Sex with work friend

[fucker1980]

10 years ago when I was in my mid 30s I was working at a grocery store and became friends with a coworker who was in his early 20s. He was so hot. Tall as me (6 foot) with short styled blonde hair and skinny but athletic frame and freckles in all the right places. He was very outgoing as I was and we had a blast working together and as we became closer we talked all about our sex lives current and past, our love for 420, and had just a lot of common interests in music and other stuff. He had a hot girlfriend but he confessed he enjoyed checking out guys as much as checking out girls. He said he had experimented with a guy in high school but when he lost his virginity to a girl he never messed around with a guy since. He did have a 3some in high school with a guy and a girl. His sex stories always got me so horny. I had always been bi and had experience with both and he enjoyed my stories too. One time in the cooler he suddenly grabbed my ass and laughed and I grabbed his back. He was dropping a hint. He came over to my house soon after and brought over some weed and we got high and started talking about his gay experience in high school and I told him if he ever wanted to do something like that again I'd be down. He told me at work one time he'd always wanted to use a fleshlight and I told him I had one so he asked to see it. I told him it was clean so he stuck his fingers inside and I saw his dick hard in his pants. I went for it and grabbed it and he made a little moan. I then unsnapped his shorts and pulled them down and his dick was gigantic. It had to be 8 inches and was thick with no pubes. I started stroking and he said he wanted to insert it in the fleshlight. So I got the lube and started to jerk him off with the fleshlight and he let out a moan and shot so much cum it poured out of the fleshlight as he was still cumming more. I then took down my pants and used the same fleshlight on me and his cum was in it and I didn't last 10 seconds til I added mine to it as he watched grinning. That was our first encounter.

 

[fucker1980]

It was a couple months til further encounters. We didn't stop hanging out but it was usually in a group, one being his girlfriend. Also during this time he got fired for too many attendance issues at work. I was able to get him a new job working for a friend of mine who owned a business cleaning deep fryers for restaurants. I helped out there when I wasn't working my regular job. When he started working there I would ride with him in the van and we'd do the jobs together. Sometime the routes took us 3 hours away so we got some good alone time. We'd give each other roadhead and handjobs driving late at night. One night after a long road trip we were pretty horny when we got back to the depot. We took out hooking up to a new level which I'd been dreaming of for a long time. There was a couch there and sat next to each other and I just went for it and kissed him. I laid down on top of him and we were heavily making out and shredding clothes. I kissed and licked his freckled body from his lips to neck to chest to cock and even kept going down his legs then back up and he was moaning and trembling. We then switched and he did the same to me. I nibbled on his ear and whispered fuck me! His cock is huge so I knew it'd hurt. There were condoms and lube in a drawer there cause my friend who owned the place would have hook ups there and he knew what we were up to anyway. Laid down and he got ready. He put his cock at my hole and started slowly. It hurt. I'd never took one that big but I said keep going and he got halfway in and started pumping. I was so full of adrenaline and lust the pain slowly started to ease a bit and he went deeper. I said let me get on top to control it and that was alot better. We were both screaming in ecstasy. He said I'm gonna cum and he filled that condom up so fucking full. We only used a condom since I wasn't cleaned. We fucked again a week later and I had a chance to prep and he shot so much cum inside of me. I wanted to fuck him but he never wanted to bottom which I was fine with. I just loved being close to him.
I was falling hard for him but he was in love with his girlfriend. We both agreed this was just a side thing for fun. It didn't stay that way. Things got complicated. He and his girlfriend broke up for awhile but he didn't want to have a gay relationship and he started running up his body count with woman after woman, including a married woman who was a decade older than him and also an only fans model. My friend lost his business so he lost that job and moved in with a friend from his high school days. We still talked some but didn't hang out for months until he called me one day saying his ex girlfiend and him are back together and wanted me to go to a bar and drink with them and catch up. I did and didn't expect anything else. Then we went to the bathroom together just to piss. He was way more drunk than me. I was holding him steady. He then turned around with his big cock still out and I grabbed it and it got hard in my hand. We went in the stall and I sucked him off then we went back out where she was waiting. He told her he had the shits and I said I stayed to make sure he was going to be able to walk back to the table ok. We started hanging out again but she was always around. He got a job as a bartender at a different bar and I'd go hang out til again he got fired from this job too for getting in a fight. He got a job at Target and got fired there too. He then went in a downward spiral and didn't want anyone around but his girlfriend and sent me a text saying our friendship had been fun but it was time for it to end so he could try to start a life with her. He shut out other close people to him too. We eventually lost all contact. He deleted his social media and to this day I have no clue what happened to him. This all happened in the time period of 2017-2018. I was crushed for a long time. Really it wasn't til 2019 when I met someone else til I finally started pulling out of the depression that he had sent me in. I was totally in love with him even though I knew we'd never be together. All these years later I still get horny thinking of those hot times. I don't regret it and it was the hottest sex of my life to that point.