Wednesday, November 17, 2010

Escort - My First Time

I was not a victim of circumstance when my boyfriend introduced me to my very first client. I was 14 years old, and he, the client was near his early 50s. That day, I remember how nervous I was. All of the excitement in the world was not enough to get me past my nerves.

Going back two days, my pimp and boyfriend was on the phone describing me - 18 year old, petite beauty, new to the business. Yes, you would really like her. I know your type and she’s that and some. Just be easy on her, it’s like her third time doing this.

I was as ready as a chick learning to fly. “Listen to me carefully, all right?” I nodded and looked up at my boyfriend.

“He will be here in 30 minutes to pick you up. When you get to his place make sure to get the money upfront. Then make sure to go over the rules. Tell me what the rules are, do you remember what I told you before?” He asked.

“Nothing unsafe...everything has to be done with a condom on.” I said to Johnny.

“AND?! Make sure to say no kissing. Don’t you forget that. If I find out you kissed and I WILL find out, you better not do it.” He warned me.

“I won’t Johnny.” I said looking him in the eyes with my most convincing look.

“Good, you are ready then. Here is a condom.” He pulled out a silver wrapper and handed it to me.

“Oh…” I said uneasily, “Uh Johnny, I don’t know how to put a condom on.”

“WHAT? You got to be fucking kidding me…never mind now. It’s simple okay.” He finished explaining the logistics just before the guy knocked on the door.

Bill looked to be 50 something. He had black curly thick hair, dark pleasant eyes, and a very calm demeanor. He was short and on the slim side, I didn’t know exactly how short he was until I stood up to throw on my coat. At 5 foot 3 he must have been 2 to 3 inches taller.

Johnny introduced us, “This is Tina.”

I smiled, “Hi.”

“Well aren’t you just a doll?! How are you? Where did you find this one John?” He exclaimed with a smile talking to my boyfriend mostly.

Some small talk later I was sitting in the front passenger seat next to Bill. Johnny stayed behind as arrangement. The car ride was relaxing and Bill made it is easy to talk. Not being disrespectful and kept all conversation non-personal. Half an hour later we arrived at his house.

Inside the entrance hallway, I kicked off my boots which managed to pile on snow as I walked from the car up to the house. Looking around the house, in the living room watching TV sat a much older man. He seemed very enthralled in the movie that was playing. Bill greeted him as we passed the living room to the cozy bedroom. It was a clean room with a king size bed, a night stand with a lamp that Bill turned on to have some dim lighting. A walk-in closet was near the door and a wide window on the opposite wall. It was snowing and already dark outside, it got so dark while we were driving and it wasn’t even 6:30 PM yet.

Bill asked me to get comfortable by taking off my winter coat and asking if I would like some coke or marijuana. I declined both, stating I do not do drugs. He left the room for a few tokes. When he returned I was leaning against the foot board of his bed. He smiled and offered me the $150, which had been agreed on. I counted it and put it in my coat pocket.

“Umm…I have to tell you something. The rules.” I said nervously.

“Yes. Please tell me those.” He said with a nice smile and waited patiently.

“I don’t kiss and don’t do anything without a condom.” I told him while thinking, I didn’t miss anything I hope.

“Can I ask you just for one thing? May I lick your pussy?”

I wasn’t prepared for that! In my entire life I had it done maybe 3 times on me at most. I was not sure if it was safe or unsafe and why he would even ask such a silly question. While I stood there thinking he added, “Please? I really love doing it? I promise it will be good.”

“Okay.” Was my final answer, even though I was not sure if that’s what it should have been?

He got undressed and I slowly removed my jeans and top. I had on a baby blue sport bra and matching panties by Calvin Klein. (I did not start wearing real fancy bras until I was older). I took those off pretty quick too. Not really sure how to start things I lay down beside him on the bed. He started to admire and compliment how fit I was.

Then he started to kiss my body all over and slowly moved between my thighs. My hands were icicles and I was shaking, not from the winter cold but from how scared I was. As much as I wanted to do this, I was petrified. His warm tongue reached my pussy and he used his fingers to gently open the outer lips. Making small circles around my clit he started to lick pussy. It was the best action I had ever felt! My past few oral experiences did not feel like this, it was incomparable. He used his tongue until I was about to cum and then stopped.

I took out the condom and carefully, best I could, slid the condom on his hard penis. It was much smaller than Johnny’s. He asked me to hop on and we started humping. After a few more positions he was between my thighs again. My excitement grew and I was constantly on the edge but never quite made it. I finished him with a blowjob.

On our ride back to Johnny’s, Bill got lost. Using a map found in his glove compartment he eventually navigated to my destination. Before I stepped out the car he asked for the best way to contact me. “Through Johnny.” I said while he escorted me back up the stairs. “I’d like to see you again, bye for now.” He kissed me on the cheek and left.

Back at home Johnny told me to go shower and afterwards I gave him 1/3 of my earnings.

This was my first experience into the world of prostitution.


  1. EdenNov 17, 2010 04:21 AM
    I know it's all probably none of my business (and you needn't divulge any info if it isn't), but I'm curious how you met John, how did the question of you escorting come up, and how old was he? I just find it odd that he pimped you out when you were age 14. How could he have known also that Bill may not have been abusive to you?

    I know this is all retrospect and I mean no bad feeling by asking....but I do wonder if he was more interested in himself/money than about you.
  2. EdenNov 17, 2010 04:22 AM
    P.S. off topic, I just noticed you put my name up in your recommended authors list: that is very sweet of you! Thanks, M :-)
  3. MNov 17, 2010 08:13 AM
    @ Eden:

    I liked your questions :) I'll answer them here - I met John through a young guy I started dating. I was under age so couldn't go out for drinks and John started paying attention to me. He would spend time with me when I couldn't go out with the older crowd to the bars/pubs. Of course being naive I thought he must like me a lot.
    John was 20 years older than me. The relationship I had with him was really screwed up to say the least. An abusive cycle of - being nice one day and physically/emotionally abusive the next...I was so into him I couldn't get out of the relationship for many years...But I finally did.
    I did not know that Bill was not going to be abusive. Back then I trusted John to look out for me.
  4. MNov 17, 2010 08:24 AM
    One more thing, I fell into the age of consent category in those years...The laws have changed in the past 2 years.
    So it was not our relationship as much as living off the earnings of a minor that were dangerous. But nothing was ever discovered.
  5. EdenNov 18, 2010 05:00 AM
    M, thanks for answering my questions. It puts what you wrote into perspective. It sounds like it was quite an experience with John, but seems it made you the stronger person.

    Looking forward to your next posts. x
  6. AnonymousDec 13, 2010 01:14 AM
    Hey, I am a brand new sugar baby, about to negotiate a monthly allowance with a potential sugar daddy for the first time. I google'd some stuff and came across your blog...just wanted to say, thanks for sharing. It is a terrifying, exciting, and strange world I feel I'm about to walk into, and in some ways I already feel way in over my head...but it was somewhat comforting reading a few of your sugar baby blogs:)
  7. MDec 13, 2010 07:41 AM
    @ Anonymous:

    Hi sugar girly! Just take a deep breath and tell yourself you'll do great. There really isn't anything to be worried about. Be straight forward about what you want and stand your ground. Don't ever sell yourself short sweety.

    Let me know how it goes ;)
  8. OmegaDec 18, 2011 01:32 PM
    You said "I was not a victim of circumstance". Then why did you do it the first time. Never mind if it's too personal.