Chapter 1 -- Carry On Wayward Son
Saint Paul, Minnesota - Saturday Morning, Late Spring, 2054
MacIntosh Brown and his foster mom sit across from each other at the kitchen table. Janice begins, "Mac, you're eighteen today. Legally, you're no longer in the foster care system. So, I'm not your foster mom anymore. We both have to face some harsh realities. You graduate from high school in three weeks. I want you to live here until you finish your senior year. My violent, mentally unstable husband is due back from his out-of-state work assignment in three weeks. You can't be here when he comes back. I don't know what he would do if he saw you were still hanging around, but it wouldn't be pleasant for either of us. So, graduation day will be your first day living on the streets. The homeless shelters in the Twin Cities are full to overflowing; they're not accepting any more occupants. You'll soon be homeless, without a job, money, or a place to sleep. Life on the streets will be difficult for you, MacIntosh. You won't be able to survive unless you find someone to provide you with shelter and food.
"You could always enlist in the military. But as we've discussed before, I think the U.S. Army is a death sentence for you. After basic training, you'll be sent into combat for the remaining years of your enlistment. From what I've read, all three of those senseless wars are brutal and bloody; you'll be lucky to survive six months of combat. So, I think hooking up with a lonely, single woman is your best bet. Because of your age, intelligence, muscular body, and bedroom-blue eyes, you could be an appealing option for a young professional woman. You're certainly handsome enough to attract the attention of most females, but you're going to need something extra to keep a woman interested long-term. Now, I'm going to ask you an important question, MacIntosh. Think very carefully before you answer. Do you want me to instruct you in the critical skills every young man must learn if he's in a serious sexual relationship with an older woman?"
Mac is scared. The prospect of living on the streets is a nightmare that has haunted him for two years. "Yes, ma'am; please teach me what I need to know. I'll do everything you say."
"Okay, MacIntosh. We only have twenty-one days. If we're lucky, we can get in close to ninety hours of training. Let's get started. I need to shower and shave my legs." Janice can't think of a delicate way to ask the next question, so she inquires straight out, "Do you know what cunnilingus is, MacIntosh?"
Yes, ma'am.
"Okay!" Janice thinks, 'Thank goodness!' "MacIntosh, by the time we're through, you'll be a cunnilingus expert. If you can master that one critical skill, most women will keep you around ... permanently! You must be able to consistently give a woman several orgasms using your mouth and tongue. But you have to be mentally prepared for your training, MacIntosh. It's going to be up close and very personal. Please wait for me in your bedroom. You should shower, but don't bother putting on any clothes. I want you nude. Don't look so serious MacIntosh." Janice smiles, "This will be fun for both of us!"
When she's ready, Janice lightly knocks on Mac's bedroom door. Janice wants to give MacIntosh one last chance to back out of his training. She half expects Mac to tell her that he's changed his mind. Instead, MacIntosh instantly opens his door and welcomes her into his bedroom. Janice silently celebrates, 'Hmm, MacIntosh is naked, anxious to begin training, and sporting a beautiful erection.' Janice is wearing an oversized tee shirt. She teasingly slides her panties down her long, bare legs, folds her panties into a mask, and covers Mac's eyes. She secures the makeshift blindfold with two clips. Her panties are damp, and her sexy scent fuels Mac's eagerness.
"All right, MacIntosh, I'll guide you to the bed." Janice reclines on Mac's bed and spreads her legs. "I'm already wet just thinking about what you'll be doing to me. Crawl between my legs and give my vagina a passionate kiss. Remember the basics: kiss, lick, suck, and penetrate. And that's penetration with your tongue, MacIntosh, not your penis. Women are all different. You have to pay attention to how we respond, and if necessary, adjust how you orally service us. I like a man to start by kissing, then licking my pussy. But when I begin moaning, I want you to tongue fuck my soaked pussy ... fast and DEEP. But that's just the first step, MacIntosh. Serious cunnilingus starts when you gently kiss and suck a woman's clitoris. It's a heavenly feeling, MacIntosh. I'm usually able to have three, four, and sometimes five or six orgasms from soft kisses and tender sucking. I've also learned that inserting a small vibrator into my pussy greatly increases the strength and duration of my orgasms. After I come, I've always wanted my lover to gently remove the vibrator and lick it. But I've never been able to convince a man to do that. Since you're now my obedient trainee, MacIntosh, you will suck and lick my dripping vibrator after every one of my orgasms! And when I'm finally satisfied, you will thoroughly lick my anus. I think at least fifteen minutes of enthusiastic ass-licking is appropriate for a young male trainee." Janice pauses. "Have I scared you, MacIntosh? Are you sorry you asked me for instruction?"
"No ma'am; I'm anxious to begin my training ... as you can see from my erection."
"Good. I'll get back to your penis later. By the way, you only have a small chance of experiencing an orgasm over the next three weeks. First, let's measure you. Hmm ... you're almost eight inches. Well above average, MacIntosh. So, your lucky number is eight. At the end of every training session, I'll roll a pair of dice. If the total is eight, I'll give you a mind-blowing, gut-wrenching orgasm. There's one catch, however. A two and a six, or a three and a five won't cut it. To qualify for an orgasm, you'll need double fours! At the craps table, they call that a hard eight, or eight the hard way. So that you know, the chances of rolling a hard eight are one in thirty-six. And you won't be masturbating anytime soon. I bought a new and improved chastity device I'll lock on you after we complete every training session. Well, MacIntosh, let's see what you can do with that tongue of yours. I certainly hope you were paying close attention to my instructions."
Four orgasms and an hour later, a thoroughly satisfied Janice exclaims, "Jesus, MacIntosh, you really were listening to me! I never expected an inexperienced eighteen-year-old boy to perform cunnilingus so skillfully. And you didn't even hesitate when I ordered you to lick my asshole. I eventually had to push you away! Based on your first attempt, I have to admit you're a talented and enthusiastic pussy licker. Don't be embarrassed MacIntosh; that's a compliment! Allow me to catch my breath. You can try some gentle breast kissing while I recover."
"MacIntosh, I'm going to tease you now, using only my hands and fingertips. I'm applying coconut oil as a lubricant." Janice thinks to herself, 'Oh my god, I've never felt a harder cock!' "Apparently, you enjoyed kissing and sucking my clitoris. I think you also loved licking my anus." Janice laughs, "You're a shockingly uninhibited young man, MacIntosh."
"I'm going to bring you right to the edge ... then I'll stop and pinch the tip of your penis. Then I'll do it again, and again, and again until you're begging to come." Janice seems to know the exact moment when Mac is about to ejaculate. She always stops a few seconds before he can reach orgasm ... then expertly teases his cock again, stops as Mac nears the edge ... and continues to stop and start until MacIntosh is pleading for his long overdue orgasm. "NEVER make the mistake of underestimating the skill and ingenuity of an older woman. I'm an expert at denying male orgasms. Now, politely thank me for your intimate massage. I'm waiting, MacIntosh!"
"Thank you, ma'am. I've never felt anything like that before."
