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Sooo...

son1fan

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So I really like this kid and we kinda clicked. We have ALOT in common...I mean alot its freakishly scary. Well we've been txting non stop since we met(we only met a week ago and we feel like we known eachother for ages). Well we have fooled around alot(in my car mostly) and he really wants to fuck me lol but I don't think I can bring myself to it. We tried it one night and he got it all the way in and I felt like I was about to cry lol so we stopped but we contined to mess around. I like him ALOT and I think he likes me too.

The problem is, is that he wants to do it to my so bad and I feel like im letting him down. I told him that i'd do it to him to show him how much it hurts but i'm way to big and I think i'd actually hurt him. I just really like him but I dont think I could bring myself to go any further with anal.
 
I would think that that should be okay. Don't feel like you're letting him down, I'm sure he has a million other reasons for liking you aside from fucking you.
 
If you're having trouble with anal, get smart and get some more info. Because anal isn't just "put dick in hole". There's a process involved. One involving prepping, lubing, and condoms. Anal isn't supposed to hurt, and if you do it right, it won't. :)

Lex
 
Well we have lube and we did use it but it was so uncomfortable. It could be because I drank a shit load of water(my mouth always gets dry around him so I drink water and chew gum lol) and I seriously felt that if he went farther i'd start peeing(as nasty as that sounds lol). I just cant get use to the feeling in there. I want him to do it but I dunno I chicken out lol. I hate feeling like I let him down though. I actually told him to get me drunk because a couple night ago we were both tipsy and he was very forcefull and kept trying to go in but I kept sayying nooo.
 
Well, it's not just "lube up and hop on" either. You need to get prepped. And your first time, it's going to take some time. Or a LONG time. But hey, it's not like you gotta be somewhere, right? Take your time, have him get one finger in you, then two. Bit by bit, you'll relax and open up.

Lex
 
Follow the advice above. And pick your place. You mention that most of your activities have taken place in your car - the privacy and comfort of a bedroom with a double bed is where you should be. And don't be rushed for time. BTW - booze does not help. Good luck!
 
Yeah don't drink before your first time. While it make you feel more relaxed it can also lead to carelessness and more pain.

Do what the others have said. And also who is the one in control when you try? It's much better the first time if the bottom is the one controlling, you can work at your own pace.
 
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