Girl - Escort Tells Boy

The day before going over to my boy’s place for the first time, I made up my mind to keep him in the dark (option #1). I’d see where our relationship would lead and tell him I’m an escort when the time is right. Yes, I know how selfish! I do have a self-serving personality when it comes to men…uuhh…

That evening I drove over to the high tower building complex and parked downstairs. As I walked in a security guard at the front desk signed in my name, license plate number, as well as the apartment number I was visiting. Talk about security! There would be no way to run an incall from that building I thought :) haha

Up I went in the elevator. When I stepped out in the hallway I noticed a smell of paint and cement that lingers in every new building. As I walked down the hall, subconsciously I drew my escape route down the hall to the exit doors and the elevators, a work habit that seems to have become second nature. I can never relax, even when I’m obviously just visiting a friend. I knocked on the door and he opened in a few seconds.

It was a very clean one bedroom apartment and at the moment I walked in it was as silent as death. I wondered if he always kept things so quiet? He showed me around and I excused myself to take off all the layers of warm clothing (once again it was freezing blizzard outdoors). 

We started watching a couple flicks on TV. And when the movies were over we moved on to some hott action. We started making out on the couch and I found him a bit reserved. The way he was kissing me was more like I was going after him. He isn’t a bad kisser but not the best, or what I mean to say - our kissing styles just aren’t in tune. I believe there is no such thing as a bad kisser. Only that two people are just not a good match. He wasn’t my match but his style did not annoy me at all. :)

At some point he ended up pinning me down to the couch. He rubbed himself against my pussy through both our jeans and we kept kissing more passionately. I moved my hands over his nice bum and slipped my hands under the jeans. After pulling him into me I turned my right hand to the front of his pants and rubbed his hard-on. I am always excited to feel or see the package haha. Slyly I pushed my hand past the band of his boxer shorts and placed my fingers around his dick. Let’s just say I was very disappointed! It wasn’t short, no it was an average length, but it was pencil dick. The kind that tapers off at the tip.

I moved my hands out of his pants and we shifted positions where we lay side by side on the couch facing each other. He slipped his hand into my jeans/panties and started rubbing me. It felt pretty good but he quickly stopped and asked me what I wanted to do.

“What would you like to do?” I asked him in return.

“Well I’m pretty excited here.” He referred to his hard-on. I gave it a long thought and said, “Do you have condoms?”

“Uh…no…”

“We can’t do it without condoms.” I responded.

“Let me go check just in case.” He said and walked off in a dreamy state to his bedroom. A minute later he returned saying that he found one condom.

“I think it’s better we do it another night.” I told him. He nodded his head and I told him I should get ready to go home.

That night I drove back home and considered my situation. Pencil dick and negative attitude toward my industry…why give him a chance? I like him as a person but if I’m going to accept someone the way they are then I want them to accept me the way I am. I arrived home, took a bath and sent him these messages:

Me - “Are you awake?”

Him - “Yea I am, I had fun tonight :) ”

Me - “Me too. I like you…but I’m upset :( I’ve been dishonest all this time. I’m sorry…”

Him - “Oh no…why?”

Me - “Because I am afraid you won’t accept me for who I am…what I do…been doing for years.”

Him - “You aren’t an administrator :(“

Him - “I was right then when I asked you the other night….”

Me - “You suspected…I am sorry”

Him - “I was right…”

Him - “I fell for you so quickly”

Him - “I am heart broken. I don’t know what to do. I really like you. I thought you were perfect for me. You are exactly what I want. I don’t feel so good right now.”

We had a long discussion where he asked me how long I am planning on being an escort and if I would stop if he started supporting me. To which I told him he needs to sleep and think about things on a fresh mind.

The following day he called me after work and we spoke on the phone. He seemed to be even more depressed. He said, “I wish you hadn’t told me this. Some things are just better left unknown.” I couldn’t believe my ears. I explained that it’s best we just move on because he couldn’t deal with it. Yet he kept on saying he wants to see me again. I let it go to see if he would settle down in the next few days. He started texting me again and his mood improved in a couple days.

To be continued…