Cheating Tales

The_shadow_rising

Really Experienced
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Feb 5, 2005
Posts
251
It has been a long time since I have seen a decent cheating post. More specifically though, as I sit here writing with Lit in the background I am intrigued how many of you wonderfully naughty people enjoy cheating fantasies, and if so what these beautiful thoughts are.

So, I wanted to see what fantasies you have, what stories of cheating you love, hear your own devilishly delicious cheating tales, RP you like, whether you and your significant other(s) share the fantasy (or RP it), what you would love to see in cheating stories/threads on Lit, what your favourite cheating captioned photos or movie scenes are, what you think is the hottest scenario or situations, why you find cheating hot, and so on.

So come on and do tell. It is inspiring. ;)

And obviously - if this isn't your kind of thing, or you find it something to rant about, you really don't have to be here and no one will change for any soap box condemnations, so please save yourself and all of us time and let the thread be enjoyed by the rest of us and you go enjoy yourself somewhere else.
 
My wife

My wife cheating was one of the best things that ever happened to us. She's had sex with two other men in cheating situations throughout our marriage. The results of the second tryst has now opened up our marriage to a semi open relationship. She's now able to have sex with other men with my full approval.

So my wife is never able to cheat on me again now. But I'd love to find out there were other affairs and trysts I never knew about.
 
An interesting beginning ;)

Alright, so regarding the wife - what happened (even just loosely, without names, or in abstract), and do you believe there were (or are) any adventures you didn't (or perhaps still do not) know about? ...And are you sure she tells you all those adventures she has? ;)

And as for the other, any tales you similarly would like to tell? And have you cheated yourself?

For both of you I am interested to know if cheating is a fetish for you or just an addition.
 
Back in my 20s, I discovered that my girlfriend of the time was cheating. I quickly realized that I was more turned on than hurt.

Even since then I have encouraged the women in my life to cheat on me. I have even gone so far as to help them choose clothes for a date. But the best thing is when they come back all cummy and I get sloppy seconds
 
I've wrote 3 chapters (2 of which are on Lit) about a married man starting an affair with his younger neighbor. If you're interested, PM me.

Something about it being wrong and forbidden makes it so much more pleasurable. I've always enjoyed the fantasy and having another womn help me get me off, while I get her off as well.
 
a few of my experiences

back in school, my first girlfriend cheated on me a couple times. the first time she cheated on me with my best friend. it was just a few weeks after we started dating and i was on the phone with her at the time. she thought he was cute and didn't want to have sex with me until she knew i wasn't with her just to have a fling. so she had a fling with him instead. another time i was drunk at a party without her and she couldn't reach me on my phone, so she called him up knowing we were inseparable, and things somehow evolved into him leaving to "go get something from his place" to coming back 3 hours later because he "fell asleep in his car." we all made fun of him for years over that one until she confessed soon after we had broken up about what really happened.

my next girlfriend at university cheated on me a whole lot more. she confessed to me years after we split up to clear her conscience. she was never the type of girl to initiate anything, but she was also not the type to object too hard either. after we started dating she moved away to another school. i would visit her on weekends and we'd stay with my best friend, the same guy who had slept with my first gf, and his fiancee. they lived between our two cities. one night we had all been drinking and his fiancee had gone to bed early while the 3 of us watched tv. this eventually turned to youtube, which eventually turned to porn. she told me that when i went to go take a piss they started making out and he started fucking her for a few minutes until i came back. i didn't realize, being drunk. eventually i passed out and they waited until i was really out so he could fuck her some more. eventually we got engaged and before the wedding she wanted to show off her wedding dress to him since he was going to miss the wedding because he was moving overseas for work. i was fine with it and he came over while i was at work. he fucked her in it. i came home and she was feeling really guilty about something but i didn't press too hard. she later told me that she had promised herself that she would stop cheating before the wedding, but "things just kept happening."

she also used to drive back to our hometown to visit family, but she also would secretly meet back up with her ex, who she only ever sucked off, never fucked. she finally gave him what he had missed. then this one guy i really couldn't stand started hanging out with our group. he was a douchebag, the kind of guy who would come over and drink all your beer without asking, then find some reason to be a dick to you. but he was friends with all my other friends so i put up with him. this was just before the wedding and she would often be hanging out with her maid of honor all night. one night the 2 of them met up with him and her maid of honor convinced her to finally let him fuck her. her maid of honor never joined, she just wanted to watch the two of them. this happened pretty frequently.

we're no longer together. i know i only heard a fraction of what actually happened with either of them, but they won't say anything else about those times. my current wife and i often dirty talk when i'm out of town about her fucking my friends or her co-workers. she never would, it's just RP for us. i've often thought about writing some of my own stories, part what actually happened and part embellished. i might if i ever have the time.
 
cheaters

Three long term relationships in my life, three times they cheated on me. Makes me wonder what my primary dysfunction is. My first was my college fiance. I graduated a year before her and instead of staying in school to get my masters I went back home to start work and save for the wedding. She decided that the cute hot guy at the gym had what I didn't. I got a call from her roommate saying that she and her bf couldn't stand up at our wedding because she didn't like what my girl was doing behind my back. Strike one.
Second was a rebound for me but we ended up married and she ended up being batshit crazy. After years of therapy she changed and became more normal and left me for a coworker but at least she was honest about it. Strike two.
Finally after a seven year drought I met a gal online who had three kids. I was smarter this time, didn't marry her but fell in love with her kids and have since been their dad so at least something good came out of it. I traveled for work extensively and she cheated on me extensively. We started out our relationship playing in the bdsm realm. One night while I was shoving a big black dildo down her throat I mentioned that I'd love to see her suck off a black guy. She took this as a green light and went for it, time and again. She cuckolded me and made me the less of a man that I am today. I finally couldn't handle it and sent her packing. Strike three.
I think that my craving for humiliation is stemmed from earlier in life but that can't be discussed on this forum. Message me if you're interested in that story. Be well. Nice thread topic.
 
Three long term relationships in my life, three times they cheated on me. Makes me wonder what my primary dysfunction is. My first was my college fiance. I graduated a year before her and instead of staying in school to get my masters I went back home to start work and save for the wedding. She decided that the cute hot guy at the gym had what I didn't. I got a call from her roommate saying that she and her bf couldn't stand up at our wedding because she didn't like what my girl was doing behind my back. Strike one.
Second was a rebound for me but we ended up married and she ended up being batshit crazy. After years of therapy she changed and became more normal and left me for a coworker but at least she was honest about it. Strike two.
Finally after a seven year drought I met a gal online who had three kids. I was smarter this time, didn't marry her but fell in love with her kids and have since been their dad so at least something good came out of it. I traveled for work extensively and she cheated on me extensively. We started out our relationship playing in the bdsm realm. One night while I was shoving a big black dildo down her throat I mentioned that I'd love to see her suck off a black guy. She took this as a green light and went for it, time and again. She cuckolded me and made me the less of a man that I am today. I finally couldn't handle it and sent her packing. Strike three.
I think that my craving for humiliation is stemmed from earlier in life but that can't be discussed on this forum. Message me if you're interested in that story. Be well. Nice thread topic.

Sounds like you like girls who cheat. Personally, I just like slutty women and encourage them to cheat, which I guess isn't really cheating. Both of my wives and one of my major girl friends have been major girlfriends have been sluts. Ask if you want details.
 
When we were in college, my girlfriend (future wife) cheated on me many times. I didn't know about it until after we were married, and I have enjoyed hearing about her escapades with others. Since we've been married, she has had my permission to do whatever with whomever she wants, which probably doesn't meet the definition of cheating. Still, she has only been with other men a couple of times over a period of 30 years of marriage. She has been open in telling me all the details of her sex with others, and it excites both of us as we make love.
 
Denny

I like to be the women they are cheating with. Giving them what they are not getting at home.
As far as I know my wife has never cheated on me and I have no reason to cheat on her. From the very beginning we've had an open marriage.
But when it comes to fun and games my wife is the woman other men use to cheat on their wives. We know wives who have no idea what their husband and my wife have done.

As a bonus my wife has special male friends who are now alone without sex and others who's wives haven't been interested in sex for many years. I call Dollie our special homecare nurse.
 
Cheating

Cheating has always been one of those double edged swords for me, where I'm at in my life right now I can confidently say I will never cheat, I've had opportunity to and it's never been easier saying no thank you......
But in the past I've gotten off on it immensely, and under different circumstances, but it always makes it that much more exciting.....however I've been cheated on too and it was anything but exciting, so it's a complicated subject that in happy is in my past! Lol
 
back in school, my first girlfriend cheated on me a couple times. the first time she cheated on me with my best friend. it was just a few weeks after we started dating and i was on the phone with her at the time. she thought he was cute and didn't want to have sex with me until she knew i wasn't with her just to have a fling. so she had a fling with him instead. another time i was drunk at a party without her and she couldn't reach me on my phone, so she called him up knowing we were inseparable, and things somehow evolved into him leaving to "go get something from his place" to coming back 3 hours later because he "fell asleep in his car." we all made fun of him for years over that one until she confessed soon after we had broken up about what really happened.

my next girlfriend at university cheated on me a whole lot more. she confessed to me years after we split up to clear her conscience. she was never the type of girl to initiate anything, but she was also not the type to object too hard either. after we started dating she moved away to another school. i would visit her on weekends and we'd stay with my best friend, the same guy who had slept with my first gf, and his fiancee. they lived between our two cities. one night we had all been drinking and his fiancee had gone to bed early while the 3 of us watched tv. this eventually turned to youtube, which eventually turned to porn. she told me that when i went to go take a piss they started making out and he started fucking her for a few minutes until i came back. i didn't realize, being drunk. eventually i passed out and they waited until i was really out so he could fuck her some more. eventually we got engaged and before the wedding she wanted to show off her wedding dress to him since he was going to miss the wedding because he was moving overseas for work. i was fine with it and he came over while i was at work. he fucked her in it. i came home and she was feeling really guilty about something but i didn't press too hard. she later told me that she had promised herself that she would stop cheating before the wedding, but "things just kept happening."

she also used to drive back to our hometown to visit family, but she also would secretly meet back up with her ex, who she only ever sucked off, never fucked. she finally gave him what he had missed. then this one guy i really couldn't stand started hanging out with our group. he was a douchebag, the kind of guy who would come over and drink all your beer without asking, then find some reason to be a dick to you. but he was friends with all my other friends so i put up with him. this was just before the wedding and she would often be hanging out with her maid of honor all night. one night the 2 of them met up with him and her maid of honor convinced her to finally let him fuck her. her maid of honor never joined, she just wanted to watch the two of them. this happened pretty frequently.

we're no longer together. i know i only heard a fraction of what actually happened with either of them, but they won't say anything else about those times. my current wife and i often dirty talk when i'm out of town about her fucking my friends or her co-workers. she never would, it's just RP for us. i've often thought about writing some of my own stories, part what actually happened and part embellished. i might if i ever have the time.

Amazing post. Thank you.
 
As far as I know my wife has never cheated on me and I have no reason to cheat on her. From the very beginning we've had an open marriage.
But when it comes to fun and games my wife is the woman other men use to cheat on their wives. We know wives who have no idea what their husband and my wife have done.

As a bonus my wife has special male friends who are now alone without sex and others who's wives haven't been interested in sex for many years. I call Dollie our special homecare nurse.

Love it. I ask them if they need to release some tension. Ask if I can help with that. Send them home with a big smile.
 
Wife tales

My wife and I seperated years ago for about 12 months. We later sorted out our issues and are very happy together. I eventually asked about her dates, if any, during the separation. I received basic generic answers such as ' a few'. Eventually one night of booze and sex she opened up. It was a surprise that I enjoyed the details so much.

She met another divorced guy and went out a few times and had sex on every date. This guy however convinced her ( somehow as I had never convinced her) to have Anal sex only. The guy wasn't into vaginal sex, only anal. I couldn't believe it. She dated the guy for 3 months and only had anal sex with him.

Second tale was right after we separated. She was angry about our split and went out with friends. She got seperated at the bar from her friends and met a guy visiting from Chille. She got real tipsy and he coaxed her out to a dark alley (rear car park area). He asked her for a blow job. Now my wife has always hated BJ's due to her first bf being an asshole. She's blown me before but she did it rarely and only for short bits. She never swallowed and does not like the taste of cum. I couldn't believe it when my told me she kissed him then slid to her knees right there. She started to suck his cock then he took hold of her face and basically face fucked Her til he came in her mouth. He held his Cock in her mouth til she swallowed. They kissed then went back into the bar and he left shortly after without ever seeing my wife again.
 
Back in HS I had a girlfriend who's best friend, from another school, was just a little crazy. She was a little over weight, huge tits, with a cute face. About a week after my girlfriend and I started dating, her friend came on to me at a party. She was really drunk so I just ignored it, but later in the evening after most people had gone this chick follows me into the bathroom and offers to hold my dick while I peed. "Only if your tits are out" I joked. Within seconds she's topless, on her knees and sucked my cock until she swallowed my load.

After that she couldn't keep her hands off me, but she'd only do it when my girlfriend was close by or even present. Like, I tit fucked her in my girlfriend parent's kitchen while my girlfriend was watching TV in the next room. She'd rub my cock through my pants with either her foot or hand under tables at home or in restaurants, always making me come in my pants. She sucked me off in the bathroom of an underage dance club (we were both 18 if anyone's concerned) and once in the back seat of a car while my girlfriend was passed out beside me.

It all came to a screaming end, however, within only a few weeks, the first time we fucked. We were at another party and really fucking drunk. Again she followed me into the bathroom and stripped. I fucked her from behind while she held onto the back of the toilet for quite some time, all while the door to the bathroom was left open and everyone was watching, including my girlfriend (who didn't stay for the climax). We were so drunk we didn't notice our audience until after we both came screaming together.

What really sucked was neither girl would talk to me or wanted anything to do with me after.
 
I used to work for a large insurance company which employed a lot of younger clerical we workers. Most of the women in their 20's were married and I bet at least 75% of them cheated to some extent. Most were simple interoffice romances but I . was surprised at how many would go out drinking with the express purpose of hooking up. I am pretty sure most of the husbands had no idea. It is just so easy for a woman to gather up a friend to go have a drink. We were close to Newport, RI and that was an easy place to hookup in the summer. A lot of guys with boats docked there. Once they got the girl on the boat for a drink, it did not take much to get them down below. I will bet there are a lot of husbands that have no idea how much their wife cheated on them when she was younger. I think young women are just as horny as young men but I also think women tend to get it out of their system and settle down when they have children.
 
I am not sure I would be upset if she did cheat. I think it is natural to want more. We hold our selves back because it is not socially acceptable. I think we should have more conversations about opening up but then again not acceptable. I think it is a tough conversation because of the social implications.
 
My wife and I seperated years ago for about 12 months. We later sorted out our issues and are very happy together. I eventually asked about her dates, if any, during the separation. I received basic generic answers such as ' a few'. Eventually one night of booze and sex she opened up. It was a surprise that I enjoyed the details so much.

She met another divorced guy and went out a few times and had sex on every date. This guy however convinced her ( somehow as I had never convinced her) to have Anal sex only. The guy wasn't into vaginal sex, only anal. I couldn't believe it. She dated the guy for 3 months and only had anal sex with him.

Second tale was right after we separated. She was angry about our split and went out with friends. She got seperated at the bar from her friends and met a guy visiting from Chille. She got real tipsy and he coaxed her out to a dark alley (rear car park area). He asked her for a blow job. Now my wife has always hated BJ's due to her first bf being an asshole. She's blown me before but she did it rarely and only for short bits. She never swallowed and does not like the taste of cum. I couldn't believe it when my told me she kissed him then slid to her knees right there. She started to suck his cock then he took hold of her face and basically face fucked Her til he came in her mouth. He held his Cock in her mouth til she swallowed. They kissed then went back into the bar and he left shortly after without ever seeing my wife again.

I was separated for about three years. While we were planning to get back together, my wife confessed that she had had sex with nine different guys during that time
 
Back in 2000-2001 I had three sexual encounters with three different women all married. There were two things that made these encounters a powerful turn on. The first wa the realization that I was fucking another man's wife, in effect stealing from him and taking advantage of his neglect of his wife. The second was that I got away with all three of them. To this day my now ex-wife has no idea that they happened!!
 
I don't like to cheat or have someone cheat on someone with me. I went home with a girl once after we were both drunk at the bar. She did a strip tease for me. Then pulled off my jeans and started sucking me off. She was going down on me like a women possessed. After about 10minutes she asked if I liked the way she sucked my dick. I told her yes and asked if she liked it and if she liked sucking it. She said yes and said she loves it when its bigger than he is. I asked her bigger than who? She tells me bigger than her bf. I don't think she remembered telling me she was single. Or she was to drunk to care about what she said. I caught her in a lie and it sort of pissed me off. I told her "you told me you didn't have a bf". She tells me "so what if I do, your my bf tonight". "Do you want me to stop what I'm doing"? At this point I'm hard as a rock and horny as hell. "What if I did say I want you to stop"? "Then I'll just take it from you" she tells me. "Oh yea" I ask "yea" she says firmly. She quickly climbs on me and before I know it she already has me in her. "This is how I'll take it from you" she tells me while pushing her tits in my face. I give in and grab her tits sucking them while she rides me hard. I call her a sneaky bitch and tell her she needs to be taught a lesson. She tells me "to teach her it all night long". When I picked her up and got on top. I made sure to pin her legs back as far as I could. Then slammed in her a few times really hard. Then pulled it out "do you want more of this cock" teasing her with it. Making her beg for me to continue fucking her. I did this over and over and it drove her crazy. After about 10,15 minutes of this I told her to get on her hands and knees. When she got up there was a puddle under her ass on my leather couch. I fucked her from behind for awhile. I couldn't believe how wet her pussy got. When she rode me again I told her I never seen a pussy get so wet before. She said she hasn't came this much in a long time. We fucked every way for the next four hours or so. When I woke up in the morning she was gone. All I got was her first name Karen and I 've never seen her again. I felt bad that I helped her cheat but she would of did it anyway. And at least I got some amazing sex for the night.
 
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