Pushing Our Boundaries Ch. 01 by RobinEager,RobinEager

All I hear as I’m driving along is the abrupt and breathy moaning I recognize from about an hour ago and then in an urgent tone: “Yes, fill me up, baby!”

An equally breathy male: “Are you sure this is what you want?”

“Yeah… and that’s what my husband wants too!”

At that point, I swerved. A loud honk erupted from the car beside us and I steered back to safety and away from danger. I was only able to briefly turn my head to see my fiancée’s astonished face as the conversation coming through the radio devolved back into loud, incoherent moaning which would crescendo with the male porn star’s impressive roar as he (presumably) filled her up.

When I had managed to steady the car, Jane and I both didn’t say anything. I just hit the mute button on the steering wheel–which I had somehow neglected to do a few seconds ago–and drove the car in complete silence. I just assumed she still had the shocked look on her face the rest of the way to the restaurant.

When we finally pulled into the parking lot, Jane still hadn’t said anything. I turned to finally look at her, and she was just staring stone-faced at the dashboard.

I followed her eyes and noticed that the title of the video I had been watching before she came to pick me up was still being beamed to the head’s-up display. There it was, in plain sight for my innocent fiancée to see: “Cuckold shares wife for the first time”. I hit the engine button as I saw this, embarrassed at everything that had just transpired.

A million thoughts were running through my head. The most prominent of these thoughts was: is she going to break up with me now that she knows I’m an absolute pervert? Then there was: is she going to break up with me because I now clearly watch porn when she’s not around? Is the wedding still on? Why the fuck did I not close the incognito browser when I was done? Why does my car’s Bluetooth not prompt to ask which freaking phone it wants to connect to?

These questions flashed like a dingy motel’s flickering light bulb in my head, too fast for me to rationalize any answers.

I think at some point I just gave up and put my head in my hands. I was equal parts mortified, embarrassed, and tongue-tied. Done in by the same technology I had been praising when I woke up. “You can access porn anywhere!” Ugh. Dumbass.

It was Jane that finally broke the silence. I glanced over at her as her signature calming voice broke through my self-loathing.

“So, what’s a cuckold?”

I blinked at her. She didn’t look angry at the moment. In fact, it looked like she was smiling just a little. Maybe life wasn’t truly over?

“And why is he sharing his wife!?” As she asked this question, my amazing fiancée broke out into laughter, and I did too. It was such a relief. Jane had reacted in the best way possible, and I couldn’t believe it.

“Do you really want to know?” I asked, lifting my head.

“Well, I expect you to tell me… later.” She opened the car door as she said this, gracefully exiting as I clumsily followed out of mine. “Right now, we’re here to meet our friends!”

She turned and waved at our friends who were visible through the restaurant window, seated inside, and they waved back. Looks like there was time for this discussion later. I reached for her hand, and she for mine, as we both hurried inside.

Before we managed to get in, she gave me another kiss on the cheek, and said “I watch some porn when you’re not around too.”

I nearly tripped right into the glass doors.

When we got back home, I took a deep breath and readied myself on our living room couch. I had a feeling this might be the most awkward talk we’ve ever had. Everything always seemed to click with me and Jane, but her obvious confusion regarding what a “cuckold” even was, meant that I had some ground to cover. She took some time to pour us some water before sitting down, an adorable look of curiosity plastered all over her face.

“So, spill it, mister!” She said, handing me a glass.

“Okay, Okay.” I said, taking a sip. “I watched a bit of porn before you got home.”

“You know what I’m really asking for!” She said, shooting me an annoyed glare.

I smiled awkwardly as I placed my glass down on the coffee table. “Alright, “cuckold”… well, it’s usually a guy who…”

I struggled at this point, realizing I never really had to explain the term to anyone else before. “It’s someone who likes watching his wife do… sexual things with someone else.”

Her eyebrows shot up fast.

“Wow. Really? Are you sure it’s not like… a fake category?”

“What do you mean?”

She also set her drink down at this point before responding, “I mean, I think it’s most pleasurable having sex yourself. Especially with your partner! Right? It’s pretty obvious that it can’t be more pleasurable watching someone else have sex with your wife. How could that even compare?”

I squirmed uncomfortably, trying to look her in the eye while admitting probably one of the weirdest fetishes I had. “Well… I actually find it hot. And I think a lot of guys do too. I mean, that’s why there’s a whole category dedicated to it, right? And it’s huge! You can even look up hotwife–”

I had to stop myself at this point. I didn’t know how much she wanted to know, or how much I should be talking about this in the first place.

“Hotwife?” She tilted her head as she heard the word. “Oh, that’s what the wife of a cuckold is called in this scenario?”

I nodded before closing my eyes and breathing out. “You got it! And now that we’re done with that–”

As I stood to signal the end of the conversation (at least for me) Jane pushed me gently with her hands, signaling to me that this was not, in fact, the end of the conversation.

She was quiet for a moment before asking, “Are you a cuckold?”

“What?” I probably looked surprised. I mean, I really was. At the fact that she asked me that question, and as some odd ideas flooded like a raging river into my head. “No. I think I just like watching that type of porn.”

“Let me rephrase. Would you like to see me with another guy?”

At this point, I just couldn’t find the right words. I was just sitting there, staring at the most beautiful woman I’ve ever been with, her eyes looking straight into mine, trying to get me to spill the beans on what I consider to be my most perverted interest. I just sat there, unable to speak. That was twice today.

Jane began to lean over at this point.

“You do, don’t you?” She brushed away a lock of soft hair from her face as she crept closer. “Even if you don’t want to tell me the truth, this little guy seems to be feeling pretty honest.”

She placed a finger on the tip of my cock which was threatening to burst through my jeans, and added, “As usual.”

I shrinked away just a little. I had no idea I was getting turned on by her line of questioning. I also couldn’t tell if she was just making fun of me, or if this was something else altogether. I was honestly just absolutely confused at the situation. Jane hadn’t done anything like this before. This was not the same timid fiancée I had proposed to.

Slowly, she unbuttoned my pants, and pulled at my boxers. My dick sprung up in front of her face, and I was suddenly staring down at one of the hottest sights in the world as my fiancée reflexively bit her lip, behind my swollen cock.

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