I felt an intense nervousness. Was she going to rip me apart? Did she call the police? Well, I guess I did nothing illegal but… the creepy police? Was I too creepy?
The next message she sent me changed everything.
This never happened, and I’ll never forgive you if you blab
Taylor motherfucking Wise sent me her tits. It was a picture, of her (although she was smart enough to not include her eyes in the picture, just her mouth), topless. Her tits, which looked just as impressive on her frame with no shirt as they did covered, were on full display. And fuck yes, I was right. Small, brown, adorable nipples.
I was glad I put the toothbrush down. If I hadn’t, I’m sure I would have choked to death right then and there. She was wearing the same jeans she wore today, so I knew it was taken right then and there, and her sexy chipmunk face sported a cheeky little grin to complement the picture.
I had to sit down on the floor to compose myself. My cock was throbbing. I don’t think my mouth left the O position. If I was an anime character, it would have been Nosebleed City. Granted, thanks to porn a bit ago I knew what nipples looked like, but… these were Taylor Wise’s nipples. Plus, just minutes ago I was sure I’d never see them in my life, and I had tried. What a roller coaster tonight was.
After a few minutes of admiring, I realized I was neglecting her. “Less is more,” I found myself repeating out loud as I wrote a response text. “Less is more.”
I’m speechless. You’re so beautiful.
I never liked the idea of masturbating in the bathroom (hell, the concept of masturbating was still kind of foreign ground to me). Something about the idea of people being just outside, maybe wanting to use the bathroom, and getting caught. But Kevin was in my room, and the sexiest, most popular woman in school just sent me a picture of her tits, knowing full well that I wanted it, and knowing full well what I wanted to do with it. I lowered my pants, and grinned. It was no longer creepy to do this. She sent this to me. She knew what I was going to do with it.
And she was fine with that.
As I began to stroke, my phone buzzed again with another message from her. As one could imagine, I already had the phone in my hand, so the message came up on the overlay. It was simple, clear, and concise.
Less is more. I figured that was all she wanted to say on the subject, and she did not want me talking about it for half the night, so I assumed she’d send another message if she wanted to talk about it more, and left the conversation at that.
If one had told me even ten minutes beforehand, let alone when I started tutoring Taylor Wise, “Hey, she’s going to show you her tits,” I would have never believed them. Heck, depending on the timing I may have even been weirded out by such a notion. But now it was real, it was here and it was happening, and it was my reality. And the scariest and most exciting part was, this was clearly not the end of the story. In fact, I realized as my orgasm approached, nearer and nearer…
This may have just been the beginning.