Illustrated True Stories with Jennie 

​Not That Anne

​​​​​This is a story about Anne. Not ​my Anne, but a different Anne. I met Anne Teresa my sophomore year of high school in band. She was an incoming freshman. We became friends and frequently hung out with each other after school, and even went to a spring dance together because we didn't have dates of our own.

She was everything I wanted to be in high school - cute, petite, flirty, fun, while I was shy, awkward, and taller than most of the guys. (And being a tall girl in high school sucked, because the only clothes that fit right came from Talls department at JC Penney. No Delia's for me.)

Yeah. Not exactly what you want to be wearing when you're a 15 year old girl. Honestly, not exactly what I want to wearing as a 40 year old woman, either.

 

 

After I graduated, we stayed in contact, but not close contact, and kinda lost touch after I moved to Minnesota with my Anne and she went off to college elsewhere from where we grew up.

But she ended up near Madison, which is a bit of a drive but not too far, only a couple of hundred miles from us in the Twin Cities. (For my European followers: What's the difference between America and Europe? In America, 100 years is a long time; in Europe, 100 miles (160km) is a long drive. But I digress...)

Now, Anne is really into things like the Renaissance Festival, and Minnesota has a pretty decent one. One year I saw a post that she would be coming to ours, and responded that we should go together. My Anne couldn't make it because of other obligations (we were living together at the time but not "together together.")

I had also come out the previous summer.

Anyway, we had a great time at the fair, and we went back to her hotel room and got very drunk. Heat, dehydration, and the three bottles of wine we bought there all played a role. At some point I texted Anne (my not-yet my Anne) to let her know I wasn't coming home tonight.

We're flopping around in the bed, laughing, having fun, still in our period costumes. Lots of talk about old friends, boyfriends (and girlfriends in my case), and sex. 

At one point, she catches me staring at her boobs, still pushed up and together. 

We were both wearing outfits similar to this. You'd stare too.

 I apologized.

She said not to worry, then as best as I remember, the conversation went something like this:"You know, I had a crush on you back in high school. I didn't think you'd go for it though."

"I wouldn't have, not back then. But I thought you had a crush on Andrew?" Andrew was my boyfriend most of my junior and senior years.

"Him too. A bit of envy, I guess."

Now, I didn't have a crush on her back then, but after spending the day with her, I was feeling a spark. I went for it.

"Well, do you still have a crush on me?"

She looked away, and in period voice says "Methinks, this lady should not refuse a kiss from one so fair as thee.” Then she turned back, and said “My lips, two blushing pilgrims, ready stand.” Yes, she really did throw Shakespeare at me, and with both of us in costume, was incredibly hot.

I touched her chin and tilted her head to me, then kissed her. A closed mouth kiss, but on the lips.

I pulled back and looked into her eyes. She grabbed my head and gave me a full, open-mouth, sloppy, wet kiss.

I rolled her onto her back and straddled her. We kissed more. We pulled on the ribbons of our corsets, trying to loosen them.

My hand was on her leg, pushing the dress's skirt higher. My hand worked up her thigh, squeezing it and pushing higher, until I reached her panties. Fingers went under the elastic band around her leg.

"Wait."

I froze.

“I might have a crush on you, but ... it’s just a crush. I’m not  ...”

I look into her eyes. “Do you want this, right now, in this moment?”

Her eyes closed and she nodded yes. I kissed her.

I moved off of her, and lifted her skirt fully up. Lifting her legs, I pulled her panties up and off and tossed them off to the side. I pushed her legs onto one shoulder, and looked at her with one hand holding her legs, and the other petting the back of her thighs. I smiled at her, then tickled the spot where the thigh meets the butt. 

She laughed.

I slipped my hand between her legs at her knees, then slid down to her pussy, and pulled my hand out, brushing against her pussy.

She squirmed and smiled.

I pulled her legs apart, and repositioned myself to go down on her. I kissed her pussy, then I lifted my head and looked to her eyes. We smiled in each other's gaze.

I scanned her body, still in the long, heavy dress with the skirt now pushed to her waist, the corset still around her, although loosed, and the ribbons still in her hair. 

Then I had an idea. I grabbed the skirt, and pulled it over my head before diving into her. 

​

She was very quick to cum, between my lips sucking her clit and two fingers inside her.

I crawled out from under her skirt, and laid beside her, and held her.

She timidly asked if she should do the same. I told her we have all night, and suggested we go to the hotel bar for some more drinks (I could feel the alcohol wearing off.

Now, let me say that while Anne had a change of clothes, I did not. I hadn't been planning to stay, so the only clothes I had apart from my RenFest costume were an extra set of shoes (for driving) and a lightweight early fall jacket.

So we tied our corsets and fixed our hair. Anne couldn't find her panties that I tossed, so I suggested she go without them. She agreed, on the condition I do the same. I slipped then off and tossed them at her face. We laughed, then headed down to the bar. Turns out, we were not the only ones in costume.

After a couple more drinks, I suggested she stay one more night and we go back to the fair again tomorrow; she had planned to head back to Madison in the morning. We swung by the front desk on the way back to her room and got that taken care of.

Back in her room, I suggested a bath in the giant whirlpool tub in her room -- big enough for two if we got cozy, and I planned to get cozy.

I drew a bath, we took off our dresses and hung them, and got into the water. 

We washed each other, kissed each other, played with each other's boobs (a lot -- this was, after all, the first time we had been topless together), and fingered each other.

​

We actually did bathe each other first.

After we came, we relaxed in the tub with me spooning her, caressing her body and lightly kissing her neck.

 

We got out, and toweled off, and got ready for bed. Anne had pajamas, but since I did not, I protested that it wouldn't be fair, so we slept naked together in each other's arms.

​

The next day, Anne woke me with a kiss, and then as soon as I was awake, she went down on me. I guided her, and when I came, I pulled her up to kiss me.

After that tryst, we put our dresses back on. This time I had trouble finding my worn panties, but there was no way Anne's would fit me. She suggested I go commando, since the dress was big and bulky no one would know. I agreed, since I didn't particularly want to wear the same panties I had spent yesterday tromping around the fairgrounds in.

I texted not-yet my Anne to let her know the plans. She asked who I hooked up with, and I assured her that it was just me and other-Anne having fun and catching up on old times. It was the truth, although certain details were left out.

We did have a lot of fun. Anne convinced me to buy a metal bra I could not really afford it, but she offered to buy me a matching studded leather skirt to go with it if I got it and wore it the rest of the day. I immediately agreed without thinking, and only then did I remember that I was commando. (I have a tendency to make dumb snap decisions like that and fall into devil's traps, and then I'm too proud and insist on following through even if the other person doesn't care...) Now, wearing nothing under a dress that cuts across the ankles is one thing; wearing nothing under a small skirt is another, but at least it was heavy and stayed down. But I had agreed and I didn't go back on my word. She bought herself a flimsy, short-cut fairy costume, and we spent the rest of the day attracting a lot of attention, and I spent a lot of time very attentive of keeping my legs closed.

​ Something like this, only it fit me better.

Hers wasn't quite so cheap looking, though, but that's the general idea.

We left in the early evening, and grabbed some food and drinks at the hotel before heading up to her room for another night of whirlwind sex.

Before we parted that morning, I asked her if she enjoyed her little lesbian fling. She said very much so, and we should get together more often, but she also confessed that she had been curious and saw me as an easy way to explore her curiosity. She added that she still liked guys, but with me it was a totally different kind of attraction.

I kinda knew she was using me as her "lesbian experiment", and honestly, I didn't care. If I can help someone find themselves, especially someone I've known for so long, I will. She is married with children now, just like me and my Anne, but we still get together for fun and sex (her husband too; pretty sure he doesn't mind). To the best of my knowledge, me and my Anne are the only women she's been with.

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Notes:

Text (C) Copyright 2021 Jenevieve E

While this is a true story, the images shown are for illustrative purposes only, and are not of us.

This is an expanded version of this post, originally appearing on my primary blog.