My Gay Boat Cruise - Post 4 - Debbie Gibson

I'm 35 and one night last week, I found myself getting dressed and ready for a Debbie Gibson concert.

Alright, DEBORAH Gibson. Whatever.

Before I left the cabin room, I looked at myself in the mirror and made a big "L" with my fingers and put it on my forehead.

I guess Tiffany was busy that night, so Debbie Gibson was our headline entertainer.

Debbi was on Broadway recently. I give her credit. She's re-starting her career, it's not easy. I guess, why not start with the gays, right, we're a welcoming bunch.

She's going to be naked in Playboy soon, and the name of her new single is "I'm Naked." Go figure. But, she assured us, she wrote the song long before the Playboy shoot. Again, whatever.

She started with a red sequins dress, and high heels, which were giving her problems, so she took them off. We laughed, and she did the entire number, the entire show, in bare feet. It was a little weird, like take some Applachian Hillbilly and put them in a red dress on a stage, give them a mic.

I know - heels hurt. Suffer. If you want gays to buy your stuff, then you have to walk in our shoes.

Anyway, there was no shortage of middle-aged gay men lining up to buy the single, the CD album, the poster, and Deborah signed them all.

There was one guy I thought was cute, a nice Jewish looking boy from New York, with cute little perky pecs. He and his friends were totally ga-ga over Debbie, kissing her, dancing in the aisles. After that, I couldn't even look at him or his pecs again.

What if we went out on a date and then afterwards, went to his place to have sex. Would there be a Debbie Gibson 'Electric Youth' poster on the wall? Above his bed? Would I be able to maintain an erection? Would he have the naked Debbie Gibson Playboy issue stashed under the bed? Would he show it to me? Would I have to see Debbie Gibson's booty and pussy before sucking dick?

Being single is really not that bad.