Mixing some reality with the fantasy (long-term goal?), crew slots are absolutely positions to which one applies. Your asking salary is completely acceptable; most crew are unpaid anyway. In exchange for their duties performed, crew receive food*, passage, and documented hours at sea (necessary for things like a captain's license or Merchant Marine certification). Team fit is critical, and drama gets one immediately offboarded at the nearest port. We will absolutely detour if someone causes drama.
*My partner and I are excellent cooks. Crew eat very well on our boat.
Duration of crossings and deliveries are a matter of distance, time of year, weather, hull length, and sail configuration. Going to or from Hawaii is roughly two weeks from SF or San Diego. So, a week or two down the coast from Puget Sound, and another two to Hawaii. I haven't yet sailed to Southeast Asia, but that is generally another two or three weeks from Hawaii.
When I do deliveries of someone else's boat, I prefer a crew of five, but four is the minimum. I can singlehand my own boat, but for trips of less than 1000 nautical miles, it's usually just my partner (F51) and me (M55). I will take on two additional trusted crew members or friends if they express interest. For passages on my own boat, four person crew, maybe five if one of them is a close friend. So that would be me, my partner, you, and up to two other crew.
Clearly, you will require some training, both on sailing and anal capability. I was a professor in a past career, so I'm familiar with the need for progressive training. Line handling and winch grinding are regular, introductory duties, and everyone has at least two duties aboard. I'd have you perform those tasks while wearing butt plugs of increasing size. I would of course personally oversee and evaluate your development as a three-hole fucktoy. Although now I'm pondering lashing you to the mast in a bent over pose with a jaw spreader. Keep all your holes available while preventing you from clenching your jaw in heavy seas. I am firm captain, but I am fair; there will be a bottle of lube tethered to your PFD. PFDs are required for all crew outside of the cockpit, even if they are otherwise naked. Safety first and all.
My friends and I are a respectful, inclusive bunch. I insist on compassionate communication at all times. It helps to keep things calmer when the real stressors hit, like ocean storms. We don't have derogatory names for people with whom we willingly associate, nor do I tolerate them. As such, "slut" is a statement of fact, not a pejorative, in our lexicon. However, we are also a very creative bunch and can come up with all kinds of monikers for your role aboard. And I am always willing to make reasonable accommodations, especially for high-performing crew. Free Fuckhole? Crew Cumdump? Winch Wench? We'll workshop that one and find something mutually amenable.
What other questions do you have about the role?