I have an average sized cock — somewhere between 6.5 and 7 inches in length and average girth, and up until a year ago I was the biggest my wife had ever had. Before that she had always been relatively well sheltered. She didn’t watch porn and was a virgin when I met her. All in all she was just relatively inexperienced when it came to sex.
The first time I saw her with a bigger cock was after a night of drinking games with another couple who we are good friends with, Gabe and Kara. We had more or less expected things to progress sexually so when things got heated between my wife and Gabe it wasn’t a surprise. The part that I hadn’t expected was the role Kara would play in turning me into a cuckold for the first time.
Gabe had a HUGE cock. Kara later told me it was 9 inches and with plenty of girth and that still seems small compared to what I thought I saw that night.
Things progressed quickly and at the moment of truth I was sitting on the couch next to Kara while my naked wife straddled Gabe on the other part of the sectional. At that moment with my wife’s pussy hovering just a few inches above Gabe’s cock Kara leaned over to me and said “how much do you think she’ll be able to take?”
My wife and I had never played with big toys before that night so I wasn’t sure what her limits were but I was sure that Gabe could exceed them. In the moment with my breath coming shallow and my eyes glued on my wife’s wet pussy all I could manage as an answer was a weak “I don’t know”. I wouldn’t have to wait long to find out.
My wife reached down to position his cock putting it at the entrance to her pussy. With the tip pressed against her opening she paused.
Kara put her mouth to my ear. “Are you ready to see your wife’s pussy filled?” She asked in anticipation. I nodded slowly fearing that I would miss it. I shouldn’t have worried.
My wife slowly sank down onto Gabe’s cock, letting out a held breath as she did. I watched as inch after inch of Gabe’s impressive girth disappeared into my wife. First it was just 3 inches, then 5 and my wife was still sinking down. Now 7 inches of Gabe were inside her and she paused, inhaling again for the first time in what seemed like minutes.
“That’s the deepest you’ve ever been inside her” said Kara. And I wasn’t sure if my wife could take more. She sat there on Gabe, her pussy stretched more than I had ever seen it, leaned forward and gave him a deep kiss.
Then, without warning she lifted her hips an inch back up before lowering herself the rest of the way down Gabe’s shaft. My wife let out a moan of pure ecstasy and leaned in to kiss Gabe with only his tight balls visible below her spread pussy.
Kara was obviously impressed. She whispered in my ear again.
“Now he’s been farther in your wife than you’ve ever been.”
“Than you’ll ever be.”
And it was true. I had fucked my wife a thousand times over the course of our relationship, but that last 2 inches of Gabe just met a virgin part of my wife’s pussy.
My mind reeled with this realization. It was one thing for another man to know how the inside of my wife felt. It was something else entirely for him to know better than me. I’ll live with that knowledge the rest of my life. That the deepest part of my wife belongs to another man.
Source: reddit.com/r/eroticliterature/comments/s4uw93/thats_the_deepest_youve_ever_been_inside_her_mf