Billy has been my spanking buddy for a couple of years now. We have meet every other week and had some pretty good times. Started out just as spanking, but eventually led to mutual jacking off and oral _s_e_x_. Our wives became friends but dont know about the spanking aspect. At least being friends it allowed us to meet regularly for some fun. But, like all relationships, it started to get a little boring. Spanking each other and sucking each other off. We did a little brainstorming and came up with a way to make it a little more exciting. We decided to use dice to make it interesting.
Here is the basics: First roll chose swapping spanks or scenario driven. Second dictated who chose position, top or bottom. Third roll decided on choice of implement, once on bare bottom. Fourth roll decided first round of _s_e_x_, jack off or oral. Fifth round decided second round of _s_e_x_, oral or anal. The anal would be something new for both of us, but something we both had talked about.
The first session was really memorable. I was 1-3 and Billy was 4-6. First roll was a 2, swap spanks. So far so good. Second roll was a 1, means top chose positions. Third roll was a 2 again, top chose implements. The rolls for the _s_e_x_ would come when it was time, which the first round was after the first set of bare bottom spanks.
We started out as normal. Spanking each other otk over pants. Then I choose otk over on his underpants. After a good 5 minutes we swapped. He chose to have me bend over the chair. Not my favorite position, but it was his choice. Next, I took him back over my knee, took down his underpants, and really started to warm him up. As we hadnt met in almost a month, I knew we were in for a really good time as I felt him getting hard when I rubbed his ass in between the sets. On his turn, he decided to do otk, which made me happy, as that is my favorite position to be spanked in. As I went over his knee, I felt his rock hard _c_o_c_k_ poking into my side. He slowly lowered my underpants and gave me an adequate spanking. He wasnt the best spanker, but he had the right feel over his knee. When he finished, I asked him did he want the first round of _s_e_x_ now or after first set with implement. I think his _c_o_c_k_ answered as he was as hard as I had ever seen him. Since I had gone first, I got to roll the dice first. A six, which ment I got a blow job. I sat back and he went right to work. He sucked very fast and I got the impression he wanted to finish quickly so he could get to his. Afer about 3 minutes, I shot a good load and he dutifully swallowed it. He rolled for his turn and got a 1. Jack off. I was a little disappointed, as I like to blow him, but that is the way the game goes. He laid down on the sofa and I got some lotion and slowly jacked him off. It took less then a minute and he shot one of the largest loads I have ever seen. He must not of had any _s_e_x_ for a week or so.
While he was still laying on the sofa, I picked up the large paddle ball paddle, lifted up his legs into the diaper position and gave him about 20 licks. That paddle didnt really hurt as but made a really good loud smack. Then I picked up the leather belt and he knelt on the couch and a strapped him another 30 or so licks. He then took me otk and used the ping pong paddle on me. Next, I had him go into the scissor position and hand spanked him then used the ping pong paddle. For my next, he made me bend over the chair and used the belt on me, the one I hate the most. By this time both of out asses were pretty sore. We decided before last round of _s_e_x_ to give each other one more otk hand spanking, more on the sensual side. I let him spank me first and I felt him hard already. When I spanked him, he started low moaning when I rubbed his ass.
Time for last roll. I was estatic when I got a 4, which ment anal. He had a pensive look, but agreed. I got the ky and a condom and slowly stated to loosen him up, first with one finger, then 2, then finally had 3 fingers in. I asked him if he was ready and he said yes. I slipped the condom on, lubed up really well, and slowly entered his tight ass. He complained a little at first, but I went slow and by time my _c_o_c_k_ was all the way in he was moaning. I reached under and felt that he was hard as a rock. I started slowly _f_u_c_k_ing him and he said it felt great. I started to rub his _c_o_c_k_ and he made me stop as he said he would cum if I kept it up and he wanted his chance as well. After a minute or so a slowly pumping, I started to really give it to him. When I came, it was the most powerful orgasm that I had ever experienced. I slowly pulled out then went and cleaned up.
He rolled for his turn and got a 3. I could see he looked upset that he was only going to get blown, but, again that was part of the game. I took him into my mouth and gave him a really slow blow job. I knew he would come pretty fast, so I used the squeeze technique when I felt he was going to blow. I was able to do this 4 times before he begged me to let him cum. I then proceeded to jack him as fast as I could while keeping my mouth over the head. I think he nearly passed out when he shot his load, and it was huge. The first spurt nearly gagged me and the volume was so much I couldnt keep it all in. I think he spurted over 6 times on that one and I had to pull off after the second. Later, he told me that it had been so good that he had jacked off 2 more times after I left.
Since then, we have had many sessions using this method and it has kept the fun in it. Billy finally got to _f_u_c_k_ my ass, and I found it rather enjoyable as well. We both get thoroughly spanked and _f_u_c_k_ed each session.