After Ash finished giving his orders, he went to Jessie's floor. Jessie was still at the pool where they had met before. After James went on his mission, Jessie was enjoying her leisure time alone. After all, according to her wishes, regardless of whether the boss changed or not, her vacation would continue.
However, this time Jessie's attire was quite daring. When Ash got closer, his already limp cock immediately hardened. Unexpectedly, Jessie was wearing a gold V-neck swimsuit. Her already large breasts were barely covered by the swimsuit, and her large nipples were faintly visible through it. Her pink pubic hair was also peeking out from under the swimsuit. This was hardly a swimsuit.
"This is practically lingerie!" Ash thought, wondering if she knew he was coming and was deliberately trying to seduce him.
"Isn't this the new boss? What are you doing here?" Jessie saw Ash through her sunglasses and noticed the change in his pants, but she didn't seem to care and just smiled.
"Just checking to see how your vacation is going?" Ash said, his eyes roaming all over Jessie's body, staring at her barely-covered breasts and the way the tiny swimsuit hugged her curves.
Jessie seemed oblivious. "It's been pretty good, just a little boring."
"Oh? What's wrong?" Ash casually walked over to Jessie, grinning broadly.
"James's gone and there's nobody to talk to. Isn't that boring?" Jessie said with a smirk.
"How about I keep you company?" Ash crouched down, his face less than ten centimeters from Jessie's.
"Just a chat, boss? I know what you're thinking." Jessie glanced at Ash's crotch and chuckled.
"What do I mean?" Ash found this intriguing. This Jessie was different from the characters in the anime or elsewhere; she was clearly more open-minded.
"You sended Butch and James away, just to get closer to me and Cassidy, right? Besides, I already know about what happened between you and Ariana last night, but I didn't expect you to come to me so soon," Jessie said calmly, her expression slightly sarcastic.
"So what do you mean?" Ash laughed, a genuine laugh this time. It seemed Jessie was quite clever; it looked like he didn't have to use hypnosis later.
Jessie gave a teasing smirk and slowly pulled the edge of her swimsuit aside, letting one big, hard nipple pop out into the open.
"What do I mean? Simple. I want to see what you really want, Boss."
She looked straight at him, totally calm, like she already knew exactly what was coming and was waiting for his order.
"Oh? What do I really want? Tell me," Ash found it amusing, reaching out to pinch Jessie's nipple between his fingers. Jessie's body trembled slightly, but she didn't resist.
"If you just ask me for sex, I'll say no.
If you try to force me, I'll fight back.
But if you give me a direct order as my boss…"
Jessie took off her sunglasses and stared straight at Ash with a teasing smile.
"…I'll do anything you say."
"So that's what gets you wet, being ordered around." Ash licked his lips slowly, then slammed Jessie down onto the pool chair without warning.
Jessie just grinned up at him, eyes shining. "Exactly. You're the boss now, so I have to obey every word. So, Boss… what are your orders?"
"I order you to be my bitch!" Ash suddenly laughed, grabbing the V-neck swimsuit and pulling it up until it sank into Jessie's plump pussy.
Jessie suddenly moaned, "Ah… woof woof, yes~~~ We used to be Boss Giovanni's little bitches, woof woof~~ Now we're your bitches, Master, woof woof~~~"
Her eyes were full of lust, tongue hanging out, acting just like a horny dog.
Ash's eyes went wide. "Wait… you too? Who else exactly?"
Jessie answered right away, still panting like a puppy: "Woof woof! Me, Domino, Ariana… we were Giovanni's personal sex pets. He trained us to bark and beg.
Now we belong to you, because you're the new boss, woof woof~"
Ash's actions didn't stop. Seeing how much lustful fluid Jessie had produced, he immediately pulled open her swimsuit and inserted his cock .
"Haaaaaa~~ Woof woof~~ Ahhhh~~ Boss haa ... "How come I didn't see that? And call me Master, not Boss." Ash's thrusting speed increased again.
"Woof woof~~ Yes, Master, haaaaa~~ You can't usually tell, haaaaaa~~ but those girls, uh haaaaa~~ they were Giovanni's personal masochistic sex toys, haaaaaaa~~ especially White, haaaaaaa~~ don't let her cold face fool you~~ uh haaaaaa~~ just a few hard slaps and she turns into a total begging slut, haaaaaaa~~ Black too, haaaaaaaa~~ both of them are born masochists, haa… woof woof~~~ I'm your lowly little bitch, Master's personal cum toilet woof woof~~ the second your cock goes inside me I cum like crazy haaaaa~~~ woof woof~~~ this bitch has already orgasmed twice ahhhh~~~ Master can pump all his thick semen inside anytime woof woof woof~~~ please fill your bitch up with your hot cum~~~" Jessie moaned like a complete slut, panting and barking, clearly perfectly trained by Giovanni.
"Damn, your pussy is really good, Giovanni really knows how to enjoy himself." At this moment, Ash changed Jessie's position; Jessie moved on top, while he lay on the bottom.
"Woof woof haaaaaa~~~ Now woof woof~~~ this bitch's sloppy pussy is all yours, Master haa…"
"You don't need to tell me… just move your hips." Ash grabbed her huge breasts and squeezed them hard, making Jessie moan and squirt another hot stream all over his stomach.
"Woof woof… so good… ahhhhh… Master is amazing… ahhhhh… this bitch is cumming again… ahhhhh~" Jessie cried, her whole body shaking as another orgasm hit her.
The way her pussy squeezed him pushed Ash right to the edge. He slammed deep and finally let go.
"Take it all… you filthy little bitch…"
Thick, hot cum shot out in long, heavy spurts… one after another… flooding her womb completely. So much poured inside that creamy white semen instantly overflowed, dripping down her thighs in thick, sticky rivers.
"Ahhhhhhhh… woof woof… Master's thick cum is filling me up… ahhhhh… so hot… so full… my womb is stuffed… ahhhhh… woof woof~" Jessie's eyes rolled back, tongue hanging out, body jerking with every new blast until she was completely overflowing.
Ash finally stopped, watching his seed drip from her stretched pussy in long creamy strands.
"That felt incredible… but we're not done… round two starts now… don't pass out on me~" He sat up, grabbed her thighs, and flipped her onto her back again.
"Woof woof~~ yes Master~~ please use your bitch however you want woof woof~~~" Jessie begged, tongue still out, eyes full of lust like a perfect female dog in heat.
Ash lined up and slammed right back inside, ready to fill her up all over again…
In an instant, the swimming pool was filled with the scent of spring.