Summary: A lesbian neighbor uses the inte to seduce her innocent 18 year old babysitter.
Read and enjoy…
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My name is Megan. I am a 35-year-old single woman with a two-year-old son.
My neighbor Jenny had always been my perfect sitter. She attended a private school and almost always could be found wearing its uniform id skirt, crisp white blouse and knee-high nylons. (I found it interesting that she wore knee-high nylons and not white socks like most girls.) She always wore her dark brown hair in pigtails or a single braid, and her sses made her look like a nerd or a geek, whichever term you prefer. Jenny was a senior in high school and had turned 18 a couple months ago, which is when I first began noticing she was frequently checking out my long legs andrge breasts. Her constant nces had me wondering if she could be a lesbian, or at least curious, and I decided to find out.
Now I should note I am aputer technician by trade, so a seduction n practically fell into myp. Jenny had mentioned after babysitting one evening that herputer was running slow and asked if I could look at it for her; I told her I would, but she would need to do without it for a few days.
A couple dayster after doing some routineputer maintenance, I had herputer zipping along as fast as when it was new. Curious about what she did online, I checked her search history and learned she loved a site called Literotica, an erotica story site. Drilling down into her history, I could tell that she read mostly lesbian porn, and her selections mostly followed the format of young being seduced by older, with young being submissive. My suspicions were right: she was at the very least curious about being with a woman but was probably way too shy ever to do anything about it. Since I am a dominant personality, dozens of naughty ideas began bouncing around my head. I installed a tracking app (which I fondly called my ‘Snoop’) that would send me reports on all her inte browsing to help me n her seduction before returning theputer to her.
I called Jenny to tell her I had fixed herputer. Atypically she came over dressed in a cute flower sundress. I asked her a couple of questions, but first Iplimented her.
“Jenny, you look absolutely adorable,” Iplimented, cing a hand on her bare shoulder.
“Thanks,” she whispered timidly, not used to being admired. Although she was very pretty, she didn’t seem to know it. Her fashion sense, orck thereof, plus her self-confidence, orck thereof, were hiding her true natural beauty.
“Do you have a boyfriend?” I asked, moving my hand away. A sessful seduction requires reading the prey and deciding whether to go fast or slow, and I decided hers would definitely not be a wham-bam-thank-you-ma’am seduction.
“No,” she said, unable to look me in the eye.
“Really!” I said, acting surprised. “You’re such a beautiful young woman, Jenny. I can’t believe the boys aren’t lining up to date you.”
“I’ve never even had a date,” she admitted.
I can’t believe that,” I objected, “you’re way too pretty not to have had three or four boyfriends already.”
“Well, I’m not sure I even want to date.”
“Well, they can be exhausting,” I joked.
She giggled, “That’s what I hear.”
“So even though you’re gorgeous, you’ve never had a boyfriend. How about a girlfriend?” I asked, opening the door for the n already formting in my head.
Jenny’s face went ming red: she was either not used to receiving suchpliments or, as I was hoping, was embarrassed because of her secret attraction to women. She stammered, “W-w-what? N-n-no, I….”
“I was just kidding, Jenny,” I reassured her, my hand again going to her arm fleetingly. “Although there’s nothing wrong with liking girls.” After a long pause I added, again building on theplex web of seduction I was creating, “I certainly do.”
“You do what?” Jenny asked, her eyes suddenly big.
“I only date women now,” I admitted, then adding, “after that asshole of an ex-husband left Max and me I decided to swing the other way, and it’s been a very satisfying decision.”
“Y-y-you are alesbian?” Jenny stammered, clearly flummoxed by this startling piece of information.
“You didn’t know?” I asked.
“N-n-no,” she said, her face the darkest red possible.
“I’m sorry if that makes you ufortable,” I said.
“No, no, it’s fine,” she replied, “I just found it surprising, is all.”
“Ifind,” I said, hoping to enhance her curiosity, “that only women can understand what women need.” After another pause I joked, as I handed herputer to her, “Well, that’s probably in the way-too-much-information-for-you category. Here’s yourputer; it’s now working as well as the day you bought it.”
“Thank you,” she said, her mind clearly elsewhere. “What do I owe you?”
“How about free babysitting one day soon?” I asked.
“Sure, any time, Ms. Cameron,” she said.
Once she was gone, I smiled at our conversation and at the potential.
*****
During the next three days my snoop app taught me a lot about her. She always went first to a music website and loaded some tunes to y in the background as she surfed. Next, she frequently checked her email and switched on her MSN chat program. She then would frequently go to a teen advice site, read all the new questions and often offer pertinent advice or just make sympatheticments. After that it varied: looking up author sites, doing research for school, etc. But she always ended her evening by going to . literotica. and reading lesbian sex stories. She would begin with the newest stories and then search through the overall collection of lesbian stories. Sometimes she just clicked on titles that caught her eye, other times she would use the search engine, filtering by tags such as: submission, submissive, obey, schoolgirl, etc. Some of the titles she had read included: “Suburban Submission”, “Cynthia’s Submission”, “The Professor’s New Toy”, “Bashful Betty” and most interesting, “Seducing the Babysitter”. It became clear to me that whether she knew it or not, she was a submissive looking for someone to take charge of her. I decided to message her about some input she had given on the question of releasing stress. The question was, “How do you release stress?”She had responded,“All girls are different. And although I canfortably advise on almost any academic topic, I have never been able to release my own stress.”
I sent her an email that stated:
Hi, I beg your pardon for emailing you personally, behind the scenes as it were. But after reading your response about stress, I thought I could best respond to you in private. I have much experience in helping people to release/relieve their stress and perhaps I may be of service to you. I should advise you up front that my treatment methods are very unorthodox and you must bepletely honest with me if you wish to obtain anysting release. Love Megan.
15 minutester, Jenny replied:
Thanks Megan, for the email, I really appreciate it. I am very curious to learn more about your methods. What do I do next? Love Jenny.
My next email tried to dig deeper and begin building her trust:
What kinds of things stress you out?
Her response didn’t appear for almost an hour:
Lots of things. I guess the usual high school things: being popr, getting good grades, schrship writing and rtionships, I guess.
Trying to dig deeper, I asked a question while reassuring her she was not unlike most teenagers:
Those are verymon teenage stresses. Does one of them cause you particr stress?
It was only seconds before she responded:
It is just hard to be yourself in high school, I guess.
Having begun an initial rtionship with her, I tried to set her up for my n:
“If you wish I can help you, but I need to know more about you. About what makes you tick.”
Her response was immediate, and clearly she was waiting at her email:
“What do you need to know?”
I replied with a warning, setting up my web of seduction, hoping she would take the bait:
I will send you a questionnaire, but be warned that I ask some potentially ufortable questions. Only if you respond withplete honesty will I be able to assist youwith more thansuperficial advice like you can find on that teen site.
As I expected, she replied almost immediately:
Please send me the survey and I promise to answer it honestly.
I told her I would send the questionnaire soon, and since I was winging it, I spent an hourposing the pertinent questions. A seduction is a temperamental thing, and I could either coax her in or scare her off. Finally happy with my questions, I wrote her:
“Dear sweet Jenny, if you are seriously interested, you must answer the following questions. You must bepletely honest for my treatment to be effective. If I learn you have lied to me, I will halt your treatment instantly.”
After double-checking my questions, I sent her the email. She responded in minutes.
Name: Jenny
Age: 18
Eye Color: Brown
Hair Color: Brown
Favorite Movie: A Walk to Remember
Favorite Band: Tegan & Sara
Three passions: Reading, writing, moviesN?velDrama.Org owns ? this.
Your biggest stress: Getting into Harvard.
How you deal with stress: Music, reading
How often you masturbate: At least once a day, it too releases stress
When youst masturbated: Last night.
What you masturbated about: This is embarrassing, but I was fantasizing about being told what to do by a cheerleader at my school. She doesn’t even acknowledge I exist and she is a bitch to everyone beneath her, yet I can’t help but fantasize about being dominated by her.
Your most constant fantasy: I also fantasize about being seduced by an older woman who teaches me how to please a womanpletely.
Describe your sex life: My fingers, I am a virgin.
Describe your ideal boy and/or girl: A woman who is older, assertive, understanding.
What you are wearing right now: I am in a pair of pink pajamas.
Last item: One secret that no one knows about you: I like to masturbate while wearing pantyhose and no underwear as I love the silky feelings on my legs and vagina. I guess I have a nylon fetish.