Jack Off Stories

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North Valley High Ch. 05

by TheJohnsonator05 on Aug 31, 2017
Erotic Couplings

Jack grunted as he and Jessica ran on the beach, the cold mist of the waves spraying them. "C'mon Jack," said Jessica, as she ran next to him, "Only half a mile until we reach the beach house." "That's easy for you to say Jess," said Jack, his lungs heaving as he struggled to keep up with his girlfriend, "You're used to this." Jessica giggled as she kep...

Acrobatics 11

by Strawberry_2051 on Sep 14, 2017
Interracial Love

Acrobatics 11 - Exhibition with Joan When Jack got back to his house that evening Karen was so passionate she almost attacked him. After the last couple of days he didn't think he could perform but she insisted. Jack wound up kneeling between his wife's naked thighs stroking her G-spot with one hand and stroking himself to an erection with the other. As s...

Jack's Golfing Partner Ch. 02

by Jack1107 on Mar 17, 2020
Mature

Sunday was spent at the Golf Club, though after breakfast Jo asked Jack if he'd like to stay tonight? Jack went home and packed a small suitcase; he had enough clothes to last a few days. They lunched and had dinner at the Golf Club, over dinner Jack said, "Jo, I was a bit worried last Sunday when I put my name down for the Competition, today, I feel good th...

Her Surrender Ch. 05

by SOLWriter on Oct 8, 2019
BDSM

Sloane was in a great mood and giddy with excitement. Things had been going well with Jack and Chris had made plans for a fancy dinner. She had treated herself to get ready. She had gone to the hairdresser for a new styling and the spa for a Brazilian wax, something that she'd never had before. A new, tight black dress with matching lingerie and heels compl...

Vanessa Makes Demands

by jacketjack on Sep 16, 2017
Fetish

Read the first "Vanessa & Jack" story here. ---------- "Knock knock," Vanessa sang down the stairs, startling Jack from an afternoon space-out at his desk. "I'm not, um, interrupting anything, am I, Jackie?" Vanessa's tone made the whole thing clear, and Jack's throat tightened as he waited to hear what came next. "Got a minute, roomie? Can you put down th...

Shared Wife Ch. 01: Jack

by Inspirinious on May 1, 2018
Erotic Couplings

I love my husband very much, for everything he does for me, and for everything he allows me to do. Bill and I have been married for eight years. We met while attending the local community college. I was studying bookkeeping and office management. Bill was studying tax preparation. Early on in our relationship we discovered that we were a great fit for each...

Ashley and Jack's Turkish Delight

by Curiousaboutlove on Sep 15, 2017
Group Sex

Rounding a bend in the unsealed narrow country road, I was disappointed to see that the last few hundred meters were uphill. Weary from our third consecutive day hiking on the southern Turkish coast, I grabbed Jack's hand, trying to get his help pulling me forward. I felt him wrapping his fingers around mine, and upping the pace a little which was assisting...

Soft Big Breasts

by sdsioux on Mar 2, 2020
Erotic Couplings

Jack and Sue were sitting on their couch when there was a knock on the door. It was a package from UPS which surprised Jack as he wasn't expecting anything but Sue was with a grin on her face. "Are you expecting something?" asked Jack. "Something silly," Sue replied. Sue grabbed the package from Jack going to the desk for the razor blade cutter. As she be...

Gran Loves My Cum Ch. 07

by Jack1107 on Jul 10, 2019
Mature

The next days flew in. Jack told mum about Jo, mum agreed that Jo could do a lot for Jack. Mum took several pictures of Jack's magnificent cock. Jo was more than impressed and sent pictures of her huge clit. Then mum realised that Jo was a patient at her Clinic, mum liked her a lot. Mum told Jack that Jo was in a bad marriage, but she was a lovely person....

Anna Takes a Lover

by trappedinside on Sep 12, 2017
Interracial Love

Anna was sitting at a table. Her husband of 12 months was at home. They were married a year out of college, she a BA in education and him, Jack, a masters in computer science. She was twenty two and he was twenty seven. She was in a dark out of the way bar on a Saturday night. The smoke was thick and the juke box music was so loud the base vibrated through...