Unexpected Contract

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Poppie

The charity event was very nice and I had an absolute ball. Richard was nice to hang out with and he wasn’t bad in the bed either. Plus I got an extra bonus. I didn’t have a problem with that at all. I also was able to go on the date with him, no extra charge. We went to a nice Italian restaurant for dinner at Sierra Tavern in downtown Chicago. It was way out of my league, with or without my job.

We ended back at his place, the mansion, where I was fortunate enough to run into his father, Richard A. Fitzgerald II. He introduced himself while his son was conveniently out of the room.

“Hello there young lady, I’m Richard Fitzgerald II. I’m Richard’s father,” he said, extending his hand.

I politely laid my hand in his as he kissed the back, “I’m Penelope, nice to meet you Mr. Fitzgerald,” I replied. He gazed at me as he lowered my hand from his lips. He looked like he could devour me at any moment. He looked at me as if he was a wolf and I was his prey. The look in his eyes sent a chill through my body indicating he was not the best of people.

“Nice to meet you Penelope,” he said, stepping back and looking at me up and down. “I take it that Richard is being a gentleman,”

“He is, thank you for your concern,”

“No problem,” he folded his arms and tapping the side of his cheek. “If memory serves me correct, you are with Elegant Escorts, correct?” he asked.

He already knew that I was. I don’t know what game he was playing but I wanted no parts of it. I’m sure his father set all of this up with him knowing everything his father was doing for his grandson.

“That is correct,” I said trying to figure out where he was trying to go with this conversation.

“Interesting, you must be rather new,” he said. It was at that moment I realized that he was a frequent customer of Elegant Escorts.

“I am,” I responded.

“I figured as much. I would have remembered you,” he gazed at me wantonly. He looked like he frequented the establishment on a regular basis.

“Is there something in particular you’re looking for, father?” Richard said as he returned to the living room.

“No,” Richard II said, staring at me for a moment and turning to his son. “I was just introducing myself to Penelope.

“Oh ok,” he said looking at me and then back at his father.

“Well, I will let you two get back to whatever you were doing.” He turned to walk out of the room. Just before he reached the entrance, he turned back and looked me. “Nice to meet you Penelope. I hope to see you again,” he said looking at me.

“Nice to meet you as well,” I smiled. Richard II waved and left. I looked at Richard who had a concerned look on his face. “Is everything okay?” I asked.

“Yes,” he huffed. “I’m sorry, I apologize for my father,”

“Apologize? He didn’t do anything,”

“Not yet,” he said looking frustrated.

“What do you mean?”

“He always likes to cheat on my mother. I know he uses the service and I knew when he saw you, he would be interested,”

“Oh, I’m sorry,”

“It’s not your fault, it’s just the way he is,” he said sitting next to me on the couch.

“Well, let’s not talk about him anymore,” I said, turning him towards me. I needed him to take his mind off of his father and on to me. “Kiss me,” I said. His eyes grew large as he realized what I was saying.

“Won’t that be extra?” he asked.

“This one is on me,” I said looking at him. Richard smiled as he leaned in for a kiss. He kissed me softly as I leaned back, pulling him with me.

We were in a moment of heavy petting when I realized we were being watched from the hallway by Richard II - young Richard’s father. I saw him as young Richard kissed me on my shoulders. I saw him lick his lips from the hallway as he slowly slithered away after getting his dick hard. I was getting a bad vibe about him.

---

Vanessa

“Hi Penelope,” I said as she walked into the foyer of my house. “I’m so glad you were able to meet me at my home,”

“It’s not a problem,” Poppie said, looking around at the monster of a home. I could see that she was amazed. “You have a beautiful home,” she said looking around while we walked to a sitting room.

“Thank you Poppie,” I said as she sat down on the couch. “Please sit,” I motioned for her to take a seat. She sat across from me while she continued to look around the home.

“Would you like something to drink?” I asked.

“No thank you,” she responded.

“Ok, well let us get down to the reason I requested you to come to the house.”

“Ok,” she said, turning her attention directly to me. She had grown so much since I found her. She has learned so much and she carries herself with so much more confidence now.

“I understand you had an amazing time at the charity event, is that correct?”

“Yes, it was amazing. All of us had an great time,”

“Good to hear. I love to hear when my ladies have a good time,” I said smiling. “I also understand that you also had a date with the Governor’s grandson Richard III,”

“Yes, that is correct. Since the event was for charity, the guys participated in an auction. The highest bidder would win a date with their date,”

“Am I to understand that everyone won a date?”

“Yes Ma’am. They gave us credit cards to bid on them,” she said.

“Understood, well I’m glad all of you ladies had a good time. The governor was extremely happy with the report he received from his grandson,”

“Well I’m glad, we had a lot of fun together,”

“Speaking of which, I also hear that you were able to meet one of our returning clients, Richard’s father - Richard II,”

“Yes, I did,” she said, frowning a bit.

“Is something the matter?” I asked about her reaction.

“Well, he’s kind of creepy,”

“Yes, he is,” I understood what she was talking about. I’ve heard several comments about him. “He is a bit different from some of our clients. He likes to watch from a distance sometimes,” I mentioned. Her face eased a bit after knowing that I knew about his quirks.

“Yeah, he watched his son and I on the couch,”

“He can be a bit weird, but he is actually pretty harmless,”

“Really, I guess it’s just the way he stares,”

“Yes, I know exactly what you mean. He stares at you long enough to make you feel uncomfortable,”

“Yes!” she replied. We both laughed. It’s nice that she feels comfortable to be open with me.

“Mother,” Sam said as he walked into the sitting room. “Oh, I’m sorry, I didn’t know you had someone with you,”

“It’s okay, Sam, this is one of my employees. This is Penelope. Penelope, this is my son, Samuel,” I said, introducing them. I watched as they glanced at each other. Samuel looked at Penelope and was glued.

“Nice to meet you Penelope,” he said, holding out his hand. She politely took it and shook his hand.

“Nice to meet you as well Samuel,”

“Please call me Sam,” he replied, smiling at her. She blushed and smiled.

“Ok Sam, nice to meet you,”

“Mother, I will be returning late tonight again,”

“Sam, you work so hard you need to take a break,” I said. Sam is an amazing son. He never has caused me any trouble. He was like the perfect son. Yet, everyone has a secret.

“I will, I plan on meeting up with some friends afterwards,” he said looking at Penelope. He was taken by her.

“Ok, well have fun,” I said.

“I will,” he said walking backwards out of the sitting area. “Nice to meet you again, Penelope. I hope to see you again,”

“Me too,” she said smiling as he left. She glowed as she smiled. Then she realized I was still sitting in front of her.

“Ok well, I have received a request for you directly,”

“For me?”

“Yes. Richard II has requested a date with you. He has paid in advance for additional services,”

“Understood,” she said in a serious tone. I liked that about her; when it came to business she was serious and straightforward. She reminded me of myself so much.

“We will set up the date the day after tomorrow. He will pick you up outside of the hotel and you will have dinner and then return to the hotel for the completion of the date,”

“Understood,” she said looking at her phone as I sent her the details. “Is there anything I need to know about him?”

“Yes,” I wanted to be honest with her when it came to dealing with Richard II. “He can get a bit handsy. And he has been known to get a little rough, do you think you will be able to handle that?”

“Of course, that’s not an issue,” she said confidently.

“Good. He doesn’t usually go further than a bit of spanking and possibly the use of handcuffs,”

“Ok,”

“But nothing more than that,” I stated. “Should anything happen out of the ordinary and get out of hand, please contact Mr. Peabody immediately,”

“Ok,” she replied.

“Do you have any questions?”

“What exactly does he like to watch?” she asked.

“He likes to watch a woman please herself or he will watch a couple from a distance and please himself,”

“Oh,” she said.

“Yeah, he’s a strange one to be honest. He will partake in sexual intercourse however it’s not always the case,”

“Interesting,”

“Interesting indeed,” I agreed. “I have briefed you on Richard Fitzgerald II, do you have any questions or concerns,”

“Not at all,” she said smiling. Poppie could handle herself. She had been doing it this long. I’m sure she would be able to handle him and his weird antics.

---

Poppie

Not only did this motherfucker rub me the wrong way, now I have a date with his ass!

Shit!

As much as I didn’t want to go on the date, he paid in advance and it was part of me taking this position. I knew there were going to be some clients that I wouldn’t be interested in but this motherfucker I really wasn’t.

“I’m not looking forward to this date,” I said to Shayla as she sat on my couch.

“I feel you, I have a weird one too. If they pay, I’ll play. No matter how weird,” she said, taking a sip of her drink.

“Well, hopefully it will go quick.”

“I feel you on that. Nut quick so it can be over.” She laughed. I laughed because that was exactly what I was hoping for.

“So when is your date?”

“Tomorrow,”

“Good luck.”

“Thanks, I’ll take all the luck I can get with this one.” I replied.