I recently tried anal. (As recent as last week.) I’ve been wanting to try for a long time. My fiancé and I have played around with the idea, (licking, sticking a finger in here and there,) and i honestly thought it would hurt so much I wouldnt ever try again. Truth is, I got super horny, and wanted to have intercourse, but I wanted to try something different. So I cleaned myself up real good, and got my lube and dildo out. (Lube is VERY important) I tried it on myself, and it kinda hurt due to it being my first time and me using a g spot viberating dildo. (The way the tip curves and it being hard with the functions inside gave no room to “give” like a real penis does.) The next night, my fiancé and I dtd. I lubed up real good, inside as well as out, and lubed him up. I eased him inside me. It’s a foreign feeling. Like “hey that don’t belong there!” The entering is the painful part in my opinion. But once it’s inside, the pain is diminished, as pleasure overcomes it. The second time, (just a couple nights ago) we did it again, as I used a toy on myself…(DP) I personally enjoy it.. Remember though, LUBE IS KEY! You can NEVER have to much lube. Ease into it if it’s something you want to try. Some people like it, and some dont. I have had several friends tell me I wouldn’t like it, but I do.. I honestly think they rushed into it, making it an unpleasant experience. It’s not bad. In fact, I will do it again and again, as long as my fiancé is down for it. Good luck, and hope you enjoy!