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Gay Stuff : Hot Halloween Role-Play Ideas

Photo Credits: Icon Male – Save 75%

So, Halloween, do you have plans for that day? Costume parties to go to, maybe a parade or an event or two to attend to? Are you going to be with friends and family or your lover or maybe with a regular fuck buddy?

We are asking because, well, don’t you think dressing up for Halloween presents a perfect opportunity to indulge in a role-play in the bedroom? I mean, why waste a perfectly sexy costume when you can use it as a prelude to a hot Halloween hookup?

With that in mind, we gathered a few ideas for you to explore this year:

  • Masseur/Client – Everybody loves a massage, who doesn’t? And the only thing better than that is an erotic massage. Not only is this relaxing and pleasurable, massage is said to be good for our physical and emotional health and experts actually advise that we indulge and make it a “daily routine” and not just a one-time Halloween thing.
  • Strangers – We recently talked about having anonymous sexual encounters and some confessed to having fantasized about it but still loved having sex with those they love and trust.

How does this role-play work you ask? Well, you arrive at the Halloween party alone. You flirt with other guys and after sometime you notice this hunk had been eyeing you. He goes over to you, spends the entire night with you simply chatting, drinking, flirting and then he proceeds to tell you about his hotel room overlooking Times Square.

  • Stripper/Customer – I’ve read somewhere this is one of the most popular fantasies. Heh. I wouldn’t mind getting a lap dance myself. Apart from your dancing and seduction skills, you would only need to don your sexiest underwear (maybe something like this Octane Jock Trunk from Cellblock13?), maybe wear a tie or this leather collar to complete the getup and you’re good to go.

Need more ideas? Check out our suggestions last year by clicking this link, better yet, you may ask your partner what his role-playing fantasies are.  That being said, has anyone of you tried role-playing during a Halloween hookup? How did that go for you? Share with us your thoughts and stories in the comments section below.


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  1. Jay

    I would love to go to a frat Halloween party as a glory hole box. See how many guy were horny enough or drunk enough to put their dick in the holes. That’s the trick now I give you your treat great head.

    Far better than a snickers bar

    • Onixstar

      Hahaha! That’s fucking AWESOME! Clever, witty, and fun! You’ll definitely want to bring along your hand sanitizer because you’re going to be passed around a few times! Genius! Happy Halloween everyone, and play safe!

  2. Thad

    I have a neighbor guy friend — divorced — who has his two teenage sons, ages 17 and 18, every other week. They are both on the high school soccer team — so they both have hot tight butts from all their practice and play. Last Hallowe’en, they dressed up (or “down” if you will) as David Beckham, only underwear, for a party with some of their friends. They came to my door as jokey trick-or-treaters. Beautiful sculptured chests, gorgeous legs, nice tight asses on both of them with those nice distinct bulges in the underwear — so hot! We had a good laugh at their unique “costumes,” Igave them some candy — and jerked off as soon as they left.

  3. Korey

    How about casting agent and couch? Oh, wait a minute. … That “role” already happens and is endemic in Hollyshitwood. Same for New York. Abuse and exploitation is not for heteros & Harvey Weinstein only!!


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