Relaxation is a must when fisting. And not just relaxing the anus. The conditions must be absolutely perfect and comfortable for your partner. The pillows nice and fluffy, the blankets warm, the room temperature to their liking, their favorite music playing in the background, candles lit... Everything must be to their optimal pleasure. You want them to be as comfortable and relaxed as possible from head to toe and in mind, body and spirit.
Your partner should get into a position that is most comfortable to him (or her). It should be all about your partner. You are taking them on an exquisite journey and you are just along for the ride; remember that. You can make it heaven or hell for them so be careful in everything you do. Trust is of maximum important in a fisting environment so your partner needs to know that you are not going to do anything to hurt him and that you are going to take things slowly.
It is important to respect any resistance you may feel. It doesn't mean that you have to stop. It just means you need to back off a little and reassure him that you'll go gently and not cause any harm or take him further than he is ready to go at that moment. When he is ready for more, you can continue. But pay attention to any physical resistance you encounter, whether internally or in the form of him tensing his body in preparation or reaction to pain and respect his need for patience and delicacy. And lube. Lots of lube. Just when you think you have enough lube, add more and then some more on top of that. There is no such thing as too much lube.
Plan on spending an hour or longer on gently and slowly massaging your partner's anus and relaxing him, starting with your fingers lightly caressing his anus and massaging lubricating him externally before penetrating him with your finger. When you do penetrate him, go slowly. I can't emphasize this enough. It is not a race but a journey. Take your time. I like to massage his anus with my index finger inside and my thumb on the outside, rubbing in gentle circles all the way around the anus then move my finger in a little deeper and do the same massage as before. When he is ready, I insert another finger and continue massaging the muscles around his anus with the two fingers side by side and the thumb on the outside of his anus. When two fingers are comfortably inside him, I usually stroke his prostate gland to relax him further. Paying attention to his breathing, moaning and body language, I insert my third finger and eventually a fourth while continuing to massage the muscles around his anus with four fingers in his rectum and my thumb outside his anus. I will gently move my fingers deeper into him and fuck him with them in a curving motion, stroking the prostate gently with my fingertips or my knuckles.
When he is breathing heavily, moaning and arching his back, I know that he is ready for more and I tuck my thumb beneath my fingers while only my fingertips are inside him and will gently work my fingers and thumb back inside him. This usually causes him to moan even more. I continue fucking him with my fingers up to the knuckles of my hand but no further until I feel him relax into me. I will gently press my knuckles forward maybe a quarter of an inch and if there is no complaint will continue to fuck him with my fingers leading all the way to that spot on my knuckles. When he relaxes further and accepts my fingers easily, I will gently press my knuckles another quarter of an inch inside him. I continue pressing gently, while my hand is in a "duckbill" position until he is at the hilt of taking the largest part of my knuckles. It's kind of like being at the top of a roller coaster just before the fall. When it's almost too much to take but when you crave that sweet release. I ask him if he is ready for more and if he says yes, I guide my hand gently inside him. It is important to stay still at this point to let him get accustomed to the stretch and the sensations. His mind is whirling at this point so he needs a little break to accept the intensity of touch and emotion.
Following his lead, I will press forward another inch of so, whatever he is ready to accept at the time. Often there is a vacuum effect and his rectum will pull my hand forward deeper inside. So deep that I feel his anus grip my wrist. I have to tell you, that's an incredible sensation. When our two bodies become one and we share that deep connection of trust and intimacy.
Sometimes, just having my hand inside him that way is all he wants. He doesn't want me to move it. He just wants to feel me filling him up. Sometimes he enjoys when I lightly caress his delicate tissue with my fingertips. Sometimes he likes when I curve my fingers and sort of do a wave with them (kind of like the dance called the worm.) Sometimes he wants me to curl my hand into a fist. Sometimes he likes it when I fuck him with my hand straight. Sometimes curled into a fist. The last time we were together, I fucked him with my fist, gently thrusting it into him, impaling him in the middle of my forearm.
He doesn't usually like to cum when I fist him. He prefers to cum from masturbation or oral, anal or vaginal sex and I'm always happy to please him. I get an incredible rush from fisting him, both physically and psychologically. There is an intensity and you can't help but to live in the moment. It's an amazing experience and I cherish him for allowing me to share it with him and am honored to have his trust.
Once, when we played, he wanted me to take photos of our encounter and I've shared them here on Zity in my gallery of pics. You are welcome to see them if you like.
http://www.zity.biz/index.php?mx=album;ox=showcat;c=4079
~ Dianne