I had turned 18 just a few months prior to my high school graduation. I was accepted into 3 colleges of my choosing, 2 within driving distance of my home state of Georgia and one in San Francisco. I chose the California college to get an idea of what college life would be like outside the south. My intention was to travel out during spring break and make a vacation out of it.
I was able to leave for spring break a day early, taking off on Friday morning. I was excited to be traveling by myself for the first time and leaving early gave me almost ten days to visit the university and city. In my excitement, I got to the airport and was at the gate an hour before boarding. As I sat there l noticed that most of the people waiting were business travelers possibly because it was still a week day.
As the gate filled up, a well dressed man in business attire asked me, with a smile, if the seat next to me was taken. He introduced himself as Brad and looked about mid forties, about 6'2" with dark hair and brown eyes and very well built. In contrast, l was wearing running shorts and a t-shirt over my 5'7" 150"lbs frame. Brad struck up a conversation and asked me if I was traveling home. Excitedly, I told him all about my trip, spring break, traveling alone, university visit and even my hotel accommodations.
We talked until he was called for first class boarding. We shook hands and wished each other a safe trip and finally shared names. He told me his name was Brad and I told him mine was Timmy. He walked off with a smile and came back to me a few minutes later. He asked me for my boarding pass which I gave him with a puzzled look on my face. When he returned, he handed me a new boarding pass and said he told them I was his stepson and moved me into first class. I was surprised but happy as he told me matter of factly I would need to call him daddy.
I sat in the window seat and we began our conversation again with me jokingly calling him daddy every chance I got. After we took off, it began to get very cool in the plane and Brad sweetly asked the flight attendant for a blanket. He covered me with the blanket and partially covered himself. As we talked, the plane began to hit turbulence which had me anxious. I unconsciously grabbed Brad's hand and like a real daddy he
locked fingers to comfort me. Then he leaned in closer to me with his muscular body and whispered in my ear that everything was going to be alright. He gave me a kiss on the cheek.
Later, Brad let go of my hand and put it under the blanket and started stroking my thighs. He was giving me further comfort from my anxiety just like a real daddy. It wasn't until we got up to use the restroom that the thoughts of a real daddy left my mind. We were waiting for the restrooms in an open area near the galley when Brad turned me around and gave me a deep tongue kiss. I was shocked but he had been so nice to me, I went with it. I wondered what my girlfriend and my parents would think if they saw this.
But it was just me and daddy so I thought, who would know. I hugged his strong shoulders as his hands cupped my butt cheeks. He released his lips and hands from me as soon as he heard the bathroom door opening. When I went back to our seats, Brad got up with a smile as I slid into the window seat. Brad took the blanket and spread it across both of our legs and put his hand back between my thighs. Brad knew I was going to get a taxi and stay in a downtown hotel when we reached San Francisco from our conversations. He strongly suggested that I ride with him and spend the week at his townhouse on the bay. I thought about it briefly and decided that I could save a lot of money I would need for school.
The real decision was made when Brad called and canceled my hotel reservation as soon as we walked off the plane. We were met at the airport by his assigned limo driver and I was beginning to get a sense of his affluence. I was so grateful for what daddy was doing, I decided to put up with his acts of intimacy. I got the phone number to the town house and texted it to my girlfriend and my parents so they had a local number in addition to my cell.
I was excited to be in San Francisco and as we got into the backseat of the limo I began to ask about the sites. As I opened my mouth to speak, daddy's tongue found its way inside as I watched the limousines partition close. I thought I could suffer some small queer intimacy, but this was over the top. With his strength and persistence, I was made naked except for my socks. Than just as he began pulling me toward the bulge in his pants, my girlfriend called. I turned and answered the phone quickly, stopping Brad momentarily. I had every chance to yell out to her what was happening, but chose to stay quiet. As I spoke to her about my flight in, daddy swung my legs back onto the seat causing me to lie on my belly. With my ass now facing up at him, daddy spread my cheeks and pushed his tongue deep into my asshole.
I let out a yelp and Chasity asked me what was wrong. I could barely answer as his tongue darted in and out of my butthole leaving a stream of saliva in my ass crack. I got off the phone abruptly never really answering her question and started giving in to Brad. He got me up and sat me in his lap as we pulled up to his house. What he called a townhouse was actually a palatial estate just off the bay. He instructed the driver to pull into the garage and than he walked me out naked in front of him. The driver, without instruction, collected my clothes and bag and brought them to the master bedroom.
While standing there naked and exposed, Brad casually brought me a drink. I sipped it while admiring his fantastic view of the bay and the Golden Gate Bridge. I still had my phone with me and just than I got a call from my parents. I spoke to them as daddy put me on his lap and began kissing my neck with his hands exploring my nakedness. My parents could hear a smacking sound from the kissing of my neck and shoulders. I told them it was a bad connection even as I moaned as his bare cock touched my ass. I rushed them off the phone as a million questions started to come at me. As I began taking steps toward becoming a faggot, I kept thinking that no one would ever find out.
After the driver left, I sat naked on the couch waiting for daddy. When he came back downstairs, he was completely naked sporting a 10-11 inch cock that was thicker than my wrists. The tray he carried had on it, what I would find out later, were the tools for my deflowering. There was a bottle of bourbon, joints, poppers, a ball gag, butt plug and lube. I knew I was in for a long night but also knew that I should be polite and pay this man back for his generosity. After all, I was sure no one would ever find out about this. As I smoked, drank and sniffed, daddy put my hand on his cock and told me to get to know it. I playfully kissed, licked and squeezed his massive joint as I got high and we continued laughing about it.
Daddy told me to make out with his cock like I was making out with my girlfriend. In a short time, his hard cock was covered with saliva as I rubbed it on my face and chest and started sucking the huge bulbous head. Brad took advantage of my saliva as I began sucking him deeper into my mouth. He took a generous amount of spit onto his fingers and rubbed it into my ass crack. In my intoxicated state, I began squirming as he made contact with my tight rosebud. Than, without warning, he stuffed two thick fingers deep into my virgin asshole causing a sharp pain. I screamed and daddy smacked my ass hard. When he started to stroke his fingers in and out of my rectum I squealed again, this time he smacked hard across my face. I complained a little again and he pulled me up by my hair.
Daddy had me take three deep hits on the poppers and than put the ball gag on me after he smeared it with precum. He left for a moment he said to adjust cameras and than placed me on my stomach in the middle of the bed. Even in my intoxicated state, I knew that his huge cock would destroy my anus. He got on the bed and spit on my asshole than licked my hole until it was dripping wet. Than he stuck KY up inside me before he straddled and spanked my ass cheeks. In between smacks on the ass, he would whisper in my ear things like, "your my faggot bitch now", "say goodbye to your manhood", "I'm going to turn you out", "I'm going to own your sweet boy pussy bitch!". Than I felt his bulbous cockhead start to press on my starfish and in my stoned state, it began to open up to him.