Hey boys and girls, those confession is from 8 years ago when I was 28.
So back in those days I was still in the industry. And I was active enough to be selective with my clients and had enough regulars to not really look for new customers. But females always where the exception.
So at a certain time I got a call for a date, I thought the voice sounded familiar but I couldn’t really place it. I heard a lot of voices so I didn’t think to much about it.
This woman wanted to hire me for the night. She had very specific wishes and desires, nothing to weird and nothing I hadn’t heard before (don’t worry you’ll find out what). We would start put at a restaurant, for dinner, go to a club and then a hotel. Ofcourse a whole night definitely wasn’t cheap. But she said it was no problem and she’d transfer the deposit that evening. I agreed and the appointment was set.
That Saturdays I arrived at the restaurant dressed as she had asked, stilleto heels, a 2 piece white suit, white a black shoulder less top and my make up just as she had asked black lips dark eyes and hooped earrings. My black pixy haircut finished the look. I admit when I looked into the mirror I felt powerful. I walked in and asked for the reservation.
The waiter took me to the table and then I saw it. It was my son’s teacher she had given a fake name. I was taken aback, this was someone I knew and knew my family. But I pushed through. At the table she excused herself for the lies but she didn’t know if I’d have accepted if she had told me the truth. I accepted her apology and took her in. I have to say I never saw her like this I was used to her nerdy outfit but she looked amazing this evening black tube skirt white top and her long blond hair.
We had a fun dinner and I teased and flirted during the entire dinner, letting my feet rub her legs moving my nails across her hands. I could tell she was enraptured. Then she excused herself to go to the bathroom.
Without her know I followed and she was washing her hands at the sink. She looked up as I moved behind her and started kissing her neck. I asked how long she was lasting for me, she told me ever since she found me online when looking for a date. But she only know had found the courage.
I moved my hand under her skirt and noticed she wasn’t wearing underwear, I moved my fingers between her lips , her pussy already dripping with anticipation. I could feel by the motions her body was making she wouldn’t last long, so when I heard the bathroom door I stopped and walked away leaving her sweating.
After the dinner we went to the club. We stayed there drinking and partying. I danced close to her teasing her and did something I normally don’t do I kissed and frenched her.
Back at the hotel it was time for her next request. I changed into the required outfit. Latex catsuit with open cups and crotch, my thigh high boots and latex gloves. I gave her the outfit I had brought for her, she had asked me to bring her a slave outfit. So I brought her balet heeled boots, a latex corset, black colar and black lipstick. As she walked out of the bathroom and I got to enjoy the view, I knew I was gonna have fun.
I put her glasses on her, and started humiliating her. Things like, so teacher is actually a little dirty slut who gets off on the parents. Then I put her on her knees and made her eat me. Sometimes I needed to fake an orgasm but not this time, she knew what she was doing and I came on her face, the first o was a fact. Next I tied her down and put a spreader bar between her legs and it was time to go yo work. I used my flogger paddle and wand on her clit and nipples to make her sensitive. And it didn’t miss its effect her pussy was dripping so hard.
I started finger her and eating her out, she came so hard. Then I strapped on and started fucking her. Rubbing my clit against the strap I quickly came to. We went on like this for a few more hours. And went to sleep.
The next morning I made her eat me out again while I was eating breakfast and soaked her face while I cane again. I kissed her goodbye and said to be quiet about this and if she wanted to book me again she had my number.
Which she did eventually that was a fun parent teacher conference. But that’s a confession for another time.
Sorry for the long post, but I hope you enjoyed. As usual I live reading your comments xxx
Source: reddit.com/r/gonewildstories/comments/su8lfy/hired_by_myf_sons_teacherf
What a wild story, sounds like you’ve retired.
!updateme
That is one heck of a story… It sounds like you really got into things. Did you only see her twice?
Lovers this 🥵had me precuming now need to go and finish 😍
Fucking hot as hell! Awesome
WOW!!!!
You are just amazing baby
Amazingly sexy
How did a teacher afford you?
Great story. Serious question for you. Do professionals, such as yourself, hire on to be with married couples? How do you go about finding one in your area? Sorry to be so clueless. Thanks in advance!
Love it
That was gold. Aside from the obvious lesbian action guaranteed to mKe any guy hard, I loved that she was vulnerable and you walked her through it sexy as fuck :)
This is so exciting! Must have been so hot!
She must not have been an English teacher… Lol sorry, I’m just kidding. I had to…
What country are you from?