Helping a “friend”

Another night as an escort will hurt your pride, but so would being used and abused by the nearly 30 guys you can see not to mention any others who would pass by or even be called in by Black Jack. And one of those tasks sounds easier plus it comes with a payday. You hang your head in defeat, “Fine I’ll escort your VIP.”

“Splendid, but you I can’t take you into town like this,” he turns to the group of defeated trainers pointing at one of them he calls out, “You! Give me your clothes.” The guy seems surprised at the odd request, but after a nervous look around at the grunts he obliges handing his clothes to Black Jack. He hands you the guy’s clothes.

The red t-shirt isn’t made to accommodate your chest, but it barely manages to cover your tits. It leaves your stomach exposed, as you pull the man’s boxers on. They hug your ass tightly, and the jeans are too tight to make their way up your thighs. It’s not much but it will have to do as Black Jack guides you back into town.

“Now tonight’s VIP is actually the CEO for Kanto Power & Lights. A couple years ago, they abandoned a power plant off of Route 10. Team Rocket is interested in acquiring said Power Plant. Now you don’t need to really know any of the details, but Team Rocket’s escort services are a normal opening move for our negotiations.” You walk at his side, just shaking your head at all the info he’s giving. “But just know, Team Rocket and even myself personally will be displeased if you fail to accommodate our friend at KP&L.”

He brings you into the same fancy hotel that the Admiral had brought you to the other night. This time you don’t go to the top floor penthouse, but one of the lower floors instead. Black Jack knocks on one of the doors and you’re greeted by a middle aged man wearing silk pajamas. “Black Jack, what are you doing here? Our meeting isn’t until tomorrow.”

“Ah, I know but Mr. Hyle, what kind of host would I be if I didn’t offer a VIP like yourself one of our hotel’s elite benefits?” he gestures to you and your barely covered body. “Free of charge of course.”

“Is this some kind of bribe?” Mr. Hyle gives Black Jack a stern face.

“I’m hurt, of course it’s not a bribe. If you don’t want to accept our generosity, you don’t have to.” Black Jack takes your arm pulling you behind him as he walks away from the open hotel door. Looks like you lucked out tonight, your client doesn’t want your escort services.

“Wait!” you hear him call out from behind you. Or maybe not. Black Jack suppresses the grin on his face before turning back towards Mr. Hyle. “She can stay. And I’ll see you in the morning.”

“I’m looking forward to it.” He shakes Mr. Hyle’s hand and gives you a stern look that you know to mean ‘Don’t fuck this up.’

Mr. Hyle leads you into the hotel room. It’s modest compared to the penthouse, but still much fancier than any pokecenter room you’ve seen. He guides you to the bed gently laying you down. He lifts your shirt off and climbs in next to you. He nuzzles his head into the crook of your neck and gently sucks at your skin. His hands exploring your upper body. His sucking grows more intense, and his hands start pulling down his silk pajama bottoms. You can feel his hard cock rubbing across your thigh as he humps your leg. With a loud pop, his mouth leaves your neck as he finds a new spot to suck further down your body.

He doesn’t give you any instruction, so you just lie in bed letting the CEO suck his way down your torso as he continues to hump your leg. His journey south finally reaches your nipples, his tongue playing with your piercings. He sucks on your nipple for a short while before popping off and his thrusting against your leg stops. You feel the warmth of his load shoot across your thigh, and running down both sides of your leg.

Satisfied, he pulls his pants back up. He repositions himself on the bed. He lays across you resting his head on your body so he can lay across you with your nipple in his mouth. He suckles at your breasts, in a gentler manner than before. You stroke his head, running your fingers through his hair. Eventually the suckling stops and he falls asleep, your nipple still rubbing against his lips.

He’s still sprawled out across you, making it a difficult prospect to try and get up. You remember Black Jack’s words and instead settle for grabbing some nearby pillows to make yourself comfortable. You fall asleep with the CEO still laying his head against your chest, his arm draped across your body, and his cum sticking to your leg.