My Affair: The First Broken Rule [M/F]

This is the third in a series. You can read the first two parts here and here.

My wife and I had been at the club for a little over 30 minutes. It was still relatively early on a Saturday night and there were just a few people there with us. More friends would be arriving soon, but only one was truly on my mind. Rachel would be here any moment and my heart was pounding.

It would be the first time we’d seen each other in public with our significant others since we began our affair. She was nervous, too, and had been texting me all day. On one hand, we were both aroused at the thought of having to pretend there was nothing going on; that we hadn’t been intimate; that we hadn’t already broken our first rule. On the other, we both knew the danger if anyone found out.

Over the last five weeks, we had settled into something of a routine. Everything seemed to be going as planned, but looking back now I can see that escalations in our behavior started almost immediately. We weren’t breaking rules, but we were pushing the boundaries almost from the start.

At first, it continued just the way it started: We had “lunch” at least once per week, often twice. We chatted nearly every night with the occasional cam session. There were many text messages and photos and videos sent by email or by phone. We had even created a private Dropbox folder to house where we could more easily upload photos and videos. Additionally, we had begun exchanging fantasies of full-on sex encounters between us. She also wanted to hear about my past sexual exploits, which is how I initially got started writing them down and submitting them to Reddit.

I mentioned in the first installment that Stoya became a regular part of our fantasies. Rachel quickly became a big fan and, while she liked videos, she really got off on gifs. Many of our late night chat sessions ended with the two of us simply sending each other dirty gifs, most often of Stoya. Rachel enjoyed how much Stoya seemed to enjoy her work, especially her anal work and how much she appeared to love cum. In our time together, Rachel admitted to me that she was a self-professed cumslut.

A week before we were all to go out together to see Sara DJ, Rachel messaged me via gchat.

“Did you know that there’s a Stoya Fleshlight?”

“Actually, I did not know that,” I replied. “That’s pretty hot, though.”

The next message was a link to the Stoya Fleshlight, including all the options.

Then, “If you had a Stoya Fleshlight, would you want her ass or her pussy?”

“I have no idea. I’ve never had a male masturbator, so I don’t know which I would like.”

“I think you would want the pussy.”

“Well, I do like anal, but yes, in general, I’m a pussy guy.”

We then exchanged a few gifs, masturbated together and went to bed.

A few days later, we were scheduled to have lunch again. She texted me about a half-hour before our date and asked if I could come to her house instead. She lived very close to my office. I told her it was no problem, but wondered to myself what was up.

After driving the short distance to her house, I got out, approached the front door and knocked. She opened the door and greeted me in her bathrobe. She was freshly showered and appeared to be naked under the robe.

As I walked in the door, she hugged me and, after a moment’s hesitation, gave me a quick peck on the lips. It was the first time we had ever kissed.

“I’m sorry I changed our plans, but I have something for you … a present. I wanted you to open it here.”

She handed me a smallish gift bag and sat down on the couch, motioning for me to sit beside her, which I did. I pulled out the tissue paper and looked inside. Of course, it was a Stoya’s pussy model Fleshlight.

I smiled and pulled it out. “Wow!,” I said, unable to think of anything else. “What’s the occasion?”

“I dunno … I just wanted you to have it.” She seemed a little embarrassed. “Do you like it?”

“I do! Thank you! I can’t wait to try it out!”

With that she smiled and said, “I was hoping you would say that … I was hoping you’d want to try it out right now.”

She stood up then and opened her robe. She was completely nude underneath. It was the first time either of us had been totally naked with the other. I was hard immediately. I wanted to touch her, but knew that it was forbidden.

She took my hand and pulled me up to stand. Again, my desire to touch her was nearly unbearable. But, as I hadn’t been given any indication that she wanted it, I kept my hands to myself.

Our eyes were locked together and she had a shy but naughty smile.

Reaching down to my waist, she started to unbuckle my belt.

“Is this ok?,” she asked, her grin widening a bit.

“Yes,” was all I could manage.

After my belt was undone, she unbuttoned and unzipped my pants. I kicked off my shoes and slid my pants down around my ankles. She pulled my shirt over my head as I stepped out of my pands. My cock was standing totally erect, barely an inch from her belly.

I moved closer to her, but she gently pushed me away.

“Sit,” she commanded.

I sat back down on the couch. She unboxed the Fleshlight and fit the fleshy insert into the hard handle. She grabbed a small bottle of lube that had been hiding behind a lamp on the side table and handed both to me. She then sat down in a chair across from the couch about eight feet away, one leg tossed over the chair’s arm, giving me a perfect view of her pussy. She slid a hand down and started slowly rubbing her clit.

“Go on,” she said, her face becoming a little flushed. “I want to see how you use it. I want to see your beautiful cock in Stoya’s pussy.”

I opened the flip top on the lube and squeezed a little onto the head of my cock, then used my hand to spread it evenly over the head and shaft. Taking the Fleshlight, I positioned it over the head, pushing down slightly to test the tightness. It was cool to the touch, but felt soft and inviting.

I looked up to see her staring intently at me, fingers moving slowly from her clit to her glistening folds. As I slid the Fleshlight down over my cock, she slid a finger into her pussy.

The Fleshlight felt amazing. Soft and grippy inside with just enough nubs and ridges to provide good stimulation on the head and shaft. I started moving it up and down, watching as it appeared my cock was plunging in and out of Stoya’s pussy.

I was throbbing inside the toy, but I was also becoming aware that I was almost certainly not going to be able to cum. I don’t know if I was nervous. Perhaps I was feeling a little guilty. But most importantly, it was just different enough from my normal masturbation that it just felt a little off. With some practice, I knew I’d be able to use it no problem, but the size and weight of it in my hand were becoming a huge distraction.

Rachel was rubbing her pussy even faster. She now had a leg over each arm of the chair and was using both hands, one on her clit and the other with a finger buried deep inside her. Her skin was flushed pink, her nipples were hard and she was watching me closely.

I played along as best I could, ramming the toy down on my cock over and over. She started moaning, pushing a second finger inside her. Her orgasm came hard and fast, her legs closing on her hands as she rocked in the chair, her body shuddering with each wave.

I pulled my cock out of the Fleshlight and rubbed it slowly in my hand as I watched her. I loved her whole-body orgasms and longed to feel her under me when they hit.

Finally, she opened her eyes and said, “Did you cum?”

“No,” I replied, a little disappointed. “It’s incredible, but it takes a little getting used to. Trust me, it was amazing.”

She stuck out her bottom lip in a fake pout. “Oh, but that just won’t do.”

I decided to make a bold move.

“Come here,” I said. “I want you closer.”

She hesitated for a moment, looking at me. But then she stood quickly, laughing softly as she paused to make sure her shaky legs would hold her. She then made her way quickly over to the couch. I was sitting on the center cushion. I motioned to a spot to my right.

“Sit there and face me.”

She sat down leaning against the right arm, turning so that her left leg was on the couch, bent so that her foot was on the cushion. Her right leg was on the floor. She slid her body down until her pussy was just inches from my right arm. She was smiling again as she began to have an understanding my plan.

“Stroke your cock for me,” she purred. “I want you to cum.”

I placed the Fleshlight on the coffee table and came to a kneeling position, facing her with one knee between her legs on the couch and my foot on the floor. I started stroking my cock, eyes wandering over her body. We had never been this close while actually pleasuring ourselves. Her hand made its way slowly down to her pussy again, rubbing as I stroked. My right leg was touching the soft creamy skin of her left and the feeling of her skin against mine was truly electric. I knew I wasn’t going to last long.

“Cum for me,” she whispered. “Cum ON me. I want it all over me.”

Stroking faster, I could feel my own orgasm approaching. She pushed herself up on one elbow, giving herself a better vantage point to watch me cum. Her other hand was busy again at her pussy.

Our eyes locked one last time as I moaned loudly. My hips bucked and hot cum exploded from me. The first rope shot up over her tits, dripping down between them. She let out a loud moan of her own and shouted, “God yes! Cum on me!”

The second shot even further, just catching her on her left cheek and her lips. The rest covered her stomach, until the last drop dripped down onto the skin just above her pussy.

I let go of my cock as it continued to spasm lightly. I watched her beneath me, her eyes glassy as the cum glistened on her skin. She reached up then and took me in her hand, stroking gently, coaxing the last bits of cum from the tip as she licked the cum from her lips.

We were staring at each other, not sure how to respond. This was a clear violation of our rules, but I knew that, at that moment, it did not matter to me one bit.

When it was clear that she had gotten all the cum she would get, she giggled and brought her hand to her mouth, licking the cum from it.

“Holy fuck,” she laughed. “That was a LOT of cum.” She wiped it off her face and then started rubbing the cum on her tits and belly into her skin. “I love the taste of you,” she added.

She looked a little sheepish then, saying, “Ummm … I think I broke our no touching rule.”

“Yeah, I think that was a clear violation,” I laughed. “I wonder what the punishment is?”

“I dunno,” she said, a devlish smile playing at her glazed lips. “Maybe I have to let you touch me next time.”

---

Now, just two days later at the club, I downed a third Jameson and glanced at the door. She walked in just ahead of him wearing a sheer white dress that showed off her curves perfectly. It was early spring and one of the first warmish evenings of the year.

“There they are!,” my wife exclaimed, waving in their direction. Rachel waved back as she and Tim made their way over to our spot at the bar. We exchanged hugs and handshakes, settling down to make small talk and wait for our friends.

I tried my best to keep my attention off of Rachel. She looked incredible as always and, despite both of our efforts, our hug had lasted a little longer than normal. I found myself involuntarily stealing glances at her bare legs, her cleavage, the way her nipples hardened every time a cool breeze passed. It wasn’t love, but it was pure lust.

Everyone else arrived over the next 15 minutes or so. We were there to watch our friend Sara DJ. She is an exceptional house music DJ and we were all excited to hear her spin. By midnight, we were all on the dance floor and the place was packed with people. The dance floor was body to body and the windows were covered in moisture from the body heat.

We had managed to distract ourselves fairly well, but as the evening went on and we consumed more alcohol, it was harder to stay distracted. Sara was killing it on the turntables and we were all a tangle of bodies rubbing against each other on the floor.

At around 12:30 a.m., Rachel’s husband decided to head home, as he had to get ready for another work trip in the morning. My wife was starting to get a migraine, so she wanted to go, as well. He offered to give my wife a ride home and I promised I would get Rachel back to their house safely.

After they were gone, we were back on the dance floor. Rachel would dance with her body against mine and then move to either Autumn or another female friend. We kept drinking. We kept dancing. I was quite aroused and she made sure to rub her ass on my hard cock as often as possible.

At a lull in the music, I moved to the bar to get one last drink. Rachel slid up behind me and reached around, surreptitiously grabbing my cock over my pants. She rubbed me there and leaned in close.

“I would suck your cock right on the dance floor,” she whispered seductively. “Don’t you think I’d look good covered in your cum under all those lights?” I could detect a slight slur in her words from the alcohol.

“Fuck, don’t tempt me,” I whispered back. “That dress looks incredible on you. I’ve wanted to bury my cock in your ass all night.”

“Mmmmm … that sounds wonderful.” She giggled then and slipped away toward the bathroom.

I downed my drink quickly, trying to get control of myself. She came back from the bathroom and came over to me. She patted my ass and deftly slid something into my pocket. Then laughing, she made her way back onto the dance floor and started moving to the music. She was joined by Autumn and the two moved wonderfully together.

I reached into my pocket and felt something silky. I pulled it out and discovered her panties, a white lace thong. They were slightly damp. Just then my phone buzzed. It was a text from Rachel.

“Last call is in 10 minutes. I want your cum in those and back in my possession before then.”

I looked around to make sure no one could see what I had. No one was looking, except for Rachel. She smiled at me from across the room, her eyes daring me to fulfill her demand.

I smiled back and texted, “You’re on.”

I turned and headed for the bathroom.

Source: reddit.com/r/gonewildstories/comments/35u9jk/my_affair_the_first_broken_rule_mf