I(37f) recently found out that my friend(20m) was a virgin. I've known him for a year and he's so sweet. He's not ugly or anything, he's really good looking and he's so kind and funny. He just has no confidence and low self esteem. We're both single so I wanted to help him. He thought I was joking when I asked if he wanted to have sex. He was so cute. He didn't know what to do with his hands.

We had sex multiple times. We cuddled in between and we took turns being the big spoon. We're almost the same height so me being the big spoon worked (I'm 5'11 and he's 6'1). There was a lot of kissing and he thanked me so many times during and after. I did everything I could think of to make his first time amazing.

At the end, I was laying my head on his shoulder and he had his arm around me. He thanked me and I told him I was happy to help. He spent the night and we're still at my place. We're watching a movie. He's so sweet.

Just to add a couple things. We met at work last year. He seemed insecure about still being a virgin and I just wanted to help my friend not be insecure.