I have been on and off stripped and spanked at work but other situations have come from that
One of my former co-workers asked me a couple weeks ago to do her taxes. She messaged me earlier this week to see if they were done or was she going to have to hurt me. I told her the corporate returns are due by Wednesday and I would have her finished by the week-end. I messaged her that her taxes were done and she was to come over to my house to pick them up.
When she arrived, I let her in the house and she took her coat off and was wearing a thin white button up the front shirt with no bra as the top three buttons were not done which made it open below where her bra would be and I could easily see her dark nipples through the shirt.
I sat down next to her to go through the file folder and explaining her returns to her. Being beside her and glancing her way, with the shirt the way it was I could see her full nipples that were hard and at least a 1/4 inch long. She could tell I was looking and she thought I didn't notice but when I switched from talking about the federal return and started talked about the state return, I saw her unbutton another button.
After a few minutes, I was done with the explanation and I asked her what she was talking about when she asked if she had to hurt me to get them done.
She told me that what she really misses about not working with me was seeing me naked and getting spanked or spanking myself. She said that was the hurt she was hoping to see.
She continued on that the other friends of hers that used to get to see me on her webcam from work, issued her a challenge to some how get me to go live with them and get spanked.
I asked her what her penalty was if she didn't get me to do it.
She told me that since I wasn't available to her anymore, that her friends have turned the spankings on her to do. She has been on webcam with them having to spank her ass, tits and even her pussy live for them and other friends.
I said is that why you keep unbuttoning your shirt while I was explaining the taxes. Her response was to just take her shirt completely off. She then grabbed her nipples and pulled and squeezed them asking me if I liked them. I said, of course I do, I have been wanting to see them ever since we met.
She said really!!
She then asked, if I was going to help here out and do the Facebook live and spankings for her.
I said, that there is something else I have wanted to see ever since we met.
She didn't say another word, just stood up and completely stripped off the rest of her clothes. Turned her ass toward me and spread her cheeks giving me a wonderful view. She then got on the floor and spread her pussy wide open for me to see everything.
I said I guess that I now have no choice but to do the spanking videos, since I got you all wet and horny already.
We move into my living room and I stripped for her and she remained naked. I asked her when she was going to be ready to call her friends, which she said right now.
I had no idea how many people were going to be in view of the Facebook feed. Amanda had the camera toward herself at first and I could hear several different voices on with her. One of the girls ask her if she was topless as there wasn't any clothes in view on the camera.
She not only admitted being topless, she said she was naked and then moved the camera around so everyone could see her. Now much to my surprise, one of her friends told her to spank each of her breasts 10 times and to make sure she included her hard nipples in the smacks.
She did what she was told and then someone else told her to grab her nipples and stretch them out and twist them far enough they could see them being twisted on camera. She then said, wait a minute my challenge was to get Joe to spank live on the call not me. Some of them were laughing, saying you didn't even tell us he was there.
She then turned the camera my way and I made the mistake of asking what they wanted to see me do. I received instructions on how many smacks and where I was to be hitting.
The highest number any one asked for was 50 but the locations where it the top of my dick, under side, right side and left side and one said for me to hit the head of my dick only and wanted the camera close up to watch. My ass got smacked a lot and so did my nipples.
After about a half hour of spanking everything was getting red and sore, one of her friends said we have one more challenge and I had to decide to either make my dick, head, shaft or balls bleed for them or I had to agree to make arrangements with Amanda for us to meet and do this more often.
Amanda then chimed in that she wanted both. Then told everyone to wait a minute and I went out to my kitchen and grabbed a pairing knife that I knew had a very sharp point to it.
Without any hesitation, when I got back in front of the camera and jagged the head of my dick with the knife I went then and jagged the top side of my shaft, then right side left side and then held the knife under my dick with it pulled up and I then let it drop into the point. I then poked my right ball and then my left.
I asked how did I do and the webcam group seemed very happy but Amanda said she wanted me to do to my head what I did to the shaft. So I then poked the right side of my dick head and then the left. I looked up at her and before she said any I pulled my dick up and the jagged the right side beside my pee hole and then the left. She gave me the thumbs up.
I then surprised everyone by grabbing the plastic ruler and smacked my dick several more times. I then lifted my dick to tighten the skin around my balls and someone on the webcam said, they aren't bleeding. I said that will never do.
I then went over to my office and grabbed some rubber bands and wrapped them around my balls. Once wrapped, I poked the right one with the point of the knife then the left. I asked how did I do. Amanda gave me a thumbs up but the webcam group said they couldn't see anything. I jagged but ball two more times then spanked them again.
I asked the group how I did and they all agreed I did awesome. I told them it was bleed or do this again but I am going with what Amanda wanted and doing both. I also suggested we have a group get together and we do all this in person. We ended the webcam and I asked Amanda if she was just going to get dressed and heading home.
She said no, I want you to do one thing for me that my boyfriend doesn’t do. I said what? She said as she hopped up on my dining room table and spread her legs and pussy wide open and said eat me. I said gladly and I can't believe he doesn't do this. She said it is straight sex and nothing else. I played with, licked and fingered her to two orgasms before she said we need to stop.
She got up, got dressed and gave me a very passionate kiss.
She said she sure misses working with me and wishes we did more at work but, very happy we were going to be having fun together more often. She was finished getting dressed, grabbed her taxes and left me a check for the taxes.
After she left I went to the shower and rinsed off my dick and balls. As I had figured the little spots that were bleeding earlier had all stopped and looking in the mirror I couldn’t even tell it was bleeding earlier. I was glad of that as I have a NASCAR party to go to.
The last time we had one, while the race was on someone suggested we play adult truth or dare. I ended up being naked but this was pre covid so I don't know if anyone will remember or if there would be a repeat performance.
I believe I had posted that here before but if anyone can't find it or want me to just repost it let me know.