Page 10 of Dating the Boss
Harry:Thinking of u.
Me:Oh yeah??
Harry:Wanna see?
I shook my head with a laugh. I’d forgotten he was in the age group of guys who thrived on showing off their dicks whenever possible. I’d had my fair share of dick pics in my life. Hell, I’d even sent a few of them when I was a dumb college kid too.
Me:I’ll show you mine if you show me yours.
Harry:lolol k gimme a sec
He sent a picture less than a minute later of his rock-hard dick standing at attention, his fingers curling around his base.
I then opened my robe and took a picture of my bare chest, making sure the bottom of the photo cut off right before it reached my dick—which was starting to fill. I sent it to him.
Harry:Ah, fukk. I wanna rub my hands down ur chest and tweak those nipples. Kiss ur neck. Would u like that?
Oh hell.I hadn’t sexted in a while, but I knew that’s what this night was turning into. I preferred to actually fuck rather than message about it; however, it could be fun, so why not?
And so, I told Harry how much I’d like it, and then I added a bit about licking his abs and stroking his cock. I felt ridiculous, but he seemed to be into it. We texted back and forth for a while, each message getting steamier.
Harry:R u touching urself?
Me:Maybe.
Harry:Let me see.
I was, indeed, touching myself. Harry was young and sweet, but he had one dirty fucking imagination and a way with words. Even if he did spell them wrong. I switched to my camera and took a four-second video of me stroking myself. Before I could send it, my phone vibrated with another text.
My heart jumped out of my chest when I saw who it was from.
Daniel Sawyer:I apologize for messaging you on your personal phone, but I forgot to mark on my calendar that I have a dentist appointment first thing in the morning. When you get into the office, can you move my nine o’clock meeting to eleven?
With trembling hands, I responded.
Me:Of course! I’ll take care of it.
I switched back to my message thread with Harry and sent him the video.
Harry:Holy shiiiit. Ur so fuckin hott
He then sent me a short video of him jacking off too. As I was typing back a response, my boss texted back.
Daniel Sawyer:Much appreciated.
Harry sent a text at the same time, asking me what I wanted to do to him.
Me:I want to suck your cock and have you cum so hard you forget your damn name.
Daniel Sawyer:Excuse me?
“Oh my god!” I flung upward in bed as an anchor dropped into my gut. My heart pounded painfully against my ribs, and the air was sucked from my lungs.
I had accidentally sent that text to Daniel. As I quickly texted him back to explain, I was shaking so bad that I kept hitting the wrong buttons.
“I’m gonna get fired. Oh my god.”
Me:OMG! I DIDN’T MEAN TO SEND THIS TO YOU.
