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first time

We did everything for it to go just right... but it didn't.

Hedo asks:

My girlfriend and I are both non-op transsexuals; (i.e., she's MtF, I'm FtM, and we haven't had "the surgery" and don't intend to.) On a visit with her a little while ago, she and I were sitting in her car and talking about our feelings regarding sex. When our relationship started over a year ago she asked me to wait, which I was fine with, but didn't know she had been open to what we considered "in between" kind of stuff like oral (she doesn't want to go "all the way" because she was raped a little while before I met her and she feels like penetrating me is putting me in her position--it isn't, but I'm not going to pressure her), and while we had been discussing it we realized we were both in the mood and I asked her if she wanted to find some place more private and explore, and she said "only if you want to." I did.

Before we got started, I asked her if she still wanted to continue and if she had any other boundaries she wanted to set in place, and she said no. I reminded her that if she wanted me to stop at any time she could say so and I would stop everything.

Girlfriend putting pressure on herself to lose virginity

nimpup asks:

My fiance and I are trying to have intercourse. But she can't do it, she's still a virgin and has her hymen. It's too painful for her. The most I can get in is about three inches and she has told me that's about how deep her hymen is. She really wants to give her virginity to me and I really want to be able to please her like that. We don't know why it's so painful for her but she reacts like she's being stabbed in the stomach with a sword. She told me that it feels like I'm killing her when I try to push past that three inches. I asked my older brother about this and he said that maybe that's just how deep she is and after that three inches I'm hitting her cervix.

One Bloody Mess: Myths & Realities of Bleeding with First Intercourse

go_warriors_cc asks:

How long after a girl's first time should they bleed for and how heavy should they bleed?

I'm worried that partnered sex won't be as good as masturbation!

rose789 asks:

I have a question about the way I masturbate: it feels best when I am rubbing myself light and fast through a layer of clothing, like underwear or something, and tightening my inside muscles at the same time. I can orgasm easily like this, and have multiple orgasms if I keep going. I haven't yet had sex that isn't just me and myself, but I feel ready to do more physical things with my boyfriend, except I am worried that him touching me won't feel like it does when I masturbate. It feels really different when I touch my clitoris with bare fingers, not really good at all. Am I too sensitive? What is going on? I don't want him to feel bad about it. In fact I'd rather just not have sex with him at all if it won't be good for both of us. Please help, I am stressing out about this.

First-Time Intercourse: It Was...Good?

We hear so many horror stories about first-time sex. Perhaps it might be good therapy to read about a first time that went well.

An Immodest Proposal

Just last Tuesday, right down the street from you, or perhaps even right where you live, two teenagers had sex for the very first time, and it was exactly as we all wish those first experiences to be. Or was it?

Upstairs, downstairs

Anonymous asks:

I couldn't get it up and I'm 19! It was going to be the first time for me and my girlfriend, but the man downstairs didn't respond! I didn't feel nervous, I felt confident that I would be fine. But when the mood struck I couldn't deliver. Now not only do I feel like crud, I'm hoping that the next time it happens that the little soldier downstairs decides to take some action... It felt like the most disappointing thing in my life. I was tired. If that is a factor, then maybe I just need a good nights sleep and another go at it? Any advice would be amazing.

How can we make sure he stays erect for intercourse?

Lily asks:

Both me and my boyfriend are virgins so I'm not really sure what is normal. The two times we have tried to have sex he has lost his erection. He is completely turned on before hand, but as soon as the clothes come off and it's time to actually have sex, he loses it. He's coming back into town next week since he's been on vacation so is there anything I can do so that this time so we actually have sex?

Will I be the only virgin in my circle of friends and family forever?

Anonymous asks:

I am a 19 year old female. And a virgin. The thing is I feel ready to experience sexual intercourse. Not only that, I feel it is a "stepping stone" that will allow me to "grow-up". All of my friends at this point have lost their virginity, including my 16 year old cousin! I feel left behind almost as if they've grown in some grand way that I have yet to experience. It's like everyone else getting their license and you're still riding your bike to school. I have another dilemma that rebukes this problem as well - I'm waiting for the "right guy" to `come along. But the trouble with that is, I don't know who "Mr.Right" is! Sure I've dated and such but they never seem right for me. Will I be the only virgin in my circle of friends and family forever?

How do you know you've had an orgasm?

Abi asks:

This is going to sound stupid but I have a question and its simply this: how do you know when you've orgasmed? I had my first time to other night with a guy I love very much but when he asked me if I came I didn't know. I have no experience at sex at all.

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