The only thing I'd worry about is a "bullet vibrator" that really looks like a bullet. I have an Rocks Off 60 mm bullet vibe and the instructions tell you not to take it in your carry on. I have no idea if it's really a risk (because some of the bullets DO look like bullets....with electronics and batteries inside) or if the company was only being funny.

Any other dildo or vibrator should not be a problem. The TSA people have seen enough things like this that they will not really give it a second look, except on occasion swab it (which they do with random things from time to time) and put the swab in a machine (they are looking for explosive residue.) I've had everything in my bag swabbed one time, coming out of Logan, due to packing a hemp dress that obviously made TSA dogs nervous. We also got "special attention" but it really wasn't a big deal.

As JR said, the verbiage "It's a dildo." (If asked, if not asked, say nothing) rather than "It's MY dildo." is probably the best thing.

JR. "I've had it with these Motherfucking dildos on this Motherfucking plane." I almost put half a slider through my nose!