This is a revised and expanded version of the original short story, and the first in a planned series.
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I was in my early 20s when I first decided to act on my desires for an older man to take charge of me. I had considered myself straight up until this point in life. I'd had a high school girlfriend and then a couple more in college, but the sex was all very vanilla. At some point I started to find an enjoyment in BDSM porn. I loved watching women getting tied up, then having their bodies played with and used.
At some point I realized that I didn't want to be the one tying up the woman and using her, I wanted to be the one tied up. And even more surprising, I wanted it to be a man doing it to me. I loved the idea of a dominant older man taking controlโtying me up and teasing my body until I begged him to let me cum.
I finally decided to take the plunge when I was traveling for work. I was in Chicago for two weeks, and I had a lot of downtime in my hotel room where I was bored and horny. I decided this was the perfect time to try something I'd been dreaming about for a few years. I sat down at the desk in my hotel room, fired up my laptop, and got to work.
I really didn't know where to begin, so I started looking for gay hookup sites. Some were fetish oriented and others were geared towards older guys. I wrote up a profile explaining that I was a bi curious guy that had never been with a man, but had been dreaming of an older man taking control of me and decided how and when I would be allowed to cum. I took a few pics but cropped my face because I was still too nervous to post that. In a moment of boldness, I stroked myself hard and added a pic showing my cock standing at full attention. I posted the profiles to several of the websites and then waited to see what happened.
Over the next few days I got a ton of messages, though not exactly what I was looking for. Apparently my cock was a good oneโabout 7.5" and thickโand lots of messages were guys just wanting to suck me or have me fuck them. I realized getting somebody that actually wanted to do what I was interested in might be difficult, and I started to get discouraged.
Then, a couple of nights later, I was back in the hotel room hanging out in the chat room at a website called SilverDaddies when I got a message from a gentleman saying he thought he could help me out. He joined me in the chat room and we spent the evening chatting. He started off asking me tons of questions about what I liked and what kind of experience I had
Had I ever done anything with another man? No.
Had I ever gotten a blowjob? A couple from old girlfriends, though only one that swallowed.
Did I like my nipples played with? Nobody had ever done that, so I didn't know.
Had I ever received a rim job? I didn't even know what the term was. After he told me, it blew my mind to think about getting a tongue in my ass. For a vanilla boy from the Midwest, that sounded like the kinkiest thing ever. I couldn't believe people did that outside of porn.
Had I ever been tied up? No.
Had I ever been spanked? No.
Had I ever put anything up my ass? No.
Had I ever tasted my own cum? No.
This went on for a while. He grilled me about my entire sexual history, what kinds of porn I liked, and even how I masturbated. I spent the whole time during our chat with my pants around my ankles and my hard cock in my hand. I was leaking precum like a faucet when he finally said he thought he could help make some of my fantasies come true. If I wanted, he'd be happy to tie me up and spend hours teasing me before letting me cum. He'd suck my cock, lick my balls, rim me, play with my nipples...all the things I had fantasized about. This sounded perfect, and I was incredibly turned on, but he said there was just one catch.
"What is it?" I asked, dreading what his response might be.
He explained that he loved helping straight and curious guys explore their kinky side, but he had a fetish he'd want fulfilled in exchange. I was nervous as hell, but also extremely horny, so I told him to tell me more. He said that when I was ready to cum I would be restrained, and when I finally got to shoot he would make me cum into a dog bowl. I would then have to lick my cum out of the bowl before he would let me go.
To a sheltered straight boy like myself, that was the wildest thing I'd ever heard. Like most "straight" guys, I had an aversion to cum. I wouldn't even kiss my girlfriends after they'd sucked my cock. To lick my own cum out of a dog bowl seemed like something I could never do. But at the same time, I'd been working my cock on the edge for over an hour as we chatted, and this revelation about what he wanted pushed me over the edge. I came so hard I think my cum must have splashed the ceiling.
As I came back down from my incredible orgasm we continued to chat. He explained that he got off on making guys eat their own cum, particularly curious guys who had never done it before. He said most guys were too nervous to go through with it, but he'd had a number that had done it. He even had a few regular guys that come back for it again and again. They each had their own personal dog bowl that he kept in a cupboard and got out for them when they visited.
At this point, the post-orgasm crash had set in and the thought of eating my own cum was repulsive. I told him that I needed to get to bed because I had work the next morning. He gave me his email address and told me that if I wanted to go through with it I should get in touch with him. He was his own boss, so he had quite a bit of flexibility in his schedule and was sure he could find time for me. I told him I'd let him know if I was up for it and then signed out, knowing he wouldn't be hearing from me.