Sugar-Mommy Rank - City OF Astar
1 - Victoria 'The Red Velvet' - 75k Gold
2 - Countess Anna Von Astar - 35k Gold
3 - Baroness Bianca Von Shunmer - 22k Gold
4 - Lady Amelia Smith - 12k Gold
….
9 - Captain Maeva 'The Black Widow' - 3.5K Gold (Contested)
….
The Sugar-Mommy Rank was a crucial function of the Sugar-Baby System. It was able to scan the city I was in, and created a Raking with the potential targets available.
In the city of Astar, my options were pretty limited.
That place was known as the "Paradise of Adult Entertainment."
Most of the residents were commoners. Only two noble families had permanent residences there. The vast majority of the city's wealthy folks were brothel owners.
So, there wasn't much I could squeeze out of that place; everyone there already knew me.
The rich brothel madames, like Victoria, had a sort of loyalty pact. They didn't sleep with the sons of courtesans like me.
And I wasn't about to risk messing with the wives of the city's pimps either. I still liked having my... you-know-what firmly attached between my legs.
The two noblewomen in town weren't an option either.
Countess Anna was a bitter old hag. I wouldn't stick it in there even for a fortune. And Baroness Bianca's husband, Baron Von Shunmer, was the captain of the city guard.
I wanted to keep my head right where it belonged, on my shoulders.
My best shot was Lady Amelia, the wife of the richest merchant in town. But, of course, there was a catch.
There was always a catch.
Getting to Lady Amelia wasn't hard. But pleasing her? Now that would be painful. She was known throughout the city for her taste in BDSM.
And yes, the system had that little restriction.
I had to satisfy the Sugar Mommy's desires. If my performance wasn't up to par... the whole thing wouldn't count.
But that city didn't have much to offer.
Aside from Lady Amelia, there weren't any other real options. I needed to head out to other cities in the Kingdom.
My thoughts, however, were abruptly interrupted because Lilian had just hit a critical point.
Forcing me to tear my eyes away from the system screen and give her a bit of... well-deserved attention.
She was a professional.
The things she could do with that mouth of hers were nothing short of miraculous. I didn't last more than a few minutes once she really got to work.
Soon enough, I was spilling into her mouth.
If every morning was going to start like this, I'd be the happiest man alive.
Lilian was a succubus.
Which meant her main source of energy was… milk, if you catch my drift. Among other things.
And she had just finished milking, her breakfast out of me.
"What are you going to do now?" she asked as she lay down beside me, her mouth still messy with my milk.
"I think I'm going to become a merchant. Travel across the kingdom selling my goods."
I began explaining to Lilian the plan that had been forming in my mind.
"Where are you going to get the money for that?"
Lilian didn't doubt I could pull it off, she was probably just curious.
Still, I had to be careful. I didn't know what kind of consequences might come from revealing the existence of the System.
"I'll try to get a loan. See if I can find a merchant to become my patron."
I didn't want to lie to Lilian, but for now, it was necessary.
"You probably already have someone in mind, don't you?" she asked.
"The owner of the Smith Company. More specifically, the owner's wife," I replied.
The money would come from her… it just wouldn't be a loan.
"Ooh, you naughty boy!" Lilian teased. "You sure you can handle her? They say she can be a bit… brutal."
"More brutal than the Captain already was? That's gonna be hard to beat."
The original Mathew had died between the Captain's legs. What could be more brutal than that?
Lilian was clearly curious about what the Captain had done to me. But she dropped it once she realized I wasn't going to spill.
"Do you need my help with Amelia?" she asked, flashing me that teasing look that always messed with my focus.
"No, thanks. With you there, she might get too creative."
The last thing I wanted was a succubus giving ideas to a dominatrix inside a BDSM dungeon.
"Anything else I can help with?" she asked, giving me a look that left little to the imagination.
Oh, I would've loved the help she was suggesting. But the sooner we got out of that town, the better.
"You can help by starting to prep our departure."
She wasn't thrilled with that answer, not one bit. But someone had to stay focused, and for now, that someone was me.
"Check the dates of the next caravans. And the adventures available for escort."
We'd also need new clothes, gear, supplies… basically, all the boring stuff. I dumped it all on Lilian's lap. She didn't love it, but I'd make it up to her later.
After breakfast, her second serving, if you catch my drift, we went our separate ways. My destination: the Smith Company. Mission: land my second sugar mommy.
I was greeted by none other than the cuckold himself.
"Mathew, does Lady Victoria need anything?" he asked with a clueless smile.
"I no longer work for her, Mr. Smith. Lilian and I bought our freedom," I replied, standing tall.
"Well, well, Mathew, my boy… so you finally did it?"
My target finally made her entrance. If you looked at that petite, sweet-faced woman, you'd never imagine the sadistic mind hiding behind it. Lady Amelia. The local BDSM queen. And, if I played my cards right, my next sponsor.
"Lady Amelia, you're exactly the person I was looking for," I said, flashing her my most seductive smile. Judging by her face, she knew exactly what I was offering and what I wanted in return.
"And what could this humble merchant possibly do for you, Mister Mathew?" she asked, her smile giving away everything her lips hadn't yet said.
Her husband stood right there. Either he was totally oblivious or had a thing for being humiliated. Either way, not my problem.
"Now that I'm a free man, I'm thinking of becoming a merchant. Traveling the kingdom, selling my goods. I was wondering if you might have some… advice."
Amelia smiled widely. The kind of smile that says this is going to cost you, darling.
"My Amelia just loves helping the new generation," the cuck chimed in. "She'll be delighted to support you."
This guy knew exactly what was going on. That was some world-class denial right there.
"I'll leave you two alone. Take good care of Mister Mathew, my dear. His mother was an old acquaintance."
That bastard just implied he'd... You know, been with my mom. Oh, now I had even more reason to take extra good care of his wife.
"Shall we go upstairs to talk, Mister Mathew?"
Oh, we shall. Time to fire up the System and start making some real money.