Alright,
I’m going to step out here and say what I think needs to be said. I’m probably gonna take a lot of heat but I don’t care.
If your boy is sexually mature, and he most likely is at 13. You absolutely should get him a hooker.
Now that you’re all done shaking your heads or thinking I’m a jerk - read the rest.
As short a time as 50-75 years ago this was a common and accepted practice. For hundreds, perhaps thousands of years before that it was not only endorsed and accepted, but pretty much expected of a father in most societies. If you can get your hands on the non-sanitized (feminized) versions of the history tomes you will find this is true.
However, the girl he is with the first time should not be some street whore. Back when this was an accepted practice most prostitutes were considered professionals and they had a particular way of doing things when they took care of a young man’s first time. They took him on a real “date” and spent time talking to him. They usually had dinner and then spent the evening talking before going to bed. The sex was instructional and not just a joyride for him. She usually spent several hours teaching him how to properly pleasure a woman and making him practice. Only after he had brought her to climax several times with different methods did she show him what a girl could do for him. She usually allowed him to spend the night and slept next to him, making him breakfast in the morning. Some went as far as to bathe and dress him in the morning before sending him home a man.
I had the pleasure of having this experience at 19 in Japan. An older gentleman who was a good friend and very wealthy arranged this for me without my knowledge and gave it to me as a gift. I had already broken my virginity at 16 and had blundered through sex with a few girls before that though.
The experience changed me and gave me a great deal of confidence with women. I definitely started “dating up” after that. I also started treating the girls differently. I was more able to wait, to be patient and to not pressure her for sex. I knew it would happen and what to do when it did.
So if you do this, spend the money on a very well recommended professional call girl. Be sure to sit her down before and explain what this is about. Be prepared to spend $2k and tip $200-$300 above that if she has good suggestions or already knows how to do this.
I would definitely give him something of yours that he would consider it an honor to have. I would also take him out for the day, or camping beforehand and have a few of those dad-to-son talks about the things that are going to happen next in his life - and how you expect him to handle himself. Tell him how you feel about him.
Then take him to the girl and before he leaves with her tell him that what happens is his moment and he should try to remember it all - and keep it to himself. Be sure to tell him how disappointed you would be if he gave away such a precious thing by bragging about it.
He may not be old enough - or mature enough for this at 13. But keep it in mind for later if so.