I don't think I will ever be able to relax again. I am afraid that my "arrangement" will be discovered. Yesterday was not one of my better days after I called, "What kind of arrangement did you have in mind Robert?" I can feel still feel my mounting humiliation as he spelled out his terms. I understood that Robert just wanted sex, and he could care less that it would be a degrading form sex to me.
Robert said, "The pact did not say I could not, poke some butt. It said that I could not jerk a load."
I made the agreement to meet him after school so he would get off a few times and in exchange I would not have to perform any acts bareback for the weekend. I rationalized that, "It was easier for me to do as he asked now than to swallow other boys cum. Robert jumped into my truck as soon as school ended and had me drive behind the Foodland dumpster.
Robert said, "it will be private as no one comes this way very often.' I was sweating as I put my truck in park.
I stated, "You have to promise that you will keep your end of this bargain."
Robert looked down at his crotch and began to massage the bulge, "I would bargain away my left testicle to drop a load or three." He was laughing as he opened the door, "Come on lets get started."
I followed him around to the rear of the truck and I asked, "How do we do this?" He smiled, "Don't worry I tell you what to do?"
Robert said, "Keep a lookout and let me know if you see anyone coming this way." That really built my confidence, "not only did he want to corn hole me. Now we could be caught in the act. I watched as Robert lowered his pants and stroked his dick.
He said, "We have to be careful and ready for a quick getaway so we will just keep our clothes on. Robert didn't wait for me to lower my pants instead with a tug he pulled the zipper, my pants and my jockeys below my knees.
He said, "Did you bring the shields?" I handed him one. He said, "I will put the rubber on, so open the tail gait and bend over." I did as he asked. I cannot tell you the pain I felt next. His cock was pushing and probing. I was yelling for Robert to stop and I realized that he had not even put the head past my opening. I started begging for him to stop.
Robert said, "I have fucked two other first timers. It will be easier if you lubricate my cock first." I looked at the sheath covered head and I thought, "What can I lubricate it with? I didn't bring anything." He said, "When you beat your own meat what do you use to lubricate it with?" I caught on as he said, "Kneel down and help prepare it for entry. Don't you worry the rubber will protect you from my pre-cum." I did as he asked. I knelt on the ground in front of his dick and I slobbered all over the rubber covered weapon until it was ready.
Robert said, "For ease of entry you need to pretend that you are pushing out a big dump as I push in. You will feel a great deal of pain as the head enters your poop shoot but as the shaft follows the pain will decrease. The first couple of times we screw the pain will be bearable then as you become accustomed to the size it will fade."
So that's my agreement. I'm spread out over the tail gate of my truck. My pants are lowered to my knees. Tears stream down my face as I have a telephone pole entering my butt for a third time. I have two used condoms beside me as the marks of my first visit and my second visit to boy sex. I thought that I could just take it up the ass by bending over and that I wouldn't really be doing anything but Robert made me an accomplice by having me help him get ready for entry each time. This was not a sex I had imagined when I looked at Robert last weekend. It was not the sex I wanted when I entered his den to give him a blow job. This was one sided sex that provided gratification for him only. Hell I never even got a hard on.