Derrick

Hi all, sorry for the random disappearance. I decided to take a few weeks to go back home. I also just wanted to add that these "diary entries" are in no particular order... I just write about each man as they pop into my head. Let's continue.. 



Derrick is married. He's always been married. Well, not always, he was a child once. But for the time I've known him, he's been a married man. I received an email from him late one Friday night. Him and his wife were coming into the city and he wanted to see me. I was curious as to where he would tell his wife he was while he was with me, but it's never my place to ask questions, so I agreed to meet with him late Saturday afternoon.

When I walked into the hotel lobby, I immediately felt his presence. Derrick has been a client of mine for about a year and a half. He's a middle aged man (probably 45 ish) about 6ft tall, dirty blonde almost curly hair, deep and dark chestnut brown eyes and a jaw line that could cut glass. He lives in North Florida, so he frequently takes trips down into Miami for business... and pleasure.

Derrick and I met through another client that referred him to me. We've been "working" together for so long that it's almost as if we have an unspoken friendship. This business is so weird sometimes. You don't realize how business men really work until your deep into the circuit. While their wives are referring hair stylists and diamond setters, their husbands are sharing mistresses. It was strange in the beginning, but for where I am today, it's just business.

He walked towards me and smiled. Derrick took one of my hands in his and kissed it softly. When I'm in a public place, that's the only amount of physical touch I allow. "It's nice to see you again, Jules."

I smiled and proceeded to walk towards the elevator. There is one particular hotel here in Miami that allows me to rent a room year round. We have an agreement that allows me to call 24 hours in advance, and they'll have a room prepared for me. They don't know what I do for a living, they just know I come to the city often for business. I walked in and pressed the button for the 12th floor. The door barely closed before Derrick had me pinned to the wall. His hands undoing my bra from underneath my shirt. That's his thing. He likes it rough. His wife only believes in missionary sex, which, I can't knock. It gets the job done. But that woman has no idea what she's missing out on.

When we finally reached our floor, Derrick asked what the room number was and pulled me down the hall by my arm. He's not usually this aggressive or this eager, so I could tell this man was not in the mood for small talk or foreplay of any kind. He ripped the key card out of my hand, opened the door and threw me on the bed. I mean threw me like a rag doll. If it had been any other man, I would have been a little scared, but I knew Derrick well enough to know I wasn't in any danger.

He wasted no time in getting naked and climbing on top of me. "Jules, I'm gonna need you to get naked. That's kind of how this works."

I looked him in the eyes, searching for a sign that he was indeed okay to continue, and nodded. I shimmied out of my clothes, he was still on top of me, so it was a little hard. I looked up at him again and reminded him to wrap it up. "Condom."

He let out a few profanities and pushed himself off of me. He walked towards his discarded pants and searched the pockets. Nothing. He searched his wallet. Nothing. "Fuck, Jules, tell me you have one."

I didn't. I was clean out. Derrick always comes prepared <-- see what I did there. He always has multiple too, just in case. So there we were, both naked, both aroused. He started pacing back and forth and I did something I have never done, and will I ever do again.  "Do you trust me?"

"What?"

"Do you trust me?" I repeated. "If I said it was okay to not use one, this one time only, would you trust that I'm clean?"

"I.. Jules, I have a wife."

"Are you telling me you're not clean?"

"No, she hasn't even let me touch her in the last six months." He brushed his hand through his hair and I understood his sudden urgency. I stood up from the bed and walked up to him. He looked me up and down, contemplating. "I need you so bad right now. I can't wait."

I wrapped my arms around his head and pulled him down to my level. "I need you to understand that this is the first and last time I will ever allow this to happen."

Derrick nodded, and pulled me in for a long, hard kiss. I took him into my hands and started stroking. I love feeling a man grow in my hands. He let out a low groan and started walking me backwards towards the bed. He stopped just before the edge and turned me so that I was facing away from him. He wrapped his arms around the front of me, one on my breast and the other moved up in between my legs.

Derrick has thick, strong fingers. Just one stroke up my slit and I was ready for him. I leaned forward so that my bare booty rubbed across him and he groaned again. He grabbed my hair and pulled me back, his mouth on my neck now. Derrick likes to take charge so I allowed him to make the next move. He traced soft bites from my neck to my shoulder, sending shivers down my spine. I turned to face him again and his face softened.

"Everything okay?" I asked him.

"Can we take it slow this time? Not so rough?"

I nodded and smiled. "We can do whatever you want."

Derrick picked me up and carried me to the sofa. He sat back and I straddled him, never breaking our eye contact. We stayed like that for almost a whole minute before he made a move again. "You're so beautiful, Jules. Why would you put yourself through this?"

"Please don't."

"Don't what?"

"Don't turn this in to more than what it is."

"I'm just making a simple observation. Plus if I'm about to fuck someone that isn't my wife, bare back, I should be allowed to ask a few questions."

I hate answering questions about myself, so I took his cock into my hands and slid down on to it. Slowly. I forgot what it was like to have sex without a condom. It felt amazing. "Well I would prefer more fucking and less talking."

Derrick let out a low growl and slapped my ass. "That's my girl."

When we were finished, I hopped in the shower, and vowed to get tested ASAP. For some unknown reason I trusted Derrick, but for my mental sanity and for the reputation of my business, I needed to be one thousand percent sure. By the time I got out of the shower, Derrick was gone.


**Disclaimer: All stories are true. Names and any identifying details have been changed.**