Vintage And Retro #60

Chastity Island

My girlfriend decides to take a couples vacation. She tellse it's a surprise and I go without question, as I desperately need a break from serving her friends. On the plane ride I fall asleep.

A loud buzzer sounds, waking me up along with everyone other man on the plane. I'm strapped to my chair completely naked. I look down and see a small steel cage locked around my cock. The sounds of destress coming from the other men sound like they are in the same predicament as myself. The screen on the seat in front of me turns on. A beautiful brunette woman wearing nothing but a bikini bottom speaks.

"welcome to chastity island. Here, all women live in paradise as men serve. You will not be allowed to get hard, voice your opinion, or control your life. The lady's here have no dress code, where as you beta pigs must always wear your chastity cages. It's not like you have a choice. The cages are locked on. All of your wives and girlfriends are waiting off the plane. You are expected to treat every woman you see as your mistress, as they are allowed to use and abuse any man they want. For good behavior you may earn cock milkings, but bad behavior will receive swift and painful punishment. You are here for as long as your mistress wand, so be good boys!"

With that she blows a kiss, bounces her tits, and the screen powers off. The restraints are automatically undone and the men file out of the plane. The doors automatically open to reveal tons of women wearing varieties of clothes. Some wear fetish gear while others wear swimsuits or absolutely nothing. It's all designed to make them feel sexy and powerful while keeping us incredibly horny and denied.

My girlfriend finds me and orders me to kneel. She wears nothing but heels. She tells me to lick her ass while she speaks to another woman. I crawl behind her, noticing how the other men around service their mistresses, all looking horny and uncomfortable. I pull my mistresses ass apart and start licking the sweat off her asshole, feeling my cock try to get hard in it's tiny cage. I try desperately to ignore it and just think about being a good boy. This is going to be a long trip..

Cam

cam being cam

"Don't be such a drama queen, it's fine babe. That's why they have these seat outside. I'll just call over that Big-titty Bikini Barista you were gawking at earlier, to say you've peed your pants."

"What? No! Don't do..."

"Oh, what? Now you don't want her over here? Well that's too bad, because I really want to see you squirm when she's over here, laughing her ass off at your pissy pants, with those tits of hers jiggling with every little giggle the pair of us are gonna be having.