Chapter 02: Eager to Learn
(BMWf interr cons oral anal a2m)
He didn't have any trouble performing that night. The next day he returned to the house, once Vickie had gone to work, and went down into the basement again. Jessie was waiting for him, wearing a short skirt and a half-top with string shoulder straps that showed off her cleavage very nicely. "Are you ready to learn?" he asked her as he entered the room. She smiled. "I'll learn anything you want to teach me." "Good." He used his key to take her into the small, soundproof bedroom that Vickie used for filming and swapped a chip out of the camera. "Were you serious about making movies?" "Yeah, definitely." "Okay, then I'm going to start recording us." He switched on the camera, then took his cock out, motioning for her to come closer. "I'm going to teach you to deep-throat." She walked over, and dropped to her knees putting her face up close to his dick. "Okay, teach me." She stuck out her tongue, and licked under the tip of his rapidly growing cock, lifting it up. She opened her mouth wide and took him slowly in. Her beautiful, teenage face looked absolutely amazing with his dick in her mouth. She started bobbing her head up and down on the end of his cock as it hardened. She wasn't bad, but she needed to work on taking him deeper. As he was thinking this, however, she suddenly shoved half his dick into her mouth, forcing it down her throat. She held it there for a second, then pulled away gagging. "Oh fuck... that's hard to do without choking." She breathed hard for a few minutes then dove back onto his dick, forcing it again down her throat, her eyes squeezed shut. This time, though she still gagged, she didn't spit him out. After a few momments, her gagging slowed, then ceased, and she opened her eyes to look up at him. Looking deeply into his eyes, she began to push her face forward, his dick snaking further down her throat. Her mouth was stretched absurdly widely around the base of his cock as she took the last few inches into her mouth. "Okay," he said, gasping as her tongue played along his shaft and she swallowed on him, "You're lucky I'm such a good teacher." She coughed and spit him out quickly, wiping a tear from her eye. "Ah, you jerk, you didn't teach me anything, I've been thinking about this and practicing all night." "Practicing?" She shrugged. "I was working on my gagging with a carrot. Not as nice as this big boy." She carressed his dick softly. "Well, you'd better get back to work then." She smiled coyly up at him. "Yes, sir. Let me know before you cum - I want you to fill my mouth up like in your movies." "You know that's your mother you're watching in those movies, right?" She rolled her eyes. "Yes, I know that. I can still get off watching you fuck her if I don't think about it too much. She's actually pretty hot, for an old lady." "And how would you even know that?" "Well I am bisexual." she said, then took his dick back into her mouth. "Wait, wait, wait, you can't stop there, how do you know you're bisexual?" She smiled as she took his dick out of her mouth. "Because I have this thing with my roommate, Emily. We've licked each other's pussies a couple of times. I'm not a lesbian though." she said, then bobbed her head on his dick a few times, pulled off and said, "Obviously." With that said, she dove onto his cock, quickly forcing it back down her throat, then started to bob up and down, choking every now and then, but generally keeping control. It felt magnificent and he could have let it go on for a while, but he didn't want her throat to get too sore on her first time. He allowed himself to approach orgasm, then pulled her head back by the hair. She immediately opened her mouth wide and stuck her tongue out, closing her eyes tightly. He stroked himself a few times, then pointed downward and shot stream after stream of thick white cum into her mouth. When he had finished, he relaxed his grip on her hair and she opened her eyes. She played with his cum in her mouth a bit, picking it up on her tongue and letting it slide off, then she swallowed the whole load. "You did good." he said. "I like it. I liked the way you held my head back by my hair when you came in my mouth. I almost came without even touching my pussy." "Wow. You know you cum pretty easily, right? Not all women can cum as much or as quickly as you do." "Really? I guess I'm just lucky." "I guess so." She smiled her cute little smile that he was learning meant that she wanted something. "What?" "I want you to fuck me again. You don't have to make a movie tonight." "That's true. Aren't you sore from yesterday?" "I'm fine." she said. "That's true, too." He considered her for a moment. "Take your underwear off. And your top." She did so, briefly exposing her shaved pubic area, then lifting her top off, her tits bouncing lightly. "Come over here and bend over in front of me." She bent over, exposing her pussy and asshole to him. He reached over and slid one finger easily into her cunt, which was very wet. She moaned and ground herself against his finger. He inserted a second finger and pushed them both against her g-spot, his thumb pressing against them on the outside. With this grip, he pulled her to his side, then forced her over his lap and began to rub her g-spot. "Oh fuck. Right there. Oh fuck.... fuck..." He felt his fingers get wet as she exploded with her orgasm. "Oh God..." she said, twisting on his lap. "that feels so fu...cking good..." he continued to push and rub on her g-spot as she shuddered with her orgasm. When she finally finished cumming, he let his fingers fall from her pussy and brought them around to her mouth where she licked them eagerly. "Mmmm, I love tasting my pussy on you." He brought his hand around again, and slid his fingers into her, getting them good and wet. Then he slid out and back, letting one finger settle on her asshole. "Mmmm hmmm, yeah." she said, and he pushed slowly forward with one slick finger. She gasped as it slid into her ass. "Oooo, that's tight, huh?" "Yeah. Try to relax for me. He felt her asshole's vice-like grip on his finger loosen, slightly. "Good girl." He pushed forward, slowly getting his finger in up to the third knuckle. Jessie let out a long, low groan as he penetrated her. She rolled her hips a little as he let his finger slide out, then back in again. "Mmmmm... that feels kind of nice... can I cum while you finger my ass?" "Yes you can." She moved her hand between her legs as he began sliding his finger in and out of her asshole. "You are one dirty little slut, aren't you?" "Mmm hmm." She was pushing herself lightly back on his hand when he pushed into her, the hand on her pussy rubbing more and more vigorously. "Mmmmmmmmnnnggggh... Oh, God... fuck my tight asshole, Daniel. Oh, fuck... give me another finger..." "You got it." Daniel slid his finger almost all the way out of her ass, then put a second finger, still slick from her cunt, next to it and pushed both fingers against her tight hole. "Oh, OW... Nghh..." She started to tense up, which made her even tighter. "Aaaaah, fuck... fuck fuck fuck fuck fuck!" Little more than the tips of his fingers were inside of her, but he continued with firm, gentle pressure, and eventually her asshole began to open up and she took his two fingers. She drew in a sharp breath as his second knuckles popped into her tight hole. He spit on his fingers, which helped him to push them further into her. He had almost gotten them all the way into her when she began to shiver, and he thought she might ask him to stop. Suddenly, he realized that she was actually shuddering, on the edge of orgasm, her fingers now wildly stroking her pussy. "Are you cumming?" he asked. She shook her head rapidly. "No... no... please... fuck my asshole with your fingers." Daniel spread her asscheeks out and spit again, on the place where her asshole was stretched tightly around his fingers, then pushed them all the way up her ass. She groaned, and he felt her rubbing herself even harder. He slapped her ass, then started sliding his fingers in and out of her. "Oh, God... fuck it! Just fuck my asshole with you giant cock, Daniel, please." He continued sliding his fingers in and out of her. "Not yet, little slut. You're barely taking my two fingers. You need to work up to my cock, or I'll end up hurting you." "That's okay... Ah... ow... I like it when you hurt me..." He slapped her ass again, about as hard as he could, then changed the angle of his arm, so that he could start fingering her ass much harder and faster. Jessie began to groan, and didn't stop until her body started to buck and shudder with orgasm. "Oh... God.... Fuck my ass, Daniel." He continued sliding his two fingers in and out of her asshole as she came. After a while, he slowed as Jessie made soft little noises. "Mmmmmm... that was intense. I can't wait til I'm ready to take your whole dick, Daniel." "Soon." He said, letting his fingers slip out of her ass. He sat her up on his lap, and brought the two fingers to her lips. "Open." She didn't hesitate for even a second, but stuck her tongue out and licked his fingers from bottom to top. "Mmmm, I get to taste my pussy AND my ass today." She took his hand in both of hers and opened her mouth, taking his fingers in. She licked and sucked him until he slowly pulled them from her mouth. She smiled. "You like that?" "Yes, I do. But I'd better get going before your mom gets home. It would be hard to explain what I'm doing here today." "Aw! You're not even going to fuck me?" "It'd be even harder to explain what I'm doing here if she comes home and finds me with my dick in your cunt." "Sounds like an easy explanation to me." She giggled. "Come ON! Just a quick one, please?" "Little girl, you need to learn to take it a little slower." She pouted. "Fine. Will you fuck me tomorrow?" "Tomorrow is Saturday." "I know that. I can get away for the whole day and night. You don't have to work do you?" "No... no, your mother and I usually work during the week. Won't she get suspicious if you're gone for the night?" "No, I'll just tell her I'm out with friends. My mother doesn't give a shit about me. A hundred dollars says she doesn't even ask me what friend I'll be with." "Sounds like you've got some mommy issues." A cloudy look passed over Jessie's face, which she quickly masked. "Yeah, well, maybe I'll tell you about it sometime." "Hey are you okay?" She shook her head, then smiled. "No, I'm fine. But you're right, you'd better get going before the bitch gets home." "Yes, I should. Oh! I almost forgot, I brought something for you." "You did?" "Yeah, hold on. Get on the bed, on your hands and knees." Jessie moved off of his lap, and onto the bed, on all fours. Daniel's cock swelled a bit as he looked over her tight body. He went into the other room and got the medium sized butt plug and lube out of his bag, then returned to the movie room. "What is it?" "It's something that will help you get your asshole ready for my cock." "Oh, nice." "Put your face on the bed, get your ass up in the air." Immediately, she changed position, her ass presented to him. He opened the package, applied some lube to the plug, then dripped a bit onto Jessie's ass crack. "Ooo, yeah... put it in my ass, Daniel." He put the tip of it against her asshole and pushed forward, slowly. Jessie let out a soft, low moan as her asshole opened up for the thing. "Oh, fuck, that's big." The base was a little bit wide, and as he got to that point, she took in a sharp breath. "It's okay, sweetie, this is the widest part." "Yeah... God, FUCK that hurts." she laughed a little. "Aw fuck, Jesus... is it almost in?" "Yes." he said, and pushed a little harder and the fat part squeezed into her. She let out a quick little scream, then a sweet little sigh as the plug settled into position. Her whole body relaxed, and she rolled onto her side, looking up at him. "Mmmm, God damn, Daniel. You were right, your fucking cock would have probably killed me." "I know. You should trust me on these things." "Mmmmmmm... I will. So, you want me to keep this in all night?" "Yes. Only take it out if you need to use the bathroom, or if you want to do some training." "Training?" "Yes. I'm leaving this bottle of lubrication with you. If you feel like it tonight, you can use that plug in your ass for anal training." "So, just fuck my ass with it, you mean?" "Yeah, that's right. But only if you feel up to it. Make sure you use a lot of the lube so you don't hurt yourself." "Okay." She took a deep breath, biting her lip, then spoke again. "Listen, don't take this the wrong way, but you NEED to fuck me before you leave." "Oh, Jessie, I don't know. I..." Just then there was the sound of the front door slamming. Jessie sat up. "Oh shit! That's my mom!"