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It sounds like you have it in the bag next time around if you ask me.
Some women have this " I just don't want it to be the first night" thing that you can easily get around with either physical or verbal persistence. You have to be confident enough to engage her in conversation about the topic and topics related to sex. You sound like you want to have sex but are also a bit uncomfortable(like most) with it by the way you've responded to her sexual remarks.
It sounds like you became boyish "ignoring and being playful" during the condom comment and " lol..you'll have to find out" during the question on your length. Not saying you had to tell her, but there are more escalating ways you could've went about that. The more reserves you have about sex the more reserves a woman will have about sex while in your presence.
We've all been there so I'm not coming down on you, but its just something that needs to be gotten over. She isn't afraid to ask you about the condoms/your size but you're afraid to respond by matching and/or outdoing her intensity? This is why you're waiting until day 2. You're just trying to secretly slip on in there. Go head first man.. Kick the front door down, its a lot quicker than trying to pick the lock.
You'll fuck next time around without a doubt. I don't think you need help. Its normal "she resisted the first name and gave in the second night" stuff.
I've learned a lot in this post and I know I will have it in the bag next time. Thanks man! What better way could I have handled her sexual remarks?
I totally agree about "The more reserves you have about sex the more reserves a woman will have about sex while in your presence", because I have seen women whom I thought were reserved about sex at first, later getting all freaky and wild in the bed room. What steps can I take to get over my sex reserves?