If I already know a given lady and am comfortable with her, then I’d have no problem with it; honestly, once we’re comfortable with each other, I’ll do most anything (withn reason...) to try and accommodate or please her.  What can I say?  I /love/ the ladies.

I've done only when they asked for it. I've never volunteered it. But we a had history, had seen them 4 times or more...it's harmless. You should see what they send back...Ay Dios Mio!!!

Judging is like, 90% of what I do.

It was freaking awesome to record it for them. Turned me on incredibly.
I'd never send an unsolicited dick pic  
It surprised the heck out of me to be asked to do that. I was incredibly flattered.

(I'd need to send it by microfilm, however.  Ba-doom 8o)

for a dick pic but I'd send my cock over if she asked. I've sent dick pics before (not to hookers). I don't send dick pics to strangers. I would have to know a hooker fairly well to send a dick pic, unless she asked.  

If my face isn’t it it and it’s someone I’ve seen before, why not?

I'm flattered you asked, but I graciously decline.

my wife. It was never random and was/is in a flirty context. They sent me boob shots and sexy poses in response.

I only recently got Jake and GaG to stop sending ME dick pics. And it wasn't even THEIR dicks!

... sure, I'd send a dick pic.  (Without a face shot, though, don't want to end up like Anthony Weiner.)

If we knew each other very well (multiple meetings, RL names, etc...) and she wanted a pic, I'd let her take one using her phone. Naturally, I'd expect her to reciprocate.

It was  cock, balls, hand and a shot of the porn I was watching at the time.

Not one of you guys said, "Sure, but I'll need a wide-angle lens."  

One of my faves and I had a 3some last month and she would take a couple of minutes while we were changing positions to take photos of me deep in the other provider -- close up and personal! So we made sure she also had other "angles" to capture my good side!

His ass.

...how he knows those pics aren't really pics of your and GaGs dicks?

when you say "I'd expect her to reciprocate" are you implying you see chicks with dicks? If that's your thing... great... it's just surprised me that's all.

...As long as her lipps were wraped around it !

I don't see a problem with it. If anything,  it shows you have a genuine interest in him beyond paying the bills. If it were me, it would only drive me to want to see you more, because I would know the time together would be real....rather than good showmanship. It's a D pic....as long as his social security number isn't tattooed down the side of it, it's not going to " out" him.  
I think it's pretty hot myself. Good for you! Showing a human side rather than acting like a cash register with a pulse. Need more ladies like you in the biz....my two cents.

Judgmental doesn't mean you're an asshole, if anything, the opposite is true and some people are just assholes to the core.

QUACK Quack..🐥🐤

As long as it wasnt a craigslist or BP ad ...

...hard to get that pic without one...  

Oh, to be sure -- I took THAT photo of both of them wrapping their lips around the ol' Dino Dick. Two mouths and four lips working it? Yeah, one of the highlights of a 3some!

-- Modified on 2/17/2018 11:21:01 AM

I’d like the request if I knew her well.  Unfortunately, the better I know a woman, the more modest I become.  I probably would not want to share a dick pic.  And not that my dick is all that unique.  But, anyone who finds a way to ID my dick has virtually unassailable proof of something going on.

Use a face pic you have on social media. It gives you plausible deniability. Anyone could obtain it, so it proves nothing.