"Debbie. " I said, pulling out the first name to come to mind. "We've been going out for a while and… " "And what?" She asked. "And well," I took a long pause, considering my words. "And it's getting to the point where she wants to, you know, do things with me. "She raised her eyebrows, blushing a little.
"Do things?" "You know," I said. "Like uh… sex. " I squeaked.
"Sex?" She said, blushing harder now. "Yes. " I nodded.
"Billy," She said sternly. "Don't you think you're a little young to be thinking about sex?"I looked at her confused. "Anita," I said honestly. "Sex is pretty much ALL I think about. How old were you when you first, you know, did it?"She licked her lips a little. "Okay," She said, smiling a bit. "I see your point. So you're saying she wants to have sex with you?" "Yes. " I nodded. "And do you want to have sex with her?" "More than anything. " I answered. "But you see, I uh, well, I've never had, uh, sex before. " "And has she?" Anita asked. "I think so. " I nodded. "That's the problem. I don't know how to do it. " "Well I'm sure if she loves you… " Anita started. "Love?" I interrupted. "Love doesn't have anything to do with it. I don't love her, she's just my girlfriend. She expects me to do it with her and I've told her I've done it before. " "You lied to her?" "Yes. " I said. "Do you have any idea what would happen if people found out I was a virgin? I'm in high school. You have to be a stud or people think you're a fag!"She took a moment to digest this, perhaps thinking back to her own high school days. When it was processed she nodded a little, licking her lips again. "I suppose you're right. " She told me. "So what is it you want from me?" "Can you tell me how to do it?" I asked, looking hopefully at her. "Please?" "Tell you how to do it. " She said to herself, shifting uncomfortably on the couch. "Yeah. " I said, nodding. "So I'll know how to make it seem like I've done it before. Like, you know, how do I treat her boobs and all? And how do I, you know, put it in? How are you supposed to move once you're in? They don't teach you this stuff anywhere! Debbie's a blabbermouth. If I don't do it right, the whole school will think I'm a virgin by the next day. You gotta help me!" I pleaded, seemingly near tears. "Billy," She said. "I appreciate your fears but you can't just TELL someone how to do it. The only way to learn is, well, to do it a few times.
It comes naturally, you'll see. " "But I told her I've done it before!" I said. "She'll know! Can't you at least tell me a little bit about how to do it? What about foreplay?" "Foreplay?" She asked. "Yeah. " I said. "I heard you're supposed to do foreplay. I don't even know what that is!"She looked at me in shock for a moment and then burst out laughing. I flushed as if deeply embarrassed.
"Forget it. " I said angrily, standing up. "I'll just go home. "
"No, no. " She said, stifling her outburst. "I'm not laughing at you, just at what you said. I'm sorry. "Slowly, I put myself back down in the chair, noting the gleam forming in her eye. For the first time I felt I was making some headway. I noticed she'd let the hem of her robe creep up a bit, showing me her flesh up to mid-thigh. She'd also let the top open a bit, revealing a bit of cleavage and confirming my suspicion that she had no bra on under the robe. Perhaps I hadn't made a mistake in coming here. "Listen. " She said. "There's a lot involved in making love. It takes a lifetime to learn it all. But you just want to seem like you've done it before, right?" "Yes!" I agreed. "Okay. " She said, downing the rest of her wine and setting the glass down. "Let me see what I can do. " "Thank you!" I blurted. She took a deep breath. "Tell me," She said. "How far have you gone before?"
"Well," I said, "We've kissed a lot and she's let me feel her boobs through her shirt a few times. " "Okay. " Anita nodded. "And one time she let me put my hand UNDER her shirt. But she wouldn't let me put it under her bra. " "And that's as far as you've gone?" "Yes. " I nodded. "But she's hinted that she'd like for you to do more soon?"
"Uh huh. " I said. "That's why I came to you. " "Okay," Anita said. "If I tell you this, it has to remain here, do you understand? You're mother, your friends, nobody can ever find out about what I've told you. Can you do that?" "Yes," I said, sensing the kill coming. "I promise. " "Okay. " She smiled, leaning back into the couch a little. "I'll teach you the basics on how to have sex with a girl. " "I knew you'd help me Anita. " I grinned, feeling an erection starting already as I saw the shine in her eyes increase. Her nipples were hard. I could see them poking through the fabric in her robe. And she kept shifting her legs back and forth while she sat there. She was showing unmistakable signs of arousal. Signs that a fifteen-year old wouldn't be able to pick up upon, but signs that were very familiar to a thirty-two year old. "I'm glad to help. " She told me. "Now the most important thing in the early stages is to be gentle. " She told me. "Girls don't like it when you maul them. If she lets you feel her breasts, don't squeeze them hard, caress them. " "Caress them?" I asked. "Yes. " She nodded. "You need to touch them gently, as if they were a delicate egg or something. Remember that. Don't break the egg. Just glide your hands over them and don't attack the nipples. Just run your fingers over them for a few minutes. Touch them lightly. That really gets girls hot. " "Wow. " I said. "Like this?" I held up my hands and roughly moved my thumb and index finger back and forth.
"No no. " She said, shaking her head. "You have to… " She paused, thinking.
"Well," She said softly. "I suppose it would be easier to show you instead of telling you. " "Show me?" I asked, feigning confusion but feeling my cock leap to full life. I'd done it! She was going to SHOW me. "Yes. " She said. "Again, you can never tell anyone, but in the interest of education, I suppose I could volunteer as a test subject. " "What do you mean?" I asked naively. Slowly she put her hands to her robe and opened it at the chest, revealing her silky skin and freeing her braless tits. They were glorious, sagging only a little, the size of softballs. The large nipples were standing out proudly, just begging to be touched and sucked. "Here. " She told me. "Give me your hands. "Slowly I reached out and put my hands in hers. She took them and placed them upon her tits, allowing me to feel the soft, springy flesh, the hard points of the nipples pressing into my palms.
"Now caress them. " She said softly, her eyes shining. "Pretend I'm Debbie. " "Okay. " I said, faking a stutter. I began to squeeze and caress them, running my fingertips over the soft flesh, twirling around her nipples, which were easily the diameter of dimes. I hefted their weight in my hands, testing them, before going back to caressing. Her eyes softened as I did this, her breathing quickening.
"Very good. " She said, pushing her chest forward into my hands. "You're a quick learner. " "Cool. " I muttered, continuing my actions. I looked below her tits as I did this, seeing her stomach. The skin was tanned and looked soft although there were a few creases and stretchmarks. Her belly button was large and had a faint fuzz of black hair leading downward from it. I could almost make out her crotch but her robe was still closed over that portion of her body. "Wouldn't she want me to, you know, suck on them?" I asked Anita. "Girls like that, don't they?" "They love it. " Anita breathed, twisting her shoulders into me now. "But it's another thing that you have to do carefully. " She explained. "You have to treat a nipple like a baby does. Pretend you're sucking on a bottle when you suck a tit. Don't go after it like a shop-vac. " "Can I try it?" I asked her. "Just to make sure I'm doing it right?" "I suppose. " She allowed, reaching up and putting her hand to the back of my head.