Read Story: SEASON 1 EPISODE 21

Moving up to have my nose almost against hers, I told Annalisa “No kissing” and with one hand kneading her ass, I began to move between suckling her nipples and kissing her neck. I let the ‘free’ hand move down, and first I tugged on her pubic hair, then I rubbed her clit, making her moan. I then worked down farther, and began playing with the entrance to Annalisa’s vagina.

“I moved my face back to hers, nose to nose. The, I slid two fingers inside her. Annalisa was totally wet and there was no resistance whatsoever. Instead of finger-banging her, I kept them inside her, and began working them like the fingers were ‘walking’ and grinding in a circle. Annalisa began to loudly groan and moan, asking to please fuck her, to please let her suck my dick.

Suddenly I pulled my fingers out and completely let go of her in one swift motion. “Down on your knees.” I said. When she was there, I told her, “You can lower your hands. In fact, use them to get this dick out. But you’d better give me your best, or we start with you back over that desk again.”

And she went to work. She had done this before. She varied her tempo, but was always going up and down. She periodically tried to throat it all, and eventually succeeded. Her tongue was always on the underside providing pressure. The whole time I had one hand on the back of her head, and the other mauling her tits and tweaking her nipples. Annalisa Sherrill knew what the hell she was doing.

“Pinch those nipples. Hold them out, and twist the ‘till you grunt.” I glanced over and could see that she was humiliating herself just as she wanted. I placed both hands on her head, and finding the back of her throat, I began to power-fuck her face, enjoying the gagging sounds she made.

“Here it comes” I announced and pulled out, holding her head still. I proceeded to dump spurt after spurt of my goo on her face. I came harder than I had in the last week. It felt like gun fire coming out of there. Annalisa Sherrill, noted local philanthropist and power player, sat there and took it, ending up with a very completely glazed face.

Placing my thumb under her chin, I slowly turned her face from side to side, so the phone got the full effect of her coating, then let her lick my hand clean. Only after she thanked me for humiliating her did I allow her off her knees.

“Sir, I arranged to have you the full night, and only part of it here.” Annalisa said.

“I’m aware. Take your clothes and pack them in this bag” I told her flatly.

“But what about…” she said, indicating outside her office.

“You’ve got that long coat, I’m sure it will cover you appropriately, at least let’s hope so.”

I dressed as she did as instructed. “Is your car here?” I asked.

“No. I took an Uber, as you/well, Veronica had requested. Please don’t make me walk out naked, Sir.”

Again, the game. Annalisa was well-to-do to say the least, being a local philanthropist of note in the local area, so I had to be careful. But on the other hand, she had paid really well, so I intended to give her a performance she would never forget. Also, Annalisa seemed to ‘enjoy’ the challenge, so I was going to go with it.

Annalisa’s car was a Rolls Royce Phantom. I held the door for her, but I let her drive. As soon as we were in the car, I pulled open the coat. “Nice” I simply said.

She was embarrassed and did protest, but I did catch the tiniest smile from her. Annalisa apparently thought that I couldn’t see her in the dark, but her puffy nipples and wry smile told me she was getting her money’s worth. Goodness knows I was.