I Tame Beauties and MILFs
Chapter 43: A Week’s Progress
The following days went by quite fast.
Edward spent nearly every waking hour maximizing his earnings. He booked escorts back-to-back, making sure to milk every one of them to the best of his ability, utilizing the perfume generously without fail. The system rewarded him handsomely as usual, and slowly but steadily, his balance climbed, giving him the capital he needed to invest in himself to get even more.
Of course, the idea was to improve his strength and make up for the shortcomings of the ability he purchased, but if he wanted to get someone good, he would obviously need money. With that thought, he decided to get something that would let him milk these ladies even more.
Besides that, one idea that crossed his mind was to get himself an ability that would enable him chat at gambling, something that could manipulate probability or at least give him an edge over the game.
While that was a very sound idea, the plan still had a lot of holes. It would have been possible with highend abilities, but with his shriveled account balance of a mere few millions so far, that would be impossible. That means he could only look at the cheaper skills, like some kind of detachable invisible eye that would allow him see the cards of others, and abilities at that level.
But after careful consideration, he dismissed that idea promptly. The high-end casinos had their own countermeasures to deal with super powered individual that planned to be smart in their establishments. They usually had specialized people with powers specifically designed to detect and neutralize such cheats. Without a top-tier ability that would be hard to detect and see through, it would be too risky. He couldn’t afford to draw that kind of attention yet.
This was the exact reason why he chose to focus on a more practical upgrades.
The ability he purchased was an affordable massage ability. On paper, it was meant for therapeutic muscle work and regular massage—a skill that would turn even an unlearned person into a massage genius—In practice, Edward used it in the most deliciously perverted way possible, targeting clits, g-spots, nipples, and sensitive inner walls with unnatural precision.
The ability allowed him to bring women to shattering orgasms under a few minutes with just a few strategic touches. It wasn’t as powerful as the instant-orgasm touch skill he saw in the system store while looking around, but with the right mindset on how to put it to work, it was extremely effective for his purposes. As for the other skill, even though it cost a few tens of millions, how could he not desire it? He mentally favorited it for future purchase.
...
During that week, he saw Tiffany alone three more times after the first. Each encounter was naturally longer and more intense than the last, and somehow, she still wanted more each time and didn’t tire of him at all. She even stopped receiving pay, rejecting it saying their relationship was past that. She was becoming genuinely addicted, texting him constantly and practically begging for his time.
On their final meeting of the week, Tiffany arrived at the hotel suite looking stunning in a flowing black dress. On that day, instead of rushing him like a girl in heat as she normally would, they actually started with conversation, lounging on the sofa with drinks, like a preparation to something more.
"Something came up with my aunt," she said, sipping her wine. "She won’t be back until the weekend. But don’t worry. She’s definitely interested."
Edward nodded. "Good. I’m looking forward to it." Thinking about her words, Edward wondered if he really even missed an appointment with her last time. It was possible she had travelled by then and Tiffany was just teasing him before. 𝓯𝙧𝓮𝓮𝒘𝓮𝙗𝙣𝒐𝒗𝒆𝓵.𝓬𝓸𝒎
Tiffany smiled playfully, rubbing Edward’s thigh through his shorts as she leaned close. "You sure you can handle the kind of people she deals with? Politicians, celebrities, heroes, corporate executives... even a few underground bosses with powers and some villains. It’s a whole different world, you know?"
Edward’s eyes gleamed with ambition as a cold laugh escaped his lips. "What? You don’t trust my abilities?" he said, pulling her by the back of her neck for a kiss that quickly turned sloppy.
This new exposition was huge. This was exactly what he was looking for, a way to get those women in high places. With those connections alone, once he conquered them, what could get in his way?
The conversation naturally shifted into something far more physical after that.
Tiffany straddled his lap, kissing him deeply as Edward’s hands roamed her body, stretching her soft watery ass firmly. He activated his new massage ability, pressing his palms firmly against her soft heavy breasts through her dress. As he roamed, his fingers found her stiff nipples, pinching down on them with measured pressure, sending targeted sensations straight into the sensitive tissue.
"Ahh~" Tiffany gasped sharply, her back arching as she bit her lower lip, feeling the arousing sensation build quickly through her body.
He massaged her breasts with slow, deliberate circles, focusing on her nipples and the area around. Tiffany could have never thought that touching her nipples could feel so good, talk-less of doing it through fabric.
Within minutes, she felt her entire body trembling slowly, unexplainable pleasure quietly traveling under her skin to every part of her body. She wanted to pull out his cock, but her hands couldn’t leave his shoulders as she held on firmly, head alternating back and forth.
In just two minutes, she couldn’t help but cry out, repositioning herself unknowingly on one of his leg so that she was grinding desperately against his thigh as her pussy clenched and soaked through her black silky panties.
"Ahhhhh~~~" She moaned.
Edward couldn’t help it, pulling down her dress to expose one tit. Looking at her swollen pink nipple as he radiated a certain allure, he couldn’t help but draw close to it with his lips. His tongue wrapped on her swollen pink nipple as he sucked hard, biting down with his lips sometimes.
Feeling her pleasure building again and fast, he slipped his hand under her dress, pushed her panties aside, and slid two fingers deep into her dripping slippery cunt. With the ability activated, targeting her g-spot with rhythmic, unexplainable sensation that made her g-spot pulsate, Tiffany’s eyes rolled back, unable to close her mouth. "Oh my god~~ What are you doing to me~~?!" She groaned.
A rush of pee and fluid gushed from her pussy, shooting hard on Edward’s fingers and palm, completely soaking his leg and the sofa beneath as she shook violently on his lap, unable to let go of his head as she hugged him tightly, pulling his head into her ample soft bosom.
They stayed like that for about a minute as she breathed hard, Edward feeling his dick get harder and harder until he felt like he would burst through his underwear.
Unable to wait any further, Edward finally pulled his fingers out, stood up, leaving her collapsed ass up on the sofa. He took off his shorts, he wasn’t wearing a shirt, yanked her dress up around her waist, and slammed his thick cock into her soaked pussy in one powerful thrust, feeling the warmth envelope him whole.
Perhaps it was she just came, her pussy was unbelievably tighter than usual as he relentlessly shoved in and out continuously, feeling the insides of her pink pussy rub every inch of skin around his dick, bringing him immense pleasure.
Tiffany moaned loudly into the sofa as he fucked her hard, digging incredibly deep in this position, his heavy balls filled with his seeds slapping against her clit with ever thrust. He gripped her shoulders for leverage and pounded her relentlessly, drawing out endless moans and cries of pleasure.
"Fuck—! Daddyyyy~~! You’re gonna make me cum again~! Ouuuu~~"
Tiffany came repeatedly beneath him, her pussy gushing and clenching around his cock as he used her thoroughly, her ass often moving upwards to meet his thrusts under the convulsing orgasms. By the time Edward finally groaned and unloaded deep inside her, filling up her womb with his thick creamy cum, Tiffany was a shaking, blissed-out mess, totally used and wasted.