you have "volume" or GPM (gallons per minute) problems.
you will also most likely have problems with hot water as in not enough.
you also have "pipe size to small" problem. along with "manifold setup" problem
you may have "well pump" and "well pressure tank" problem.
friction loss. when water flows through a pipe, the water has to over come friction. think of inside of the pipe is like sand paper. and you are trying to push water through it. rougher the sand paper harder it is to push water through.
ok above was ugly example. but hopefully gets idea across.
if you are flowing same amount of GPM (gallons per minute of water) a large size pipe will have less friction loss. normally friction loss can be calculated / estimated in PSI, all pumps have a VOLUME to PRESSURE curve. or rather pump curve. normally the charts are GPM to PSI. the more PSI the pump has to over come by pushing water through a pipe, the less GPM the pump will produce.
example: before i did major redo of all plumbing in the house here. i had the following....
well ->
1.5" pipe ->
pump ->
1/2" pipe ->
well tank ->
1/2" tee -> hot water heater ->
1/2" tee -> 1/2" pipe -> 1/2" kitchen sink hot water
1/2" tee -> 1/2" pipe -> 1/2" bathroom sink hot water
1/2" tee -> 1/2" pipe -> 1/2" washing machine
1/2" tee -> 1/2" pipe -> 1/2" upstairs shower
1/2" tee -> 1/2" pipe -> 1/2" down stairs shower
coming off of other side of TEE between well tank and hot water heater
1/2" tee -> 1/2" pipe -> 1/2" kitchen sink cold water
1/2" tee -> 1/2" pipe -> outdoor garden hose faucet hook up
1/2" tee -> 1/2" pipe -> 1/2" bathroom sink cold water
1/2" tee -> 1/2" pipe -> 1/2" washing machine cold water
1/2" tee -> 1/2" pipe -> 1/2" upstairs shower cold water
1/2" tee -> 1/2" pipe -> 1/2" down stairs shower cold water
======================
when i redid the plumbing. instead of running 2 single 1/2" pipes clear through house and teeing off of the pipe to go to the various things. i ran 1" pipe. and Teed off to the various things. the overall difference was i reduced "friction loss" so much. that now i have about 1.75 times amount of water. and i am able to be in the shower, and another person can use sink without getting any major sudden cold or hot shower.
i said without getting major sudden cold or hot shower. but that is a lie the "well pump" and "well tank" the well tank can help hold a higher pressure and GPM for a few minutes, and then the well pump has to produce the GPM of water at a given pressure (PSI) if not, towards end of taking a shower, i may get a quick sudden very cold or very hot shower. because the well tank no longer has enough water in it to help supply the extra pressure and GPM of water. and the well pump is to small and simply can not provide enough pressure and GPM of water. for a shower and a kitchen faucet running at same time.
single 1" cold water, and single 1" hot water line are ran clear through house and tees are placed were needed to make short run of 1/2" pipe to a sink, faucet, etc...
well ->
1.5" pipe ->
pump ->
1/2" pipe ->
well tank ->
1" tee -> hot water heater ->
1" tee -> 1/2" pipe -> 1/2" kitchen sink hot water
1" tee -> 1/2" pipe -> 1/2" bathroom sink hot water
1" tee -> 1/2" pipe -> 1/2" washing machine
1" tee -> 1/2" pipe -> 1/2" upstairs shower
1" tee -> 1/2" pipe -> 1/2" down stairs shower
coming off of other side of TEE between well tank and hot water heater
1" tee -> 1/2" pipe -> 1/2" kitchen sink cold water
1" tee -> 1/2" pipe -> outdoor garden hose faucet hook up
1" tee -> 1/2" pipe -> 1/2" bathroom sink cold water
1" tee -> 1/2" pipe -> 1/2" washing machine cold water
1" tee -> 1/2" pipe -> 1/2" upstairs shower cold water
1" tee -> 1/2" pipe -> 1/2" down stairs shower cold water
====================
before going into fixes... another example of house plumbing...
folks going with "PEX" plumbing for there houses. can buy a "manifold block" were they run a cold water line and hot water line all the way back from each sink, faucet, shower, toliet, outdoor faucet all the way back to were water enters the house and were the hot water heater is. vs running 2 pipes and teeing off were needed.
doing this causes a couple things... first for hot water. when you turn on faucet or shower, it allows quicker hot water to reach the faucet or shower. vs having to wait for all the cold water to move through larger size pipe 1" pipe. second double the capacity, kinda like having 2 sets of 1/2" pipe for total of 4 pipes (2 cold water 1/2" pipes, and 2 hot water 1/2" pipes) but with pex and running pipe for each cold and hot water line all the way back to area right were water enters house and goes to hot water. you help reduce friction loss better.
ALL TEES are located right were water enters house and right near hot water heater, and a long pipe is ran to each sink, shower, toliet, outdoor faucet. vs running a single 1" cold and a single 1" hot water pipe through out the house and TEEing off were things are located.
well ->
1.5" pipe ->
pump ->
1/2" pipe ->
well tank ->
1" tee -> hot water heater ->
1" tee -> 1/2" pipe -> 1/2" kitchen sink hot water
1" tee -> 1/2" pipe -> 1/2" bathroom sink hot water
1" tee -> 1/2" pipe -> 1/2" washing machine
1" tee -> 1/2" pipe -> 1/2" upstairs shower
1" tee -> 1/2" pipe -> 1/2" down stairs shower
coming off of other side of TEE between well tank and hot water heater
1" tee -> 1/2" pipe -> 1/2" kitchen sink cold water
1" tee -> 1/2" pipe -> outdoor garden hose faucet hook up
1" tee -> 1/2" pipe -> 1/2" bathroom sink cold water
1" tee -> 1/2" pipe -> 1/2" washing machine cold water
1" tee -> 1/2" pipe -> 1/2" upstairs shower cold water
1" tee -> 1/2" pipe -> 1/2" down stairs shower cold water
==================
you have some things working against you....
first the 1" pipe between pump down in the well and your house. 1" and long distance of pipe guessing 200 plus feet of pipe. is eatting up PSI (causing a good amount of friction loss) this reducing amount of GPM and pressure the pump can produce, once the well tank has no water in it.
then you have 1/2" pipe running through house. creating even additional friction loss. reducing GPM and pressure that can reach the shower heads.
for pipe between pump down in the well to house. if me, i would go with 1.5" to 2" pipe. this can be costly up front, but long term over the years can pay for itself. you may still need a larger well pump. if the pump is not able to produce GPM at a given pressure that is needed to run the shower.
or you could add a "booster pump" in the house. to help the overcome the "friction loss" and obtain more GPM at wanted pressure, when well tank runs out of water. booster pumps can help but they can be costly and can go bad.
the piping in your house, i would upgrade to 1" pipe size. or redo plumbing in house. and run 1/2" pipe from every single cold water line and hot water line. all the way back to were water enters house and right beside hot water heater.
====================
i would most likely install another water heater, and another large size well tank besides what you already have.
you might be able to install a few more well tanks, to reduce need for a booster pump and/or getting a larger well pump. the con, is well tanks that have a rubber blader in them can and do go bad and need replacing. and if you want to take a long shower, the well tanks will eventually run out of water stored up in them. resulting in unsatisfactory results from the shower.
but problem still exist with small size piping. trying to overcome small size piping = spending bigger bucks short term and long term. for larger size pump/s.
==================
look up the shower heads you have for GPM and min/max pressure they are designed for. knowing that info, along with length of a shower you max want. would allow someone to figure things out better for you.