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V-Card Diaries: Gwen "I wasn't raised in a sexually repressive atmosphere. Quite the opposite."

Today we're highlighting Gwen in Sweden whose first sexual partner was an Eminem wannabe she met at a Bartles and James wine cooler party. If you want to tell your story, go to our submission form. You can find all our V-Card Diaries here.A little about myself:

39-year-old dual American-Swedish citizen living in Sweden. After two unhappy long term relationships (one of which was mostly sexless) I am engaged to the man of my dreams.

How I define virginity:

Having never done anything sexual before, and this includes masturbation. By this definition, I lost my virginity at the age of four, since that's when I started masturbating.

Here's my story:

I've always been a very sexual woman. I was a very horny little girl and began masturbating when I was about four years old. Thankfully, I wasn't raised in a sexually repressive atmosphere. Quite the opposite, really. My mother put me on the pill when I was sixteen, although I had already lost my virginity by then.

When I was fifteen I went on a date with a guy that I met through a friend. He was a white rapper, kind of an Eminem wannabe type. We went to a party where everyone was drinking Bartles and James wine coolers with Sweet Child of Mine playing in the background. Someone handed me a Fuzzy Navel cooler, but I could only drink a few sips of this overly sweet alcopop. I didn't know I was going to have sex for the first time that night, but after making out on a sofa for about an hour, I decided I was ready. I asked him if he had protection and he said yes.

We ventured outside for a little privacy. He laid his jacket on the ground and he proceeded to remove my jeans. The make out session left me nice and lubed up, but it still hurt like hell when he penetrated me. The pain was surprising, and I remember telling him to stop. He stopped thrusting so I could relax a little, and then we continued. After a few minutes it stopped hurting and I started to enjoy it, although I certainly didn't come.

Afterwards, we got dressed and he took me home. That was the only time I ever went out with him and I never saw him again, although I did talk to him once or twice afterwards.

After that, I didn't have sex again for almost a year.