"Tails!? What are you doing in here!?" You shout, shocked to find your sidekick and best buddy bound and gagged in the closet of a woman like Vanilla as you work to free him, removing the gag first to allow him to answer you.
"Thanks. Now then, I came over to spend some time with Cream, but she wasn't here. Vanilla offered me some tea, which I'm pretty sure she spiked with something, because after I drank it my dick got hard."
"Uh... You sure it wasn't just her huge knockers?"
"I'm sure. Anyway, after she saw my junk she just threw herself at me. We went about three rounds before I got worn out. That's when she showed a whole 'nother side of herself."
"Huh? What do you mean? She's always seemed so kind and sweet."
"Normally, yeah, but appearently, when her sexual appetite is involved, she can be cruel. When I got too tired to continue, she turned into a freaking dominatrix and forced me to keep going! She said I was her new toy and after she finished she tied me up and threw me in the closet!"
"Whoa... I don't know whether to be jealous or feel sorry for you..."
"Yeah... Now, I've got some questions for you. Why are you going through Vanilla's closet, and why are Amy and Cream naked?"
"Really, dude? You've gotta ask why they're naked? Knowing how Amy is? As for why we're going through Vanilla's closet, Cream wanted some 'adult' toys to use. Hmm... Hey, this might be kinda awkward, but why not join in? I know how bad you have the hots for Cream, so why not?" You ask, shocking the girls.

Does Tails join, and if so who does he start with
No.
Yes, Amy
Yes, Cream