No she doesn't orgasm from the dildo. We tried sleeves and she didn't like them except for the floppy soft cyberskins and they aren't realistic feeling. She doesnt like dildos either, except this nice real feel 9 inch cyber skin, but she didn't orgasm.
Ever since we fucked with the second bull things have been different. She orgasms multiple times now in different positions. I have been giving her orgasms from doggy style, missionary, different positions, and then she likes to finish on top like usual. Not sure what changed but a switch flipped. She has about 5 orgasms every time, when she used to just have 1 from riding.
It's really hot and fun, and even better thinking that the next time we add a bull he's going to make her orgasm a ton of times.