So my gf and I have never tried anal, but we are willing to -- I with moderate enthusiasm, she with reluctant and skeptical open-mindedness. She thinks it is unnatural and therefore it is impossible that it would feel good for her. I told her that I know for a fact that some chicks genuinely like it, maybe not all or even most, but some do (right?). She is willing to try. How shall we proceed? How can I make it comfortable for her? What are some ways to maximize her enjoyment of it? Would appreciate any advice y'all more experienced folks could offer.
try looking at one of the many "tutorial" threads on the subject found here. Lots of good tips and suggestions in those.
Read about it. Both of you. There are hundreds of guides online on how to have anal sex and enjoy it. Start with just some anal play for a while, both her on and her own, and the both of you together. Work up slowly to where she's ready for anal intercourse, don't just try to jump straight to it. Anal can feel amazing for women, but it takes an effort to get to that point for most.
Here is a short tutorial I typed up a while back. It's how *I* learned.. The key to this is to take your time and go slow. You learn how to control your butt and sphincter muscles. You learn how to RELAX THEM and you get used to the feeling of it all. Anal play for beginners Disclaimer: I am NOT a doctor and I do NOT play one on TV. This is the way *I* learned how to discover anal play. As usual care needs to be practiced. GO VERY SLOWLY. First start off with a TRIMMED index finger. You may even want to put on a latex glove first to help make it even smoother. Use KY or the drug store brand of KY and lube the finger well. Place it VERY GENTLY near the anus and lightly circle the hole with the finger. DON'T INSERT YET. Just circle it for a few minutes. After a few minutes without insert, just put the finger over the anus and gently press a bit without entering. Just apply a bit of pressure. Do this over and over a few times and after a few minutes SLOWLY begin to insert JUST THE FINGER *TIP* in about a quarter of an inch then take it out. Do this a few times then go a LITTLE further in. Repeat this until you have you whole finger in. DO NOT FORCE IT, IF HE OR SHE OR YOU SAYS STOP, STOP! Within a week or so of trying this the person should be fairly used to the finger and inserting and pumping it in and out should become easy. Also try moving the finger around while inserted, back & forth,etc. Orgasms ARE VERY VERY INTENSE when you leave your finger or butt plug or dildo in. Soon you will want to try something slightly bigger than your finger. Try your middle finger or graduate to a SMALL butt plug. Same rules apply to the new toy as did with the finger. Start off using the finger as usual then after getting loose begin with the plug. Plugs have flared bottoms to prevent them from going all the way in. If you graduate to dildos later get ones with a flared base or ones that have the balls at the bottom. This prevents them from slipping all the way in. You don't need a trip to the ER to retrieve it, that would SUCK! After a while you will become very used to anal play and you won't need much time to prep for your session. You'll loosen up very quickly after you learn how to relax your anal muscles. It takes me less than 5 minutes to go from start to riding a 8 inch silicon dildo like a bucking bronco! GITTYUP LITTLE DOGGIE!
My husband and I plunged into the world of anal full force this weekend. We had done very little, a finger every once in a while. I never really enjoyed it... I spent a week, playing with myself to prepare. It worked like a charm. We had anal sex this weekend, no pain, just pleasure. I was skeptical and nervous, but with lots of preparation, lube lube lube... I will definitely do to again. I hope your gf gives it a chance, but she has to be comfortable, if she's not, it will never be pleasurable for her.
