tried it

If he was really uncomfortably large, finding someone less endowed shouldn't be very difficult. :D

However, if it wasn't terribly painful, having him take some extra time masturbating and slowly stretching you out might be all you need, if you are considering him as a "steady". Since your hubby likes to watch, you might have him help out before your "date" arrives by starting the process of gently stretching you open with his fingers and a lot of lube. You might try a dildo or two as well.
I need to do this for my Wife before we have intercourse as well, so that it isn't painful for her when I enter her. It's also a lot of fun to do by itself. :)
 
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