My first sexual experience was a deflowering action.
Was 14, she was 16. Did not really know much about this, porn those days wasn't widely available, and at that time my family and me were based in Singapore.
She was that Chinese girl that no guy would go near, she was the bully in school that was tall, big framed and fat (we all know the curse it is to be a fat girl in South East Asia)
Anyway it was somewhat instinctive, somehow or rather my penis went into her vagina. Thankfully at that time my penis was not the girth it is today.
2nd virgin, she was my 2nd gf a little over a year later, also a Chinese girl, this time quite a slim and petite one and same age as me. Did not really understand the idea that should be gentle with a virgin. Penetrated her the same way the 1st gf and me usually penetrated, head in slowly, then hard push the rest into her.
3rd virgin, was during freshman year at uni. She was my 5th gf, a White girl from Idaho. I was very gentle with her and she enjoyed the experience. If I recall, was already at the girth I am now.
4th virgin, a one-nighter. She is a BBW. Met her on IRC. She was the first ever woman I did in complete darkness.
5th virgin. I met her on ICQ. She is Korean+White, was 36 at that time. One day asked her if she wanted to meet, she asked what for......... I told her to deflower her. She agreed. This woman, they say god was not kind to her, she looked 100% Korean, but unlike most Korean women who were slim, she was built like a large-sized American woman, complete with 42D boobs. It was not the "fairytale" deflowering story for her.
6th-10th Virgins. These ones, I was working in PRC (Mainland China) and in some parts of the country, when a very big deal is closed and you appear fatigued, your boss will bring you to this place where you can deflower a girl. You normally won't have a choice of who that girl is. Most of them will be between 17-22. They have this weird believe that if you deflower a young girl you can take her youth. It all started from their late leader Mao Tse-Tung who reputedly deflowered over 5000 virgins.
It is not a very pleasant experience, but if you don't do it you may get fired because your boss will think you did not give him face. Not a pleasant experience, but in China where it is about your job you basically gotta do what you gotta do.