Sex during menstruation was never a big issue for me, even in high school. I'd just throw down a towel and keep a washcloth nearby. Of course, depending on how frisky we were feeling, the room could end up looking like part of a Manson family crime scene.
Often my cervix and vaginal walls were softer and it was more comfortable and pleasurable to have sex on my period than other times. The orgasms helped get rid of cramps, so that was always a nice benefit.
I only had one lover who had issues with it. It was about ten years ago. He was a law student I hooked up with from time to time. Real cute guy, preppy, sweet and baby soft peaches and cream complexion that was so fun to put a blush on. What can you say, I tried my best to corrupt him. Before we parted ways, I gave him an experience he never forgot; his first and only rimming and prostate massage. I ran into him a few months ago and he still remembered it lustfully. I'll have to see about a repeat performance if he's game.
So anyway, he and I were having sex in his single bed in the dorm. I was at the end of my period and you know how it is, girls, three days on, then the flow stops, you think it's over, then BOOM, it hits again on the fifth day. So it was the fourth or fifth day and I thought it was over. I was having fun riding him and teasing him. I lifted off him completely and was going to slide him back in, but something didn't feel right. It turns out that I had stripped the condom right off him. (I told you I'm tight.) So, no big deal, I'd just pull this one out and slip another one on. There was a tiny and I mean TINY smear of pink near the tip of the condom and he freaked out. Apparently, the kid was one of those squeaky clean squeamish types and afraid of blood. I thought he was kidding because well, that's just stupid. But his phobia was strong, so that was the end of the night. The big baby.
Of course, there's a slight twist of fate to this story. When we had arrived at his dorm, he went off to the little boys' room and I was going to go to the little girls' room. However, it was not a coed dorm, so I had to stay in his room and wait it out. I had put a tampon in before I left the house and checked it while he was away and it was completely clear. I had left my purse in the car and there was no place to put it, so I slipped it between the mattress and box spring and was going to retrieve it when we were through. But his call of bloody murder unnerved me and I forgot about it. He probably found it at the end of the semester and probably had no idea how it got there. Poor guy.
As odd as it sounds, I turned out to be squeamish once when I encountered another woman's menstrual blood. My ex-boyfriend and I used to swing and he'd invited our girlfriend and one of her male friends over to play, but I was tired and decided to nap and let them have at it. I got up to pee and they beckoned me to join them. The room was candlelit and Christmas music was on the stereo and nothing says orgy like Feliz Navidad, so I joined in. The four of us had a great time and when the lights came up hours later, I noticed blood under my nails. Then I noticed bloody handprints on the wall. I knew it wasn't my blood, so I took her aside and in a whisper and told her what I found and asked if she needed a tampon or pad or anything. I was trying to be discreet and she thought it was just precious that I was worried that the boys would find out. She said that they already knew and it wasn't a big deal. After she left, I spent several minutes scrubbing the blood from my fingernails, but I couldn't help feeling like Lady MacBeth. For days, I kept thinking that I could smell blood on my hands.