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...?"
My mouth was already parched, but I managed, "Do you want to come back to my room, Fred?"
He nodded and we both stood up and headed back down to my hotel, continuing to small talk as we did, which helped my nerves immensely. I pictured my room, the sofa and TV near the door, and the king bed at the back of the room. I decided there that the bed would be too formal, and that this was to be more spur of the moment, like car sex, but i had no car. The sofa would have to do.
Once in the room, Fred was quick to reassure me with, "Listen, Jim, this is all about you, tonight. Anything you want to try, we can. But anything you don't want to do, is good too. Even just kissing or not."
"I dont want to kiss, if thats all right. I'm not sure what else though. But, I'll tell you if I'm not okay." As I spoke, he moved to me and unbuckled my belt. In only a few seconds we were seated, on the sofa, both of our pants and underwear around our ankles.
Fred was on my right, and his dick was still flaccid, his bush fully shaven off, while mine stood at its full, six inch length. I apologized for being so excited, as his left hand fisted around my shaft, his hand pumped from my dark curls, right up to the reddened tip. A dollop of precum pooled there.
He said, "That's okay. I like that you're obviously into me." He looked down at his lifeless penis and offered, "Maybe you can get me going." I felt stupid as I was so nervous that I hadn't even touched his cock yet. I quickly reached down and fondled the weighty flesh, and it soon responded, growing to a very similar length as my own, but maybe a little less in girth.
We continued jerking each other for a while, and both of us began leaking precum. Fred stared at my mouth and then his fully erect dick as he asked, "Um, do you want to have a taste?"
I hesitated, and leaned over toward his waiting dick. As I got near the throbbing knob, he whispered, "It will be easier on your knees." I rolled off the sofa and settled between the larger man's parted legs, my arms resting on his thighs. That is when I remembered the condoms. I reached for the box I had placed nearby and returned to my waiting stranger. I bit off the corner and rolled the latex over his bulging cock head.
Fred placed his hands around the back of my head when my lips parted and touched the spongy reddened flesh. He combed them through my hair, guiding me to a slow up-and-down motion. He whispered, "That's a good boy," cradling me into his hardness.