Heather
Age 55. Female. Straight.
Age 13
Finally, A Real Man
He came in grade 7 from the feeder school in the next neighborhood. I spent that whole year playing basketball with him every day at lunch, hoping our bodies might collide. I asked him out to the spring dance, and he said no.
Age 17
Adventure and Chaos
Dave introduced me to cocaine, motorcycles and romantic love. Also, he taught me that you can't assume someone’s size based on their height. Wow. We had sex everywhere. He was my first boyfriend, and he gave me my first orgasm with a partner. He was cool, and he was crazy. He died a couple of years ago due to alcohol complications.
Age 22
More Adventure and Chaos
I met a townie with a motorcycle (I had a thing for motorcycles). He had a drinking problem and childhood trauma. He was an amazing partner with a massive heart, which I ended up breaking.
Age 30
My Best Friend
His brother was in love with me. His parents hated me. But he had been my best friend since we were locker partners in high school. This was healthy. A guy who loved me more than anything, and I felt the same about him. Sex was weird at first because we were friends for so long, but it felt safe and comfortable. It lasted 22 years before he quit caring. We still talk, but he turned out to be the biggest disappointment of my life.
Age 52
My First Tinder Date
First time single and on the apps. I was terrified. How could I hook up with a total stranger? Here’s how: a hot 32-year-old Portuguese doctor. Kind, caring and looking for an older woman. We hooked up, but it wasn't great.
Age 53
The Almost Threesome
A hot couple reached out to me on IG, saying they wanted to have a threesome. I agreed to meet them, and they never showed up. I found out later that the wife died. So I guess that’s why you don’t wait until you’re 53 to have your first threesome. I met up with the guy a year later. He was an alcoholic, with a motorcycle and childhood trauma. I had an orgasm!
Age 55
Half My Age Plus 0
I was waiting for my pizza. I complimented this guy on his tattoos. He complimented me on mine. He was a tattoo artist. We shared IG and slowly built up to the most passionate animal sex I’ve ever had. I found out later that he was still in his late 20s. I used to go by the half-your-age-plus-7 rule, but now I'm like Cher or Madonna. My point is, I make the rules now.
Disclaimer: All names and identifiable details have been modified to protect the reputions of our contributors in the eyes of their partners, colleagues, and parents.
Keep reading
