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. Is he gay? Should I break up with him?
I'm very confused with my sexuality; I'm a 17-year-old Austrailian male who is definitely attracted to women, but at the same time have an attraction to men that mostly involves fantasies where I play the receptive "bottom" role. I have acted upon these fantasies and sought out sex with other men, however every time it comes to engaging in oral or anal sex I enjoy it far less than I thought I would, even to the point of being bored! Every time I swear it will be my last because I didn't enjoy it, but lo and behold I get aroused again and seek out sex with men, and leave again disappointed. I'm also not attracted to the actual man; more the penis. I don't know what this means; it's worth noting that I have engaged in sexual activity with women, in everything other than actual intercourse and enjoyed it greatly. Add to the confusion the fact that I have a longing to crossdress, especially in women's lingerie, and I'm about as confused as it's possible to be. Please help shed some light on the situation!