Cheerleader Bet Stories

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My Wife and Her Fancy Man

by Mag58 on Sep 13, 2017
Erotic Couplings

If you ask anyone who know us they would tell you that we are the perfect couple; great fun and totally in love with each other. All of that is 100% true; but we also have a dirty little secret, or at least my wife Chloe had.....until she confessed all in late June of this year. "Who was that?" I asked my wife as she put some baked beans and some spaghetti...

The Loving Husband Ch. 09

by deadeye_76 on Sep 25, 2017
Erotic Couplings

The short synopsis of this story to date is included below, but reading the previous chapters may help. ***** This is the continuing story of a cuckquean, my wife, Ann. She had been reading cuckold stories on line and decided that she was a cuckquean, a kind of female cuckold. This was based on how enthralled and excited she became by imagining me having...

Nurse Nancy's Penis Therapy Pt. 04

by Frankiezz3 on Sep 13, 2017
Toys & Masturbation

It's been a while, but finally here's the latest chapter in the Nurse Nancy series. I think it's worth the wait. Feedback is appreciated. ------------ I felt great. Ever since my therapy session with Candy I had a bounce in my step and a great outlook on life. It was fantastic. I was cured. There was just one problem--I wanted to see Candy again. If I was...

Admiring the Gardener

by VeryDirtyMind on Sep 26, 2017
Anal

A story about two neighbors, a young guy and an older woman. It would fit in at least a couple of categories, Mature and Anal. Just another summer day on Amboy Drive in upstate New York circa 1997... ***** Mike Zostant wasn't all that big on flowers or plants but when he would notice his next door neighbor working in her garden on warm days, he usually m...

Neighbourhood Terror to Sissy Pt. 09

by Fibaro on May 27, 2019
Transgender & Crossdressers

While Mark was going through his night time ritual and sleeping Lisa was at CC's getting licked to orgasm after orgasm by Stephanie. The more she learned about sissies the more she knew it was what she had always wanted. She had never been with a such a pretty girly girl like Stephanie, and definitely never with anyone who was that good with a tongue. The th...

The Story of N Day 06

by shortonreality on Oct 10, 2017
Sci-Fi & Fantasy

1) I'm sorry it took so long! We are still less than halfway done with this story, but it took ages to get this episode out 2) This episode is a bit OTT, even for me (why it took so long), but if you don't enjoy this kind of stuff, there are plenty of other stories for you on this website, so just move along :) 3) The next episodes will have less "other me...

The Photographers Assistant Pt. 02

by panty_wearing_sissy on Nov 13, 2017
Transsexuals & Crossdressers

If you are under 18, please stop reading and delete this document immediately. This story is pure fantasy. It does not relate to any real events, either past, present or future, and is only suitable for persons over the age of 18 mature enough to understand, and distinguish the difference between fantasy fiction and real-life. ***** Jake didn't remember e...

Dana and the Hitchhiker

by fearthisss on Feb 12, 2019
Loving Wives

My wife, Dana, and I decided to take a long awaited and much deserved vacation together. We took two weeks off for a west coast road trip that would start in our home state of Indiana. We're both in our mid-30s. Dana is stunning. She stands 5' 10" with wavy blonde hair that encircled a long, slender face and flowed across her shoulders and down her back, an...

New Moves for Hubby

by ndeavour on Jan 15, 2019
Erotic Couplings

It started out pretty simply. Nick and I were in bed, watching some porn together. I don't know whether it was the TV or a computer or what, but he'd found a way to get to some free porn sites and use our bedroom TV to display them. Since we both enjoyed it - no, that's not really correct - we both responded to it. I can't say we sat and watched it as if it...

Gillian's Justice Ch. 02

by MicheleNylons on Sep 24, 2019
Transgender & Crossdressers

Chapter Two - Fleur De Lis Andrew Dixon continued to drink scotch during the one hour drive to Lord Chelmsford's country home. He became a little handsy with his niece but Gillian figured he'd paid out thousands of pounds for her breast augmentation surgery and for her wardrobe so she shouldn't be too annoyed with him. Besides he would usually have one of h...