Into the Woods

Chapter 1

Angelica Smart had one of those names that was almost too fitting.

Her dad often called her "his angel," and she was also one of the brightest kids in her school.

An 18-year-old headed to The University of Washington in the fall, Angelica had achieved just about everything she wanted to in her young life and was headed on the right path. She earned academic honors all through high school, won a scholarship to the college of her choice, and she was a very popular and outgoing young lady.

But there comes a time in life when a small detour is most delightful.

That is where our story picks up.

It was the summer of 1985, and Angelica's family was hosting a family barbecue, and the promising teen was eager to chat with her old best friend, Janet Andersen, who she had not seen in five years.

Janet had moved a couple school districts away some time back, due to her father's job, and she and Angelica had grown apart.

They were thrilled to see each other again though, and both looked absolutely beautiful on this sunny Seattle afternoon.

Angelica walked out onto the patio, wearing tight black shorts and a skimpy white top that her mom thought might be too revealing, but she let it slide. Angelica, a young brunette with big breasts just like her mom, loved to chat it up with all of the guests.

Angelica was more comfortable around adults, it seemed, as her intellect and desire to learn made her seem a lot more mature for her age.

She didn't mind when men would check out her lovely bosoms, which filled out her top quite nicely. But she was pretty inexperienced sexually, partly because of her shyness with boys, and partly because school and cheerleading had taken up so much of her time throughout school.

This summer, she was ready to have some fun, and it was only fitting that Janet was there to make it happen.

A wild one compared to Angelica, Janet didn't exactly have high grades, wasn't the most exemplary student. But she was full of spirit, and had a way of getting what she wanted. The lively blonde beauty bounced around as if she hadn't had a care in the world.

Angelica and Janet were now reunited because their dads were longtime business partners, and had just landed a very lucrative deal together. This was the cause of the celebratory family barbecue, which drew in about 40 to 45 guests that afternoon.

But Angelica and Janet used it as a way of catching up, and they had a lot of catching up to do.

They chatted about school, about cheerleading, and boys. Janet went through a long list of boyfriends she had in recent years while Angelica kind of kicked at the ground, mumbling that she hadn't had much time for dating.

Janet decided to change the subject, and began talking about her new family members. Angelica had heard that Janet's father had remarried, and that he and Janet now lived with the new wife, and her two sons.

The one son was 15, the other 18.

When Janet mentioned that her two stepbrothers were named Michael and Colby, Angelica first thought nothing of it, but then did the math.

"Wait...Colby Cranston is your stepbrother?" Angelica asked.

"Yeah. So what?" Janet answered.

Angelica stifled a laugh.

"What? What's so funny?" Janet answered. Angelica thought she might have offended her old friend.

"Oh...nothing," the brunette said with a polite smile. "It's just...his reputation sort of precedes him."

"Yeah? So does his dick," Janet fired right back.

Angelica almost spit out her soda.

"Janet!" she said with a laugh. "There's people around!"

Janet only gave a wicked smile. She urged Angelica to join her for a walk, so that they could talk more privately.

"What have you heard about Colby?" Janet asked her friend as they strode around the spacious back yard.

"This is supposed to be a family outing," Angelica teased, feeling weird that they were talking about such a lewd topic.

"Come on, what have you heard? What do you know about his 'reputation?'" Janet further prodded.

Angelica, still a bit shy, looked around to make sure there was nobody listening in on their conversation, and then proceeded.

"I just heard he has a really big dork," the young brunette said. "In fact, this girl at school, Lindsay Luther, said he had the biggest one she's ever seen. And believe me, Lindsay has seen a lot of them..."

Both girls shared a laugh, and Angelica's interest picked up.

"Colby Cranston?" the brunette repeated, unable to believe her own ears. "God, I always thought he was somewhat of an urban legend..."

"Urban legend?" Janet asked with a chuckle.

"Yeah. Like, it's so big he can't even wear shorts in the summer time. Stuff like that," Angelica described.

Janet was amused with the stories about her stepbrother that had spread across the area.

"Well he can wear shorts," she said with a chuckle. "But it is really big."

"What...have you seen it?" Angelica asked her friend. Suddenly Angelica's yellow Labrador Retriever, Rusty, came running up, and after petting the excited dog for a few minutes, she threw a stick so that he would go fetch it, and the two girls could continue on with their talk.

"God, your boobs got big," Janet couldn't help but say.

"Thanks," Angelica said with a laugh. "You grew up really nicely too."

Angelica urged her friend to get back to the subject of Colby, and she quickly obliged.

"I've seen Colby naked a bunch of times," Janet said openly. "Believe me, I heard the rumors just like you so I was curious. And with Colby, it's not exactly difficult to get him to take off his clothes."

"Holy shit," Angelica said. "That is soooo cool. I've never..."

She was about to admit something to Janet, but held up.

"What?" Janet asked. "You've never what?"

Angelica bit her lip, like she was mad at herself for admitting this. She felt like a nerd.

"I've never seen a boy naked," she admitted. "I mean, in magazines and stuff, my friend Stacy brought over a porno once...but..."

Janet was kind of stunned, but didn't want to embarrass her friend.

"It's okay, you're young," she said. "I'm still a virgin myself. I've given some hand jobs, but some of those guys were complete pricks anyway so you haven't exactly missed much."

Angelica smiled. But she was eager to experience.

"Is he big?" she asked her friend, getting back to the subject of Colby.

"He's hung like a horse," Janet said with great conviction.

The colorful euphemism made Angelica giggle uncontrollably for a few moments. She was usually so prim and proper, but the images in her mind, images of a supposed enormous penis, reduced her to behavior befitting of a school girl.

Janet went on to say that she and her stepbrother never fooled around or anything, just that he had a tendency towards exhibitionist behavior. The wind blew gently through the trees as Angelica urged her friend to share more secrets.

"Has Colby ever seen you naked?" she asked the young blonde.

"Oh God, no. Ew," she answered. "No, no, he just...he just likes displaying...Colby Jr."

"From what I hear, it's not exactly a junior," Angelia laughed.

Janet now threw the stick for Rusty to fetch, and went on chatting. She took a sip of her Tab.

"Guys are like that, you know? They're not as shy about their bodies," Janet said. Janet and Angelica had nothing to be shy about, but their modesty kept them from being the exhibitionist type that Colby had become.

"Tell you what. Me and Colby are going for a hike on Thursday. You should join us," Janet said.

"Where are you guys going?" Angelica asked, brushing away a pesky mosquito.

"We're just checking out a few trails around Squak Mountain. Come on, it'll be fun," Janet tempted her. "Just like old times."

Angelica was hesitant. She thought she might feel a bit shy around Colby.

"I don't know..."

Chapter 2

Sure enough, Janet got Angelica to join her for the outing. They packed just enough supplies for a modest four-hour trip through the hills of Issaquah.

Angelica hadn't been hiking in years. It was a pretty hot day, so she knew she had to wear shorts. Trouble was, she didn't want to ruin any of the new shorts she had, in case she fell in some mud or something, so she tried on a pair of khaki shorts she hadn't worn in a couple years.

They felt tight, but she was able to button them. She walked in front of the mirror, and saw they came up awfully high between her legs. Her huge, luscious thighs filled out the leg holes to the max.

When she turned around, she gasped. The shorts were so tight, each of her ass cheeks was clearly visible.

"Jesus Christ," she laughed. She liked the feeling of the shorts though. She was showing off, yet at the same time, not revealing anything.

They were so tight in the crotch that she even thought about trimming her substantial bush, but she couldn't see any of her kitty whiskers poking out, so she decided to let it go.

"I feel so naughty," she had to say aloud.

She threw on a tight, black tank top, and headed downstairs to wait for Janet and Colby to arrive.

Angelica was glad to have recently bought a set of much more comfortable bras, since she did have a long day of hiking ahead of her.

Her large breasts often made it difficult to find bras that fit her just right and gave her enough support, but she finally felt right in this one. And she stuck out her chest proudly, showing off her ample rack, as she waited on the porch for her ride.

After a little bit of time, she saw a jeep approaching fast up the road. It was Colby and Janet, and her longtime friend soon got out of the jeep and ran up to get the third member of their party.

"Ooo, nice legs, bitch," Janet teased Angelica.

She smiled, and saw that Janet too was dressed pretty provocatively, wearing a bright orange top, her boobs bouncing around a bit in the loose-fitting shirt, and she had on black shorts that weren't as revealing as Angelica's, but they were tight enough to show off her cute, ample butt.

As the two girls approached the jeep, Angelica saw Colby sitting in the driver's seat, and immediately noticed he had very handsome features. He had wavy brown hair that hung down over a set of piercing green eyes, and he was pretty well put together physically.

"Ooo, he's a fox," Angelica said aloud as they got close to the jeep.

"Na, he's more like a horse," Janet teased.

They both cracked up, and climbed into the vehicle.

Janet urged Angelica to sit up front with Colby, so they could get better acquainted. Angelica was a bit hesitant at first, but gave in to the moment.

To get more comfortable, Angelica sat with her legs crossed, and Colby couldn't help but look down at her big, tan thighs. He would try to do it casually and not get caught, but Angelica still spotted him checking her out, and she didn't mind. She smiled, feeling quite content.

"I can see why your dad calls you 'Angel' all the time. You're beautiful," Colby said.

Angelica looked back at Janet with a big grin, and then thanked Colby for the compliment.

"I told him you were daddy's little girl," Janet teased her friend. Angelica playfully smacked Janet on the arm, and then again smiled at Colby, her pearly whites making his pulse accelerate.

"Well Janet sure told me a lot about you, Colby," Angelica said sexily, but then added something more innocent. "She told me you really know these woods, huh? Like a regular man of the wilderness..."

Colby nodded, and went on to say that he and his real dad always do a lot of hiking around Squak Mountain.

"Whenever he goes to visit his father, that's where they go," Janet clarified.

"Oh, cool," Angelica said as the jeep got further into the wilderness. They started seeing less and less cars and more and more trees. Their hiking spot was fast approaching.

"So how do you like living with Janet? I would go nuts if I had to live with her full time," Angelica kidded.

"She's a wild one," Colby said. "She won't give me a second's peace half the time...And the other half she's blasting her Billy Idol records..."

"Oh I love Billy Idol," Angelica squealed. That was enough motivation for Janet to start belting out some of her favorite Billy Idol lyrics, and Angelica joined right in, much to Colby's chagrin.

Luckily enough for him, they had arrived at their destination, and he pulled the jeep into the gravel parking lot adjacent to the road, and the three prepared to set out.

"Don't forget anything you need," he urged them. "We're gonna be gone for about four hours, so bring your water, any food you brought - "

"Colby, we've been hiking before," Janet snapped at him.

The small hiking party quickly set out on its inaugural trip together, and soon Angelica couldn't help but try to sneak glances at Colby.

Now that he was fully in her view, she noticed he had awfully big arms, and a nice upper body that must look great when he goes shirtless. Angelica also liked his big, muscular thighs, and his tight camouflage shorts that hugged his muscular buttocks.

But a lot of Angelica's attention was focused on Colby's bulging crotch, which was all the more noticeable since Janet had instilled in Angelica's mind that the rumors about him were indeed true.

Angelica giggled to herself as she continued to check out Colby throughout the walk. She cracked herself up by staring shamelessly at the front of his pants.

"Jeez, that sure does look like a big one," Angelica said as they walked along.

Colby looked over at the sexy brunette.

"The mountain," she said, pointing up ahead.

"Oh," Colby answered. "Yeah."

"How big is it?" Angelica said as they got closer.

"Squak Mountain? It's a little over 2,000 feet high, I think," Colby said. "Some people also call it the Issaquah Alps."

"Well listen to you, Mr. Tour Guide," Angelica teased, as she stumbled over a broken branch on the ground.

"Careful, it gets a little more rough through these parts," Colby advised. Angelica quickly found her footing, and continued along.

"Yeah, it's just the place for people seeking a quiet respite from the bustling urban areas of Seattle," Colby said jokingly, trying to sound poetic. Angelica smiled at the handsome, young man.

"You talk like such a dork," Janet said, pushing her stepbrother from behind.

"I like the way he talks," Angelica said.

Now openly flirting with each other a bit, Angelica and Colby now embarked on their first steep incline of the afternoon, with Janet right behind.

The three began scaling the hill with patience, in no rush to reach the top. Colby settled in behind Angelica, and God bless him, he was now both blessed, and tortured, with the sight of Angelica's sexy, larger than average, bubble butt, bouncing right in his face.

Her two, big, luscious cheeks were right at eye level, and they bounced around in those tight shorts of hers as she took each careful step up the hill. Colby would have loved to sink his teeth into that ass of hers, and the sight became so arousing, his enormous penis began to grow erect in his shorts.

They continued their climb upward, and Colby became so entranced with Angelica's marvelous posterior that he wasn't prepared for her to make a sudden stop, which she did, and he walked right into her, accidentally planting his face in between her two luscious ass cheeks.

Colby was embarrassed for a second, but it was Angelica who apologized for the collision.

"Oops, sorry," she laughed. "I just stopped for a second to look over at that clearing."

Colby's face was flushed - he couldn't believe he made contact with that sexy ass of hers, let alone with his face. The three kept walking, and soon made it to the clearing that Angelica had spotted.

There was plenty of shade and as a result it was a bit cooler where they stopped their hike momentarily, and the three decided to have some lunch.

As they finished up their sandwiches, Janet took something else out of her bag, and it was a joint. She took a couple hits off it, offered it to Angelica, who declined, and then passed it over to Colby.

"I can't believe school starts in just a few weeks," Angelica said.

"Yuck, don't remind me," Janet replied, taking the joint back from Colby and then she took another hit. "At least you're going to U-Dub, I'm going to shitty community college."

"Well maybe if somebody paid a little bit more attention to their grades," Angelica teased her friend. Janet cracked a smile, and then passed the joint back to Colby.

"Janet tells me you're really smart, Angelica," Colby said. "What are you majoring in next year?"

Angelica sat down on a huge, fallen oak tree, crossed her tan legs, and began sharing some of her plans with her new friend.

"Well I want to go into business, I just haven't figured out exactly what field yet," she said. "I'm probably going to take some electives my first semester, some general business courses, you know, until I figure it out."

He nodded.

"My old man wants me to take over his business some day, so he's kind of pushing me into that," the young man said.

"Yeah, Janet told me you're going to Stanford - that's awesome," Angelica said.

As they kept chit-chatting about their plans for the fall, Janet felt it was her duty to take the conversation up a notch. And the cause for this was the ever-expanding bulge in Colby's shorts, which didn't go unnoticed by the two women.

In fact, Angelica even motioned to it at one point, and Janet gave her a look back that suggested 'yeah, I noticed.'

After some time, and now feeling quite calm and relaxed from the joint she was smoking, Janet casually asked Angelica to tell Colby what she heard about him.

"Janet," Angelica said softly, urging her friend to stop.

"No, go on and tell him," Janet said with a smile. "Come on, it's about time we bring this thing out in the open."

Angelica tapped her foot up and down, now a bit nervous. She was upset with Janet for putting her on the spot like this. Colby looked at Angelica, anticipating an answer.

"My friend told me you're really hung," Angelica stated with great clarity. "There - I said it."

Janet looked over at Colby and laughed, and he was kind of caught off guard by Angelica's sudden implication.

"Who did you hear that from?" Colby asked the brunette. He sat down next to her on the tree, and checked out her gorgeous thighs.

"Lindsay Luther, or as we call her, slutty Lindsay," Angelica said. Colby laughed.

"Oh, her. Yeah, we had some fun together," Colby said. "I'm surprised you would hear about me. You're a couple school districts away and...weren't you at an all-girls school?"

"Well, yeah," Angelica said. "And girls get to talking."

There was a momentary silence, as each of them tried to think of something to say. Leave it to Janet to press the issue further.

"Angelica's never seen a penis before," she teased her friend.

"Janet!" Angelica yelled, scolding her. Colby's penis again began to get a nice tingle, and expand to greater dimensions.

"Well?" Janet said to Angelica. "It's true."

Angelica tried to come back with an answer.

"I've seen one. I mean, not in person, but..."

There was another silence, and this one was really awkward. But Janet felt completely comfortable.

"Come on, Colby, show her yours," Janet said.

"Janet, don't," Angelica said lightly. By reflex, she told Janet to stop, but the more Angelica thought about it, she did in fact want to see Colby's naked body.

Colby, wanting to show Angelica what he had, was more than willing to show off his most impressive physical asset.

"Do you want to see my cock?" he asked nicely. The polite, yet lewd offer made Angelica blush, and Janet could sense her friend felt a bit uncomfortable. Angelica wanted to see Colby's prized pecker, but still was having trouble overcoming her natural inhibitions.