Jenny Finds Herself

In parts 1-3, an innocent Jenny moves back to her hometown for her senior year of high school and engages in some exploration with two old friends. All characters are 18+. The main theme here is experimentation!

Part 1/3

"Hi mom bye mom!"

Jenny threw her gym bag inside, then turned right back out the door.

"Jenny!" her mother yelled after her. "How was the gym? Wait, don't forget to be home for dinner by 5:30!"

"Okay mom!" she yelled back over her shoulder, not pausing to chat.

She had just been checking out the local YMCA for their pool. It was early summer, and today was the first really hot day of the year too, unseasonably so for early June, in the high 80's and sunny.

It had been a year of changes for Jenny, with her move back to her original hometown. After growing up here for her first dozen years, her father had been positioned abroad for the last six years. He was with the State Department, and after two years in Dubai, two years in Beijing, and two years in London, the family was more than ready to settle down again. She was barely even over her jetlag yet, but was eager to see old friends. The constant disruption and changes in social climates and cultures of the last few years had stunted her socially. She felt awkward, and didn't really have any close friends.

Jenny was of average height and lanky, of the sort that comes with youth and lots of physical activity. She loved sports, and not a time of the year went by that she wasn't in at least one. Her blonde hair was just long enough to be pulled into a pony tail, which was how she usually wore it. It would be the start of her senior year in the fall and she had just turned 18 a few days ago.

Long, winter-pale legs flashed in the sun as she ran, exhilarating in the first day of shorts and t-shirts. She didn't want to be late; Ben and Jon had been her closest friends back in the day, and they were all eager for a reunion. Although so many years had passed she was afraid it would be more like meeting strangers. After making plans over text, they were meeting down by the pond they used to play together at as long as any of them could remember. She wondered how they had changed.

"Jenny! Over here!"

There was Ben on the hill, a tall, skinny, dark-haired boy in shorts and a blue t-shirt that had a football helmet on it. She only recognized him because of social media, but she gave him a big smile and ran over. He was a handsome guy, she noted. Quite a change since their days as kids! Insects and birds chirped nearby, and only the backs of the houses from their neighborhood were visible in the distance. It got pretty wild back here where the woods started.

"Ben!" she exclaimed breathlessly, wiping a stray lock of dirty-blonde hair out of her face. "Where's Jon?"

They exchanged awkward hugs, though she couldn't stop grinning.

"There," Ben said when they parted, pointing behind her. It looked like Jon had been running to catch up to her. He was shorter than Ben, though still taller than her. Jon was quite attractive, with a definite jock air about him.

"Hey guys," he panted, quickly claiming his own hug. "Wow, it's been so long!"

"You have no idea how good it is to see you guys!" Jenny said, smiling so hard her face hurt.

"Well, let's go!" Jon said, grinning back. "Maybe our old fort is still intact. We haven't checked on it since last year."

"I can't believe you guys kept it up all this time."

The three of them chatted casually as they headed down the other side of the hill and into the woods. The leaves were out but not at their full thickness yet, so it was only a few minutes before they could see the edge of the pond. The clubhouse was around the other side, a place that felt like their own private world.

After a while they slowed, all of them sweating in the heat, poking in the dirt and chatting about school as they walked. Ben and Jon were filling her in on all of the people she hadn't seen in six years, and all of the relevant social gossip. They had a lot of catching up to do.

Soon they arrived at the clubhouse, and were delighted to see it was still standing after all this time. The boys congratulated themselves on the job well done last season. Jenny felt a wave of nostalgia at seeing her old clubhouse still here, though in her memory it had certainly been bigger.

Once inside it was apparent they had work to do. The roof was serviceable but not perfect, and brush and debris had accumulated. It looked like some animals had been inside too. They set to work.

Fortunately, the boys had left an old broom here last fall. After they hauled out all the junk Jenny started sweeping off the bench and table, then brushing the floor down to clean dirt. The boys were outside trying to cover a hole in the roof with some large branches they found nearby, while they continued reacquainting themselves with each other. It was hot as hell inside, the slight breeze blocked by the walls.

When they finished they all stood outside, admiring their handiwork.

"It looks just as good as it did when we were twelve!" Jenny laughed.

"No doubt!" Jon agreed, and gave her a high-five.

"Come on, let's go swimming," Ben said. Swimming in the little pond was a ritual of theirs as kids.

"Yeah, I'm sweating to death."

The boys yanked their t-shirts off and tossed them on a downed tree, then wasted no time running into the muddy water.

"Holy crap, that's cold!"

"Come on, get in!"

Jenny stood there on the bank grimacing at them in embarrassment. They may have been swimming in the pond since they were children, but, well, theydefinitelyweren't children anymore. Ben noted her hesitation.

"Come on, we did this all the time back in the day!" he yelled.

"She can't!" Jon exclaimed to Ben, laughing. "Jenny back then didn't have boobs."

"Oh."

Jenny crossed her arms over her chest and stuck her tongue out at them. She wished she had brought a swimsuit, because this was embarrassing as hell.

"Well, I guess you can wait," Ben said, though his enthusiasm for the swim seemed diminished. Plus she was dirty and sweaty and basically dying in the heat. She sighed in exasperation, though she had to admit a slight thrill went through her also. Jenny had basically no experience with boys.

"Ugh, fine, just, cover your eyes."

Both boys did so, but she realized that was probably unreliable.

"No, turn around!" she laughed scandalously.

Once they were both looking safely away she grabbed the hem of her shirt in both hands and tugged it over her head. She hesitated and thought about swimming in her sports bra. She had never been topless around anyone, at least not since it mattered. But if she left the bra on then she would just have to take it off all wet to put on her dry shirt, then go home carrying it. No way. She peeled it off too, and despite the heat the brush of air across her bare skin gave her goosebumps.

She didn't trust the boys not to turn around, so she quickly ran to the water and dove in up to her neck. The icy chill bit like needles.

"Oh my god!" she yelled. The boys laughed, happy at having her join them, and a splashing fight ensued. She was careful to keep her chest submerged, even when the water was shallow enough to stand in. Were they trying to get a look? She thought so, and felt a flush of embarrassment despite the water. It was simply too cold to stay in for long though, filled as it was with snow melt from as recently as last month. That presented another problem; they had no towels.

"We can dry in the sun on the hill," Jon suggested. Jenny whined slightly, but she was shivering like crazy and her lips were blue, so she followed them through the water to the opposite bank. Once the shallowness forced her to either expose herself or crawl, she cupped her hands over the tips of her breasts and stood. Her nipples were hard as rocks under her palms from the frigid water. The boys looked at her and Ben chuckled uneasily.

"This is weird, huh?" he asked.

"Um," she said, knowing what he meant. "A little, I guess. It's kind of embarrassing."

"Notquitelike old times," Jon laughed.

"Embarrassing!" exclaimed Jon. "I think boobs are great."

She stuck her tongue out at him as they picked sunny spots in the grass to lay in. Ben was on her left, Jon on her right.

"No really, that was the best part of middle school!" he persisted. "All the girls got them."

"Ugh," she grumbled. "Boys."

"All except for Sarah," Jon said, sounding a little conspiratorial. "I don't even know if she has any boobsnow!"

"Be nice," Jenny muttered, though she didn't recall liking Sarah back in the day either.

"You just don't like her because she got you in trouble for writing on the wall two years ago," Ben replied, but Jon ignored the comment. She imagined all the boys in her class talking about all the girls getting boobs, and cringed.

"Yours are pretty big too," Jon continued. Before she could express her indignation, Ben jumped in.

"Jerald said Emily has huge boobs."

Jon snorted.

"Oh please, he's a liar, he didn't see Emily's boobs. Besides, everyone can see she has big boobs."

"I dunno, hard to tell," Ben said. "I sure would like to verify myself!"

The boys laughed while Jenny shifted on the grassy hill, mildly uncomfortably with the conversation.

"Bigger than Jenny's, anyway," Ben said, looking at her as she held her hands cupped over her chest.

"What?!" she exclaimed shrilly.

"I dunno," Jon said. "Jenny's are awfully good sized."

"Ugh! Stop talking about my boobs!" she said, feeling herself flush.

An awkward silence came over them for a few minutes, and she managed to relax from her outburst. The sun felt good on her wet body, and even the front of her shorts was rapidly drying. She had an itch on her nose, but couldn't figure out how to get it without uncovering herself.

"So, uh, can we see them?" Jon asked.

"What?! No!" she replied just a bit shrilly again. Despite herself, she gave him a scandalized half-grin.

"Come on, we're your friends!" Jon was always the more assertive one, but even shy Ben was grinning from ear to ear. She snorted in disdain.

"I'm sure you've seen boobs before" she said sourly.

"Umm."

She looked between them, her eyebrows pinching together.

"What, never? Neither of you?"

Ben shook his head, while Jon sighed wistfully.

"I almost saw my sister's friend Sabrina's boobs once."

"Almost doesn't count dummy," Ben sniggered.

"So whaddya say?" Jon prompted again.

"Psh, you would just talk about them with your friends or something, and I would start my senior year as the school slut."

For some reason a thrill shot through at her at that statement.

"No way Jenny, you can trust us."

She scowled at them both, keeping her hands firmly clamped over her chest.

"Well I still haven't heard what's in it for me," she said, searching for an evasion. "Why would I want to show you my... my anything?"

The boys thought for a minute, both of them so pensive as she looked back and forth between them that she nearly laughed.

"Well, what do you want?" Ben mumbled.

She let out a deep sigh. They had been her friends forever, hadn't they? And she had to admit this whole thing was thrilling, in a way. She was silent a moment before she relented.

"Fine. You better not talk about this withanyone."

With that she looked straight up at the blue sky and let her hands fall to her sides. She could see the boys turn to stare at her naked torso in surprise, and they both sat up like they had been goosed. Their eyes were wide at their first sight of real breasts.

"Wow."

Jenny pushed herself up on her elbows, trying to look more relaxed than she felt. She looked down at her pale breasts, firm mounds protruding high, her pink nipples finally relaxed in the warmth, trying to see what was so exciting about it. She usually wore a B or a C cup, depending on the brand, and she supposed they looked decent enough. At least compared to the ones she had seen photos of online.

"I guess," she mumbled, concealing the flash of pleasure she felt at impressing them. "They're really not all that."

"They're amazing!" Jon said in an awed voice. "Can I touch them?"

She was conflicted for a minute, but with how worked up the boys were already she sort of felt bad saying no. They had already come this far. Plus, if she was being honest, she was enjoying the attention. She had not been the center of attention like this basically ever. It was a bit thrilling.

"Go ahead," she said softly.

Jon was fastest, his hand covering the soft flesh of her right breast, but Ben followed his lead and quickly had his hand on her left. It felt decidedly odd, and even a little exciting, to have both of their hands on her.

They did a fairly good job of being gentle for a silent minute as she indulged them, their hands kneading her flesh amidst the sound of heavy breathing. Right up until Ben tweaked one of her nipples a little too hard.

"Ouch, hey!" she exclaimed, shoving his hand away. "Be gentle."

"Shit, sorry," he mumbled.

"They're amazing," Jon repeated, and Jenny rolled her eyes.

They all sat there for a minute, thinking who knows what thoughts, the boys staring at her chest. Jenny's mind wandered to what she had learned about sex already, mostly from sex ed class a few years ago, followed by apainfullyawkward talk with her mother.

"Hey," she asked, as a thought crossed her mind. "Do you guys have boners?"

"God yes," Jon said breathlessly. Ben looked a little apologetic as he nodded affirmative.

"Because of me?"

They both nodded.

"Well I want to see them."

"You want to see our boners?" Ben asked incredulously.

"Sure," she said. "I've never seen one. Besides, I let you look atandtouch my boobs, so it's only fair."

There were a few moments of discussion, and it was clear that both of them were embarrassed, but they finally agreed that it was, indeed, only fair. She rose to a sitting position between them, her palms supporting her in the grass behind her, as the boys both lay back and lifted their hips up in order to get their wet shorts off.

Jenny was surprised at how they popped free of their confinement, like they were on springs. She hadn't seen a penis since her naked little brother in the bath years ago, and these were a lot bigger. They also both had pubic hair.

"Dang," she mumbled as she looked back and forth between them. "I caused... that?"

They both nodded. She mulled that over for a second and decided she didn't mind.

"They're big."

"Yeah, I know," Jon said with supreme confidence. They looked different from each other, but both were about the same size. She didn't pause to ask - they had already touched her after all! - and instead just reached down to Jon's lap and brushed one finger against the side of his boner. The skin was soft as silk and hot to the touch. She couldn't help but yelp as it twitched sharply at her touch.

"Whoa!" Jon laughed breathlessly.

"It moves!" she said. Did Ben's do that too? She reached over with her other hand and stroked him with a finger in similar fashion, and was greeted with another twitch. She laughed when Ben gasped.

"Did that feel good?" she asked curiously.

"Hell yes," Jon said.

"Wow," said Ben.

The boys were sitting up next to her, close enough that she could reach them at the same time, so she did. She delicately wrapped the fingers of her right hand around Jon, and the fingers of her left around Ben. They both went silent, breathing loudly, while her thoughts swirled chaotically in hear head. She shocked herself with her boldness as she tried a few experimental strokes, sliding her fists up and down slowly in tandem.

"Is that how you do it?" she asked. "When you, you know, play with yourselves?"

"Pretty much," whispered Ben. Jon only nodded.

"It makes a big mess when you do it?"

"Yeah, how did you know that?" Jon replied.

"Saw it on the internet," she said, flushing with embarrassment again.

She took her hands off them, not wanting to make messes. To her surprise, she wasn't minding this at all.

"Can we see yours then?" Jon dared ask. There was only one thing left hidden.

"Umm. Alright."

Jenny leaned back in the grass and lifted her hips up, slid her thumbs under her waistband and tugged her shorts and panties down. They were still damp from the swim, and getting them off took a bit of effort. She rolled her hips off the ground and stuck her legs in the air, sliding the wet bundle down her toned legs and off her feet, and then she was naked. Both boys were looking her over as she propped herself up on her elbows, eyes lingering on the thin patch of blonde pubic hair covering the mound between her thighs. This sure was escalating quickly, she thought to herself.

"Damn," mumbled Ben.

"I've only seen pictures on the internet too," Jon said idly as he leaned forward to get a better look. "Can you spread your legs a little?"

Her face flamed red as she blushed, but she still obliged him, opening herself a bit more. Apparently they were past asking permission for things, because Jon didn't hesitate to run one finger over the outside of her lips, making her jump.

"It's warm," he said, sounding surprised for some reason. Ben tried next, both of them tentative.

"Is that how you do it?" Jon asked a bit more boldly. "When you play with yourself?"

"Oh," she said, scrunching up her face. She didn't want to hurt their feelings, since she had done it right the first time on them. "No, not really."

"Oh. Well, how then?"

She hunched forward to look at herself a bit better, then pulled her knees up and apart, planting her feet flat on the ground near her butt. Her lips peeked open, exposing the folds of pink flesh beneath.

"Like this here," she said. Her embarrassment rose, so she quickly ran one finger through her slit without lingering.

"Can I try?" asked Jon. Ben was watching, his eyes as wide as dinner plates.

"I guess."

He was super clumsy, his fingers mauling her flesh.

"No, look," she said, taking his hand. "put your finger... here." She lined him up on the spot that always felt the strongest, up near the top. "That's it. Now move slow at first, and don't push too hard." Her hips pressed forward involuntarily as he nearly got it right, making a little tickling motion with his finger.

Ben seemed too nervous to try, so Jon was happy to keep going. It wasn't long before his ministrations, under her repeated reminders to be gentle, had her getting wet.

"You're getting wet down here," Jon said in wonder.

"Yeah," she replied through a little pant. "It happens when you do it right." The slickness made it much easier, and one of Jon's fingers found her opening and slipped inside a little. She couldn't suppress a gasp.

"I wonder what sex is like," Jon mused to himself as he continued to touch her, and Ben let out a faint, nervous laugh as he watched.

"Well I wouldn't know!" Jenny said defensively, panting slightly as one of her oldest friends was stroking her pussy. "I don't want a baby!"

"Damn," Ben said. "I wonder what it feels like too, but I don't want a baby either."

"Me neither." She wondered too though; Jon's fingers felt really nice when he remembered to be careful.

"Maybe... maybe we could try for a minute, then stop before I cum?"

That seemed like abad ideato Jenny, but... also areally good idea. She was conflicted, and also shocked that she was even considering it. She was gettingreallyturned on.

"You're sure you'll stop fast enough?" she asked, biting her lower lip.

"Yeah, for sure," he said with complete confidence.

"Alright," she said, her voice barely a whisper.

Jon seemed nervous, but wasted no time moving down between her spread legs. He knelt there, his boner pointing at her as she looked down. She shouldn't let him do this.