There ain't much future for a man who works the sea - But there ain't no island left for islanders like me

Dear Chrispy,

I've been seeing a lady I like very much for about three months. After we started dating, she announced that she has a "friend" she goes sailing with. This "friend" found out she was starting to date someone and then said he wanted a chance at her affections as well. They have known each other for 10 months, and none of this ever came up before … at least that is what I am being told. They are going on a 10-day sailing trip, and she has spent the last three weekends on the boat with her "friend" getting ready for the trip. She is working to get her captain's license, and she needs to spend time on the ocean and the boat to achieve that goal. She tells me she likes me and wants to continue dating, but questions keep running through my head. I would like to hear what you think of this situation.

Thanks,
—Dry-Docked

Dear Dry-Docked

Gar! Me thinks the fair wench is a bit to fond of the sea men. Chrispy says that this comely young lass is doing more than just saluting the captain if you catch my drift. Cut her loose and find someone else to take your mast in her port hole.

-Rear Admiral Chrispy

Dear Chrispy,

I am 19 years old and have been dating the same guy for two years. (He is a year younger than me.) Everything was going pretty well in our relationship until he started to get jealous of my family. It started out small when my grandparents, a cousin, and her boyfriend came for my graduation, and I wanted to spend some time with them. I asked the b.f. if he would be with us, and he said no, he did not want to get in the way. So he purposely went out of town the weekend of my graduation so he wouldn't have to come. Things got worse when he wanted me to love him and only him. He didn't even want me to care about anyone in my family, so I told him I would try. I can't do it, though, because I love my family. It has now gotten to the point where he is saying things like, "If your parents and me were both going to be executed and you could save one, who would you save?" I can't answer questions like that. Please, I need some help. Should a person have to choose between family and a significant other? Or is there a point where you do have to choose and let the other one go? (By the way, we have had sex, and I think that might be complicating things.)
-Leery

Dear Leery,

Don't sweat the sex girl. You keep putting out. All you need to do is find someone else to get your freak on with. At intimate moments Chrispy has asked plenty of girls, "Whose your Daddy?," but even he draws the line at ditching graduations because the family is there. Just make sure that you wrap it up before your smack it up.
-Horny, Chrispy