I'm into my friend and want to fool around with her, but will she do it?

Samuel F.
I'm 15, and I have a close female friend of the same age with D-cup bra size and very good looks all-around. She hasn't shown much visible interest in sexuality, but we haven't talked very much about it at all. I've been wanting to see if she'd want to fool around. Is that really way too much for friendship or could I somehow get her to do it willingly?...

My boyfriend wants naked pictures of me: should I do it?

Me and my boyfriend have been together for 9 months. I'm 17 and he's 22. Everything is going great! We never really fight and my family likes him, too, which is rare. Only problem is he travels a lot for work, he will be gone for 2 weeks at at time. I don't mind, but he asked me to help make his trip better...he wanted me to take nude pictures of myself....

I'm a girl, he's a guy, and we're dating...but I think he's gay.

I am dating this guy and I think he is gay. He had dated many girls recently but he has a 'gay' personality. He is very friendly, uses make-up and when I and my friends are around him we feel like he is a sister. My friends thinks I could do better but I am not sure if I should break up with him or not and he is emotional so I don't know how to tell him if I am going to break up with him....

Blaming the Wrong Butthole

I used to be able to have anal sex with my boyfriend. We're in college, we've been together for over three years and have been having anal for the entire time. I never enjoyed it at all, it always also hurt but I let him do it because he liked it. Ever since last summer, I haven't been able to allow him to do it. It just hurts so much more than it used to!...

Talking to My Daughter

Part of the 2010 Blogathon to help support Scarleteen. This entry is courtesy of Tess at Urban Gypsy.

If I earned a dollar each time I’ve heard the statement, “I’m surprised you’re so strict,” in relation to my parenting, I’d be basking on a beach in Tahiti now rather than on a Metro North train whisking me off to do a sex ed consult on the Lower East Side. I’d probably be doing sex ed consults in Tahiti; you can take me out of NY but you can’t kill my desire to help people learn more about their sexuality. But back on point, I can always hear the implied, “you with your pierced nose, tattoo, open marriage and non-stop sex talk.”

The funny thing is, my friends may have been surprised but my daughter was not.

(More Than) a Few Words On Being 13 and 100% Ready for Sex

Im 13 and a vigin and my boyfriend is 13 and not a vigin, and we're 100% ready 2 have sex, but the problem is that hes in south carolina and im in minnsota. Wen I lived in sc he went 2 my skool and we never talked. But there was a girl that would always say bad stuff about him, like hes slept wit every girl in the skool and hes such a bad guy, blah blah blah....

I like gay male porn, but gay men in real life freak me out.

I have doubts: I am a 14 year old guy, I'm from Argentina now living in Florida and I have always pictured myself with girls in romantic relationships, and I still do. But now I enjoy watching gay pornography. When I picture a two-man relationship it disgusts me, but yet I prefer gay porn....

I had casual sex, and my friends reacted pretty badly. Now what?

I'm a 20 year old girl, who's...well, I'm not going to say perfectly confident, because I do have some fairly major esteem issues, but I know my own mind, I'm independent & I'm not one to go with the crowd just because it's the "done" thing. Three years ago a guy I was making out with on a regular basis, assaulted me sexually....

Sex With My Ex Went So Wrong: What Happened?

I'm 20. I had sex with a not-quite-boyfriend, okay, ex-boyfriend who I broke up with but still have feelings for. He decided that it would be fun to try some light bondage. It took me by surprise, but I usually do like that sort of thing. But at certain points...I felt really scared, and at others, I felt pleasure....