I am a masculine, aggressive businessman who keeps himself in good shape by lifting weights and cycling almost every day. I am married and have two kids who are terrific. I work hard, make a lot of money and go to church almost every Sunday. I was heterosexual and faithful to my wife until I was in my 50s. My attractive wife is a lot younger than me and we had an exciting sex life until recent years when the sex started to decrease. By the time I hit 50, the sex had almost stopped. I think it is mostly my wife's fault, but not entirely. The absence of sex caused me to become interested in porn and then transsexual porn. From there, I became interested in gay porn and started thinking that it might be fun to have sex with a guy.
I was travelling a lot for business and started thinking about trying to arrange hooking up with a man. I posted some ads on Craigslist in the towns where I went for business. Obviously, this was before Craigslist stopped publishing personal ads. I got scared and bailed out numerous times. I was afraid of being caught by my wife or contracting some dread disease. I was horny as hell every time I posted an ad, but would then chicken out before I completed the transaction with any of the guys who responded to my ad. Through this process, I learned a lot about how to post an effective ad and how to get many responses.
The details of my activities will be the subject of another story or two, but suffice to say I finally screwed up the courage to go through with the deal. I met guys at my hotel and either they would suck me or I would suck them. I loved it! I loved it so much that the first time I sucked a dick, I was so horny I immediately contacted another guy and sucked a second cock.
I kept my activities out of town for the longest time. I was afraid something would go wrong if I tried to meet a guy in the city where I lived and I would be caught by my wife or some business person I knew. I truly love my wife and family. The last thing in the world I want is to mess up my family life. My wife is lovely, but she would not be understanding if she found out I had cheated on her with a man(or a woman for that matter). Actually, having sex with a man seemed less like cheating to me than having sex with a woman.
A strange thing happened when I started to have sex with men. I had always been the dominant partner when I was having sex with a woman. I was always the aggressor and it turned me on when my wife or other woman would be submissive. The women always seemed to assume the submissive role and, for me, the more submissive, the better.
I started out as the dominant person with the guys I met at first. I either had them suck my dick or we would get in the 69 position. I soon discovered that I liked being submissive to a man much more than the dominant role. Occasionally, I would want a effeminate man to suck my cock, but mostly I wanted to be on my knees with the cock of another man in my mouth. I didn't understand it(and still don't), but it soon became obvious that I got off on serving another man. I became more and more horny for cock as time went on.
I finally decided that it would be safe to meet a guy at our lake house if I was up at the lake alone. I did it a couple of times and had fun. On this occasion, I had some chores around the lake property to handle. So, once I was sure my wife wasn't going with me, I posted the following ad in the section of Craigslist in which men sought men for sex:
"I am a married, 52 year old guy who is in good shape. I will be coming to my lake house on Friday morning and would love to meet a guy who wants to have his cock sucked. I can host at my lake house. If you like, you can call me nasty names like "cocksucker," "bitch," "faggot" or "slut" while I suck your cock. I will swallow unless you want to cum on my face. I am 5'11", 172, and athletic. My cock is 7.5 x 6 inches and cut. I am clean and disease free and expect the same. The attached photos are a close-up of my cock and a photo of me wearing my wife's slip. If you want, I will wear my wife's panties and stockings while I suck your cock. I prefer married men, but will consider others. Please send a photo of your cock and a description of what you would like me to do."
I attached a photo of my cock when it was hard and a photo of me messing around wearing my wife's slip. In the photo, my hard cock stuck out of the slit in the short slip. My cock looked great in that photo if I do say so myself.
I am not really a cross dresser, but for some reason, my cock gets hard when I wear my wife's lingerie. It makes me feel submissive, effeminate and nasty. Also, it never fails that if I put on my wife's lingerie I will soon be craving a hard cock in my mouth. I was amazed at how quickly I had become a faggot.
In my normal life, I did not identify as a gay man. I realize that if you put another man's cock in your mouth, you are gay or at least bisexual. However, I didn't really want to hang out with gay guys or at gay bars. I simply wanted to suck a hard cock. For a while I thought I only liked cock and not men. However, a big strong guy who was an executive at a large company once grabbed me and kissed me passionately before I sucked his cock. I melted in his arms like an infatuated little girl. It was some of the hottest sex I had ever had after the kiss. Of course, the big guy ended up cumming in my mouth. He didn't kiss me goodbye.
Writing a Craigslist ad never failed to make my cock hard. I would get so excited I would be breathless. My cock never failed to get hard as I typed the ad and thought about the guy I wanted to meet.
I received between 20 and 30 responses. I always had fun going through the responses. I could eliminate quite a few guys because they wanted to suck my dick or for me to fuck them. The responses were usually flattering about my cock or my body, but I had figured out that I was much more excited by being subservient to a man. So, I eliminated them.
Other responses were eliminated because the guys were too old or too young. Thirty to sixty years old was the right range for me even though I have sucked guys who were older and younger. A nice big cock was a plus, but I really didn't care too much about size or thickness. I didn't understand it, but the humiliation and embarrassment I felt when I got on my knees and sucked another man's cock was the main thing that got me excited. Just about any cock would do the trick for me. In some ways, it is more humiliating to submit to a guy with a small dick.
One response stood out from the crowd. The guy had a nice looking cock and I liked his response. He was married and articulate. He also definitely let me know he was a top, loved to have his dick sucked and would have fun calling me nasty names while I sucked his dick. He told me that he was usually not interested in reciprocating. He also had a lake house and just seemed like a guy I would like based on his emails.
We exchanged a few emails and I decided this was the guy. He was still interested after the email exchange and asked me where we should meet.
"We can meet at my house on the south side of the lake," I said.
"I am on the south side of the lake, too."
"Great! My house is in a neighborhood just before you get to the Lakeside subdivision on Highway 175."