Aunt Jane had left for work by the time that I got back to her home after my night with my first client, Kay the executive banker. I called her at work and on the phone, she implored me to give her details, to tell her how the night had gone. I stalled Aunt Jane, telling her that I would do that when next I saw her face to face. Jane wasn't happy, but she finally accepted having to wait to hear me describe every intimate moment.
That would turn out to be two nights later because I felt that I needed to have dinner at my parents' home that night to alleviate any suspicion they might have if I was out two nights in a row. I couldn't afford to have them asking questions that might end up leading them to my close relationship with mum's best friend.
When I did get to see Aunt Jane and started to tell her how well my encounter with Kay had gone, she stopped me and, to my surprise, she suggested we play-act the whole night. So I got to re-live it all over again, including the waking up in the middle of the night for more sex and Aunt Jane even got to enjoy a reprise of the quick clitoral climax that ended my night with Kay.
Aunt Jane was so impressed with how well I had performed that she began making more calls to try to get me more work. But my next escort assignment would turn out to be bizarre. I got a call from a small company run by two women and one of them, Sally, said that they were scouting to fulfil requests made by one of the world's top pop music artist divas who was touring this country shortly.
You would recognise her name immediately, so I have had to change it for the purpose of this story. Michaela, as I will call her, turned out to be the epitome of how a dictionary would describe a nymphomaniac. Who would have known sitting in the audience at one of her concerts that this glamorous 40-year-old singer would want sex at the strangest times and in the weirdest places. But that was later. First of all, I was required to go and audition for the two young women who had been given this assignment to vet potential studs to tour with the singer during her upcoming tour of our leading cities.
I climbed some rickety old stairs in a warehouse building to find these two women who shared a one-room office. I sat down and Sally went over the details of what I would be required to do, mainly, she said, to be at the whim and the beck and call of pop diva Michaela whenever she felt the urge.
Sally began fidgeting in her chair, looking across at Bella, her associate. It turned out that she was unsure or embarrassed at how to ask me to drop my gear. Eventually Bella, who had not said a word to this point, yelled out, "Oh for God's sakes Sally ... Jamie, she wants you to drop your pants, show us what you've got. There are certain statistical requirements with this job."
"Sure," I agreed and complied quickly, unclasping the belt, unzipping the fly and casting the trousers down around my ankles. I slipped my hands into the sides of my boxers and thrust them down my legs, my half erection springing into their view. I had watched their faces while I did all this and the two of them had just stared directly at the spot where my cock would eventually appear ... and now did.
The raised eyebrows seemed to indicate that they approved, although Bella naively asked, "Does it get any bigger?" I really did wonder about this one, she had short cut hair, a couple of glittery adornments in piercings around her head. She gave off the impression of butch whereas Sally was the opposite, a real honey, about 23, auburn hair, nice body, very feminine.
Sally answered for me, "I am sure it does," almost salivating as she said it and looking up to my face for the first time in two minutes, seeking confirmation from me.
"Yes it does," I verified, but for guys, it doesn't just spring up. I need some mental or physical stimulation for full arousal.
"Can I ... err, can I help?" offered Sally, shedding her earlier embarrassment.
"Sally!" hollered Bella at her associate, obviously ashamed at how forward her business partner was.
"Yeah, that would be great," I responded, ignoring Bella and wondering what Sally had in mind. To my amazement, the good looking one stepped forward and took my half-mast appendage in her soft warm hand and began stroking the underside. "Aaahhh!" I sighed appreciatively and smiled at her gesture. "That will do it," I told her.
She stroked wonderfully for only about 3 minutes, but that was all that was needed. Under her tender fondling, my cock stiffened to its full length and girth, meeting with an enthusiastic "Wow!" from Sally and raised eyebrows but nothing else from Bella.
"Get the tape," said Sally, still hanging on to my hard-on as if letting go now might see it instantly deflate. It wouldn't, her beauty would keep me up while I stayed in this office.
Bella reached across the desk and came up with a tape measure, handing it to Sally, who very efficiently ran the tape on my length. "My God, just on 8 inches," she informed Bella.
"Umm, big one," was all we got in acknowledgement.
Sally then ran the tape around the girth of my cock, "Thick too, that's the biggest we've seen."
"So you've already auditioned a few guys?" I asked, curious about this process.
Sally giggled, "Yes we have, first time we've ever had a request like this. We normally just get asked by TV production companies to find particular sites to film commercials, and such like. Occasionally we have to cast actors, but never find a sex stud for a singer."
"Always a first time," I said.
"You have done this before?" queried Bella quickly, perhaps misinterpreting my comment about first time.
"Oh yes," I tried to say confidently, not wanting to admit that I had only bedded two mature women to date. "Only a week ago, I was an escort and later that night, a stud, for one of the top women bankers in this country." I gulped as I said it, recalling Aunt Jane's advice to never identify my conquests.
"Not Kay Ballard?" asked Sally, obviously up on her knowledge of identities in the business world.
Caught out in one guess, I stumbled, but hopefully was convincing in saying, "No, not that one, she would be unattainable, she's called the Ice Maiden." I attempted to laugh, implying the scorn I was trying to put on her suggestion.
"Never mind," said Sally, "just so long as you know what's required, and how to handle these type of women."
Sally glanced across at Bella a couple of times and the non-talkative partner glared back, "What? What is it?"
"Should I ... err, you know, should I try him out?" Sally asked, seemingly seeking approval for what sounded like an interesting development to me.
"Oh, if you want ... go on, get it over with," answered Bella angrily, glaring at me.
Sally turned back to me, "We've been told that we have to test you guys, to make sure you're any good with women. Would you mind ... err Jamie ... would you mind doing it with me?"
Not even waiting for my answer, she had backed up to the desk and had lifted her dress up to bunch it around her waist. Wow, was I in luck. If the other one had asked, I don't know if I could have done it. But Sally, I wanted her from the minute I had walked into this tiny office. I glanced around, there was nothing to lie on, but it appeared Sally had already made up her mind where we would do it.
She eased her arse onto the edge of the desk and lay back. Bella quickly brushed a couple of stationery items off to one side so that Sally didn't lie on them. "Do you want to take my panties off?" suggested Sally and I eagerly stepped forward, naked from the waist down and used both hands to grasp her panties at her hips and pull them down her legs.
I looked down on a beautiful shaved mound, her outer lips slightly parted, a hint of moisture already forming there.
I leaned over her, keen to kiss her. I figured this would get us both in the mood for what was to come. I didn't like the prospect of just entering her cold. Sally looked up at me from the desk, "What?" she queried, wondering why my face was hovering over hers.
