When my ex first messaged me wanting to reconnect, early in my relationship, my boyfriend immediately became jealous and made me block him. At that point, my current boyfriend and I were just beginning to explore cuckolding with dildos and online play. However, he soon realized that his own smaller size meant I deserved a bigger dick. This realization didn't come from a place of insecurity but from understanding my true love for small penis humiliation. He eventually agreed to let me unblock and reconnect with my ex. I was excited by the idea, knowing my ex was exceptionally well-endowed. I'd never stopped thinking about how much I wanted to fuck him.
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Three months later, while my boyfriend was out of town, I decided it was time. Before I even messaged my ex to make plans, I posted a size comparison picture of his smaller dick next to my ex's, truly showing how much of a difference it was. Being given permission to finally meet my ex after wanting him for so long made the anticipation incredibly hot. I messaged my ex last Wednesday, and we made plans for Sunday. He came over to our apartment (my boyfriend pays for it which makes it even hotter), and I officially cuckolded my boyfriend with my ex in the very bed we share.
I kept my boyfriend informed every step of the way: I told him my ex was coming over, updated him the minute he arrived, and shared every single detail afterward.
This was a first, but absolutely not the last time. I'm still trying to figure out if my orgasms were more intense from the physical pleasure of a bigger dick, or from the immense thrill of knowing my boyfriend has fully embraced his role as my cuck. There's truly no turning back now.

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