Hello. My name is Stan, I am 45 years old and for most of my life, I've been a red-blooded, college-educated white American male who grew up and lives in the Northeast US. I like playing cards, drinking beer, watching football, looking at women and playing a pickup game of hockey every now and then. You know... guy shit.
Sexually, I've spent my teens and majority of my adult life with my fair share of relationships and hookups with women, and while I am not physically gifted or blessed, I still left the majority of my partners satisfied.... or at least I like to think I did! Physically speaking, I'm 5 11 with and average build and dark hair and hazel eyes. I work out off-and-on so I have enough muscle mass to show that I'm not totally out of shape and lazy. I even run and bicycle from time to to time to stay in shape. I also don't have a lot of body hair.... I guess you could say I have a smooth complexion. In another life I might have been a twink. But in this life, most people I interact with treat me with respect and basically just one of the guys.
As for my cock, I would call it averaged size. No shame in that, especially since some of the women I've been with tell me it is very adequate and even a bit thick with enough girth to please them and get them off. I still am friends with my first serious girlfriend from 25 years ago, and she still tells me I'm her favorite sex partner she's had. So yeah, I'm no professional porn star or anything, but I have no hang ups about what I've got to work with either.
By the time I got to my early 30s I eventually settled down into a long term relationship and now, 15 years later, we are still together and have been married for the past 7 years. The opportunity has come up to cheat on her with another woman, but I didn't give in. I guess I have too much respect for my wife and our relationship to cheat on her... at least with another woman.
My wife has a small, petite frame and when we have sex and are really getting into it, she'll tell me I'm going too deep and ask me to not drive my rod so deep far into her tight love box. Obviously I don't want to hurt her - much - so I let up a bit. But I still do take that as an ego boost that my dick is too much to handle for at least one person. But I digress.
Anyway, I'm comfortable and educated enough to know that sexuality and is fluid for some people. And like some other men, I've felt the urge from time to time to also be with a guy. The feeling comes and goes and, honestly, it's been that way since I was old enough to jerk off. But growing up and well into my adult years, I've also thought an awful lot about women, so I'm definitely not totally gay. Maybe bi? Maybe only part time gay? Who knows.
But ever since my early 30s, I started thinking more and more about men and doing things with them, rather than women to the point that I would find myself cruising personal ads on the internet. Like many men in my situation, I've resisted the desire to act on my urges. And when that desire was too much, I would respond to an ad or even post my own, but I would eventually chicken out and not show up for any meetings I had arranged. Or I would get second thoughts about any weirdos my own ad would attract, so I would take it down within a day or two after posting it. And I also avoided meeting up with anyone in my own general area out of fear of unintentionally setting up a meeting with someone I might know and then be outed. So discretion has always been important.
But one time about 7 years ago while cruising Craigslist (back when that was still a thing) I found a simple personal ad that simply stated "MWM in 30s looking to fool around with another MWM." No photo. Nothing else. I was going through one of my phases where the urge to hook up was high (or at least higher than usual), so I replied to the ad, telling him my basic details and and explaining I was in a similar situation and that discretion was a must. Within half an hour I got a reply, he told me that he was happily married with kids and didn't consider himself gay, but he needed to "scratch an itch". He told me his stats - he was 6 ft, slim, clean shaven and packed a 6 inch dick. He also told me that discretion was also important and that he lived about 45 miles from where I lived. He finished his reply by asking for a pic.
I replied and told him I was definitely interested. I also sent him a selfie of me from the neck down, wearing nothing but my briefs. I rubbed my dick a little to help make a large bulge, snapped the pic and sent it to him. Like I said, I'm not out of shape or lazy, but I also don't have an athletic body or a six pack. So I was a little self conscious about sending a pic of myself but I figured what the hell. I didn't get a reply that day or night, so I started to get nervous that he may not have licked what he saw. But the next morning I checked my messages and saw he replied. "Nice" he wrote. He also attached a pic of himself, but it was more bolder than mine. It was a of at an angle look up from under his erect cock, with his hand firmly wrapped around. It was beautiful. Stunning even. Maybe it was just the angle, but he said he was packing 6 inches but to me it looked closer to 8. My blood started racing when I saw it, knowing that I could very well soon that beautiful magnificent dick in my mouth.
I quickly replied back and said "Wow. I would totally worship that cock if given then chance!" He replied less than an hour later. "Oh. You definitely have more than a chance. Let's meet up. My name is Steve by the way."
After a few more exchanges, Steve and I made an arrangement to meet up at the end of the week. Driving to his town to meet him was out of the question. Steve said he had too much to lose to be even spotted with another guy. Parking was also a no go, because of the embarrassment of getting seen and/or caught. He wanted someplace safe and secure without any chance of being caught.
Steve wrote that he was willing to drive to meet me, if I was willing to host. Only problem is my wife was temporarily laid off, so it's not like I could have him swing by my place since she was almost always home, even if I could slip out of work during my lunch break. But all I kept thinking about (and looking at) was that picture he sent me of his magnificent cock and I knew we had to solve this problem. That's when it hit me... I work in an office building that had gone through downsizing at the time, so there were plenty of offices and spaces in the building to meet up. I also worked early enough in the morning that no one else was there except my boss, but because part of my job involves meeting with clients, I could tell him I had a meeting. I could slip out of our office, let Steve in, and then go into an empty part of the building and find a private place to meet him. There was still a risk, but it was only a small one and I just knew I had to make this work. I thought that someone like Steve doesn't come along often and I couldn't pass this opportunity up. There would be no second thoughts, cold feet, nor chickening out at the last minute.
I explained the plan to Steve and he was all in. He said he actually had to drive up my way on a Friday for a meeting nearby, and he could just leave earlier than usual for the meeting and stop by where I worked beforehand. So we arranged to meet at 8:30 a.m on Friday.
For the next few days, as I waited for Friday to arrive, all I could do was think about Steve and his cock. I would fantasize about having it in my mouth, sucking and licking it and I would start to get hard just thinking about what I had planned for him. I probably jerked off more in those few days than ever had previously in my life. I never felt anything like the anticipation of sucking a dick for the very first time. It is a total rush.
On Thursday night I made sure to groom myself for Steve. He had said that he also wanted to suck my dick and so I wanted to make it as presentable as possible. To be honest, the thought of getting my dick sucked by another guy was nice and all, but it paled in comparison to thinking about me sucking someone else off. I mean, I've had plenty of blowjobs in my life from various women, what's one more to add to the list, even if it WAS going to be from a guy this time? But I still wanted to make sure it was trimmed in the right places and shaved bare in the others.
Friday morning I woke up, took a long shower and even though I always practice good hygiene and cleaning, I was especially thorough this time. I had never spent so much time and effort on any prior date in my life, but this one was kind of special. And I can't believe I was thinking of it as a date, because it wasn't. But that's how it felt.
I got to work at 7 a.m. Had a short meeting with my boss and mentioned by 8:30 appointment, saying I wouldn't be around for about an hour. He thought nothing of it. At 8:25 I started checking my inbox to see if Steve had arrived. I must have clicked refresh about 20 times a minute until 8:30. Then it got to 8:31. Then 8:33. Then 8:35. He was only 5 minutes late but I was getting worried. "Was Steve going to stand me up?" I wondered to myself.
Then at 8:36 I finally saw the message I was waiting for from Steve. "Here." it said. I replied "Did you park where I told you?" He said yes and so I left my office to go meet him, practically running to the other side of the building where I told him to wait. I opened the door to outside and there he was, standing before me in a red flannel, buttoned up shirt, tucked into jeans. He had short, sandy hair, was clean shaven and had a friendly look about him.