I am normally a pretty dominant person in bed. However, I have always had this aching desire to be submissive and be on the “receiving” end. Pegging has always interested me as the act of being penetrated is so foreign to me.
A few weeks ago I was browsing reddit F4M post for those interested in pegging and found a few posted by someone in my area. They were several days old so I had very little hope that I would get a response. But lucky for me she responded that she was still in the area on was interested!
Now this part I’m not that proud of. I paid her. Not something I was intending on doing but my desire to be fucked was high and I was feeling generous. Plus she’s got to make a living.
Once we agreed on a price and a date I bought a strap on (didn’t want a used one being used on me). I also figured, if this is going to be the only time this happens I’m going to go all out. So, I also bought a chastity device and some panties. If we were going to do this I wanted to do it right.