((This is the continuing story of how 18-year old Charlie lost his virginity step-by-step, and learned some things about love and sex along the way, from 22-year old Alice. A few parts of this are based on real life, but fictionalized and with changed names, of course. There are some twists and turns, and sometimes things run hot and cold, just like in real life. But the ending of this one is warm.)
Alice again got her sly look, raised her eyebrows in a sexy way, and then said, "Hey, I've got an idea, let's play truth or dare!"
"What?" Charlie said, choking a little on his pizza and Heineken. They were celebrating Alice's new job as assistant manager at a bookstore. Alice was maybe happier than he'd ever seen her before.
"Truth or Dare" she repeated, smiling while thoughtfully taking another sip of beer. "I have a feeling there are a few things you need to learn." Alice looked down at him in a somewhat teacherish way, knowing that she was right, and daring him to say anything different. "And there are a few things I'm curious about when it comes to you."
Charlie saw that this situation was rich with possibilities, but he had to admit it also scared him some. He'd already had some stolen peeks of her breasts and pussy, and they'd left him wanting more. But he'd also been deeply embarrassed when he had had to pee when she was taking a shower, and he'd gone, with her permission, into the bathroom they had to share, and she'd gotten out of the shower and seen his dick for a few seconds. Alice had said at the time not to worry, that it was just the human body, and it was all beautiful, but he was still getting over that. Probably in part because he was an only child until his new stepsister moved in, he was more shy than most teen boys.
Alice always seemed open about nudity, sex, and everything, which was the quality about her, beyond her beauty that is, that most attracted him. She was so natural and real in everything she did that he couldn't really imagine her telling a lie to him about something important. And living with her was already a little like playing truth or dare. In terms of the game though, until now he'd only played it once before in his life with some high school friends, and they hadn't gotten beyond a few truth questions before he bailed out and had gone home.
"Come on, Charlie, you're over thinking this! Here I am, the happy, tipsy Alice that you know and love, ready to play a kinky game with you, and you're still thinking about it?" He had, in fact, already let the word love about her slip once, but that had been an awkward moment, one that neither of them quite knew what to do with at the time. He felt himself blush knowing that she remembered him saying the word, because she hadn't said anything about it when he'd said it a few days ago.
To hide that, and because obviously what she was saying was true, he said, "Yes! I'll do it."
"Finally. Jeeze, Charlie, at this rate you'll never lose your virginity. I'll go first." Alice smiled sweetly and said theatrically: "Charlie: Truth or Dare?"
"Truth," he said. It seemed the safer choice.
"Boooring," she said in a sing-song voice, as she took another gulp of her third Heineken. "I won't let you get away with that every time, but for now.....What can I ask you? I already know you're a virgin. Oh, I know," she said, suddenly getting an idea, "What did you think of that morning with the bathrobe. That morning that you made me breakfast in bed."
"What do you mean?" Charlie said, trying to look puzzled.
"Oh, come on, Charlie. You told me you'd never seen a woman's pussy before except in a magazine, and so," she paused and smiled, "I let you see mine. I know you thought it was an accident, and that you were being subtle in the way you looked, and that the dog playing with the toy was distracting me, but I could see you staring. In fact," she said smiling a mischievous smile, "I opened my legs wider so that you could get a better look."
Today Alice was wearing purple sweat pants, and a black T-shirt that had a picture of the album Treasure by the Cocteau Twins, an old band that she liked. In other words, nothing very revealing.
But Charlie, of course, remembered vividly that day, just a few days ago, when they were playing with their dog Penny, and he realized that she had nothing on underneath her short bathrobe. Alice liked things natural, and didn't shave much, and he was entranced as she seemingly accidentally separated her legs, and then her robe opened a little, and he could glimpse the black-haired triangle of her vagina.
Tonight she was sitting on her butt, and had her legs spread apart casually in front of her, as she sipped her beer and ate pizza, but of course nothing could be seen. Suddenly, however, she put her beer down, got on her knees again with her legs together, and mimed like she was tossing the toy back and forth to Charlie and their little dog Penny.
Alice got a look of exaggerated innocence on her face as she slowly but surely separated her legs. She was fully clothed now, but giving a theatrical reenactment of when she was nude beneath her robe. At the end of her act, when her legs were somewhat separated, she looked down in mock surprise, with her hand to her mouth which she opened in pretend shock, as if finally seeing that that she was showing off.
They both couldn't stop laughing at this--Alice out of pure fun, and Charlie halfway in fun and halfway embarrassed.
"Admit it, Charlie, don't lie. What did you think? Did I scare you with that peek at my fur?"
"It was," Charlie said, composing himself and blushing, "the most beautiful thing I've ever seen in my life."
"You mean the most hairy thing you'd ever seen in your life!" But Alice was secretly pleased.
"You're not telling me much, Charlie. Did that view have any effect on you?"
"Yes," Charlie said, blushing more, "it did."
"What effect," Alice said in her pretend-innocent sexy voice again, "did I have on you. Did you get hard?"
"Yes," Charlie said, smiling, glad that she'd said the word so he didn't have to.
"Okay, we're off to an decent start. Your turn."
"Alice," Charlie said, "Truth or Dare."
"Dare," Alice said immediately, taking another swig of her beer. "But hold on," she said laughing, "first I have to pee!"
Alice got up and walked to the nearby bathroom out in the hall, not even bothering to close the bathroom door all the way, and he could hear her peeing, flushing, and then washing her hands.
To keep calm, Charlie gulped down some more of his second beer while she was gone. The beer was indeed having the effect of making him more relaxed and happy in this exciting, and yet nerve-wracking situation.
Alice sauntered back in with a somewhat sultry look and walk, clearly still riding the high of her new job, as well as being conscious that Charlie practically worshipped the ground she walked on.
She sat down, cross legged, and said, "what devious dare have you come up with for me?"
Charlie had thought about asking her to take off either her t-shirt or sweat pants, but after that, he knew, she'd expect the same of him, and he wasn't quite ready for that.
So he said, lamely, "Go outside and yell, at the top of your lungs: 'I'm an assistant manager! Here me roar!"
Alice got a comical look of disgust on her face, and said, "Oh, come on Charlie. Okay, okay, I'll do it for you."
And then she pretended she was him, mimicking his voice in a surprisingly successful way, but making it sound a bit more nerdy than it was: Alice, you've been, um, not wearing a bra, and jiggling your breasts in front of me ever since you got here, but I still haven't really seen them. I dare you to show me your breasts!" At this she pushed out her chest, which looked pretty good with her black t-shirt on, and which did make him wonder what she looked like with it off. And then she got her pretend-innocent look again, and said in a mockery of her own voice, putting her hands on her boobs, "Oh, Charlie, you want to see these? Well, okay."
Then she looked a little more serious, reached down and slowly started lifting her t-shirt over her head. Just as her face was covered, her medium-small breasts popped into view. She took the shirt off the rest of the way, twirled it over her head for a second, and then sent it flying toward a corner of the room.
Now that she was topless, her silliness and even her confidence seemed to have left her for a few seconds, and she looked a bit vulnerable, but bewitchingly beautiful.
These were what he thought of as perfect breasts, for they were gravity-defying. They swelled and curved just slightly upward to make little points where the brownish-pink areolas and small but erect nipples were. Her breasts were actually a little bigger than he thought they'd be, even though he'd already seen her in a swimsuit and caught glimpses when her bathrobe opened.
Alice suddenly seemed shy as Charlie stared, but his look of wonder, longing, and desire slowly banished her shyness, and she said with more confidence, knowing the answer, "Well, what do you think?" and then gently cupped her hands beneath her boobs and giggled them slightly. "Say something, Charlie."
"Alice, you have the most beautiful breasts I've ever seen. You're so beautiful."
Alice smiled, and then looked down to assess them herself.
"Well, they're really the only breasts you've ever seen. But yes," she said, looking back up at him, "They're probably my most attractive feature. But sometimes they seem a little small. I know most guys like women with big boobs," she said, holding her hands out in front of her miming large breasts.
"Actually, they're bigger than I though they'd be," he said, still staring in wonder, the beer making him somehow nearly un-selfconsious about looking at her slightly pointy boobs.
"Really?" Alice said, looking down again and seeming pleased.
"And Alice," he said, "you're beautiful everywhere. You're the most beautiful woman I've ever met."
"Well said, Charlie," she said, and at first she did seem pleased, but then a second later a strange and slightly troubled expression crossed her face, "and I think you mean it."
"I do," he said earnestly, "You are the most beautiful woman I know."
"Oh, Charlie," she said, sighing, "on the one hand that's a nice thing to say. But what's a little weird is that you seem to totally mean it. I know I'm cute, especially when I'm flirty like right now, and I've got a guy's attention, but there are so many women who are prettier than I am. My breasts are pretty, which I admit is one of the reasons, in addition to comfort, I go braless sometimes. But my nose is a little big, and very slightly crooked, I've got freckles, and," she said, listing her perceived faults, "I'm kind of hairy, *and*—"
