Overconfidence "trivial Pursuit" Stories

363 results
Orientation
Length
Source
Infinite Scroll

Sylvia's Mother Ch. 26

by D.C. Roi on Sep 14, 2017
Novels and Novellas

They ate lunch, cleaned up the dishes, and spent the rest of the afternoon sitting on the sofa in the living room listening to music and talking. It wasn't that they didn't want to make love. The thing was, having a chance to spend time together, just talking, was so delightful neither of them wanted to spoil the mood. Sylvia's mother asked Jason a lot of qu...

Intramural Threesome

by Thorre on Sep 1, 2017
Group Sex

What's that babe? Okay, okay. Pour me another drink and I'll tell you the story if it will get you off my back. Just don't get all jealous and weird on me. Maybe it will get you horny and we can do it later. It was back in grad school. I had known these two girls, Caroline and Karla for a couple of years. We lived in the same dorm and hung out occasionally....

A Trivial Pursuit

by Bluesmanii on Aug 31, 2017
Group Sex

"Forfeit! Forfeit!" the girls cried out in unison. Jack had just answered a question from the deck in the category GEOGRAPHY, incorrectly. As with most questions about rivers in the "Trivial Pursuit" game, the answer was likely to be "The Amazon" and he ignored his instinct and, instead, replied "the Nile". Now he was in denial! "But...But... that was a TR...

Trivial Pursuit

by komrad1156 on Sep 13, 2017
Mature

*Note to Readers: As a former enlisted Marine, I enjoy making Marines the heroes of my stories anytime it makes sense to use a military person. I must admit though, that living with a beautiful Navy officer, I'm often reminded she outranks me. I always tell her that's fine as long as she keeps saying 'yes' to me whenever I 'request permission to cum aboard.'...

Battle of the Sexes

by AlanWard on Aug 19, 2017
Exhibitionist & Voyeur

I had always flirted with Clare, she is good fun and desperately in need of a boyfriend. We had tried to match her to several of our single friends and her best friend my girlfriend Susan used to say she would have a much better chance if she lost a little weight. Clare was not really fat, she had a very big round bum and big breasts but quite a trim waist a...

Garden of Eden

by dliteral on Jul 15, 2020
Exhibitionist & Voyeur

"If anyone knows the answer to this I'll take my clothes off right now!" "That's a big call Eden, Louis is pretty well read." "I don't think he's that well read. I've never seen it on his bookshelves. There's probably a hundred books called "The Pearl". I give up anyway, we'll never get that last piece of the pie." Louis hadn't said anything at this point...

Cariny Ch. 01: New Category

by BobbieKayeCutie on Apr 3, 2019
Exhibitionist & Voyeur

Some years ago, an excellent writer of adult fiction, writing under the pseudonym "Little Joe," created several characters inspired by myself and several lovely ladies we both knew. One character was based on me, Bobbie Kaye, and was nicknamed Cutie, or Little Miss Cutie. Little Joe posted a number of these wonderful stories, in which Bobbie Kaye and her fri...

Jimmy Makes Suzy 'His'

by guytoearth on Sep 25, 2017
Mature

This contains material of a sexual nature not suitable for anyone under 18. Editing contributions by Literotica member Private1stClass and Simon Brisco vastly improved my story. Thanks! * 4 Part Series Chapter 1 Jimmy Makes Suzy 'His' His name was Jimmy and he was both a lucky guy and a truly nice guy. Jimmy was a year out of college with an engineer...

The Kiss

by Joseki Ko on Sep 12, 2017
Illustrated

What goes into the perfect kiss? Well that point has as many sides as there are people. Because no one kisses exactly the same way, nor does anyone like the same things in a kiss. So now that we've stipulated that everyone's kiss is different let me tell you about my perfect kiss. I'd gone over to my buddies house one night with the devout intention of pla...

Mindy's Destiny

by HungryGuy on Sep 16, 2017
Fetish

Guy's small house party was going well. It was a small game night among his close friends. Guy's new girlfriend, Mindy, was serving cheese and crackers while Lillian, Shelly, Fuschia, Maria, Srinivas, Eric, Gamila, Al, Chin, Sue, and Eileen played Trivial Pursuit in the living room. Fran, Ginny, Eric, and Bhavna played cards in the dining room. And Pierre en...