Fingers work, and it can be very pleasureable without the (sometimes) uncomfortable feeling of having a huge cock in your butt.
A finger or two is usually enjoyable..doesn't really simulate anal sex though.
A make-shift dildo is what you're looking for...use a brush handle maybe? Just make sure you don't use anything that could be swallowed up inside you..that would make for a very uncomfortable trip to the ER.
any hints on tactics to use with just fingers?
Try a good firm cucumber, size of your choice?
Rimming. Knock at his door without actually inserting and he will open gradually. Superficial strokes of crevice and anus work marvels too. Ask him to push his ass hole out and in and massage it with a lubed finger (hand). Prostate massages is of course the final key. Massaging the prostate totally opens most guys. Prostate makes male ass hole to man's most important sex organ (power station of his sexuality).
wow I never reall thought about using any of this stuff....
See now, i've actually spoken to some medical students who work in the ER, and they've told me that a few guys have come in with injuries resulting from anal insertion. One nurse told me that a husband and wife came in to the emergency room, and that while they were having sex, the misses wound up BREAKING A DILDO off in his ass, and he had to have surgery to remove it.
There are also cases of girls getting vibrators stuck in them, too.
BE CAREFUL, and don't do anything I wouldn't do.