A list of things I said I would never do online (and then promptly did)

  • Show my bare ass
  • Show my bare boobs*
  • Show my pussy
  • Do any sort of cam show**
  • Make money off of any sort of cam show***
  • Masturbate on cam
  • Give out my real name, location, or any sort of information about myself

 

Although, one thing I said I would never do (and haven’t) was post nudes that also include my face. So if there are any of those floating around out there, they were screenshots and unsanctioned. And whoever took them/distributed them is sort of a huge jerk. 

 

*I got Reddit Gold for this, twice. 

**Including Skype

***I made quite a bit- In a month and half, I made around $1500, not including Amazon gift cards. I had said I would donate 50% of what I made, but I have ended up donating about $1250.

Better late than never

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Hmmm… I realized I jumped a bit too far ahead in my story, because I left out a big part (What I’ll call “The Late Bloom Pt II“)

Basically… It’s this:

In middle of talking/sexting with my best friend is when I started masturbating.

I remember trying once or twice in high school, and it being very unsuccessful. All I knew was about sticking some fingers inside or something, and I didn’t really have anyone I felt comfortable asking.

So somehow between high school and college, I discovered the clitoris. How had I missed this before?! And why had no one told me?!

I started in the shower, after sexting. And after a while, I decided I needed a toy. So I bought my first vibrator. (By the way- Adam and Eve are awesome!)

At first, I only used it once or twice a month… but as time went on, I discovered how much I enjoyed it.

At the point where I began posting on GW, I was masturbating multiple times a week.

Okay, whew. We’re back up to where we should be.

 

 

By the way, the title is referring to posting late, not masturbation. I think…

Going Wild

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After a few months of being single, being bored, and being lonely, and a distinct lack of sexting (as someone guessed this post would also be about)- I somehow found myself on Reddit’s Gone Wild (GW). 

I had been a Redditor for over a year on my real account, and knew of the existence of GW, but had no desire to go there. So I’m not really sure what led me there one day. And I don’t know how many times I went there before thinking about posting.

And I don’t really remember my though process leading up to my first post. All I remember is being online and just thinking- Okay, yeah. Let’s get naked.

So I created my throwaway account and took my first pictures for GW. It was an album for verification (which GW requires to make sure you only post pictures of yourself, or with someone’s permission). I wore a white bra from Victoria’s Secret. 

I told myself- okay, I’ll submit these pictures. But I’ll never post actual naked pictures. 

Hitting the submit button, I felt that familiar rush. And then the messages (PMs) began pouring in. 

In all honesty, I had never considered myself that attractive, maybe mediocre. And all of a sudden, I was getting the attention of hundreds of men. It was intoxicating. 

So I began posting nearly daily. I loved coming up with new shots and angles, but I kept clothes on the entire time. (Some of my favorite photo sets were from this time). 

Meanwhile, my inbox was filled with praise and people begging me to get naked. 

The one who broke my heart

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Fast forward- I ended things with my best friend after a few months (we haven’t spoken since, he and his girlfriend got engaged a month later, and are now married).

I began talking to another guy. It was long distance, so we relied heavily on technology. So again, more sexting. Lots and lots of sexting.

It was a while before he finally began asking me for pictures. I began sending him the same sort of pictures I was used to taking, but he told me the best part was missing. After a panicked moment (boobs-check. ass-check. What could be missing?) He told me he’d like my face in the pictures (Ohhhhh. Smoooooth.)

I sent him several, face included. Those are the only nudes to date that I’ve taken that included face (and the only ones I plan on taking, maybe ever?)

So this relationship was sort of short-lived, but I ended up having fallen for him pretty hard, and when he ended things, it threw me for a loop. (This also answers the question I get a lot: “How are you still single?!”)

The First Taste

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My first pictures were, I’m sure, awkward. At first, I refused to pose in anything less than a bra and underwear. And I didn’t know how to pose.

But as the months went on, my friend would make specific requests about what he liked, and I would try them out.

I also began looking up pictures and poses online, trying to mimic what I saw. Through internet searches, I also discovered porn sites (okay, I already knew they were out there, I just had never been to them) and began frequently watching porn, trying out different kinds, experimenting with what I liked.

Through all this, my poses grew better and I became bolder, wearing less and less clothes (not that there was much to lose anyways).

With each sent picture message, I became hooked on the rush. Waiting for him to receive it, waiting for his excited response. His praise for my body was something I had only minimally experienced before, and the ego boost was incredible.

The Late Bloom

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Do you ever think about having sex with me?

The question came last summer one night as I sat in my living room, bored.

He had been my best friend for 8 years. He knew more about me than anyone has, ever.

He was a very attractive guy and at one point in high school, I had nursed a bit of a crush on him.

Do you ever think about having sex with me?

On a college break one year, while lying in bed and watching a movie, we decided to experiment a little by at least kissing- just to see what it was like. Just to see if it held any potential.

It was a good kiss. But there was no spark. So we returned to the movie.

Do you ever think about having sex with me?

Our relationship was always physical- but in very platonic ways. We hugged, we cuddled, we traded back rubs.

He even harmlessly mentioned fucking a couple times… But I didn’t think he meant it, honestly.

See, he had a girlfriend. And she was pretty. And by “pretty” I mean “put that girl on the cover of any magazine and she would SELL” pretty. And she was sweet. And somehow, she trusted his and my friendship enough to let us hang out alone, all the time.

Because nothing would ever happen.

Do you ever think about having sex with me?

I didn’t, actively. But sometimes I would wake up from a dream where he had been fucking me, would roll over and text him.

Yeah, I sometimes do.

And thus began my first experience with sexting with my un-single best friend.

And when he told me he’d gotten a new phone and had no pictures on it to masturbate to, he began requesting pictures.

So I sent my very first naked pictures.

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