This happened about 5 years ago. I still feel a bit bad about it but it also turns me on to think about at the same time.

I met Rae through a dating app and things escalated quickly. After chatting back and forth a bit, she confessed that she was married. I was a bit let down at first. I felt like she had led me on, but she was gorgeous and I didn't let it deter me. I knew that meant she wasn't interested in dating and I was, but the more I thought about it, the more the thought of fucking a married woman started to turn me on. There's just something so primal about seducing another man's wife. I do feel a twinge of regret that I actually went through with it, but that feeling of lust wins out every single time.

If I'm being completely honest, I'm just an average guy. But there's one thing about me that is far from average- my cock is twice as big as most guys out there. And while that might seem like an awesome thing, just know that it has intimidated and scared off about 60% of women I've wanted to date. I can't tell you how many times I've gone out with a breathtakingly gorgeous woman just to have things fall apart when she sees what's between my legs. "It's too big," "I'm scared it's going to hurt," "its too intimidating," "I'm sorry I just can't, I physically just can't."

But Rae wasn't looking to date. Rae was married. And there's only one reason why a married woman goes on a dating app. So I sent her a nude of me, fully hard. Silence. I figured my size scared her off like it had so many others.

But then she started typing. Oh boy here it comes.

"I need you inside me."

It turns out that Rae's husband was an inch short of average and didn't have any other skills in the bedroom to make up for what he lacked in size. She had never tried a truly big cock before and she literally started begging me to let her try mine.

She didn't know it, but she didn't have to beg. I found myself so sexually attracted to her that I felt like I should be the one begging, but I didn't let on.

I told her to meet me at my office building that afternoon at 4pm when everyone went home for the day and the place was cleared out. It had always been a fantasy of mine to fuck someone in my office and with her being married, her place wasn't an option.

4pm came and she actually showed up. I led her inside and locked the door behind us. I asked her if she understood what she was asking for and she shakily whispered yes.

I pulled her pants down and sat her on my desk and got on my knees and buried my face between her thighs. She was so wet, her musky secretions were running down my chin and smearing across the sides of my face.

My cock was rock hard at this point just from smelling her and I couldn't wait anymore. I tugged it out with one hand and pushed her legs open with the other.

I pressed into her but the fat, swollen head of my cock was just not going into her at that angle. I told her to lay down on her back on the floor and I centered myself between her legs. I pushed but there was still so much damn resistance. Her husband must be pencil thin. I poured lube onto my cock and buried myself into her. I could feel her pussy stretch like a rubber band before it gave way and suddenly it slid in until it slammed against her cervix. She let out this sound that was more like half gasp and half moan. I wasn't sure if it was one of pleasure, shock or pain. But I kept pounding her until her legs were shaking and my balls were empty.

As I pulled my cock out of her, air rushed in like an air tight seal, and my cum poured out and flowed down the crack of her ass. In the heat of things, I forgot to ask if she was on birth control (turns out she wasn't, but that's a whole story of it's own).

I looked down and saw that she was bleeding. I wiped it away and saw that her pussy actually tore in 3 places. Just 3 tiny tears the size of a papercut. I felt so fucking bad that I hurt her. I couldn't stop apologizing. My cock actually tore her open even though we used a crazy amount of lube.

I told her I was so so sorry, but she said it was OK. She said it hurt, but it was a good kind of hurt.

I texted her afterwards apologizing again, and she said she was addicted to the way my cock stretched her. That was the beginning of a 2 year long affair.

Rae, if your see this, I miss you.