I have been married, and faithfully so, for 10 years. Our sex life has always been good, and I know that my wife, Melanie, would be devastated if I cheated on her with another woman. So, any fantasy of such a thing has had to stay that way for me, even as I sat in my hotel room on a Friday night in Topeka.
The first day of my work convention weekend was over and after having a few beers in the hospitality room, I retreated to my room and checked out some porn online. This is where the fantasies remain, watching various kinks on porn sites in my room. Lesbian sex, BDSM, voyeurism, cuckold and other video clips catch my attention, and at the bottom of one site, I see the ad suggesting man to man hookups locally.
Definitely curious to me, never having any kind of interaction with another man, I've watched clips of submissive men being cuckolded by his wife or girlfriend. Submitting himself to the 'bull' who is in full control of both husband and wife. And I knew that any of this would be far too much of a stretch for my vanilla wife to accept. So when I saw this ad, it made me think about testing my fantasies, but just once. I mean, its not like I'm doing something that my wife could do for me, or I would fall in love with a guy. It's just curiosity, and how would my wife ever find out (or even think that her husband would ever be into such a thing)?
I clicked on the ad, and the first rush of adrenaline spilled from my brain while I perused local men wanting to meet up. It was a forum where men talked about one night stands and quick, no-strings-attached sex. This is when I decided to do a little fishing, to see what would happen when I asked if someone would be interested to meet for a drink in a hotel bar, and who knows what might happen after.
I made a statement and waited nervously to see what might follow. It read, "Curious married male, looking for first time play. Not sure how far to go. Anyone else curious?"
Instantly, responses piled in. Mostly guys wanting to text chat - read that as jacking off to dirty texts. Fantasy sexting and masturbating into a sock. Some clearly obnoxious types, and more than a few whose ingenious response was "Wuz Up?" They were all easy to weed out. And then I read a response that peaked my interest.
"Hey, Fred here. I live in TPKA and would love to meet and see what happens. I'm clean, married, and have played a bit, but would luv to help someone get over those first time jitters. I would be down for a drink, and if things click, you can decide what happens next. If not, then a friendly drink in a busy bar is just nice too. DM me."
My heart raced as I wondered what my next move should be. Meet downstairs in the hotel bar? The dingy pub across the street, next to the airport? That might be safer, in case I ran into one of the guys from the convention in the lobby bar, and things got weird. I decided on a response by DM.
"How about tomorrow night, 8pm at Gabby's Bar, next to the airport? One beer. I'm 5'6" with mustache and CHIEFS ball cap."
Moments later came his reply. "Sounds good. No rush. Its just a beer between friends. Tall, blond, CUBS cap."
Waiting until tomorrow night gave me some time to think more about going forward, but for tonight, I'd have to go back to porn to get myself off. I found some male-male stuff and watched some middle aged amateurs jacking and sucking each other. A few clips showed anal sex, which seemed very intimidating but also very erotic. The dynamic of one man dominating another, or two men mutually getting each other off was very arousing. I wondered if maybe we might just jack each other off tomorrow, or maybe a mutual blowie, one-and-done.
Then I began to have those self doubts. What if his cock is huge, or so small, like some of the cucks in cages? He said he's tall, but what if he won't take no for an answer once we get going. And then I really panicked. I didn't even have condoms - I've never needed them before.
All of my time Saturday in meetings and at lunch just seemed as a distraction. I could think only of was what might transpire that night at Gabby's, or maybe back in my room. I made a trip to the store and purchased a few snack items and a box of condoms. Once back in my room I wondered if he would even fit in the regular size I bought, but then, he probably would bring his own. I ordered food to my room for dinner, so my stomach wouldn't be grumbling when I met Fred across the street shortly after.
At quarter to seven, I donned my baseball cap and walked down the street, stepping inside the darkened pub. I sauntered to the bar, looking for the telltale Cubs cap, but there were only 4 others in the whole place. Two were at a table and the other two guys were at one end of the bar.
I sat at the opposite end, and the bartender approached soon after. I told him to give me a few minutes as my friend would be there shortly. It was dark enough that nobody could recognize me even if they knew I was there. Another glance over my shoulder and I saw him - the Cubs logo catching my eye.
Beneath the hat was a handsome man, mid 30's, with short, blond hair. Probably 6'1" and a fit looking 220 lbs. Clean shaven and a broad smile, Fred held out his hand. He had a firm but comfortable grip. He sat next to me on the stool, and had to see how shaky I was. The bartender brought over our pints and we began to drink.
While Fred's size was intimidating, his demeanor was very easy and comfortable. I had imagined some crazed guy, playing with himself, wanting to get down to business. Fred just chatted as though we were friends, and we talked football and baseball.
When our glasses were empty, Fred asked," Do you want another, or...?"