Merrill and Jacob Ch. 04

Merrill and Jake had dinner, alone. She asked, "Jacob, do you remember when you reviewed your seven virgins for me? I said that I would need more detail on numbers three and four. I'd like to hear it, now. Please keep in mind, dear, that I do not hold the teenage Jacob Taggert to a mature standard of behavior. You will not be tried as an adult."

Jake sighed, and said, "Not my finest hour. Okay, I'll tell you all the gory details. Number three was Kelly."

Kelly was a pretty girl. She had light brown hair, in a short, dutch-boy haircut. Slim, small-breasted, with a perfect ass. Her face and smile were enchanting. What set Kelly apart, for Jake, was her intellect. Kelly was probably the smartest girl Jake ever had sex with. She was in every honors class. Jake knew her only because they took Spanish together, and there was no honors class in Spanish.

She made it clear that she was attracted to him. She patiently disregarded the fact that he was not on her level, mentally. She was into his looks. He was the strong, silent type. They were both seniors. She had already been admitted to UCLA. She did not want to show up, there, a virgin. Subconsciously, she decided to sleep with Jake, shortly after they began dating. Kelly pursued Jake for his looks, fully as much as he ever pursued a girl for her looks.

They made a pretense of getting together to study Spanish, but both were interested only in sex. Kelly was from a very good family. They were caring, educated, and conservative about sex. Kelly needed to make Jake jump through some hoops, just to preserve her self-image as a "good girl." She was forbidden to visit Jake at his house, or be alone with him at her house.

Jake gave Kelly her first kiss, at school. Their study sessions, at the dinner table in her parents' home, devolved into makeout sessions, whenever her mom was not present for any reason. Kelly's sister, Christy, at sixteen, was two years younger. The sisters strongly resembled one another. Kelly and Christy were very close.

Christy, too, was attracted to Jake, on more of a little girl infatuation level. Kelly rolled her eyes at Christy's flirtations with Jake. Outwardly, Jake did not react to Christy. He was certain both sisters had incredibly tight pussies. He felt certain he would soon find out about Kelly. As to Christy, he intended, eventually, to imagine her, while he fucked Kelly.

Kelly was ready. One Saturday afternoon, there would be no one home until the evening, leaving Kelly and Jake several hours alone. She greeted him at the door. He immediately mauled her, kissing her deeply in the mouth. "Let's drink!" she suggested. They broke into her parents' liquor cabinet. She clumsily prepared an awful cocktail, which she drank nervously. Her hands shook. He knew that she was trying to settle her nerves. He therefore expected to be taking her virginity, momentarily, so he only sipped his drink.

When she downed her drink, she slammed the glass down, threw her arms around Jake's neck, and kissed him passionately. He said, "Let's go to your room."

"Okay." He led her upstairs. Kelly's room was outrageously girlish. She had a ruffled canopy bed. The room had the overall pink theme, complete with stuffed animals, that she had since she was a little girl. Once inside, Jake began peeling off her clothes. She helped.

Experience had taught him to save the final reveal to the end. He knew that a reluctant girl could easily change her mind, if either of them were fully nude for more than a few moments. When she was down to bra and panties, he stripped to his shorts, which strained against his erection. She turned down the covers. He removed her bra and panties, and she slipped into bed. By the time she turned around, he was nude. His cock raged.

He climbed into bed, next to her, and started to rub her clitoris with one finger. He had done this before, when she was partially clothed. He got up on his knees, produced a condom, from nowhere, and put it on. She lay back on her elbows, and obviously very nervous. He had experience with reluctant girls. He knew that, if she panicked, and tried to back out, the whole thing would turn ugly. He would likely have to spend a lot of time and effort to get return to this point.

His solution was to take her consent, and run with it. He separated her legs, and kneeled between them. He leaned forward, over her, gently moved her upper arms along her sides, grasped them firmly in his hands, and leaned on them with outstretched arms. In his mind, it was now a done deal. She had tacitly consented, and he would not allow her to change her mind.

He looked down, nestled his cock at her slit, and probed for her entrance. Kelly felt the head of his cock parting her lips, and panicked. "Wait! Wait! No, Jake, please wait!" He ignored her. She had willingly journeyed with him to this point, after weeks of buildup. She had consented. She was just nervous. He thought it unreasonable for her to expect him to stop while entering her because of a momentary case of jitters.

He pushed inward, parting her vaginal tissues with his big cock. She squealed, and said, "No! No! I said, no! Stop!" Her hymen partially tore, as he passed it. She ceased trying to stop him, and began to complain about the pain. "Ow! Ow! It hurts! Ow!" Hers was the tightest vagina he had yet entered. He applied considerable force to continue his entry. He moaned with the sensation of her warm flesh gripping his cock.

When he was halfway in, she began to cry. He put more of his weight behind his drive, and buried himself in as far as he could go. Still ignoring her, and focusing on the sensations on his cock, he pumped his hips. He drove his cock into her, against the mysterious, spongy tissues that lay beyond her vagina. He came quickly. He grimaced, grunted and groaned for a short while, thrusting his hips, and shuddering.

When finished, he opened his eyes, and looked at her face, for the first time. She cried audibly. Her eyes were red. Her face was streaked with tears. Her vagina held his cock in a warm embrace. He pulled out only because the condom was full.

Jake rose up on his knees, at her feet. While he squeezed the overflowing condom off his cock, Kelly brought her legs together, and rolled onto her side, crying more loudly. He tied a knot in the condom, crawled out of bed, and dropped it in the trash can. He stood, looking down at her. He congratulated himself on his conquest. He thought it had gone fairly well. He thought about how tight she had been. He wanted to enjoy that pussy of hers. He wondered how much tighter the younger, smaller, Christy might be.

He put his hands on the bed and leaned over, saying, "Kelly, it's okay. It's okay. You did fine, Kelly."

"I told you to stop! I said no! I said no!"

"Kelly, it was too late to stop. I couldn't stop. I couldn't. You let me, Kelly. I didn't force you. I can't just stop in the middle, like that. It will be okay, Kelly."

"Please get out. Please just go away!"

"I will wait for you, downstairs. I won't leave until you talk to me."

When Kelly came downstairs, wearing different clothes, she would not look him in the eye. She let him embrace her. "Kelly, it won't be as bad, next time. I promise. Maybe you can drink some more, and it would relax you, and it won't hurt." He kissed her, tenderly. He groped her, against her resistance. "I love you, Kelly. I love you." He worked hard to regain her trust.

Jake's experience in coaxing women to please him sexually won out. He talked Kelly off the ledge. The big hurdle would be to convince her to do it a second time, after her painful first time. The next time they could be alone was two days later, after school.

Two days later, Christy was home, but their parents were not. Jake said, "Let's go upstairs, Kelly. We don't have to do it again, but we should at least hold each other." She led him upstairs, silently. He stripped first. She would not let him undress her, despite many kisses and caresses. "Kelly, sit on the bed. Please try giving me a BJ, Kelly." She stared at his cock, and shook her head. "Kelly, we are seniors now. We already slept together. We can't continue without having sex, Kelly. If you are afraid to sleep with me again, Kelly, at least give me a BJ. Just try it. Kiss it. It's all right." She drew back, revulsed. He reached for his pants, and removed a plastic bottle of honey from the pocket. The bottle was shaped like a bear.

One of his easier conquests, definitely not a virgin, had taught him this trick. He had said to her, "What I like about you, Claire, is that you really know how to give a blowjob. It was brutal with Sally. She didn't want to do it, and, when she did, she was terrible at it." Sally was Jake's previous girlfriend. Sally had been his second virgin. Claire stole Jake from Sally with the explicit promise of unlimited blowjobs and sex.

Claire had advised, "What you need to do with girls like that, Jake, is put honey on your cock. Girls are afraid to suck a cock for the first time because they don't know how it will taste. Let them lick the honey off. Once they get over the first experience of putting you in their mouth, they will be fine."

Kelly watched Jake squeeze honey onto the top of his cock, and smear it all over. He put some on the tip of his finger, and held it to her mouth. "Here, Kelly, it's honey. Lick it off." She put her mouth around his fingertip, and licked and sucked the honey off. "Yes! That's it. Just do that."

She kissed his cock, tentatively. He coaxed, persuaded, pleaded, and begged. She progressed to licking his cock. He continued to apply honey. Her willingness faded whenever she had completely cleaned the honey off. When he sensed she was ready, he said, "Kelly, take it in your mouth now. Don't touch it with your teeth. Put your tongue on it. Go ahead." He smeared honey all over his cock. She opened her mouth, far too wide, and he inserted himself. "Put your lips around it, Kelly. Run your tongue over it. Good!" She only had about a third of him in her mouth, but it felt good.

He was ready to come, and he intended to come in her mouth, unannounced. "Kelly, try to suck, now. Try to suck." Her cheeks sank inward, and he moaned in ecstasy. "Use your tongue, and suck." He gently held her head in his hands.

When his climax approached, he held her head firmly, rocked his hips slightly, and mouthfucked her. "Suck, Kelly! Suck it, girl!" He pushed deeper inside, moaning. She tried to push him away. He mouthraped her. He came as gently as he could, holding her head still, while he stroked in and out, just an inch or so. She gagged with his first spurt. Panicking, she tried to open her mouth and pull away. He held her until he finished unloading his semen into the back of her mouth.

When he released her head, she pulled back, coughing up cum. He gave her a handful of tissues. She spit into the tissues, and took more, to wipe off her mouth. When she was ready, she cursed for the first time in her life, "Go to hell, Jake! Go to hell! I never said you could come in my mouth!" He stood, nude, and allowed her to vent.

"Kelly, I know it's hard, but you did great, for your first time. You did great."

"You wouldn't let me stop, Jake! The same as when we slept together! That's rape, Jake!"

"It's not rape, Kelly. I would never do that to you. Or to anyone. You were willing. I can't stop in the middle, like that, Kelly. There is a point of no return. There is a point of no return." He heard a sound that told him that Christy was listening at the door. Nice.

The next day, her mother was home, after school. Kelly and Jake negotiated in her room. She was required to keep the door open, but it was private enough. They would be able to hear, if her mother came up the stairs.

"I want more of you, Kelly. I want to have an adult relationship with you. We should sleep together again, tomorrow, when you mom's not here."

"It hurt, Jake, and you didn't stop when I said to. No means no!"

"I can't stop in the middle of sex, Kelly. Nobody can. Yes means yes. You consent, and, at some point, you are committed. You can give me blowjobs, if you don't want to sleep with me."

"That wasn't very nice, either."

"It will be better every time, Kelly. We are eighteen, Kelly. We are adults. There are girls who want to sleep with me, and give me blowjobs. They would do it happily, and they'd be good at it, too. I am here because I'd rather be with you, than with them." He kissed her tenderly, and said, "You have to meet me halfway."

After Jake left, Kelly's mom went to Kelly's room for a talk. Mom shut the door, ominously. They sat on the bed, and Mom put her hand on Kelly's shoulder tenderly.

"Kelly, you and Jake are having sex, aren't you?" Kelly was shocked. She felt certain that she had revealed nothing. "Kelly, when I was cleaning this morning, I emptied your trash can, and found a used condom. Are you all right?"

"Yes, Mom, I'm okay. We only did it once. It hurt. I'm sorry."

"You're still seeing him, so you'll do it again. And, soon, you'll go to college. Kelly, I made you an appointment with your gynecologist. You're going on the pill. Okay?"

The next afternoon, Kelly got drunk, immediately, when she got home. Jake fucked her for the second time. She was now emotionally committed. She would suck and fuck to keep him. He loved the challenge of entering her tight pussy, and the feeling of being inside her. She wanted to learn blowjob technique, and Jake was happy to instruct her. Three weeks after their first time, Kelly told him that she had been on birth control long enough for it to be effective. He refused to use a condom after that. The feeling amazed him. It was so much better without the condom!

Christy flirted ever more openly with Jake. When Kelly was out of the room, she was even more forward, to the point of leaning against him, and putting her hands on his arm or leg.

Christy said, "I know you and Kelly are doing it. You are, aren't you?" Jake said nothing. "I've heard you, lots of times, Jake. I know Kelly is taking birth control pills, too." Still, Jake said nothing. "Does she give you blowjobs? I would, for my boyfriend." Jake licked his lips thinking about what might happen. He naively thought about proposing a three-way.

Later, alone with Kelly, he said, "Kelly, I think Christy likes me."

"Yeah, she likes you. Of course."

"No, I mean she likes me, like the way she looks at me. She's making passes at me."

"Oh, I know she's a flirt, Jake. Does it bother you? You should be flattered."

"I think she was trying to kiss me, but I moved away."

"Don't let her, Jake, not even as a joke! Stay far away, if you have to. I am worried about her. She's too young and immature. I think I'd kill anyone who touched her."

Jake said, "I would, too. I would, too." I'd better keep the three-way idea to myself.

Jake put Kelly through her paces for two months. It was difficult to get alone time. Jake trained her to suit his tastes. She sucked him, and he fucked her, every time they were alone. He ruthlessly leveraged the other women that were available to him, in order to keep Kelly working to please him. His most effective tool was reminding Kelly that Christy seemed more than ready to satisfy him, if Kelly did not.

Kelly's parents were going away for the weekend. Christy was overnighting at a friend's. Kelly wanted to party a little, so Jake got hold of a big bottle of vodka, and came over, with pizza, on Saturday night. Jake had had drunken sex before, and hated that he felt so little during sex, and remembered so little afterward. So, he drank orange juice, while Kelly drank screwdrivers.

They watched the raciest movie available in the household. Kelly giggled at every sexy moment. Jake mauled Kelly throughout. Jake had long wanted to fuck Kelly in her perfect ass. He had only done that once, with a hooker, on a drunken excursion with the football team. He thought tonight might be the night. He poured the alcohol into her as fast as she would drink it. He whispered into Kelly's ear, "I want a blowjob."

She slithered off the couch, kneeled between his knees, and tried to undo his pants. Jake helped her, wiggled his pants down around his ankles, and Kelly went to work. He took off his shirt. Kelly was too drunk to be at her best, technically.

Jake wanted to sample Kelly's thrilling vagina. He hoped that they could do it on the couch. He said, "Kelly, that's great. You can stop, now." She took her mouth off of him, and lay her head on his knee, eyes closed. With difficulty, he lifted her limp body onto the couch, and removed her clothes. She looked at him dreamily, and her eyes fell closed much of the time. By the time he had her completely nude, she was sound asleep. He shrugged. What are you going to do now, Jakie?

He decided to carry Kelly to her bedroom. He lay Kelly in bed. She moved about, and murmured slightly, but she was out. He wanted her to suck him to hardness. In the event, the mere thought of it made his cock stir anew. He spun Kelly around, so her legs dangled off the edge of the bed. Her ass was on the edge. Jake picked up her legs, and held them up, and apart.

He pushed his cock to her slit, and rubbed it up and down. At this, Kelly stirred, and looked up at him, dreamily. He said, soothingly, "We're going to make love, Kelly. I want to make love to you." She mumbled, "Okay," and lay her head back, blinking slowly. Jake was now so stimulated that he delved into her eagerly. Holding her legs to keep her pussy up against his groin, he entered her aggressively. She made soft noises, but did not complain.

Kelly had never tolerated, or participated in, dirty talk. With her insensible, Jake figured he could make up for lost time. "I'm fucking you, Kelly. I'm fucking you. Here's my cock. Here's my cock." He punched his cock deeper and deeper, until he was in to the hilt. Once there, he pulled her, by her legs, back toward him, as he thrust forward.

"Yeah! Kelly! Bang! Bang! Bang! Bang! Ha, ha! I am fucking you, Kelly. Here's some more. Ugh! Ugh! Ugh! Ugh! Oh, you lucky, girl! Ugh! Ugh! Ugh! Ugh! I'm giving you my cock, Kelly! You're so tight! So tight! Ugh! Ugh! Ugh! Ugh!"

He sent her body flailing with the vigor of his jolts, and with the motion he imparted by holding her pussy to him. She shook, limp, on the mattress. It looked so sexy to him. He grunted heavily, and rapidly, and ejaculated inside her. He pulled on her legs, hard, and pushed into her, as he pumped a large amount of semen into her. He pulled out. He arranged her in a comfortable position on her bed, and covered her.

Jake returned to the present. Merrill said, "I want to hear about number four, Christy."

Jake shook his head, and ran his fingers through his short hair, saying, "Well, I took her virginity soon after. She handled it much better than her older sister, too. It took two weeks for my house of cards to collapse under its own weight. Whenever their parents were not home, I would do Kelly, even while Christy was in the house. I only did Cristy two more times. Christy was so jealous, that she eventually confronted Kelly about who I really belonged to. The sisters were estranged for weeks. They reconciled by joining in bitter hatred of me. I never touched either of them, again."

Merrill kissed Jake on the cheek. She did not condemn him for what he had done in high school. Nevertheless, she thanked her lucky stars that she Sam Leonard had been her first.

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Jake's sister, Cheryl, came to visit, once again, for a long weekend. The first evening, at Merrill's house, the four of them, including Ashley, had dinner together. Ashley was sent to bed, against which she protested vociferously. The three adults went to Jake's house, for a nightcap. After one drink, Merrill said, "Cheryl, I need to get back home. I have to give you-know-who his you-know-what."