Teen girl’s first lesbian experience with an older family friend [fF][anal][old/young]

Hey everyone!

This story is a fictional piece, centered around a young teen girl who has a long-term friendship with a family friend, a bit over twice her age. The older woman secudes the young lady, allowing her to realize her true sexuality.
I’ll explore the sexual trouble they get into with this discovery. It should be fun! :)

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Janice was a long-time friend of our family. Frequenting visits at our home, her and I were relatively close. We often discussed topics which were too personal to discuss with my parents. She would
take me shopping for clothes, go to dinner with me, and consul me in my difficult times.

I was an attractive young girl, or so I was often told. I’d never been with a boy before. I’d experienced brief, intimate relationships. I’d never had sex, nor had I given or recieved any sort of sexual activity.
Being raised in a relatively strict household, I knew that I wanted sex, but it was very difficult to obtain. Janice was like a good friend to me in that regard. She would often reassure me that I was indeed beautiful, and
that my time would come. She would often tell me the wonders of sex and exploring your own body. She’d almost tempted me to mastrubate, but I knew better. I didn’t want to end up on a slippery road.

It was summer, 2017. Janice frequently visited our home during the summer, often having long discussions with my parents. She was not an awkward adult — she understood me. She knew how to include me in a conversation. I appreciated
her as a friend. She often took my side in arguments that came up, understand more than my strict parents that I was a young, teenage girl, and that many decisions were, to an extent, not my own.

I held so much respect for the woman that I inspired a large amount of my appearance and wardrobe after her. She had beautiful, flowing black hair. She often wore black eyeliner, black on white clothing, and
intricate makeup. She taught me, as a young girl, how to take care of myself in this regard. I wasn’t necessarily attracted to her, and I didn’t have sexual feelings towards her. I did, however, admire her appearance. I
wore long, black hair similar to hers, but often wore colorful, bold outfits. Similarly to her, I had bold jade eyes and a thin circle of eyeliner. We often traded clothing, as many of my friends did. My breasts were relatively
large by comparison to most girls my age, so I wasn’t able to trade with them. Janice’s breasts were nearly perfectly proportional to my own, which enabled us to trade bras and other garments. I often recieved compliments
when sporting one of her bold black and white outfits. Many of her outfits were also very revealing, generously sharing my cleavage to any observers.

Moving back into the summertime, Janice called me one night, close to 6-7 PM, inviting me to go shopping for clothes. This wasn’t unordinary, save for the time. Why was she calling so late? I accepted, having nothing better
to do, and being ever-excited to buy new clothes (with her money, by her choice). Shortly after arranging the trip, she arrives at my house in a luxury BMW. She’s wearing a very provocative outfit. She reminded me of Megan Fox,
in everything but personality.

As we drove, she spoke to a business colleague on the phone, as she often did. I sat quietly as we drove, pondering the situation. Why had she arranged this date so late? She was probably just busy earlier today, and wanted
to take me out before she had to leave or something. It was fairly exciting. For some reason, having a late-night cruise with a long-time friend felt very energizing, very invigorating. I liked it. Yet I was nervous.

As we arrived at the store, we excitedley exited the car. The department store had nearly everything — a wide selection of tops, shorts, underwear, and bras.

“I want to get you a new swimsuit”, Janice said to me. I agreed. I’d been wearing the same swimsuit for a year or so, and I’d outgrown it. It was very uncomfortable. We slowly made our way to the swimsuit section, shopping around
as we moved. “Have you ever worn a thong, Jadyn?”, she asked me. “No, never. I heard they were uncomfortable.”. Upon hearing this, Janice grabbed a thong that came in my size, throwing it into the cart. “Try this on later, let
me know how it feels.”. I’d seen friends wear thongs, and while they looked sexy, they also looked very uncomfortable. I was willing to try it on, though.

Despite the fact that the store would not close for another few hours, it was nearly empty. Very few people yet roamed the store, a few trickling in and out now and then. I liked having the store to myself. It felt like a playground.
Shortly, after grabbing herself a few tops, me a thong, and some other small things, we entered the swimsuit section. I knew that I was at an age that I wanted to show off my body, and I did. Janice understood this, understood that
it was a universal truth, and I knew this without her saying it. I appreciated her sympathy in that regard. We searched around for a while, resulting in both of us turning up a few results. I held a black one, a blue one, and a pink
one. The black one was much more open and revealing than the others. I knew that my parents would disapprove, but they didn’t have to find out about it.

I had never tried on underwear or a swimsuit in Janice’s presence. Often, when we went clothing shopping, we accompanied the same dressing room. She had never seen any nude part of my body. Fear struck me in that moment — would she
expect me to change in front of her? Would it be weird if I did? Would I seem to excited? Thoughts raced through my head as I thumbed through various suits. “Jadyn, come here”, she called. She held two swimsuits, a black/pink one and
and brown one. The first was relatively normal. The second had a much less covered backside, and lower cups. She knew that I’d made up my mind — I grabbed the second one, showing her my selection. We picked the two best from
mine, both very attractive, and brought our clothing back to the dressing rooms.

Without a second thought, she lead us into the largest dressing room. All of the others were empty. It was generously spacious, with a sofa, plenty of hanging racks, and a price-checker. This was it. This was the moment where I would
find my fate.

“Jadyn, I grabbed you a bra in your size to go along with the thong. Do you want to try them on?”, she asked. I knew that it would be both rude and prudish to excuse myself to another room. We were both women, though she was a bit over
double my age. Although, she was like a mother to me. We had confided in each other, which belittled nudity to an irrelevant issue. I began by removing my shirt and shorts, leaving me in a set of underwear I commonly
wore at home, not designed to be seen in public. “That outfit is pretty revealing, are you sure you should wear it in public?”, she asked, not knowing that I hadn’t planned to be in a public place. “No, probably not”, I replied.
Truthfully, it was much more comfortable than my other outfits, and it wasn’t important to change it at the time. I proceeded to unclip my top, tossing my bra into a corner, followed by my underwear. My full, nude body was presented to
her now.

“Come here, Jadyn, let me see your body. You’ve grown so well!”, she said to me, taking liberties of spinning me around, but carefully avoiding touching my nether regions or breasts. “You’re so beautiful, you know that, right?”, she
asked. What was she doing? Why was she doing this? “I-I guess so, thank you” I nervously replied. I was confused. I had always been straight, rarely ever thought about girls, but in this moment, my vagina grew moist, my nipples hardening.
She had likely taken notice of this, and if she did, she did not comment. “Try on that thong”. I slipped the thong on. It was extremley comfortable, contrary to what I’d heard. “Bend over real quick, babe”, she asked. I didn’t
think much of this. She likely just wanted to see how my ass looked, which wasn’t too out-of-the-ordinary. I bent over, as requested, at the waist, placing my hands on the ground. “Jadyn, you don’t want everyone seeing your asshole,
do you?” She said accusitavely, as if I personally had chosen to put on the thong. Using her index finger, she pulled the thong out, touching my butthole in the process. As she worked the thin strip of cloth out of my ass, her finger
made continuous contact with my asshole. In that moment, I ceased to care. It felt incredible. It felt rebellious. I almost embraced it in that instant.

I chose to stay bent over, increasingly spreading my ass apart, raising it into the air. She knew that I had began playing her game. She began rubbing her finger on my butthole once again, only lubricated with her saliva. I did
not contest, but instead, moaned in pleasure. “Jadyn, I want you to be honest. Are you a lesbian?”. I didn’t know how to answer. I’d always liked boys, but this, this experience, it made me want to be with a woman. I had always
found her attractive, I suppose. I started to realize — there was a reason that I’d never been with a boy. I didn’t want to be. I wanted this. “Yes”, I answered decisively. She smiled, which confirmed every suspicion I’d formulated
until that point. She’d planned this. She knew exactly what was going to happen. Could she see me for who I really was, or did she make me this way?

As she continued rubbing her finger on the outer flesh of my asshole, I began to wonder what was in the bag she’d brought. A purse? No. I theorized that it was a part of her “grand plan”. Her finger began to penetrate my virgin,
untouched asshole. Realizing that I still wore the thong, I contemplated removing it, until realizing that she’d set it up that way. She wanted me to wear it. I wanted to please her. I wanted to make her happy, after everything
she’d done for me. So I kept it on.

“I’ve known you since you were a little girl. I never imagined you’d be such a dirty slut as a young woman. Such a nice little pooper, too. Symmetrical vagina. Why haven’t you let me do this to you before?”. “I don’t know,
I really don’t know” I said between moans and groans of pleasure. “Do you like my finger filling up your tight little stinkhole?” she asked. Her dirty talk alone was enough to rev my engines. I replied with an incoherent moan,
assuring her that I enjoyed it very much. The feeling of a foreign object entering, rather than exiting, my asshole, was a truly incredible experience.

I’d never touched my butthole before. I had no idea what it felt like. The sensation of it being filled from the outside made me feel as if I had to rush to the bathroom. “I feel like I have to shit”, I told her. “Hahahaha.
That’s normal, babe. You’ll get used to it soon enough.”. I took her word for it. After all, she seemed experienced.

As she worked her finger in and out of my little hole, she began to reach for my pussy. She worked a similar approach here, working a finger inside. The feeling was much different than that of anal — it felt purely pleasurable,
in more of a physical way than a naughty one. Juices started oozing on her hands from my pussy at this point. Knowing that I was sex-crazed, she allowed me a taste of my cunt’s juices. It didn’t matter how it tasted — it was
the action, the deed of tasting my own pussy juices that was so hot.

As she fingered both of my holes, she took a brief break to reach for a large bag. Inside, I saw several fun toys that she obviously intended to use on me. I couldn’t wait to try them all out inside me.

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That’s the end of part one! I went in a slightly different direction than my previous fiction, placing the story in a modern-day setting. The idea for the story was suggested to me by private message, and I loved it! So, this is
what I’ve written so far. This will likely be a two, maybe three-part series. I’ll have to determine how much flexibility the story has.

Thanks for reading! If you have any comments, thoughts, critiques, requests, etc., feel free to comment or send me a PM. I read everything. Thanks! :) xoxoxo

Source: reddit.com/r/eroticliterature/comments/71p6ke/teen_girls_first_lesbian_experience_with_an_older

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