You might want to check your bed. I know its gross,but that sounds like Bed Bugs. Before you go to bed, completely check your body.Then in the morning check it again.If you have bites that were not there before, you have Bed Bugs.
I Have Insect Bites In Both Armpits And Oddly Enough, In The "Crack" Portion Of My Buttocks. What Insect Is Going For These Warm Areas Of My Body?
Most likely Deer Ticks, they tend to munch in an area for a little while until you scratch and dislodge them and they move to a new spot leaving a nasty little bump that itches for several weeks. They are as small as a pore in your skin sometimes and more fragile than the bigger ticks. (Carriers of Lyme Disease)