I will always regret not doing a lot of things when I was young and lusty.
Spending more time with my family, friends and loved ones.
Working harder on charitable organizations to help make the world a better place
Studying longer hours so that I can get into a good college and succeed in life.
More extracurriculars to make me a well rounded individual and, again, help me on those college applications.
OK, nah, I’m just bullshitting you all. More sex.
I wish I’d listened less to church leaders who managed to convince me that sex is bad, dirty, dangerous, and that I should save it for my spouse. The second I’m married, I’m to magically flip a switch and be able and willing to fuck my husband like a Thai hooker.
That was a real mindfuck. I wish I hadn’t paid any attention to what adults tried to tell me about sex – especially to what kind of person they thought I was if I gasp enjoyed sex. And wanted to do it.
Sex, duh.
I believe that hormones are wasted on teenage boys and older women. It’s nature’s cruel little trick that our lusts can’t be synched up.
I’d also have stayed in better shape. College began an inexorable slide towards who I am now, I would have made more of an effort to stay in fighting trim.
Also: skateboarding, I’d have learned to ride a skateboard.
At 16, of course, I constantly wished I was having sex. Now, though, 30-plus years later? I can honestly say that I don’t really care now that I wasn’t having sex at 16. (I caught up.;))
Young or old, I never had any interest in skiing or surfing or the like. And I don’t really view pig-roasting or beach sex to be age-restricted activities.
I did think of an answer for the OP, however, but it goes further back than 16. I was 12 when I gave up taking trumpet classes after 3 years because I didn’t like practicing. If I’d kept with it, and fostered some musical talent while my brain pathways were still malleable, my later-in-life attempts to learn harmonica and guitar might not have been so pathetically feeble.
More sex? I see you were of the favoured group who’d managed to have sex by 16!
As long as we’re wishing:
I wish I could have been 16 in 1995 instead of in 1965, where it might have been possible to come out and have a real gay relationship, with puppy love and teenage heartbreak and all that good stuff.
Alternatively, I wish some nice, kind, sincere, slightly older person would have taken me under his wing and taught me that what I felt was not depraved or sick, and that I wasn’t alone in having those feelings.
Instead, left to my own devices and deeply closeted, I ended up with a dichotomy between sex and love that I carry still.
Roddy
Sex with someone - anyone - other than myself. It would have mitigated all that awkwardness later on.
So much. So, so much I wish I’d done.
Maybe not at 16, but I wish after I’d graduated (at 17) I had the self confidence and self esteem and backbone to move far, far away from my awful, clueless, self-absorbed family. Now I’m stuck here in the same city I grew up in, in snow country, and obligated to help what’s left of that pathetic crew as they grow old and feeble and clueless as ever. I could have escaped. Didn’t. Even if I fell flat on my face out there on my own, I dream it would have been worth it.
Been more athletic - taken up running when I was younger.
And sex.
Let’s see- Dating woulda been nice, going to parties at kid’s houses. Getting stoned/drunk (just to get it out of my system, remove mystery of it)
Of course more sex! I always want more sex.
Thing is, more is larger than some which is definitely larger than none.
I wish I had listened to my parents less. They gave (and still give) horrible advice. I generally would do what sounded best to me but on a few occasions, I tried taking their advice and it always ended up horribly.
And I would definitely lie more. Told them about smoking weed and that definitely didn’t go over well.
Other than that, I’d probably try to fit in more, have more friends and go to more parties and stuff. Even though I was happy with it back then, but it would have been nice to do more of it.
I’d imagine the more sex goes without saying. 
I don’t normally do the {{{ hugs }}} thing but this just about broke my heart.
:: snuggles :: I wish you could have had that, too
Dating. A boyfriend. Dances. Prom. Parties.
You know. All the lies from 80s movies.
Smoked pot. Had sex. Drank until I puked. Experimenting is a lot easier at that age than in adulthood.
I wish I’d been more athletic at 16. I pretty much did everything else I wanted to. I neve cared about drugs, was allowed to drink at home, and had as much sex as I was interested in.
I could have done with less angst and more exersize.
I hate you.
Ain’t that the truth. I remember seeing “The Children’s Hour” on TV and thinking, well here we are. There’s nothing to do but hang myself.
I’m only 18, and this is actually something ive been thinking about alot lately. Im in my senior year of high school, and if I could go back to freshman year I’d:
Sign up for baseball, football, and swimming, every year
Study more/be a better student, because I know I can. I’m a successful slacker, though.
I would have been more outgoing earlier. Im very outgoing now, and have been for a bit, but I wish id started sooner.
I wish I wouldve gotten involved more, period.