You should revel in the opportunity to help a young soul explore the pleasures of the world and find themselves!

If it helps, think of yourself, in those situations, as a kind of father figure.

Let me rephrase what Lenny said:

While you have your penis insider her, imagine you're kinda like her father.

I agree with the 21+ thing. Those individuals usually end up making themselves huge targets. It's like hunting with grapeshot; you're bound to bag something.

I'm currently 20. And I look like I'm 16. So my personal preference is like 17 - maybe 23

If you're 20 you should probably look for someone around your age. I've found most commonly that the maturity level goes down as age is lowered. Plus dating a minor is just downright creepy.

The problem being that all the 19-21 year olds I know are either guys or I don't like them at all.

Aim high, my friend. Plus, they will come in time. Just focus on building your confidence and be an approachable guy. Girls love confidence and guys who have something interesting to chat about. Always make the conversation about her and actually listen to what she has to say. When she feels her opinion is valid then you're in. Be sincere too. Like you said, you don't like most of them. Don't go lying to yourself man, be honest!

I know you're kidding but daddy play gives me the heebie jeebies.

I have to agree with Grav on this one.
A friend's older sister, sure. I can think of one specifically...

Daddy, have I been a naughty girl?

Oh wow...I just about shit myself when I read that, KJ.

The maybe options needs to say something like "Maybe, dependent on circumstances"

I mean if I know the whole family and it's a good friend, then likely not. If it's just a casual friend then sure why not. Could also depend on how close the two of them are.

I'll take that as a compliment.

I'm a little confused on the fact that nobody is asking the question "how close am I to the sibling?"
I mean, sure, I can be best friends with a guy, and end up loving his sister. I don't see why not.

Because most people have the decency to not do shit like that?

don't hate, appreciate.
or else i'll murder your family and use their corpses as a costume when i rob liquor stores and enslave your dog to do human moral work and feed him chocolate as a treat when he completes its tasks of (utter) uselessness....

The first gal I banged was a sibling of my best friend. She is a half-sister though, and he did not grow up with her. Problem? I think not. She is quite a bitch though, so I dropped her ass a long time ago. Damn near ruined my new tattoo mid-coitus.

Speaking of mid-coitus...

Your point?