Ahem...first hand knowledge as a Dom/owner of a large breasted sub...

You might prefer him to go a little easy on the 'pulling' part...the kind that might 'rip' some of the supporting tissue in your breasts. But...

I'd say the main issue is aftercare - making sure the bruises don't become lumpy or leave behind any hard 'scar' tissue. If we're talking about severe bruising you might consider using ice packs for after the play...cycles of ten minutes on, ten off, ten on etc. should do it. Arnica ointment is a 'natural' vasoconstrictor which might help as well.

Both these have the side bonus of helping to bring out very nice, dark bruising! :-)

But it also depends on whether the intent is to cause bruising. Maybe its worth experimenting with implements/tools which permit a nice 'attack' with less damage...flogggers can be very nice, leather straps (watch out for the edges though as these can be surprisingly 'sharp' in this context), hand slapping (again watching out for the degree of bruising/damage desired), even paddles. I like crops and even canes occasionally.

Crops make a great sound and cause some pain but not much real damage. Obviously take care with canes.

Hope you'll enjoy it all! :-)

Cheers

J