Jessica had always admired Dillon from afar. Jess always knew she loved him, but
she just didn't know he loved her back. She felt like a stalker sometimes, but she
just called it "research". She wanted to study him, to make sure he wasn't some...
creep. Her routine each weekday consisted of waking up, getting ready, and getting
on the bus, two seats behind and a row over to Dillon, so she could marvel at the
side of his face. She always loved staring at his majestic blue eyes, his blonde hair
that always seemed to be styled perfectly. His muscular arms, his godlike abs... she
had always wanted to touch them. After the bus dropped them off, she silently
followed him to the cafeteria where they would wait for the first period bell. But
when she got to school, something strange happened that changed her life forever.
She had just started following Dillon to his first period class, to... y'know, study
him. Suddenly, he spun around and Jess charged right into him. Jessica started
to fall down, but Dillon reached out his arms and grabbed her before she hit the
ground. Jess gasped and threw her hands up and around Dillon's neck. She soon
realized that the pose that they were in wasn't very appropriate. Jess' arms were
wrapped around Dillon's neck and his hands were dangerously close to her smooth ass.
She quickly let go and stood up, brushing herself off while blushing profusely. Dillon
grinned cockily and slid his arm around her waist, pressing up against her large breasts.
Jess blushed even harder. Dillon laughed, dropping his arm far down enough,
rubbed her waist, and said, "You got yourself in quite a predicament, didn't you?"
Jess gave him a questioning look, all the while thinking about his hand around her
waist. She wasn't sure why he was acting like this, but strangely, she liked it. He
was so hot, and she always wanted him, so it was like a dream come true. Dillon
started in with, "I mean, I caught you following me, and now I could give this info
out to ANYONE..." Jess gasped and hid her face in embarrassment. Dillon laughed
and said, "I promise I won't let this get out, on ONE condition...". Jess listened
intensely for his requirement. "You have to let me hang out with you tonight. It's
Friday, so no school." Dillon proclaimed. He winked and Jess blushed yet again. She
couldn't really see a downside, so she said, "Okay... I guess you can come over
around 4:30 after school." Dillon smirked and said, "Looking forward to it," and
stalked off, leaving Jess in a confused and nervous pool of emotions. Eventually Jess
regained her composure and somehow made it to class with seconds left to spare.
The whole rest of the day, she barely paid attention in any classes. In calculus, she
was thinking about Dillon for the whole lecture. In FACS, Jessica almost burned an
egg because she was so lost in thought. Walking out of the school in a daze, the bus
almost left without her because she couldn't pay attention. Jess plopped down in her
seat and stared vacantly out the window, thinking about wanting to cuddle with Dillon.
Once she arrived at her house, she came in and called out, "Anyone home?" There
was no answer, so she looked around her house. No signs of life, and she was glad
for that. If her brother had been home, he would have been a pest. Her grandma
was at work until ten, so she didn't have to worry about her coming home soon. Jess
walked into her room in the corner of the house, almost out of sight, and threw
herself on the bed, thinking. Jessica slowly looked over at the clock and saw the
time. 4:02. her eyes widened and she muttered, "Oh shit, I have to get ready for
my Dillybear!" She chuckled at the nickname, and jumped from her bed. She ran
through the room, tidying up and making everything look nice. When she finished,
it was 4:23, just enough time to get on some clothes, do a bit of makeup, and fix
her hair. First, she went for her closet. She ruffled through until she found an
outfit that she was satisfied with. She was wearing a lace bra with matching
panties, a loose orange blouse that showed the top of her bra, and some black
studded booty shorts that showed off the bottom of her ass. She felt so pretty,
and she hoped Dillon would love it. Jess slipped on some orange and black ballet
flats and went straight to the bathroom. Grabbing her makeup case, she turned on
the curling iron and set it to the side to heat up. Jessica opened the case and
quickly applied some eyeliner with a small wing, some sparkling black eyeshadow, and
dark mascara to complete her smoky eye look. She had put on concealer and
contoured beforehand, so she went straight to her pink-tinted lip gloss. Jess decided
on brushing some light pink blush to her cheeks, and surveyed herself in the mirror.
She thought she looked great and couldn't wait for Dillon. She waved her hand just
a bit above her iron, and saw steam float up, so she curled her locks so it looked
like cascading waves. She got a black ponytail holder that had an orange bow
attached. She put up her hair in a bun and positioned the bow so that it was front
and center. Jessica was satisfied with the look, and she came out to check the
clock. It was 4:36, just around the time Dillon should be coming. She went to the
front door and waited, glancing at the clock every so often. When it became 4:57,
she became worried. Would Dillon, HER Dillybear REALLY stand her up? Jess got
bored of waiting and went itno the kitchen to grab a snack. Just as she was pulling
down some Doritos, the doorbell rang. She dropped the chips and rushed to the door,
slipping around and banging her shin against the couch. She threw open the door,
clutching her bruised leg in pain. She looked up to see Dillon wearing some black
jeans and a red button-up. He had red vans on and his hair was perfect as always.
Dillon held red roses, packaged up in a pink plastic wrapper. Jess smiled up at Dillon,
and he laughed at her clumsiness. He held out his hand to her and she took it thankfully.
Jess sighed, " I hurt myself". Dillon laughed and said, "I see that." Jessica walked
Dillon to her room and she took off the plastic around the roses. Takign in a whiff
of their perfume, she set them in a glass vase and patted the bed. "Sit." She commanded.
Dillon chuckled and sat down, pulling her down next to him. They stared into each other's
eyes before Dillon finally said, "Your ass looks nice." Jessica blushed and thanked him,
giggling the whole time. Jess stood up and said, "I'll go get us some chips." Dillon
nodded and stared at her ass shake and her boobs bounce as she walked out. He
grinned and started to look around her room. Creeping quietly to her closet, he
poked through the dresser inside until he found her underwear drawer. He picked up
a skimpy thong and smirked. He smelled and licked the insides, tasting the essence
of her pussy on the thong. Dillon sat down the underwear and left everything as he
found it. He sat on the bed and rubbed at his crotch until Jess came back, carrying
a plate full of Doritos. As she almost reached the bed, she tripped over her rug and
the plate of chips scattered everywhere. Jessica gasped and bent over to pick them
up, frowning. Her ass pointed up in the air and wiggled as she cleaned them. She faced
away from Dillon, so all he could see was the outline of her pussy straining against
the shorts and her ass hanging halfway out the bottom. He could take the
excitement anymore and Dillon pulled off his pants, tossing them on the floor along
with his boxers. Jess didn't notice and was too busy picking up the chips to notice
her love jacking off on her bed. Suddenly, she bent down too far and her shorts and panties
ripped open, revealing her clean-shaven vagina and her volumptuous ass free for
Dillon to see. He couldn't wait any longer. As Jessica started to gasp and blush,
Dillon rushed forward and thrusted his 8-inch cock into her pussy. She yelped and
started to moan. She couldn't believe this was happening, that she was giving her
virginity to this boy. She couldn't believe it, but she liked it. She was enjoying the
feeling of him pounding into her with a tremendous force, when suddenly Dillon picked
Jess up with his dick still in her and threw her over the bed, grabbing her hair and
punding into her asshole. She yelled at first from the pain, but it soon turned into
pleasure when she felt his ballsack thumping against her dripping wet vagina. Dillon
was overwhelmed with pleasure. This girl was the first girl he had fucked and the
feeling was so good he couldn't stand it. He started to get annoyed by the blouse
and ripped it open, revealing the skimpy lace covering her breasts. He grabbed her
boobs and undid the latch on the bra, still thrusting into her ass. Jessica's boobs
flew free, flopping and bouncing around with each thrust by Dillon. She moaned
and grunted in time with his pounding. Suddenly, her older brother Jerritt creaked open
the door, but Jess and Dillon were too busy to notice. He gasped quietly at the sight
and ran to his room to get his video camera. He snatched up the camera and rushed
to the room, giggling at the thought of his baby sis finally getting some. He slowly
opened the door, making sure to not call attention to himself. They probably wouldn't
have noticed, what with their erotic love session. He started to film as much as he
possibly could, until Dillon grunted, "I think... I'm going to-" "DON'T!" Jess cut him
off. "I can't get pregnant!" Dillon breathed heavily, and feeling Jess spasm as she
orgasmed made him even more horny than before. He puled out of Jess and sat on
the bed, forcing Jess onto the floor. Dillon grabbed her hair and yanked her mouth
onto his dick. Jessica wanted to make him happy, so she sucked and twisted and
played with his balls until she felt his hot cum shoot into her throat and he let out
a loud moan. She released his dick from her mouth, cum dribbling down her lips.
Jess smiled, and Dillon grinned back at her. Suddenly, Jerritt lost his footing and
tripped, scaring the shit out of the lovebirds and thumping on the floor. Jessica
gasped and became red in the face, while Dillon grabbed his clothes, opened the
window, and jumped out. Jess ran to the window butt-naked, staring out. The
last she ever saw of Dillon was his limp , soppy dick flapping in the wind as he
ran into the sunset.
