Falling pregnant is more than just
introducing sperm & eggs - alot
more.
1) have either of them been tested to
assess fertility?? Low sperm count or
none, non-functioning ovaries? Etc. Also
have other health issues which can affect
ability to fall pregnant/produce sperm
that do their part been assessed -- eg
weight, general health, hormone levels,
blood pressure, smoking, drinking to
excess??
2) as from what you said these 2 are not a
couple there may be some stress/lack of
emotional comfort involved (regardless of
both having agreed & being really
mature about it etc) which could reduce
the chancess of success.
3) many women ovulate mid cycle but just
as many ovulate at different times of the
month, including ovulating more than once,
or at varying times (called a floating
ovulation) - so if they only have sex at
the "normally" optimum time of month &
the girl is not ovulating then
well>>>> no success is
likely.
4) if either is not fully fit (even a
cold) this may impact on the result.
5) many "straight" couples find that a
relaxing night out a couple of wines, some
"romance" & well you can get lucky, as
this situation is different perhaps you
could still suggest that your g/f &
the guy could go to dinner & a movie
& listen to music, chat, relax &
then have sex, rather than it just being a
business, or necessary act.
6) it was unclear from your post as to
whether the guy knows what's going on - if
this is the case then your g/f may be
feeling guilt & so stressed & this
would decrease her chances of falling
pregnant.
7) as to how long people normally wait
before getting checked out - that depends
on whether the above have been
checked/tried, whether any emotional
issues need to be addressed (due to them
causing stress & so reducing chances
of conception) & also whether either
party has a family history of problems
conceiving or of miscarriages.

if either party hsa
a family history which would indicate that
there might be problems then most people
would go after about 6 to 12 months -
assuming that all the other points above
have been ruled out or resolved.
9) but it often takes people 2-3 years of
trying before they fall pregnant - if you
are feeling jealous(?) & your g/f is
picking up on this then it won't help.
Good luck