The Last Time - Part 12
PART 12
I gave it a few minutes before I called my ex. I needed to compose myself and think about what I was going to say to her. I wanted details, lots of them - but I knew – go too fast and she would not get into it. It was kind of like sex – she had to be brought into it gradually, or she would revert to the very conservative school teacher she basically was.
At that point, I remembered she had blocked my number. Still, I gave it a try and low and behold, she unblocked it. She was waiting for my call. The phone rang and she picked up.
“ Well, if it isn’t my favorite john!, she cooed into the phone. She was playing the part right from the get go.
I responded in kind, “ If it isn't my favorite prostitute. How’s tricks?’
She laughed a bit at the bad pun, “ I’m fine. Their fine.. So – I guess you got my note?”
“ Uh yea.” Now I figured if I jumped into the ten man gangbang invite, I would miss how she starting turning tricks for her new boyfriend’s business. So I jumped into that part of the note.
“ So I’m guessing you are with Tony now? How did that happen? “
“ He’s a nice guy. He came over the next day after our little, well, event, and we hit it off. We’ve been together almost since then.”
“That’s great, I’m happy for you.”
“And Tony helped make my fantasy come true?”
“ What fantasy?” I thought I knew, but she was going to say it.
“ Do you remember that night we played call girl and customer? That whole bit? I said yes. “ Do you remember what I told you in the morning? What I wanted to do?
“I think so.”
“ Well, I’m doing it?”
“Hold on – doing what?”
“Professional teacher by day, first class call girl at night!” She smiled like she won the lottery. Tony basically told me the same thing, but hearing her say it – and the way she said it – made me stop and stammer.
“ Wait – you’re a hooker?”
“I don’t like that word. Too rude. And I don't call myself a prostitute, either. That’s just too clinical.”
“Then what do you call yourself?” I had a few thoughts, but I kept them to myself.
“ An escort. A high priced escort.”
Okay – so she was turning tricks. The question was how she got into this line of work.
“ How do you get into this?”
“ It was quite innocent actually. I was at Tony’s apartment one Saturday morning about two or three weeks after our event. He got a phone call and it didn’t sound good. He kept on saying I understand, sure, but you knew he wasn’t happy. When he got of the phone I asked what was wrong?
“He said the women he usually got for this guy couldn't make it. He went on to explain this customer was his biggest, and losing his account could kill his company. I knew he would get girls for customers – usually from an escort service – but this one apparently was special.”
Okay, I was intrigued. “ How so?”
“He explained this guy – besides being a wealthy important businessman – had lost his wife several years ago, and wanted an older woman. Someone who he could take to events, look good on his arm and be closer in age to him that didn’t raise sucspisions that he hired a hooker. Tony said where am I going to find it that woman now, and I looked at him and waved and said , right here sweetie!
I gulped. She didn't get forced into it by her new boyfriend – which was how I had imagined - she volunteered for the job!
“ So, you..”
And she jumped right in. “ Yep, that night I had my first customer! Tony was a bit taken aback, but I said I was in, and when he told me it was 1,000 for the evening into the morning, I was so in.”.
I wasn’t sure I wanted to know more, but I couldn't help myself. My mind was spinning. We had played the game of call girl and customer, she even had been paid to be in a gangbang, but that was all spur of the moment. This was taken a gig - gladly – to fuck a stranger for money.
“I have to ask – how was it?”
“ I was a bit nervous, but he was a perfect gentleman. We were out to an event in NYC, he introduced me as his date, we then spent the night together. He was very controlling. It was more like making love, but he took me in every way possible. He was like you – he loved my ass – he took that first!!It didn't feel like I was selling my body until the next morning when he came to me and gave 1,000 dollars. And then he asked m a question that threw me.”
“What was that?”
“ He asked me what my regular job was?’ I told him I was an escort, and he said he didn’t think so. He said the usual woman was in pharmaceutical sales, so he figured I was one of those who had a real job and escort was a fun side project. I then told him I was a high school teacher, and that turned him on – that I was a teacher by day, selling her body at night. And we he said that, I got hot and gave him oral sex right there! I told him that was a freebie for the wonderful night! He them asked if he could book me again, and I told him to call Tony and we could arrange it”
Wow! Book her! She was setting appointments! This was no cute sex game – this was real!
She continued. “I got back to my place and Tony was waiting at the door. ‘ He had already had heard from the guy and booked me for the next weekend. And that’s how it all started,. Tony was so excited he fucked me right on the floor almost as soon as I walked in! He likes when I go work and tell him what happened!
This was mesmerizing. She was following her dream –okay, a weird one, but a dream none the less.
“There was an issue though” she said, and let it trail off that it seemed she wanted me to ask follow up questions.
“What issue?”
“ Tony told me he and his late wife were in a lifestyle. I had no idea what that meant, so I asked, what lifestyle? Tony hemmed and hawed a bit, then blurted out that the guy was a cuckold. I really didn't know what that meant, so I asked what he was talking about. Tony filled me in that this guy used to like watching other guys fuck his wife. That is what he would with the other girls Tony got for him.
I just looked and said, “ And..?”
“ I was a bit dumbfounded, but I had already committed to next weekend – I was booked as they say – and asked how it was all going to work. Tony filled me in that sometimes the guy would find someone, sometimes he created a scenario, sometimes the woman would pick someone up at the bar and bring him back to the room. And the scenario might change –sometimes the girl played his wife, sometimes she played his secretary, other roles as the night fit. Tony said he’ll take control and let me know.”
“What did you do?’, I asked, no dying to hear how far she went.
“ What else could I do? I was a working girl –and the money was great! He paid me from 1500 to 2000 a weekend. One nigh I picked up a guy and fucked him right in front of him. Another time he brought people into a hotel room, made me dance and strip for them and blow them all, but no screwing. One time he had me in the back of a limo, and screwed two of his colleagues - and we drove around while these two guys fucked my brains out! We actually stopped near a school - and he made sure I knew a school was there, kids were coming out, and that made me come so hard, that this good teacher was being fucked right near the school - and getting paid for it!!"
“ Wow’ was all I could muster. She continued.
“ But here was one weekend. He called me and said he wanted to take me to Cancun for a four day weekend and would pay 10,000 for my company. I laughed and said company, really? He said I would enjoy it, bit the rules were that he was in control. I had to do everything he said. I agreed, because I trusted him and he was a regular. I also didn't want Tony to lose any business, but I think our business relationship moved on from Tony's. This was me as an escort, making money for sex on the side.I asked him what I should bring, and he said nothing. He would take care of everything – clothes, jewelry, everything. That made me a bit nervous, but I was in.. All I had to was dress very conservatively for the trip down and back. He said to dress like I was teaching in school or PTA meetings. It was the school teacher kept woman scenario again! That wording got me so hot I masturbated as soon as I got off the phone!.
Jesus! $10,000!! For four days!! I didn't want to say anything more than please continue because I wanted to hear everything as she would tell it. “ So how was the trip” was all I could get out without drooling.
And she went to tell the tale of her four days as a paid for call girl with her regular customer who had a bit of a control fetish...
Last edited by oney3232; 11-24-2021 at 02:22 PM.
Reason: Typos
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