Halloween Mask Stories

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Halloween Sex Party

by tcorbett691 on Dec 27, 2015
Amateur

A few months ago, back when I was still teaching, I heard some students talking about a party the seniors throw every year on Halloween where everyone dresses up and hooks up. It wasn’t hard to find out the location. This year, my former students were Seniors and would be attending this party. Remembering just how hot some of my students were, I decided that...

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Senior Year Memories Ch. 11

by aimingtomisbehave33 on Jul 17, 2018
Erotic Couplings

Usual Disclaimer Time: Even though this story almost entirely takes place in a high school setting, all the characters in this story are 18 years old or older, and since we're living in the wide wonderful world of porno-land here, where clichés roam free and things might get a little unrealistic from time to time, please remember it's all in good fun, I swea...

A Halloween Romance

by sensualsharon on Sep 17, 2017
Text With Audio

* * * * * Click Here to listen. (14.5 min/mp3) * * * * * Jenna looked over at the gilt edged invitation and rolled her eyes. She still couldn't believe she had actually been convinced to attend a masquerade ball on Halloween night. She muttered to herself as she struggled to get into her harem girl costume. She'd wanted the cute Little Bo Peep outfit, but...

A Halloween Weekend

by TiffyKitty93 on Nov 20, 2017
Transsexuals & Crossdressers

~Happy Halloween! The following is a follow up to my last story, A Weekend of Firsts. I recommend reading that one first for a little background on, and a better introduction to, our main characters.~ ***** A few months ago, I decided to have a weekend in spending time alone with my new battery operated friend while dressed as Tiffany, my en femme persona....

The Neighbours Halloween Party

by Hixxy00 on Oct 24, 2018
Loving Wives

HALLOWEEN CONTEST 2018 Catwoman and Batman put on a show at a neighbours Halloween party. Mike: I will put this out there now. I hate Halloween. There I said it. My wife, however, bloody loves it. Every year we have to dress up, take the kids trick or treating, go to a party and then check our bank account to see how much money we've bloody spent. Every...

Masks

by draconus_infernus on Sep 12, 2017
Exhibitionist & Voyeur

I don't know why Dennis insisted on calling his little Halloween bash a "costume party." Every party he ever threw was clothing optional, and I knew this one would be no different. To be honest, I didn't really know what I was even doing there in the first place. Angela, my girlfriend of three years, had just unceremoniously dumped me for my now former best...

Coming Out in Costume

by silkstockingslover on Sep 14, 2017
Illustrated

Summary: Closet high school lesbian discovers her true self as Batgirl. Thanks to Rebecca, the famous artist whose artwork inspired and was used for this new series. Especially her series 'Housewives at Play', 'Teens at Play' and 'Hot Moms'. Thank you for access to your entire book catalogue as well as your website for this massive series. Also, thanks for...

I'm In Charge

by AllyTara on Sep 16, 2017
Fetish

Halloween on campus was predictable: naughty nurse and schoolgirl outfits, kegs of domestic beer, and hundreds of red plastic cups that would line the sidewalks for the coeds taking the Walk of Shame on November 1st. Leon was at the frat party sipping a Jack on the rocks. He was dressed as Michael Myers from Halloween, complete with a one-piece mechanic's...

Halloween Orgy

by analplayplease on Sep 1, 2017
Group Sex

It was October 29th I had just gotten home from another literature class. On my door was a folded piece of paper. It was an invitation to a Halloween Party in my apartment complex from my friend Cory. Arrival between 10-11 p.m. Costumes a must. Beer on tap, some liquor available. To end when everyone left. I decided to put my things away and go to Cory's fo...

Trick and Treat

by robahig on Sep 19, 2017
Erotic Couplings

Halloween is always our favorite holiday. My wife and I met days before Halloween and it was our first real date. Now all these years later it is still special to us. This year there were a few more tricks and treats. My wife Angie, recently tricked me into having sex with a former coworker of mine from my teenaged years. But that story has already been to...