The Sex Files: ‘Period Sex Was One Of My Best Sexual Encounters To Date’

Memories of the best (and worst) rides of your life.

“I don’t know if it’s common, or it’s just me, but one of the many symptoms I face on my period is being super horny. This isn’t ideal though, as the thought of period sex always felt a bit awkward and messy to me, especially as a single woman. I had been casually seeing Mike for a couple of weeks, we had met through friends, and he was so fun. It was so lovely dating a guy who came across considerate, funny and just one of those good guys. We’d only been on a few drink dates with the occasional sleepover, so I was nervous when the day for our next date came the same day as my period.

I was annoyed but felt it was too late to cancel and I really did like him. We went for some cocktails in town, and got a bit tipsy. He suggested we go back to mine and I happily obliged, as I figured that I could look after him even if it was that time of the month for me! When we got home to my bedroom, and started kissing and things quickly heated up, he eagerly began to open my jeans. I stopped him, and told him I couldn’t but that I could happily focus on him tonight.

I stripped down but kept my underwear on. But the more I caressed him with my hands and then my mouth, he told me he wanted to be inside me. I stopped and awkwardly told him I was on my period. He was so sound about it and didn’t make it a big deal, ‘If you’re okay with it, I’m okay with it,’ he said. ‘I’ll just wear a condom and we can take it slow’. His chilled response made me feel so comfortable, so I went for it. I slipped off my underwear and lay on my back – I figured him on top would be easier.

We took it slow and gentle and he made sure I was super comfortable. Before I knew it we rolled over, and I was on top. Once I found a comfortable angle – sitting slightly forward, we got into an amazing rhythm. He gently touched my back, my hips and then my breasts. His soft touch meant that even though they were super tender, it felt so good. It was like all my senses were heightened, so the pleasure was immense.

Because we took it so slow, it lasted for ages, kissing, caressing – I never fully understood the meaning of writhing, until this incredible encounter. When I finally began to climax, he did too, and we pretty much came at the same time, which had never happened for me before. The orgasm was long and drawn out, and so intense. When we finished I took the condom off him and popped it in the bin.

I had always expected a big awkward mess but in reality a few marks here and there were easily wiped away with a make-up wipe. That part wasn’t exactly sexy, but it didn’t matter because of the unbelievable session we had just had. I had always avoided having sex while bleeding because I figured it wouldn’t be fun for either of us, when in reality it was probably one of my best, most intense sexual encounters to date.”

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