My $65 Million Friend

He was a large guy, like 6' 3" and built solid, like a tree. Almost fat, but really more more muscly. Not the kind of guy you'd want to meet in a dark alley. And he dressed that way too, seeming to prefer tattered jeans and old T-shirts. Although he was upper class, he acted lower class. I think because he was raised in an elegant, educated family, he was attracted to the inner city, uneducated lifestyle. So, he had to fake a southern accent, even though he was white and northern, swear a lot, act tough, and all that. Despite all that, he was a good friend. He had his gentle side. He'd sit with my cat purring on his lap all the way through a movie, and he'd talk about deep intellectual matters at times, even though he dropped out after his first year in college. The way he figured it, he would never have to earn a living, there was no need to learn anything. The way I saw it, education was a good and fun thing, in its own right. So, I studied quite a bit, and he'd hang around trying to distract me. Fact is, I enjoyed his company. And, being a fairly small guy, at 5'7" with my skinny, plain, Hispanic looks, I felt honored in a way, that he'd spend any time with me. The other thing about Vincent is that he was a horrible money manager. Even though he was getting $6,000 per month, by around the 20th, his money would be all gone. He didn't buy drugs or anything. In fact, his refreshment of choice was orange soda. Really! No cigarettes, no pot, just orange soda, at every opportunity. I don't know how he managed to spend so much. Oh, he did put a lot into customizing his motorcycle. And we went to every concert in a 300-mile radius. But he spent every penny as soon as he could. Every month! Around about then, he'd start pestering all his friends to borrow $10 or $20 so he could buy food. I mean, here he was, a millionaire, and he had to bum a few bucks from his friends at the end of every month. Why his family didn't lend him money, I don't know. At the beginning of the next month, he'd pretend that he forgot, or claim he didn't borrow any money, but eventually, he always did pay up. Neither of us had girlfriends. At the time I figured I was just too ugly. It took me several years more to figure out that I was only not confident enough - too shy. I figured he was just too big and ugly for a girlfriend. Whatever. One day, he asked to borrow yet another $20 from me, even though I gave him a sawbuck just the day before. I said "Blow me." He said, "Ok." I was like "What?!!" I really didn't expect that response, and it started my heart to racing immediately. What if he was serious? Thinking quickly, and somewhat frantically, I figured I'd like to make this become a reality, and yet, I didn't want to seem 'gay.' That's something that we didn't really understand at that age. To us, at least conversationally, gay was a bad thing. In fact, labeling isn't really important. At the time, we didn't realize a guy could be bi, gay, hetero, it really doesn't matter. But, we all figured there was a big social stigma on being anything other than heterosexual. Big time. We really acted the part. Always pretending to be knocked out when a girl with big tits walked by, for instance. Always had to act cool. That was first and foremost in our society. After what I hoped was an unnoticeable hesitation, I said that I wouldn't give him $20 for a blow job, but would lend it to him. Again, "OK." Since we alone in my dorm room, and my roommate was away at his parents house, I just pulled down my pants and sat on the edge of the bed. I was a bit concerned that I might be a bit sweaty, but the thought bothered me for only a moment. That's because Vince settled his big bulk down on the floor in front of me, and went right to work, putting his lips around my already puffy penis. He didn't look shocked or anything. He just went right on sucking my dick. What I know now, but didn't know then, is that he must have been experienced at this. No teeth. A beginner will scrape your dick with his teeth. He swirled his tongue around the tip of my dick, and teased it into the peehole a bit. My cock became as hard it ever has been, and within way too short a time, I blew. And he swallowed every drop. After a few minutes of calming down, I felt like it shouldn't be one-sided. Besides, I was feeling like he might become embarrassed or something, having done an act so "gay." I had lost the super-horny feeling one gets before cumming, and so there's no way I was going to suck him off. But, without saying a word, I motioned for him to lower his big old size 38 pants. He did, and then he lowered his giant underwear, and I saw that the big millionaire guy had a little tiny penis. Well, actually, it was medium, but against his huge self, it looked rather small. It was, however, quite solid, sticking straight out and up at a 45 degree angle. Even though I had just come, I was rather attracted to his dick, and so I reached out with my right hand and started tickling his balls and his frenulum. He moaned as he lowered himself against the edge of the bed. As he sat, I sat next to him, and proceeded to give him an excellent handjob. I only knew from my experience of 'doing' myself at the time, but I did my best, and he shot a few good squirts of cum after a few minutes. During that procedure, I had left my pants down around my ankles. When I was done, we both pulled our pants back up, buckled our belts, put "Blast from the Past" a DVD I had laying around, in the drive, and enjoyed a couple of orange sodas and a nice Brendon Frasier movie. Vince and I did similar things a few more times. Eventually he went his way and I went mine. I got married to a wonderful lady and have three beautiful children. He married a funkly-looking, slightly overweight redhead with huge tits who seems to absolutely adore him. They have no kids, but last time I saw her, she seemed to be pregnant. When he came into full control of his money, I thought he'd blow it on a yacht, or somehow manage to spend it all right away. To my surprise, he bought a modest 3-bedroom house, a nice new minivan, and has been quite conservative, letting his financial managers take care of business. Last I heard, he has become enamored of a funny little game that's a lot like tennis called pickleball, has been playing every day, and has lost weight and become even more muscly.