You seem to know how to really please a bottom, do you mind helping us less experienced guys know how to finger and rim guys? I feel like I'm alright but there has to be a way to do it that would drive boys crazy and you seem like the daddy to know ;) thanks from a fan in the south, daddy!
Daddy Responds: I am going to answer this with several posts, because the question isn’t a simple answer of ‘stick it in and wiggle’. The first part of this lesson from Daddy is going to cover the basics of fingering a bottom with some basic anatomy, and technique guidance because more knowledge isn’t a bad thing, where less knowledge can cost you a great sexual experience. I will address how to Rim in a separate series of posts as well as the more advanced techniques combining the two skills for maximum effect..
Lesson 1: A map to success.
The illustration above has several pieces of information which are important so I will break them down piece by piece, including some anatomy.Prior to ANY of this there are a few things that need tending to. File down the edge of your fingernails so they are smooth, no ragged edges, and preferably not very long. The extra edge can cause tearing/bleeding/and pain which are not the goal here. For the bottom however, they need to be clean outside and preferably have at least voided their bowels and cleaned up afterward.
PROTIP: internal cleansing (douche) is not advisable regularly for numerous reasons, so don’t worry about cleaning ALL the way up inside, its ass fucking, expect it to be messy to a certain degree, but its good for both to be considerate and properly clean themselves. Bottoms: that means clean yourself thoroughly and Tops: you trim those nails and smooth them a little. It’s not girly, its polite. One additional note for the tops: learn to enjoy this process and put your own erection and desire to fuck on hold, because the hotter the bottom gets, the better the ride.
First: The Cheeks.
The rounded line behind the base of the finger, this is the ‘cheek’ exterior. Depending on the position of the bottom and their basic shape, this can become an important factor as pulling them apart to get in there can adjust the position of internal points of interest, so for now we will assume that the cheeks are relaxed and the bottom bent over on all fours with their back straight not leaning down (other variations will be covered in later lessons). Do not however ignore them, as they are the ‘guardians’ of what lies past them.
Massage them gently, one in each hand, knead gently like you are making dough, and move gently (i cant emphasize that enough GENTLY until you know exactly what kind of touch your bottom likes)in small circles moving in opposite directions, opening and closing the space between them so that the anus is exposed and then protected again. This subtle technique helps the bottom relax and feel more secure in what’s going on. An uptight bottom makes for a tensed ring and that isn’t going to help you. The cheeks are your best friend for several reasons, so treat them as such, or they won’t let you past to the next gate keeper, the Ring of the anus.
Second: The Ring itself.
Now while the Cheeks were sort of like the friends that sometimes try to keep you from hurting their friend, the anus is like the actual body guard. A clenched ring makes it MUCH more difficult, and this spot is usually the most difficult to work with as a lot of ‘male frigidity’ or ‘sexual pain’ sufferers respond most poorly to stimulating it. While these two things are very uncommon, it is not unusual to run into very reactionary rings among less experienced bottoms, virgins especially. The way past the ring, is to treat it like a puzzle box.
Hitting just one spot wont let you past, but a series of strokes from out to in, as well as a technique in massage called ‘tapotement’, in specific the use of the tapping technique, where you gently tap a gentle slow beat to wake the nervous system up, get blood flowing into the area and increase sensitivity. Between gentle swirls, tapping and sliding the finger from out a few inches to just where it touches the ring, the anus will start to relax and even start ‘winking’ which is natures way of saying ‘come on in boy’ and you’d better heed that welcome. Slide in a little (no further than the first knuckle) once that happens, then slide back out slowly. Use this for a few strokes THEN move to the second knuckle, repeating the outer ring techniques described then slide back in. Continue, patiently and gently until you have your finger buried to the base. That’s when the fun REALLY starts.
Third: The Prostate.
In this position with the butt relaxed, the prostate which is the turbo button for a boys desire to get fucked is sitting directly past his hip bone. A good gauge is if your thumb is pressed against the perineum (taint) the curve of your index finger as it slides in will be against the prostate when the thumb and index form a C with the two separated approximately 3 inches and your index inserted to the base. Do NOT just jam and twist around until you find it. Relax your finger and let it follow the natural shape of the insides of your bottom. Forcing it at this stage might be a shock, and since you are knuckle deep in a boy, that ring might slam shut on your finger, which can be quite painful depending on their internal strength.
Once you have your finger relaxed and fully inserted, and they start responding to your touch, begin slowly moving your index finger in a small circle, and after a while do the same with your thumb which is against their taint. Right now, if you are in the proper position, the prostate is actually between the thumb and index, and by stimulating it internally and externally you bring blood into those areas, warming them, making them relaxed and more sensitive to stimulation. This is the goal even more than the pleasure for both of you because with a little effort on the Tops part, the prostate becomes stimulated and grows slightly in size, which means when your dick is in there, and not your finger, you will hit that magic spot much more often.
That’s it for the basics of part one, part two is coming next: Rimming techniques.