When did I lose my virginity?

I'm a guy who has had sex with a few girls however I wanted to know what people would constitute my "first time"

These are with different girls in chronological order;

1. She was a virgin. We tried vaginal sex but she got too nervous / squeamish / too painful and I couldn't penetrate her beyond 1 mm

we did however have full anal sex a few times (she didn't find anal painful at all ... )

2. Also a Virgin, she however insisted we keep lights off so was hard to see, my fingers went in fine but when I tried penetration with my cock she again moved too much / closed her legs

I maybe went in 4-5mm and she bled a little but out of frustration went back to just fingering her and her giving me oral


3. Same as number two, she was a Virgin too and I barely even got a finger in and so whilst she didn't squirm or move etc I just couldn't penetrate her beyond halfway of my cock

4. She was sexually experienced , I was lying on my bed and she just pulled my boxers down and slid down, I was amazed at how easy it was given the rest ...

now personally I would say 4. But does some penetration count ? Would you class anal?

Does it keep you up at night, thinking about this?

First girl sounds like a phenomenon

I'm a guy who has had sex with a few girls however I wanted to know what people would constitute my "first time"

These are with different girls in chronological order;

1. She was a virgin. We tried vaginal sex but she got too nervous / squeamish / too painful and I couldn't penetrate her beyond 1 mm

we did however have full anal sex a few times (she didn't find anal painful at all ... )

2. Also a Virgin, she however insisted we keep lights off so was hard to see, my fingers went in fine but when I tried penetration with my cock she again moved too much / closed her legs

I maybe went in 4-5mm and she bled a little but out of frustration went back to just fingering her and her giving me oral


3. Same as number two, she was a Virgin too and I barely even got a finger in and so whilst she didn't squirm or move etc I just couldn't penetrate her beyond halfway of my cock

4. She was sexually experienced , I was lying on my bed and she just pulled my boxers down and slid down, I was amazed at how easy it was given the rest ...

now personally I would say 4. But does some penetration count ? Would you class anal?