I almost sent a video of myself masturbating to my boss then chickened out?

Should I go ahead and send it? I only want to send it if it will make him fuck me / want to fuck me. If not then there’s no point as it’ll just be awkward.

I took a video of myself naked holding up a little photograph of him to the camera then sitting it down beside me, turning and staring right at it while I rub myself to orgasm and then come. It wasn’t all loud and fake and porny, I mean I made some noise when I came, couldn’t help it, but it wasn’t too over the top and then at the end I said to the camera, ‘I only ever think of you when I come’ and switched it off. ☺️

It’s kind of cringe watching it back but at the time I thought it would be sexy lol. Really don’t know whether to send it but I’m so sexually frustrated and desperately want a fuck from him. Been hot for him since I started working for him almost a year ago.

Opinions? Thanks...
Updates:
+1 y
I don't know, he’s always very professional but that’s a work environment. He does flirt sometimes but not only with me. I think I will do it, because after the initial embarrassment is over at least we can’t pretend any more. Either he wants to fuck me or he doesn’t. He can’t fire me for being sexual with him, can he?
+1 y
How would I lose my dignity? I felt like the video was quite dignified really.
0 2

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What Girls & Guys Said

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  • Lmao yeah go ahead and do it you'll be fiiiine

  • "He can't fire me for being sexual with me, can he?" That's where you went wrong, yes, he can.

  • As a business owner, I can tell you you’d be putting your future prospects at risk. Even if the boss is interested, the relationship could end badly and everytime a new employer would call him for your reference for you he’d fuck you over.

  • Go for it. Rub yourself until you cum, send the video to him. It will turn him on and he should fuck you.

  • It really depends on him...
    Is he married?
    Does he have a girlfriend?
    Has he made any moves towards you.
    If no to any of these, you could get fired!

  • I think your boss would be a lucky guy off you did.

  • Hell no not a good idea at all

  • This is a hard question to answer seeing that I haven't seen the video. Let me see it and I'll let you know lol.

  • Well I can understand the frustration, but not a good idea in my opinion.

  • Edit out the personal stuff and just send the masturbating part. Then you can claim it was a mistake if it goes bad. Plus the part that targets him might seem creepy and turn him off.

  • are you really want to have him or be with him or only doing it for progression?

  • If I was the boss I’d have to Jack off and cum to it. That’s hot af

  • yesss send it to him gurll

  • If this would have been a male fried that you get along with nicely, sure, then videos like that can be hot in the right context. But I'd be very careful about mixing these things into your work environment. Sending explicit vids to your boss might have an affect on your professional relationship with him.

  • Great way to lose your job.

  • Send him a video of a woman masturbating.

  • Don't send it; a relationship with your boss is doomed to failure.

  • I he don't like it, he can fire you if you send a video of yourself masturbating to him. That would be an invasion of his private life. Maybe you should start soft and not in an inappropiate way.

  • Having never met him, what do you think? How do you think he'll respond? I wouldn't risk it myself, especially if you care about your job. There's more risk than reward in my opinion. But up to you.