Will tampons still hurt the second time?

so yesterday i decided it was time to actually start using tampons. but it hurt SO BAD to put it in, and take it out. it was the first day of my period yesterday for the month, and i used tampax pearl lite. im planning on wearing one again today since im going swimming. should i stick to lite or use regular or slender regualr? and WILL IT HURT AGAIN??? thanks :))