Fraternity Boys

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Poppie

I went to the briefing for my assignment and it was to accompany a few wealthy young men to a charity event. This was my first assignment and I was ready to do this shit. It was a lot easier to handle since it was a group of guys, we had to come in deep- we had a group of women. All of us were onboarding. I can only assume that there were more than one on-boarding class along with us because some of the girls who were included, I had no idea who they were.

It was cool though because Becky from Dolton, Leddy from Humboldt Park and Ari from New York were there to join me. Since we all lived in the same building, the company arranged for us to have a driver available for us to arrive with the guys. I was given the grandson of the Governor.

Richard Anthony Fitzgerald III was the grandson of Governor Fitzgerald, who is one of Vanessa’s clients. All of the guys were at his home therefore 7 cars arrived at his mansion to greet them.

“So ladies,” I said as I exited the suv. “Y’all ready to have some fun,”

“It’s about time, I’ve been waiting for this,” Becky said.

“Me too,” Leddy said as we walked side by side towards the entrance of this massive home.

“Same here,” Ari chimed in as we reached the door.

It opened up to a huge foyer area and there stood young men in tuxedos. They looked damn good. Rich boys. I instantly knew I was about to enjoy this for real. They were enjoying themselves with a few refreshments before the party with a table filled with drinks and finger foods.

“Ladies!” One of them said as we entered. He approached us with his arms held wide as he held a glass of what I can only assume as champagne in one hand. “Welcome,” The guys turned and walked to the middle of the room to greet us.

I assumed the greeter was Richard.

“I am Richard Anthony Fitzgerald III,” he said -I figured as much. He looked good as hell. Richard stood about 5′10, athletic build, jet black hair and piercing blue eyes. He looked like may have been in few of those extracurricular activities in college like, rowing, track or tennis - something with no real physical contact to save his pretty face. That was my guess.

“We would like to thank you for joining us. I’ve been told you all have been caught up with everything about the event and we appreciate you accompanying us,” Richard said as we all stood across from each other with him in the middle.

It felt like a middle school dance with boys on one side of the room and the girls on the opposite side and we’re figuring out who’s going to pick who.

“Thank you,” I said. Stepping forward a bit. He looked at me and his eyes twinkled.

“You must be Penelope,” he said, holding out his hand and walking over to me.

“You are correct. Nice to meet you Richard,” I said. He was mesmerized. He stared at me like he was in love.

“Nice to meet you Penelope,” he said, kissing my hand. “I’m sorry for staring but you are exquisite,” he said, making me blush. Not so bad for a rich guy. He seems down to earth, but I just met him so I’m just collecting data.

“Thank you. You’re quite handsome, if I must say,” I responded. He smiled and looked away. He blushed. This might be an interesting night. “But I’m sure you get that a lot,”

“Thank you,” he said, stepping forward. “I do, but it sounds so much better coming from you,” he said, gazing at me. He was a smooth one.

“Hmm,” I said, raising an eyebrow. He was intrigued. This was going to be an easy night. He turned around to address everyone again.

“I understand that all of you have been matched up so if you please can you find your date for this evening, we can inform you of a bet that the guys and I have going on for tonight’s event,” he stated.

A bet? I was interested, especially if it meant we would get some extra funds for tonight. Everyone dispersed and found their dates for the event and Richard returned to me with a glass.

“Champagne?” he said, handing it to me.

“Thank you, yes,” I took a sip and I hated it.

I don’t know why people drink this shit. It was like licking the inside of a balloon. He was sipping it as if it was some Jack Daniels. It was not.

“So Penelope,” Richard said, looking at me. “You are amazingly beautiful. I’m sorry, I didn’t expect someone...,”

“Would this look good?” I said, trying to break the ice. He looked a bit nervous.

He laughed, “Yes. I’m sorry, my grandfather set this up. I have never....done....It’s usually..,”

“Sorority sisters?” I said and he looked at me. Ding! I was correct.

“Yeah,” he said. He relaxed a bit and smiled. “But it can get a little out of hand so we felt it would be better this way,”

“Understandable,” I said just downing the champagne. I made a face reacting to the taste and he laughed.

“Not the best tasting drink, I take it?” Richard III asked.

“I’m sorry, just not a fan of champagne,”

“It’s okay, I have wine. Would you like that?” Richard asked, looking at me and taking my glass.

“Yes please,” I responded gratefully.

“Come,” he said, tilting his head beckoning me to follow him.

Everyone was chatting with each other getting to know their date for the evening. It looked like we were going to have a good ass time. This was the life I never knew about and I was going to enjoy all of this. I would have never thought I would be here a year ago. Shit, Shayla and I would still be having play parties trying to make rent.

And now here I was in a fucking mansion rubbing elbows with the Governor’s grandson, like how the fuck did that happen? Vanessa, is what happened.

“Okay people, before we go we would like for you ladies to do something for us tonight,” Richard stated as he commanded attention. He looked like he was the go-to man.

“Tonight’s event will include a charity auction in which we will be auctioned off as for dates,” he said and all the girls looked around being intrigued.

“We would like for you to bid on us as your dates,” One guy from the side stated as he held Leddy’s hand. He looked at her and smiled.

“Yes,” Richard chimed in. “What my friend, Bradley is saying is that we want you to bid on us tonight using a credit card we will give you each which holds $100 thousand dollars,” he finished.

My eyes lit up.

We all looked at each other amazed. This was going to be a fun night. To spend some money that ain’t mine, willingly -hell yeah!

“The guy who has the highest price, will be the winner,” Bradley finished.

“Oh nice,” I said, taking a sip of wine. It was delicious. Finally something to get me going in order for me to knock off some of these nerves. I guess I was a bit nervous because I didn’t know what to expect but I had to remember this was a job and I was prepared.

“Yeah, so I’m gonna need you to spend it all on me,” he said leaning in and smiling at me.

“So, I get to go on another date with you too?” I asked. I wouldn’t mind.

“Of course, would you like that?” He said, reaching for my hand. Richard caressed the back of my hand with his thumb.

“It depends,”

“Oh really? On what?”

“On how you handle yourself tonight,” I said, being flirty. I figured I would play on this attraction that was present between us.

“Oooo, I like it,” he said softly. He leaned down and whispered in my ear. “I can be bad boy if you need me to be,”

“Mmmm..., how bad?” I whispered back

“As bad as you want me to be,” he said softly before kissing my ear. I looked at him and gazed into his eyes. He was fucking gorgeous and he knew it.

“We’ll see. I can be bad,” I said, tempting him. He stood back and smiled. Richard licked his lips while he stared at me. “We’ll see if you’ll match my level.”

“Gorgeous,” he said, reaching for my glass. “Shall we?” he said, holding his arm up so I could take it.

“Yes,” I said, wrapping my arm around his.

“Ok gentlemen, collect your ladies so we can get this party started,” Richard stated loudly. Everyone grouped up and we left in our SUVs on the way to the charity event.

Richard held my hand in the back of the SUV. He looked nervous and I needed him to keep it together. I held his hand and smiled at him. He gazed at me and blushed.

“Do you mind if I have a request?” he asked.

“What’s the request?” I wondered if I had to place a charge. Any additional activities not outlined in the contract would be extra.

“Do you mind if I kiss you?” he asked. I blushed. He wanted to kiss me. That was a first. Just a kiss.

“No, I don’t mind,” I said, turning towards him. He looked at me and smiled.

Richard slowly raised his hand and caressed my cheek as he leaned in and his lips moved slowly over mine. I could smell the champagne on his breath. His lips were soft and sweet and he kissed me softly. He finished and rubbed his nose against mine.

“Delicious,” he said, sitting back still holding my hand.

“Thank you,”

“So how did you become an escort?” he asked. I was not privy to providing my personal information.

“That’s a long story and uninteresting. Tell me about being the grandson of the Governor, I’m sure you’ve seen more than I,”

“I probably haven’t seen more per say, but I’ve definitely seen something different for sure,” he replied.

“True,”

“Well it can be a bit intimidating with the expectations,” he admitted.

“How so?”

“I’m expected to be a certain way, follow a certain path that has already been planned for me, probably since birth,” he said.

“Wow.” I never thought of it because I never had rich people’s problems. But I guess those born into it, are expected to act a certain way.

“Yeah.” Richard III said, looking away.

“Well tonight, you are going to have fun doing what is expected. Your grandfather completed a contract and therefore he is fully aware of the possibilities that could happen tonight.” I said, crossing my legs allowing my leg to show at the split. He looked and smiled at me.

“I like how you think,” he said, coming in for another kiss. He was a good kisser. I had a feeling I would be calling to process an additional charge before the end of the night.

The charity event went well, and the auction was full as hell. The guys gave us each a card to, bid on them, at the auction. Leddy from Humboldt Park won as she paid $55,000 for the guy. They looked like they matched up pretty well. By the end of the auction, it looked like Vanessa was about to make a lot of money because I saw all of the additional possibilities happening after the event was over.

“You bought me, now what will you do with me?” he said leaving the stage.

“So when can I have the date?” I asked as I would love to meet up with him again.

“We can have it whenever you want,” he replied. “Until then, what will you do with me now?”

“I have a few ideas,”

“Do they include us being naked?” he asked openly.

He was ready. Richard saw me and he knew he wanted more.

“They can for an additional f*e,” I said knowing he was about to make a purchase as well.

“That sounds like a plan,” he said, passing me back the credit card.

I processed the transaction through my company phone. Vanessa had it all set up, she knew the possibilities and she wanted to cover all bases. We could charge additional services to their contract instantly.

The charge for Richard to have additional services: $3000.00! Paid instantly. As soon as the payment went through my bank alerted me that I received $1500.00 extra. I was satisfied and now it was Richard’s turn to be satisfied.

In order for us to complete our night, we had to go back to the hotel on a lower floor as clients are not allowed on the residential floors. Vanessa had rooms that have been designated for such occasions. All of us were fortunate enough to have added amenities therefore we all were able to get paid extra.

Richard followed me into the designated room which was a mini suite.

“Nice place,” he said looking around.

“Thank you, but I’m not here for you to look at the place,” I said standing in front of him.

“I see,” he said, coming in for a kiss and cupping my neck. “Well why don’t you show me something to look at,” he whispered. I leaned against me and I could feel his growth between his legs.

I grazed my hand over his member and it moved.

“Mmmm...,” he moaned softly. “You’ve awakened the monster,” he said as he planted kisses along my neck. I felt him slowly unzip my dress in the back.

“Mmmm,...” I said as I rubbed him as he continued to grow in his pants. ” Well, let’s see if we can tame the monster, shall we?” I said slowly unfastening his pants as he kissed me deeply.

I had no underwear underneath my dress for such an occasion. I stepped back and removed my arms from my dress, allowing it to fall to the floor.

Richard stood in awe as I stood before him in wearing only stilettos and jewelry. He was speechless.

I planned to tame the monster.