Relationships

He wants to have sex with me, but I want him to ask me out!

anonymous
asks:
I'm 14 yrs old and this boy that I have been fooling around with, asked me if I would ever have sex with him. I do but I don't. If we use a condom, is there a high risk of getting pregnant? I also really like him alot. I just wish he would ask me out. Another question of mine is that, how can I bring up the matter of him asking me out?...

Manual sex feels fine, so why does intercourse hurt so much?

Michelle
asks:
I am a virgin, but my boyfriend has had sex before. I am positive that I am ready to have sex with him and we have attempted to do so three times already. The problem is that is causes me excruciating pain. I understand for most girls it causes some pain, but this pain is unbearable and I haven't been able to go through with it....

We waited for marriage... but it wasn't worth the wait.

Anonymous
asks:
I am 28 years old and got married four months ago. Both my husband (29 years old) and I were not virgins before marriage and had both been with two other people before we started dating each other. We made the mutual decision to abstain from intercourse until marriage for religious reasons and to be "right with God" this go around. We dated for two years by the date of our wedding....

What if our feelings aren't perfectly mutual?

Anonymous
asks:
This question isn’t about a sexual issue, but I was hoping you could help me anyway. I’ve been going out with this guy for about 4 months now, and I’m getting a bit antsy. We’re both really busy with college and work, and we find it quite hard to organize dates and so on (we don’t go to the same college)....

She likes it when I do for her, but she won't do for me.

Anonymous
asks:
My girlfriend and I have been dating for about 8 months. I am 18, she is 17. I've been consistently fingering her/going down on her for several months now. Yet she has never taken the initiative as to go down on me, not even so much as with her hand. The only contact she seems able to handle with my penis is in sex, which we've tried to no avail (can't get it in)....

Managing Vulnerability & Sexual Insecurity

Worried
asks:
Hi I'm 15 years old (male) and I want to wait till I find someone I really like before I have sex, but I want them to be a virgin too. I'm worried that if I wait too long all the pretty girls will have had sex and I won't be good at it yet, I'm worried that if they've already had sex that I won't be good enough for them, what should I do?...

He's really into sex... but I'm not so sure.

Anonymous
asks:
Hey. I have been going out with my boyfriend for a year now and he is really into sex. I am worried about it though. Whenever I'm at his house he always tries to touch me, but I don't want to be tight so I let him. Now he is hinting on sex! I am so embarrassed because I have nobody to speak to this about, my Mum died when I was little so I REALLY don't want to talk to my Dad about sex. Help!!! ...

Nothing else "works," so should I just have intercourse?

Anonymous
asks:
I'm 20 years old and I've been dating my boyfriend for over 5 years. We are both virgins. Early in the relationship I told myself that I didn't want to have sex until marriage (mainly because I was, and still am, paranoid about becoming pregnant. He's been very patient and has never tried to force or guilt me into having sex....