No Regrets

Many years ago back in my early teens. I had a friend that I started first grade with. He and I were very close and were always together. Over the years we shared many things and like young boys will do there was some experiments with sex. Mostly touching stroking and humping. Once we both could cum it got more interesting. Late at night we liked to jack each other off when ever one was asleep and we were spending the night at each others house.
We both lived out in the country so privacy was no problem at all. We would play with each other in the woods. One day on a dare I got on my knees like always to jackhim off and he dared me to suck on his dick. Once I put it in my mouth I liked it and wanted to suck on it. We were both enjoying it and I never thought about him shooting his cum in my mouth but when I knew he was about to cum I started to pull back and he grabbed my head and begged me not to stop and with his balls smashed against my chin I grabbed onto his ass and held on while his cum shot in to my throat and I swallowed it then sucked on his dick and balls while we talked and shared our experience, He got hard again and I told him I would suck himm again if hevwanted me to so I did and it took awhile but he came in my mouth again.
Later on that day he sucked me off and swallowed my cum. Now we were really best friends. We sucked each other off almost every day after school and on weekends thats all we did several times a day most f the time.
We were very open about it and the sex was very casual and we liked it so much we didn`t want to stop. One saturday morning at my house with my parents at work he and I were back in my bedroom and got naked to suck each other off and I decided to share a secret with him and I asked him if he had every tried to finger his ass or stick anything in his butt. He said no never tried it. I told him I had tried it and liked it and had even put a few different things in my ass and it felt good. I told hm I liked walking around naked with someting stuck in my ass and he wanted to see me do it so I put a little vaseline in my ass and stuck the handle of a hair brush in my ass and he watched while he stroked on hs hard dick. I let him look at it sticking in my ass and he even spread my ass cheeks to get a closer look He grabbed my dick and started to jack me off and in the heat of the moment we ended up in a 69 and sucked each other off with the handle still up my ass.
I left itup my ass for awhile and he pulled it out and told me it was pretty fucking hot seeing that up my ass. Next thing he said caught me by surprise when he said " Maybe you might want my dick in your ass? Will you let me put it in our ass?" I was quick to say "Sure lets try it" We talked about it and I rolled over face down and he got on top of me and I spread my legs. He grabbed his hard dick and rubbed it inthe crack of my ass until he found my hole then pushed until the head went in and we both moaned as he pushed his dick up my ass until his nuts were pressed against mine, I told him it felt good and he agreed. He humped on me a little then started to fuck me and I kept telling him it felt good and I liked it and then he told me he was about to cum. I never thought about him pulling out and tod him not t stop keep going. He saked if I was sure and I said yes cum in me!! Man he came hard wth his nuts touching mine and I came too.
He left his dick in my ass and we talked while he humped on my ass moving his dick in and out of my asshole. I told him he could leave it in there all day if he wanted to. We both laughed and he slowly began to fuck me some more and we fucked for a very long time until he came in my ass again.
We wee laying in my bed talking and his cum was leaking out of my ass and I told hiand he wanted to see it so I rolled over and he spread me open and looked at his cum dripping out of my ass. We showered after that and never put our clothes on all day. We played around all day in every room of the house tried different positions and he stuck his dick up my ass countless times came inside of me a lot and we had a great time and I liked getting fucked and having his dick up my ass and I told him so. When I told him I liked it when he came inside of me he liked that. We fucked on a towel in front of this big floor mirror in my parents room and we turned in different positions so we could watch as we fucked and with a hand held mirror between my legs I could watch his dick as it went in and out of my asshole and I liked watching it .
That night after everyone was asleep he fucked me and got off in my ass twice. The next day in the woods he fucked me some more. THat week after school we would fuck a couple of times before any one got home and for about 10 years even after we had girlfriends and wee getting pussy I still wanted him to fuck me often and his dick got bigger and felt better up my ass and he shot a lot of warm thick cum up my ass over the years.
WE drifted apart after several years and after 22 years at a class reunion he and I were drinking beer talking and our wives were talking and he asked if I ever thought about our younger years and I said all the time. I got ahead ofhim and asked if he wanted to do it again. He looked at me and said I will if you will.
The next day we tod our wives we were going to go shoot pool and have a few beers but we ended up in my Deer cabin sucking and fucking like hot yung boys again. His dick was very nice thick about 8" and it felt great in my ass and I took all the cum he could give me and it felt great. He even fucked me out on the front porch bent over a table with cum dripping down my legs. We got pretty kinky because we were both enjoying it way too much so wjhen he asked to tie me to he bed and fuck me I let him. He said his wife loved to be tied and fucked so we did it. We got off trying to deep throat each other and gag on each others dicks and once I had a beer bottle up my ass while I sucked his big dick in front of a mirror on my knees. He had both hands on my head fucking my mouth talking dirty to me while I worked my asshole up and down on the bottle until he forced his dick down my throat and came telling me to suck on it buddy !! Swallow my big hot load!! It was so hot I shot my cum all over the floor and we continued to get kinky and play for hours and we both had a lot of each others cum inside of us.
Now once a year we get away to get knkiy and have wild hot dirty nasty kinky sex with each other and it just gets better every year. We have been friends for over 50 years and we jus like to suck and fuck.