Disclaimer: I own none of the characters; they all belong to Amy
Sherman-Palladino and the WB.
Spoilers: Takes place in the middle of the episode `Like Mother, Like
Gilmore Girls: Late Night Meeting
Lorelai pulled open the heavy door and stepped into the Chilton hallway.
She glanced at the three possible directions she could go, and decided to go
down the hallway on the left. As she rushed along, she glanced at her watch
and noticed that she was already several minutes late for the Booster Club
meeting. She came upon another intersection, and letting out an exasperated
sigh, randomly picked a direction to go. As she turned the corner, she
noticed a boy down the hallway at a locker. `Good,' she thought. `Maybe he
can tell me where the stupid cafeteria is.'
"Hey!" Lorelai called, as she walked towards him.
He glanced at her as she approached him. As she reached him, he looked her
up and down and gave her an approving smile. "Yeah?" he asked.
"Hi. Can you tell me where the cafeteria is?" Lorelai asked. "I'm late for a
"I'll take you there." He threw the book he was holding into the locker and
slammed the door shut.
Relieved that she wouldn't have to wander the halls aimlessly anymore,
Lorelai smiled. "Oh, great. Thank you, uh. . . boy I don't know," she said.
He smiled and extended his hand. "Tristan. Tristan DuGrey."
Lorelai smirked as she shook it. "Ah, boy I do know."
He raised his eyebrows. "You know who I am?"
Lorelai nodded. "I've heard about you from Rory. I'm Lorelai Gilmore," she
Tristan smiled. "Oh, I thought I recognized you. You were at Parent's Day
Lorelai exhaled loudly as the embarrassment of that day came back to her.
"Uh, yeah. Thanks for reminding me. Cafeteria please?"
Tristan gave a sly smile. "Follow me." He started walking down the hallway,
with Lorelai following at his side. Tristan kept glancing at her, amazed that
she could have a 16-year-old daughter.
"You know," Tristan said, "I can see where Rory got her good looks."
Many other people had said that line before, and each time Lorelai had rolled
her eyes and laughed at the cheesy attempt to suck up. However, Tristan's
tone of voice and the sexy smile that accompanied the comment made it more
flattering, and Lorelai responded with an embarrassed smile. "Thanks. So, can
I ask why you're here so late?" Lorelai asked.
Tristan turned around to look at her as he walked. "Oh, you know, just had
some errands to run." He smiled and turned away.
"Right," Lorelai said, nodding her head. "Uh, all legal errands, I hope."
Tristan laughed. "Ah, if I tell you, then you won't have plausible
deniability. You can be charged as an accomplice."
Lorelai smiled. "Well, then I guess I'm better off not knowing." Lorelai
stared at Tristan as they continued down the hallway. Since she knew of all
the trouble Tristan had given Rory in the past, she felt guilty for being
impressed by his tough-guy attitude. It reminded her of the one she fell in
love with so many years ago with Christopher.
Tristan stopped in front of a doorway. "Here you go. Cafeteria." Tristan
Lorelai could hear female voices inside. She smiled. "Thanks. I appreciate
it." Tristan winked at Lorelai and walked past her down the hallway. Lorelai
smiled to herself as she walked into the cafeteria.
* * *
An hour later, Lorelai walked out of the cafeteria with the other Booster
Club mothers. As they walked down the hallway, Lorelai saw the ladies room.
She said goodbye to the others and ducked inside. A few minutes later, she
came out and walked slowly down the hall, trying to remember the way to the
exit. As she turned the corner, she was startled to see Tristan down the
hallway leaning against a door. Lorelai slowed her pace down as she neared
him, stopping a few feet away.
"Still running those errands I suppose?" she asked.
Tristan smiled and shook his head. "Nope, I just wanted to make sure you
could find your way out."
Lorelai narrowed her eyes suspiciously. "You were waiting for me?"
Tristan nodded. "Yup."
Lorelai was surprised, but she simply shrugged. "Okay, I'll go with that.
Thanks, I guess. Um, lead the way."
Tristan smiled and walked down the hallway. Lorelai followed behind him,
smiling to herself while still slightly suspicious of his motives. Could
this be the same Tristan that Rory complained about so often? He seemed
Tristan stopped in front of a doorway that Lorelai assumed led down another
hallway. Tristan opened the door and gestured for Lorelai to go inside. She
walked past him through the door, and was surprised to find herself in an
empty classroom. Tristan walked in and shut the door. She turned around and
asked, "And we're in here because. . . ?"
"Oh, no reason," Tristan said, shaking his head. Lorelai stared at him with
a bewildered expression on her face. Tristan leaned forward and said, "You
know, I wish I could have a mom like you."
Suddenly feeling uncomfortable, Lorelai replied, "Well, I'm sure your mom's
Tristan interrupted her by putting a finger on her lips. Surprised by his
action, she stepped back from him. He took a step forward towards her and
said, "No, I wish I could. . .have. . .a mom like you." He leaned forward
and pressed his lips against hers.
Lorelai immediately backed away and clasped her hand over her mouth. "Oh my
God, what the hell are you doing!" she yelled, trying to wipe the evidence of
his kiss off her lips.
Tristan walked towards her smiling with his hands held out innocently. "What?
You didn't like it? You didn't cry, so you must've liked it better than Rory
"Excuse me, I'm leaving," Lorelai tried to walk past Tristan, who reached
out and caught her arm, then turned her to face him. Lorelai stared at him,
starting to feel a little scared. She didn't know what he was capable of,
so she didn't want to anger him. She took a deep breath and calmly said,
"Please let go."
Still holding her arm, Tristan said, "I will, I promise. I just wanted to
give you a goodbye kiss." Before she could object, he pulled her towards him
and kissed her again. She pulled her head away, but with his hand still
pulling her close to him, she couldn't move back. She turned her face to the
side so he couldn't kiss her again. Lorelai's heart was racing, not only
because she was partly scared, but also because she was partly turned on.
The semi-dangerous overtone of the situation had revived the feelings of the
old rebellious Lorelai that had been hidden away for so long.
Tristan leaned close to her ear and whispered, "Come on, Ms. Gilmore. Have
some fun with me." The feel of his breath against her ear and his lips
against her earlobe made her body surge with arousal. She turned to look at
him and stared into his eyes for a moment. It only took a few seconds for
her to realize just how bad she really did want him. After acknowledging to
herself how wrong the situation was, the arousal overwhelmed her and she
leaned forward and kissed him. He was surprised by her submission, but
Tristan eagerly returned the kiss. He let go of her arm and placed a hand
on each of her shoulders. She dropped her purse on the floor and used her
hands to explore his body, gliding them over his chest and back.
As they broke apart from each other, both heaving to catch their breaths,
Lorelai said, "Lock the door." Tristan smiled, and immediately walked to the
door, locking it and pulling down the shade. Lorelai perched herself on the
edge of the teacher's desk, and Tristan walked back to her and leaned in to
kiss her. Before his lips could meet hers, Lorelai turned her head away, and
he pulled back. "Change your mind already?" he asked, an obvious disappointed
look on his face. "Look, I'm not gonna force you. I'm not like that." He
stepped back and raised his hands in the air, indicating that he would indeed
let her leave if she wanted to.
Lorelai shook her head. "No, but no more kissing on the mouth. It's too
Tristan smiled. "Pretty Woman, I get it." Tristan stepped back towards her,
and Lorelai felt a chill run up her body as Tristan placed his hands on her
lower back and ran his fingers downward, tracing her panty line with his
fingers. Lorelai closed her eyes and leaned her head back as he started
sucking on her neck.
A few seconds later, Lorelai slid off the desk and turned around so that she
was facing away from him. She leaned forward against the desk, and Tristan
reached around her and started squeezing her breasts, occasionally pinching
her nipples through her shirt, causing Lorelai to moan with pleasure. He
pushed her hair over one shoulder and started sucking on the back of her
neck. He then slid his hands down to her hips and pulled her tightly against
his crotch, moving her body in a gyrating motion against his. Lorelai felt
his hardness pressing against her, and her arousal intensified as she
anticipated it inside of her.
Lorelai turned around to face him. She glanced down at his jeans, then back
at his eyes. She raised her eyebrows and smiled, and he responded with a shy
grin. He grabbed the bottom of her shirt and pulled it up over her head,
tossing it behind him. He removed his own shirt as she unclasped her bra and
dropped it to the floor. He stared at her breasts for a moment with a smile
before leaning forward and taking one in his mouth. He moved back and forth
between the two, squeezing them with his hands and sucking on them gently.
Lorelai reached down and unzipped his pants, and he stood up to assist her.
He slid them down, kicked them away, and then reached for hers. As he pulled
hard to get the tight-fitting pants down her legs, she asked, "Have you done
He finished pulling her pants down, then stood up to meet her gaze. "Once or
twice," he said. She gave him a doubtful expression, but he simply smiled. He
seemed too experienced to have just done it once or twice; this boy had
definitely been around some.
He hooked his fingers on the waistband of her panties and slowly slid them
down her legs. She pushed the contents of the desktop onto the floor, then
leaned back against the desk, supporting herself on her elbows. He kissed
her breasts, and ran his tongue down her stomach. He kneeled in front of her
and started licking and kissing her inner thighs. As he moved from thigh to
thigh, Lorelai felt a shock run through her body each time she felt his warm
breath against her sex. He ran his tongue around her mound, avoiding all
contact with her slit. He blew gently against it.
Her legs started quivering as he teased her, her arousal strongly building up
inside. She moaned loudly. "Uhhhhhh. God, I need it. Please. . . Tristan. . .
please. . ." she begged him in between her panting. She wanted to push his
face in between her legs, but her arms were too busy holding herself up
against the desk. She tried to push her pelvis towards him hoping for some
contact, but he pulled back. She exhaled loudly, obviously agitated and
eagerly waiting for him to satisfy her.
He brought his face up to hers with a sly smile on his lips. "Something
wrong?" he asked her.
She was panting hard now, still begging him, "Please. . .do it now. I need to
come. . .Make me come."
Tristan folded his arms across his chest. "What's the magic word?" he asked.
Her arousal intensifying to the point where she couldn't take it, she
demanded, "Ugghh, now! Fuck me now!"
Her insistence made Tristan even more aroused, and he immediately removed his
boxer shorts. He climbed onto the desk and positioned himself over her body,
poised at her opening. She groaned as she felt the tip of his hardness
against her, and she could feel her juices just waiting to come pouring out.
He easily entered her, and a long moan escaped her lips as he filled her.
"Ugghhhhhh." A satisfied smile fell on her lips as he started pumping himself
in and out of her, slowly at first, but increasing the pressure with every
thrust. She arched her back and pushed her pelvis up to meet his thrusts as
they both released frequent grunts of pleasure. Both of their faces revealed
intense looks of concentration as the rhythmic pumping continued.
Lorelai reached her hands up over her head and clutched the edge of the desk
tightly. She clenched her eyes shut as she felt herself reaching orgasm. By
the contrived looks on his face, she could tell Tristan was reaching his
brink. In a loud whisper she said, "Come inside of me." Tristan started
pumping harder as he neared completion, and smiled to himself at seeing the
satisfied looks on Lorelai's face. Lorelai's body writhed as she let out
several moans with her orgasm, and just seconds later Tristan let out a loud
groan as he exploded inside of her.
As Tristan collapsed next to her on the desk, their heavy breathing echoed
through the empty room. Lorelai closed her eyes and placed both hands over
her face. A minute later, Lorelai finally opened her eyes and stared at the
ceiling. "Oh my God," was all she could muster. She glanced at Tristan, who
smiled sheepishly. "So, uh, I take it that it was good for you?" he asked.
Lorelai let out a small laugh. "Yes it was. My God." Her smile faded as she
suddenly sat up. "This never happened, got it? You can't tell anyone. Not
your friends, not your dog, not your plants, no one. And certainly not Rory."
Tristan nodded. "I know, I'm not stupid."
"Yeah, well, I know you're not exactly the most trustworthy person in the
world either," Lorelai said nervously.
Tristan sat up and looked her in the eye. "Hey, come on. I won't say a word."
Something about his seriousness made Lorelai believe him. "Good," she said.
She sighed. "And it doesn't mean anything. It was just sex. No strings, no
love, no relationship or anything like that. You're not Pacey, and I'm not
that teacher lady."
Tristan smiled and nodded. "I know. I get it, just sex." He smiled and leaned
towards her. "Great sex." He lay on his side across the desk, resting on his
She smiled as she leaned back against the desk. She bit her lip nervously and
scolded herself as she realized the enormity of the situation. Sex with a
sixteen year old boy? She shook her head slightly, trying to comprehend how
she could have possibly done what she just did. She wasn't as mad at herself
for actually doing it as she was about the fact that she had enjoyed it. She
closed her eyes for a minute as they both lay in silence.
Then she opened them and raised her head to look at Tristan, who had been
staring at her. She gave him a flirtatious smile, "You know, I, uh, have
another Booster Club meeting next week."
Tristan smiled. "Same time?"
She nodded. "Same place." Lorelai leaned her head back against the desk, a
smile lingering on her lips. A smile that represented the newly-resurrected
traits of the old Lorelai; the one who knew she was doing something bad, but
was loving every minute of it.