I think honesty is important in relationships, and truthfully, im pretty sure i already have my answer, but my question is how soon, and how often do you tell your SO the details of your past relationships? I've slept with a man and transexual recently because, well i wanted too. thats all it was, one night stands. Im not attracted to men, but i've always had a thing for transexuals, dunno where it came from. been curious to receive anal sex and it was something that i felt i needed to do and get out of my system. now that i have done it, i have no real desire to do it again, and i generally didn't enjoy it. I have considered myself bi-sexual because i realize most people would just consider me gay. I have presented myself as a bisexual to women and those relationships have ended right there. This was on the 2nd or 3rd date, some acted cool the rest of the evening only never to respond to my contacts again, others are accepting but eventually do the same after another date or so. I've recently started dating a very open minded young lady, who is friends of bisexual males, and i feel she somewhat questions her own sexuality at times. Not in a bad way, but more in a curious way. Its been over a month, and i havent told her about my bisexual past. I don't want to either, but if this relationship were to get serious, i feel i would have to. the problem i am seeing is that when would be a good time to tell her? right when we decide to get serious, that way its huge shock ? or now before it goes any further? what if this is just a fling, what would be the point of jumping out there just to end a good thing? ladies and gents, how do you feel? what would you prefer? Me personally, i dont really care. i would understand if someone i was with hid that aspect for a while, but that could be me just making excuses for my own actions.