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First Time

Pyramus11

Pyramus11

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I've been talking to this guy for a while, and he wants to take me out tonight, I think he's cute, so I said yes. He's older, 23 and I'm 18, and definitly more experienced. The date thing, I'm fine with, but he's made it pretty clear he's not interested without sex.

I've been with guys, before, but I've never done anal, and that's what he wants. I was pretty horny when he asked me, but now I'm not sure if that's a good idea... I want to try it, to see what it's like, but I don't want to get taken advantage of.

Is the first time really a big deal? After my last "relationship" my previous notions of love and stuff like that have been altered. Should I go, and take the chance of losing it, or stay, and wait for him or someone else to show a bit more effort?
 
It would depend on what you are looking for! Are you looking for a lasting long term relationship, or just sex??
If you looking for a LTR, then I say hold off on the sex until you really get to know each other!
If it is just sex you want. . go for it!!
 
Well, I'm kind of looking for sex, not a LTR, since I'll be moving off to college, next month... But, the reason I'm hesitating is that I've never done anal; I'm fine with oral/cuddling/that kind of sex.
 
Meeting anyone, is about respect first. Since this is your first date with him and he is 'insisting' on sex or anal, does not sound like respect to me.

If you have not told him your hesitant about anal, I would tell him before anything starts!

My 2 cents anyways, best of luck. Let us know what happens please.
 
Do you really want your first time to be with some guy who is only looking to get laid? I would say wait to do it with someone how is going to let it be all about you, not just him getting off. And I would let him know how you feel, don't do anything with this guy unless you are one hundred percent sure. It's okay to tell him no. If he can't understand, then he's a jerk.
 
If you want to be paid whore, then go. If you want a genuine relationship, then don't go.

No one should insist upon sex for a first-date. Absolutely no one. That is what escort services are for ! ! ! ! !
 
If you decide to go with him, make it clear to him that you've never done anal before. He should take that into consideration. He'll need to work on putting you at ease, loosening you up, and making it fun for you as well as him. If he doesn't...well, that's a chance you're taking. Insist on it. If he tries "jumping the gun", the only advice I have at that point is "aim for the throat and the testicles".

Lex
 
I think I will go out with him, and know that I can stop if I stop feeling comfortable around him. I've been talking to him for a long time, and I trust him enough to know that he'll stop if I tell him, too.
 
Yeah, you should always do a bit of preparation. I had been masturbating anally before I ever knew what my penis was for, so I had over a decade of experience and anticipation so it was totally natural. If you have not had anything up there though, you may very well freak out. Your first few times will hurt, but if you can hold out that pain turns quickly to pleasure once you get loosened up. For me, at least, the pain is part of the experience, but that is one of my few kinks so most people will not agree.

Eventually, though, when you learn to relax you will experience very little to no discomfort. I recommend spending a lot of time learning how to relax yourself, and how to control the muscles down there. It is an acquired thing, but you can actually get pretty good at it. It will also help to avoid potentially embarrassing situations to figure out what sensations are what beforehand.

Of course, you might be one of those guys that gets no pleasure from it at all. That is perfectly common, I have known a few. That is why you should check it out.
 
Well, thanks for all the advice, but we've decided to just have dinner, sometime later this week, which is a big relief. I've also had a nice talk with the guy I've already been playing with, and that I'm so comfortable with, and he might be helping me.... with this. lol.
 
My dating policy is i never have sex on the first date. I am against permiscuous sex as that is often how people get STDs.
Thats just my two cents though.
 
If you don't feel comfortable having sex yet, then DON'T DO IT! Any guy who pressures you into sex, wants to take you and makes it clear that he wouldn't be interested unless you wanted to give up the goods, or something similar, is not worth your time. It shows that he's not interested in you so much as he's interested in having a hole to stick his dick in.
 
I talked to him, and he said it was all talk, yesterday, which kind of pisses me off, since he still says he wants to take me out sometime. I don't think it's worth even trying with him, if he's going to get me on a moral quandary, and then brush it off, trying to make me look like the bad guy.
 
Pyramus11 said:
I talked to him, and he said it was all talk, yesterday, which kind of pisses me off, since he still says he wants to take me out sometime. I don't think it's worth even trying with him, if he's going to get me on a moral quandary, and then brush it off, trying to make me look like the bad guy.
Click to expand...

Don't bother with him...sounds like a player. I like how they turn the situation around to make it look like it was your fault too! F*ck him....plenty of fish in the sea dude!!
 
Let me bust out my teen speak, because it's completely warranted:

*ahem

OMG. He's a total player. What a give away. Drop him. Drop him like an ugly, Ann Coulter-faced baby and run the fuck in the other direction. You can do way better.
 
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