Every Young Man's Dream Page 3

“See,” she said, reaching down and giving Troy’s cock a couple of strokes with her hand while he continued banging her. “I told you I’d take care of that part, didn’t I?”

  Troy nodded, too busy to talk.

  “Now let’s see you put it to good use again,” she said. She pulled his hand out of her pussy, stuck his index finger in her mouth, licked it clean, and popped it back out of her mouth. “Do you think—” She popped his middle finger in her mouth and gave it the same treatment. “You can—” She paused in order to lick his ring finger clean too. “Do that?”

  Troy swallowed hard and again nodded. He knew that eventually he’d have to get over the embarrassment of talking during sex but for now he was going to stick with what was comfortable.

  She slid up and away from him. Still on her back, she spread her legs and beckoned him over. “Then come over here and stick that giant cock inside me.”

  Troy didn’t need to be told twice. He practically jumped atop her, so anxious was he to fuck her pussy again. Grabbing his cock in his hand he slid it inside her and started to move quickly against her.

  “Ah, ah, ah,” she said, her hand on his chest to halt his progress. “Slowly, just like with your fingers. Take your time. There’s no need to rush. It’s not a race.”

  He started to apologize again but she cut him off by covering his mouth with her hand.

  “I told you before, no apologies. You don’t have anything to be sorry about. This is a learning process. Nobody gets it right the first time. Okay?”

  Troy nodded.

  “I want to hear you say it,” she said. “I want to be sure you understand.”

  “Okay,” he said quickly, wanting to get it over with. His cock felt like it was going to burst through his skin. “I understand.”

  “Slowly,” she said, drawing the word out.

  Troy dropped his gaze for a moment. With his cock still inside her, he took a deep breath to gather himself, then looked back up at her gorgeous face. “Okay,” he said, far more calmly this time. “I understand.”

  “Then prove it,” she said.

  He leaned in and starting kissing her. While moving his lower half very slowly inside her, Troy explored her mouth with his tongue.

  As she returned his kiss Troy found himself moving slightly more quickly, still taking his time as much as possible, but unable to completely contain his excitement.

  “That’s it,” she said, pulling her mouth off of his. They were face-to-face, their noses practically touching. “There you go. Right there, baby. Right there.”

  Her encouragement didn’t help him stay calm. In fact it got him more excited, causing him to move faster against her. Which he was starting to think was her purpose all along, as the more quickly he moved against her the more she talked, which just got him going even faster, to which she replied by talking even more. She had to know what she was doing to him.

  “Give it to me,” she said, her voice louder now, more intense, pushing him further and faster with every word. “Fuck me with the big cock of yours. That’s right. Like you mean it. Yes! Yes! Yes!”

  Troy was giving it to her with everything he had now, his cock slamming into her pussy with every bit of force he could muster.

  “God-dammit!” she screamed, losing herself for the first time. “That feels so fucking good! Fuck, fuck, fuck! I’m gonna fucking cum, don’t stop, don’t stop, don’t fucking stop!”

  He couldn’t stop, not now. It felt too damn good to even think about slowing down, let alone stopping. And her being so into it just turned him on even further. Right about now Troy was a speeding train that had lost all its brakes. There was only one thing that could end his ride. The end of the line.

  They got there at almost exactly the same time, her body shaking and shimmying beneath him just as he tensed up in anticipation of finishing up for good. Her gyrations put him over the edge, causing him to shoot his seed inside her without the usual extended moment of anticipation before release.

  “Not bad,” she said between large gulps of air after they’d stopped moving against each other. “Not bad at all.”

  Smiling, Troy climbed off of her and dropped onto the covers next to her. He was proud of himself. He wasn’t sure exactly why, but he felt good nonetheless. Far different than the guilt he usually felt after orgasm.

  She turned on her side and looked over at him. “You did good, kid. Surprisingly good, actually.”

  “Thanks,” he said, feeling his face growing red. He was never very good at taking compliments.

  “So what do you say? Should we try this again tomorrow. Say, around noon?”

  “I can probably do that,” he said. “But I need to know one thing before I commit to anything.”

  “Just one?”

  “For now.”

  “Then fire away,” she said.

  “What’s your name?”

  She looked at him and smiled. “Adriana.”

  Troy nodded approvingly. The name fit her perfectly. “Pleased to meet you, Adriana. I’m Troy.”

  “I know,” Adriana said.

  “You do?”

  “Of course,” she said. “Do you think I’d just bring home a stranger to fuck?”

  “Well, I . . .” Troy stammered.

  “I’ve had my eye on you for a while, Troy T. Davis. Quite a while, indeed. Of course, if I would have known how big that hand cannon you keep beneath your pants was, I would have manufactured our little collision quite a bit sooner.”

  He tilted his head and eyed her carefully. “You planned this whole thing out?”

  “More or less,” she said. “This morning was supposed to be the first of many accidental occurrences that would have inevitably led to the same situation that played out here today, but lucky for me things turned out differently than I had planned, so I sped up the process a bit.”

  “How’d you know I go along with it?”

  “Please,” she said with a smirk. “What young man wouldn’t take the opportunity I was affording him? Anyone you know?”

  He had to admit, she had him there. “No, I guess not,” he said with a little chuckle.

  “Of course they wouldn’t,” Adriana said. “Just as none would pass up the chance to continue the affair.”

  “You’re that confident I’ll keep on coming over, huh?”

  “Absolutely,” she said. “Especially once you’ve had a night to think about where we’re going to go from here.”

  “You mean it gets better?”

  “Well it sure as hell isn’t going to get worse. Not with what I’ve got planned.”

  “And what is that, exactly?”

  “You’ll just have to come back to find out,” Adriana said. “But let’s just say that today was just the tip of the iceberg. I’ve got a thousand little tricks I can teach you, if you’ll just give me the chance.”

  “Like what?” he asked. “Just give me one example.”

  Smiling, she leaned over and starting whispering in his ear. Just a couple sentences, but they were enough to make his cock stir around, even though they hadn’t been done for more than minute.

  He laughed and shook his head. “Who in their right mind would pass up something like that?”

  “Who indeed?” Adriana said.

  “Certainly not me,” Troy said.

  “So I’ll see you again tomorrow?”

  “Do we have to wait that long?” he said, half-jokingly.

  “Unfortunately I already have plans for the rest of the day,” she said. “Otherwise we could hang out and screw around until night fell. But as it is, I’m already running late, so I’m going to have to call an end to day one of your education.”

  “That’s too bad.”

  “Not necessarily,” Adriana said. “You can actually make it work to your advantage if you go home and do a little homework tonight.”

  “What kind of homework?”

  “Just a bit of studying.”

  “What?”

  “Positions.
Things you’d like to do to me. Things you’d like me to do to you. Tomorrow we’re going to see how you react when you have control.”

  Troy’s face started to flush.

  “But first you need to figure out how to get over your embarrassment,” she said. “Because I’m certainly not going to start mincing my words. If anything, I’m going to get more blatant, more bold as we go along. And I expect you to also. Do you think you can handle that?”

  “I can sure try.”

  “That’s not good enough,” Adriana said. “You need to figure it out. And right quick. Otherwise you might end up paying the price.”

  “And what price is that?”

  “You don’t want to know,” she said, flashing him an evil smile. “Of course, after you experience it, you might like it. After all, like I said earlier, it truly is impossible to know if you like something until you try it. And I seem to have a way of making people like it, no matter how much they think they won’t. I can make pretty much anything feel good.”

  “I have no doubt about that,” Troy said.

  “All right, that’s enough chit-chat,” Adriana said, giving him a little peck on the cheek before climbing up and out of the bed. “I’ve got to get out of here. You can show yourself out I presume?”

  “Not a problem.”

  “And I’ll see you tomorrow?”

  “I wouldn’t miss it for the world,” Troy said.

  “I knew you wouldn’t,” Adriana replied, looking over her shoulder and flashing him a smile as she made her way into the bathroom. “I’ll be expecting you around noon.”

  “I’ll see you then,” he said, rolling out of bed himself. He made his way downstairs, gathered up his clothes, and put them on. With the sound of the shower filling the house he looked around one last time, laughed softly, then shook his head and made his way out the back door.

  Troy started jogging back towards his house, feeling a thousand things at once, and not one of them bad. He had a big smile on his face. For once he had homework that he was looking forward to doing. Life was good. And it was about to get even better. A whole lot better.

  He couldn’t wait for day two.

  #####

  DAY TWO

  Troy stood at Adriana’s front door at precisely noon, his cock already hard just from thinking about what was waiting for him inside the house.

  The previous 24 hours had been the longest of his life; from the moment he’d left Adriana’s house the day before he’d been thinking about her. Shortly after arriving home he’d gone into his bedroom and immediately started playing with himself. His cock was caked with her juices and all it took was a little bit of spit on his hand and his cock was slick as hell within seconds.

  Eyes closed, his mind focused on reliving what they’d just done together, Troy jerked off. He could picture Adriana in his mind’s eye with ease; the dark black hair cascading down, framing her gorgeous face, that tanned skin, those insane tits, her ridiculously long and sculptured legs. And her wet, perfect little pussy. That most of all.

  It hadn’t taken him long to cum, squirting his seed all over his bed sheets no more than a minute after starting. Including his time with Adriana he’d cum three times already on the day and he was sure there were a few more to go. He just had to make sure he saved some juice for the day after. According to Adriana it was only going to get better as they went on.

  This anticipation was what fueled his cock on this, the second day of his sexual education. He had no idea what to expect from Adriana but had to think it was going to be even crazier than the day before, which had been pretty crazy indeed.

  Troy rang the doorbell and took a step back. He could feel a big, stupid smile on his face but he didn’t even bother trying to wipe it off. He knew it wouldn’t be going anywhere no matter what. He was just too happy.

  Adriana answered the door in a tiny little black dress that not only took Troy’s breath away, but simultaneously made him feel spectacularly underdressed in his collared shirt and khaki shorts. He could only stand and stare at her.

  The dress played up Adriana’s sexiness to the max; her tits were spilling out, her legs seemed to go on forever, and the 3-inch heels she wore nearly brought her up to Troy’s height. With her silky dark hair flowing down over shoulders and the not-very-subtle makeup job she looked totally different than she had the day before. Just as hot, only in a slightly different way. Less elegant and more slutty.

  “So what do you think?” Adriana asked, spinning in place so Troy could get a good look at her ass.

  “I think I’m gonna cream my pants right here and now,” he said.

  Laughing, Adriana took his hand and ushered him in. She led him past the couch and towards the stairs, looking back to flash him a smile every once in a while.

  Troy’s eyes were locked onto Adriana’s ass working beneath her skimpy little dress as she made her way up the stairs ahead of him. It was all he could do to keep himself from reaching out and grabbing her ass cheeks. Or sticking his head between them. They were that inviting.

  Once they reached the top of the stairs, she led him down the hall, stopping at the first door on the right. Opening the door, she ushered him inside the room.

  It was an enormous master bedroom, complete with couches and a lounge chair surrounding a large-scaled entertainment system that included an 80-inch flatscreen and floor speakers that were almost as big as he was. Next to the TV was a fully stocked bar. On the other side of the room was a huge bathroom with a double-headed shower and a jacuzzi tub. A king-sized bed sat in the corner, buffered by a pair of dressers.

  “So what’s on tap for today?” Troy asked after taking it all in.

  “Today I’m going to get a taste of your overall abilities,” Adriana said. “Sort of a baseline test, to see where you need improvement. The first part will be a questionnaire.”

  “Sounds like fun,” Troy said sarcastically.

  “It’s not designed to be,” she said. “But it will be informative for me. And don’t worry, the second part will be more hands-on. But that will come later. For now, follow me.”

  Adriana turned and headed towards the entertainment area. Troy followed like a dog at heel. He would follow that ass anywhere without any hesitation.

  When they arrived at the other side of the room Adriana motioned towards the couch. “Lie down and make yourself comfortable.” She pointed at the side opposite the lounge chair, where a pillow was sitting. “Put your head over there.”

  Troy did as he was told. The couch was dark leather and plush. Soft as hell. As was the pillow. He got comfortable quite easily.

  Adriana walked over towards the entertainment center. She pulled a clipboard and a ball-point pen off one of the shelves, then picked up a pair of black-rimmed glasses and put them on. When she turned to face Troy again, his heart fluttered in his chest and his cock got a little bit harder.

  Adriana saw the look on his face and smiled. “You like the glasses, huh?”

  Troy nodded vigorously.

  “Yeah, most guys do. That whole slutty librarian thing.”

  “Exactly,” Troy said.

  She walked back towards him and sat down in the lounge chair down by his feet. Adriana crossed her legs, forcing her skirt to ride up her leg, drawing his attention. He could almost see up her skirt. Almost, but not quite.

  A few seconds later Troy realized that Adriana was watching him watch her. He lifted his head slightly, pausing just for a moment at her glorious tits—which were hanging out of her dress even more because of the position she was in—and settled in on her face. Once their eyes were once again locked, she resumed talking.

  “As I was saying earlier,” she continued, “Based on yesterday, we know some of your general strengths and weaknesses. First of all, you have a very nice cock. Big but not too huge, plus it gets real hard, which is always a bonus. Second, you know how to use it. You’re not a pro by any means but you’re not an amateur either. Third, you can go multiple times in
one day, which is always nice. And even nicer still is the fact that you don’t need a whole lot of time in between sessions before you’re ready to go. Also, you seem to actually be a pretty nice guy, which is great, and even though you’re a little shy, you’re not scared. All in all a pretty damn good place to start. As for areas that need general improvement: Stamina, for one. Confidence for another. And I’m sure we’ll have to make you more adventurous in bed. But those will come in time. What I need to find out today is some more specific things.”

  “Like what?”

  “Well, for example, how well do you eat pussy?”

  “Are you asking me?”

  Adriana nodded.

  Troy shrugged. “I don’t really know. I’ve done it a couple of times, and the feedback I got was pretty good, but I doubt if the girls I was doing it too really knew the difference between good and bad head. I think they were just excited to have someone that was willing to do that to them.”

  “Was it your idea or theirs?”

  “It was mine with one, the other was theirs.”

  “Did you like it?”

  Troy’s face went red.

  “Don’t be embarrassed,” Adriana said. “Just answer it truthfully.”

  “Actually I kind of did,” Troy said. “It wasn’t my absolute favorite thing to do, but it was pretty fun.”

  “Trust me, that’s a good thing,” Adriana said. “There is a serious dearth of men who eat good pussy, and even fewer that actually enjoy it. But as long as you enjoy it, I can teach you how to do it properly.”

  For some reason this made Troy blush even more.

  “Moving on,” Adriana said. “Answer quickly, without thinking too much. And don’t worry about what this means, I’m just trying to get an idea of what you have and haven’t done. So I know where we stand.”

  “Okay.”

  “Good, then let’s get started. Ready?”

  “Yes.”

  “Have you ever licked someone’s asshole.”

  Troy shook his head, his embarrassment deepening. But Adriana didn’t seem to notice. And if she did notice she didn’t dwell on it. She simply made a mark on the paper attached to the clipboard and moved on.