pressure, press your

Pressure or pressure ( one word ) means force exerted on something--
The pressure of the branch on the roof caused the damage.
Use a tire gauge to check the air pressure.

Pressure also means force or influence exerted on someone, or to exert force or influence on someone----
He works well under pressure.
They will pressure him to accept the award, but he is reluctant.
They may pressure your client, but tell him to refuse.

Press your or press your ( two words ) means to exert force or weight ( press ) on something belonging to the person addressed ( you )--
He may press your hand and smile, but really he's very annoyed.
When she is being coy, she will lean over and press your arm.

Press your or press your may also mean to iron clothing ( press ) belonging to the person addressed ( you )--
The dry cleaner can press your pants while you wait.
Turn the iron off after you press your blouse.

Press your may also mean to urge, insist, or plead ( press ) something concerning or belonging to the person addressed ( your )--
They will press your client to accept the settlement, but I advise against it.
You should get a lawyer to press your claim.

Now that you know that, you can say--
"You may feel the cuff press your arm while I check your blood pressure."

Note--"presser" means someone who exerts force or weight on something, or someone who irons clothing--
The presser says it's too hot back there today.
"Presser" may describe a thing that exerts force or weight--
The presser foot is loose; I'll have to send for a replacement.