[MF] How I Got Started With [Cheating]

I LOVE women! To be specific I love the smooth curves and the way a woman tastes when she’s aroused. The first time I cheated was after my senior year of high school and we were all 18. I’m 31 so the new thing back then was the cell phone. Your average flip phone with a shitty camera. This little invention has been my best friend for cheating and keeping it secret!

Senior year I was dating a girl named Kate. It was a lot of fun, she was tall (5’8″), big smile, great boobs and an ass built for a thong! Loved to have sex on her pool table or outside during the summer on the trampoline. However Kate had a lack of confidence and would cry sometimes from being over emotional about us in the future. I don’t deal well with emotions, crying or indecision so I decided to test the waters and see what type of women I could find. Where do you look for your next girlfriend at that age??? It’s school and specifically it was the girl behind me in homeroom and who lived near me. Her name was Jamie; she was athletic, fair skinned and had this blonde hair that smelled like love in a shampoo bottle. What do you do then because Kate also went to the same school and people talk? You enter Jamie’s cell number into your phone and you put her in there as something believable i.e. The Marine recruiter who signed me up.

I’ve got Jamie’s number and a plan. She’s into me and I can make this work plus we are both dating other people and it doesn’t seem to bother either of us. I took a chance and texted Jamie one evening and asked to go out for ice cream that same night. In my head I knew I had a chance to sleep with her but I had to make it a reality. I picked Jamie up and we went far enough away from our neighborhood that no1 would accidentally find us eating ice cream. On the car ride I held nothing back after some small talk and asked “do you like me?”. Jamie blushed alittle and giggled which made my day because I knew I had her. While getting ice cream I put some whipped cream on her nose to be cute and fun. Then I put a little on her lips and went for the kiss. Nothing aggressive but just a gentle touch of our lips. When she put her hand behind my neck and pulled me closer I was ?.

After ice cream we decided to walk in a park, it was dark but the moon was out and the summer air was keeping us comfortable. We held hands and started to make out at a playground in the park. We made our way into a castle like building and continued to make out. She let me unbutton her plaid shirt which hid a beautiful white spaghetti strap undershirt and her 34c’s.I started to kiss her neck, her shoulders and the moved down to her chest. She was getting excited and her pale skin became flushed. She whispered in my ear “do you have a condom?” which I certainly did just for this! But I didn’t answer the question and replied with “you need to learn about cumming first.” I proceeded to kiss my way down her stomach to just above where her jean skirt met her hips.

From a kneeling position I looked up and said “has anyone ever gone down on you?” She just smiled and shook her head no! “Let’s make right now your first experience.” She practically yelled yes and I couldn’t say no. From under her skirt I could feel her smooth ass and her muscles tense up with desire. She was wearing a white and orange stripped thong which was wet from her pussy saying take me. I put her thong in my back pocket and said “this is mine now” ?. She nodded okay and I worked her legs over my shoulder so my mouth could be at the perfect level. I gently kissed the outside of her lips, then slowly licked around the outside. I could tell she was having fun pushing my head where she wanted it. I slowly worked my tongue over her clit and inside her pussy. I loved the way she tastes! After a few minutes of steadily increasing breathing and convultions from Jamie she looked at me and said “I think I just came!?!?” To which I replied “you’re just getting started!” As I focused more on her clit I could feel her thighs squeezing my ears and her labored breathing turned to moaning followed by quick responses of “yes!” After maybe 8-10 minutes she finally let herself cum on my ?. She even grabbed my head and pushed it deeper into her wet, convulsing pussy saying “don’t stop!” When it started to tickled I knew I had done a great job for her. She got off of my shoulders and I wiped my soaked face with her panties. I asked “how was your first experience with lady head?” Jamie who was now red like a tomato just said I can do this every day! I don’t care what you do with your gf but I need this!

We continued to cheat on our significant others through the summer and decided to date for almost 6 years after that. Jamie and I had our first experience with cheating because of a cell phone, ice cream and desire. We got good at hiding it until we both broke up with our partners. I learned that I could disconnect my cheating from my partner and still go home without regret. It was a horrible lesson to learn and cost me Jamie 6 years later after multiple affairs.

There’s a country song with some poetic lyrics “Most of us have cheated, the rest of us have tried”. Have you cheated or tried to? I’d love to hear your responses.

Source: reddit.com/r/gonewildstories/comments/5bszqy/mf_how_i_got_started_with_cheating

12 comments

  1. I had an affair that lasted two months. It was the best sex of my life.

    Great story. Thanks for sharing! Got any more? Would love to read more from you.

  2. I believe the term is New Relationship Energy, or NRE. It’s what drives us to the new and exciting person..it’s “the rush”.

    Thanks for sharing your story!

  3. Never cheated or tried to. I would feel guilty. I don’t get off on deceiving. And I don’t want to become someone I wouldn’t like. I’ve had it done to me and it sucks!

    If you know you can’t do monogamy, just be honest and be in an open relationship. There are women out there who are ok with open relationships.

  4. Once you taste the blood of cheating you always go back..once a cheater always a cheater. No judging just making a statement based on experience.

  5. I’ve cheated. I was an ignorant fool and it ended up destroying my life. No more, fuck that shit.

  6. I cheated on my ex-wife. While we were married. I met this beautiful young 23 year old (I was 31) lady at a friend’s house. Even though I was completely content in my marriage I let her smiles and her flirting get the best of me. Her husband became my friend and all 4 of us hung out from time to time. One day I found myself alone with her. We only kissed but that was enough to start a 2 year roller coaster of lies and ended my marriage of 15 years. The sex was amazing. The heartbreak is ever lasting.

  7. I’m very seriously considering it. And I don’t think I’ll feel guilty if I succeed.I’ll need your guidance.

  8. I found out my ex wife was cheating on me with my best friend when i came back from deployment. It completely destroyed me physically and emotionally. The worst time of my life. I’m glad you have seen the errors of your ways. My ex still thinks she is in the right and blames me for everything…

  9. I’ve been reading this sub for a while. This is the first time I’ve ever seen people talk civil with each other when it comes to a subject like this on here. Whether they are for it or against it. That’s the way it should be.

  10. I don’t believe in monogamy so I stay away from relationships as much as possible. Still, I’ve been with a few guys where it seemed like he wanted things to be monogamous and I always tried to respect his feelings and explain ahead of time why I wanted to do what I was going to do. I mean if you can divorce (no pun intended) sexual feelings from like love feelings and are open and honest and mature about that with your partners (the long term person and the person you wanna fuck) than it should be cool.

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