Hi, I masturbate around 2 times a day and I'm getting bored. I've attempted anal masturbation a few times, but always got scared off brcause its kinda dirty and gross down there. I don't wanna use my finger so what kinds of items can i use instead? Also, i've heard that you can potentialy damage stuff down there, and I don't want that to happen. Also, when do you start to feel pleasure? Because I have penetrated a little, but I didn't feel anything.
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! The key to learning anal play/sex is to TAKE YOUR TIME.
While taking your time at the beginning is very important, I can say that for myself it came very naturally. Your finger is sooo small that it's really almost nothing. With a little lube you should probably be able to get your pointer finger in there within 60 seconds of massaging the area and putting a little pressure. Don't force it. If it ever hurts stop immediately and start again with the gentle rubbing and light pressure. Now, while I would say your finger is really easy (cuz its so small) trying to move up to butt plugs (even smaller ones) should take a bit more coaxing. Just make sure to avoid anything painful and you'll be golden. And regarding the dirtyness etc, it doesn't need to be dirty at all. If you took a shit earlier in the day (within like 5-8 hours) your bowels should be pretty clear and the last 3-5 inches will be pretty much totally clean. But even if your ass is packed with shit, whats the big deal? It's just poop. I bet some day you'll get really horny while doing this and want to sniff your finger. A year later you'll get really horny and give it a lick Just because it seems dirty/gross doesn't mean you need to be all germaphobic or some such. Just let your curiosity get the best of you haha