How do you know...

Discussion in 'True Love' started by Reality Override, Mar 23, 2010.

  1. Reality Override

    Reality Override Member

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    Well, my boyfriend and I have been dating for 6 months, and things are moving pretty fast. The next time we get together, I believe sex may be a possibility.
    Now here's the thing: I'm a virgin. He isn't. He lost his virginity to his best friend, whom is now his most recent ex-girlfriend.
    I'm a bit intimidated, since he has some experience and I have none. Will he find it a chore to take someone again? What if I don't measure up to his ex?
    And I've been thinking about this for a long time, and I was positive I was ready for it. I'm probably overthinking this, but I'm starting to wonder if I really am ready. I want to lose it to him, and I'm sure I'll be ready, but I've been too paranoid of what he'll think.
    How do you know when you're ready?

    EDIT: I also believe he may have a problem getting it in if and when it does happen. I'm REALLY tight. I can't get two fingers inside of me comfortably, only one.
     
  2. Reality Override

    Reality Override Member

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    So nobody's going to answer me then?
     
  3. TheSongRemainsTheSam

    TheSongRemainsTheSam Member

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    Don't worry about measuring up. If he really loves you, just you being willing to make him your first is enough for him, trust me.

    As for the whole tightness issue, I'm sure the two of you can work something out. I mean if its not going to fit in there, there's no point in causing you pain. Maybe you two will have to "loosen things up" first.
     
  4. coffeescent

    coffeescent Member

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    I guess I'm getting in on this thread kinda late, as you probably have already been with your bf, so I'm just gonna try and give you an advise regarding your tightness: use a good lubricant.
    There are some good water-based lubricants that help dilating the vagina or the anus. Oh, and foreplay is extremely important to make you feel physically receptive.
    There's hope, my friend. I practice anal sex and I'm as tight as one can possible get :D:p
     
  5. I'm Jade<3

    I'm Jade<3 Member

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    I was in the exact situation as you a few months ago. My boyfriend had already had sex, and I was afraid that he wouldn't like it as much as he did with other girls and all that, and I was also afraid that it was going to hurt, and that I wouldn't do it right.
    But, everything worked out and we have sex regularly. He was my first and I REALLY enjoy sex now. If you love him, and he loves you sex should be amazing. You shouldn't worry about it, you will be fine. Good luck. :)
     
  6. The Imaginary Being

    The Imaginary Being PAIN IN ASS Lifetime Supporter

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    To anybody else in this situation. Deal with it, every woman has to do it a first time

    guys are complete arseholes, the majority will understand this fact.
     
  7. 91EMC

    91EMC Member

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    i agree!
     
  8. la Principessa

    la Principessa Member since '08

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    ^Agreed. And I went through the same thing with my current fiance. I wasn't ready for a long time but when I was, we didn't plan anything. We had plenty of foreplay (VERY important) and I was very wet and didn't need lubricant. Definitely have some around just in case though. Anyway, honestly I thought there was no way it would fit either seeing as I never really penetrated before while masturbating. For us, after about 7 or 8 times, I REALLY started to enjoy the sex. So relax and if you trust him, then you know whether or not you're ready. Good luck :)
     

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