[madeyeshawn]

I support the solid advice already shared. I have asked my gay friends many questions about dating and it sounds pretty much identical to the issues and questions straight couple deal with.

On a different topic I would also suggest in preparation of the day you are comfortable crossing those boundaries you should be physically prepared.

The past year I have been experimenting with a lot of anal play. There is a major difference between experimenting slowly in private with your own body and becoming comfortable (and pleasured) at your own pace. Rather than having someone else be the first person to just start sticking things in that sensitive area.

If you have not already, just pick up some but plugs and a sml/medium size dildo, it becomes a whole new world of masturbation.

And if it hurts its being done wrong or too fast, it should never hurt (risk of injury) so take your time and enjoy.