I haven't sent any myself, but I saw someone post a response from Elizabeth Hurley and one of the pictures was sort of like you're describing - nearly nude, but classy. I would search the site for that post and see if it's along the same lines, because that poster was successful.
I personally think that if they got the photos taken, they would be fine with signing them, but maybe in your LOR, address that they may not want to, and include an extra photo for them to sign if they're more comfortable with that instead.
Just my two cents

I’m not talking about screen captures, paparazzi nipple slips, or something hacked from a cellphone. I mean like the ones from Playboy or other photo shoots. Some of them are pretty classy and, since they tend to be from professional photo shoots, they’re usually pretty good quality. They had the photos taken so it’s obvious they know about and approve of them.

I haven’t sent any out but I might consider it depending on the picture. Plus, for one actress I’m planning on sending to I’m having a hard time finding a picture I like where she has all her clothes on.

I’m curious what everyone’s thoughts are on this.
Would you consider sending them? Have you sent any and, if so, to whom and what response did you get? Also, where did you get them printed or did you just print them yourself? I've been getting mine at Copy Max but I doubt they'd approve if I took in a topless photo. Not to mention my own embarrassment.