[MF]. First time cheating on my wife

Lots of DMs asking if I cheated before my wife’s sister.

Yes. Someone wanted the story…

First time was the fall of 2019, about one year after my marriage.

We just had a board meeting at work and as accounts manager, I explained that a new project would need a little help from advertising. Our lead advertising woman, Janet, was about to embark on a two week vacation but she assured me that her protege in training, a fairly new assistant named Carly, would handle whatever we needed. When Janet said “whatever we needed,” I took a good look at Carly for the first time and she smiled and winked at me. It was immediately odd. She turned my head a few times in the hall by wearing tight pencil skirts. In heels, she was almost as tall as me. But there was something really sexual about her today. And she was again wearing a tight and hot yet professional outfit.

After the meeting I noticed Carly linger and I thought she was going to ask me a question but a few in my team were still huddled around me. She whipped her black hair out of her face as she turned to look at me while walking out of the room.

I thought about her the rest of the day. Then she appeared at my office door.

“I’m going to get a sandwich. Do you want one?” Carly asked.

“Uh… I think I’m good. Thanks. Did you want to eat and talk about the account or something?”

“Yes but I know you are busy.”

“Oh, okay. Let’s do that then. Here, take some money… I’ll get a turkey bacon.”

I gave her $40 cuz it was probably gonna be like $23 or some shit for two. She tried to give me a $20 back and said she can get her own but I insisted.

When Carly returned with the sandwiches she tried to give me change but I told her to keep it.

“It’s like $15 change…” she said.

“Keep it.”

“I need to have lunch with you more often” she said, smiling.

I noticed now as she sat down that one more button on her top was unbuttoned and I could just see her teal bra that matched her teal pencil skirt. She had A cup tits for sure but she was tall and petite with amazing eyes and sexy hair.

We talked about the account and how much revenue it could create and she was excited because it was going to be her first shot at being eligible for a bonus.

“I’ve been waiting for a bonus job. I’ll do whatever, just excited for a shot at a good bonus.”

I told her she might be looking at 5% but if you get on more accounts now, you’ll make more money.

“So what do I have to do to get on more accounts. Convince Janet to retire?”

“Yeah, that would be the best way” I laughed.

“Well, that’s not gonna happen” she said. “There’s gotta be another way.”

She stood up and threw her bag away. I still wasn’t totally sure what she was suggesting here but she was so flirty and vague at the same time.

“Well, if you figure it out, let me know. I gotta work late today.”

We were both keeping it vague. The woman in HR is a huge bitch and I think she freaked us both out. She smiled and thanked me for lunch.

So here was the test. I was regretting staying at the office late because I didn’t have to and I guess I was imagining Carly’s flirting because everyone appeared to be gone. I waited a few more minutes and then left.

I was getting into my car when a Prius pulled up next to me. Carly got out and she got in the passenger side door.

“Sorry I wanted to see you but not in the office… the cameras and everyone.”

“There’s no cameras in my office. I think there’s just one on the main doors upstairs.”

“Yeah I just didn’t want to be on it. And Samantha already said I was flirting with you.”

“Samantha is mad I shot her down before I got married.”

“No way,” Carly said.

“Yep. So, you are worried about doing something inappropriate or just gossip?” I asked.

“Both” she said with a laugh.

“You look beautiful,” I said.

“Thanks,” she said.

“So, you have my interest. What are you thinking, Carly?”

“Well, I can keep a secret if you throw some more accounts or money my way…”

“That’s good to know,” I said.

“But I’m not a fuck in the office or car kinda girl so it would have to be some night in a hotel and given your situation, that seems unlikely.”

“Want to have some fun tonight?”

“Um, yeah” she said.

I called my wife. Luckily my team was playing tonight so I had a plausible excuse. My wife wasn’t happy I was staying out and wanted to tell me three or four unimportant things.

That’s when I felt a hand on my cock. Carly started rubbing it. She looked at me with her mouth open and I started to get hard. I was trying to get off the phone with my wife just as Carly got my belt unbuckled and pants unzipped. I could feel Carly’s hot breath on my cock as she stroked it in her hand and I hung up the phone.

Carly sat up back in her seat. “Finally” she said.

“So what the fuck are we doing now” I asked, looking down at my cock.

“I told you I’m not that kinda girl. What hotel are we going to?”

An hour later, we checked into a nice downtown hotel and ordered room service. As soon as I hung up the phone, Carly came out of the bathroom in her teal bra and pencil skirt. She turned around in front of me, showing off her ass.

“Want to help me out of this?”

I unzipped her pencil skirt and slipped it off her hips. Her teal thong and hot ass got me really hard almost instantly. I grabbed her booty and rubbed her pussy through her tiny panties.

I could see a little hair poking out of her panties which I wasn’t used to at all but intrigued. She laid down on the bed and I slid off her panties and saw a trimmed bush. I immediately ate and licked her pussy, feeling her hair in my mouth as I tasted her pussy.

When she was really wet, I took off my clothes down to my boxer briefs. Carly got down on her knees and pulled them off me. She smiled seductively as my cock sprang up. She took off her bra and licked every side of my cock before she sucked it. She started to jerk my cock hard while also sucking it and it was way too much for me as it had been a few days. I shot a big load all over her face and in her mouth. She was a spitter, not a swallower and didn’t particularly enjoy getting cummed on from what I could tell.

I apologized for cumming so fast and so much but she said it was hot. I told her so was gonna fuck her after dinner and she said she couldn’t wait.

Carly got cleaned up and came out in her bra and panties. Room service knocked and I jokingly asked if she wanted to answer the door. She said no but I noticed that she didn’t remove herself from view. When I tipped the bellman I noticed him looking at her sit on the bed.

We ate some pretty good steaks and salads and as soon as we were done, Carly opened the mini fridge and took out some wine. She held it up, asking me if we wanted it. I agreed and opened it, pouring two glasses.

“Mmm this is good” I said.

“So my hairy pussy doesn’t scare you?”

“No, I like it. Most girls are always shaved.”

“I want you to eat my pussy until you are ready to fuck me.”

I kissed her on the lips and the neck, then sucked on her little tits, before I kissed and licked the inside of her thighs. She moaned when I finally tasted and sucked her pussy. I flicked my tongue on her clit and sucked it until I was really hard again. Then I asked her if she was on birth control and she said of course she was. I slid my cock in her wet pussy and fucked her deep until she moaned.

“Fuck, your cock feels so good in my tight wet pussy”she almost whispered as I started to fuck her harder. We fucked in every position for a good 30 minutes. I was fucking her from behind when so felt like I was going to cum. I asked her if she had came yet and she said no but she was close. I flipped her over on her back and started to fuck her slower because so was going to cum. Then I got on my knees and pulled her closer to the edge of the bed so so could eat her pussy.

“So I’m really into dirty talk and grunting. Sorry it takes me awhile” she said.

“Oh, that’s awesome” I said.

“Your pussy tastes so fucking good. I want to taste your cum. You were gonna make me cum again… you are so fucking hot.”

“Am I hotter than your wife?” she asked.

“I think so,” I said, lying.

“And you definitely suck cock much better than her” I said, not lying.

“Mmm, you need a hot slut on the side to get you off…”

“Fuck, yeah and your pussy is so tight and wet” I said.

“You love my tight wet pussy more than your wife’s?”

“Yes, I fucking love it. I love your pretty face and hair too.”

“Mmm fuck, right there…” she moaned louder and louder.

I licked her clit with more pressure now and she was squirming and closing her legs on my head, then quickly spreading them.

“Oh fuck, you are gonna make me cum. Fuck me now.”

I shoved my cock inside her and pounded her as she rubbed her clit. Then she pushed me out, screamed, and squirted all over the sheets. It was the hottest orgasm I’ve ever seen in person.

I fucked her some more and she came again. Lots of grool poured out of her pussy. I flipped her over again and fucked her hard from behind, grabbing her hips and hair before cumming inside her and some on her ass.

“Fuck, that was amazing” we both said.

We fucked a few times a month for six months until Covid hit and she eventually took another job.

Source: reddit.com/r/gonewildstories/comments/pa2okp/mf_first_time_cheating_on_my_wife

2 comments

  1. Good story, really hot. Too bad you didn’t have any other contact info for her.

  2. Fuck that was a hot first time cheating story. Were you nervous at all? Did you have to explain the hotel room charge when you told the wife you were watching your team play?

    The way you described Carly she sounds extremely attractive, yet you find your wife hotter?

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