I do not own these characters or Gilmore Girls.
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Lorelai Gilmore wanted to take her daughter's virginity.
She knew that sentence sounded wrong but she and her daughter did not have your typical mother-daughter relationship. They were a lot closer. More best friends than mother and daughter. Lorelai only pulled out the mother card when she absolutely needed to, which with a kid like Rory was once in a blue moon.
Rory Gilmore had turned eighteen a few weeks ago and Lorelai knew for a fact that her daughter was still a virgin. Sure, she was dating that punk nephew of Luke's but Lorelai knew that they had never taken it further than making out on the couch.
Lorelai had entertained the idea of taking Rory's virginity for a few weeks now. The idea came to early one Saturday morning when she went into Rory's room to have her annual recounting of the story of Rory's birth and found her daughter lying on top of the covers masturbating. For a split second, Lorelai thought Rory had done this on purpose. She knew that around the same time every birthday that her mother would appear in her room to tell her the story. The idea of Rory purposely putting herself into that position to get caught touching herself is what really cemented the idea in Lorelai's head.
Lorelai remembered the scene vividly. Rory laid back on the bed with her legs spread wide. Her left hand covered her breast while she pinched and pulled at the stiff nipple. Her right hand was between her legs alternating between rubbing her clit and plunging two fingers into herself. Her eyes were closed as she brought herself closer and closer to an orgasm. Lorelai felt her panties grow damp watching the scene and had to resist the temptation shove her hand down her panties and get herself off then and there. Even thinking of touching herself while watching her daughter masturbate flooded Lorelai with shame. But as soon as she saw Rory experience was looked like a terrific orgasm and heard her soft whimpers of pleasure, all of those thoughts that this was wrong and shameful flew out the window. She wanted to make her daughter feel that good. Plus it had been a long time since she had been with a woman.
Lorelai quickly composed herself and knocked on the door giving Rory enough time to cover herself up. The whole time she recounted the story to Rory the images of Rory fingering herself raced through her mind. She imagined herself helping Rory, teasing her, going down on her, and using her collection of toys to bring her to an orgasm. Lorelai had to quickly excuse herself as the need to touch herself grew even stronger.
Lorelai had taught her daughter that her virginity was something special and it should be taken by someone that she loved. Lorelai thought of herself as that person. She loved Rory and could make sure that Rory's first time would be unforgettable. She would make sure that Rory was completely cared for and experienced a terrific orgasm for her first time. The thought of that punk of a boyfriend taking her virginity infuriated Lorelai. She wanted to be the one.
There was only the issue of getting Rory to come around to the idea. Which over the past few weeks since Rory's birthday seemed less and less like a challenge. Lorelai had fucked herself a few times since then, getting herself off on her bed with her fingers or her favorite vibrator. These recent times she noticed Rory watching her, staying right outside the bedroom where she thought she was hidden but Lorelai saw her. The idea of her daughter watching her turned her on even more. She knew she should feel dirty or ashamed that she got off to thoughts of her daughter but for some reason those feelings did not exist.
Lorelai had a way to set her plan into action though. She had a feeling that Rory was having similar thoughts, after all the girl did watch her masturbate a few times, but still she had to treat the situation carefully.
Her first idea was to see how Rory reacted when she started to dress even more provocatively. Her recent outfits consisted of her tightest jeans, low-cut shirts, and skin-tight skirts. Rory's eyes were all over her outfits watching as she bent over and wiggled her ass just to get a reaction. Rory's reactions to her outfits were definitely exactly what she was going for. Today though her outfit was more provocative consisting of a tank top with no bra and a pair of hot pants.
Lorelai walked into the kitchen, "Good morning," she said to Rory who was sitting at the kitchen table. She noticed that Rory's outfit was different from her usual wardrobe choices. Despite the chilly temps outside, Rory had chosen an outfit similar to her mother's. She had on a very short skirt and low-cut shirt. It was evident that she had also skipped the bra for the day.
Rory smiled, "Good morning." She leaned across the table giving her mother an impressive view of her cleavage. Lorelai tried her best not to stare.
If only mother and daughter knew that all the same thoughts were running through both their minds.
Rory had thought recently of her virginity. She knew some of her friends had already lost theirs and they all told her about the wonders of sex. She was ready to lose hers. But not to her boyfriend. As wrong as it sounded, she wanted to lose her virginity to her mother. She knew her mother truly loved her and could definitely take care of her. That's the reason that she started fingering herself at the moment she knew her mother would walk into her room. She wanted to get her mother into the idea of them becoming something more than just friends or mother and daughter. She had also began to question her sexuality recently. She knew it was wrong to fantasize about her mother but she couldn't help it.
Lorelai fixed a cup of coffee and joined Rory at the coffee table. Her eyes once again fell on Rory's cleavage. She bit her lip imagining the feel of them in her hands, how it would feel to run her tongue across the nipple and hear Rory whimper in need.
"So um..." Lorelai said shaking the image of Rory topless out of her head, "What are your plans for the day?"
"I thought I would hang around here," Rory replied.
Lorelai arched an eyebrow, "No plans with Jess? Trouble in paradise?"
"I just want to stick around the house," Rory said. She gave her mother a smile, "Just spend time with you, we haven't spent much time together recently."
"Oh," Lorelai said flustered by the idea of spending all day around Rory while she was dressed this skimpy but also thrilled by the same idea. "I would love that." She reached her hand across the table and placed it on top of Rory's. She squeezed Rory's hands, "So what do you want to do today?"
"There's something I want to talk to you about."
Lorelai noted the serious expression on Rory's face, one she had seen several times before usually when Rory was talking about school. "You know you can tell me anything sweets."
"Anything?" Rory asked. "You promise you won't freak out?"
"I promise."
Rory cleared her throat. She was going to be bold and just go for it. "I've noticed your outfits recently. I mean I know you dress skimpy but lately they've been very provocative. I like them. You look great. On my birthday, I know that you watched me touch myself. I wanted you to watch me. I thought of you while touching myself. I'm still a virgin but I want that to change."
"You know," Lorelai said playing along, "I've seen you watching me too. You're not very sneaky."
"I wasn't trying to be sneaky," Rory replied. "I like watching you touch yourself. I want you to touch me like that. I want you to take my virginity."
"Rory," Lorelai said. She couldn't believe how brash her daughter was being. She was usually timid and got flustered easily but not right now.
