My best friend of 20 years and myself, both married and living pretty happy relationships were in the pub chatting over a few pints one day. After a few pints the subject, as usual turned to farts, arses, tits and sex.
The conversation changed to talking about dicks and sizes. My friend said he had never seen a man with a hard on except in porn movies. We had shared a hotel room and seen each other naked in and out of the shower but there had never been any indication by either of us that we may be interested in each other in a sexual way.
Laughing I said, you show me yours and I’ll show you mine next time we are away for a weekend. A few days passed and I got an email off him with the subject line “open carefully”. I waited till I was alone and opened the email. There was a brief note which said, “here’s mine, show me yours!” and a file attachment. I understood straight away what it meant and I felt a little twitch in my groin as I clicked on it. Wow! The first hard cock I had seen that wasnt in a porn movie and was someone I knew.
What a nice looking cock he had. It was longer than mine but mine was fatter.
He was not circumcised and had a full skin over the end whereas mine protrudes out a little as my foreskin is quite short.
I had a really good look and the more I looked the more I felt myself getting harder.
Well the agreement was, you show me yours I’ll show you mine. I went upstairs stripped off went into the bathroom and gave myself a trim. I then went to the bedroom and started taking pictures of mine. The first few were a disaster trying to get the right pose but after I worked out how to use the delay on the camera it went fine. I took quite a few in various stages of hardness having a quick play between each one.
Once I had a few decent ones I attached them to his email and sent them to him.
His response was great. He loved my cock and said the same, he was longer but I was thicker. He told me to download Dropbox and he linked my email to his photos. Lots of nice pictures here, not of just him but ones he had seen on porn sites.
Anyway we were going away in a couple of weeks time to
Oliver Mount road races in Scarborough and then a couple of nights in the town which we did every year, so after a few more emails we agreed that at that weekend we would see the real thing.
We drove to Scarborough and checked in at the hotel. We always shared a room to keep the costs down.
After a shower we went out to eat and and then out for a few drinks making conversation about each others photos.
Back at the hotel we went to the room. As soon as we walked in my mate started getting undressed, I went to the bathroom for a pee and got stripped off too. I was about to give myself a good wash down when my mate came into the bathroom and said let’s have a shower together. We got in the shower, by now both of us had a bit more than a semi. My mate grabbed the shower gel and started washing me down, starting on my belly and moving slowly down until he touched my cock. I immediately got fully hard, harder than on the photos I sent him. I started washing him too and for the first time in my life I felt another cock in my hand, it was amazing feeling it growing getting harder.
He started wanking me and within a very short time I emptied my load. I continued with him until he came too.
We washed down got out of the shower and got dried off ready for bed.
The room had a double and a single which I would normally have slept in but tonight was going to be different.
We both got into bed. Immediately his hand went down and started playing with my cock. He asked if he could kiss me. I was a bit unsure as I had never kissed a man but agreed. He started passionately kissing me stroking my hard cock. I got started on his too. We played for quite some time before he said he wanted to try sucking my cock. Wow, a man knows how to please a man for sure. It was the best blow job I had ever had. Just before I came I pulled out and he finished me over his body. His cock was now hard as I could ever have imagined. I had never given a blow job before but enjoyed doing it for him. I pulled back just before he came and finished him with my hand.
We fell to sleep.
When I woke up next morning it felt a little strange lying naked in bed with my best mate. A quick teeth clean and he was on me again. He was feeling around my balls whilst sucking me. I felt his hand moving backwards and I couldn’t control myself as I lifted my butt off the bed and opened my legs wide. His finger touched my bum hole. Amazing, I couldn’t control myself moving into a position to help him. He fingered around my hole for a while, spat on it and slowly slid his finger in. That was so good, I moved position again so he could get better access and ended up on my knees. He got up went to his overnight bag and came back with a tube of KY. I was nervous about this as the only thing I had experienced in there was a doctors finger. My mate lubed up his fingers and slid 1 then 2 in me. It was a shock feeling but it was nice. At the same time he was playing with my cock and balls. I could see his cock was up to full size and wondered if it would fit inside me. I asked if he had a condom and said if he had he could try to fuck me. It didn’t take him long to get one out of his bag and on his hard cock. I told him to use lots of lube and see if he could get it inside me. He lubed himself and then squirted lots in me. I was on my knees. He rubbed his cock against my hole putting a little pressure on me. I was nervous as this was a first for me. He slid his fingers in and out and then I felt his cock pushing. I stretched myself open as much as I could and tried to relax. I felt him slowly going in me. He was just inside. It was quite painful so I stopped him and tried to relax a bit more. He was very patient and didn’t just push. After a while relaxing I started pushing back and I felt him going deeper. It was a little painful at first but it felt really good. He started coming slowly out and then in again. He slapped more lube on his cock when he next came out. He was now getting a good rhythm in and out, I loved it, why hadn’t I tried this before. He speeded up a little and I could hear his moans of pleasure. I was taking his full 6″ now in and out. It felt so good, my cock was hard and solid and I reached under and wanked myself in rhythm to being fucked. I was moaning with pleasure and a little pain too but that was pleasure pain. He started thrusting hard, moaning loudly as he squirted his cum 6″ up my hole. I could feel his cock pumping those last few drops out. As he pulled out I collapsed forward onto the bed. He lifted me up onto my knees again and watched as his cum ran out of my hole and down my balls.
Fucking hell he said, why haven’t we done this before, so many wasted years. He rolled me over and started sucking me. It didnt take long before I unloaded a massive cum some of it in his mouth, the rest on his face.
We laid there for a while both exhausted. After a while we got showered, dressed and went for breakfast. After breakfast we went to Olivers Mount to watch the first days racing.
Source: reddit.com/r/sexystories/comments/p2i7vs/best_friend