Me and my boyfriend just had sex for the first time, we used protection and took all precautions very seriously. We were both eachothers first so it was a little bit of a guessing game on how to do some things. When he first went in I felt slight pressure, I thought My cherry popped but there was no blood. Later on the deeper he went the more pain I felt! The longer we went the tighter I got, I do not believe that I popped my hymen. When we were finished there was no blood on the condom is it possible that I did pop my cherry without blood or that I didn t go deep enough, I play competitive soccer and like to think of myself as a very active person, I don t think my cherry was already popped though due to the pain I felt.