The only time I ever cheated [MF] [Long]

About me: 35, married guy. My wife was my first, and we waited until we were married. We’ve been married for 13 years and are very happy together. She doesn’t know abut this event.

About six or seven years ago (I don’t remember exactly) I was looking for a new social media app so I could advertise a business I was starting at the time. I found this app called Kik (we all know it now) and downloaded it not knowing it was a messenger app. After doing some searching I managed to connect with a girl who was 19 at the time and we started chatting. It was all innocent at first, I am happily married after all, but one night we were chatting and she was drunk. The conversation turned sexual.

I had never been pursued before, and actually had to woo my wife pretty hard, so it really turned me on. But I told her I was married and I didn’t want her to get the wrong impression. She told me that she preferred married men and sent me a picture of her…ample bosom…

Everything escalated from there and our conversations were nearly always sexual after that, though we did talk about life and whatnot as well. It was turning into an emotional affair, but I figured it was only online, so what’s the problem.

Fast forward to four years ago, I was traveling to her city for work and I told her that I’d be in town and asked if she could recommend a good place to take my client for dinner. She told me a good place that was actually near my hotel and then asked if I wanted to meet for a drink at the same place afterward. I figured it was only a drink, so no big deal.

After my clients leave and I pay up I head to the bar for a drink and she walks up behind me and I see her in person for the first time. She wasn’t great looking, but she was very sweet and we had a connection. And she really rocked her body in her dress. Having seen what was under it before I became aroused instantly.

She ordered a drink and sat down and we talked for about 30 minutes. I was a bit drunk, having been drinking with my clients before and now on my second post-dinner drink, and that’s when things took a turn. Without thinking I said “Fuck you’re beautiful. I think I’m in love with you.” At which point she leaned in and gave me what is probably the most passionate kiss I’ve ever had.

After maybe five minutes of making out I told her I should go because I had a flight in the morning and she offered to walk me back to make sure I got to my hotel okay and she could get a cab from there. No big deal, it’s not like she’s coming up to my room. I offered her my arm and we walked the block and a half to my hotel. I said my goodbye and gave her another kiss, but tripped as I turned around (I really can hold my liquor, but I also didn’t have much blood in my brain at the moment, if you get what I’m saying). She caught my arm laughing and said she’d help me upstairs.

We get up to my room and I open the door. “Thanks” I say and give her another kiss and go into my room and head straight into the bathroom and get in the shower. While I was in there I took care of my now aching cock, and I wasn’t exactly quiet when I said her name as I finished. Relieved, and much more sober, I got out of the shower and wrapped the towel around my waist and decided to go to bed.

She must have snuck in behind me as I walked in to the room because she was sitting on the bed, legs crossed, in her panties, bra, thigh high stockings and high heels, with her dress on the floor and the biggest smile on her face.

I panicked “You should go, I can’t do this” I stammered (or something like it). She just laughed and said “Don’t think I didn’t hear you calling my name in there” and leaned forward to pull the towel away. I tried to fight, but her ruby lips wrapped around my still sensitive cock and I forgot how to use words. I had never had a blowjob before because my wife hated giving them, so this was new to me, and she knew it.

At this point I figured fuck it, in for a penny in for a pound, and decided to enjoy it.

I ran my hands through her ginger hair, allowed myself to moan as she sucked me and enjoyed her 40ff cup tits, curvy hips and thick ass. As I started to get hard again in her mouth she looked up at me with her brown eyes and smiled, then took every inch of my cock down her throat and made swallowing motions. I almost lost it “Fuck you’re going to make me cum Abbey (not her real name)”, so she stopped, stood up and pushed me on the bed and took off her bra and panties.

As she stood in front of me and straddled my legs I finally got to see the one thing she would never show me on Kik, her shaved, perfect pussy. Now, my wife also never let me go down on her either (boring I know), but Abbey grabbed the back of my head and pushed it into her crotch and I just started licking. After a little bit of guidance I was finally getting the hang of it and decided to add a finger to the mix (something I was actually pretty good at). I started sucking on her clit as I massaged her g-spot and suddenly she pushes my face into her crotch so hard I couldn’t breathe, but I didn’t stop. She came so hard she collapsed on top of me. And she was a squirter.

After she recovered from her orgasm she kissed me and then said “Let’s do something else your wife won’t let you do” with an evil smile and then started to get up. The problem was, we were both covered in her juices, and I still had a raging hard on, so as she went to get up, she backed right onto my dick and I went all the way in her still dripping pussy.

I have never seen a look so surprised on anyone’s face before. “That isn’t what you planned is it?” I asked her. She just silently shook her head, eyes wide. I asked her what she was going to do and she replied “In a minute. I’ve decided it’s my turn again.” and she proceeded to kick off her heels and remove her stockings, careful to keep me inside her and moaning as she moved.

She started grinding against me while I sucked on her tits, then she leaned back and put her feet on my face and both big toes into my mouth and said “Suck”. I didn’t have a thing for feet at the time, and actually thought it was weird, but I did as I was told as she pushed herself up and down with her arms on my legs. It was so hot, even though I thought it was a little strange. And then she just said out of nowhere “Oh I love you so much Tommy.” and after my confession earlier and edging in her throat I just couldn’t hold back. I actually came so hard she said ow.

I have never had an orgasm like that one before or since.

She took her feet behind her and leaned over to kiss me, but didn’t stop riding me. “I need a break, it’s too sensitive.”. She smiled and said “After I cum. It’s my turn remember?” and then she a one hand on her clit and started rubbing. She went on for a couple more excruciating minutes, and when she came the pressure of her squirting almost felt like a rocket pushing her off of me.

We laid there for probably 30 minutes and then she suggested we get in the shower to get cleaned up.

We washed each other, it was very sexy, and the kind of thing my wife and I do for foreplay. It’s almost like she was trying to prove she was a better version of my wife.

After we got out and dried off she went and put her heels back on. I asked “What are you doing?” and she said it was my turn again and bent over the bet at the waist and spread her ass cheeks. “I know your wife won’t let you in her ass, but I like anal so go to town. And don’t you dare be gentle”

So, I walk up behind her and pushed my cock into her round ass. It was so tight, and it kind of hurt because we didn’t have any lube, but she moaned like a slut and started talking dirty.

I fucked her from behind for about five minutes and then she stood straight up and put one of my hands on her tit and the other on her throat and told me to squeeze as hard as I could. I obliged and instantly she started shaking and squirting. Her ass got so tight I couldn’t hold back and we came so hard together and then collapsed onto the bed.

We did other stuff that night, but it was a lot more intimate and loving. We really felt like we were in love, or at least I did. She did give me a footjob which gave me a thing for feet.

We agreed to hook up the next time I was in town, but by the time I got home she had deleted her Kik account and I haven’t heard from her since. I decided to talk to my wife about my sexual desires, and after a little hesitation she came around and our sex life is incredible. I never told her where I got my foot fetish though.

Source: reddit.com/r/gonewildstories/comments/8en7hq/the_only_time_i_ever_cheated_mf_long

3 comments

  1. Not going to lie, even though I’m super happy, I kind of want to cheat again. I keep fantasizing about meeting someone while my wife is out of town next month. The two things she still refuses to do are anal sex and foot jobs, and I really want to try those again.

    Does that make me a shitty person?

  2. I do hate the debbie downer types, but this just doesn’t sound like it happened. Kudos if it did though, and good job talking to your wife.

  3. I’m in a similar situation… my wife won’t do some pretty plain stuff (bareback, non-bed location, etc) that I really like. I haven’t strayed since getting married, but fuck!

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