Carefully insert your finger or fingers into his anus. (wear gloves and use lube make sure he’s relaxed) Move them gradually up wards and to the back, along the area of the rectum towards the front of his body. Your fingers should be moving in roughly the direction of his navel.
oh helps too if he’s ‘sort of’ comfortable and it’s warm, the warm makes their balls drop
You will feel the prostate gland, which is like a small, round bulb about the size of a large walnut. Gently massage it with a light waving motion along its sides, taking care not to press hard on the central area, where the sensitive nerves are located. Avoid touching the prostate gland with your fingernails.
he may experience a sensation that makes him feel like going to the bathroom although he does not have to. Try not to let it affect him, and continue with the massage. Talk to him, distract him or get him to talk to you. (just till you know what your doing.. first few times)
After a few minutes, the prostate gland may be stimulated enough for ejaculation to occur. However, does not always successfully bring about ejaculation. it takes practice and time.
what I do is just masturbate him a little to get him ready for the milk, calms them down, also gets the fluids built back up…then i do the ‘massage’
I found when I first started they didn’t always flow first go, and found a little trick to help is tell them, “right I’m going to prostrate train you, if your a good boy I might Milk you. can’t have MY balls turning blue, now can we” Then if it doesn’t work you don’t look like your an idiot and don’t know what your doing…LOL or if it does work hey presto aren’t you clever. (and don’t I have a clever subbie)
I found the guys freak out a little if they have never had it done, so by saying ‘you might milk them’ they get horny and become a more compliant and they relax and make it easier work for us, it puts them in a subbie mind space. you shouldn’t have, to have him hard, if he is it’s ok. most subbies are so turned on by the idea of milking they end up with raging hard on’s and only take a few minutes to milk.
Resource Article : MissBonnie & MissBitch © collarncuffs.com
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