The Last Time - The Next To Last Post
This is the next to last post on this event -
When I heard that number - $50,000 - to say I was stunned was an understatement. As I’ve said, my ex was this very conservative woman, and the wild sex we did were very spur of the moment. This whole being paid for and used by random strangers was so out of character. The attitude of not caring about what others thought about her was way out of character as well. There was so much I wanted to find out – so I jumped on the one piece of information that might bring it all out.
“$50,000!! Wow – that’s a heck of a lot of money. And all from one customer!”
“Oh it wasn’t only that one guy, she said. ‘There were several others as well, just not as steady as that one”
That’s what I wanted to hear. How many johns did she have? So I said, “You had more than one client? I made it sound like I didn’t believe her – that would get her dander up – like I felt she couldn't do it.
“ I did. Don't sound so surprised’ – I got that attitude; it was only a matter of time before she told me all. “Tony needed some one to fill in again, and then it just built from there”
“ Well, how many clients have you had?”
“About 10 to 12, I think. A lot of them aren’t repeats. About half are.”
I thought – wow, she’s got a customer list. I continued on that line of questioning. It was clear she was getting off in telling her story – telling someone from her good girl past now knowing she was a very bad girl!
“Can I ask how it all worked? You’re now picking people up, are you?”
“ No – I told you – I’m an escort, not a hooker” I begged to differ – she slept with strangers for money, Polish it anyway she wanted, she was still a hooker. She needed a classy name to justify what she was doing, I guessed.
“So – how does it all work?”
“Well”, she said, “in the beginning Tony arranged things,. They were his clients. So he was expensing things with his company.”
“ So Tony was paying you?. That would make him.”.
“ My pimp?”, she said, knowing that’s what I would think. “ If you want to say that, then yes, he was my pimp. But if I liked a guy, it would transfer over to me making my own deal. The guy would call me directly”.
“On your regular cell?’ I was actually getting concerned people would find out about her. She might not care anymore, but for some weird reason, I worried about her reputation.’
She jumped in quickly “No. When I realized this wasn’t a short term thing, I got a separate cell for this. I never use my real name – except for the guy who took me to Cancun. So when they call, I know who it is and we arrange times after that."
“Okay, and don't take this the wrong way, but I’m guessing a lot of these guys are younger. You look great but you are a bit older than the typical escort. What do they say when they get someone a bit older?”
She smiled at me and said, “ You'd be surprised how many guys want to have sex with their former teacher!”
I gasped – is she fucking former students now? “Are you saying your clients are kids you taught?”
“Oh no!. I just do the teacher routine – just like I did with you and Tony and his friends. Tony suggested it to one of the guys when a girl dropped out. He asked the guy if he ever wanted to fuck a former teacher when he was in school and got the guy to agree to see his former teacher. I played the role and that act stayed with me. That guy is a one of my best customers!”
She continued, “ In fact, that young guy had me play teacher/waitress at a poker game. I started out in my teacher outfit. They stated playing and I would take pieces of clothing off as I served them drinks. In an hour I was naked except for garters and heels, and then fucked all of them. Ever time someone won a hand I would let them play with my pussy, I’d suck them off, all in that teacher style – It drove them crazy. Another gangbang of six guys and a 3,000 payday! “
To be honest, I almost called bs when I heard this but she wasn't one of those people who told stories. So I pressed on.
“Okay, then how do you balance things between school and” , I stuttered a bit because I didn't know what to call this, “um, your new profession?”
“It works pretty well. During the week I’m your everyday school teacher. Grading papers, school plays, the works. On the weekend – I’m a paid for escort who keeps her customers happy! I can’t tell you how the split worlds make me feel. By the time Friday gets here, I am on fire and can’t wait!”
“ So it’s weekend work only?”
“Not always. Weekends for sure, but maybe one weeknight. I did have one week were I had three clients during the week. I remember moving very slowly in school after the third night! And there was a really interesting night when I had parent teacher meetings for 7 to 9, and a late night date at 10. I didn’t have time to go home and change, so I changed into my work underwear at school!
I was quiet, and she continued. .” Then I sitting and meeting my kid’s parents with a push up bra, garters and stocking, and no panties. I was talking to parents about what their kids could be when then went to college, and my pussy was naked, wet and about get fucked in less than an hour! One of the Moms called me a role model for their kids – they wanted to be like me when they grew up!! Didn't have the heart to tell them she’d grow up to be a hooker!”
She was really caught up in this. Far more than I thought she would ever be. But apparently, she had it all worked out in her mind.
“Does anyone know you do this? Did anyone find out about our teacher gangbang?
“No, none ever said anything. Although there was one time I left the sl*t wife bracelet on my ankle – not sure how it happened. I got out of my car and a friend came as we both headed to class. She pulled me aside and said look at your ankle. I did and realized what was there. I blushed a bit – not that I cared what she thought - I was the blushing English teacher who had a secret life with her boyfriend!”
“What happened?”
“She told me not to worry, and opened her blouse a bit to reveal a necklace that said sl*t wife! I was shocked – this woman?? She just looked at me and said we should talk!”
“We eventually did. She knew I was divorced, but told her my boyfriend and I did this type of stuff. She said she and her husband were doing this for about 10 years, really because she loved the idea of being the bad girl. I didn’t realize there were so many of us! She even revealed to me she thought about becoming an escort!. I came this close of telling her what I was doing that and I could hook her up, but I didn’t.”
“So, with things so well, I’m guessing you’ll give up teaching?”
She quickly said, “Oh no! I’ll keep doing both!”
I said, “Why? Clearly, you’re good as an escort!” I wanted to say wh*r*, hooker, sl*t, prostitute, but held my tongue.
“First, teaching has better benefits - pension, medical, you know the drill. Second , it's the thrill of the secret life that makes it all fun!”
“Okay”, I said as I heard what I wanted to hear ,” So why the note?”
“I was wondering when you'd get to that!”
“Yea – why a gangbang? You don't seem to lack for work, so to speak?
“ You know, it's funny. After the Cancun event, a lot of what I did after that seemed by rote. It seemed, like, well, a job! If I’m with a client and were having sex, it started to get boring. To make it work, I need to play the good girl aspect to get the excitement now more and more. So I’ve turned it down a bit just to get fun back. And then I figured a big group event created by me could get some fun back.”
Well I was in and asked about details.
“ Well – It will be an entire weekend, ten guys and I can’t say no to anything – and spend the entire weekend naked. I’m thinking we create a scenario like teacher students on weekend detention, and the students take her and keep her as their sex slave! I have no idea what they will do to me, all I know I wont get hurt and no visible marks – I'll have to teach on Monday. And – the best part…”
I interrupted – “Everybody pays!”
“Yep. Everybody pays! $1,000 a man.
“Very impressive!”.
“Yes – and you don’t have to pay. You got me started in this – and if it wasn’t for your imagination, I never would have been able to find my true sexual self. It went so deep in my last marriage, I never thought I could enjoy sex again. I know it sounds weird, but I don’t know what I would have done if I couldn’t let that inner sl*t out!
I stuttered a bit – and said, “Oh no worries. Glad to help! But I’m paying as well!”
She said no – but I continued “ I insist. I want to remember you as an escort – not my ex - and I have things I want to do to you I never had the chance before! Paying makes sure I get them!” She laughed and agreed.
She and Tony called me back a few days later with some possible dates. I picked one at the end of March. It was about six weeks away. That gave me enough time to make reservations and get things in order. Being out of town, I would have to fly in and come up with some excuse for going to NY that my current wife would believe. I chose a guys Mets baseball weekend.
Unfortunately, within a few weeks Covid kicked in big time and I could not go and fly. There was no believable reason. I called my ex and she understood but was disappointed. They weren’t sure they were going ahead, but would let me know.
I got a call several weeks later, but not the one I was expecting...
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