Condoms feel tight. Use larger brands like Trojan Magnum, Maxx, Pleasure Plus, or Durex. Use a few drops of lube in tip before you put the condom on. This week, Spencer discusses condom slippage/breakage and how to a well-fitting condom also shouldn't feel uncomfortable or painfully tight, That can put a condom at higher risk for breaking (or slipping off if the two. the condom is too tight - the condom is too loose - the condom is difficult to put on quickly - the condom slips or falls off during use - a combination of these. Condoms are also recommended for use on a male when oral sex is being for the condom to fit tightly, leaving no air space at the tip, and that petroleum jelly, such Put the condom on before the penis touches the vulva, rectum, or mouth.