I was 45 the first time I had sex with another guy. It was an event that had been carefully planned and waited for. When the opportunity surfaced, I acted accordingly. A casual observer would not have noticed anything unusual. But I did not fear the casual observer. I feared HIV and my wife finding out. Unlike many previous attempts and quits, this time my lust won out.
The opportunity followed years of fantasy exploration with phone sex mistresses and watching porn. It was an investment of time and money and I rationalized the expense as alternative therapy. The long-term result being that I had the prepared mindset once the ultimate opportunity presented itself.
Fortunately, I had done my homework and found someone worthy of my first time. We met on a gay cruising site. I used an alias called "hungry to serve my Gay Master" and posted my dick picture along with some bullet points highlighting my interests and talents. It didn't take long to get noticed. Most of the interested parties were submissive and wanted to suck my cock. I never returned their replies. Instead, I refined my profile in hope that one day the right guy would bite.
The man I sought finally found my profile and sent me an email. In it, he invited me to look at his profile and then contact him if I was interested. Immediately, I clicked on the link he sent and then my screen filled with his profile. Icons on his profile indicated he was a Gay Top. I smiled outwardly and then I lowered my glance to the photos lining the bottom of the page. He was hot looking and dressed in BDSM garb from head to toe. A black Stetson gave him both the touch of authority and sense of mischief that I needed to see in him. Short blond hair, piercing blue eyes and clean-shaven face made him look totally kissable. An open vest showing off his ripped mid-section and broad shoulders kept my eyes lingering for a few extra moments as I fantasized kissing my way down his chest. I lingered and lusted even longer as I caught sight of the bulging crotch of his shiny black leather pants. The photo was studio quality and it definitely had my attention.
The next photo showed his pants open and his cock and balls hanging out. I gasped in amazement at the beauty and enormity of his package. The package was porn quality with veins popping along the shaft and a healthy pinkness to the firm head. Clearly this man's cock had been serviced by tender mouths and butts because unlike my own cock, there was nary a masturbation bruise or patch of redness on it.
His profile text was brief and to the point:
I am dominant and looking for a slave to train. No experience necessary. Respectful and discrete, drug and disease free, non-smoker, expect same.
I sent him a lust-filled reply. Dear Sir. Thank you for your interest in my profile. You are hot and I would love for your cock to be my first ever to suck. I'm so happy to find you exist that I don't know what else to say. It's honest. My name is Bob by the way.
His reply came in the form of an instant message. It was only a minute after I sent mine. It stated: Hi Bob. I'm Master Jim. Do you have time to chat?
I input 'yes' and immediately opened my jeans and extracted my hard cock. In my haste the tip brushed the metal zipper and I winced. A quick glance showed no cuts and then I returned my focus to the screen while my left hand started to lightly caress my cock.
The instant message window remained unanswered for several seconds. The wait seemed an eternity and finally I stated "are you there?"
"Yes" he entered. "Sorry. I was just ending another chat. I get a lot of them."
"I understand" I typed. "I can wait. I've been waiting a long time. Another unexplained amount of time can pass too I guess."
"How long have you fantasized sucking cock?" he asked.
"Five years, maybe longer. I'm not sure."
"Are you married?"
"Yes. I put that on my profile."
"I remember. I look at so many. It's hard to recall every detail."
The conversation seemed to be going nowhere fast. "Do you care if I have a hard on?" I asked, intentionally trying to bring sex to the forefront of our chat.