πŸ“š the major diaries Part 3 of 22
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EROTIC COUPLINGS

The Major Diaries

The Major Diaries

by Jqueen9
19 min read
4.78 (5700 views)
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Jon Major has always enjoyed the company of women. In the series

Caught!

we saw Jon as a college student whose heart was broken repeatedly by girlfriends who were unfaithful. The Major Diaries tells the story of Jon when he's older and wiser - and determined to be with as many beautiful women as possible without risking betrayal. How well does he succeed? In Chapter 3, we see how Jon's relationship with Stephanie blossoms. All characters are adults over the age of 18.

The Major Diaries Pt 3

Jon and Stephanie met most afternoons on the pretext that Jon would tutor her in French. He did sometimes help Stephanie with her lessons, but most of their time was spent making love. She was a virgin when they met, but shedding her virginity triggered a sexual awakening that transformed her entire life. He wrapped her in his arms every afternoon when she visited, and they were in bed minutes later.

Jon had expected that Stephanie would be a nice addition to his sex life, which consisted mainly of encounters he had with students from the university where he was a graduate teaching assistant. And he did spend many evenings and weekends with those college girls, but Stephanie walked by Jon's apartment when she walked home every day after high school. When she knocked on his door Jon's heart always began to race. Jon quickly realized that she was more important to him than any of the other girls he dated.

Maybe it was because Stephanie chose to give her virginity to Jon, and he felt responsible for making sure her introduction to romance was as positive as possible. Or maybe he simply liked her more. After making love, they tended to have long, intimate conversations about life, and Jon found himself becoming more attracted to Stephanie as they became better acquainted.

It was about a week after their first liaison that Jon planned a surprise for Stephanie. She knocked on the door as usual, and he greeted her with a deep, soulful kiss. They went to the bedroom immediately, not saying a word. There would be time for conversation later.

Stephanie loved the confident, commanding manner Jon displayed as he removed her clothes. She loved the moment when she was finally naked and on display. She loved the feeling of his eyes gazing at every part of her body. She loved laying on the bed and watching as he removed his own clothes. She particularly loved the moment when she got her first look at his hard cock. They were becoming familiar with each other's bodies, and Stephanie knew exactly how good it would feel when she felt that cock inside her.

He put on a condom, then laid down on the bed next to Stephanie. He kissed her face and lips and used one hand to roam over her flat belly. As always, Stephanie felt herself becoming wet between her legs. It was part of a wonderful afternoon routine.

She didn't know that Jon was going to change the routine today. He'd restricted their lovemaking to the missionary position because he thought that was the best way to introduce a virgin to sex, but he felt it was time to show her something new.. Jon kissed his way down Stephanie's neck and breasts as usual, but then continued moving south as he kissed her soft belly. Stephanie had no idea what was going to happen until Jon spread her legs and laid down between them. His face approached her pussy, and Stephanie realized that Jon was about to go down on her.

She'd heard about cunnilingus, but didn't know that most couples engaged in it. As far as she knew, sex consisted almost entirely of couples engaging in endless sessions of missionary sex. Jon was about to teach her the truth.

"What are you doing?" she moaned. Jon didn't answer. Instead, he kissed Stephanie's inner thighs, moving closer and closer to her pussy. She felt his warm breath on her vulva and realized he was going to kiss her there. It was a bit scary. She realized that Jon was inhaling her feminine fragrance. He'd already told her that he loved the way she smelled; he was about to make it clear that he liked her taste, too.

He licked up and down her outer lips, causing Stephanie to writhe in anticipation. He finally ran his tongue from the bottom to the top of her inner slit, pausing long enough to suck her clit between his lips and flick it repeatedly with his tongue.

"Jon!' she said as the intense wave of pleasure rippled through her. It felt so good it almost hurt. Jon licked her warm, wet flesh again and again, finally sticking his tongue as far inside her as possible. That's when Stephanie climaxed. She'd had no idea that Jon was going to do any of this, and she wasn't prepared for the pleasure it gave her. Jon watched the contractions of Stephanie's vaginal muscles, waiting for the throbbing to subside before resuming his efforts.

Stephanie didn't know what to think. She wanted Jon inside her. But she also wanted him to continue licking, sucking and nibbling the most sensitive part of her body.

He waited for a moment, giving her time to relax, then began licking her again. It was glorious. Stephanie began to get excited very quickly, and she realized that it wouldn't take long for Jon to make her climax again.

But that's not what happened. Instead, Jon waited until Stephanie was on the edge, then he backed away and began kissing her belly, her breasts, her neck, and finally her lips. His face was still covered with her juices, so it let Stephanie know how she tasted to Jon. It thrilled her that Jon was so fond of her taste and smell. Jon was careful to make sure Stephanie understood that's how he felt. He knew that some men were squeamish about eating pussy, and that women sometimes worried there was some problem with their hygiene. Jon wanted Stephanie to know there was nothing wrong with her wonderful, delicious pussy.

He put his cock at her entrance and pushed inside slowly, moving in, withdrawing, then going in a tiny bit more. Since Stephanie was very close to having an orgasm, she wanted his whole cock, and she wanted it now. This teasing was driving her crazy.

But it was also making her even more excited. Jon finally pushed all the way inside her, and Stephanie came again. The contractions in her pussy were so strong it was almost like pulling a muscle. Stephanie felt that Jon knew exactly how to make her feel good. She didn't realize that many girls gave their virginity to boys who didn't understand how to satisfy women. Still, she knew she was lucky to be with Jon. He was so much more mature than the boys at school. He was the first thing she thought about every morning and the last thing she thought about at night. She got excited as she approached his apartment and knew they'd be making love soon.

After Stephanie's climax, Jon allowed himself to cum. He thought her introduction to oral sex went perfectly; he planned to eat her pussy often in the weeks ahead. They lay next to each other afterward, letting their hands roam over each other's bodies. "You always make me feel so good," she said to Jon.

She realized her mother would be upset if she knew Stephanie was having sex with an older man, so she intended to keep this part of her life secret from everyone. She wanted to tell her friends at school, but she knew they'd gossip about it. Word might somehow get back to her mother. This was an important secret, and she knew that the way to keep a secret is simple - don't tell anyone. Don't pretend you can tell someone if they promise to keep it secret, because that never works.

Over the next few weeks Jon regularly went down on Stephanie, and it wasn't long before she understood that this was a normal part of the sex life of an adult. She felt like a grown up when Jon ate her pussy. She realized that she should probably return the favor and suck Jon's cock, but the idea made her nervous, and Jon never asked for that, so she tried not to think about it.

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But Jon was thinking. He was enjoying being with a girl who'd been a virgin when they met. He put a lot of effort into making sure she had a satisfying experience every single time they went to bed, and he liked the way it made him feel when he introduced Stephanie to something new. He'd been thrilled by her enthusiastic response the first time he ate her pussy. It made him ask himself what other things he could teach her. It felt like taking her virginity over and over, one piece at a time.

"I'd like you to play a game with me," he said one afternoon. By this time Stephanie was crazy about Jon, and she was willing to do whatever he wanted.

Jon produced a length of pink silk rope. He looped it through his bed's headboard, then tied it to Stephanie's wrists.

"I want you to pretend I'm holding you captive. Pretend you don't want to have sex with me, but you can't stop me from doing whatever I want. Beg me to stop, and pretend that you don't like what I'm doing."

With that, Jon moved down between Stephanie's legs and began to eat her pussy. "I'm going to eat your pussy as long as I want, girly, and you can't stop me," Jon said.

"Please don't! I don't want you to do that!" Stephanie said. She immediately understood how much fun this game could be. It was easy to pretend Jon was an older, predatory man.

She squirmed around as he licked her pussy and nibbled her clit. "Stop. Stop. Please stop," she said. In truth, she didn't want him to stop at all, but pretending she was his captive made everything more exciting.

Jon went on, and on, and on, and eventually Stephanie climaxed. "Don't pretend you don't like this!" he said to her. "You wouldn't cum so hard if you didn't like it!"

He climbed up her body and put his cock at the opening to her pussy. Stephanie acted like she was alarmed. "No! Don't do that! I'm a virgin!" she said.

"Say goodbye to your virginity, girly, because I'm going to take it," Jon said. He was gratified with the speed with which Stephanie got into the spirit of the game. He hoped to teach her how much fun bondage could be; the first lesson was going very well.

Stephanie struggled against the bindings, but Jon had tied them well. "You aren't going anywhere until I'm finished with you," he told her.

Jon thrust his cock inside her with one strong stroke, pretending he was breaking through her hymen. Stephanie found it very easy to remember what it was like the first time they made love. It was exciting to pretend Jon was forcing himself on her. She realized that they were creating a rape fantasy, and that although actual rape repulsed her, pretending she was being raped was a wicked pleasure.

Jon moved in and out just a few times before Stephanie had her orgasm. This was a big one. She tugged on her bindings and kicked her legs as all the muscles in her body clenched, unclenched, then clenched again. "Ahhhhhh!" she wailed. Her reaction made Jon feel like a real stud. It made him proud to see how well he could satisfy Stephanie. Teaching her to like bondage was a joy.

Over the next few weeks, Jon and Stephanie enjoyed playing a bondage game where he had Stephanie express her feelings by saying the opposite of what she felt. "Stop!" meant "Don't Stop!" "You're hurting me!" meant "That feels good!" "Not so hard!" meant "Harder!"

Jon eventually decided it was time to introduce Stephanie to spanking. First, he told her to act like she was a naughtly little girl who needed to be punished.

"I'm sorry, Mr. Jon," she said one afternoon. "I've been a bad girl."

"What did you do this time!?" Jon said, trying his best to sound angry.

"I touched myself again. I'm sorry. I can't help it. I was thinking about seeing you today, and it made me so hot I just had to play with myself."

"Don't you know that I'm the only one allowed to touch you there!?"

"Yes. I'm sorry. I won't do it again."

"You always say that! It's not good enough! Get over here!"

Jon grabbed Stephanie by the wrist and pulled her across his lap. "Please don't spank me!" Stephanie begged. "I can't stand that!"

"You should have thought of that before you played with yourself!" Jon said.

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He lifted Stephanie's skirt above her waist, exposing her beautiful bottom, which was covered by a big pair of white cotton "granny" panties. He roughly pulled the panties down to her knees. Knowing that Jon was looking at her bare ass gave Stephanie a thrill. She knew he'd seen every inch of her body many times, but there was something taboo in what he was doing. Being stretched across his lap like a naughty girl, her bare bottom on display, was especially exciting.

Jon slapped one cheek of her ass. He hit her hard enough to make it sting. Jon did it again to her other cheek. He did it again and again, pausing long enough to give Stephanie time to anticipate each slap.

"Stop! Please stop!" Stephanie said, waving her bottom back and forth in a move that pretended to be her trying to get away. But she didn't want to get away. She didn't want him to stop. She wanted more. It was delicious to think of Jon as some kind of angry, dominant man determined to spank her ass until she couldn't sit down. She knew that soon Jon would strip off her clothes, throw her down on the bed, and "force" himself on her. It was all just a game, but it was a delicious game.

"Please! It hurts! Please stop hurting me!" Stephanie said. In truth, it did hurt a tiny bit. Jon was teaching Stephanie that sometimes a little bit of pain made sex sweeter. He knew how hard to slap her without ruining their fun.

Stephanie began pretending to cry. "You're mean," she told him. That was their code. That's what Stephanie said to let Jon know that she'd had enough spanking, and now she was ready for his cock.

He pulled her off his lap and ordered her to stand up. "Get out of these clothes!" he said, having her lift her hands over her head so he could remove her sweater. He told her to unhook and remove her bra as he unzipped her skirt and lowered her panties to the floor. "Get on that bed!" he said. He grabbed her by her shoulders and pushed her on to her back. Jon stripped off his own clothes, put on a condom, and roughly spread Stephanie's legs.

"Is this what you wanted? Is this what made you play with yourself?" he asked.

"Yes sir," Stephanie said. "This is what I wanted. I can't help it! I want it so much!"

"Well, you're about to get it," Jon said. "I hope you're happy."

"Yes sir. I'm happy. Give it to me!"

By now the whole room smelled like hot, wet pussy. Both Jon and Stephanie were a little crazy with lust, and neither one of them had any interest in more foreplay. Jon roughly thrust his cock into her pussy, pounding all the way inside in one hard push. He pulled out quickly, then slammed into her again. Stephanie was so excited that she climaxed immediately, but Jon didn't seem to notice. He kept pounding her pussy like a jackhammer, acting as though he didn't care if she liked it or not. But Stephanie definitely liked it when Jon acted rough. Each powerful thrust sent another wave of pleasure through her body.

Jon was getting excited by now, and he wasn't sure he could last long enough to make Stephanie have another orgasm. "You're such a dirty little girl," Jon whispered in her ear. "You just love cock, don't you?"

"Yes sir," she said. "I love cock. It feels so good." Jon did his best to prolong things, but it wasn't easy. He was ready to cum. Jon finally realized there was nothing he could do to delay his orgasm, so he relaxed and let it happen. Stephanie felt Jon's cock begin to throb as he slammed inside her one last time. She could feel load after load of his cum filling up the condom. It was so exciting that it gave her the final bit of stimulation needed to have one more climax. It was a small one, much weaker than the last, but it felt good anyway.

The next afternoon Stephanie came to Jon's apartment with an especially big smile on her face. "I've got a surprise for you," she said.

Stephanie explained that she'd made a trip to a women's clinic that provided free medical care, and that she'd gotten an IUD. "We don't have to use those damn condoms anymore!" she said.

"Baby, that's great. Thank you," Jon said. He'd planned to talk to Stephanie about finding a better form of birth control than condoms. The college girls he took to bed were on the pill, used IUDs, or some other form of birth control. It was nice that Stephanie took the initiative to handle the issue on her own. That afternoon she discovered how nice it felt having sex without a condom. It made her wish she'd gone to the clinic earlier.

Jon never stopped thinking about ways to expand Stephanie's sexual horizons, always trying to imagine what she'd like to do next. He thought it was past time for Stephanie to give him a blowjob, but she hadn't tried it, and he was reluctant to push her. His feeling was that if he continued to eat her pussy enthusiastically, she would eventually realize that it was time for her to return the favor. But the weeks passed without Stephanie making any move to suck Jon's cock, and he wanted her to decide to do it on her own. He was sure Stephanie would eventually realize it was something she needed to do.

Since it appeared that blowjobs weren't going to happen soon, Jon decided that the next experience he'd give Stephanie was anal sex. He knew this needed to be handled delicately. In his experience, most girls resist the idea of trying anal sex. If they do agree to try it, they are sometimes so nervous about it they have trouble enjoying it. Jon's plan for handling this situation was fairly straightforward.

He decided not to ask Stephanie for permission. Instead, it would be a surprise. Jon figured that if things went the way he planned, Stephanie wouldn't realize what was happening until after Jon's cock was already up her ass.

Jon was aware of all the feminist discussion about the importance of consent, but he felt that a lot of the commentary came from people who didn't know much about sex. He couldn't imagine a woman wanting him to ask "May I spank your left butt cheek, dear? That was fun, may I do the right? Can I do that again?" It was just crazy. Women liked a confident, assured man who knew how to please them without asking a lot of distracting questions.

Jon's approach to consent was that he established a loving relationship with a woman, not trying anything unusual at first. After it became obvious that Jon cared for the woman and would never deliberately hurt her, he began trying increasingly edgy, kinky practices. He never asked permission to do things like bondage, spanking, or try unusual positions. He imagined that if he did something a woman didn't like, she could tell him afterward. So far, he'd never gotten any complaints from the women he'd taken to bed.

In the days leading up to Jon finally fucking Stephanie in the ass, he made sure to spend lots of time stroking and caressing her bottom. He gently ran his hands up and down the cleft, lightly brushing her anus without trying to press inside. Stephanie got used to Jon paying special attention to her backside, and grew to love it. It made her nervous when he stroked her anus, but it felt good, and she enjoyed the idea that she was experiencing something mildly kinky and taboo. It was wicked in a wonderful way.

Stephanie had no idea that she was in store for something unusual on the day Jon decided to introduce her to anal love. They went to bed as usual, with Jon giving her lots of foreplay. But he was careful to avoid making her climax. He wanted her to be as excited as possible when he started to fuck her ass, so keeping her from cumming was important.

After their foreplay, Jon rolled Stephanie on to her side and entered her pussy from behind. He'd gotten her used to this position in the prior days. Jon reached around and began massaging Stephanie's clit as he slowly moved in and out of her pussy. It was a gentle, relaxed way of making love. Since Jon's approach to long, slow sex always made her cum like a freight train, she never questioned anything he did.

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