Sexual Relationships 
Sexual Health 
I don't believe that there's a perfect time to decide when to have sex with someone. But I do think there are ways to know when you're comfortable enough. Adventure is fun, but how can you know when to have sex, like when you really want it?
This article has aweessome tips! I picked a couple to post here:
Ready or Not? The Scarleteen Sex Readiness Checklist
When we're figuring out if we're ready for sex with a partner, if we want to ask ourselves the most basic questions possible, those are:
Do I want to have this kind/these kinds of sex for myself, physically, emotionally and intellectually? Do the other person's physical, emotional and intellectual wants also seem in alignment? Do each of us feel like, or seem like, we care as much about what the other wants as we want for ourselves?
Do I want to do this at this time, in this setting, with this particular person? Does the other person want to do what we're going to now and with me?
Do I have a good sense of what possible wanted and unwanted experiences and outcomes this can entail? Do I feel pretty prepared for them? How about the person I'm about to have sex with: are they aware and prepared?
If there are unwanted outcomes I can avoid -- like pregnancy, infection, getting hurt in some way -- am I prepared with what I need to do/use to try and prevent them well? Is the other person? Are we in agreement about the ways we're going to protect ourselves?
I think these questions are a little too detailed, but I love their points. Do you actually want to have sex? Do you want a relationship? Do you think the other person feels the same way you do? Do you need to talk about anything with them? It's not that you have to talk a lot, if you don't want to. It's just that you can flesh some things out, instead of wondering.
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Intercourse or other partnered genital sex will not necessarily do any of the following for you or your partner:
Guarantee a longer-lasting or closer relationship than you already have or guarantee joy or sorrow
Give you or them an orgasm, or mind-blowing, earth-moving pleasure
Feel great the first time, or feel like the ninth circle of hell, either
Give you increased status or importance with your friends or partner
Make you more mature, or grown-up, or a "real" man or woman
This is cool. They say that you shouldn't expect sex to be awesome, but that you shouldn't expect it to be terrible either. They just say to not make it a do or die situation. I think this is great advice. Sex doesn't guarantee anything. But you don't have to feel crushed if things end badly either.
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There are way more tips in this article here, and so much else. They talk about how Ahole friends will give terrible advice about sex, because they want you to have bad experiences too, so they don't feel like it's only them. They talk about how it's normal to not orgasm from or even enjoy sex. It just makes sex more...realistic.
What Girls & Guys Said
7 16I've know my "friend" for awhile now. We shared a kiss after a year and slowly progressing to other things. The build up is so worth it.