Condoms do not
feel natural. However much well-meaning health promoters try
to say that sex (intercourse) is the same with a condom, you can
feel the difference and condoms are generally uncomfortable
. And this will be the case whether you have a foreskin that retracts, one that partially retracts, or no foreskin at all. On the other hand, if your foreskin will not retract at all
, the condom will likely not
be particularly noticeable as it is not coming in contact with your glans.
So the reason
for the discomfort is the particular unyielding texture of the condom. To the extent that this is a problem, the common recommendation is to put a small dob of lubricant on the inside of the tip of the condom to smooth its contact with the glans. As you proceed with intercourse, your own lubrication will generally serve this function anyway (but even then, the effect is imperfect) and my observation is that you produce much
more pre-ejaculatory lubrication ("pre-come") when actually with
a young lady, than when masturbating alone.
It is also
noticeable that as you ejaculate, the semen is very sticky
and the presence of the condom is again felt at that point.
consequence of this natural lubrication is that shortly after initiating sex, your foreskin will become freely mobile within the condom and find its own "preferred" position allowing that the condom largely defeats the tendency for thrusting to pull back the foreskin. Therefore it really does not matter
much where you place the foreskin before putting the condom on, so the complicated instructions commonly provided for putting a condom on with a foreskin are plainly confusing and counter-productive - most likely written by people (American) who have no experience
of a foreskin anyway.
I therefore summarise: Get an erection; roll the condom on; proceed.
important - critical in fact - is lubrication on the outside
of the condom, hopefully provided in adequate quantity by the young lady, but otherwise supplemented by a commercial lubricant which should always be "on hand".