Related to: 
What are the best types of anal toys to try out for beginners?Does anyone have any ideas>Im not into pain.Ive tried awhile back but couldn't take the pain.Im wanting to try it again and I know theres pain involved with it.Im really nervous and worried.HELP.Any and all advice welcome.Thank you all so much.
  • Upgrade Your Hands-Free Play!
  • Save Extra 50% On Sexobot Attachment
  • Save 85% On Selected Items. Limited Quantity
  • Save 70% On Selected Items. Limited Quantity
  • Enjoy 50% Off Selected Items
  • 1
  • 2
  • 3
  • 4
  • 5
All promotions
Contributor: GingerAnn GingerAnn
Perceptive forum discussions on First Time:

What was your first time?
See I'm shy when it comes to voicing my ideas and then a lot of times I don't even know I want to try something until someone mentions it. So my...

He's gonna let me!!!
My boyfriend is finally gonna let me use a strap on on him!! I need some suggestions on what type of harness/dildo combination to purchase to make it.

First time purchasing toys, suggestions or recommendations?
So I've finally decided to buy my first toy(s), my girlfriend has had some more experience with masturbating and such so I want to get her something..

First time lube experience.
Just back from vacation. On a whim, I packed a bottle of lube in our day pack, one morning I just broke it out while we were warming up, told her to..

First time sex with a virgin girl
Hey, my girlfriend finally wants to lose it. Well she is a bit paranoid about going through the pain of intercourse and all. And she is kinda tight...
Contributor: Bill220 Bill220
There shouldn't be pain involved. If you are experiencing pain, you are doing something wrong.

1. Relax, relax, relax. Being nervous is causing you to tense up, which is causing the pain.
2. Use 3 times as much lube as you think you need
3. Start with a finger on yourself.
Contributor: ScottA ScottA
First thing to do - start playing with yourself. Masturbate however you like and get yourself very excited, then put some lube on a finger of your other hand (don't move back and forth between your anus and vulva/vagina!) and run your finger around the outside of your anus while you continue to masturbate. Do this a couple of times to get used to the feelings of anal.

Then, when you're fully comfortable, doing the same thing slowly insert a finger during masturbation. Leave it in place.

Next move it around a bit.

From there, move on however you feel like doing it.
Contributor: Gunsmoke Gunsmoke
The first thing to do is to search the dozens of previous threads on this subject. There are dozens with hundreds of helpful hints. I'm kind of tired of retyping the same information over-and-over.
Contributor: Two Grand Two Grand
No comment they have said it all. Just go slow.
Contributor: ScottA ScottA
Originally posted by Gunsmoke
The first thing to do is to search the dozens of previous threads on this subject. There are dozens with hundreds of helpful hints. I'm kind of tired of retyping the same information over-and-over.
I've thought about keeping a "VVFAQ" file for cut-and-pasting, but whether I type or paste I've decided I'd rather put it up again than have someone potentially injure themselves.
Contributor: never shy never shy
Try a clean finger with silicone lube
Contributor: Vulva Designs Vulva Designs
Bill220 is right, there should NOT be any pain!
The most important thing you will need is lube (silicone preferably) and a little relaxation. You can start with your or your partner's finger (you can use condoms or latex gloves if you wish to cover the finger).
If you would like to use a toy get a smooth and hygienic one! I personally prefer glass but stainless steel and silicone are excellent as well.
As far as shape of toy goes your options are pretty open so long as it has a flared base or bulbous end. Never use a straight toy anally! It can enter too far and get stuck! Some people prefer to start with plugs and insert them during masturbation or intercourse. Others like beaded or ribbed toys (like Icicles No 2) which can be tugged, tapped, or thrusted.
Have fun and be safe!