This past month was full of important events. I got my GED. Yep, I had been working on it on and off. Wesley encouraged me. "I hope you'll go to college some day, I'll help financially."
The worst thing that happened is that Wesley died suddenly from a massive heart attack. I attended the funeral. It was a surprise, besides his two sisters, there were over a hundred business associates, public officials and dignitaries. I hadn't realized how important he was. I learned that he had developed shopping centers around the eastern part of the US. The afternoon, I attended, with the two sisters (who were a bit cool to me, fuck 'em) for the reading of the will. Wesley had left over a hundred million dollars, about a third to a charitable foundation and a two million dollar trust fund for his good friend----me! I would enjoy the proceeds, but never the principal, as long as I lived and then it would revert to the charitable trust. The lawyer spoke to me in private, afterward. "Young man, I was a childhood friend of Wesley. I know about your relationship. It meant a lot to him and I don't have any problem with it. You can come to me if ever you need legal advice. Incidentally, the principal will grow so that your present income from the trust, which is over one hundred thousand, will increase as the fund grows."
I decided to quit the "profession". I began for money and now I had it. I began to think of Wesley's advice and made application to some colleges in prelaw.
A month of events, no? Then I got a call from Parker. Remember him? My neighbor in the building. He asked if he could speak to me.
I chilled some beers, and awaited his arrival. Here I was nineteen, still a teenager and a rich one at that. Poor Parker had his troubles but I decided that I was not going to offer to help him out. I was already acting like a millionaire, holding on to my money.
I was a little shocked at Parker's appearance. He looked drawn and pale. We shook hands. I noticed his hand was trembling. "What's up kiddo?" I asked. Although he was only a few years older than me, I felt like the older experienced one.
He sank back in the couch, I handed him a beer. He slurped it down and finally spoke. "I'm wiped out. The TV's gone, I sold my computer and all my electronic equipment, and the entertainment center. I even pawned my cuff links and watch. It paid the rent for the month before but I am facing rent for this month. I have nothing else to sell, except---myself."
There were tears in his eyes. I put my arm around his shoulder. "What about friends, family?"
"Nobody I can ask, they're all poor. Is that offer still open..........for the $1,000?"
"Y-e-s-s, but I don't want you to do something that is against your nature. Do you really want to have sex with me?"
"I have to admit that sex with a man is something I abhor, but sometimes you have to do what you have to do."
"Gee, this sounds so romantic."
"What's the next step?"
"Let's have a few beers, chat, relax. Maybe you'd like a massage. I'm good at it."
"Okay, but I never had a massage from a guy, always hot ladies who offer a happy ending."
"I do too. Never had a complaint yet."
We drank about four beers, snacked on cheese, watched an old football rerun. Gradually Parker gradually relaxed. The tension in his face eased. He put his hand on my arm, "Prentice, I just can't see you as a gay guy having gay sex. You seem so straight and manly."
"Do you expect a lisping girly/boy? That's just a burlesque of what a same sex person is."
"I feel real comfortable with you. I used to think, because I look pretty good, that every queer wanted to rape me."
"As great looking as you are, you are probably not every guy's type. But as far as I am concerned, you are, and you are in great danger from me. Let's strip and use the massage table in the bedroom. Keep your ass tight." He looked worried, then I laughed and then he laughed.
I undressed to my under shorts, he followed my directions and stripped naked and lay face down on the folding massage table I had just set up. He was truly a sight to behold. His waist was tight and lean, his saucy ass checks thrust upwards. They were so muscular that the ass hole between them was very visible. I loved the fuzzy hair there and as a bonus, one of my favor things was fine baby hair at the base of his spine, above his buns.
He back was sweating. I guess from nervousness. I blotted it. He flinched just from that ministration. I warmed some fragrant oils on my palms and began his massage at his shoulders. He was really tense. His shoulder muscles were bunched and tight, but my careful kneading caused them to slowly soften and relax. He felt it and let out a contented 'hmmm'. I almost leaned down and kissed his neck, but I was trying to keep this massage almost regulation. Of course that outstanding ass was staring me in the face. I continued down his back. Lifted his strong arm and placed his hand against my chest and massaged it. Again for the other arm. Then I worked his waist and lifted him at his waist to relax the lower back. Then on to the legs, temporarily skipping his ass. I worked each leg right up to the top, reaching to his scrotum area. He purred. I returned to the large buttocks muscles, using my fist to get the muscles softened. I could see that he was erected by the swelling behind his balls.
"Turn over Parker baby."
"I have to tell you I have an erection."
"Good, so do I."
He had a lovely cock and balls. His shaft was somewhat ovoid and the head was nicely nestled inside his foreskin. I guess he had an inch or two more to erect for the head to show. Gradually his foreskin pulled back naturally and his vermilion head emerged. It was wet on the tip. I stroked a finger on the underside and he made an ugh sound. Was this good, or bad?"
"Should I stroke you? Do you want to stroke me?"
He was quiet a minute, thinking. Then he said, "I know it will feel good but it reminds me of when I was 13 or 14 and seems a little silly at this age. I think I'll pass on it. Also I don't know if I am up to stroke you. Sorry."
"No problem. It's your money now and I want to do what feels right for you. How about a blow job? You blow me, I mean? No? Well I could blow you though I have never done it."
"I've had lots of oral sex from girls, I don't think I want the image of a guy swinging on my dick to interfere with the experiences I will have with girls."
"Gee Parker, that doesn't leave much unless you want me to pee on you."
"Thanks but no thanks. That's not my idea of fun. I would like something but perhaps it is too radical for you."
"Try me."
"I like fucking."
"Sure, I'll fuck you. I'm good at it."
"No I mean I fuck you."
"Whoa, my ass is an exit not an entrance. I have never been fucked. I don't know if I have the temperament for it."
We were both quiet. Then he said, "I guess I should return the money."
I looked at him. He looked so cute, so hot, I hated to let this opportunity slide by. I considered giving in to him. He noticed that I was flushed and breathing heavily.
"I think you might want to be fucked. You look very sexed up over the suggestion. For me, it's the only way I could have sex with a guy because it resembles straight sex. What say you stretch out over that couch arm and present you ass to me?"
I was past arguing. I slipped off my shorts, noting that he wasn't even interested in my cock. Once in position, things changed. My ass really looked feminine, hairless, smooth and with dimpled sides. Automatically he began using his hand the way he would with a girl. He stroked my anis. I had never felt anything like this before. I began moaning without stop. "You like that, just like all the bitches." He moved a finger in and rubbed around inside, finding my hot button just the way he would find a girl's clit."
"Oh Parker. I never felt anything like this. It's new to me. I going a little nuts with feeling."
"It's fucking new to me. I'm not sure I can stay hard if I look down and see a guy."
"Try it. Slip in, but slow please. That's a virgin ass you are violating."
His cock wasn't gigantic but rather slim and long. Perfect for a first man fuck. He pushed the head in. I shrieked with the unaccustomed feeling.
"Prentice, don't fight me. I am determined to fuck you. You might as well enjoy it." He leaned down and kissed the back of my neck, then my ear. This attention caused me to forget the strange feeling of a flesh tube making its way up my chute. When he began a slow in and out my male clit was being massaged and I began breathing in gasps of pleasure. "You like this. I'm in control here. This is like Greco-Roman wrestling. I am far away from spewing and I am going to enjoy this. I expect you to cum grandly and profoundly just from my cock inside you."
I was fast going into a spin. Reality receded. I was humping back like a bitch in heat. He chuckled at my compliance. I began crooning for him to fuck me harder and faster. Soon he was slipping and sliding over my back without losing his thrusting. I began to feel that I was vibrating, getting close to cumming. He shouted in my ear, "I'm going to shoot inside you. As soon as you feel it, I want you to spew heavily." We were both now crooning in sexual pleasure, perfectly matched, both cooperating to reach a climax. I felt his cock expand and he stopped moving and he shot great quantities of sperm into me. I almost passed out as I responded as my own orgasm came at me like a freight train.
When it was over and we came to Earth, Parker said, "That was excellent sex. I don't think it will replace girls, but I know now if I end up in debtor's prison that I can find sex. We both laughed.
We didn't have another date. Parker landed a good job, reclaimed his TV and took his other stuff out of porn.
I began college this week, you'll never guess who I met, also in pre-law---Wayne, my boyhood friend. No surprise, he's gay and has a handsome Asian boyfriend who flirted with me when Wayne wasn't looking. "How about a three way, round eyes?" he said wagging his eyebrows. That's another story.
End