TROY:

    For as long as I can remember, my biggest desire was to meet my father. My whole life I was raised by my mom and her wealthy parents, with no mention of my dad. I didn't ask any questions when I was very little. As I got older, I tried to get some information, but to no avail. Mom always shut me down. When I asked if my father was even alive, I just got an "I don't know" in response.

    When I was in middle school, I even googled "how to find my father," but of course that didn't lead anywhere. As weird as it may be, I then began to look up photos and videos of fathers and sons in general. I watched YouTube vids of dads and sons wrestling, or putting up tents together, or playing football. I felt envious (even though I disliked both football and camping). Later, as I began to develop an interest in porn, I realized there's a ton of "father-son" content out there – obviously, almost all of it fake and role-played, but it was still my favorite genre. Before I knew it, I was spending hours and hours each week watching it.

    When I came out as gay around that time, most people around me were neither surprised nor judgmental. They tried to set me up with other boys my age, but I never had an interest in any of them. I only had eyes for my teachers, or Mom's coworkers, or her girlfriends' husbands. I fantasized what it might be like if one of them was my father – and if we got to reenact some of my favorite porn scenarios together. Alas, I was too damn shy to hit on any of them, which was probably for the best.

    Now in my senior year of high school, I was fairly certain that everyone else around me was already having sex. My curiosity and desire to do it grew stronger by the day. Shortly after turning 18, I installed a couple of hookup apps and immediately set the filters to show me users aged 40+. 

    After messaging them, some replied with a "sorry, not into twinks." Others went too far in the opposite direction, where they seemed OVERLY eager and kinda creeped me out. There were, however, a handful of men I had some nice chats with. When I asked if I could call them "Daddy," some were turned off and stopped responding. With few prospects left, I became even more nervous and self-conscious. Finally, I decided that the best way to get over my nervousness might be to hire a professional for my first time.

    That was how I ended up connecting with Joe. I found him on a site called Men4Rent, where his profile said he offered erotic massages as well as "additional services." He was 48, and most importantly: he looked similar enough to me to pass as my father. While exchanging a few messages back and forth, I told him that I really wanted to live out a "father-son fantasy." He seemed to have no qualm with that (which made me wonder how many clients turned to him with special roleplaying requests). 

    "Daddy" Joe and I messaged each other for about a week before meeting up for a date. I rarely used cash, so I made sure to go to the ATM beforehand, since I would be paying him for his time. I'd never been on a date with anyone, and I wondered if this counted as my first. Unsuccessfully trying to calm my nerves, I walked into the restaurant where we were set to meet.

    I was relieved to spot Joe immediately. He waved at me, in a way that made it seem like we'd known one another our whole lives. I walked over to the table and I knew I probably radiated nervousness.

    "Hi," was all I could think to say. Even though we'd talked about this being a roleplay, I wasn't sure if I should just jump right in and call him "Dad." I'd never actually addressed anyone that way before.

    "Hello, son. How are you?" Joe said, like it was something he'd said to me a thousand times before. Suddenly, all my anxiety vanished. He looked so warm, and friendly... and yes, sexy as fuck, too. This was exactly what I'd wanted, and I was filled with a sense of euphoria. I sat down, knowing I had a comically big smile on my face. Joe reached across the table and put his hand on mine for a moment, giving me goosebumps.

    This man was even more handsome than he looked in the photos on his listing and the additional ones he'd sent to me. And as I had observed in those images, he really did look like he could be my father. Our eyes were the same color and his hair was just a little wavy, like mine. As we started to talk, he called me "son" a few more times, and I found myself saying "Dad" very naturally.

    Part of my mind was going crazy though. Already in the mindset of the roleplay, it was easy to fool myself and imagine that I was meeting my real father. Feeling the connection and attraction to Joe was very emotional for me, though I also felt my cock swelling up repeatedly during the conversation. We weren't talking sexy or even really flirting, but the sense that I was with my daddy was just a huge turn-on. I noticed that an older man and younger guy were at the table right next to us, and looked to have about the same age difference as Joe and me. Those two were almost certainly a real father and son, and I wondered if people nearby were thinking the same thing about us.

    The server arrived to take our order, and I felt butterflies in my stomach when Joe referred to me as his son. He ordered for both of us, having already asked me what I wanted, and when the server returned, she said "... and this one's for your son" as she set my plate down. She really thought Joe was my dad! I basked in that thought as we got more quiet while we were eating. Even without words, I saw the tenderness of a father in Joe's eyes and I couldn't wait to get to the next part of our date.

 

JOE:

    Even though the vast majority of my lovers and clients were around my own age or older, I'd fucked a few eighteen-year-olds before. One was a jock stud, bigger and taller than me, who'd started as a massage client but things transitioned to sex once I'd realized how hungry his ass was during our third session. After that, he'd asked me to dress like a coach for our appointments, and he was always quiet and had his eyes closed, while he sucked my cock and then took it up his ass. He was clearly working out something in his brain, which was true for a lot of guys who I saw.

    Another eighteen-year-old had "belonged" to a dom daddy who'd hired me because he wanted to film his boy getting spit roasted. That had been a wild time, where the daddy and I had switched ends more than a few times. They'd both left exhausted, and I'd ended up with a thousand-dollar tip (recording video was always a premium add-on).

    But Troy was different. He was so small, for one thing, so he really seemed like a teenager; not unlike my own son just a few years ago. During our lunch date, I could sense how nervous Troy was. This was clearly his first foray into the world of dating, and I was happy to see him relax a little bit as time went on.

    "Did you drive here?" I asked the young man as we left the restaurant.

    "I took a cab," he replied shyly.

    "Well, son," I said with a fatherly tone, "how about I give you a ride back home?" His response was a bright smile, which I couldn't help but return. When I parked the car outside of his building, I made a show of rubbing the bulge in my jeans slowly.

    Troy looked down at my hand and crotch and then back up at my eyes. His were filled with anxious desire.

    "What're you doing, Dad?" he asked. 

    "Sorry, son, I'm just a bit… horny" I replied, letting my voice sound a little uncertain. "You know how it is. I guess I need some release."

    Troy hesitated but I could tell he wanted to reach his hand out and take over what I was doing. I gave him some subtle encouragement and before long he was massaging my erection through my pants, and doing an outstanding job of it. If there was one thing virgins knew how to do, I thought, it was jerking off. I put my hand on the back of Troy's head and looked right at him.

    "Wanna help your dad out?" I asked, and he nodded eagerly. "Then why don't you take out my cock and see what you can do to give me some relief."

    He slowly unzipped my jeans and extracted my throbbing dick from its confines. He was almost breathless with excitement as he lovingly stroked it, slowly spreading precum up and down the shaft as it leaked from the tip.

    "Does that feel good, Dad?" Troy asked with a little more confidence in his voice than before.

    "Oh yeah, son," I said in a half-moan, the pleasure very much genuine. "You're making daddy feel really good... doing such a great job."

    "Oh God..." the boy said with an urgency that let me know that he was almost overwhelmed. Then, he practically dove onto my cock.

    The blowjob was intense, mainly because of Troy's fervor and exuberance. He rapidly shifted from licking my cock up and down to taking most of it into his mouth, and would sometimes just nurse on the head for a moment or two savoring the salty taste of my juices. 

    "Do you like how your daddy tastes, Troy?" I said as I ran my fingers through his hair. I could see Troy's other hand was in his own pants, and his moan told me he was getting off on this big time.

    "Do you wanna taste the cum that made you?" I added, which got an even more aroused-sounding groan of agreement from him. "Get ready, then..."

    When I started nutting, his lips were sealed around my cockhead and the last inch of my shaft, and he was slowly stroking the rest of it. This kid was a novice but he seemed to have studied up pretty well. He worked a huge load out of me and by the end I could feel my cum surrounding the part of my cock that was in his mouth. He saved it all up, and when he finally released me, I caught a glimpse of the white fluid nearly overflowing from his lips before he swallowed it all down.

    Troy gasped and let himself savor the small amount that he could still taste as he sat back in the passenger seat and looked at me with awe and satisfaction. I could see a wet spot forming on his pants and I knew he'd blown a load, probably right when I had. He'd grow up to be a fine cocksucker, I knew, and it felt special to have been his first.

    We chatted for a minute or two, and then he opened up his wallet to grab the cash for me. It was only visible for a moment, but I caught a glimpse of his school ID card from a local private high school. This whole time, I'd assumed he was a freshman in college, but the boy wasn't even out of high school yet.

    "I'd, uh... Could we meet up again?" Troy asked, now sounding as nervous as he had earlier. "This was really hot. Maybe Thursday after school?"

    "Not this Thursday," I replied. "My son and I have plans."

    "You have a son?" asked Troy, sounding surprised and then falling out of character. "Like, a real one?" 

    "Yes," I said with a smirk. I wondered if that might be some sort of turn-off for him. Or, maybe it turned him on even more to know I was a real dad. Either way, we arranged to meet over the weekend, and Troy leaned in and kissed me before getting out of the car. I could taste my own cum on my lips now. As he shut the door and looked back in at me before I drove off, Troy licked his lips and seemed like he was also savoring that same taste – the taste of his "dad's" sperm. And I was certain he was already thinking about our next date.​