Well, I enjoy cuckold fantasies (I'm assuming we all do, since we're here) but I haven't actually been cucked yet. I've had 2 fairly close encounters though. The most recent was with my ex-girlfriend (we broke up fairly recently, I've posted on here about her and our fantasies to try new things a little bit, but that was when we were still together). We discussed my fantasies and it often came up while we were having sex, seemed like a turn-on for us both and she even agreed to give it a try. Sadly, apart from our sex life, our relationship was breaking down and we decided it was best to split. Ironically enough, I've heard she's been a naughty girl and slept with two of her exes since we broke up, just casual sex. She had been planning a trip to Cuba for quite a while, since we were together, and she decided to take it after we broke up. I've heard from mutual friends that she had sex on the beach (no, not the drink) with a local on the trip. Why couldn't all of his happened when we were together? 
The second time is a little more obscure. A few years ago, I was interested in this girl I knew. We started talking, became good friends and even went on a date, but afterwards she stopped talking to me. I found out she had started dating a black guy and that's why she had stopped talking to me. A few months later, I heard she was pregnant with his child. Not even close to being cucked, I know. I just find it hot that so soon after becoming close to me, she was opening her legs for another man, probably without protection since she got pregnant.
So, if you haven't been cucked yet, what is the closest you've been to it?
The second time is a little more obscure. A few years ago, I was interested in this girl I knew. We started talking, became good friends and even went on a date, but afterwards she stopped talking to me. I found out she had started dating a black guy and that's why she had stopped talking to me. A few months later, I heard she was pregnant with his child. Not even close to being cucked, I know. I just find it hot that so soon after becoming close to me, she was opening her legs for another man, probably without protection since she got pregnant.
So, if you haven't been cucked yet, what is the closest you've been to it?