Cuckolding A Sugar Daddy ♕

I enjoy the quality of life, material possessions, and sex.

Cuckolding a sugar daddy seemed like the perfect accessory to my summer. His pockets were deep and his hands always open. I let him court me and impress me with the power of his wallet, holding off on sex until I felt he’d invested enough in my performance. Our first time together was okay, but his dick disappointed me. Our age difference was clearest when the lights were out and his mouth had done a stellar job of getting me all wet and slippery. I was ready to squeeze a big rock hard cock inside of me. Instead, I got someone medium-firm and just a few inches deep. Because he’d clearly mastered the art of cunnilingus, I was able to cum several times nonetheless. But after all his efforts, I had to risk losing spending sprees when I told him the only way sexual relations between us could work. I saw no future without cuckolding my sugar daddy.

“I am sorry but your dick just isn’t good enough for me. Cuckolding a sugar daddy could be fun though.”

He paused to process my words. He appeared to have been taken off guard a bit, perhaps very slightly humbled if a man of his means could ever care so much. Then he raised an eyebrow and said – “Would I still prep your pussy with my mouth?” To which I smiled widely and nodded ‘yes’ enthusiastically. Then I wrapped my legs around his torso and pulled him back into bed with me as I guided his head down my body and let him work his magic on my pussy with that extraordinary mouth of his. In between orgasms, I began to fantasize about all the potential scenarios possible for cuckolding a sugar daddy best.

I adore the sensation of cum rushing deep inside of me from the explosions of a hard cock.

So of course my first draft for the experience was a sexy college boy I knew from home. We’d flirted in the past but never gone so far as to get my panties off. I knew him to be a bit of a partier, an adventurer, and I’d seen the outline of his cock in his swim trunks a few times when we’d gone river rafting with friends. I knew he would not disappoint me. I’d wanted him for a long time and I had no doubts he wanted me. When I asked him how he felt about cuckolding a sugar daddy, he laughed and just wanted to confirm that he’d only be having sex with me. I am not sure whether he had performance anxiety but I assured him all the pleasure would be ours and he’d make my sugar daddy look like a tiny penis in the NFL.

“Yes sweetie, all the attention will be on me. We will be cuckolding a sugar daddy, he only watches.”

We laughed together and then used our imaginations to play out the fantasy of cuckolding a sugar daddy. But when all three of us were actually in the penthouse suite together, we came into a few fun surprises. Can you imagine what they were? Let’s you and me play them out together. Call me.