Where it happened: motel
This is the story of my first dealings with a prostitute. I, before then, had never had any desire to pay a woman for sex and didn’t think much of the whole idea. I married at 21 and was very happy and very sexual satisfied.
Then, as part of my job, I had to travel to another city for training. I’d be gone for a week and living in a motel. It was on around the fourth day that I’d talked to my wife on the phone and I had her on my mind as I stepped outside for some fresh air. I was sure missing her in more than just one way meaning I was sure missing her body. It had been four or five days now without her.
About this time, I saw this blond girl walking up the stairs wearing a white t shirt and these tight white shorts. What really stood out were her beautiful legs. I’d always been a bit of a leg man and it was where my hands aways went when making out with my wife when warming up for sex. I eyed this blond’s legs and the view was sure getting to me. She ended up walking right behind me and then went down the other set of stairs. I thought this was strange as I watched her walk to the other building. Then, she walked back again to my building and started coming up the stairs again.The longer I looked at her, the better those beautiful legs looked.
She again was walking toward me. This time, I looked at her and she looked back at me and smiled. I said “Good evening”
to her and she said “Good evening” back. She then walked up to me and stopped asking if I was a motel guest, where I was from, etc. I told her why I was there and how long I’d been there. She then said “I guess we’re getting a little lonely by now, aren’t we”? I told her “Oh yes. I sure miss my wife”. She then said “I can help you out a little if you’d like”. I had suspected that she was a prostitute and now I knew she was. I ask her what she meant. She said “You know. In your room”. I told her “Naw; I don’t think so”. I then started looking down at her beautiful legs. She noticed this and ask “See something you like”? I was dying to run a hand up those soft inner thighs. I looked at her and then said “What do you have in mind”? She then said “You can have it for $50”. By now, I was getting aroused and was already hard. I really didn’t want to have sex with her and looked at this as really cheating on my wife. But, I thought to myself a little feel of each other isn’t all that bad. So, I started talking business with her. My first dealings with a prostitute.
I told her “I wouldn’t want to have regular sex with you but maybe we can do something else”. I wasn’t sure how to tell her what I had in mind. Turned out, I didn’t have to. She answered “Like a nice hand job”? I said “Yes”. She said “We can sure do that and you can feel these legs of mine that you keep staring at”. That did it. I was sold. That thing in my pants was dying for relief and my hands were dying to feel her legs. I asked her how much and she said “Oh, how about twenty”? I said “Sounds good to me”.
We went in and I nervously got a twenty out of my wallet and gave it to her. She put it in her pocket and then quickly took off her shorts. She now just had on the tiny thong type panties and what a sight. She was beautiful. I then took off my pants and shorts showing what I had to a strange woman for the first time in my life. She then walked over to me taking my erection in her hand. I bent over and ran my hands up one of her thighs telling her “Oh god, that feels good”. She said “come on and let’s lay on the bed”. She then got this foil packet from her purse and opened it squeezing it on her hand. She showed it to me in her hand and said “Kind of looks like cum, doesn’t it”. I’d never heard a woman talk like this before. She closed her hand spreading it around it and then reached for my erection. I again started running my hand up her inner thigh. She started stroking it as I felt her up. It didn’t take me long and I blew my load all over my belly. A good five day load of cum covered me and her hand. I remember how I sure needed this.
She got up and went to clean up. I then did the same. She then put her shorts back on and I thanked her. She said “I’ll be around if you want to do it again. Maybe next time you’ll want this” pointing between her legs. I told her “Don’t tempt me” and smiled.
This was around three years ago and this was my first and only time I’ve ever done anything like this. But, I can’t help but think I will again the next time I’m away from home for so long.