Kelly's Diary 074 - My 2nd Escort Job - John Talks to His Wife - Cover

Kelly's Diary 074 - My 2nd Escort Job - John Talks to His Wife

Copyright© 2024 by Kelly85

Chapter 3: Playing Games With Mike

Erotica Sex Story: Chapter 3: Playing Games With Mike - This time I wasn't so much nervous as excited and anxious to get on with it. This time I THOUGHT that I knew what I was getting myself in to. Well, as it turned out, I was totally wrong but fortunately everything still worked out. When a guy is on the phone telling his wife he loves her at the same time he's fucking you, can it get any better than that?

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   True Story   Cheating   Oral Sex   Prostitution  

“Hi!! You must be Kelly. Wow! You look even better in person than you do on your profile. I’m John, your date for the evening.”

Well, that was a pleasant if not overwhelming introduction. He took my hand and shook it warmly, looking me in the eye and smiling. The one thing I noticed most was he did NOT do. Most guys never get to my eyes; they start at my legs, move up to my waist and then work their way to my boobs and either stop there or go back down again. John actually looked at ME, as if he was truly interested in Kelly and not just her body. Hmmmmmm, this was interesting and I felt a bit unnerved actually.

To be honest, over the years I have learned to deal with the stares and ogling eyes and actually have grown to appreciate them as a testimony to my sexuality. In that moment I realized that I actually EXPECTED to be objectified and so when this stranger didn’t follow the routine I was thrown off balance for a second. Usually at this point all I had to do was wiggle my hips a bit or let my boobs bounce and I knew he was hooked. Mike was going to be interesting, that much I could tell already.

We chatted for a brief moment about the usual stuff - my trip down, the weather and how we were both doing (both doing well of course). Then Mike lead me to the entrance where he had already purchased passes for the evening. He helped fasten mine around my wrist and just that easy we were in.

The first thing that struck me was the noise! The place was playing loud music and there were games of all types making random sounds while flashing colored lights. Although it was only 8:00, the place was already packed and I noticed most of the crowd was on the younger side making Mike one of the older-looking men there. I didn’t mind, he was even more handsome than his profile picture and the self-depreciating comment in his profile about his weight didn’t do him justice. He was in better shape than half the young guys and looked much more self-assured and mature. I felt comfortable by his side and felt sort of proud actually to be seen as his date.

For the next hour we moved through the place trying out the various games. It was wild and the simulation games proved to be my favorites. I loved the racecar races and we competed against each other over and over. He was the perfect date in that while I beat him every time, I was never sure if he let me or not. As we worked our way around he would first hold me by the waist or put his arm around my shoulder. I noticed though that it didn’t take long for his hands to begin to wander and soon instead of resting on my hips I felt one holding my ass. When I didn’t resist it emboldened him to start squeezing it. I looked up at him and smiled sweetly.

“Hmmmmmm, so you like my ass Mike?” I said in a teasing voice.

“You know damn well I do you little tease,” he replied with a chuckle. “In fact, I think you know EXACTLY what you’ve been doing every step of the way so far tonight.”

I gave him an innocent pout saying, “Now what do you mean by that Mike?”

Mike reached down lower, cupped my ass cheek in his hand, and lifted me up to the point where he was actually bringing me up onto my toes.

“Now won’t get me wrong but I didn’t fall off the turnip truck yesterday and you’re not the first escort I’ve been with. I have to say though that you’ve got the ‘naive school girl’ routine down to an art form and I love it.” He paused and looked deep into my eyes. His grip on my ass loosened and his tone softened. “I AM curious about one thing about you though. When do I get to see the real Kelly?”

I kept looking at him with the same innocent look and he slapped my butt as he said in a more forceful voice, “I know you understood me. You intrigue me and trust me, that hasn’t happened for me with anyone for a long time. I want the REAL Kelly. What is it you want? I mean really want and no more games, OK?”

I had no clue what to say. For a moment I thought I might cry. I knew what I wanted but how could I tell him? I was the escort and he was the client. Why couldn’t he just play along and fuck me? If I wanted a date there were a lot of guys who would take me out at school and I frequently went out with a number of friends. Only problem was the damn Lifestyle Guidelines at school that expressly forbade sex. People who have never attended a school like mine have no idea the pressure that is applied to follow these rules and the result was while I had a good time, I never got to even so much as give a blowjob. There was only one reason I was here tonight and it wasn’t the money. I just wanted sex - was that too much to ask?

Mike brushed the back of his fingers against my cheek. “Now now, don’t get all emotional on me. Let’s be honest, we’re not here tonight to play video games. I think you want exactly what I do so why don’t we leave and go do it?”

Thank goodness, enough of the charade and down to business. As he said this his hand was working my ass again, squeezing it and lifting up on it. I glanced around to see if anyone was seeing what he was doing to me but so far he had me positioned in a corner such that his groping hand was hidden from view.

Actually I liked what he was doing - no, I should say that I loved it. My entire ass has always been a major erotic zone for me and I love it when anyone plays with it, even myself. His hand was big enough to cup my entire butt cheek in it and his grip on me felt fantastic! Despite what he had said, it was time to get back into the game so I reached down do his crotch and pressed my palm against him and was pleased to feel the hardness behind his pants. I flashed a foxy smile...

“Well Mike,” I answered by in the sexiest voice I had in my arsenal, “it sounds like you know what you want so why not just do it - or should I say, do me?”

Mike laughed and started to lead me out. “That’s my girl,” he chuckled, “Damn, I can’t believe we wasted away an entire hour here!”

Mike led me by the ass to the parking garage, never taking his hand off me the entire way despite the looks of more than a few people in the crowd. He opened the door of a large white SUV that he had rented judging by the sticker with the bar code in the back window. Only thing was, he didn’t open the door to the passenger side but rather the one to the back seat! I gave him with a questioning look and he just smiled saying, “I’m in no hurry to get to the hotel, are you?”

What the hell, why not? I got in and slid over to the opposite side of the rear bench seat as he climbed in and shut the door behind us. The windows were tinted heavily so with the lights in the garage I could see outside like it was daytime but I knew from when we approached the truck that it was almost impossible to see inside with the glare of the lights. The mall was crowded this time of night and he had parked on the main isle leading to the entrance so there was a constant stream of people walking by. I turned to Mike to see him facing me and already unbuckling his jeans. I didn’t say or do anything but just kind of looked at him with a “Aren’t you forgetting something?” expression. Mike looked puzzled for a second and then laughed.

“Oh yeah, I know. Don’t worry,” he said with a wink, “I know the fee was just for the date. Trust me, I am a great tipper - provided the service is good.”

I was glad he took the hint so easily. So far in my limited escorting “career” I had not had to “negotiate” a tip. With my first escort client we didn’t even discuss it but he was good enough to leave me something anyway. Tonight I was glad Mike at least claimed he was generous and would take care of it. I realized I should have established a price but now I would just have to wait and see how it turned out. I silently vowed that next time I would be better prepared and not leave it to chance.

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