Milf's Diary

I was gently sucking on her little piece of meat, hidden between her folds. While her loud moans made me quite satisfied, they were helping me forget the pain of not being able to get hard.

Every single moan of hers was a sign that even without cock I can still win over milfs. And to break this curse, I need to make my grimoire spirit stronger, which can be done by claiming more and more milfs.

"Suck it, harder..." She placed her hand on my head, pulling my face onto her crotch. She also made my nose poke into her clit, her lower lips giving it a gentle kiss. I didn’t even try to resist, as it felt just so good.

I slowly began to lick her clit like a dog, giving her continuous long strokes with my slippery tongue. I was getting to a perfect blend of sweet and sour from her love juice, which was like an energy drink to me, making me even more excited to poke my tongue into her depths; sadly, it wasn’t as easy. I was only able to brush against her inner lips, giving me no chance to penetrate her.

"You do want to get deeper?" Cassy asked, feeling my continuous struggles to dive into her depth.

I guess she was intentionally keeping her muscles tight just to tease me. After a few more tries, I knew it wouldn’t be an easy task to get deep into her.

I gave her clit a long kiss, taking one of her folds into my mouth gently, my teeth brushing against its delicate skin. I was working with extreme focus, not wanting to hurt her in any way, but also giving her the pleasure of being on the edge of the knife.

"Am~ mm~ you are fucking amazing~" She praised my effort wholeheartedly. She even started ruffling my hair, completely giving up on forcing my head on her crotch. Her lips were curved into a smile as she continued watching me work on her most delicate body part.

"I think you should use your fingers, or you will stay in the outer area for eternity," Cassy said, spreading her arms wide, while lying back on Jack’s chest.

Hearing her words, this time I knew she was right, so I didn’t try to snuggle my tongue inside her anymore and switched to my index finger. I placed it on her folds, gently brushing it with love. I even circled around her outer skin, playing with her pubic hairs, which were quite dense.

Every single one of the actions I took was watched by Jack, while Cassy lay on her chest like an empress. The sight was so lewd that I wondered if I would have been still playing with her like that if my cock was normal. Though the answer was obvious, I would have been moving my hips like a dog instead of enjoying this slow and sensual experience.

This could be considered a good lesson for me in the future. I think I would also need to practice threesomes and foursomes, just so I won’t embarrass myself after claiming the throne as Milf emperor.

"Bro, you shouldn’t make sister Cassy wait so much. The last time a man tried that, had his head squeezed into pulp between her thighs." At this moment, Jack’s gentle reminder came into my ears, who was simply fondling with her breast.

"Jack, don’t scare your friend like that; that was just an accident," Cassy said casually, not really bothered by his words. But I knew what I had to do now.

I stopped this slow fun and got back on her clit, I placed my finger at the bottom of her entrance and gently slid it upwards, as her lips parted automatically, making way for my finger.

My fingers were touching her pink flesh directly, feeling the warmth of her depth. I began slowly pushing it deeper, which required a lot of strength. Even after this much foreplay, it wasn’t easy to push my finger inside. I wondered how someone would have fucked her.

"Bro, if you’re wondering how someone would get their cock into this tight pussy, then let me tell you she is still a virgin." Jack’s words came at the exact time, as if he was reading my mind.

I couldn’t help but wonder if he had some ability to read the minds of others.

"Though many people tried, they were just too weak to be able to penetrate her," Jack added, placing his lips on her brown nipple, not talking anymore.

Seeing him getting to work, how could I lag behind? I also started shoving my finger deeper, with twist, push and pull, and I was more than two inches deep into her. Her muscles were tightly squeezing my finger together, not even leaving a space for air.

"Fuck, why the hell are you so tight? Can’t you loosen up a little?" I said, struggling to go deeper. It felt like defeat, but there was nothing I could do. But that didn’t mean I would never be able to dominate her. All I had to do was get her recorded on the Milf’s Diary, then I might be rewarded with her talent, which would make this rather easy in future.

"Nah, if I have to loosen myself, then what’s the use of you guys? I could have better satisfied myself with my own hands." Her words were quite logical, not something I could argue with.

I leaned on her entrance while my finger was still inside; I started licking the area around clit, slowly pulling and pushing my finger, trying to make her little more so it would be easier to slide my finger into her depth.