| I'm glad I stumbled across your thread. I'm a girl, and I've "liberated" one or two guys when I was that age. The key to the girl not being bothered by this is having a high level of attraction and comfort before you tell her.
(I also used to work at an adult toy store and like half of my job was giving people sex advice. I feel like I'm on pretty solid ground here, so I might write a lot, sorry in advance.)
One or two people above my post told you to not tell her until after. I think the only reason a guy would do this is that he is afraid of losing her interest, so it's a chump move. An AFC move, even, because it means you'd be worried about scaring her away. If you've gamed her well and she has a high level of interest and attraction, you can tell her. The timing is important, though- I'll get into that in a bit.
One thing you have to your advantage is that most 18 year old guys are still pretty inexperienced in bed, and they don't have the maturity to care about her pleasure. At that age they are usually REALLY BAD lays. If you're mentally mature about this, you can stand out from all those other high school jerks, and it won't matter that you're a virgin.
So, assume that you've gamed her well, and she's hot for you. If you have the opportunity, I'd suggest you start with a heavy make-out session. (It's beach week... perfect opportunity. Especially awesome if you can set up a camp fire or something. Not because it's romantic, but because you're adventurous and you want to share the adventure with her.) This is how you can start to figure out what turns her on... where she likes to be kissed, is she rough and passionate or slow and romantic, etc. Stop for now.
The next day or whenever you think she's ready, do this all over again, and up the intensity a bit- remove some clothes, and bring her to orgasm if you can but don't have sex with her. (Hands, tounge, etc.) Your frame is that you are a sensual being who loves women and wants to give them pleasure. If you don't know what you're doing, ask her if something feels good/ what she wants you to do. So afterward, if she is cuddling with you and basking in post-orgasmic bliss. Talk to her and build some rapport. If she's really impressed with you, you can tell her. By now she should be so into you that it won't matter. Alternately, do this, and then tell her before you lay her but after she is already really turned on.
The event itself- buy a few extra condoms and learn how to put them on beforehand, and/ or let her put it on for you. Girl-on-top and doggy style are probably the easiest/ simplest positions for you to do. Most guys don't last that long their first time. If you engage in a lot of foreplay it won't be as big of a deal. If you need to, switch positions or activities.
Anyway, lots of guys make it into college and beyond and still have a V-card. You're better off than some. Good luck!
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