Mary Sexual Education Pt. 01

Story Info
A virgin decided to break the rules.
5.3k words
4.19
13.4k
11

Part 1 of the 3 part series

Updated 01/16/2024
Created 01/14/2024
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Mary was spending a week at the lake for her birthday during spring break with her parents. She was a senior in high school but never had the freedom to make her own decisions. Mary's parents were very religious and had a set of strict rules that she must follow. She wasn't allowed to have a boyfriend or wear anything too revealing. It didn't matter that she was eighteen now still had to follow their rules. Mary had long red hair green eyes that sparkled like gems and a nice attractive figure.

Mary was still a virgin and was desperate to have a boyfriend because she was lonely. She had an innocent longing for a boy to pay her some attention like the other girls got in her school. Since it was against the rule to dance with a boy, she missed out on all those school dances. Mary always followed her parents' rules in the past, and today she was about to break them for the first time.

After arriving at their cabin, she went for a walk down a trail in the woods and met a cute guy named Brad where the two of them started talking. He invited her to his cabin, but she had to explain all the embarrassing details about why she couldn't. She then learned that his parents were just as controlling as hers, and it wasn't until after he started college that he became truly free. He was twenty-one, and not a boy like those guys in her school.

When Monday comes, she will be back in school with the boys walking past her like she wasn't even there. It wasn't because they thought she was unattractive but didn't want to waste time on someone unattainable. They went for easier girls who gave them little to no resistance when trying to have sex.

Brad talked her into meeting him later because he knew a secret spot that he wanted her to see that was amazing. She knew that it was against the rules but agreed to it anyway. He was cute and Mary wanted to experience what it would be like having a boyfriend. Not that she thought they were dating she just wanted a little taste of what it could be like to have one. Mary's naïve mind didn't see the harm in hanging out with him for a little bit before going back to her boring life.

They talked for a few minutes and Mary enjoyed his company. He was a very charming man with a smile that made her stomach tighten up with excitement. She was worried her parents wouldn't let her go out again but was so relieved when they didn't reject her request. Mary was so ecstatic that she could see Brad again that she couldn't stop thinking about him.

Every footstep that Mary took filled her heart with more joy and felt a warm glow engulfing her body when she saw Brad. She listened to every word he said while following him into the woods and was too naive to see the danger in it. He was majoring in business with a minor in art. Brad talked about how their parents were wrong about their rules, and nothing bad would happen by breaking them. He made an effort to point out that only kids follow their parents' rules, and adults make their own.

The more she listened, the more she believed that he was telling the truth. Mary didn't think that Brad would lead her astray. The lack of experience with boys kept her ignorant of their deviant ways and made her easy prey to their lies. Watching guys walk past her each day, giving what she desired to other girls made her desperate to have any boy's attention.

"We are almost there," Brad said, looking back at Mary with a smile.

A moment later, he led her to a small clearing with a swimming hole that was hidden by the forest and couldn't see any trails leading to it. She was glad of that because it lowered the chances of being caught. She wanted to spend time with Brad without any risks of her parents finding out. Mary knew that she might not get another chance like this again and didn't want to waste the opportunity.

She was finally alone with a guy but didn't know what to do. Mary felt nervous energy rising within her and was at a loss of what to say to keep things flowing. She hated being eighteen and clueless about boys. All the other girls her age already knew the basic knowledge that her parents kept from her. She was glad that Brad knew just what to do and took control of the moment. He kept their conversation going by saying all the right things a naïve young girl like Mary wanted to hear.

"Beautiful," Brad said as he looked over the water and back at her.

"It sure is," replied Mary.

"No, I mean you. You are beautiful," Brad said with a sexy smile.

Mary couldn't help herself from smiling while her face turned red from blushing. That was the first time someone had told her that she was beautiful before but didn't see it as a line. The longer they went on talking, Mary couldn't find any fault in Brad's words. She felt so captured by his words and his beauty that she would do anything that he asked.

"Since we are here, why not go for a swim."

"But I don't have anything to swim in," Mary said while regretting not wearing a bikini underneath her clothes.

"Yes, we do! Bikinis are just underwear that you wear while swimming. It is okay if you don't want to, and it is getting late..." Brad said playing it cool and waited to see if Mary took the bait.

Mary didn't want to strip down to her underwear, but she didn't want this moment to end either. She felt fear and excitement stirring within her as she made a decision that would change her life forever. She was too naive to know where Brad was pushing things and was walking blindly into his trap.

"No, I think it is a great idea!" Mary lied.

The thought of stripping down to her underwear scared her because they were intimate apparel that should never be seen by anyone. Well, that's what her parents told her but her desire to be with Brad won out. She felt butterflies in her stomach while taking off her shoes and socks, and before she could remove the rest, Brad was already in the water. Brad stripped down to his boxer in a flash, and the bulge between his legs didn't go unnoticed by Mary. She felt a thrill seeing the shape of his semi-hard penis through the thin material of his boxer.

Mary convinced herself that Brad was right that her undergarment was a bikini and took a deep breath before taking her shirt off. She was wearing a basic white bra that was too bland to be pretty. Mary could feel Brad's eyes on her while she was unbuttoning her pants and watching her remove them. In her nervous excitement, she pulled down her panties with them flashing her red bush. She quickly pulled them back up and was embarrassed, revealing more of herself than she intended. It couldn't be helped and walked into the lake, feeling the memory of it being washed away by the lukewarm water.

Mary was having so much fun in the water that it slipped her mind that she was only wearing just her bra and panties. She never knew it could be this much fun being with a guy that she wished she had broken this rule years ago. There was something about Brad that made it easy for her to ignore her parent's rules. They would have been very upset with her right now if they knew just what she was doing. She watched as Brad dived underwater swimming around her before popping back up again, splashing water on her.

"I got to say I am impressed and thought for sure you wouldn't do this. I know just how hard it is to break the rules sometimes."

"I don't always follow their rules and I am not afraid to break them either," Mary said, trying to act tough and didn't want Brad to see her as a kid that needed her parent's permission to do stuff.

"That sounds like a challenge," Brad said with a smirk.

"Maybe it is," Mary teased.

Mary didn't see where their conversation was heading and was putting up a front to look more mature than she was. The last thing that she wanted was to look childish in front of him, so she unintentionally painted herself into a corner with her bluffing. Brad dared her to prove her fearlessness by swimming naked. She didn't want him to see her as a scared little kid who got over her head. Feeling her heart beating fast with excitement and fear, she eased down her panties before unhooking her bra. Needing to prove that she was brave and not a child, she walked out of the water tossing her undergarments on the ground.

Slowly walking back into the water, Mary fought against the urge to cover her body. She felt her nipples harden from the excitement that she was feeling and couldn't believe that she just did that. Plenty of people saw her naked before, but they were all girls from school and not a guy. She hid how weak and scared she felt behind false confidence. Mary was afraid that if he saw that she was just a kid, he would get bored with her and leave.

"Well, now, I am impressed. You are more rebellious than I thought," Brad said before diving underwater and swimming around her.

Mary felt him grab one of her legs before pulling her underwater to embrace her with a kiss. She didn't fight against it and was surprised to find that Brad wasn't wearing his boxer. Mary didn't see his penis but felt it while they were kissing. The whole experience lasted a few seconds before they had to swim to the surface. The actions between them were becoming more sensual with his hands touching forbidden places.

Brad pressed against her body once again and guided her to a shallower area of the lake. He gave her a long forceful kiss, sliding his tongue around her soft mouth before she got the hang of it and kissed back with better technique. He was the first guy that she ever kissed and was still learning how to do it. She could feel his muscular frame against her nude body, pushing her ever closer to the shore as they were kissing.

Standing on the shore with the cool breezes dancing on her naked wet flesh sent a satisfying arousing sensation through her. Mary knew that she should stop but didn't see any harm since they were just kissing. They were naked, of course, and she could feel his penis rubbing against her. What they were doing was wrong and told herself that she would stop after a few more minutes.

Without breaking their kiss Brad laid Mary onto her back and spread her legs without any resistance. Mary was foolish to think that Brad would stop at just kissing and didn't realize it until it was too late. The instance she felt his penis pressing against her vagina was inside her before she could speak. Mary cried out in pain as her hymen broke and then pleasure as his penis went deeper inside her. She didn't intend for things to go this far, but it was too late now.

Even though it hurt, she still found pleasure in what he was doing to her, and that pleasure was growing. After a few minutes, the pain subsided and was replaced by another intense feeling rising from her stomach. Brad broke their kiss and stared into her eyes as he picked up speed. She bit her lip as the moans poured from her mouth in a quick rapid pattern. She never knew that she could feel such pleasure or that her vagina held the key to such wonder. Mary felt Brad's body tense up before filling her with his seeds.

Brad slowed down but didn't stop fucking her. He slid his cock into her a few more times before collapsing, and that was enough for her to receive climate. What she felt was beyond anything that she could imagine and didn't understand how something that could make you feel this good was sinful. Even though there was pain, she knew that she would do this again because the reward at the end was worth it.

When he got off Mary, breathing heavily, leaving her vagina feeling empty and swollen. It was sore from the pounding that it got and was rubbed raw. Mary realized how foolish she was to think it wouldn't come to this and was glad she made that mistake. At an early age, her parents told her sex was sinful, especially masturbation, but that didn't stop her from touching herself. Shame was what kept her from touching herself too much, and her fingers didn't feel as good as Brad's penis did.

Mary started to resent her parents for making her feel ashamed of touching herself after experiencing the sensation that can come from having sex. She always held back, touching herself, and only did it while taking a bath. Playing with her nipples brought her pleasure, but the guilt forced her to rush it. She rubbed her pussy until she felt a small ripple of pleasure run through her before feeling shamefully weak for doing so.

"Mary, you are fucking amazing! I got to see you again tonight because I need to feel you in my arms again before I can fall asleep," Brad said before giving her a deep passionate kiss.

Mary felt her heart melt from his words and thought they were adorable. She accepted his kiss with a desire to do more but knew that she should wait. She was too sore for sex right then, her pussy was very tender, and couldn't take anymore. They just kissed for a moment before getting dressed with her mind already made up about coming back that night.

"I got to wait for my parents to go to bed, but I will be here tonight around eleven. Will that be, okay?"

"Sure, eleven will be great!" Brad Kissed her one last time before they departed each other company.

The path that she took to get back to her cabin was a different one that she made previously. There was a bathroom along that path that she needed to visit before seeing her parents again to clean herself up. The last thing that she wanted was there be a clear sign that she just had sex. Mary didn't want to explain to them that their innocent little girl wasn't so innocent anymore.

It was while they were dressing that she finally got to see what gave her so much pleasure. She had never seen a penis before, and it was glistening from her juices. Even in it, the flaccid state was the most impressive thing that she ever saw. She became curious about how big it could get by the way it felt inside her and knew it must have been long. There was no mistaking what they would be doing tonight with her mind already set on having sex again. Mary walked with a sense of satisfaction that she never felt before with new desires running through her and felt like a new person. ********

Mary's parents went to bed like clockwork and checked in on her as they did every night. She pretended to be asleep and was relieved when they finally left. She loved her parents, but she didn't always like them at times or their rules. They treated her like a child, and she hated that. In trying to prove that she wasn't one walked herself into a situation that could have ended with her getting pregnant. Luckily for her, she was on the pill because of period issues and didn't have to worry about that.

She was lying on her bed, still feeling sore, knowing that she needed more time to heal before having sex again. The only thing she knew about losing her virginity was that it would hurt but not how long it would take to recover from it. Hoping Brad would understand and not lose interest in her. Quietly with as much speed as she possibly could, got out of bed while removing her pink nightgown. In her eagerness to see Brad only put on a blue cotton dress that had a line of small buttons running down it. Mary didn't want to waste any more time than she had to and slipped into a pair of Chivon shoes before climbing out of the window.

The way the dress felt against her nude body made it feel alive and sensitive. The sensation of wearing nothing underneath it had made her sexually excited. Feeling soft fabric rubbing against her nipples as she walked was making them hard but only lightly. She never went out without wearing undergarments before and only did so now because she was in a rush. Mary feared that he might not wait for her if she took too long and would never see him again.

For the first time in her life, she wasn't acting like the good girl that she always has been. Brad had changed all that by taking something her future husband should have done, her virginity. Mary could hear a voice inside her head saying that she was a slut for giving in to sex without any protest. The sweet innocent naive girl was still inside her, but there was also something else. Her father had called it a demon and preached to her that women's sexual lust was evil. It didn't feel bad to her, and matter of fact, it felt pretty damn good.

Sex wasn't bad as she was told and felt a longing to experience it again. She knew after biting into that forbidden fruit that going back to her old life would be hard. Even though she greatly enjoyed what Brad did to her still thought it was her duty to stay pure. Mary made a promise to herself that she would go back to her old sweet self again when she returned home. They were staying a week at the lake and until that day came wanted to repeat what she did with Brad.

Mary was thankful for the moonlight, or she would've gotten lost in the darkness of the woods. It was a slow process, but she finally made it and was pleased to see that Brad waited. Mary stood in the shadows for only a moment before making her presence known. Brad was just as handsome in the dark as he was in the light and she found him alluring in any setting.

There was no need for any seductive game or words because they both knew why they were there. Brad pinned her against a tree with his hard muscular body and started kissing her. She didn't try resisting when he started playing with her breasts through her dress and pinched one of her nipples before twisting it. She let out a deep satisfying moan from the attention that her breasts were getting. The sensation of his lips moving down to her neck was making her so weak in the knees that she felt the need to open them.

Mary tried to find the strength to break it to him that she couldn't have sex with him tonight but couldn't resist his advances. The lack of her resistance only fuels Brad's passion more by encouraging him to take bolder moves. He unbuttoned her dress, taking the time to relish her youthful, beautiful nude body before taking one of her breasts into his mouth. The dress hung loosely over her body as two powerful hands held her in place as her breasts were being sucked upon by a hungry mouth that was seeking nourishment in her nipples.

The longer it went on the harder it was getting for her to resist the urge to give in to his advances. Mary knew that she must say something and kept making excuses for why she didn't. No words came from her, but a series of moans until Brad's attention turned toward her sore pussy.

He kissed down her stomach and started licking between her legs before she found the strength to push him away. It wasn't because she didn't like it but that her pussy was a little tender. He looked into her eyes, confused at first, and soon realized what was going on.

Brad asked, "You are a little sore down there?"

"Yes! I am sorry about that, and I want to be with you, but you know."

"It is okay, and there are other ways that we can have fun tonight," Brad said with a smirk.

It was Mary's turn to look confused and would do anything to please Brad. What he wanted sounded a little crazy and she never heard of any such thing before but was willing to give it a try. After removing her dress got on her knees before starting to unbuckle Brad's pants with eager fingers. Even in the moonlight could see his penis clearly and found it to be beautiful. Mary believes the moon made everything more romantic by highlighting things with an enchanting glow.

Not knowing what to expect, grabbed his penis before she started stroking it, and watch in amazement as it grew within her hand. Brad's cock was thick around like a cucumber with a length of nine inches. Mary didn't know if she could take all of it in her mouth without choking. She only put the head of it into her mouth at first, slowly sucking on it before going deeper. She found the experience to be rather enjoyable with how it felt and tasted in her mouth. Mary became very aroused by sucking on Brad's cock that she pushed herself to the limit swallowing more of it.

12