This happened with I was in my early twenties, after university I had moved far away from home for a good work opportunity. My girlfriend of a few years decided to move with me, but after a few hard months we broke up. The distance from her family was too much for her, and our sex life had taken a big hit. She still enjoyed sex, but only when I was initiated. Eventually I tired of always being the aggressor in our sex life. I wanted to spice things up, have her be more dominate and to explore my submissive side, but she had no interest in that. We fought about that and many other things before we called it quits.
A few months after she went home, I was lonely, bored, and horny. It's a lot harder to meet people outside of university and my co-workers were all older with families. My social life consisted of video chats with friends and family and working out. On weekends I liked to get high before playing video games and watching porn. The porn I watched since the breakup started with some basic female domination and eventually drifted into more things like transsexuals, crossdressing, and sissy porn. I had found some panties and a pair of yoga pants that my ex had left behind and started wearing them during my porn sessions. I got a little obsessed with getting dominated by a strong, confident woman, and with exploring my submissive and feminine side.
At some point the porn wasn't really cutting it and I was really missing a human touch. After much deliberation I wrote a post on Craigslist that said, 'I'm a recently single, open-minded, fit guy in my 20's whose looking for a woman to dominate me, and to help me explore my submissive side.' To help, I included a picture of me in yoga pants bending over, showing my fit, round ass, and my athletic and mostly hairless body. I knew it was a long shot to get a girl on Craigslist, but desperate times call got desperate measures.
After I posted, I decided to smoke a joint and take a shower to calm my nerves. When I got back to my computer, I was pleasantly surprised to see I had a bunch of replies, unfortunately none were women. All the replies were men and most were some variation of 'Hey, nice ass, wanna suck my cock?' with a poorly taken dick pic, which I ignored.
One of the replies, however, was a well written reply that said, 'Hey bud, I know your that you're looking for a dominant chick but those are hard to find. Lucky for you though, I know exactly what you are looking for. I've met several straight guys like you, and they always leave satisfied. I guarantee you'll have a great time, and you will discover something about yourself that you didn't know. Talk to you soon, Tony.' He also included a couple of well taken partly clothed full body pics. I could see he was a very fit and handsome man. He had well-defined chest and abs, covered with a bit of dark hair, and the sweatpants he was wearing hinted at something large beneath.
Maybe it was the weed or the loneliness or something else, but his post intrigued me. His casual confidence came through in his well written message and hot pictures. However, in my head I was straight, so I wasn't really going to consider it, right? I re-read his reply and looked at his pics again and each time I got a little and felt something stir inside me. I decided to take a walk to try and clear my head, thinking that when I got back, I'd realize how crazy this is. I got back and decided that despite the temptation, I was straight, and I wasn't looking to change that. But since he wrote a nice reply and that he seems like a good guy, I'd reply and let him down easy, or so I thought.
I replied, 'Hey Tony, thanks for the reply. I appreciate that you took the time to write a well written response and hot pictures, instead of crude reply and a dick pic. Your confident reply caught me by surprise and has me intrigued. However, I'm straight and I don't want to waste your time when I'm sure you have no problem finding a gay guy to have fun with. Anyway, I'm still hoping to find a woman to dominate me. Have a great night, Andy'.
To my surprise he replied again, 'Hey Andy, you're definitely not wasting my time, I know what I want. And, as attractive as you are, you won't have much luck finding women on this site. You can either jerk off alone again tonight or hang out with me. Besides, there's nothing wrong with 2 hot guys chilling out with a beer and a joint. No pressure to do anything you don't want to do, but you'll want too 😉. Here's my address, the buzzer code is 221. See your sexy ass soon! Tony... And not that you need more enticement but here's another pic that I know you'll enjoy <3'.
I was stunned by his confidence! He not only assumed that I'd come over, but also that I'd give in to him. I didn't open the picture right away as I tried to resist him, and I was thinking of how to turn him down. I kept looking at the email, trying to decide what to say, before my curiosity got the best of me and I finally opened the picture.
And when I did, I was mesmerized! He sent a full body nude that showed his dark hairy, ripped chest and abs off and his thick hard cock. And beneath his cock was a guy on his knees, who looked a little like me, with long, shaggy blonde hair and a smooth hairless body. His mouth was open, worshipping Tony's cock.
I must've been staring for a good 5 minutes before I realized that I was rock hard, playing with myself, imagining what it would be like if it was me. This time I didn't even fight it, I got dressed and nervously headed out to my first ever meetup with a guy.
About 15 minutes later I was standing in front of the buzzer. After a minute's hesitation, I took a deep breath and punched in the code. Two long rings later a gruff masculine voice chuckled, buzzed me in and said, 'come up'. I slowly walked up to the second floor and found his door. This was it; I was about to meet a guy up who's goal for the night was to fuck me for the first time in my life. My heart was pounding through my chest, so I paused for a moment to gather my nerves and knocked.
He opened the door wearing nothing but a pair of sweatpants, which did nothing to hide his large bulge. He was at least 6'3", around 220 pounds, and very muscular. I wasn't small at 6'0" and 180 pounds but he looked like he could pin me down with 1 arm. With a ripped and hairy chest and a thick beard, he looked like a man's man and made me feel small by comparison. He looked a bit intimidating, but he greeted me like an old friend with a big smile, while he told me to come in and make myself comfortable. As I slipped past him, I noticed him checking my ass out. I could feel myself get a little turned on at the attention.
He grabbed us some beers and sat down next to me to light a joint. We drank, smoked, and chatted for awhile, while I got comfortable. I couldn't help but check out his body, and he noticed this and kept 'adjusting' himself, attracting more glances from me. As the weed and booze hit, I started to relax and we were quickly laughing and having a good time.
Naturally, the conversation drifted to relationships and sex, and he asked me what brought me here. I told him about my last relationship and how I wanted to explore my submissive side with her, but she wasn't interested in that. I also told him about the porn I'd been watching and the fantasies I've had, and that I'd been hoping to find someone to take charge for once. I continued that I had never though that I'd meet up with a guy, but there was just something about the way he responded that unlocked something deep in me that I didn't know was there. I was embarrassed that I opened up so much, but he was a good listener.
He comforted me and said that I wasn't alone and that he's met up with a lot of guys like me looking for a strong woman to dominate them. However, he told me that what they really want is to submit to a dominate man like him, and that everyone of them has ended up worshipping his big cock and loving it. He then looked me in the eye and said with a smile, 'You might think you're different, but we both know what you came here for.' The way he looked at me when he said that made me blush, as I knew that if I stayed any longer, I would be worshipping his big cock. That was a scary thought for me, but it also really turned me on. I tried to calm my nerves by taking a big toke of the joint and gulping down the last of my beer. It helped for the moment and as I past the joint back, while he put something on TV. I was quite stoned and horny now, and I noticed that he put porn on TV. In it there was a fit blonde sissy wearing black garters and stockings. He looked a bit like me, and he was on his knees enthusiastically blowing a ripped hairy man with a large cock. It looked so hot, as the sissy took that cock as deep as he could.
I must've zoned out while watching, because I didn't notice at first that Tony has rested his hand on my thigh as he passed the joint back. I didn't stop him, so he slowly slid it up my thigh, gently massaging me, my cock was now rock hard. I let out a little moan when his hand brushed against my cock for the first time. He took this as encouragement and gently stroked my hard cock. His big hand on my cock felt so good, as I leaned back and let him explore. His hands ventured up my stomach to my chest, as he paused briefly to gently pinch my nipples. He then leaned in and pulled my face to his and kissed me.
