Found this site and decided to confess a sex story that occurred many many years ago. I use to own a beauty shop and with a young family, I had to take jobs others would not want to make a living. The inmates at the local jail were scheduled for haircuts every month. It didn't pay much, but I was able to cut the hair of thirty inmates in about six hours. I wouldn't start until 4 pm and finished by 10 pm. It allowed me to work at my schedule and make a good total amount of money. The people in the jail were mainly non-violent, but there were occasionally the violent one. There were two jailers I usually dealt with. A younger man who was efficient and ran the inmates through like a drill sergeant. The other was named Tom and had to be 70 years old and slow and I mean slow.

When I started, the guys would come into a small room without any windows or cameras and the guard may sit in there or may not. But, a short time after I started, contraband was found on several inmates. They thought I might be the culprit, which I was NOT. During this period, the jailer had to check my stuff before I arrived and after I left. But, unfortunately for me they continued finding contraband. Instead of simply checking my supplies, they now had to strip search me. Sometimes there was a female dispatcher who would come in the room and I would strip in front of as she went through my clothes and ultimately made me squat to make sure I wasn't hiding any contraband. But, most of the time it was only a male. It was a small community and the sheriff said I would either do the strip search for the male or give up working there. I negotiated a trade off, which was pay me more for each inmate. I didn't mind the strip search, although my husband hated the idea, but the additional money was wonderful. Therefore, I was usually strip searched by the younger jailer when I got there and again by the older gentleman when I left. The younger jailer was a little younger than me and was very professional. The older male was anything but professional. He would make me stand there and squat numerous times. He would spend additional time going through my panties and bra. He asked me to cut his hair while I was nude. Which I might add I actually did for two reasons, one you will find out about a little later and the second was the money. He paid dearly and tipped really well.

While the contraband was being found, after I cut the hair of an inmate, they were strip searched in father same room we were. All had a jumpsuit and underwear, so it was a quick process. But, I saw my fair share of penis. Which brings me to my story. An inmate was brought in named Billy. He was a drug dealer, who was following his multi million dollar shipment of drugs. The cops had been following them through a number of states. The cops finally pulled them over separately and found the drugs. Billy couldn't be tied to the drugs, so they made up a few minor charges that happened to stick and the judge gave him the maximum sentence of 364 days. Billy was very handsome and rugged with the tattoos. He was also blessed with an extremely large penis, which I got to see during the strip searches. I would always do Billy last. That meant Tom was bring Billy back. Tom liked baseball and would bring in Billy then head back out of the room to watch the game. There was a main door large metal door that Tom had to go through and it was loud. Since Tom was slow, I knew I had fifteen seconds from the time I heard the door until Tom walked in the room.

Remember when I said that I cut Tom's hair nude for the money and one other thing, well that thing was to give me more time with Billy. Billy would hit on me and say some nasty things, but when I finally decided to see what would happen with billy, Tom knew to give me twenty minutes. I wore a button up blouse and unbuttoned several buttons. When I turned and billy saw me, he knew he was going to have sex. I had it all planned out how I was going to tease him, but that went out the door when he saw me. Billy grabbed me and took off my top and began sucking my nipples. He unzipped his jumpsuit and had his cock out then pushed me down to suck it. It didn't take long before we were having rough sex. I was bent over the table, pressed against the wall and positioned anyway he could. It was wild sex. Billy contacted me after he got out and I went to his house. It was a beautiful large home. When I walked in, he introduced me to his wife then we went to his room for sex. His wife never said a word, but was very gracious. Billy quit calling, but that was the wildest sex I ever had. Hope you enjoyed it as much as I did. Lol