Possible first encounter tonight - any tips?

Tonight I'm going out with some friends, one who I'm particularly fond of. I believe she likes me, and I like her. I will try and sweet talk her and see where it leads -- hopefully it will go into the bedroom

If one of two "firsts" for me happen, are they any tips you'd give to make the experience as enjoyable as possible? Those "firsts" are oral sex, and intercourse. The girl is more experienced than me, if that helps any.

"When I stood up to take a piss, they cleared the rest room. I'd walk down the street and traffic stopped, mouths gaped. You know why? I'm Rainbow fucking Randolph! That's why!" -- Rainbow Randolph, Death to Smoochy

All i can advise you to do is relax. Just enjoy it and go as slow as you need to.

That's much better advice than my friend Randy's: "get her drunk, tell her its a keg tap and shes doin a keg stand" haha. I will try to relax...

"When I stood up to take a piss, they cleared the rest room. I'd walk down the street and traffic stopped, mouths gaped. You know why? I'm Rainbow fucking Randolph! That's why!" -- Rainbow Randolph, Death to Smoochy

You don't want to start a relationship with her? Just head to the bedroom? I'm not judging.... I've had my share of meaningless interludes. It sounds like you like her in a more meaningful way, which might call for slowing down and starting with a relationship and going from there.

Nah, it would be tough, she lives a good deal away, neither of us has a car, and she works every day of the week except thursdays and sundays, I believe. Maybe somewhere down the road, something will happen. I don't know, though. I like to spend lots of time with an SO when I have one; with her, I don't think it's possible...

I'm cool with just hooking up with a friend(s) as long as they are, too.

"When I stood up to take a piss, they cleared the rest room. I'd walk down the street and traffic stopped, mouths gaped. You know why? I'm Rainbow fucking Randolph! That's why!" -- Rainbow Randolph, Death to Smoochy

Then I say relax, remember to be a gentleman, and let her know what you want.

Even though you say she is more experienced than you, if she's close to your age it's unlikely that she'll be that experienced in the scheme of things. Oral sex is fun and if it happens as part of your first time you will enjoy it. It is a good way to get a woman aroused and ready for intercourse.

To use oral sex to get a woman to orgasm takes a fair degree of skill and practice, so don't fret if magical things don't happen this time. You're only 19, and it will be your first time, and there's plenty more learning to come. Most men probably don't master oral sex until many sexual encounters with the same partner (ie a relationship). With familiarity comes comfort and increased intimacy, and the willingness to teach and to learn.

As for me, my first time was strictly casual, and we had mutual oral and I didn't get my partner off (that technique came later when I had enough confidence to ask a longer-term partner to show me and she had enough confidence to indeed show me).

I hope it goes well, and don't get nervous nor set unrealistically high expectations because Rome was never built in a day.

let us know how things go

Thanks for all the help guys
I'm glad I spent so much time learning about sex before actually jumping into it, I found out yesterday that I know a lot more about pleasing a girl than a friend of mine, and he's way more experenced than I am.

I think that too many people today are "taught" by porno, and generally flick their tongue over a girl's clit for a couple minutes then hop into intercourse and try to last for an hour thinking that alone will get her off.


Anyway.... *sigh* We didn't meet up in the last two nights. She gets off work at 10:30 and her dad wouldn't let her go back out for the past two nights (and she's 18), I think that she has today off though.

Whenever the time comes, I'll put all my "research" to good work and try to relax and take it all slowly at first. Wish me luck!

"When I stood up to take a piss, they cleared the rest room. I'd walk down the street and traffic stopped, mouths gaped. You know why? I'm Rainbow fucking Randolph! That's why!" -- Rainbow Randolph, Death to Smoochy