I admit I enjoy the whole experience more if done after a nice dinner or a movie. Although I guess it's not like taking cash....
Its the oldest profession in the world. It should be legal. I had sex with a guy twice a week all thu highschool. We both enjoyed it and I had spending cash to buy rubbers (3 lamb skins for $2.12) for my girl friends and gas for my car. He actually taught me to drive on the way to his cabin to fuck. I guess i was pretty young when I started. I was actually in the 8th grade. Life is still good to me.
While I agree that it should not be illegal for adults (and I'm not sure that 18 is the best age for defining legal adulthood) prostitution is not victimless. Young women are often horribly exploited, and even when they aren't, it can be such a dead end in life. I imagine the situation is even worse for rent boys.
If the front of you looks like the back of you I can understand why sex for you is free. You look good!!!.
I kind of hate to admit this but my first vaginal bareback was with a really good looking woman in Rio Brazil when I was about 19. I was very shy. She was great at her profession and said all the right things to make me at ease with my body and sex. After that experience, I told myself "why did you wait so long" If a girl says no, it doesn't hurt. If she says yes, well we all know what that is like.
But no, I didn't really. That's the thing- the line for women, particularly girls, between willing, unwilling, reluctant is rather blurry. We can be easily manipulated. I know.
You had sex with condoms before that? I'm guessing not, since you say you were shy. And what if she doesn't say anything? I can recall saying "no" or "don't" while doing exactly what was needed to accommodate the situation.