Jessica's First Day Stories

333,995 results
Orientation
Length
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Infinite Scroll

Birth Day Club Ch. 02

by Magicidan on Sep 14, 2017
Loving Wives

My introduction to the next storyteller came via e-mail. The memo line said "A friend sent me your Birthday Club story and said you could help me warn other husbands of my experience." I called the number he provided and was rewarded with the tale of Jenny and Sally, two sisters who had the world had by its tail and threw it all away. As always, I am a mer...

Friendship Interrupted

by leapyearguy on Sep 13, 2017
Non-Erotic

The biggest mistake of my life was keeping a secret from Jen. We were young and talked very seriously about what we wanted out of life. That's the way we were, we could talk to each other about anything. It didn't matter how intimate, we could just talk about it. I'm Ben, and that was how it was, Ben and Jen, friends for life. Just one time, I held it in, I...

Cora

by Cora93 on Aug 21, 2019
Transgender & Crossdressers

Hey guys, this is my first story. It's a bit of a slow burner and although it gets pretty sexy it's designed as an introduction piece for this series. So enjoy getting to know Cora, any feedback and comments would be greatly appreciated! x ***** Introduction - I'm Cora, but most people would know me as Craig. I'm 23 years old though, according to every...

Casey's Submissive Journey Pt. 02

by corduroysissy on Dec 14, 2017
BDSM

Debbie's eyes bulged when he looked up at Angelina, and his best friend smiled back at him. "This is my Angie, Debbie, he wanted to watch you cream his jeans." Looking through the make-up and wig he could barely make out the face of his young buddy. Casey was blown away by how good Jamie looked as a girl, he was pretty as all hell. The make-up looked perf...

The Mysterious Mr. X

by janiexx on Sep 14, 2017
Exhibitionist & Voyeur

The job had come out of the blue and Sarah still couldn't believe her luck. There had been other applicants, of course, but she had been selected and today was her first day. She was nervous, no question of that, and she wasn't sure quite what the job entailed, but it couldn't be worse than the factory job she'd walked out of the other week. How she'd stood...

Gifted Grifter Ch. 12

by DrSqueaky on Sep 16, 2017
Novels and Novellas

Gifted Grifter #12: Julie Whips Wall Street Our seed money now in hand, we opened up two online stock trading accounts, one in my name and one in Julie's. To avoid the suspicion two separate accounts doing substantially similar trades might generate if noticed, we set our accounts up with different brokers. For an additional fee, we arranged for the brokers...

All-Inclusive Vacation and Sex Ch. 02

by walterio on Sep 14, 2017
Group Sex

AN ENTERTAINING MONDAY The two blonde gay beauties Chris and Brent met me at my room wearing just shorts and flip flops as I directed. The three of us went to the nude beach and it took them a little time to adjust to being naked in public. They both lay face down on the beach towels and I put the sun block on their backs, legs and buttocks. I was tempted t...

Best. Wife. Ever. Ch. 02

by Bishopmalcolm08 on Apr 18, 2018
Loving Wives

Given the comments that my first two postings have garnered, I feel the need to go ahead and make a few points know. First and foremost, not everyone's definition of a slut is the same. That being said, Stacy and Gabe's marriage is not what many would expect, so it is wrong to make crude comments about how she will cheat on him and he will go to jail or get...

Kamana Ch. 02

by blue_eyes1119 on Nov 21, 2017
BDSM

FALL FROM POWER Rebecca was a complete product of her environment. She was born to a Lesbian couple that used a clinic to inseminate one of them. Her mothers raised her to be very active in the world of empowerment of women. She was taught to believe that women were the stronger gender and that she could rule the world. She was put in the best private schoo...

Finding Heaven in Ruby Tuesday

by RomanCEisdead2 on Sep 14, 2017
Mature

Don't get me wrong; I'd love to visit the States on a holiday, but to have to do it on business is a real chore. I'd been over to Boston once before, about six years ago. Technology meant that it wasn't really necessary anymore, but for some reason the Company Directors decided that I should be out there in person when the new Server went on-line. I travell...