Start off with some clitoral/vaginal stimulation to get you worked up. You can use fingers to start with, a glove might help if you wish. If not make sure your nails are trimmed and not sharp. Work your finger around the anus to stimulate the area. Add lube as needed. When you are ready use the pad of your finger and apply gentle pressure, remember to relax. Once your finger is in stop and let your anus adjust to it. Once you are comfortable with a finger you can move up to toys. Something small and tapered are best. You can start with toys but I found it best to use fingers when first starting out, it allows you to feel the inside. This is so you know what angle works best and what is inside.

If you feel any pain or discomfort, stop and add more lube, relax and try again. less

If you do it right it won't. Lubrication, relaxation and patience are the key. Also finding the right shape. I like a gradual increase in width and plugs with bulbous heads (like the Love Pacifier adv) don't work well for me. Not rushing and working with the muscle - not against it is crucial. It really doesn't have to hurt!

If you want to try, find something from body-safe materials that has a friendly shape and isn't too wide - you can use the bar on the left when browsing to filter out things that are too big. less