She has the money, he has a job. The child support check is from her checkbook, signed by her, in the memo she always writes, give Jason our love. She makes sure I have enough money, but if he didn't bring it by I wouldn't get my kiss or get my ass grabbed.

    I'll tell it like it is, she's my older sister. She didn't loan me her husband, but she understands. We played together growing up. She doesn't mind. She sends me more than I need, I put it away in a rainy day fund. No one saw this coming, but it did. Falling in love, you can't help that. I need much more than a kiss, a grab on the ass. She knows that. She tells me to be careful. I know that means don't get pregnant, again.

  • Sex With A Mentally Deficient Woman

    I've lived in the same apartment complex for two years, and often saw a woman in the halls with a fairly dull demeanor, a lumpy midsection but thin limbs, and somewhat plain face though hardly ugly. Linda was not usually talkative, but when she did talk she was often quite direct and impulsive, reminding me somewhat of people I've met with Asperger's, including a tendency to usually not people in the eyes and to break off conversation randomly without apology. I'm not sure exactly what she had, though a couple weeks ago I finally ran into her alone while getting the mail, and she answered all kinds of questions very quickly, even when I got more personal; apparently she had some mental injury for decades, had once been married but was divorced, and had her tubes tied, and was usually stayed in her apartment where she was often watched over by a younger relative, but this person was out for the day. I asked if she wanted to see my apartment for a change of view, and she followed me up but didn't seem to care about anything there. I gave her some water and asked if she missed sex now that she wasn't married, she said "it's nice" but that she didn't get to date because relatives were usually around her.

    I remarked that now might be her chance, and suggested that oral sex would be pretty safe to try. She had her pants off in about a minute and sat back with her legs open. Just as quickly, I kneeled down and ate her out. Her pussy was very hairy so reaching her clit was a bit tricky, but I pressed in and licked as fast as I could to get her going. She just stared at the wall for a while, finally grunting and bucking lightly then almost hitting my head to get me to stop. "I hope that was good for you" I said, and she replied that "it was fine." Her wet pussy was still spread open, and I asked if I could fuck her. "OK." So I unzipped, lifted her shirt so I could hold myself up with a hand on each tit, and slid my hard dick into her juicy hole. She didn't look at me at all or show any signs of pleasure, but I was really enjoying it and creamed inside her in just a couple of minutes. I felt a little embarrassed, like I had just used her to masturbate, but she didn't seem to mind. She let me suck her tits a bit more, then got a phone call from someone who apparently was coming over later, I stayed really quiet so no one would guess I was nearby or that she wasn't in her apartment. I asked to clean her up and used a wet washcloth to clean up some of the cum dripping out of her, which actually turned me on enough that I got hard again, so I flipped her over and fucked her from behind for about 20 minutes before cumming again. She got dressed and started to walk out, I said I hope to see you again soon Linda. She just said "ok" and I've only seen her once since then, when she acted like I was nobody in particular. So maybe I took advantage of her, but I also feel people like her must want sexual pleasure too sometimes, so maybe this was just what she wanted and can't really have a deeper relationship than what I was offering, at least not right now. It worked for me, and will work again if I get a chance.

    FOOLED

    I sucked a guys cock whilst his wife watched. The arrangement was afterwards I fuck his wife. I gave it my best shot energetically sucking, wanking and playing with his hairy balls. 'I'm cumming', he announced. His wife pushed my head so the head of his dick was at the entrance of my throat. 'Swallow it, swallow it all bitch', she demanded. I had little choice my natural gag reflex saw to that. He wiped his flacid cock on my shirt then they called me a whore and walked off.

    The Search Led To A Stone Unturned

    I was on a semester abroad where I met J. J is Italian, a motor sport enthusiast, a mechanic by trade. We had fun. One day, right after having fun he told me foreign students were popular because they went home. From a feeling of walking on air to having my face slammed into the floor.

    I've had time to grow, I'm in a full time employment situation. I met G through a friend, things moved forward to having fun when he told me he was into one night stands. I walked away deciding I was better off single.

    Single life was worse than I expected and I fell into the arms of A, a thirty year old last who worked at the museum. We had an on again off again thing going, she told me she had become monogamous and wanted to get to the next level. I felt bad telling her that I was in it for the fun, and wasn't interested in a long term situation. It hurt that night that I treated her like I had been treated.

    I went on line, the candidate had to be self supporting, between thirty and forty, no children. A man answered, he had just moved to our city, looking for a wife to share his home with. Yes he had children, several. Turning forty he was looking for a younger wife. I learned from conversation he had a wife, and I would be number two. Too much baggage, I disqualified myself.

    It took until I was 37 before I met a man to be a husband. All I had to do was break him of his gaming habit. Marrying a man whose habit is children's games brings tantrums and hate mail. In six weeks I knew it was a mistake and cut my losses and left him.

    I'm back with a girlfriend, hoping this relationship will work for me. Men are big babies, at least women are mature and understanding. No tantrums if I shut down his computer. You don't have to teach them rudimentary housework. Yes I'm settling,

    A Little Indiscretion

    In 2017 I had my daughter, out of wedlock. The father took his daughter home for his family to meet her. He has paid child support, provides insurance, and he is involved with her life. I have my job and my family. He is not a sleazeball, or a jerk. We had a close encounter, that's all.

    I am no where near his station, I was more of the inside maid. Of course I don't work with the family now, I went to college and teach 2nd grade.

  • Deep Jump Into Becoming A Grown Up

    What would you do? We are at a club, my coworker, older and divorced, puts his hands under my arms and holds me with his hands on my chest. I can't get away, he won't release me unless I agree to giving him what he wants. Caught, in a noisy dark club, I agree on the condition he withdraws and doesn't come in me. When it's time, he has me immobilized and fully penetrated he tells me it was time for me to gamble my future and he comes in me.

    Pregnant, 24, unable to support myself completely I face the most excruciating decision of my life. Terminate my pregnancy? Or? Stay single, get married which is his solution, move back in with my parents. My parents convince me to return home. I'm lonely there, the whole thing about missing him I keep to myself, I grow my baby belly, until faced with the inevitable I give birth to a baby girl. It's love at first sight.

    Now the dislocation hits me, still supported by my parents, a mother myself, I tell the father to come get me and the baby. Any life where I am the adult is better. My parents disagree, friends warn me that I'm jumping out of the frying pan into the fire, from being under my parent's thumb to being under his. Yes, but my house, I can be a wife and I can be a mother.

    There are no good answers. I will not accept the argument that I had an unwanted pregnancy, I would not have my daughter. I will and can return to work but right now I'm going to grow my family. I miss the social world of work, but I'm making friends in the Mom world. One decision leads to another.