Hung Coworker Popped My Cherry

I had been curious about sex with a man since my mid 40s. My wife’s and mine sex life was still good but it had slowed down some so I began watching porn again. For the first time ever I watched gay porn and it turned me on so much watching a guy get fucked in the ass. I craved to try it

Back in may a coworker and I were at a conference. We sell heavy equipment so both very masculine

Third night on the trip I got a little more ballsy and confessed I thought about cheating on my wife while at the conference. He responded saying don’t all married men. But I further more confessed that at my age I more was curious about guys. As he took a drink he said I can help you there

I looked at him and he said I’m sure you can keep a secret. Told me he fucked guys on work trips before and had a regular back home. His wife had no clue.

I had showered and was just sitting in bed when he texted me asking if he could come to my room. I told him sure but I’m in my underwear. He said that’s perfect

So I opened the door in just my Hanes white briefs. As I shut the door after he entered the room he said as long as I can keep a secret he’d like to help me out with the man on man sex. I said sure

He stripped to his underwear. There was my 53 year old coworker standing in just his gray fruit of the loom briefs. With quite the bulge!

Off came his underwear and out flopped a big dick! He got erect right away and I was shocked! My coworker was hung! He said it’s close to 9 inches. I’m barely 6 inches so it was huge to me!

He pulled lube out of his pants pocket and told me to bend over the bed

Honestly I was nervous at first but figured what the heck

He lubed himself up and put some in my hole. He fingered it in asking if I’ve ever had anything in my butt. I said just my doctors finger the last few years. He laughed and said yeah I get that

As he pushed his dick in me it hurt and once it popped in it hurt more! But I manned up and took it. He went slow at first as he worked all the way in

With my ass stretched beyond its limits and a dick very deep in me he gave me a proper fucking but he didn’t last long before he came deep in my ass

It felt so weird being on the receiving end!

As he pulled out I said I feel like my wife taking cum.

As we cleaned up he told me you’ll definitely be sore in the morning so I’ll understand of your late to the convention.

Comments

Anonymous

by Anonymous on Oct 10, 2023 at 6:17 AM

In high school I had a good friend that had a huge dick. He and I got very drunk one weekend while my parents were out of town. He and I were talking about sex and girls. I tried to hint around to him that I was curious, and I had seen his huge dick in the showers after football practice. I had actually put things up my ass dreaming about his dick up my ass.
As my hints got bolder he slowly began to respond openly. Once I figured he was interested I asked him if he was ever curious about sex with other guys. He was slow to answer but said he might try it if no one ever found out. I told him I would damn sure not tell. With that things got pretty relaxed and before long we were both in our shorts and his dick was hard. When he took off his short's he looked at me and told me to touch it. In a few seconds I was on my knees, jacking him off , and playing with his huge nuts. He was looking down at me as I put the huge mushroom head in my mouth. He moaned out loud, put one hand on my head and his pre cum began to leak out . It tasted so good I started to suck on his dick. He kept telling me it felt good.
In my mind I wanted him to cum in my mouth but I wanted him up my ass even more. I stopped sucking and asked him if he would fuck me. He said he would try if I could take it. I told him let's go slow and see. I ran to get the Vaseline and stuck some up my ass as he watched. I bent over the side of my bed and asked him to stick his dick in my ass. It was like nothing I had ever imagined, It hurt like hell. Stung like my hole was on fire but I kept telling him not to stop. I almost passed out by the time his nuts were touching mine and he told me he was going to cum. Right away I asked him to cum inside of me. That seemed to excite him and he grabbed my hips and shoved that huge dick up my ass and filled my asshole with a huge thick load.
Once his nuts were empty he started to fuck my ass. He pulled his cum out of me as he was fucking me. I could feel it dripping down my leg's and off my nuts as he fucked me deep and hard. After a very long time he came deep in my asshole again then just let his dick get soft and slip out of my asshole. He stepped back and spread my ass cheeks and he seemed to get off watching his cum drip out of my asshole.
We must have fucked a dozen times that next day. Every time he came in my ass I wanted more. He fucked my ass in front of a mirror and I got to watch his huge dick fuck my asshole. For but two years he fucked me almost every day sometimes more than once a day. Then one day he just stopped and didn`t want to fuck me any more. He was a very thick 10" and it was the best sex I ever had. I still use long thick rubber cocks on my ass at times and it still feels so good

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